34787 Zip Code FL Real Estate, Homes with Outdoor Grill for Sale

3 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 3 SubDv. ⋅ 34787 Zip Code

Beautifully upgraded home in the highly desirable Winding Bay community! 3-bedroom, 2.5-bath + office/flex room one-story single-family home over 2,100 square feet of comfortable living space with modern finishes and an open floor plan filled with natural light. The spacious kitchen is truly the heart of the home, featuring a large quartz island, built-in oven and microwave, gas cooktop, stainless steel appliances, plenty of cabinet space, and a walk-in pantry. Master Bedroom Suite offers a spa-like bathroom with dual vanities, a large walk-in shower, and a custom walk-in closet. The dedicated office with built-in cabinetry provides an ideal work-from-home space. The backyard offers your own private retreat with a heated saltwater pool, covered lanai, outdoor kitchen, pergola, and a fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. Additional features include solar panels, luxury laminate flooring throughout the main living areas, a custom wood panel for the TV, a spacious laundry room with built-in cabinets and utility sink, an irrigation system, and a two-car garage with storage racks and an EV charger. Winding Bay enjoy resort-style amenities including a community pool, playground, dog park, and scenic walking paths, all conveniently located near Disney, Horizon West, shopping, dining, and top-rated schools.

15009 Lebeau Loop, Winter Garden

$1,150,000

5 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code

Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.

9225 Holliston Creek Place, Winter Garden

$815,000

3 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code

WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property, located in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with a large bonus room / half bath as well as an oversized living room. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. SunPower 2KW 6-Panel solar system that is owned outright. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!

14681 Seton Creek Boulevard, Winter Garden

$1,470,000

5 Beds ⋅ 7 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Experience refined luxury in this stunning Parade of Homes Award-Winning Delray Model, now professionally designed and extensively renovated with today's most sought-after finishes and truly move-in ready. From the moment you arrive, you'll appreciate the home's impressive Italian-inspired architecture, soaring two-story foyer, elegant balconies, and exceptional craftsmanship. The first floor has been transformed with beautiful wood-look porcelain tile throughout, creating a seamless and sophisticated living space. Fresh interior and exterior paint, professionally redesigned landscaping, and a newly finished outdoor terrace accented with white stone provide outstanding curb appeal and exceptional outdoor living. At the heart of the home is a spectacular chef's kitchen featuring an oversized natural stone island, designer backsplash, 42-inch cabinetry with illuminated upper display cabinets, soft-close drawers and doors, crown molding, under- and over-cabinet lighting, premium KitchenAid appliances, a gas cooktop with pot filler, walk-in pantry, and abundant storage. Entertain with ease while enjoying the custom wine cellar tucked beneath the staircase with wrought-iron gate and wine refrigeration. The luxurious first-floor primary suite has been completely remodeled into a spa-inspired retreat, showcasing a beautifully redesigned bathroom with premium finishes, an oversized walk-in shower, freestanding soaking tub, and spacious walk-in closet. A primary owner suite with its own en-suite bath is also conveniently located on the main level. Upstairs, an expansive gathering room with rich wood flooring, tray ceiling, and built-in workspace opens to an impressive 22-foot balcony. The dedicated theater room features a wet bar and beverage cooler, while three additional en-suite bedrooms—including a second primary suite—offer comfort and privacy for family and guests. The covered lanai seamlessly extends the indoor living space through dramatic three-panel stacking glass doors and is pre-plumbed for a future summer kitchen. The beautifully designed backyard with lash landscaping and privacy bamboo trees are complementing a stylish white stone terrace offering the perfect blend of comfort and sophistication, creating an inviting outdoor retreat for relaxing and entertaining or your own private sanctuary. Located within the exclusive gated community of Canopy Oaks in Winter Garden, this exceptional residence combines timeless architecture with extensive modern upgrades rarely found in today's market. Every detail has been thoughtfully updated, making this a truly one-of-a-kind luxury home ready for its next owner.

688 Canopy Estates Drive, Winter Garden

$420,000

3 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01b SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 3-bedroom, 3-bath townhome located in the highly sought-after Independence community in Winter Garden. Situated on an oversized corner lot, this home offers over 1,800 square feet of thoughtfully designed living space featuring an open floor plan, a formal dining area, and a spacious eat-in kitchen with 42-inch cabinetry, granite countertops, a breakfast bar, and pantry. Upstairs, you'll find generously sized bedrooms, upgraded wood flooring, and a beautifully renovated primary bathroom featuring an oversized walk-in shower. French doors lead to a private lanai and custom patio, creating the perfect space for relaxing or entertaining outdoors. Ideally located just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways, this home combines comfort, style, and convenience in one of Winter Garden's most desirable communities.

14778 Peekskill Drive, Winter Garden

$1,350,000

4 Beds ⋅ 4 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code

Luxury, comfort, and an unbeatable location come together in this exceptional home in the highly sought-after Horizon West community. Perfectly positioned just minutes from Disney, shopping, dining, major highways, and top-rated schools, this move-in-ready residence offers the ideal combination of elegance, functionality, and the Florida lifestyle you’ve been looking for. Designed for both everyday living and entertaining, the home features 4 spacious bedrooms, 3 full bathrooms, a half bath, a dedicated office, a versatile bonus room, and a 3-car garage. The open-concept kitchen showcases a large center island, stainless steel appliances, and seamlessly connects to the spacious living areas. What truly sets this home apart is its stunning outdoor oasis. Since its original purchase, the owners have transformed the backyard into a private resort featuring a beautiful custom pool, an expansive covered lanai, and a fully equipped summer kitchen, creating the perfect setting for weekend barbecues, family gatherings, or simply relaxing while enjoying the peaceful pond views. Thoughtfully upgraded and impeccably maintained, this home is truly turnkey, allowing its next owners to move in and immediately enjoy one of Central Florida’s most desirable lifestyles. Whether you’re looking for your primary residence or a place where family and friends can create unforgettable memories, this property delivers the perfect blend of luxury, comfort, convenience, and quality of life.

7467 John Hancock Drive, Winter Garden

$1,119,000

5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Stunning Toll Brothers "Madeira Craftsman" executive home located in Winter Garden’s highly desirable Lakeshore community! Offering 5 bedrooms, 4.5 bathrooms, with a large bonus loft, and a 3-car tandem garage. The light-filled, open-concept floor plan showcases elegant tray/coffered ceilings and a high-end chef's kitchen with quartz stone counters and a large island. Unwind in the great room with spectacular nightly views of the Disney fireworks. The first-class outdoor living area features a massive screened-in pool, a covered lanai, and a built-in summer kitchen—perfect for entertaining! The large bright luxurious primary suite comes with a free-standing tub and walk-in shower. Enjoy world-class community perks: a lakefront clubhouse, fitness center, beach volleyball, and paddleboarding/kayaking on Panther Lake. Minutes from Disney and Horizon West shopping!

15124 Canoe Place, Winter Garden

$875,000

4 Beds ⋅ 5 Baths ⋅ Stoneybrook West 47/78 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Welcome home to 2496 Baronsmeade Ct Winter Garden situated in the much sought after golfing community of Stoneybrook West !!! This 4 Bedroom, 41/2 Bath pool home backing onto the golf course offers over 4,000sqft of living space with so many upgrades and 3 car garage with paved driveway. The tile ROOF was replaced in 2022, the AC's were replaced in 2021, kitchen and bathrooms fully renovated, new flooring throughout, all windows have custom vinyl shutters to keep the Florida heat out and save on utility bills. As you enter the home we have a formal living and dining area with built in wine bar, a huge open space with double story entry. The kitchen was fully remodled with a large center Island with Quartz countertops with waterfall edge. Lots of cabinet space and a walk in pantry, bar seating and breakfast nook. The kitchen over looks the great room wih vaulted ceilings and a gas fireplace as the focal part of the room. New sliding glass doors lead out to the huge screaned lanai with a salt water pool and spa and a built in BBQ that comes with the sale of the home. Plenty of space to enjoy the Florida lifestyle with a full sized bathroom. The Primary bedroom is downstairs and offers a large bedroom with bonus living space/home office/work out area, walk in closet and a renovated bathroom with dual vanities, large walk in shower and separate tub. Upstairs we have a enourmous loft space with built in desk space, ideal for home office/pool table/media/living space. There are 3 additional oversized bedrooms and 2 additional bathrooms to complete the upstairs. The laundry room is situated downstairs just off the garage. Stoneybrook West has so much to offer with a golf course, Restaurant, Fitness Center, Olympic Sized Swimming Pool, Playground, tennis courts, pickle ball, bastket ball and so much more. The low HOA fee covers Cable/Internet/Guarded gated community and access to all the amenities. Ideally located next to major HWYs, Disney, short commute to Orlando, Restaurants and shopping. This home has so much to offer with all the major upgrades already completed. Call today for your own private tour !!!

2496 Baronsmede Court, Winter Garden

$550,000

4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code

SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon West area of Winter Garden! Nestled in one of Central Florida’s most sought-after communities, this beautiful two-story residence offers spacious open-concept living, soaring ceilings, and an abundance of natural light throughout. Designed for modern living, the home features expansive living and dining areas, generously sized bedrooms, and a functional floor plan perfect for entertaining or everyday comfort. Enjoy outdoor living with a semi-private fenced backyard, providing the perfect balance of privacy and open space. Ideally situated just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major highways, this location offers unmatched convenience and lifestyle. Residents also benefit from access to highly rated A+ schools, making this an excellent choice for families. Don’t miss this incredible opportunity to own a beautiful home in one of Winter Garden’s fastest-growing and most desirable neighborhoods. Schedule your private showing today!

14123 Frasier Street, Winter Garden

$1,075,000

4 Beds ⋅ 5 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Back on the market! Mediterranean Elegance Meets Lakeside Luxury on John's Lake! Welcome to your own private paradise, nestled in the exclusive, small gated waterfront enclave of John’s Cove. Step inside this gorgeous, custom-built estate and be instantly captivated by soaring 25-30 foot vaulted ceilings, a dramatic winding staircase, elegant Roman-style arches and columns and abundant natural light. In this spectacular 4-bedroom, 4.5-bath pool home you'll enjoy breathtaking views of the pristine, spring-fed John’s Lake from almost every room, delivering all the scenic beauty without the hassle, upkeep, or worries of lakefront maintenance! A formal dining room and formal living room, both with soaring ceilings, adorn each side of the grand staircase. The heart of the home is a gourmet kitchen featuring brand-new stone tile backsplash, granite countertops, abundant wood cabinetry with crown molding, and two islands, both with sinks and bar seating. The chef of the family will appreciate the newer stainless steel appliances, 5-burner gas cooktop with a pot filler and convenient “prep” sink in addition to a separate double-bowl sink. Enjoy sipping coffee while watching the sun rise through the trees, over the water in the cozy breakfast nook, which perfectly frames your gorgeous pool and lake views. The kitchen overlooks the spacious family room anchored by a custom mantel gas fireplace with French doors to the outdoor kitchen. The luxurious first-floor primary suite is a true retreat, offering tranquil views with private access to the outdoor pool patio. It features his-and-her walk-in closets—one uniquely doubling as a highly secure panic/safe room with a steel door and 12-inch concrete walls! The en-suite spa bath features an oversized tub, a circular walk-in shower, and dual vanities. A versatile fourth bedroom downstairs is conveniently located across a full bath, and provides excellent additional living space that can easily transition into a home office, den, or flex room. Upstairs, you will find two generously sized bedrooms—including a private suite with its own full bathroom—both boasting access to a second-floor balcony with sweeping treetop lake views. A splendid column-clad catwalk leads to the stadium-seating theatre room (which can easily serve as an additional home office or den) and a full hallway bath complete the second floor. Step outside to your spectacular outdoor oasis. The expansive screened patio encloses a resort-style heated pool and spa (built in 2017) complete with a sun shelf, fountain, and elegant pavered decking. Entertain with ease at the outdoor summer kitchen featuring a built-in grill, countertop space, and a mini-fridge. This home has a fresh coat of exterior paint, newer AC, new water heater, and direct lake access is just steps away via the private community boat ramp. Water enthusiasts will love the easy access for recreational boating, skiing, tubing, and sport fishing on this sprawling 2,500-acre lake that feels like a chain of lakes. You CAN have it all in this fabulous Florida oasis that feels miles away from it all, yet is just minutes from the Turnpike, SR 429, SR 408, downtown Winter Garden, as well as the best shopping, dining and entertainment in all of Central Florida!

806 Johns Point Drive, Winter Garden

$1,700,000

4 Beds ⋅ 4 Baths ⋅ G T Smith Sub 2 SubDv. ⋅ 34787 Zip Code

**MULTIPLE OFFERS RECEIVED** Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden.

121 W Maple Street, Winter Garden

$2,499,000

3 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code

Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.

9751 Quiet Lane, Winter Garden

$699,000

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Phase 2 SubDv. ⋅ 34787 Zip Code

Welcome to this ELEGANTLY UPGRADED and nearly new 2-bedroom, 2-bath residence in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where resort-style living meets everyday sophistication. Perfectly situated on one of ONLY TWO PREMIUM HOMESITES of its kind within the community, this exceptional property enjoys a truly rare distinction: an EXCLUSIVE SIDE EASEMENT that creates exceptional privacy, expanded green space, and a level of openness rarely found in community living, with no immediate neighbor on one side and convenient proximity to the clubhouse area. From the moment you arrive, the home impresses with its REFINED CURB APPEAL, lush landscaping, and a spacious 2-car garage enhanced with CUSTOM STORAGE SOLUTIONS. Inside, a bright OPEN-CONCEPT LAYOUT welcomes you with abundant natural light and meticulous attention to detail throughout every space. The Kitchen is a TRUE SHOWPIECE, equipped with premium stainless steel appliances, a GAS COOKTOP, BUILT-IN OVEN, a CUSTOM BUILT-IN PANTRY WITH PULL-OUT DRAWERS, generous cabinetry, and stone countertops, all seamlessly flowing into the living and dining areas. The Living Room has been elevated with an INTEGRATED SURROUND SOUND SYSTEM, creating the perfect setting for daily enjoyment and entertaining. The Primary Suite is a private retreat featuring a CUSTOM-DESIGNED WALK-IN CLOSET SYSTEM and a well-appointed en-suite bath with dual vanities, generous storage, and a walk-in shower. An additional SECONDARY BEDROOM provides comfortable accommodations for family or guests, while the DEDICATED DEN, enhanced with UPGRADED HIGH BASEBOARDS and RECESSED LIGHTING, offers the flexibility of a home office, hobby room, or formal sitting area. CUSTOM CLOSET SYSTEMS throughout ensure every space is as functional as it is beautiful. Step outside to where this property truly STANDS APART. The expansive SCREENED-IN LANAI opens to an EXTENDED OUTDOOR DECK and a fully appointed BUILT-IN OUTDOOR KITCHEN (BBQ Area), all framed by CUSTOM OUTDOOR LIGHTING, creating an exceptional outdoor retreat designed for year-round Florida living. Additional highlights include a WHOLE-HOME WATER FILTRATION AND SOFTENER SYSTEM, FRESH INTERIOR PAINT throughout, and additional RECESSED LIGHTING both inside and outside that elevates the home's ambiance day and night. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a 12,000 SF clubhouse with coffee bar, lounge, and wine lockers, a sparkling pool, state-of-the-art fitness center, tennis courts, and a vibrant social calendar, along with included cable and internet, fostering the active and connected lifestyle that Del Webb is famous for. IDEALLY LOCATED in Winter Garden, you are just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for boutique shops, dining, and a weekly farmers market. Enjoy outdoor recreation along the WEST ORANGE TRAIL, or take a short drive to WORLD-CLASS ATTRACTIONS including Walt Disney World Resort and Universal Studios. Convenient access to FL-429 and major roadways makes it easy to enjoy the very best of Central Florida. This exceptional residence offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living on one of the community's most coveted homesites, where every upgrade has been thoughtfully chosen and every detail meticulously executed. Homes of this caliber and setting are a TRUE RARITY in Del Webb Oasis. Now is the time, don't miss your chance to call this home.

