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$640,000
3 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Exceptional opportunity in a prime location. Beautiful single-family residence featuring a charming front balcony and a landscaped garden at the entrance, ideal for those who value comfort, functionality, and quality of life. The property has recently received approximately R$70,000 in high-end upgrades, thoughtfully executed throughout the home. Notable enhancements include taller-than-standard interior doors, luxury vinyl flooring across the entire residence, and a refined wood accent panel with integrated LED lighting in the living room, creating a contemporary and inviting atmosphere. The gourmet kitchen is well appointed with a double sink, Samsung refrigerator, solid wood cabinetry, and a practical central island, perfect for everyday living and entertaining. The integrated laundry area is fully equipped for added convenience. For enhanced water quality, the home features a recently installed whole-house water softener system, along with an additional filtration unit at the kitchen sink. Offering 3 bedrooms, 2 full bathrooms, 1 half bath, and a versatile flex space ideal for a home office, this residence provides a well-designed and functional layout for modern family living. The open-concept living and dining areas connect seamlessly, with sliding glass doors leading to the outdoor space, allowing abundant natural light and ventilation. Situated within a well-appointed community, residents enjoy access to a swimming pool, tennis court, and beautifully landscaped sidewalks, perfect for walking and outdoor activities. The covered garage with gated access comfortably accommodates two vehicles. One of the property’s standout advantages is its prime location within the community, which includes two on-site schools. Conveniently located near essential shopping and services, this home is positioned in an area with strong appreciation potential. Schedule your private showing today and discover your next home.

16055 Silver Brook Way, Winter Garden
$1,975,000
5 Beds ⋅ 6 Baths ⋅ Grove At The Harvest District SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living space—where classic design meets modern sophistication. Buyers may personalize the home with a curated selection of upgrade options, including additional squarefootage, a custom pool and spa, summer kitchen, cabana, golf cart garage and storage, three-car garage, or a private garage apartment suite. Home plans, elevations, and design renderings are subject to change, with exterior finishes and roof materials influencing final elevation pricing. Ideally positioned within Oakland and Winter Garden's golf cart district, just minutes from Downtown Winter Garden and a short two-minute walk to the West Orange Trail, this residence offers an unmatched lifestyle—seamlessly blending luxury living with access to recreation, dining, and boutique shopping.

1106 Sarah Mathews Drive, Oakland
$411,995
3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers new construction in Horizon West, Winter Garden — estimated completion summer 2026. This Kellogg Townhome features a covered entry leading into an open and expansive living, L-shaped kitchen, and dining area. The home offers a spacious private courtyard with access to the detached two-car garage. The owner’s suite is highlighted by a large walk-in closet and a private bath with dual vanities and a separate shower.

13869 Easdale Alley, Winter Garden
$594,000
4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.

12915 Westhaven Oak Drive, Winter Garden
$428,000
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks At Hamlin Phase 3a SubDv. ⋅ 34787 Zip Code
The Dahlia townhome at Silverleaf Oaks offers a spacious and modern open-concept layout with 3 bedrooms, 2 and a half bathrooms, and a 2-car garage, providing comfort and functionality for everyday living. Located in the desirable Horizon West area, this new construction community features resort-style amenities, including a pool with cabana, playground, walking trails, dog park, and open green spaces. The community is conveniently situated less than two miles from the Florida Turnpike and SR 429, with easy access to Orlando’s theme parks, shopping, dining, and entertainment. It is just minutes from Hamlin Groves and close to top-rated Orange County schools. The property is also less than five miles from US-27 and near Lake Louisa State Park, with quick access to Windermere, downtown Winter Garden, and Clermont. This home combines modern living, prime location, and excellent quality of life in one of Central Florida’s most sought-after areas.

16246 Merry Alley, Winter Garden
$664,000
4 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code
Prince drastically reduced for quick sale !!! Luxury, Location, and Lake Access !! This elegant 5 bedrooms, 3.5 baths home is located in an exclusive gated community on Johns Lake, offering privacy and luxury lifestyle. Home boasts vaulted ceilings and designer quartz counter tops. Step outside to your private pool or take advantage of the community's private boat ramp with direct lake access to popular Johns Lake. Home is updated with the entire roof replaced in November 2019 and new A/C in 12/21/2020. Perfectly positioned minutes from Florida Turnpike and within 25 minutes from Disney, Universal Studios, Downtown Orlando, Downtown Clermont, Downtown Winter Garden, and the Bike Trail which connects Clermont, Oakland, Winter Garden, and Orlando. All measurements are approximate and should be verified.

