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$455,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
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18135 Cider Mill Lane, Winter Garden
$490,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 2c SubDv. ⋅ 34787 Zip Code
Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.

14542 Golden Harbor Lane, Winter Garden
$750,000
3 Beds ⋅ 3 Baths ⋅ G T Smith Sub 3 SubDv. ⋅ 34787 Zip Code
Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.

408 S Boyd Street, Winter Garden
$170,000
2 Beds ⋅ 2 Baths ⋅ Westside Townhomes Ph 5 SubDv. ⋅ 34787 Zip Code
The home features 2 bedrooms and 2 bathrooms, including a spacious primary suite with a private bath. The kitchen provides ample cabinet and counter space, making meal preparation easy and efficient. Enjoy outdoor living with a private patio/backyard—ideal for relaxing or hosting guests. Conveniently located near shopping, dining, major highways, and just minutes from historic downtown Winter Garden, this home offers both comfort and convenience.

1421 Fettler Way, Winter Garden
$829,900
5 Beds ⋅ 3 Baths ⋅ Stoneybrook West Un 06 SubDv. ⋅ 34787 Zip Code
WOW!!! OVER $60,000 RECENT PRICE REDUCTION!! BRAND NEW AC SYSTEM INSTALLED LAST WEEK (7/2/26) Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!

13412 Fox Glove Street, Winter Garden
$465,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2e SubDv. ⋅ 34787 Zip Code
It can be negotiated along with the furniture. Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse located in the highly desirable Waterleigh community. This modern home offers a functional and inviting open-concept layout, perfect for both everyday living and entertaining. The property features spacious bedrooms, well-appointed bathrooms, and a thoughtfully designed living area filled with natural light. The kitchen stands out with contemporary finishes, ample cabinetry, and a seamless flow into the dining and living spaces. Furniture can be negotiated, providing a convenient move-in-ready opportunity. Residents of Waterleigh enjoy a resort-style lifestyle, including multiple clubhouses, sparkling pools, fully equipped fitness centers, scenic walking trails, playgrounds, sports courts, and beautifully maintained green spaces. The community is known for its welcoming atmosphere and well-planned design. Ideally located, this home offers easy access to everyday essentials and top destinations, including Horizon West, Hamlin Town Center, and the popular Walt Disney World Resort. Enjoy a wide variety of nearby shopping, dining, and entertainment options, along with convenient access to major highways. This is an excellent opportunity to enjoy comfort, convenience, and one of the most sought-after communities in the area.

10089 Salt Point Drive, 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
$875,000
5 Beds ⋅ 5 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code
Welcome to 1646 Holcomb Creek Street. Your beautifully appointed five bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room that provides endless possibilities for a media room, playroom or office, two additional bedrooms and a full bathroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.

1646 Holcomb Creek Street, Winter Garden
$874,900
4 Beds ⋅ 5 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code
Nestled in the serene, lakefront community of Hull Island, this meticulously maintained corner-lot home offers 4 bedrooms, 4.5 bathrooms, and a spacious bonus/game room. The Dorchester floor plan delivers a modern layout designed for both comfort and functionality. Upon entering the elegant foyer, you are welcomed by a formal dining room or flex space that leads into a bright, open-concept living area. The upgraded gourmet kitchen is a standout, featuring stainless steel GE Profile appliances, a gas range, quartz countertops, ceiling-height cabinetry, and a stunning oversized waterfall island with seating that overlooks the breakfast nook and family room. Perfect for entertaining, the main living space is filled with natural light from three large sliding doors that open to a covered lanai and private backyard, complete with a full outdoor bathroom. The first-floor primary suite serves as a relaxing retreat, offering a spa-like bathroom with dual vanities, a spacious shower, garden tub, and a generous walk-in closet. Upstairs, you will find three additional bedrooms and two bathrooms, including a secondary bedroom with a private en-suite, ideal for guests or multi-generational living. The expansive bonus/game room provides a versatile space for a home theater, gym, playroom, or lounge. This home is thoughtfully enhanced with wood-look tile flooring throughout the first floor, upgraded designer lighting, modern ceiling fans, decorator finishes, and abundant storage. Enjoy an elevated audio experience with integrated surround sound in the living room, lanai, primary suite, and upstairs bonus room, featuring built-in in-ceiling speakers for immersive TV and music throughout. Smart home features include Ecobee thermostats, a Ring doorbell, and a garage EV charger. Additional upgrades include 8-foot raised panel doors, a tankless gas water heater, an interior laundry room with utility sink and gas washer and dryer hookup, outdoor kitchen and pool prewiring, and a whole-house water softener. Residents of Hull Island enjoy resort-style amenities, including a pool and clubhouse, playground, dog park, dock, and fishing pier. Ideally located near the West Orange Trail, historic downtown Winter Garden, and Clermont’s lakefront dining, this home offers convenient access to shopping, dining, weekly farmers markets, major roadways, and Central Florida attractions. This is more than a home, it is a private retreat offering comfort, style, and an exceptional location.