15139 Canopy Cover Drive, Winter Garden

$730,000

4 Beds ⋅ 3 Baths ⋅ Cypress Reserve Ph 1 SubDv. ⋅ 34787 Zip Code

Commanding striking curb appeal with its elegant stone exterior, this magnificent 2,952-square-foot Winter Garden estate offers the ultimate in turn-key luxury with four bedrooms, an office - flex space and three full bathrooms. Inside, soaring ceilings and elegant wood-look tile flooring guide you through a luminous, open-concept layout, while designer ceiling fans and plush carpeting elevate each of the four bedrooms. At the heart of the home, the upgraded epicurean kitchen shines with premium quartz countertops and stainless steel appliances, perfectly complemented by a thoughtful split-floor plan that ensures total privacy for the primary sanctuary. Unrivaled peace of mind is built directly into the property, boasting a brand-new roof (2025), a high-efficiency AC (2019), a tankless water heater (2019), and a dedicated interior laundry room. The interior transitions effortlessly to a spectacular outdoor oasis designed for world-class al fresco entertaining. The fully screened lanai showcases a striking custom ceiling and a premium outdoor kitchen, ideal for hosting unforgettable sunset soirées. Beyond the screen, a massive custom concrete patio extends into the beautifully manicured, privacy-fenced backyard, featuring a high-end retractable canopy for seamless indoor-outdoor living. Minutes from the fine dining and boutiques of historic downtown Winter Garden, this pristine residence perfectly balances refined style with unparalleled modern convenience. Cypress Reserve offers a community pool, playground and you are conveniently located near the new Tucker Ranch development, which will bring additional community amenities.

14241 Sunridge Boulevard, Winter Garden

$2,575,000

5 Beds ⋅ 7 Baths ⋅ Grove/Oakland SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.

1155 Prado Lane, Winter Garden

$1,200,000

6 Beds ⋅ 4 Baths ⋅ Lake Roberts Lndg E SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.

1812 Lake Roberts Landing Drive, Winter Garden

$890,000

5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!

8768 Sonoma Coast Drive, Winter Garden

$477,000

4 Beds ⋅ 3 Baths ⋅ Stone Creek 44/131 SubDv. ⋅ 34787 Zip Code

Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.

1906 Sherbourne Street, Winter Garden

$1,250,000

6 Beds ⋅ 6 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code

One or more photos have been virtually staged. Live the luxury lifestyle West Lake Hancock Estates, an exclusive lakeside community. This home offers 6 bedrooms and 6 bathrooms over 4816 sq. ft. of living space with an open-concept design perfect for both everyday living and entertaining. A rare highlight, this home features two primary suites on the first floor, ideal for multi-generational living or guests. The gourmet double-island kitchen boasts upgraded cabinetry, granite countertops, double ovens, stainless steel appliances, a center island, butler’s pantry and a breakfast nook flowing seamlessly into spacious living and dining areas, a large loft, and a dedicated media room. Engineered hardwood floors, crown molding, custom built-ins, wainscoting, surround sound, a security system, and a custom mudroom/drop zone conveniently located in the garage. Enjoy outdoor living with a fully equipped outdoor kitchen and a backyard with room to build your dream pool. Additionally features include a 3-car garage and access to resort-style amenities such as a lakeside clubhouse, pool, fitness center, trails, and a ramp to launch your boat to Lake Hancock. Conveniently located near SR-429, with easy access to Orlando, shopping, dining, and entertainment.

14240 Colonial Pointe Drive, Winter Garden

$1,335,000

4 Beds ⋅ 4 Baths ⋅ Johns Lake Pointe SubDv. ⋅ 34787 Zip Code

Welcome to luxury lakefront living on the shores of sought-after Johns Lake. Perfectly positioned with breathtaking west-facing sunset views, this fully upgraded waterfront residence offers the ultimate blend of elegance, comfort, and resort-style outdoor living in one of Winter Garden’s most desirable communities. Featuring nearly 3,500 square feet on 1 floor of thoughtfully designed living space, this exceptional home showcases 4 bedrooms, 3.5 bathrooms, a 3-car garage, premium hardwood flooring, and a gourmet chef’s kitchen with high-end finishes, upgraded cabinetry, and expansive entertaining space. Designed to maximize the waterfront lifestyle, the home seamlessly transitions outdoors to a private backyard retreat complete with a sparkling pool, oversized spa, outdoor kitchen, and stunning panoramic lake views — the perfect setting for sunset entertaining year-round. Additional highlights include a newer roof and HVAC systems (approximately 3 and 5 years old), luxurious updated interiors, spacious living areas. This rare Johns Lake opportunity combines elevated style with effortless move-in-ready convenience. With premium designer furnishings negotiable. Making this a possible true turnkey opportunity. Located within the highly sought-after Johns Lake Pointe community, residents enjoy proximity to historic downtown Winter Garden, top-rated schools, shopping, dining, major highways, and Orlando’s world-class attractions. Experience the best of Central Florida lakefront living in a home where every evening ends with unforgettable sunsets over Johns Lake.

15326 Johns Lake Pointe Boulevard, Winter Garden

$1,900,000

5 Beds ⋅ 4 Baths ⋅ Highlands/Summerlake Grvs Ph 3 SubDv. ⋅ 34787 Zip Code

Experience LUXURY ~ WATERFRONT LIVING in this FULLY UPGRADED ~ POOL HOME in the sought-after Highlands at Summerlake Groves community of Horizon West! Built in 2021 and situated on a generous .40 ACRE LOT with a FENCED YARD, this exceptional home delivers breathtaking nightly views of DISNEY FIREWORKS reflecting across the water, creating a spectacular backdrop you can enjoy year-round from the comfort of your own home. Designed with both everyday living and unforgettable entertaining in mind, this home offers an OPEN CONCEPT layout filled with natural light, a dramatic two-story living room with a chic FIREPLACE feature wall, CUSTOM BUILT-INS, and WOOD LOOK TILE flooring throughout the main living areas. The spacious MAIN FLOOR PRIMARY SUITE delivers a private retreat, while a dedicated OFFICE with custom built-in cabinetry and desk space makes working from home effortless. Upstairs, you will find three additional bedrooms and one of the home's most impressive features – a PROFESSIONALLY DESIGNED THEATER ROOM with over $350,000 invested in premium finishes and technology, including a $12,000 projector, professional acoustic treatments, custom wall detailing, and seating for eight. No detail was overlooked when it comes to technology and convenience! Whole-home automation controls music, lighting, outdoor fans, LED lighting, water features, and more with the touch of a button. The WHOLE HOME & POOL SOUND SYSTEM further enhances the experience, while the two-car garage includes its own mini-split A/C system. Additional upgrades include a TILE ROOF, water softener, paver driveway, and separate 1-car and 2-car garages offering ample storage and flexibility. Step outside and discover a backyard designed to rival a private resort. The COVERED LANAI features a fully equipped OUTDOOR KITCHEN complete with a built-in grill, pizza oven, stone flat-top grill, vent hood, and oversized ISLAND for gathering. MOTORIZED SHADES provide privacy and comfort, while the CUSTOM POOL & SPA showcase three WATER FEATURES, dramatic FIRE ELEMENTS, and panoramic LAKE VIEWS. A perimeter mosquito misting system helps maintain a comfortable outdoor environment day and night, allowing you to fully enjoy Florida living year-round. Whether you are boating, skiing, entertaining guests, enjoying a movie night in the theater, or watching Disney fireworks dance across the lake each evening, this home offers a lifestyle few properties can match. Residents of the Highlands at Summerlake Groves also enjoy community amenities and a prime Winter Garden location just minutes from Orange County National Golf Center, the New Independence area, Disney parks, shopping, dining, Downtown Winter Garden, farmers markets, community events, and convenient access to SR 429. Waterfront luxury, state-of-the-art technology, unforgettable outdoor living, and one of the most impressive theater rooms you will find in a private residence – this is the opportunity you have been waiting for. Call today to schedule a private tour!

15058 Sunstar Way, Winter Garden

$885,000

5 Beds ⋅ 4 Baths ⋅ Encore/Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code

Experience elevated Florida living in the highly sought-after resort-style community of Encore at Ovation, just minutes from Walt Disney World and Central Florida’s premier attractions. This exceptional 5 bedroom, 4 bath residence offers 3,687 square feet of thoughtfully designed living space with tranquil conservation views, blending luxury, comfort and functionality in every detail. From the moment you enter, you’ll appreciate the home’s refined finishes, expansive layout and seamless indoor-outdoor flow designed for both everyday living and effortless entertaining. Upgraded tile flooring spans the entire main level, while engineered hardwood flooring enhances the staircase. At the heart of the home, the gourmet kitchen is beautifully appointed with upgraded cabinetry, premium countertops, an exterior-vented range hood and a redesigned oversized center island strategically positioned to maximize prep and cooking space — an ideal setup for both casual meals and culinary enthusiasts. A large walk-in pantry provides abundant storage, while the formal dining room offers the perfect setting for hosting family dinners and special occasions. The main floor also features a private guest bedroom and full bath with direct outdoor access, creating the perfect space for visitors, multigenerational living or a dedicated home office. Upstairs, an elegant open-rail staircase leads to a bright and versatile loft area, ideal for a media room, workspace or additional lounge space. The luxurious primary suite serves as a true retreat, complete with a spa-inspired en-suite bath featuring dual vanities, a semi-frameless glass shower, an expansive walk-in closet and a private balcony perfect for enjoying Florida’s year-round sunshine. Three additional generously sized bedrooms and another spacious loft complete the upper level. Additional upgrades include a well-designed laundry room with a built-in utility sink for added convenience. A spacious three-car tandem garage offers ample room for vehicles, storage and hobbies. Step outside to the fenced expansive backyard overlooking peaceful conservation views, with plenty of room to design your dream outdoor oasis. Residents of Encore at Ovation enjoy access to outstanding community amenities including a resort-style pool, clubhouse, fitness center and lawn maintenance services. Ideally located near world-class shopping, dining, entertainment and major highways, this move-in-ready home offers the perfect blend of luxury, lifestyle and convenience. Don’t miss the opportunity to make this stunning property your next home.

13978 Lanyard Way, Winter Garden

$2,099,000

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

Orlando Lakefront Luxury Residence with Private Dock on Lake Hickorynut, Resort-Style Pool & World-Class Location! Welcome to 9110 Morgana Court, an extraordinary waterfront residence offering the ultimate Florida luxury lifestyle just minutes from Disney, all the Orlando world-famous attractions, championship golf, premier shopping, fine dining, and international travel connections. Perfectly positioned on a beautiful ski lake, this 5-bedroom, 5-bath residence showcases breathtaking sunset views, private covered dock, expansive outdoor living spaces, and a highly desirable floor plan designed for luxury living, entertaining, and multigenerational flexibility. The backyard is truly a private resort featuring an oversized heated saltwater pool, relaxing 8-person spa, elegant fire feature, complete outdoor kitchen, and an expansive covered lanai with retractable screens for year-round enjoyment. Imagine spending your days boating, paddle boarding, fishing, waterskiing, or simply relaxing on your private dock while enjoying spectacular Florida sunsets over the water. Opportunities to own a true ski-lake property with this level of privacy and luxury are increasingly rare. Inside, natural light fills the home and highlights the finishes. The gourmet chef's kitchen serves as the centerpiece of the home, featuring an oversized island, premium Wolf gas range, double ovens, abundant cabinetry, and an open-concept design ideal for entertaining. The flexible floor plan offers exceptional versatility with a private first-floor guest suite complete with full bath and walk-in closet, a spacious bonus room perfect for a home office, fitness studio, media room, or additional guest retreat, plus an expansive upstairs loft opening to a private balcony overlooking the lake. The luxurious primary suite is a true sanctuary, offering panoramic water views, a spa-inspired bath, oversized walk-in shower, and an exceptionally large custom closet. Additional bedrooms are generously sized and thoughtfully positioned for privacy. Extensive upgrades include new exterior paint (2026), heated saltwater pool and spa, complete outdoor kitchen, surround sound system inside and out, retractable lanai screens, custom window treatments, upgraded stair railings, designer lighting, and fully fenced oversized homesite. Whether you're seeking a primary residence, multigenerational retreat, or a luxury Florida lifestyle property near Orlando's most desirable destinations, 9110 Morgana Court delivers a rare combination of waterfront recreation, privacy, convenience, and resort-style living. Schedule your private tour today.

9110 Morgana Court, Winter Garden

$875,700

4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code

Prepare to see the most decked out and finely finished townhome in Central Florida! This Toll Brothers end unit has been completely customized with over $140,000 in structural upgrades and $270,000 in design upgrades--that's right, more than $400k in upgrades, and the original sale was more than DOUBLE the price of many of the other townhomes in the community. Facing the lush landscape of the courtyard and adjacent to wide open space, this Cicero model includes a 778 square foot fully private courtyard, screen enclosed and with a full summer kitchen, gas fire pit, and pet friendly astroturf, all within a privacy wall. Upon entry you are greeted by an open concept great room with 10-foot ceilings that lead to the well-appointed Chef's kitchen with center island, with select exotic granite slab countertops and 42” upper cabinets. The private main-floor master suite features a soaking tub, a separate shower and a large walk-in closet. The back hallway, complete with tech center and upper cabinets can serve as a downstairs office. Downstairs also includes a convenient powder bath. French doors off of the kitchen open to the large courtyard. Upstairs features two additional bedrooms, a full bath and loft with breakfast bar and private balcony that overlooks the courtyard. Serving up gourmet finishes with upgraded everything, including plantation shutters, security system, upgraded lighting, electrical features, dimmers, audio system, and beverage refrigerators abound... The home also has a full one-bedroom guest apartment with its own kitchenette and living area over the garage that is connected to the patio courtyard and accessed via a private entrance. Lakeshore is ideally located in the Horizon West corridor only minutes from Disney, Hamlin, and enjoys immediate highway access. The amenities of Lakeshore on serene Panther Lake are second to none, with a lakeside clubhouse, kayaking and paddleboarding, a playground, world-class fitness center, resort-style pool and sensational lake and golf views–a Florida lake lifestyle like no other, for those seeking the best of the best with no sacrifice in convenience.

8801 Fountain Palm Alley, Winter Garden

$1,349,000

5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code

Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!

217 W Bay Street, Winter Garden

$849,000

4 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!

13780 Fresh Ivy Street, Winter Garden

$673,900

5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 2 SubDv. ⋅ 34787 Zip Code

Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!

4896 Palmetto Park Drive, Winter Garden

$2,850,000

7 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden

$974,000

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code

LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!

10174 Merrymeeting Bay Drive, Winter Garden

$727,000

4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code

Set against stunning private CONSERVATION VIEWS this SINGLE STORY four bedroom three FULL bathroom home is the one you've been waiting for! Just 10 minutes from the gates of Walt Disney World, this Winter Garden residence in the heart of HORIZON WEST offers a rare blend of luxury and flexibility. A spacious front porch paired with a paver driveway creates a striking first impression. No need to call the interior designer, this home has already been beautifully designed with wainscoting, double crown molding, illuminated tray ceilings, an electric LED fireplace, and a shiplap feature wall. 8FT INTERIOR DOORS create an immediate sense of scale and sophistication, enhancing natural light flow and giving the home a more open feel. TRIPLE SLIDING GLASS DOORS overlook the LARGE PRIVATE FENCED IN BACKYARD. This home delivers on the Florida indoor/outdoor living that everyone desires! The shady back Lanai has a PANORAMIC SCREEN and A SUMMER KITCHEN with sink, grill, and mini fridge. The GOURMET KITCHEN is the heart of this home. 13 FOOT QUARTZ ISLAND with seating for eight, SOFT CLOSE CABINETS and DRAWERS, PULL OUT DRAWERS in the kitchen cabinets for easy storage and organization, under cabinet lighting, and the VENT HOOD vents out of the house. The Primary Suite overlooks the green backyard's private conservation view. The room is spacious enough for a king size bed and additional furniture. The illuminated tray ceiling feels both modern and timeless, adding depth, dimension, and a polished finish to the space. The primary bathroom features double sinks, a separate tub and shower, and a custom built-in closet. The SECOND FRONT DOOR is a PRIVATE ENTRANCE that leads to the 320 square foot GUEST SUITE. The guest suite is perfect for multi-generational living, guests, or a home office. The GUEST SUITE has 1 BEDROOM, 1 FULL BATHROOM with WALK-IN SHOWER, living room, dedicated laundry with STACKABLE WASHER AND DRYER, and a dine-in KITCHENETTE with a full-size refrigerator, microwave, and sink! Additional features to note include 2020 ROOF, NO CARPET, PENTAIR Non-Salt Water Filtration System, ALEXA SMART HOME Controls, DROP ZONE, DEDICATED LAUNDRY ROOM WITH CABINETS and UNDERMOUNT SINK, STORAGE RACK and CABINETS in the TWO CAR GARAGE, NO CDD fee. Winding Bay offers a resort-style, zero-entry pool, 4 tot lots, 2 open play fields, a dog park, and covered picnic areas. Located only minutes from the HAMLIN SHOPPING CENTER, FLAMINGO CROSSING, Advent Health, Orlando Health, Highway 429, DISNEY SPRINGS, A-RATED PUBLIC SCHOOLS, and so much more! Schedule your private tour today.