729 Strihal Loop, Oakland
$385,000
4 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained two-story townhouse in the heart of Winter Garden, offering the perfect blend of modern comfort, functionality, and location. Designed with an open-concept layout, this home is filled with natural light and features seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. This spacious residence offers 4 bedrooms and 3 full bathrooms, including a well-appointed primary suite with a generous walk-in closet and a private en-suite bathroom, creating a true retreat. The additional bedrooms are thoughtfully designed with ample space and storage, perfect for family, guests, or a home office setup. The kitchen stands out with solid wood cabinetry, stone countertops, and a full appliance package, combining style and functionality in a space built for both cooking and hosting. Additional highlights include a 2-car attached garage, abundant storage, and a well-kept interior that reflects pride of ownership throughout. ?? Prime Location: Conveniently located near major roads, with easy access to shopping, dining, and everyday essentials. Zoned for highly rated schools, making this an excellent option for both homeowners and investors. This is a rare opportunity to own a move-in-ready townhouse in one of Winter Garden’s most desirable areas.

11187 Hanlon Terrace Alley, Winter Garden
$637,325
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley floorplan by Dream Finders Homes features 2,102 square feet of well-designed living space across two stories. This home includes 4 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, three additional bedrooms and a full bath provide flexible living options for guests or family members. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

17138 Ingram Bluff Drive, Winter Garden
$515,000
4 Beds ⋅ 3 Baths ⋅ Ovation/Westhaven SubDv. ⋅ 34787 Zip Code
Gorgeous, pristine and clean, four-bedroom, three-bath, like-new townhome, is approximately 20 minutes to the Disney area and approximately 35 minutes to Universal and on a prime corner lot in the desirable West Haven Ovation community of Winter Garden. Built by Toll Brothers, this nearly new townhome offers an opportunity to move in now so why wait to build! This two-story townhome features an open-concept floor plan filled with abundant natural light. The kitchen is a showstopper, boasting quartz countertops, wood cabinetry, stainless steel appliances, ample lighting, an extended island with a breakfast bar, a large walk-in pantry and a separate dining area. The spacious family room flows seamlessly from the kitchen and dining areas, making it ideal for entertaining. The first floor includes a guest bedroom with a large closet and a full bath with tub/shower, offering flexibility for a home office, playroom or workout space. Upstairs, you’ll find three additional bedrooms, including the oversized primary suite, complete with a spacious walk-in closet and a private en-suite bath featuring dual vanities. The second floor also includes a large walk-in laundry room, with washer and dryer included. Enjoy the convenience of a rear-facing two-car garage with opener and a private courtyard, ideal for relaxing in the sun. There is an enclosed walkway from the garage to the home. Residents of West Haven Ovation enjoy resort-style amenities, including a community clubhouse and pool, playground, and sidewalks for recreation, biking or jogging. Near Horizon West Town Center, with easy access to Interstate 4 and the 429 Expressway, and close to shopping, dining, highly rated schools and an easy commute to Disney area theme parks. Call today to schedule your private tour. This beautiful home could be yours!