1231 Foltz Loop, Oakland
$429,900
3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens Ph 2a & 2b SubDv. ⋅ 34787 Zip Code
LOCATION! LOCATION! LOCATION! This spacious and beautiful two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. Enjoy an open-concept floor plan, freshly painted interior, and a private outdoor courtyard leading to a rear-entry two-car detached garage. The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless space ideal for entertaining. Large windows with blinds fill the home with natural light, enhancing the open feel throughout. Storage is abundant with a pantry, an under-stairs closet, and a generous walk-in closet in the owner’s suite. Upstairs, you’ll find 3 generous bedrooms, 2 bathrooms, and a convenient second-floor laundry. The owner’s suite boasts an enormous walk-in closet and peaceful views of beautiful mature trees. With no neighbors behind, this home offers a quiet, private setting that’s truly rare. Hamilton Gardens provides exceptional amenities, including a resort-style beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden paths. Residents also enjoy nightly views of the Disney fireworks right from the community. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient to SR 429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere. A perfect combination of privacy, convenience, and resort-style living—come see it today!

6212 Aralia Ivy Lane, Winter Garden
$2,550,000
5 Beds ⋅ 6 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code
Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand driveway and manicured landscaping welcome you into a striking modern entry and elegant interior featuring high-end flooring and designer finishes throughout. Designed for effortless entertaining, the open-concept layout showcases a chef’s kitchen with a waterfall quartz island, custom cabinetry, premium stainless steel appliances, and a full-slab backsplash, all flowing into an expansive living area with designer lighting and seamless indoor-outdoor access. The primary suite offers a private retreat with abundant natural light, custom closets, and a spa-inspired bath featuring a freestanding soaking tub and luxury walk-in shower. Step outside to a screened pool, upgraded travertine deck, and private pier, creating an unparalleled waterfront lifestyle ideal for relaxation and entertaining. Additional highlights include a concrete tile roof (maintained), smart home features, updated HVAC, epoxy garage, modern laundry room, and high-end upgrades throughout. Ideally located minutes from Downtown Winter Garden, premier dining, shopping, and top-rated schools, this is a rare opportunity to own an unparalleled lakefront property.

812 Johns Point Drive, Oakland
$900,000
4 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained Scandinavian-inspired home built in 2022, located in an intimate gated boutique community of just 55 homes in Winter Garden. Perfectly positioned on the premier lot in the neighborhood with a direct fountain water view, this home offers breathtaking sunsets from the living room, kitchen, lanai, pool, and balcony—while enjoying sun-filled interiors throughout the day. Thoughtfully upgraded with luxury vinyl flooring, 8-ft doors, an extended driveway, and beautifully appointed kitchen and bathrooms, this bright and airy 4-bedroom home includes two ensuite bedrooms, a spacious primary suite with dual closets, and a versatile loft with a full bath and balcony. The garage features commercial-grade epoxy flooring and added attic storage, while all major appliances (2022) are included. Located minutes from highly rated schools, shopping, dining, outdoor parks, and world-renowned theme parks, this home blends modern comfort with a peaceful neighborhood setting. The view, the sunsets, the pool, and the welcoming community truly make this home special—come experience it for yourself. For more authentic photos of the home, favorite spaces, sunset views, and construction progress, visit the home's Instagram page @ScandinavianHamptons. Includes M/I Homes' transferable 15-year structural warranty (valid through 2037) and remaining builder warranty coverage.