10705 Petrillo Way, Winter Garden

$745,000

4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code

BACKUP OFFERS Now Being Accepted!!! Welcome to this masterfully designed and nearly-new 4-bedroom, 3-bathroom residence, built in 2023, that effortlessly blends modern luxury with the vibrant Winter Garden lifestyle. Nestled in the exclusive Silverleaf Reserve community, this home offers stunning curb appeal and high-end architectural details architectural details. Step inside to be greeted by a spectacular double-height ceiling in the main living area, creating an expansive, airy atmosphere flooded with natural light through oversized windows. The open-concept layout features elegant finishes throughout, seamlessly connecting the grand living space to the chef's kitchen. The kitchen is a true showstopper, complete with a large island, premium stainless steel appliances, and ample storage—perfect for both daily living and grand entertaining. Thoughtfully designed for modern convenience, this home features a dedicated upstairs laundry room, making chores a breeze. Outside, your private oasis awaits with a professional summer kitchen, ideal for Florida’s year-round outdoor dining. Plus, enjoy the magic of Disney’s nightly fireworks right from your street! Residents of Silverleaf Reserve enjoy fantastic community amenities, including a resort-style pool, basketball court, and the highly sought-after pickleball courts. Conveniently located just minutes from the Hamlin area, world-class shopping, dining, and major highways, providing easy access to Walt Disney World and Downtown Orlando. This home offers the perfect combination of luxury, space, and community. Owner is a licensed Florida Real Estate Agent. Schedule your private showing today!

5138 Citrus Leaf Boulevard, Winter Garden

$850,000

5 Beds ⋅ 4 Baths ⋅ Foxcrest A-N & P SubDv. ⋅ 34787 Zip Code

Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.

12529 Dallington Terrace, Winter Garden

$730,000

4 Beds ⋅ 3 Baths ⋅ Wincey Grvs Ph 2 SubDv. ⋅ 34787 Zip Code

More pictures coming soom! Located in one of Hamlin's most sought-after master-planned communities, this beautifully maintained 4-bedroom, 3 full-bath home delivers the kind of lifestyle that's rarely available at this price point — with the upgrades, the location, and the details that actually matter. The open floor plan flows naturally from a chef-worthy kitchen featuring a generous island, marble backsplash, and thoughtfully placed in-cabinet outlets for a clean, uncluttered aesthetic. Every bathroom has been upgraded, and the primary suite offers a walk-in shower and walk-in closets — because storage should never be an afterthought. No carpet. Anywhere. Vinyl floors run throughout the entire home — low maintenance, elegant, and built to last. Step outside and you'll find your own private retreat: a screened-in patio overlooking a backyard with a pool and spa, where evenings end with something you simply can't buy — a front-row view of Walt Disney World's fireworks, completely free, every night. The laundry room is a full room — with shelving, cabinets, a sink, and a folding area. The solar panel system (leased) keeps energy costs in check without compromising comfort. The community itself offers a playground and pet park, and the location is exceptional: less than 5 minutes to SR-429, 10 minutes to Winter Garden Village, 15 minutes to Disney, and 30 minutes to Orlando International Airport. Zoned for top-rated schools.

5715 Orange Orchard Drive, Winter Garden

$925,000

4 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code

Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.

15306 Gilligan Court, Winter Garden

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code

Experience true lakefront living in the highly sought-after Hickory Hammock community in Winter Garden on the shores of Johns Lake. This stunning 4-bedroom, 3.5-bath home, showcases breathtaking sunset views and a seamless blend of luxury and comfort. Inside, rich wood flooring flows throughout the main living areas and most bedrooms, complemented by custom finishes, accent walls, and an open-concept layout designed for both everyday living and entertaining. The designer kitchen features an oversized island, upgraded cabinetry, stainless steel appliances, and stylish lighting, all overlooking a spacious living area with custom ceiling details and expansive sliding glass doors framing the lake. The primary suite offers a private retreat with a custom feature wall and a spa-inspired bath with dual vanities and a large walk-in shower. Additional highlights include a built-in bar/wine area, spacious laundry room, and a dedicated fitness room with sauna. Step outside to a true resort-style setting featuring an infinity-edge pool and spa overlooking the water, an expansive screened lanai, and a fully equipped outdoor living area with fireplace, TV, spacious seating area, refrigerator, stainless steel grill, and Big Green Egg. Enjoy direct lake access from your private dock complete with boat lift and automatic enclosure, perfect for boating, fishing, and year-round waterfront living. Located in one of Winter Garden’s premier communities with top-rated schools, clubhouse, fitness center, tennis courts, and convenient access to shopping and dining, this exceptional property offers the ultimate Florida lakefront lifestyle.

Winter Garden

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code

Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.

5401 Bowman Drive, Winter Garden

$3,894,945

6 Beds ⋅ 7 Baths ⋅ Briley Farm - Phase 1b SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Briley Farm rests comfortably on 111 acres of lush landscape in the beautiful town of Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoor and outdoor living. Briley Farm boasts serene scenery as a picturesque back drop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands.

517 N Pollard Street, Oakland

$1,125,200

4 Beds ⋅ 5 Baths ⋅ Bay Isle 48 17 SubDv. ⋅ 34787 Zip Code

Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

14255 Hampshire Bay Circle, Winter Garden

$935,000

4 Beds ⋅ 4 Baths ⋅ Reserve At Carriage Pointe SubDv. ⋅ 34787 Zip Code

This pristine Taylor Morrison Abbott floor plan, offered for sale for the very first time, sits on an oversized corner lot behind the gated entrance of The Reserve at Carriage Pointe in Winter Garden. Impeccably maintained and lovingly cared for since new, this home delivers everything on your must-have list with thoughtful upgrades and timeless appeal. As you arrive, the upgraded stone facade and side-entry garage make a striking first impression. Inside, soaring ceilings welcome you into a cavernous great room flooded with natural Florida light. A fully paid-off 12.8 KW solar system conveys with the sale, significantly reducing your monthly electric bills and enhancing long-term energy efficiency. The Abbott plan offers a versatile layout with four bedrooms, three-and-a-half baths, two bonus rooms, a dedicated home office, and a formal dining room. The kitchen impresses with 42-inch espresso cabinets featuring ornate trim, a natural gas cooktop, double convection ovens, and abundant counter space perfect for meal preparation and entertaining. The main floor primary suite serves as a private sanctuary, complete with two walk-in closets, a large shower, garden jetted tub, and a generous double vanity. Upstairs, the two bonus rooms provide excellent flexibility—one is a finished home theater (all equipment will convey) this could be an ideal gym or easily convertible to a fifth bedroom if needed. Main bonus room pool table conveys too ! Outside is where this home truly shines, the expansive corner lot features a fully fenced yard, an extended covered lanai, and a generous pool deck surrounding an incredible pool , creating the ultimate setting to enjoy Central Florida’s year-round sunshine. Also under the massive screen enclosure is full summer kitchen with side burner and sink. The Patio furniture is all negotiable. The Reserve at Carriage Pointe is a charming, gated enclave offering a peaceful retreat with unmatched convenience. You’re just minutes from endless shopping and dining options in every direction, including a quick 15-minute drive to historic downtown Winter Garden for its vibrant events, unique shops, and popular Saturday farmers market. Downtown Orlando and Disney’s front gates are only about 20 minutes away. Families benefit from the highly sought-after school district, with Foundation Academy nearby and Windermere Preparatory School a short drive further. Rarely does a home in this desirable area combine such generous living space, premium features, energy-saving solar, and an enviable location at this value. Once it’s gone, it’s truly gone—don’t miss this exceptional opportunity

15393 Sandfield Loop, Winter Garden

$235,000

1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.

131 Southern Pecan Circle Unit 201, Winter Garden

$1,220,000

4 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Beautiful home located at 15686 Panther Lake Dr, offering the perfect blend of comfort, privacy, and the Florida lifestyle. The backyard is a true retreat, featuring a private pool with a relaxing jacuzzi, ideal for entertaining guests or unwinding after a long day. One of the most distinctive highlights of this property is the view of the Disney fireworks, which you can enjoy right from your home, adding a magical touch to your evenings. Conveniently located near shopping, dining, major highways, and world-class attractions, this home presents a fantastic opportunity to enjoy resort-style living in one of Central Florida’s most desirable locations.

15686 Panther Lake Drive, Winter Garden

$839,000

5 Beds ⋅ 3 Baths ⋅ Stoneybrook West 46/55 SubDv. ⋅ 34787 Zip Code

Located in a Golf course community. Extensively upgraded 5-bedroom, 3-bath home with one office and approximately 3,238 sq ft located in a guard-gated Winter Garden community offering resort-style amenities just a short walk away. Community features include a large pool, fitness center, tennis courts, basketball court, soccer field, pickleball, volleyball, and more. Major upgrades include a metal roof, two new AC units, renovated kitchen with quartz countertops and backsplash, a remodeled primary bathroom and an infrared sauna in Master bedroom.. Interior highlights include zebra blinds, custom drapes, in-ceiling theater speakers, and six TVs included. The backyard is designed for entertaining with a custom outdoor kitchen (1 year old), remote 15-ft motorized awning with lighting, pool up to 8 ft deep with child safety fence, LED color-changing lights around the pool, soffits, and landscaping, plus hard-wired security cameras surrounding the property. Additional features include beige gutters, a 3-car garage with extensive storage racks. Located minutes from Publix, restaurants, dentist offices, and major highways including the 429 and Turnpike, providing quick access throughout Central Florida. A must see to fully appreciate — too many upgrades to list.

1838 Black Lake Boulevard, Winter Garden

$935,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

744 Lake Brim Drive, Winter Garden

$539,900

3 Beds ⋅ 2 Baths ⋅ Signature Lks-Pcl 01b SubDv. ⋅ 34787 Zip Code

Stop your search, this is the home you have been looking for! MOVE-IN READY, fully renovated, located at the well established master planned Independence Community, this stunning 3-bedroom, 2-bathroom residence looks like a model home! This open and split floor-plan offers both, comfort and functionality. Fully upgraded, this home features new LUXURY VINYL flooring, new kitchen and bathrooms with QUARTZ COUNTERS, fresh interior paint, a UPDATED ROOF, a NEW AC SYSTEM, and an ELECTRIC VEHICLE CHARGER and a very charming FULLY FENCED BACKYARD. The bright and integrated living spaces are enhanced by LARGE WINDOWS and abundant NATURAL LIGHT, creating a warm and inviting atmosphere throughout. The modern kitchen showcases QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and AMPLE CABINETRY seamlessly connecting to the living and dining areas—perfect for everyday living and entertaining. The thoughtfully designed SPLIT FLOORPLAN provides added privacy to the primary suite, while the additional bedrooms provide flexibility for a variety of needs. Spacious primary suite with an ensuite bathroom that features a spa-like GARDEN TUB with separate shower, DUAL VANITIES and a large WALK-IN CLOSET, fully customized. Step outside to a CHARMING FENCED BACKYARD, providing privacy and a wonderful space to relax or entertain. Among so many standout features it is its PRIME LOCATION. It faces a CONSERVATION AREA, POND, and a SCENIC WALKING TRAIL offering peaceful views and easy access to outdoor enjoyment. Residents of this home enjoy opening their front door this beautiful green space and stepping right into the scenic trail for easy morning or evening walks. Experience resort-style living in Independence! Two clubhouses, pools, fitness centers, tennis & basketball courts, trails, and dog parks. Playgrounds, scenic lakes, private boat ramps and community events all year round. Close to shopping, dining, and SR-429 — the perfect blend of comfort, recreation, and convenience. Enjoy FREE INTERNET and up to 3 CABLE connexions, already included on the HOA fee. This is an exceptional opportunity for buyers seeking a truly turnkey residence & the vibrant Winter Garden Lifestyle! Schedule your showing today!

6421 New Independence Parkway, Winter Garden

$1,699,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

720 Lake Brim Drive, Winter Garden

$279,900

2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.

225 Southern Pecan Circle Unit 208, Winter Garden

$1,790,000

4 Beds ⋅ 4 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code

Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area is known for its community charm and excellent schools. Take a short golf cart ride or bike the West Orange Trail to relax and unwind in the heart of downtown Winter Garden just minutes away. Inside, you'll be captivated by the gourmet kitchen, tall ceilings, and exposed wood beams that add warmth and character throughout. The bright, open layout is complemented by plantation shutter blinds, high-end finishes, and plenty of natural light. With a spacious 3-car garage, there's room for vehicles, storage, and more. Enjoy the added bonus of new A/C units in both the garage and attic—providing an additional 278 usable square footage for a home gym, workshop, or flex space. Step outside to your private backyard oasis, featuring a newly added **resort-style pool**, perfect for relaxing or entertaining all year long. Don’t miss your chance to own this rare and beautiful gem—schedule your private tour today!

15198 E Oakland Avenue, Winter Garden

$1,365,000

5 Beds ⋅ 5 Baths ⋅ Tilden Place SubDv. ⋅ 34787 Zip Code

Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2024) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen, perfect for entertaining. The main floor includes the primary suite and a secondary bedroom with private en suite. Upstairs offers a spacious bonus room and three additional bedrooms, all with walk-in closets, including one with its own en suite. The garage is equipped with an electric EV charger for added convenience. Enjoy a resort-style pool with waterslide, mini lazy river, outdoor kitchen, and pool half bath, all enclosed within a panoramic lanai. With no rear neighbors and conservation views, this home offers added privacy while being conveniently located near Winter Garden shopping, SR 429, and Disney attractions. Schedule your showing today.