14075 Lochend Way, Winter Garden
$530,000
5 Beds ⋅ 3 Baths ⋅ Oaks/Brandy Lake O SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. This 5-bedroom, 2.1-bath single-family home offers 2,234 square feet of flexible living space in the Oaks at Brandy Lake community, located within Winter Garden’s GOLF CART DISTRICT just over a mile from DOWNTOWN WINTER GARDEN with access to restaurants, entertainment, festivals, and the weekly farmers market. The neighborhood is lined with MATURE TREES, creating an established and visually appealing setting throughout the community, and the home is positioned directly across from a SHADED PARK WITH PICNIC TABLES UNDER A CANOPY OF TREES, while BENCHES THROUGHOUT THE NEIGHBORHOOD PROVIDE PLACES TO TAKE IN WATER VIEWS around the community lake. Residents enjoy COMMUNITY AMENITIES INCLUDING A POOL, CABANA, PLAYGROUND, PARK, AND CENTRAL LAKE. REAR ALLEY ACCESS keeps garages and driveways out of sight for a clean, uncluttered streetscape. Inside, the home was ORIGINALLY BUILT AND SOLD AS A MODEL HOME by Meritage and features an OPEN-CONCEPT layout with WOOD FLOORS throughout the main living areas with LIMITED CARPET, CROWN MOLDING THROUGHOUT, and a kitchen with GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, A CENTER ISLAND, AND AMPLE CABINET SPACE that flows naturally into the living and dining areas, where a BUILT-IN DINING HUTCH adds storage and architectural detail. A FIRST-FLOOR BEDROOM provides flexibility for office or guest use, while upstairs includes additional bedrooms, a SPACIOUS LOFT WITH BUILT-IN SHELVING, and a PRIMARY BEDROOM WITH A TRAY CEILING that adds architectural dimension. Built in 2009, the home includes a NEW ROOF INSTALLED SEPTEMBER 2024, offering meaningful long-term value and risk reduction, along with a REAR ALLEY–LOADED 2-CAR GARAGE that preserves curb appeal. Outdoor living includes a SCREENED BACK PORCH that opens to a FENCED YARD with MATURE LANDSCAPING, and the location also provides MINUTES-AWAY ACCESS to the WEST ORANGE TRAIL and OAKLAND NATURE PRESERVE.

623 Bending Oak Trail, Winter Garden
$599,000
4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 2021-built 4-bedroom, 3-bathroom plus a bonus room corner-lot home offering space, style, and convenience all in one. From the moment you step inside, you’ll notice the high ceilings, large windows, and abundant natural light that enhance the home’s open and airy feel. The open-concept layout is perfect for modern living, with a spacious kitchen featuring modern appliances, ample counter space, and seamless flow into the living and dining areas — ideal for both everyday life and entertaining. Step outside to a paved backyard retreat, providing a low-maintenance outdoor space perfect for relaxing or gathering with guests. The rear-facing garage adds curb appeal while keeping the front exterior clean and welcoming. Situated on a desirable corner lot, this newer home offers the added benefit of HOA-maintained landscaping, giving you more time to enjoy the community amenities — including a community pool — while keeping monthly costs reasonable in this low-HOA neighborhood. Also included are solar panels, offering energy efficiency and potential long-term savings. Located approximately 3.4 miles (just minutes away) from the world-famous Walt Disney World Resort area, this home combines comfort, efficiency, and an unbeatable Central Florida location close to major attractions, shopping, dining, and entertainment. The area is served by well-rated schools, many graded 7+ out of 10. Don’t miss the opportunity to own a move-in ready, newer-construction home with space, efficiency, and convenience all wrapped into one!

16012 Micelli Drive, Winter Garden
$643,990
4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Beautiful and high end house.

Winter Garden
$594,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.

15043 Pigeon Plum Lane, Winter Garden
$630,000
5 Beds ⋅ 3 Baths ⋅ Orchard Pk/Stillwater Xing SubDv. ⋅ 34787 Zip Code
A Gorgeous HOME for sale in WINTER GARDEN! Welcome to this beautifully maintained 5 bedroom, 3 bath residence located in the desirable ORCHARD PARK community. This home has NO REAR neighbors and a fully fenced yard for added privacy. This natural light filled home offers a bright open-concept first floor with formal living and dining areas that flow seamlessly in to the family room and kitchen - ideal for both every day living and entertaining. A flexible bedroom or office with a full bath are conveniently located on the first floor. On the second floor you will find a fabulous primary suite with TWO LARGE WALK-IN CLOSETS! 3 more bedrooms and a full bathroom and a huge flex space for family, guests or a secondary living space. Orchard Park residents enjoy outstanding community ammentities including a pool, playground and walking paths. Ideally located, this home offers easy access to major highways, top-rated schools, shopping, dining and entertainment. Welcome home.