14354 Wabasso Loop, Winter Garden
$350,000
2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
PRICE Improvement and this home can be purchased with NO INCOME VERIFICATION! Be sure to ask about the details! Skip the projects, this 2020 built home is ready for you! This open-concept layout creates a bright and inviting space perfect for entertaining. The kitchen, where matching marble countertops and cabinetry create a clean and cohesive look. A charming office nook on the first floor provides the perfect spot for working from home or managing daily tasks while staying connected to the living areas. Upstairs, each bedroom is thoughtfully designed as its own private suite, complete with a full bathroom and walk in closet, offering comfort and privacy for all occupants. The layout provides flexibility for a variety of living arrangements while maintaining a sense of personal space throughout. Enjoy quiet evenings on the private patio featuring outdoor lighting and a smart home dimmer system that sets the perfect ambiance. A covered walkway leads to the detached garage, offering convenience and protection from the elements. The garage also includes space for a personal workout setup, creating an easy option for staying active at home. Located in a convenient Central Florida area with easy access to major roadways, shopping, dining, and everyday essentials. Enjoy peace of mind with a newer construction and an added UV light system in the HVC to inmporve indoor air quality. It is truly ready for its new owner to come in and live.

2117 Gopher Tortoise Terrace, Oakland
$555,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Firelight on Bluejack Oak Sunrise to Fireworks: The Summerlake Lifestyle Begin your mornings in quiet serenity, where soft light dances across the pond just steps from your door. Tucked on an oversized corner homesite directly across from Summerlake’s resort-style amenities, and introduced by a charming craftsman-style stone front elevation, 7630 Bluejack Oak invites you into a rhythm of living that feels both effortless and inspired. Afternoons unfold in the best of Florida living—whether it’s a leisurely walk along waterfront paths, time at the beach-entry pool with cascading waterfall, a match on the tennis courts, or play at the zip glide, playground, or dog park. Just moments away, Hamlin Town Center offers an elevated everyday experience with Cinépolis luxury cinema, waterfront dining, boutique fitness, and favorites like Bosphorous and Agave Azul—all within a short drive or even a pleasant stroll. And with Walt Disney World just 10 minutes away, the magic is never far… in fact, you can enjoy the fireworks from home. Inside, this thoughtfully designed Lennar Asheville floor plan offers 4 bedrooms and 3.5 baths across 2,520 square feet, with a rare and highly desirable feature: dual primary suites—one on each level—ideal for multi-generational living or elevated guest accommodations. The open-concept living space centers around a welcoming kitchen island, where evenings naturally gather and conversations linger. Upstairs, a spacious loft creates the perfect retreat, complemented by two additional bedrooms connected by a generous Jack-and-Jill bath. Each bathroom features a garden tub, with the downstairs primary suite also offering a separate shower for a spa-like experience. Freshly painted inside and out, with new carpet in all upstairs bedrooms and ceramic tile throughout the main living areas, this home is truly move-in ready—while still offering a canvas for your personal vision. The expansive side yard presents a rare opportunity to create something special, whether an outdoor living retreat, garden sanctuary, or entertaining space (subject to HOA approval). Here, the possibilities are as open as the sky above. Additional features include under-cabinet kitchen lighting, brand new LG appliances, a five-burner gas range, Rinnai tankless water heater, in-wall pest control system, and an Ecobee smart thermostat for remote climate control. The rear-entry two-car garage enhances curb appeal, while the HOA-maintained landscaping—including fertilization and shrub care—ensures a polished exterior with ease. Positioned just across from the elementary school and within one of Central Florida’s most sought-after school zones, this home also offers quick access to SR-429, connecting you effortlessly to downtown Orlando, Tampa, and beyond. From peaceful mornings to vibrant evenings under fireworks, this is more than a home—it’s your perfect “Aaaahhh” moment, every day.