14501 Wabasso Loop, Winter Garden

$787,562

3 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. What's Special: Gourmet Kitchen | Covered Patio | Extended Patio | Oversized Patio | Flat Lot. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12971 Harvest Rain Avenue in Harvest at Ovation! This delightful new home welcomes you with a gallery-style foyer that leads to a dedicated study and a hall with a powder room, two secondary bedrooms, and two full bathrooms, including one en-suite. Across the foyer, you will find the laundry room and entry to the two-car tandem garage. At the heart of the home, the dining area flows easily into the great room and gourmet kitchen with its center island and walk-in pantry for everyday convenience. A pocket sliding door opens to an extended covered lanai where you can enjoy the outdoors in comfort. Tucked at the back, the private primary suite features a tray ceiling, a luxurious spa-inspired bathroom, and a large walk-in closet that creates a peaceful retreat. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Choose your own design selections. Additional Highlights Include: Gourmet kitchen, study in place of bedroom, shower at bath 3, pocket slider at great room, extended lanai, tray ceiling pkg, 8' interior doors, and second sink at bath 2. Photos are for representative purposes only. MLS#O6385596

12971 Harvest Rain Avenue, Winter Garden

$2,775,000

5 Beds ⋅ 5 Baths ⋅ Deer Island SubDv. ⋅ 34787 Zip Code

Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

17737 Deer Isle Circle, Winter Garden

$225,000

1 Beds ⋅ 1 Baths ⋅ Southern Pines Condominium SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.

317 Southern Pecan Circle Unit 102, Winter Garden

$700,000

3 Beds ⋅ 2 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code

Price reduced & now offering $7,000 towards closing or rate buy down! Tucked inside the gated community of Roper Reserve with a low HOA and just 5 minutes from Winter Garden Village and charming Downtown Winter Garden, this beautifully upgraded home offers the perfect blend of location & lifestyle. Featuring 3 spacious bedrooms plus a versatile additional room (ideal for an office, playroom, or guest space) and 2 bathrooms, the thoughtful split floor plan provides privacy with a secluded primary suite and oversized custom closet system. Inside, you’ll find extensive updates including fresh paint, upgraded bathroom fixtures and mirrors, designer lighting and fans, custom blinds, and French doors leading out to the pool deck. The kitchen is a standout with $50,000 in builder upgrades, a gourmet layout, Samsung Bespoke appliances, and a stylish coffee bar complete with mini fridge. Custom closet systems throughout add both beauty and function. Step outside to your private backyard retreat featuring a heated pool with travertine deck, fully fenced yard, and an impressive tiki hut equipped with a grill, burner, TV, and two refrigerators—perfect for entertaining year-round. The exterior is also plumbed for an outdoor sink and shower. Additional highlights include a garage with shark-coated floors, bike rack and shelving, security cameras, Nest system, living room TV, Home Warranty and even pool lounge chairs and umbrella included. This move-in-ready home combines thoughtful upgrades, indoor-outdoor living, and an unbeatable location close to shopping, dining, and everything Winter Garden has to offer.

1751 Highbanks Circle, Winter Garden

$1,150,000

4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to 5365 Bowman Drive, an extensively updated and thoughtfully curated residence in one of Winter Garden’s most desirable communities. Blending architectural presence, meaningful recent upgrades, and unforgettable lifestyle features, this home offers a rare opportunity to own something truly special. A dramatic two-story foyer sets the tone upon entry, opening to an equally stunning two-story living room filled with natural light and architectural volume. The expansive layout creates an immediate sense of openness while maintaining warmth and livability throughout. In preparation for listing, the home has undergone substantial enhancements designed for both comfort and long-term peace of mind. Two brand-new HVAC systems ensure efficient climate control year-round. The exterior has been meticulously refreshed with professional stucco refinishing and a full repaint, delivering crisp curb appeal and a refined aesthetic. The driveway has been extended to comfortably accommodate an additional full-size vehicle with added maneuvering space — a rare and practical upgrade. Inside, fresh interior paint and brand-new carpet throughout create a clean, cohesive, move-in-ready presentation. The kitchen is well-appointed for both everyday living and entertaining, featuring a gas range that will delight culinary enthusiasts. An intelligently designed floor plan includes an isolated guest suite with its own full bath, offering privacy and flexibility for visitors or multigenerational living. Entertainment and leisure take center stage in this home. A custom Star Wars-themed theatre room creates a truly immersive cinematic experience — a one-of-a-kind feature that transforms movie nights into events. Step outside to your private outdoor retreat, where a heated saltwater pool and screened-in lanai invite year-round enjoyment. The backyard backs to a peaceful retention pond, offering added privacy and tranquil views. The oversized garage provides generous storage and flexibility for vehicles, hobbies, or recreational equipment. And as a uniquely Central Florida bonus, rocket launches from Cape Canaveral can be viewed right from your own front doorstep — an awe-inspiring experience that never gets old. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, and world-renowned theme parks including Walt Disney World, this home offers exceptional convenience while maintaining the charm and tranquility of a well-established neighborhood. 5365 Bowman Drive is more than a residence — it is a lifestyle property that seamlessly combines thoughtful upgrades, architectural elegance, resort-style amenities, and an extraordinary location. An exceptional offering in the heart of Winter Garden.

5365 Bowman Drive, Winter Garden

$3,050,000

5 Beds ⋅ 6 Baths ⋅ Signature Lakes Prcl 01c SubDv. ⋅ 34787 Zip Code

Luxury meets laid-back lake living on Lake Hancock in Winter Garden, inside the sought-after Independence community with parks, trails, and a true neighborhood feel. Custom built by Brierhill Homes, recognized as MCBC Builder of the Year, and professionally designed/furnished by Gilmore Design Co., this exceptional direct lakefront residence sits on one of the area’s largest lots—with an oversized, fully fenced backyard—perfect for entertaining—where you can enjoy stunning sunsets over the water and catch the Disney fireworks on select nights. Arrive via an impressive circular drive and step into a striking entry featuring a custom front door, polished natural stone flooring, and a dramatic stone accent wall—framed by a deep, covered front porch with a rich wood-plank ceiling that immediately sets the tone. It’s a welcoming space that’s perfect for a small seating area to enjoy morning coffee or greet guests in style. Inside, the home is bright, elevated, and designed for both entertaining and everyday comfort, highlighted by a timeless coastal-modern palette with white oak flooring, a beautiful white oak staircase with integrated LED lighting under each step, and custom ceiling details throughout (including soffit/tray accents and integrated lighting). The layout offers 5 bedrooms, each with a private en-suite bathroom and walk-in closet, and each bedroom includes blackout honeycomb shades for comfort and privacy—including a stunning first-floor primary suite with serene lake and backyard views, plus a dedicated first-floor guest suite. You’ll also love the private office and a media room that easily works as a flex space (playroom, gym, second lounge, or homework room). At the heart of the home, the chef’s kitchen showcases Thermador appliances and a show-stopping double island topped with Cambria quartz with subtle gold veining, plus a custom chevron-designed backsplash with under-cabinet LED lighting that highlights the detail beautifully. The kitchen flows seamlessly into the main living space for true indoor-outdoor living. A wall of living room sliding glass doors opens wide, creating one expansive space that connects the interior to the lanai, pool, and lake beyond. Enjoy built-in Sonos sound in the living room and kitchen, with audio extended to the outdoor kitchen as well—plus the flex/media space is pre-wired if additional speakers are desired. The living room also features a sleek gas fireplace framed in natural stone, flanked by custom built-ins for a clean, designer finish. Out back, unwind in your private retreat with a heated pool and spa, generous covered areas, and a summer kitchen made for sunset dinners. The first-floor lanai (including the summer kitchen) and the second-floor balcony are both fully encapsulated with motorized screens controlled by remote—perfect for effortless, bug-free evenings and both outdoor living areas feature a warm wood-plank ceiling accent that brings a high-end, resort feel. Additional highlights include a whole-home water softener/filtration system (low/zero maintenance), a built-in security system with exterior cameras, built-in Sonos audio, and whole-home smart lighting with keypad controls and scene presets—plus an oversized 3-car garage. Select furniture may be purchased separately upon request.

14730 Avenue Of The Rushes, Winter Garden

$225,000

2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code

Welcome to The Grove Resort & Water Park in Winter Garden, FL. This fully furnished 2-bedroom, 2-bathroom condo-hotel unit offers an open floor plan designed for functionality and comfort. The kitchen features modern appliances, solid surface countertops, and ample cabinet space. The living and dining areas provide direct access to a private screened balcony. The primary suite includes an en-suite bathroom with a soaking tub, separate glass-enclosed shower, and dual vanities. The second bedroom is well-sized and located near a full bathroom, providing additional accommodation flexibility. The Grove Resort amenities include multiple pools, water park with slides and lazy river, surf simulator, fitness center, full-service spa, on-site dining, and 24-hour front desk service. The property participates in a rental program, offering short-term rental capability. Conveniently located near Walt Disney World and major Orlando attractions, with access to shopping, dining, and highways. Schedule a showing to learn more.

14501 Grove Resort Avenue Unit 1343, Winter Garden

$775,000

4 Beds ⋅ 5 Baths ⋅ Reserve Carriage Pointe SubDv. ⋅ 34787 Zip Code

Carriage Pointe Reserve Beautiful private GATED COMMUNITY** MANY UPGRADES & AUTOMATION in this High Tech home ** 3 car garage w NEW mini split AC ** Fantastic expansive covered patio with NEW OUTDOOR KITCHEN JUNE 2025 w lovely stonework & stone counters, grill and there's even a full pool bath with full shower accessible right off the lanai ** FIRST FLOOR primary bedroom with plush upgraded carpeting, automated shade and spectacular ensuite primary bath ** Ensuite primary bath has a roman tub and wall length shower, dual vanities and walk in closet offering NEW custom built in drawers and shelving and 2nd walk in closet with NEW custom shelving ** Dramatic 2 story foyer ** Office/Den featuring french doors, upgraded new carpeting and pad, NEW Window World window, automated shade and there's even a separate NEW mini-split AC ** Across from the den/office is the formal dining room with tray ceiling ** The kitchen features espresso cabinets, stone counters, NEW under kitchen cabinet lighting - app controlled, a large island and butlers pantry ** NEW Kitchenaid refrig, NEW gas remote controlled slide in range stove with convection oven, dishwasher and microwave incl ** The great room offers expansive sliding doors leading to the lovely covered screened patio area with permanent screen & NEW Outdoor kit 6/2025 ** Full bath off screened patio perfect for a pool bath set up if you decide to add a pool ** NEW FEATURES incl dimmers on all switches - app controlled, custom entire home automation system for blinds and lights and including 3 pads, an Ecobee thermostat, incandescent lightbulbs throughout, add'l CAT6/coax drops, places for touchscreen home controllers** Gas hot water heater & gas dryer ** Double pane windows, ceramic tile on the first flr in main rooms & baths & mostly every room has flush mount ceiling speakers ** Laundry room with front load washer and dryer incl as-is and stub out for a sink ** All rm measurements are approx. Buyer to verify ** THESE ITEMS CONVEY: Ubiquity system that runs the internet, rack in the electronic rm, access points upstairs in the ceiling with wifi, 3 whole home automation pads and 4 speakers used to turn on the automation pads) - Den/office, master primary bdrm has Home Assist, Samsung in the bonus room and the NON-metal garage shelves. NOT CONVEYING: Garage speakers, pizza oven on outdoor kitchen & garage metal shelves, wine refrigerators in laundry rm.

15306 Sandfield Loop, Winter Garden

$257,500

2 Beds ⋅ 2 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code

This beautifully maintained condo offers the perfect blend of comfort, functionality, and lifestyle. The two bedrooms are thoughtfully positioned on opposite ends of the home, each with its own walk-in closet, creating ideal privacy. Luxury vinyl flooring runs throughout, and the spacious primary bedroom offers a true retreat. At the front of the home, a sun filled office provides the perfect work from home space with excellent natural light, ideal for plants or a creative setup. A new AC installed in 2024 adds peace of mind and efficiency. The owners said : The home feels cozy yet surprisingly spacious, something guests consistently comment on. The community enhances everyday living with a resort style pool, a well equipped gym, and reservable gathering spaces perfect for hosting friends and family. This home is ideally located within the neighborhood, just steps from the pool, gym, mailbox, and front gate. One of the standout features is the ability to walk or bike to downtown Winter Garden, Publix, and a charming French bakery just down the street. With its smart layout, natural light, and unbeatable location, this condo truly checks all the boxes and was loved as the perfect first home.

1300 Eastern Pecan Place Unit 106, Winter Garden

$212,500

1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small partiescual. Owner financing available, call for details. NEW PRICE!!!!

303 Southern Pecan Circle Unit 107, Winter Garden

$765,000

3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code

The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the backyard absolutely stunninig, featuring Italian Tile Pavers, Metal Pergola and a beautiful summer kitchen with gas grill with custom outdoor lighting. As soon as you walk into the home you'll be greeted with high ceilings, beautiful crown molding throughout and luxury vinyl floors.The homes open floor plan is perfect for entertaining, featuring a large kitchen island, plenty of cabinet and countertop space. The home has an electric stove currently however this is a gas community and the seller is happy to convert it back to a gas stovetop upon your request! The living room features tray ceilings and surround sound as well as custom smart blinds! The master bedroom and bathroom has everything you want and more! Featuring a gorgeous long walk in shower, dual Sinks and a spacious walk in master closet! With over 150,000 in options added to this property, this home is truly move in ready. This home comes with leased solar panels, whole house gas generator, finished garage floors. Outdoor furniture is negotiable. No Rear Neighbors, a quick walk to the brand new community clubhouse and just a short drive from everything you need! Only 2 miles from the Disney theme park entrance! Don't Wait! Schedule your showing today.

13343 Sunny Retreat Lane, Winter Garden

$1,290,000

5 Beds ⋅ 5 Baths ⋅ Sanctuary/Twin Waters SubDv. ⋅ 34787 Zip Code

Luxurious 5-bedroom 5-bathroom home with TWO MASTER SUITES. The primary suite is on the second floor. The second suite is located on the first floor. 8 x 48 Ceramic tile with warm wood-look throughout the entire home. Massive Kitchen Island. Quartz Waterfall for Kitchen Island. Farmhouse Undermount Cast Iron Kitchen Sink. Butler’s Pantry area and Large Walk-in pantry between the Kitchen and Dining Room. Solid wood 42-inch cabinets with undermount lighting and soft-close doors and drawers. Pot filler above the gas cooktop. Stainless steel appliances include a built-in oven and microwave. Custom-built-in wine storage, wine and beer refrigerators under the stairs. Outside Covered Patio on first floor and covered second floor patio overlooking the enormous pool and spa. Surround sound setup with Ceiling Speakers both on the interior of the home. Outdoor kitchen with sink, refrigerator, cooktop, gas, and charcoal grills. Natural Gas Community with underground natural gas for outdoor grill, kitchen cooktop, pool and spa heater. Community Pool with restrooms, Recreation Area with kids' playground, dock, and Lake Access to Lake Avalon.

16689 Toccoa Row, Winter Garden

$1,650,000

4 Beds ⋅ 5 Baths ⋅ Orange Grove Sub SubDv. ⋅ 34787 Zip Code

Experience the best of downtown living in this stunning, brand new custom home located just one block north of iconic Plant Street. Thoughtfully designed with luxury and lifestyle in mind, this residence offers 4 bedrooms, 4.5 bathrooms, a spacious loft, and a flexible bonus space—ideal for a home office, gym, or private retreat. The open-concept main living area is enhanced with plantation shutters, providing both timeless style and added privacy, and is anchored by a natural gas fireplace. The chef’s kitchen features a gas range, premium finishes, and a wet bar, making it perfect for entertaining. Designed for comfort and convenience, each bedroom includes its own ensuite bathroom and walk-in closet, offering privacy and functionality for family and guests alike. Step outside to your private backyard retreat with a pool and fully equipped summer kitchen, creating an ideal setting for year-round indoor-outdoor living. Every detail reflects quality craftsmanship and modern design, all in one of Winter Garden’s most desirable, walkable locations—just steps from Plant Street’s dining, shopping, farmers market, and community events.

9 E Newell Street, Winter Garden

$745,000

4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code

Stunning golf course frontage home in the highly desirable Stoneybrook West gated community of Winter Garden. Priced $5,000 below recent appraised value, offering immediate equity for the new owner! This spacious residence over looks the 15th hole of the golf course and features 4 bedrooms, 3 full baths, and a screen enclosed pool with spa overlooking serene golf course views, with direct access to Black Lake — perfect for Florida living and entertaining. Recent 2026 updates include a fully renovated primary ensuite, a fully renovated upstairs bathroom, and an updated downstairs bathroom, all with modern finishes. The home offers abundant natural light, large living spaces, and a versatile floor plan with formal and casual living areas and a loft. Outdoor living is elevated with a remote-controlled 18' retractable awning off the covered patio, extending shade over additional deck space for dining and relaxation. Enjoy the serene outdoor setting with a newly planted butterfly garden located just beyond the screened pool enclosure. Premier community amenities including golf, clubhouse, fitness center, tennis and basketball courts, junior Olympic sized pool, splash pad, playgrounds, fishing pier, boat ramp, and more. Conveniently located near downtown Winter Garden, Winter Garden Village shopping and dining, major highways, and excellent schools. Move-in ready with exceptional outdoor living and a lifestyle second to none in one of Winter Garden’s premier golf communities!