4076 Green Orchard Avenue, Winter Garden
$635,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 2 SubDv. ⋅ 34787 Zip Code
Experience peaceful living in this exceptional community. Independence, originally known as Signature Lakes, is a premier 1,300-acre master-planned community located in the Horizon West area of Winter Garden, Florida. Situated between Lake Hancock and Lake Speer. The community is recognized by its iconic 50-foot clock tower and a 512-foot reflection pond at the main entrance. Welcome to your dream home. This lovely home features 4 bedrooms and 3.5 bathrooms is 2,607 square feet of living space. Includes a main-floor primary bedroom, a bonus room/loft on the second floor, a kitchen/family room combo with high ceilings, and an oversized screened-in patio with pavers. Sits in a quiet, tranquil cul-de-sac with conservation and water views from the front porch. It features a large, fully fenced backyard and an attached 2-car garage. Property includes a fabulous 8-person spa with a built-in waterfall, color-changing lights, and Wi-Fi capabilities in a large screened-in lanai. The kitchen includes stainless steel appliances, an eat-in space, recessed lighting, granite countertops, and a pantry. Primary en-suite bathroom with spa style tub, dual sinks and a seperatae glass walled shower and granite countertops. Residents have access to extensive resort-style facilities managed by the Independence Community Association: Clubhouses: Two grand resident clubs—Town Square (10,000 sq. ft.) and Lake Trail—featuring fitness centers, a billiards lounge, an arcade/game room, and a business center. Pools: Two resort-style swimming pools and an in-ground whirlpool spa at the Lake Trail location. Sports & Recreation: Regulation-size tennis and basketball courts, multiple playgrounds, and two dog parks. Water Access: Resident-only boat ramps at Settler's Landing (Lake Hancock) and Lake Speer. Trails: Extensive 10–15 foot wide walking and biking trails that wind through nature preserves and around more than 20 community ponds. Located off Ficquette Road and New Independence Parkway, the neighborhood is approximately 15–20 minutes from Walt Disney World Resort and 20 miles from Downtown Orlando. Walking distance of a Walmart/Publix, varoius restaurants, etc. Please see attachments for upgrade/feature sheet.

6333 Schoolhouse Pond Road, Winter Garden
$529,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!

9803 Amber Chestnut Way, Winter Garden
$511,425
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. Ready in June 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with a dedicated study/office with large storage closet. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15056 Groveside Road, Winter Garden
$488,430
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15044 Groveside Road, Winter Garden
$472,765
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. Ready in July! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with a dedicated study/office with large storage closet. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15032 Groveside Road, Winter Garden
$1,200,000
5 Beds ⋅ 4 Baths ⋅ Garden West SubDv. ⋅ 34787 Zip Code
Set just a half-mile from the heart of Winter Garden, this CUSTOM BUILT 2023 showpiece delivers trail-side living, timeless design, and everyday luxury in one of the area’s most desirable communities – Garden West Terrace! Built by J&J Custom Homes, this one-of-a-kind residence sits on a .18 ACRE ~ CORNER LOT with tranquil pond views, bordering the WEST ORANGE TRAIL and located within Winter Garden’s coveted GOLF CART DISTRICT. From here, stroll or cruise to downtown shops, weekly farmers markets, dining, and entertainment – true urban convenience while maintaining a neighborhood feel. Inside, gorgeous ENGINEERED HARDWOOD floors flow throughout a thoughtfully designed layout that feels completely custom at every turn. Elevated finishes, built-ins, accent walls, upgraded fixtures, crown molding, and recessed lighting create a refined yet livable aesthetic! The OPEN LIVING AREA connects seamlessly to a MAGAZINE WORTHY KITCHEN, where timeless style meets modern performance with a Dacor 42” refrigerator, Bosch 36” professional GAS RANGE with six burners and XL oven, and generous workspace for the home chef. A formal dining room with a BUILT-IN BAR and wine fridge sets the stage for entertaining, while multiple COVERED OUTDOOR SPACES – including a covered front porch, covered side porch/lanai with stained pine ceilings, and an open paver patio – invite year-round indoor/outdoor living. The lanai is pre-plumbed for a summer kitchen with natural gas hookup, ready for your future plans! The luxurious MAIN FLOOR PRIMARY SUITE offers privacy and comfort, complete with a CUSTOM WALK-IN CLOSET and the convenience of space for a stackable washer/dryer within the suite. The additional MAIN FLOOR GUEST BEDROOM and full bath adds flexibility, while upstairs you will find the remaining bedrooms – all with walk-in closets – including a SECOND BEDROOM SUITE option, plus a full laundry room. The SPLIT BEDROOM LAYOUT is ideal for working from home, hosting guests, or growing into over time. With a TILE ROOF, fantastic CURB APPEAL, and only 11 custom homes in this small enclave located at the corner of Plant Street and Brayton Road, opportunities like this are rare. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home checks every box – design, luxury, versatility, and an unbeatable location! Welcome to Garden West Terrace. Trail-side. Downtown-close. Custom everything. Schedule your tour today! **Seller may consider buyer concessions if made in an offer**

740 Garden West Terrace, Winter Garden
$735,000
5 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code
Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.