7630 Bluejack Oak Drive, Winter Garden
$1,015,000
5 Beds ⋅ 4 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
HUGE PRICE REDUCTION. PRICE TO SELL. A TRUE SHOWCASE LOCATED IN HORIZON WEST.Do you love only the finest of quality? Are you looking for the finest of MODERN LUXURY in this "architecturally" designed estate? Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot.FENCE IS ALLOWED FOR PRIVACY. Boasting over $200,000 in QUALITY UPGRADES, this residence features, 5 bedrooms and 4 bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!

16006 Gilden Way, Winter Garden
$469,000
4 Beds ⋅ 2 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code
Opportunity Awaits – 4 Bedroom Pool Home in a Prime Location! Welcome to this spacious 4-bedroom, 2-bath home tucked away on a quiet dead-end street in a highly desirable neighborhood. As you enter the home, you will find a generous open floor plan and a beautiful kitchen. The primary bedroom features an en suite bathroom with a double vanity, separate shower and garden tub. Step out to a large enclosed patio and a fully fenced backyard featuring a private pool- perfect for relaxing or entertaining. There’s also an additional fenced-in area, ideal for pets, gardening, or creating your own outdoor retreat. Conveniently located just minutes from shopping, dining, and everyday essentials, you'll love the balance of peaceful living and easy access to everything you need. With your personal touch, this property can truly shine and become your dream home or a fantastic investment opportunity. Schedule your showing today!

2031 Wintermere Pointe Drive, Winter Garden
$750,000
5 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lk-Ph 2b SubDv. ⋅ 34787 Zip Code
Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.

17326 Bal Harbour Drive, Winter Garden
$900,000
4 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Winter Garden’s finest — a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home’s water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat — truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house — this is a place to settle in, build memories, and truly feel at home in Winter Garden.

15324 Gilligan Court, 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
$1,175,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is SPECTACULAR - $200,000 to Duplicate! Generous COVERED Patio PLUS additional Covered CABANA SPACE is 34 FEET LONG! DELUXE Heated POOL and SPA with Upgraded Pavers, PANORAMIC SCREEN, Large SUN SHELF with Bubblers, PEBBLETEC Surface, Mosaic Accent Tile, SALT SYSTEM, LED Lights and FULLY AUTOMATED SYSTEM for Chemicals! PLUS Ledge Loungers and Basketball Hoop are Included! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Upgraded Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK, SS APPLIANCES including BUILT-IN OVEN and COOK TOP with VENT HOOD and FRENCH DOOR Refrigerator. ! Large Pantry and Butler Pantry add Storage! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with CUSTOM CLOSET has a Bath that Features DOUBLE Vanities, OVERSIZED SHOWER and Garden Tub. FLEX Space can be Dining Room, Office or Living Room. Convenient Powder Bath and FULLY Remodeled Laundry Room with Cabinetry, Utility Sink and RO Water System Complete the First Floor. Entire First Floor has WOOD PLANK Porcelain Tile, 8’ Doors and 5 ¼ Molding. Stairs are Engineered Wood with Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK IN Closets – but Bedroom 3 has a CUSTOM CLOSET. Bedrooms 2 and 3 share Full Bath 2 and Bedrooms 4 and 5 Share a Jack-and-Jill Bathroom. These Owners Thought of Everything! Paver Path to Store Trash Bins, Gutters with LEAF GUARD, Salt Free Water Filtration System, Custom Valances, Interior Painted with QUALITY paint, AC with Ultraviolet Sanitizing, Upgraded PRIVACY Landscaping, Garage with EPOXY FLOOR, Overhead Storage Racks and CUSTOM Storage System! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 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, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