14046 Fox Glove Street, Winter Garden

$925,700

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline "B" was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.

1024 Kershaw Drive, Winter Garden

$880,000

4 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code

PRICE REDUCED!!...STUNNING SINGLE-FAMILY HOME WITH SOLAR PANELS & RESORT-STYLE AMENITIES!! Welcome to this beautiful 4 bedroom, 3.5 bath home, offering comfort, efficiency, and an unbeatable location. Featuring 33 solar panels, this home delivers exceptional energy savings and sustainability. Recently enhanced with brand new exterior paint and new flooring throughout, this property feels fresh, modern, and move-in-ready. The spacious, well-designed floor plan is filled with natural light, perfect for both everyday living and entertaining. Step ousite to your private pool ideal for relaxing weekends and hosting family and friends. Located in the highly desirable community of Watermark in Winter Garden, with A-rated schools, and just minutes from shops, restaurants, and entertainment. This resort style community includes a water park-style pool, multiple tennis courts, and an exclusive fitness center. There are two clubhouses with balconies where you can see the nightly fireworks from Disney World. This very well maintained home has a large bonus room and all bedrooms on the second floor.

14645 Scott Key Drive, Winter Garden

$2,075,000

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!

9014 Morgana Court, Winter Garden

$215,000

1 Beds ⋅ 1 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code

Super SOUTHERN PINES CONDO--1 bedroom, 1 bathroom condo in the highly sought after, gated community of Southern Pines. This terrific 1st story condo offers generous living spaces and a fully equipped kitchen with appliances, granite counter tops, and washer and dryer. The well-appointed kitchen features granite countertops and all appliances. Includes a spacious storage closet. Ideal for the investor or buyer looking for efficiency. Community amenities include a decked out state-of-the-art fitness center, indoor basketball court, indoor racquetball court, clubhouse movie theater and work center, tennis courts, resort-style swimming pool and spa with and outdoor kitchen and grilling area for parties. Park and playground area too! Unit is tenant occupied.

430 Southern Pecan Circle Unit 106, Winter Garden

$1,850,000

5 Beds ⋅ 6 Baths ⋅ Waterside On Johns Lake SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Get behind the gate of the highly sought-after Waterside community in Winter Garden. This extraordinary waterfront estate offers a rare blend of refined luxury, thoughtful design, and true lakefront living on Johns Lake. Built just six years ago and meticulously enhanced, this five-bedroom residence is primarily single-story, with the added flexibility of a private upstairs retreat featuring a spacious loft, full bedroom, and bathroom—ideal for guests, multi-generational living, or a quiet home office escape. From the moment you enter, the home makes a statement. Real, solid wood flooring flows throughout, adding warmth and authenticity that cannot be replicated with engineered alternatives. The expansive living areas were extended to create an open and inviting layout, perfectly suited for both everyday comfort and grand-scale entertaining. Dramatic waterfall-edge countertops anchor the kitchen and gathering spaces, blending modern elegance with timeless craftsmanship. The heart of the home extends seamlessly outdoors. An expansive, screened-in lanai overlooks the water, creating a true indoor-outdoor lifestyle. The electric, automatic screening system allows you to adjust the space effortlessly, making it enjoyable year-round. The outdoor kitchen is exceptional, designed for serious cooking and entertaining. It includes a Coyote gas grill, a Recteq pellet grill, a power burner, two outdoor refrigerators, a full-size sink, and a dedicated television—everything needed to host unforgettable evenings with friends and family. Beyond the lanai, the backyard opens to a large, fenced lawn that gently leads to your private dock on Johns Lake. The dock is fully equipped with a boat lift, as well as water and electricity, making lake access effortless and spontaneous. Whether you enjoy boating, fishing, or sunset cruises, this setting delivers the ultimate waterfront lifestyle. The saltwater infinity-edge pool is a showpiece, stretching an impressive 50 feet and designed to visually merge with the lake beyond. Heated by gas, the pool is ideal for both leisurely afternoons and evening swims, offering breathtaking views and a true resort-style experience in your own backyard. Inside, the home continues to impress with high-end features that elevate daily living. A tankless water heater ensures endless hot water, while a central vacuum system adds convenience and ease. The floor plan is both functional and elegant, offering five generously sized bedrooms and well-appointed bathrooms, all thoughtfully positioned to maximize privacy and flow. The property is further enhanced by lush landscaping and an abundance of fruit-bearing trees, including bananas, cherries, kumquats, and papayas, along with a beautifully maintained rose garden. These natural charms create a garden-like atmosphere that complements the lakefront setting. Located in gated Waterside, one of Winter Garden’s most desirable communities, this home offers privacy, exclusivity, and direct access to one of Central Florida’s most beautiful lakes, while remaining close to top-rated schools, dining, shopping, and major roadways. This is more than a house—it is a lifestyle defined by water, space, craftsmanship, and unforgettable outdoor living. Opportunities like this on Johns Lake are rare, and this residence stands apart in both design and execution.

16743 Broadwater Avenue, Winter Garden

$1,240,000

5 Beds ⋅ 6 Baths ⋅ Highlands At Summerlake Groves SubDv. ⋅ 34787 Zip Code

Welcome to 15047 Sunstar Way in Winter Garden, a striking pool home, designed for families who crave space, comfort, and luxury. With two full primary suites, five spacious bedrooms, six bathrooms, and backed-up by a GENERAC whole-house generator, this home delivers exceptional flexibility for multi-generational families, large households, or anyone needing room to grow and entertain. From the moment you enter, the airy layout, abundant natural light, and elegant finishes set the tone for a home that is both sophisticated and deeply livable. The heart of the home is the expansive great room, enhanced by a tray ceiling and impressive 12-foot sliding glass doors that create a seamless connection to the outdoor living area. The ultra-gourmet kitchen is a true showpiece, offering double ovens, upgraded appliances, quartz countertops, staggered cabinetry, soft-close drawers, under-cabinet lighting, a large walk-in pantry, and an oversized island perfect for gatherings and meal prep. A dedicated office provides privacy and functionality, ideal for working from home without sacrificing space elsewhere. Stepping outside feels like arriving at your own private retreat. With no rear neighbors, you’ll enjoy quiet mornings, peaceful evenings, and year-round privacy. The extended saltwater pool sits within a spacious screened cage complete with built-in lighting for nighttime enjoyment. The resort-style outdoor kitchen elevates entertaining with natural gas appliances, including a built-in cooler, griddle/flat top, stovetop burner, refrigerator, grill, and two mounted TVs, making it effortless to host everything from family dinners to game-day parties. Beautiful paver surfaces extend across the front porch, rear porch, pool deck, and driveway, creating a polished and cohesive exterior look. A dedicated pool bath adds convenience for swimmers and guests alike. Upstairs, the large loft provides a secondary living area and includes a kitchenette with direct wiring to the panel and its own refrigerator, offering excellent flexibility for guests, teens, or extended family. Custom blinds throughout the home, along with upgraded lighting in the kitchen and dining areas, contribute to the home’s modern, comfortable atmosphere. Thoughtful enhancements further elevate this property beyond the standard. A whole-house Generac generator ensures uninterrupted power, while natural gas service and a tankless hot water heater provide consistent efficiency. Full-height tile in every bathroom, frameless shower doors, upgraded interior paint, and a beautifully finished laundry room with custom cabinetry and a built-in sink add elegance and practicality. Storage is plentiful with a large upstairs closet, convenient space beneath the stairs, and a three-car garage featuring overhead storage racks and a dedicated freezer outlet. Additional conveniences such as timed exterior outlets, rear floodlights, and an upgraded front door enhance daily living and curb appeal. With its spacious design, luxurious finishes, and exceptional indoor-outdoor living spaces, 15047 Sunstar Way offers a rare opportunity in Winter Garden. This home is built for families who love to entertain, who value privacy and flexibility, and who want every day to feel elevated. It’s a place where memories are created, celebrations come to life, and comfort is woven into every detail.

15047 Sunstar Way, Winter Garden

$860,000

4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code

UNDER CONTRACT IN ONLY 2 WEEKS ACCEPTING BACKUP OFFERS!!!!!! Luxury Home, Bavaro Model – Toll Brothers | 4 Bedrooms | Pool | Gourmet Area | Lakeshore We present this stunning two-story residence, the Bavaro model from the renowned Toll Brothers, which combines elegance, comfort, and contemporary design in every detail. With 4 bedrooms, 3 full bathrooms, and 1 powder room, this home has been carefully planned to provide the best in modern living. Upon entering, you are greeted by a spacious hall that leads to the modern open floor plan, providing seamless integration between the spaces. The gourmet kitchen, expertly designed, features ample countertops, a spacious island, and custom-designed wooden cabinets — ideal for those who appreciate functionality and beauty. Sliding doors open to the outdoor area, where you will find a covered veranda, a fully equipped outdoor kitchen, a gourmet area, and a private pool — perfect for entertaining guests and enjoying unforgettable moments outdoors. The master suite, located on the ground floor, offers complete privacy, with a spacious walk-in closet and an elegant bathroom, complemented by an enchanting view. Upstairs, there are three generous bedrooms, two full bathrooms, and a mezzanine currently used as a media room, offering even more comfort and versatility. The two-car garage has been transformed into a game room, expanding leisure options within the home itself. This property features a modern, fully operational solar energy system that is currently financed. The remaining balance of the solar loan will be transferred to the buyer, allowing you to immediately enjoy the benefits of lower energy costs and a sustainable, eco-friendly solution without the need for installation. An excellent opportunity to own an efficient, cost-saving home that’s ready for the future. Located in the well established Lakeshore community, this home is close to the best schools in the region, as well as restaurants, markets, and essential services. Residents also enjoy a complete infrastructure, including a clubhouse, resort-style pool, gym, playgrounds, sand volleyball courts, and much more. Don’t miss the opportunity to acquire this exclusive residence, where every detail has been thoughtfully designed to bring maximum comfort and sophistication.

15859 Shorebird Lane, Winter Garden

$743,148

3 Beds ⋅ 3 Baths ⋅ Vinings Add Winter Garden SubDv. ⋅ 34787 Zip Code

Experience the perfect blend of historic charm and modern comfort in this home nestled in the sought-after golf cart district of Downtown Winter Garden. This residence captures the character of the hip historic neighborhood while offering the convenience and style of newer construction. Step instide to find an open floor plan featuring high ceilings with elegant crown molding, cermamic tile, luxury laminate flooring, and solid surface countertops thoughout. With 3 bedrooms and 2.5 bathrooms, the layout is both functional and flexible. The first floor features the primary bedroom with an on suite bathroom and seperate office that provides an ideal workspace. For convenience it has a built out laundry room and tankless water heater for energy efficiant living. While the second floor houses the additional bedrooms with a loft that offers the space for relaxation and recreation. Outdoor living is just as inviting. Enjoy morning coffee on the covered front porch, or unwind in the paved, fenced backyard complete with a built-in gazebo, perfect for entertaining. Conveniently located and a short distiance to Downtown Winter Garden's Plant Street and the picturesque Lake Apopka sunsets, this home offers a life-style that is both vibrant and relaxed. Don't miss this opportunity. Call for a showing appointment today.

417 S Main Street, Winter Garden

$2,390,000

5 Beds ⋅ 5 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code

Welcome to 16110 Johns Lake Overlook, a stunning lakefront retreat in highly sought-after Winter Garden. Perfectly positioned on the shores of Johns Lake, this elegant 5-bedroom, 4.5-bath residence offers the best of Florida luxury living—complete with breathtaking water views, a private dock, and resort-style outdoor amenities. Step inside and be greeted by a beautifully upgraded kitchen featuring a large island overlooking the lake, double ovens, walk-in pantry, and a built-in wine refrigerator—ideal for entertaining. The open-concept living areas flow seamlessly to the covered outdoor oasis, where you’ll find a full summer kitchen with Green Egg and a grill, sparkling pool and spa, and a cozy outdoor fireplace—all framed by sweeping lake views. The downstairs guest suite provides comfort and privacy for visitors, while the upstairs primary suite is a true sanctuary with French doors leading to a private screened porch and panoramic views of the water. A spacious loft/game room offers the perfect hangout space, and the impressive studio/craft room—with abundant cabinetry and inspiring lake views—adds exceptional versatility. The upstairs primary suite takes full advantage of the outstanding lake view, and has a huge screened porch where you can soak in the sunsets. There are three additional bedrooms upstairs, so your family or guests will have room to spread out. This home also boasts paid-off solar panels, keeping the monthly electric bill under $100, and includes a brand-new washer and dryer. Every detail has been thoughtfully curated for comfort, efficiency, and elegance. Enjoy waterfront living at its finest—where modern luxury meets natural beauty.

16110 Johns Lake Overlook Drive, Winter Garden

$1,350,000

4 Beds ⋅ 5 Baths ⋅ Johns Lake Pointe The Overlook SubDv. ⋅ 34787 Zip Code

Spectacular Lakefront Living on Johns Lake in Winter Garden, Florida - Pool, Spa & Stunning Sunset Views - Welcome to this extraordinary Standard Pacific executive home, perfectly positioned on over a quarter acre with 87 feet of pristine lakefront along beautiful Johns Lake. From the instant you walk in, the openness, elegance, and sweeping lake view reveal that this is a home unlike any other. Providing more than 4,000 square feet of elegant one-story living with a dedicated upstairs bonus room, this residence offers 4 bedrooms, 4½ baths, and a 3-car garage. This exceptional floor plan reflects the builder’s distinguished craftsmanship and masterfully planned design, elevating the home’s overall sophistication. The home opens into an expansive main living area showcasing triple pocket sliding glass doors that frame the breathtaking views. This space transitions effortlessly into the formal dining room, where crown molding and wainscoting create a refined, elevated ambiance. At the heart of the home lies the gourmet kitchen, beautifully appointed with an expansive granite island accented by a foot rail, premium JennAir appliances including double ovens, an induction cooktop, dishwasher, and microwave, as well as a butler’s pantry with additional cabinetry and a spacious custom-built walk-in pantry. The adjoining dinette overlooks the lake and opens to the outdoor living area through sliding glass doors, creating a perfect balance between indoor comfort and outdoor beauty. A private office/flex space with glass pocket doors offers versatility, while the triple split-bedroom layout ensures privacy for family and invited guests. The primary suite serves as a sophisticated sanctuary, complete with crown molding, custom built-in closets, and a spa-inspired bath. From your bed, enjoy uninterrupted, awe-inspiring views of Johns Lake as you begin each day. Upstairs, a beautifully scaled bonus room with a half bath leads to a balcony with a view that is the unrivaled highlight of the home. This rare, sought-after vantage point delivers stunning, unobstructed lakefront views, perfect for sunset gatherings or quiet moments taking in the scenery. Just beyond the main living areas, you’ll find what truly sets this home apart; the resort-style outdoor oasis. The heated saltwater pool and spa are the centerpiece of an impressive, screened lanai surrounded by an elegant travertine deck, outdoor grill, and multiple seating areas designed for both relaxing and entertaining. With no rear neighbors and unobstructed lake views, the backyard offers unmatched tranquility and the ultimate Florida lifestyle. Additional features include plantation shutters on every window, wood-plank tile flooring throughout, designer-grade fans, automated blinds, a well-appointed mudroom off the 3-car garage, a laundry room with a sink and custom cabinetry, and integrated audio system for an elevated living experience. Located on a quiet cul-de-sac, residents enjoy resort-style amenities including a clubhouse, pool, gym, center, pickleball/tennis courts, playground, and a lakefront walking path. Just 3 miles from Historic Downtown Winter Garden and Winter Garden Village, and within walking distance of top-rated schools, this home also offers easy access to major highways. Only 15 miles from Orlando’s attractions and 25 miles from the airport, the location is exceptional. Don’t miss this Johns Lake estate, where luxury and lakefront views come together in perfect harmony.