14345 Wabasso Loop, Winter Garden
$1,320,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to 1006 Lake Brim Drive, a beautifully crafted custom home by J&J Builders, ideally positioned in one of Winter Garden’s most scenic settings. This exceptional residence offers the perfect blend of thoughtful design, outdoor living, and an unbeatable location. At the heart of the home is a gorgeous, oversized screened lanai, ideal for relaxing or entertaining year-round. Complete with a private hot tub, this inviting space overlooks the West Orange Trail, creating a peaceful, private backdrop with no rear neighbors and direct access to miles of walking and biking paths. Out front, the home enjoys expansive green space and tranquil lake views, providing a rare sense of openness and natural beauty both coming and going. The custom craftsmanship throughout reflects the quality and attention to detail J&J Builders is known for, making this home as functional as it is beautiful. Located just minutes from downtown Winter Garden, shopping, dining, and top-rated schools, this home offers a truly special lifestyle — where nature, comfort, and convenience come together seamlessly.

1006 Lake Brim Drive, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ Summerlake Grvs SubDv. ⋅ 34787 Zip Code
Welcome Home! This beautiful 3-bedroom, 2.5-bath home is perfect for both everyday living and entertaining. As you enter, the open-concept floor plan and soaring vaulted ceilings create a bright, welcoming atmosphere. The executive kitchen is a standout, featuring quartz countertops, stainless steel appliances, a convection cooktop, a spacious center island, and a breakfast bar—ideal for hosting or preparing your favorite meals. When it’s time to unwind, head upstairs to the expansive primary suite, which includes dual closets, dual vanities and quartz countertops. Towards the back of the home, the large screened-in lanai offers the perfect space to relax with your morning coffee or entertain guests while enjoying peaceful outdoor views. Additional highlights include ample storage throughout, a fenced-in corner lot—perfect for pets—and a layout designed for comfort and convenience. You’ll love living here!

15201 Murcott Blossom Boulevard, Winter Garden
$649,000
4 Beds ⋅ 3 Baths ⋅ Hull Island/Oakland SubDv. ⋅ 34787 Zip Code
Welcome home to Hull Island, where refined design meets serene Florida living. This impeccably maintained 4-bedroom, 3-bath home offers the rare combination of conservation privacy, thoughtful upgrades, and resort-style community amenities—truly better than new. Backing to a protected nature preserve with no rear neighbors, the home provides a peaceful retreat while still being moments from everything. Inside, you’ll find wood-look tile flooring throughout (no carpet), plantation shutters, high ceilings, and abundant natural light that enhances the open, airy feel. Electric shades on the sliding glass doors add both convenience and a polished, modern touch. Smart-home features include a NEST thermostat and Ring doorbell, Garage EV Charger, offering comfort,efficiency, and peace of mind. The heart of the home is the spacious open-concept kitchen, living, and dining area—ideal for both everyday living and entertaining. The kitchen features stainless steel appliances, a modern backsplash, generous counter space, and a large center island with seating. This home also offers gas service and is fully equipped with a whole-house generator, providing comfort and reliability, Full House Water Softener and a Tankless Hot Water Heater. A standout feature rarely found: custom built-in shelving in the pantry and all bedroom closets, offering exceptional storage and organization. The primary suite is a true sanctuary, easily accommodating large furniture and featuring a spa-inspired en-suite bath. One of the secondary bedrooms includes its own private en-suite bathroom, making it ideal for guests, visitors, or multi-generational living. Two additional bedrooms and a full bath provide flexibility for family, home office space, or hobbies. Enjoy Florida living at its best with both an inviting front porch and a screened, extended lanai with brick-paver patio, overlooking tranquil conservation views—perfect for morning coffee, evening gatherings, or simply unwinding in nature. Located in a lakefront community on Lake Apopka, residents enjoy exceptional amenities including a community pool, fishing pier, dock, dog park, and park spaces, creating a lifestyle that feels like a year-round vacation. Situated in the charming Town of Oakland, you’re just minutes from Downtown Winter Garden, the West Orange Trail, weekly farmers markets, Winter Garden Village, and the lakefront dining of Clermont—plus easy access to Orlando, major roadways, and Central Florida attractions. This is a move-in-ready, low-maintenance home offering privacy, quality, and an unbeatable location. A rare opportunity-don't miss it.