8978 Sonoma Coast Drive, Winter Garden
$399,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 3 SubDv. ⋅ 34787 Zip Code
Located in the desirable Hawksmoor community in Winter Garden, this well-designed two-story townhome offers a functional layout paired with clean, move-in ready finishes. The main level features a defined entry leading into a dining space that flows into a spacious kitchen equipped with granite countertops, stainless steel appliances, and an oversized island ideal for everyday use and entertaining. The kitchen opens directly to the gathering room, creating a natural connection between spaces while maintaining distinct areas. Just off the living area, a private paver courtyard provides a low-maintenance outdoor setting, perfect for relaxing evenings or hosting guests. Upstairs, the primary suite features a tray ceiling, generous layout, and a well-appointed en suite bath with dual sinks, granite counters, and a glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or everyday living and share a full bath. Residents of Hawksmoor enjoy access to a clubhouse, community pool, splash pad, fitness center, playground, and a recreational field with full-sized soccer goal posts, enhancing the overall lifestyle experience. Conveniently located near shopping, dining, major roadways, and everything Winter Garden has to offer, this home delivers comfort, convenience, and a strong sense of community.

16209 Prairie School Drive, Winter Garden
$650,000
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12438 Clear Sapphire Drive Unit 223, Winter Garden
$409,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of the most exceptional features of this property is the extended driveway with space for up to 6 vehicles, in addition to the 1-car garage — a rare and highly desirable feature among townhomes in Waterleigh, perfect for families and guests. Inside, the home features a bright open-concept layout with a modern kitchen, spacious living and dining areas, and abundant natural light throughout. Upstairs, you’ll find well-sized bedrooms, including a comfortable primary suite with walk-in closet and private bath. Step outside and enjoy the added outdoor space that truly sets this property apart — ideal for relaxing, entertaining, or simply enjoying extra privacy. Waterleigh offers resort-style amenities including multiple pools, clubhouse, fitness areas, parks, walking trails, and top-rated schools nearby, all within one of the fastest-growing areas of Horizon West.

16209 Admirals Cove Lane, Winter Garden
$347,500
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks Bldg 5 SubDv. ⋅ 34787 Zip Code
Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!

15353 Oak Apple Court, Winter Garden
$430,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Virtually Staged. PRICE REDUCTION - SELLER SAYS "BRING OFFERS" Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered front porch and an open-concept first level featuring tile flooring throughout, a chef-inspired kitchen with stainless steel appliances, rich cabinetry, and a breakfast bar. Upstairs, a versatile loft and convenient laundry room connect the primary suite to two generously sized guest bedrooms. Residents enjoy world-class community amenities including a resort-style pool, fitness center, tennis courts, and playground, all while being walking distance to the brand-new "The Mark" shopping center. Perfectly situated for families and commuters alike, zoned for Top Rated Schools, and just minutes from Hamlin Town Center, the 429 expressway, and Disney property. With alley-access parking and easy access to Winter Garden’s unique charm, this home offers the ultimate Horizon West lifestyle. Tour today! SOLAR PANELS ARE PAID IN FULL!

9355 Tyrella Pine Trail, Winter Garden
$975,000
5 Beds ⋅ 5 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome to Hamlin living—where incredible dining, entertainment, and waterfront experiences are just a short walk from your front door. This stunning and well-maintained home offers 5 bedrooms, 4.5 bathrooms, and over 3,775 sq ft of thoughtfully designed living space—perfectly blending comfort, luxury, convenience, and entertainment. Step inside to a breathtaking high-ceiling living room featuring elegant wall paneling and an open, airy feel that makes a lasting first impression. The home’s layout is ideal for modern living, including a full suite on the first floor, perfect for in-laws, guests, or multi-generational living. Out back, unwind in your screened-in pool with no rear neighbors, offering privacy, peace, and a serene open backdrop that creates a true escape right at home. Located in the heart of Winter Garden, just minutes from Hamlin Town Center, major highways, and Disney attractions, this home offers unmatched access to everything Central Florida has to offer—while still providing a quiet, private retreat. Whether you're entertaining, relaxing, or enjoying the vibrant Hamlin lifestyle, this home truly has it all.