15332 Johns Lake Pointe Boulevard, Winter Garden

$2,340,000

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. **WINTER GARDEN WONDER** Lakefront luxury with that true “WOW” factor—this furnished former model by Jones Homes USA sits on Hickory Nut Lake, showcases every builder upgrade imaginable and had a recent refresh for a turnkey, move-in ready experience. Enjoy panoramic water views from both levels, an oversized .36-acre lot with lush landscaping, resort-style pool & spa, and a private dock with power boat lift and seating area. Seamless indoor/outdoor living features retractable screens, a covered outdoor kitchen, and expansive sliders that open to all 4 patio spaces. Inside, discover custom millwork, glass-enclosed wine room, gourmet kitchen with oversized island, a flexible bonus room, spacious loft with wet bar, luxurious primary suite with balcony access, and SO MUCH MORE! Premier location near top-rated schools, Disney, and Winter Garden Village. Home is being sold as-is with all existing furniture and décor included. Schedule your showing today!

9080 Morgana Court, Winter Garden

$1,025,000

6 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code

In the sought-after Cypress Reserve community of Winter Garden, this six-bedroom, four-bathroom residence embodies the art of living beautifully. With two primary suites, a theater and media room, an upstairs library/homework room that could easily serve as a seventh bedroom, and an expansive loft, the layout delivers effortless flexibility for how modern families gather, work, and unwind. Set on an angled conservation lot for enhanced privacy, the home’s stone-accented façade and manicured landscaping create timeless curb appeal. Inside, natural light fills the open-concept plan anchored by a chef’s kitchen featuring GE appliances, a gas cooktop, double ovens, quartz countertops, and a spacious island ideal for both prep and entertaining. A front office offers a polished workspace, while a cozy formal living room and motorized blinds in the main living area elevate both comfort and design. The thoughtful layout includes a primary suite and guest suite on the first floor, each designed for ease and privacy. Upstairs, another primary suite joins three additional bedrooms, the loft, library or den, and dedicated theater room, ensuring there’s a perfect place for every part of daily life. In the family room, triple pocket sliders open fully to merge indoor and outdoor living, creating a seamless transition to the resort-style backyard. The panoramic-screened enclosure frames unobstructed conservation views, offering a serene backdrop for your heated pool and spa. The outdoor kitchen, complete with grill, sink, and refrigerator, sets the stage for effortless entertaining from sunrise to sunset. Function meets finesse with solar panels to offset utility costs and a three-car tandem garage equipped with full air conditioning, insulated doors, and a mini-split system for year-round climate control, ideal for a gym, studio, or workshop. Situated within minutes of SunRidge Elementary and Middle Schools, the Winter Garden Farmers Market, Downtown Winter Garden, and Winter Garden Village, this location balances convenience and calm with easy access to the Turnpike and 429 for seamless commutes. Life here blends luxury, privacy, and connection and where every sunset reminds you, you’ve arrived.

14085 Jomatt Loop, Winter Garden

$780,000

3 Beds ⋅ 3 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code

Welcome to 486 Wrangler Rd, a residence that blends timeless elegance with modern comfort in one of Winter Garden’s most sought-after gated communities. Meticulously maintained and thoughtfully upgraded, this home offers a level of indoor/outdoor living space no other home has. From the moment you enter, the home makes an unforgettable impression. Expansive sightlines draw your eye straight through the open-concept living area to the shimmering pool beyond, creating a sense of light, airiness, and effortless sophistication. The main living spaces are bathed in natural light, enhancing the home’s refined finishes and inviting ambiance. At the heart of the home, the gourmet kitchen showcases a generous island, sleek cabinetry, premium surfaces, and abundant storage, perfect for both intimate meals and large-scale entertaining. The adjoining living and dining areas have an exceptional flow, all while maintaining beautiful views of the private outdoor retreat. The primary suite is a sanctuary of comfort, featuring serene natural light and a spa-inspired ensuite bath. Additional bedrooms are positioned for privacy, while a versatile flex room provides the option of a fourth bedroom, executive office, or dedicated media space. The resort-style outdoor living area is truly exceptional. A heated saltwater pool anchors the space, surrounded by lush landscaping and tranquil views with no immediate rear neighbors. The expansive covered lanai elevates outdoor living to a new level with a fully equipped custom outdoor kitchen, featuring a built-in grill, refrigeration, sink, and bar seating. Whether hosting elegant gatherings or enjoying quiet evenings at home, this space delivers year-round luxury.Completing the property is a rare 3-car garage, offering abundant room for vehicles, storage, or recreational equipment. Just minutes from Hamlin Town Center, Horizon West, premier shopping and dining, major highways, Winter Garden Village, and Downtown Winter Garden, this home combines convenience with an exceptional lifestyle. Schedule your private showing today!

486 Wrangler Road, Winter Garden

$1,599,000

4 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code

COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!! A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price. The price can be reduced by $37K if the buyer assumes a solar panel loan at 3.49%. Experience the ultimate LAKEFRONT living with this stunning, COMPLETELY REMODELED HOUSE ($400K investment) on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, open-concept living, designer lighting and upgraded finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, PANORAMIC WINDOWS. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, a wine fridge and a modern backsplash. Entertain effortlessly in the expansive high-ceiling dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The spacious master suite on the ground floor is a serene retreat with a high ceiling, two walk-in closets, an oversized bathroom with two sinks, Jacuzzi and a massage shower and a private screened patio. Two additional bedrooms on the ground floor boast lake views, California closets and high ceilings. A second-floor oversized loft offers a full bathroom, a walk-in closet, separate HVAC and noise-reducing flooring and window treatment —perfect for another master bedroom or entertainment room. Two Florida rooms on both floors provide stunning panoramic lake views. A dedicated office/den on the ground floor is ideal for work or study. All bathrooms have windows and exhaust. Enjoy 90 feet of open-view waterfront—perfect for skiing, boating, fishing, or relaxing. The oversized COVERED BOAT DOCK has electric BOAT LIFT, lighting, WATER, and a Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a NEW PUMP, NEW POOL FILTER, a REFENCED PRIVATE YARD, fruit trees & mature, landscaped greenery. Additional highlights include NEW WINDOWS, HVAC, SOLAR PANELS, SMART THERMOSTAT, upgraded irrigation and landscaping, a TWO-CAR GARAGE with a lot of built-in storage and an OVERSIZED DRIVEWAY to park multiple boats or vehicles. Located in a quiet, family-friendly GATED COMMUNITY with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL and high-rated elementary and middle SCHOOLS NEARBY. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the farmer's market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways. There are 6 highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!

261 Zachary Wade Street, Winter Garden

$1,330,000

4 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code

Mediterranean Elegance Meets Modern Comfort in Winter Garden... Discover a hidden gem in one of Winter Garden’s most coveted gated communities—a stunning Mediterranean-style home that flawlessly marries world-class luxury with everyday comfort. This one-of-a-kind home features the highly sought-after Sanibel floorplan, elevated by exceptional upgrades and exquisite attention to detail. From the moment you arrive, you’ll be captivated by the elegant coffered ceilings, rich hardwood floors, and a sprawling open-concept layout designed for both relaxed living and impressive entertaining. Downstairs, enjoy a private junior suite, a dedicated home office, and seamless indoor-outdoor flow leading to your resort-style swimming pool and fully equipped outdoor kitchen—perfect for Florida’s year-round entertaining. Upstairs, a large living area provides additional space to unwind, while the owner’s retreat offers a true sanctuary. Enter through a graceful rotunda into a spacious suite featuring custom walk-in closets, a wet bar, a private balcony, and a spa-like bathroom with a double shower, soaking tub, and luxurious finishes that make every day feel like a vacation. The exterior is equally breathtaking. Meticulously landscaped grounds create the ambiance of an Italian villa, offering beauty and privacy through thoughtfully designed manicured gardens. From its refined architecture to its resort-style amenities, this is not just a home—it’s a lifestyle. You’ll feel the difference the moment you walk through the door.

12904 Canopy Woods Way, Winter Garden

$625,000

4 Beds ⋅ 3 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code

Exceptional Home!!! Unbeatable price!! This stunning corner property has been completely renovated inside and out. It features brand-new premium vinyl flooring throughout—no carpet! With four spacious bedrooms, the master suite stands out for its impressive size and comfort. On the first floor, just off the entryway, there’s a stately office next to a convenient powder room. The home offers a total of 2.5 bathrooms. With its elegant design, this residence perfectly combines comfort and style for your family. Step into your private backyard paradise, where you’ll find a pristine garden and a charming playground, along with a view that feels like an escape into an enchanted world. The fully equipped summer kitchen and screened-in patio make it ideal for entertaining or simply relaxing and enjoying Florida’s wonderful weather. As a resident of this highly desirable community, you’ll have access to one of the best clubhouses in the area, plus a lakeside marina. Enjoy top-notch amenities, including a resort-style swimming pool with lounging areas, a state-of-the-art fitness center, walking and biking trails surrounded by lush greenery, playgrounds, and recreational areas for the whole family. The garage features a new epoxy floor and freshly painted walls, offering a clean, modern look. Prime location in the vibrant Hamlin commercial district and just steps from a highly rated elementary school (9/10 on GreatSchools). Located in a well-established community near Disney, shops, restaurants, and Orlando’s top attractions, this home offers the perfect balance of convenience and tranquility. Don’t miss this opportunity!

14518 Black Quill Dr Drive Unit 14518, Winter Garden

$650,000

3 Beds ⋅ 2 Baths ⋅ Glenview Estates 2nd Add SubDv. ⋅ 34787 Zip Code

This stunningly updated 3 bedrooms, plus an office/den 2-bathroom residence blends contemporary design with warm, inviting charm. Nestled in a golf cart-friendly area of Winter Garden with no HOA, it offers both convenience and freedom. The open and split concept layout offers lots of privacy with the master located on the left side of the house offering two separate walk-in- closets and a separate ac unit. The 2nd and third beds are located on the right side of the house and a completely renovated 2nd bath. The living and dining room are open to the kitchen and are bathed in natural light, highlighting neutral walls colors and neutral tile wood planks floorings beautifully contrasted by sleek golden hardware and accents for a modern yet cozy vibe and as a final touch a wood burning fireplace. Vaulted cathedral ceilings amplify the spaciousness, and brand-new luxury tile planks flooring throughout the house. The kitchen is a true centerpiece, boasting newer stainless-steel appliances, soft-close custom-made cabinetry, and a striking stone backsplash and pot filler. A chef dreams gas range. A generously oversized quarts island provides ample storage, expansive prep space, and seating — perfect for entertaining or everyday family life. Recent upgrades include a 2023 roof, gutters and fully paid solar panels. A newer energy efficient water heater, ensuring comfort and peace of mind for years to come. Step outside to enjoy a large, fully fenced backyard featuring a 2023 heated new pool and hot tub, with extended open patio and a 2023 new covered summer kitchen with a bar and seating area — an ideal spot to relax and enjoy the outdoors grilling, drinking and entertaining family and friends. The backyard also offers a 28X12 carport, ideal for your RV parking, and a 12X10 shed built in 2022. The extended driveway is the perfect parking for those large trucks and SUV and golf cart as well. The location is unbeatable: just minutes from Winter Garden Village’s shopping, dining, and entertainment, and a short drive to the lively Plant Street Market. Lake Apopka is also nearby, offering scenic trails, water activities, and tranquil views. Don’t miss your chance to own this beautifully renovated gem in one of Winter Garden’s most desirable neighborhoods. Schedule your showing today and make this dream home yours!

963 Glenview Circle, Winter Garden

$298,000

3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Welcome to this amazing unit, nestled within the gated community of Southern Pines in the sought after area of Winter Garden , Florida; this beautiful 3 bedrooms 2 bathrooms condo is located in the second floor and has an open concept kitchen with a Dinning- living combo area, also an additional space for an office or a play area , the unit also has a split bedroom plan , with a spacious primary bedroom and an ensuite, also two additional bedroom at the other side of the unit, with an additional full bathroom . This incredible community has a so much in amenities; a real lifestyle for the residents , such as community pool and spa , a very well equipped fitness center, a club house with many areas for family entertainment, tennis court, playground, a car wash area and an indoor basketball / racquetball court. This condominium is located a short drive from the Winter Garden Village shopping area , as well as Downtown Winter garden, with easy access to all main Highways making the commute easier. The Disney World parks are just 9 miles away; this community is definitely a place where families will experience great enjoyment; don't miss the chance to call this unit your NEW HOME!!

330 Southern Pecan Circle Unit 208, Winter Garden

$865,000

4 Beds ⋅ 4 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code

Built in 2019, this stunning 4-bedroom, 3.5-bathroom residence combines timeless craftsmanship with modern sophistication in one of Winter Garden’s most desirable locations. Offering over 3,100 square feet of thoughtfully designed living space, this home pairs elegant interior finishes with extensive upgrades that make everyday living both effortless and refined. Step inside to find custom interior shutters, crown molding, and enhanced trimwork throughout, setting a tone of understated luxury. The chef’s kitchen impresses with double ovens, a gas cooktop, and a spacious layout that seamlessly connects to the open family room—complete with a custom-built entertainment center and cabinetry. Upstairs, the loft features a custom wet bar with built-in cabinetry, lighting, and sink—an ideal space for entertaining or relaxing at the end of the day. Retreat to the primary suite, where automatic blinds, a custom closet system, and a serene ensuite bath create a true sanctuary. Each bedroom includes customized storage, reflecting thoughtful attention to detail throughout the home. Outdoor living is equally remarkable: a fully equipped outdoor kitchen with kegerator, natural gas fire pit, outdoor shower, and motorized screens make this space perfect for year-round enjoyment. The custom second-floor porch adds an elevated retreat overlooking the property. Practical features abound, including a whole-home generator (serviced annually), saltwater and carbon filtration system, gas tankless water heater, new dishwasher and disposal, and metal shelving in the garage for optimized storage. Even exterior details—like added outlets for holiday lighting—reflect the home’s careful design. This property has been meticulously maintained, with biannual HVAC servicing, monthly pest control, a subterranean termite bond, annual generator and backflow servicing, and more—all ensuring peace of mind and long-term value. The neighborhood offers a beautiful community pool, just a short walk from the property. It is golf-cart friendly, too! Located just steps from the West Orange Trail, this home offers convenient access to historic Downtown Winter Garden, local shops, dining, and top-rated schools including Dillard Street Elementary, Lakeview Middle, and West Orange High.

716 Orange Belt Loop, Winter Garden

$979,000

4 Beds ⋅ 3 Baths ⋅ Emerald Acres SubDv. ⋅ 34787 Zip Code

Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small-town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reimagined residence captures the spirit of historic Winter Garden while delivering every modern luxury. Step inside and feel the warmth of a home lovingly transformed from its original 3-bedroom ranch into a stunning 4-bedroom, 3-bath retreat spanning more than 3,300 sf. Every detail has been thoughtfully curated — from the chef-inspired kitchen to the inviting gathering spaces that make this home a haven for family life and entertaining. The kitchen is the heart of the home, featuring cashmere-white granite countertops, a 5-burner gas cooktop with high-velocity vent hood, pot filler, and a walk-in pantry with concrete counters. Dual full-size refrigerator and freezer units provide professional-grade storage, and the open design keeps everyone connected across the bar-top seating and living area. Multiple living and entertaining zones make this home truly special. Enjoy cozy evenings around the double-sided fireplace, host friends at the Tiki-bar porch (complete with built-in beer tap and refrigerator), or unwind on the two-level back deck featuring an outdoor kitchen, built-in hot tub, and paver patio with fire-pit wall — all set against a backdrop of breathtaking sunset views over the treetops. The home was designed to complement Winter Garden’s historic district, drawing inspiration from nearby vintage architecture and timeless details found throughout downtown. Brick column bases, tapered columns, and graceful arches pay homage to the area’s early 20th-century charm while interiors balance modern function with warmth and character. Skylights and a solar tube bathe the home in natural light, while thoughtful craftsmanship ensures every space feels welcoming. Enjoy your morning coffee on the front porch and wave to neighbors passing by — this is the kind of street where community still matters. The fenced backyard with a built-in dog door is ideal for pets and play, and there’s ample room to add a pool if you wish. Additional features include dedicated RV parking with power hookup, offering the perfect setup for your camper, boat, or extra vehicle — a rare find in this desirable location. Located in the highly coveted golf cart district of downtown Winter Garden, you’re just a five-minute golf cart ride from the heart of Plant Street — home to the Crooked Can Brewery & Marketplace, Axum Coffee, Plant Street Market, Matthew’s Steakhouse, and an ever-growing array of boutiques, cafés, and entertainment. Stroll or ride to the West Orange Trail, enjoy the Saturday Farmers Market, or take part in year-round events like Music Fest, Spring Fever in the Garden, and Oktoberfest. Every feature of this property reflects thoughtful living — from the expansive 0.33-acre lot on a quiet dead-end street to the custom addition adding over 1,800 square feet of living space, an expanded primary suite with spa-style bath, and multiple social zones perfect for entertaining. Abundant natural light pours through skylights and large windows, while the private backyard oasis offers serene sunset views and generous outdoor living space. This is more than a house — it’s a lifestyle. With space to grow, room to gather, and proximity to one of Florida’s most vibrant downtown districts, this Winter Garden treasure offers the perfect place to live, play, and thrive.