2169 Bay Line Road, Oakland
$800,000
3 Beds ⋅ 2 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to 1087 Huntspoint Street, a beautifully upgraded home located in the highly coveted Oakland Park community of Winter Garden. Thoughtfully refreshed with today’s buyer in mind, this residence features a stunning new kitchen, updated laundry area, new flooring throughout, and tasteful finishes that create a clean, modern feel while still feeling like home. The light-filled living spaces flow effortlessly, making everyday living and entertaining a breeze. The kitchen truly shines with its fresh design and functionality, while the recent upgrades throughout the home add both comfort and peace of mind. Nestled in Oakland Park, one of Winter Garden’s most sought-after neighborhoods, residents enjoy tree-lined streets, community parks, playgrounds, and walking trails, all just minutes from historic downtown Winter Garden, shopping, dining, and top-rated schools. This move-in-ready home offers the perfect blend of style, location, and lifestyle — a rare opportunity in a neighborhood that’s always in demand.

1087 Huntspoint Street, Winter Garden
$438,000
3 Beds ⋅ 2 Baths ⋅ Signature Lakes Ph 2 SubDv. ⋅ 34787 Zip Code
This amazing 3 bedrooms and 2 full bathrooms in good condition with new floor Single Family Home is located in the heart of New Independence in Winter Garden. The community is minutes to Disney World, charming for family with lots of conservation, park areas, walking/bike path, community pool, tennis and basketball courts, fitness center, Cable and Internet included. The home includes a washer and dryer located in the laundry room and a sprinkler system covering the front and back yard. The bright kitchen has plenty of counter space, laminate countertops and a breakfast area. The living room is a great entertainment space for hosting friends and family. The oversized master suite features a walk-in closet and an additional closet, in-suite bath with dual vanities, soaking tub and walk-in shower. The spacious two-car garage has enough space to house the vehicles, gym equipment or golf cart. HOA includes basic cable and internet access. This home is beautiful and ready for you and your family. Schedule your showing today!

15693 Signature Drive, Winter Garden
$556,000
4 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome to 2247 Black Lake Boulevard, located inside the highly sought-after guard-gated golf community of Stoneybrook West in the heart of Winter Garden. Nestled on OVER AN ACRE with NO REAR NEIGHBORS this property offers privacy, space and peaceful conservation views while still being close to everything you love about Winter Garden. From the moment you arrive you will feel at home. The oversized front porch and fresh EXTERIOR PAINT job (2/26) create an inviting curb appeal. Inside, the home feels open, airy, and welcoming with high ceilings, generous living spaces, and beautifully updated finishes throughout. The spacious primary suite serves as your personal retreat, complete with DUAL BUILT-IN CUSTOM CLOSETS (2023) and plenty of room to unwind, while the additional bedrooms are comfortably sized to accommodate family, guests, or a home office. Major updates have already been taken care of for you, including a NEW ROOF (2024), AIR HANDLER (2023), NEW CARPET, NEWER LAMINATE FLOORING (2024) 15x10 PAVER PATIO WITH BULIT IN FIRE PIT AND SEATING AREA (2019). Stoneybrook West means more than just owning a home — it’s a lifestyle. Residents enjoy 24-hour guard-gated security, a clubhouse and fitness center, an Olympic-style resort pool with splash pad, tennis, basketball and pickleball courts, playground, wide-open green space, and a vibrant golf community atmosphere. All just minutes from A-rated schools, shopping, dining, and major highways. If you’ve been dreaming of space, privacy, and resort-style amenities wrapped into one exceptional property, this isn’t just a house — it’s the lifestyle you’ve been waiting for. *Shed and wine machine do not convey. Don’t delay call today to schedule a showing today before this opportunity passes you by! *If exact square footage and room size is a concern the home should be independently measured by buyer or buyers agent. Information deemed reliable but not guaranteed. Parties are advised to verify.