6155 Hamlin Reserve Boulevard, Winter Garden
$1,499,999
5 Beds ⋅ 7 Baths ⋅ Canopy Oaks Ph I SubDv. ⋅ 34787 Zip Code
BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is reimagined for a modern lifestyle. This is not merely a residence. It is a legacy of vertical liberation, a home that breathes with you, scales with your ambitions, and cradles your quietest moments in an embrace of stone and iron. Your journey begins at the threshold of 8-foot, solid double-entry doors. As they swing open, the frantic pace of Central Florida fades, replaced by a two-story foyer that commands immediate respect. A hand forged iron staircase sweeps upward in a graceful arc, mirrored by the delicate charm of a Juliette balcony that suggests a life lived with a touch of Mediterranean flair. Every inch of this grand entrance is a curated experience, designed to transition you into a realm of meticulously crafted prestige where every shadow and light well has been considered. For those who view cooking as a performance art, the professional-grade kitchen is your stage. High-end Kitchen Aid appliances and a natural gas cooktop meet the warmth of artisanal design. The 42-inch upper cabinetry and a hidden walk-in pantry ensure the visual continuity remains unbroken. At the center sits a massive prep island with integrated beverage refrigeration, designed specifically for the art of hosting. Here, the boundary between chef & guest is delightfully blurred. Nearby, the home reveals its most enchanting secret, the drop-down wine cellar. Behind a hand-forged iron gate lies a space that transports you directly to a cobblestone alleyway in Tuscany. With label-forward shelving casting a museum-quality glow & a quaint bistro table within, it evokes the feeling of a private corner in a centuries-old Italian eatery. It is the ultimate setting for an evening pour, a space where time slows down & the modern world feels a thousand miles away. The first-floor owner’s suite is a masterclass in personal seclusion. By design, this space serves as a dedicated haven of quietude, featuring soaring tray ceilings & an atmosphere of total stillness. The spa-inspired bath, featuring a frameless glass walk-through shower & a free-standing soaking tub, offers a daily ritual of total restoration. As you ascend, the lifestyle shifts toward entertainment. The dedicated theater room stands ready for premiere nights, offering a dark, immersive escape. Adjacent, the versatile gathering room opens onto a private balcony overlooking the shimmering resort-style pool & the vast, permanent conservation area. With no rear neighbors, your view is an unbroken tapestry of natural beauty. The outdoor living area features a resort-style pool & spa framed by water/fire bowls & a rainfall pergola. With a full summer kitchen & a backyard that merges into conservation, your privacy is absolute. Enjoy the nightly glow of nearby fireworks from your peaceful terrace, surrounded by the scent of night-blooming jasmine. Strategically along the medical corridor, you are minutes from AdventHealth, Orlando Health & the soul of Winter Garden. Backed by a whole-house natural gas generator & water purification, this home offers security & beauty. Welcome home. Check out the video tour!

743 Canopy Estates Drive, Winter Garden
$845,000
5 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)

13526 Fox Glove Street, Winter Garden
$139,000
1 Beds ⋅ 1 Baths ⋅ Westside Twnhms SubDv. ⋅ 34787 Zip Code
This 1 bedroom, 1 bath home offers a functional layout with an open living and dining area and a kitchen that overlooks the main living space. The home features a screened-in patio and a fenced backyard, providing a private outdoor area with room to customize. Interior finishes are mostly original, offering an opportunity for updates and improvements to suit your style. Conveniently located in Winter Garden with access to major roadways, shopping, and dining.

1222 Westside Drive, Winter Garden
$474,790
4 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now Open! Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 4 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant wood-look luxury vinyl plank flooring for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

16286 Bright Leaf Road, Winter Garden