100 Temple Grove Drive, Winter Garden

$2,800,000

5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to 15699 Panther Lake Dr, a breathtaking lakefront residence. This fully furnished home has been meticulously upgraded with nearly $1 million in custom improvements, creating a one-of-a-kind luxury retreat. As you step inside, you’re greeted by a sophisticated open-concept design filled with natural light and panoramic lake views. The chef’s kitchen boasts a grand center island, premium cabinetry, and top-of-the-line stainless steel appliances—perfect for both everyday living and entertaining. The primary suite is an oasis of elegance featuring a spa-inspired bathroom and a custom-designed, oversized walk-in closet that is truly a dream come true. This boutique-style dressing room showcases floor-to-ceiling glass-front cabinetry, custom drawers with brass hardware, built-in shelving, and thoughtfully designed lighting. With its plush seating area and display shelving for luxury items, it offers the perfect blend of function and sophistication. Spacious guest bedrooms and thoughtfully appointed living areas provide comfort and style for family and friends. For those who work remotely, the home also includes a dedicated office with its own private entry—an ideal space for productivity, privacy, or meeting clients without disturbing the rest of the household. Step outdoors to a resort-style backyard that feels like your private escape. The infinity-edge pool overlooks serene water views, while the summer kitchen, fire pit, and expansive lounging areas create the ultimate space for relaxation and gatherings. Whether hosting a sunset dinner or unwinding by the fire, every detail of this outdoor paradise has been designed for luxury living. Residents of Lakeshore Preserve enjoy exclusive amenities, including a clubhouse, fitness center, resort-style pool, playgrounds, and kayak access. The community is ideally located near top-rated schools, world-famous theme parks, major highways, and premier shopping and dining destinations. This rare opportunity to own a fully customized, move-in ready lakefront masterpiece won’t last long—schedule your private tour today!

15699 Panther Lake Drive, Winter Garden

$850,000

4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code

Discover Your New Home in Winter Garden! Are you searching for the perfect home for your family? This is your opportunity! We present a stunning residence located in the charming Watermark community, combining elegance, convenience, and security in one place. This house is a rare gem! It's strategically situated just steps away from a charming shopping center, Panther Lake Elementary School and Horizon High School. The location provides you and your family with the peace of mind knowing you are just minutes away from renowned schools while you enjoy a wide range of amenities at your doorstep. This property offers everything you could wish for! With 4 bedrooms, 3 full bathrooms, and an upstairs laundry room, every detail has been carefully planned. The kitchen is a chef's dream, with an island that accommodates the whole family. High-end appliances and cabinets, along with the concept of total integration between the dining room, living room, and TV, make this space perfect for entertaining and creating unforgettable memories. But what truly makes this home special is its outdoor space. The pool and heated jacuzzi accommodate up to 6, creating an oasis of relaxation. The remotely controlled lanai is perfect for enjoying the outdoors, and summer has never been more exciting with a phenomenal outdoor kitchen. Professional landscaping and synthetic grass make maintenance a breeze, allowing you to enjoy your leisure time to the fullest. Additionally, the water purification system ensures extremely clean and healthy water for the entire family. Don't miss the opportunity to make this house your new home! Contact us now to schedule a visit and experience the comfort and elegance it offers firsthand. Call to your agent and take the first step toward a more luxurious and convenient life in Winter Garden. This is the home of your dreams waiting for you!

9182 Holliston Creek Place, Winter Garden

$1,120,000

4 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code

LUXURY POOL HOME on PREMIUM CONSERVATION LOT with ALL THE BEST UPGRADES!! Nearly NEW Kallan POOL Home has 4 Bedrooms, FLEX Room, LOFT, 4.5 Baths, TILE ROOF, 3 Car Tandem Garage and a BALCONY off the Primary Suite! Enjoy an Outdoor PARADISE that starts with a FULL SUMMER KITCHEN with Grill, Vent Hood, Side Burner, 18 FEET of GRANITE COUNTERS with Raised Bar, Large Sink, Refrigerator and Pizza Oven! Enjoy the DELUXE Heated Pool and Spa with Waterfall Spillover, LED Lighting, Glass Tile, Automation System, Pebble Tech Surface and Sun Shelf. High End features include Upgraded Pavers and Spectacular Views from the Enclosure with PANORAMIC Screens! PLUS – ALL Patio Furniture including FIRE PIT is Included! Just steps from the POOL is the 4th FULL BATH! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK with 10 Stage FILTERED WATER, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with VENT HOOD! Large Pantry and Butler Pantry add Storage! Stylish Features and Elegant Accents Make this Home Special! OPEN FLOOR PLAN with Views Of Patio, Pool and Conservation from almost every window! First Floor FLEX SPACE with Custom Wood Barn Door can be a great Office, Living Room or 5th Bedroom! Convenient Powder Bath Features Wallpaper and Decorative Mirror. Entire First Floor is WOOD PLANK Porcelain Tile. Stairs are Engineered Wood and the Loft and Upstairs Hallways and Bedrooms are NEW Wide Plank LUXURY VINYL! Owners Suite has CUSTOM DRAPERY with ROOM DARKENING Panels, a PRIVATE Screened BALCONY, Spacious Bath with TWO QUARTZ Vanities, Garden Tub, Shower and Large WALK-IN CLOSET WITH CUSTOM ORGANIZERS! The HUGE LOFT Separates the Bedrooms. Bedroom 2 is a PRIVATE SUITE with CUSTOM CLOSET and Opens to Bath 2. Bedrooms 3 and 4 with Custom Closets share FULL BATH 3 With DOUBLE Sinks. The Large Laundry with CABINETRY and Utility Sink Completes the 2nd Floor! The Owners Thought of Everything! FENCED YARD, Gutters, Quality Ceiling Fans & Light Fixtures, Whole House Water Softener and Filtration System, Custom Drapery, UPGRADED 80 Gal HYBRID Hot Water Heater, Garage with EPOXY FLOOR and MUCH MORE! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 2 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, NEW Water Spring Middle School – both are Walking Distance, and NEW Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

8906 Sonoma Coast Drive, Winter Garden

$799,000

4 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 2a SubDv. ⋅ 34787 Zip Code

Located in the heart of Winter Garden, this stunning 2-story CORNER lot home has been fully remodeled (2022–2023) with over $250K in upgrades. Featuring 4 bedrooms, 3.5 baths, a private office, and an upstairs loft, the open floor plan is filled with natural light and modern finishes. The gourmet kitchen boasts custom white cabinetry, quartz countertops with a waterfall island, and high-end appliances. The owner’s suite offers a spa-like bath with soaking tub, double walk-in shower, and custom walk-in closet. Additional highlights include a family room with custom fireplace wall, remodeled laundry, and luxury details throughout. Enjoy Florida living in the $80K backyard renovation with pergola lanai, outdoor kitchen, Jacuzzi, turf, and 86” mounted TV. Located in a gated lakeside community with clubhouse, dock, pool, fitness, tennis, volleyball courts, and dog parks — all just minutes from top schools, Disney, and Downtown Orlando.

15669 Citrus Harvest Road, Winter Garden

$1,650,000

4 Beds ⋅ 5 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code

Imagine a home where lakefront serenity merges seamlessly with modern design and the energy of Central Florida’s most celebrated destinations. At 16653 Broadwater Avenue in Winter Garden’s Twinwaters community, that’s exactly what you get. Set on a 0.33-acre lot overlooking the 2,500-acre Johns Lake, this 4,046-square-foot residence features four bedrooms, five full bathrooms, and a layout d for both flexibility and flow. Public records list five bedrooms; a versatile flex room with a closet is currently styled as an office but can easily transition into a fifth. The main level anchors daily life with a primary suite featuring custom walk-in closets, a gourmet kitchen outfitted with premium finishes and top-of-the-line appliances, and a family room designed to connect effortlessly with the outdoors. Walls of folding glass doors reveal a screened patio and summer kitchen, perfect for entertaining or quiet reflection, with sweeping views that catch both sunrise and sunset. A dedicated movie room, separate dining room, and upstairs accommodations balance private comfort with social space. Recent enhancements include luxury vinyl plank flooring, custom-built closet systems in every bedroom, new carpet, and a fresh interior palette, all completed in 2024. Energy efficiency is elevated by fully owned solar panels, installed in 2016, adding sustainability to style. Step outside and the lake lifestyle takes center stage. A private dock with an electric boat lift and two drive-on jet ski slips makes boating, fishing, and watersports part of daily living. The stone-accented façade and manicured surroundings enhance the home’s modern character, while Twinwaters amenities — a pool, playground, and trails — enrich the neighborhood experience. Beyond the community, the location places you minutes from Hamlin Town Center and Winter Garden Village for shopping and dining, and the historic streets of Downtown Winter Garden with its boutique shops and Saturday Farmers Market. Walt Disney World Resort and Orlando’s attractions are also within easy reach. This is not just a residence; it is a lifestyle defined by water, light, and modern design in one of Winter Garden’s most desirable settings.

16653 Broadwater Avenue, Winter Garden

$549,000

3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code

This charming home, located in Winter Garden’s desirable Hamlin Reserve community, overlooks a peaceful park, which can be fully appreciated from the welcoming, covered front porch. As you step inside, your guests will be greeted by the soft entry of a foyer, immediately adjacent to a formal dining or living space with recently updated lighting. Beyond that, the kitchen seamlessly opens to the general living space with views of the backyard oasis. The kitchen, like the rest of the home, features a neutral color palette, including white kitchen cabinets, gray, white, cream, and black speckled granite countertops, brushed nickel hardware, new neutral interior paint, and stainless steel Whirlpool kitchen appliances. Highlights of this space are a five-burner gas range, a walk-in pantry, and a sizable kitchen island with new overhead pendant lighting and seating for four. The general living space provides plenty of room within which you may relax or entertain. Sliding glass doors open to a large covered back patio with newly installed brick pavers, a summer kitchen, outdoor TV with a pivotal mount and a built-in, gas-fueled fire pit for enhanced outdoor enjoyment. Let your kids and dogs play in the backyard without fear, as the owners installed a new privacy fence around the perimeter of the lot. Back inside the home, the desirable floor plan features a private primary suite split from the alternate bedrooms and bathroom. The alternate two bedrooms share a sizable full bathroom with hallway access at the front of the house with one of the bedrooms looking out over the green park space. The private primary suite is located at the rear of the home and includes a long vanity with double undermount sinks, extensive cabinets and drawers for organization, a solid surface countertop, an expansive almost countertop-to-ceiling mirror, a walk-in shower with a glass enclosure, and a large walk-in closet. The laundry room has a sizable capacity for storage and is conveniently located in the heart of the home. The rear-entry oversized two-car garage includes a new epoxy finished floor, dedicated EV charging station and is accessible from the back alley, adding even more charm to the front elevation. Abundant street parking is available for guests. Additional upgrades by the current owners include fresh paint, several new light fixtures and fans, a new Rinnai tankless water heater, new sod and more! The Hamlin Reserve community offers a clubhouse, pool, playground, and parks with picnic tables for residents’ use and enjoyment. Living at 6531 Orange Cream Alley in Hamlin Reserve means embracing a lifestyle centered around convenience, community, and connectivity. You’ll have local shops, dining, entertainment, and plenty of outdoor and recreational spaces just steps from your front door. Plus, the location offers easy access to major attractions and healthcare—all making it a highly livable area. Call to schedule your private showing now.

6531 Orange Cream Alley, Winter Garden

$1,695,000

5 Beds ⋅ 5 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5-car garage with extra space for a golf cart. A detached 538 sq. ft. pool house adds valuable flexibility, offering a fifth bedroom, full bath, wet bar, office, and walk-in closet—an ideal setup for extended family, a private workspace, or guest quarters. The first-floor owner’s suite is a true retreat, with hardwood floors, two generous walk-in closets, and a spa-inspired bath. Engineered hardwood flows through the main living areas, while the kitchen is designed for both gathering and everyday living—featuring a large island with seating, quartz countertops, ceiling-height wood cabinetry, and Bosch appliances, including a built-in refrigerator and gas cooktop. Ten-foot ceilings, custom wood beams, crown moulding, and an open stairwell give the home a bright, inviting feel. Upstairs, a loft connects three additional bedrooms and two full baths, providing plenty of space for family and guests. Outdoors, the private saltwater pool with waterfall is perfect for relaxing weekends. The covered patio with summer kitchen makes entertaining effortless. HOA dues include access to two community pools, clubhouse, parks, playgrounds, and a community activities director.Located along the West Orange Fitness Trail and just a golf cart ride to downtown Winter Garden, this home also provides quick access to the Turnpike.

854 Tilden Oaks Trail, Winter Garden

$1,140,000

5 Beds ⋅ 4 Baths ⋅ Lake Roberts Lndg E SubDv. ⋅ 34787 Zip Code

Stunning entertainers paradise situated on an oversized private lot. One owner meticulously maintained, spacious pool home boasting a back yard oasis. Large pool and heated spa, outside kitchen area with grill, sink and refrigerator, an extended covered seating area with wood panel ceiling, fireplace and TV. Outside the flowing screen area is a fire pit with seating for your nightime smores and hot chocolate. So much space with great privacy for pool parties, peaceful morning coffee, outdoor living at its finest. No immediate rear neighbors and the property sides up to a conservation area. Highly livable floor plan consisting of 5 Bedrooms, 4 full Bathrooms, Office, Formal Dinning Area, Family Room, Cafe Area, Movie Theater, Game Room and Commuter Room. Beautiful and durable engineered wood flooring runs thru the downstairs area, including the remodelled kitchen featuring high end stainless appliance and a stunning granite counter bar. The sizable primary ground floor bedroom has an upgraded, remodeled en-suite featuring a stand alone bath, separate sinks and two built in, walk in closets. French doors open up to your outdoor living space. There is a second en-suite bedroom downstairs, office, formal dining and family room. Second floor is an entainment and study haven, featuring a movie theater (all equipment stays including seating), spacious game room with a seperate private computer/study area. Three more bedrooms two with a Jack and Jill bathroom the other ensuite. Extremely convienient location close to 429,408,535,417 with quick accesss to Disney, Universal, Orlando and the airport. Excellent shopping, hospitals and resturants minutes away. Downtown winter Garden 10 minutes away with its famous farmers markets, cafes, restaurants and brewery. The house was freshly painted in 2023, pool area re-screened in 2023. Three car tandem garage completes the package. This property is in an amazing location and has so much to offer, come live the Florida lifestyle you have dreamed of.

1839 Blackwater Court, Winter Garden

$257,000

2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

This spacious 2-bedroom, 2-bath condo on the first floor is perfect if you are downsizing from a big home or just starting. Stay active without leaving your neighborhood with a state-of-the-art fitness center, Pool, and heated spa. Visit with friends and family in the designated barbecue pavilion. You will be impressed with the indoor Basketball and racquetball courts. Among all the other amenities Southern Pines offers.

316 Southern Pecan Circle Unit 107, Winter Garden

$2,461,000

7 Beds ⋅ 6 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code

Experience lakefront living at its finest with this stunning waterfront retreat, thoughtfully designed with luxury upgrades and modern convenience throughout. Built in 2018 and located in the Summerlake community of Horizon West, this Lauriston model offers nearly 5,320 square feet of living space set on 1.67 acres with sweeping views of Lake Hancock. From the moment you arrive, the home’s curb appeal shines with Bahama shutters, lush new landscaping, and a palm-lined entry that sets the tone for the elegance within. Inside, the thoughtful layout includes double primary suites—one on each level—along with multiple living areas—one on each level—, a dedicated office, an upstairs bonus room, two laundry rooms with premium appliances—one on each level—, and custom-updated closets throughout, making it ideal for both large households and multigenerational living. The gourmet chef’s kitchen is a true showpiece, complete with GE double ovens, a gas range, built-in refrigerator drawers, and a butler’s pantry, seamlessly flowing into the dining and living areas. Entertain at the custom bar with a w/100-year-old countertop, built-in beer tap, wine cooler, and refrigerator, set right off the main living area. Expansive stacking sliding doors lead to a resort-style backyard featuring a UV pool with a sun shelf, gas and electric heating, double fire pits, a lighting package, and retractable electric screens that create the ultimate indoor-outdoor lifestyle. An outdoor kitchen by Blaze adds a hibachi cooktop, grill, refrigerator drawers, and a large sink, all under a custom wood-trim ceiling that makes entertaining effortless. Beyond the pool, enjoy 80 feet of direct frontage and clear shoreline on Lake Hancock with your private dock, complete with water, electricity, lighting, a 10,000 lb boat lift, and dual jet ski lifts—perfect for sunset cruises, water sports, or simply taking in the lake life. Additional features include solar panels on the roof that continuously feed the grid with sufficient energy to cover the homeowners' monthly usage, a Rinnai tankless water heater, Nest thermostats with two-zone central air, a three-car garage with a charging station and storage racks, and a low $177 monthly HOA that offers access to a fitness center, pool, tennis courts, playgrounds, sidewalks, and golf cart-friendly streets. Zoned for highly rated schools, conveniently located minutes from shopping, dining, theme parks, and major highways, this property offers the perfect balance of tranquility and accessibility. This property combines thoughtful design, modern systems, and unmatched outdoor living—ready for its next owner to enjoy the ultimate waterfront lifestyle.

7717 Green Mountain Way, Winter Garden

$675,000

3 Beds ⋅ 2 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code

Welcoming One-Story Home with Pond Views in Gated Winter Garden Community... Step inside this charming 3-bedroom, 2-bath home with a flexible bonus room and an open floorplan that’s perfect for everyday living. From the pavered drive to the beautifully landscaped front yard, this home greets you with curb appeal and comfort. The spacious island kitchen is the heart of the home, with granite countertops and plenty of room to gather with family and friends. Just off the kitchen, the cozy family room features custom built-ins and a stone fireplace—an ideal spot to relax or entertain. Easy-care tile floors run throughout the home, adding both style and convenience. The primary suite is your own private retreat, complete with peaceful pond views, a walk-in closet, and a spa-like bath with a jetted tub. Outside, enjoy Florida living at its finest on the screened patio, complete with a summer kitchen and stone fireplace, overlooking the fenced yard and tranquil pond. You’ll also love the community amenities, including outdoor fitness, playground, and picnic area. With a 2-car garage and a great location in Winter Garden, this home offers comfort, charm, and convenience all in one.

414 Wrangler Road, Winter Garden

$1,070,000

5 Beds ⋅ 5 Baths ⋅ Lathan Park North SubDv. ⋅ 34787 Zip Code

FULLY FURNISHED Turnkey Luxury Home with Private Pool & Summer Kitchen in Latham Park. Welcome to 14400 Shocklach Drive, a stunning 5-bedroom, 4.5-bath former Ashton Woods model home in the highly sought-after Latham Park community of Winter Garden. Thoughtfully designed with upscale finishes and open-concept living, this home blends modern luxury with the serenity of a conservation setting. Step inside and you’re greeted by soaring ceilings, abundant natural light, and a flowing layout that includes a spacious flex room – perfect for a home office, playroom, or fitness space. The heart of the home is the chef-inspired kitchen, featuring 42” espresso cabinets, a massive quartz island, stainless steel appliances, and a walk-in pantry. Just off the main living area, enjoy formal dining and a spacious family room, ideal for entertaining. Upstairs offers a loft overlooking the great room, while the private primary suite features wood flooring, a spa-like bath with frameless glass shower, freestanding soaking tub, and a large walk-in closet. Step outside to your private backyard retreat – complete with a custom pool, fire pit, and a fully equipped summer kitchen for seamless indoor-outdoor living and entertaining. This fully furnished turnkey property is move-in ready and designed to impress. Home Highlights: 5 Bedrooms | 4.5 Bathrooms | Flex Room + Loft Private pool, built-in fire pit & covered lanai Outdoor summer kitchen Gourmet kitchen with oversized quartz island 12x24 ceramic tile, wood floors in primary, upgraded carpet in bedrooms Spacious 2-car garage Community Perks: Latham Park offers resort-style amenities including a community pool, fire pit lounge, playground, and a scenic 1,000-foot nature boardwalk. Location: Zoned for A-rated schools – Independence Elementary, Bridgewater Middle, and Windermere High – and just minutes from shopping, dining, and major highways.

14400 Shocklach Drive, Winter Garden

$2,125,000

5 Beds ⋅ 5 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code

This LAKEFRONT Home with PRIMARY AND 3 SECONDARY BEDROOMS ON the MAIN FLOOR was RENOVATED FROM TOP TO BOTTOM and is located in the very desirable GATED Community of HICKORY HAMMOCK. The moment you walk through the front door, you will have gorgeous VIEWS OF THE BEAUTIFUL 2400-ACRE JOHN’S LAKE. The interior continues with the COUNTLESS UPDATED CUSTOM FINISHES including VERY HIGH-END LUXURY VINYL PLANK FLOORING throughout the entire first floor, QUARTZ COUNTERTOPS, 53” EUROPEAN-STYLE KITCHEN CABINETS, TWO-PIECE CROWN MOLDING, and 7” BASE MOLDING. ALL 5 BEDROOMS HAVE WALK-IN CLOSESTS WITH CUSTOM BUILT-INS. You will find one additional Bedroom and Full Bathroom upstairs alongside a HUGE BONUS ROOM with plush carpet and extra thick padding. Entering the home from the garage, you will find a beautifully designed MUD SPACE and then enter the laundry room to find a BUILT-IN SMOOTHIE/COFFEE BAR with upper and lower cabinets, drawers, and a BUILT-IN SINK. There’s also an ingenious “SECRET” SPACE that’s currently being used as an art room. The home features a whole-home filtration/softener and R.O. water system. Alarm system and cameras are paid in full and included. Additionally, this home provides a SCREENED-IN SALTWATER POOL. Inside the screened patio, you’ll enjoy entertaining with a SUMMER KITCHEN, complete with a built-in grill, refrigerator, sink, and granite countertop. This home provides extraordinary entertaining space, both inside and out. This home also features an OVERSIZED 3-car garage with Lots of OVERHEAD STORAGE RACKS and a SPLIT AIR CONDITIONER. The PRIVATE DOCK IS EQUIPPED WITH WATER AND ELECTRICITY AND BOAT LIFT. There is a FULLY FENCED backyard leading to your dock where you can watch DISNEY FIREWORKS OR GO ENJOY BOATING, PADDLE BOARDING, KAYAKING, OR JET SKIING ON THE INCREDIBLE 2400 ACRE JOHN’S LAKE. *BONUS - SOLAR PANELS ARE OWNED – NO ADDITIONAL PAYMENTS – SAVE MONEY ON YOUR ELECTRIC BILL* THIS EXCEPTIONALLY DESIGNED AND UPDATED LAKEFRONT HOME TRULY OFFERS IT ALL. Schedule your private showing today.

16098 Johns Lake Overlook Drive, Winter Garden

$2,165,000

5 Beds ⋅ 5 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code

This home truly has it all. Nestled in The Overlook at Hamlin—one of the most vibrant and sought-after lakefront communities—this custom Taylor Morrison residence combines luxury, energy efficiency, and everyday convenience. Ideally located just minutes from Disney with easy access to Hwy 429, the home offers both lifestyle and location. Set on the scenic shores of Lake Hancock with nightly Disney Firework Displays, the thoughtfully designed floor plan features all main living spaces on the first floor, plus an upstairs media room or optional fifth bedroom with private bath. The primary suite is a tranquil retreat with stunning lake views and a spa-inspired bath. High ceilings with crown molding and wood beams, abundant natural light, and a stacked stone fireplace create a warm, inviting atmosphere. Gorgeous tile floors flow throughout. The chef’s kitchen impresses with a natural gas cooktop, quartz island, French door oven, and walk-in butler’s pantry. Step outside to your private lakefront oasis—a screened lanai with resort-style saltwater pool and spa, sun shelf with umbrellas, and a summer kitchen plus pizza oven station, perfect for entertaining. Just beyond, a floating dock offers direct lake access. Enjoy low utility costs thanks to a fully paid-off whole-house solar system and a tankless gas water heater—average electric bills are just $78/month. Additional features include a gated front courtyard for added privacy and security, and access to Overlook’s resort-style amenities, including a fitness center, community pool and splash pad, parks, and a private boat ramp for residents. Furnishings may be available.

7346 John Hancock Drive, Winter Garden

$2,625,000

4 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code

Fabulous private location with 5 beautiful acres and gated entry - Bring your horses! ** 2538sf horse barn with 4 stalls, tack room and 2nd room that could also be used as a tack room ** Nelson automatic horse waterers included ** Horse corral and 1 pasture/paddock that could be divided into 2 ** Additional 1800sf pole barn ** Home, barn and 1800sf pole barn and casita all 2019 BUILT ** 1800sf pole barn perfect for storing all your equipment or an RV with 12' overhead doors on both ends ** Casita / guest house has a separate entry, full bath and full AC unit perfect for an in-law situation, guests or work out space ** 5 car attached garage (3.5 & 1.5 car) and tile roof ** All bedrooms are ensuite ** Stroll the 2500sf trail around the property and 300+/- sf of bamboo trails around the front & side of the property ** 2 Rainbird sprinkler irrigation systems (well) used for the home and another for the horses & pastures ** 1000 gallon + 500 gallon propane generators that run the house & barn ** Luxurious outdoor living space with well designed pool offering raised planting beds with lovely waterfalls, sun shelf and unique curved heated raised spa ** Enjoy the lovely patio space offering a travertine patio, attractive tongue and groove wood ceiling, Nevada cobblestone decorative archways and sitting space complete with a cozy 2 sided fireplace w granite hearth, TV and screened lanai ** Outdoor kitchen (never used) with Nevada cobblestone, a grill and refrigerator ** 12' ceilings, 10' doors & Venetian plaster accents accentuate the beauty of this home ** Beautiful primary bedroom featuring a tray ceiling with wood tongue and groove inlay, fireplace with Nevada cobblestone and triple sliding glass doors to the outdoor living area and hall leading to the ensuite bath with zero entry full shower with rainhead shower, stone tub and room size walk in closet with custom built ins **The well apportioned great room features a fireplace, wood beams, tongue and groove ceilings, built in display areas and 3 sets of triple sliding glass doors leading to the amazing outdoor space ** Fabulous Kitchen with attractive Nevada cobblestone enhancements around the counters and cooking area, stone COUNTERS & flowing backsplash, breakfast bar, espresso cabinets and built in convection stove **

9201 Tower Pine Drive, Winter Garden

$810,000

4 Beds ⋅ 4 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to your private lakeview retreat in the exclusive gated community of Lakeview Preserve. This stunning 4-bedroom, 3.5-bathroom and 3-car garage home sits on a cul-de-sac and offers breathtaking sunset views over John’s Lake. From the moment you step inside, you’ll notice the attention to detail and high-end upgrades that make this home truly special. The open floor plan flows effortlessly, starting with a welcoming foyer with trey ceilings and crown molding leading to a spacious living area with panoramic lake views. At the heart of the home is the gourmet kitchen, complete with a quartz center island, built-in oven, tile backsplash and 42” cabinets. The kitchen also features a 36" built-in cooktop, designer vent hood, microwave/wall oven combo, and dishwasher... all beautifully integrated for both form and function. Additional highlights include a three-car "showstopper" tandem garage with epoxy flooring, custom storage features, custom lighting, garage pull-down screen and even a custom built-in vacuum and pressure washer system. This home is loaded with over $200,000 in thoughtful upgrades, making it an exceptional value. Pocket sliding glass doors in the living room fully open to the outdoor oasis. Enjoy outdoor living year-round on the 1,000 sq. ft. lanai with full screen enclosure or entertain with ease with your summer kitchen featuring a Paradise Grill, side burner, and outdoor fridge. Additional upgrades include a whole-house water softener system, whole home surge protector, gutters, stone accents on the exterior, a professionally installed closet system in the primary suite, laundry room cabinetry, outdoor holiday trim lighting, premium appliances including the washer, dryer, and refrigerator. The lanai is also pre-plumbed for a future sink. Luxury vinyl plank flooring runs throughout the main living areas, adding warmth and durability. The 596 sq. ft. garage provides ample storage, and the overall design of the home emphasizes comfort, elegance, and functionality. One of the guest bedrooms has an ensuite bathroom making it an ideal in-law or guest suite. Lakeview Preserve residents enjoy access to resort-style amenities including a pool, splash pad, fitness center, playground, fishing pier, and kayak launch. Located minutes from downtown Winter Garden, Clermont, and Mount Dora—with easy access to 429 and the Turnpike—this home offers both convenience and serenity. It’s a rare opportunity to own a fully upgraded, lakefront home in a highly desirable location, with thousands in extras already included. Schedule your private tour today!

3317 Current Avenue, Winter Garden

$1,795,000

5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code

New Custom Home in Winter Garden.

502 Winter Garden Vineland Road Unit R, Winter Garden

$775,000

5 Beds ⋅ 5 Baths ⋅ Lakeside At Hamlin SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to 15148 Lake Bessie Loop, an inviting and spacious home located in the peaceful Lakeside at Hamlin community of Winter Garden. This beautifully cared-for residence offers a perfect blend of comfort, function, and thoughtful upgrades, making it ideal for both everyday living and special moments with family and friends. Step inside to experience an open concept layout filled with natural light and a warm, welcoming feel. The living areas flow effortlessly into a large kitchen featuring a wide open island, abundant cabinetry, under-cabinet lighting (added in 2024), and a custom range hood (installed in 2025), all designed to bring people together. Throughout the home, you’ll find beautiful vinyl plank flooring that enhances the open feel and adds durability. One of the standout features of this home is the spacious upstairs loft, paired with a large bedroom and one and a half bathrooms. The loft and back porch are equipped with built-in speakers, perfect for relaxing evenings, movie nights, or entertaining guests. The main living area also includes an entertainment center with a built-in electric fireplace (installed in 2025), creating a cozy and stylish atmosphere. Outside, the private backyard is set up for enjoyment with an outdoor kitchen and vented hood (installed in 2024), ideal for weekend barbecues or casual get-togethers. Additional updates include shutters and blinds (installed in 2023), a vinyl fence (installed in 2023), gutters (installed in 2023), garage storage racks (installed in 2024), and the home is wired for two electric vehicle chargers (wiring completed in 2023 and 2024), providing added flexibility for future EV needs. Lakeside at Hamlin is a family-friendly community surrounded by walking trails and scenic spaces. It is conveniently located near SR 429 and Avalon Road, with easy access to Horizon West and downtown Winter Garden. The area continues to grow with exciting new restaurants and entertainment options nearby, along with highly rated public and private schools. Whether you are searching for a home that brings together comfort, lifestyle, and location, or you are looking to invest in one of Central Florida’s most desirable areas, 15148 Lake Bessie Loop offers a rare opportunity to enjoy it all.

15148 Lake Bessie Loop, Winter Garden

34787 Zip Code Real Estate & Homes with Outdoor Grill

Browse All 34787 Zip Code FL Properties with Outdoor Grill for Sale