2247 Black Lake Boulevard, Winter Garden
$539,900
3 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to the highly desirable Oakland Trails, where this 2019 Meritage Home combines modern style, energy efficiency, and a thoughtfully designed layout for everyday comfort. Ideally situated approximately 30 minutes from Walt Disney World, Universal Orlando, and Downtown Orlando, the home provides convenient access to Central Florida's most popular destinations while preserving the peaceful atmosphere of an established neighborhood. Designed with functionality and flexibility in mind, this residence offers 3 bedrooms, 2.5 bathrooms, a two-car garage, and over 3,200 square feet of total living space. The open floor plan connects the living area, dining space, and gourmet kitchen, creating an inviting setting for daily living and entertaining. A spacious first-floor flex room offers endless possibilities as a home office, media room, formal living room, playroom, fitness space, guest room, or potential fourth bedroom. The gourmet kitchen features KitchenAid stainless steel appliances, quartz countertops, a custom tiled island, abundant cabinetry, and generous workspace while overlooking the main living and dining areas. High ceilings and oversized interior doors enhance the bright, open feel throughout the home. Upstairs, the primary suite includes a custom walk-in closet system and an ensuite bathroom. Additional bedrooms are generously sized, with ample storage throughout. Built with Meritage Homes' renowned energy-efficient construction, the home includes spray foam insulation, an advanced HVAC system with fresh-air intake and enhanced air purification, a combination metal and shingle roof, and a full gutter system. Enjoy the private courtyard, perfect for relaxing or entertaining. Oakland Trails offers scenic walking and biking trails, a community pool, clubhouse, dog park, beautifully maintained common areas, and top-rated schools. Historic Downtown Winter Garden, with its restaurants, breweries, boutiques, farmers market, and year-round events, is just minutes away. The property is well suited for long-term rental investment. For buyers with pet-related allergies or sensitivities, it may be helpful to know that no pets have lived in the home during the current ownership. A detailed list of builder upgrades and owner improvements will be provided to prospective buyers. Quality construction, flexible living, and an exceptional location make this move-in-ready home an outstanding opportunity in one of Winter Garden's most sought-after communities.

2065 White Feather Loop, Oakland
$575,000
3 Beds ⋅ 2 Baths ⋅ Signature Lakes, Independence SubDv. ⋅ 34787 Zip Code
Independence ** PHOTOS JUST POSTED 2/7/26 **AMAZING CONSERVATION LOT ** Beautiful REMODELED kitchen 2021 with attractive white cabinets, stone counters, great cooking island and all stainless steel kitchen appliances stove, refrigerator, dishwasher and microwave included ** Amazing extended SCREEN ROOM 2019 off the +/-20x10' covered patio plus another new patio paver area off the screened area perfect for entertaining or relaxing with your family or friends with peaceful conservation views ** NEW ROOF 2024 ** Great one story living with separate living and dining room spaces ** NEW luxury vinyl 2021 throughout the main rooms ** Primary bedroom suite with huge walk in closet and ensuite bath with a garden tub and separate shower **Full laundry room with washer and dryer included ** 2 car attached garage ** So close to Disney you see the Disney fireworks ** LOW HOA fees $194.69 incl cable & internet which currently includes HBO and Max! Incredible amenities including 2 community pools, play areas, a lg community park plus other neighborhood green space and play areas thru-out the neighborhood, loads of sidewalks & conservation thru-out the community with fantastic walkability, 2 dog parks, tennis & basketball courts, main clubhouse w arcade, fitness, 2nd clubhouse w fitness & billiards rm, 2 private community boat ramps with docks, 10' walking/biking path that extends from one end of the community to the other and connects to another walking path up to the Hamlin stores and restaurants & more & a full time activities director with many events through the entire year and on-site property mgr for the Independence community ** Easy access to the 429 +/-1 mile from Independence and also shopping, restaurants, business services, a movie theatre, Urban Air Adventure Park, PopStroke Golf and more ** Buyer to verify square footage-All room measurements are approximate and from the Builders floor plan.

14633 Whittridge Drive, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code
Welcome to your dream home located at in the highly sought-after Waterleigh community in Winter Garden, Florida. This beautifully maintained property offers 3 Spacious Bedrooms, Perfect for families or those needing a home office or guest room. 2 and half Bathrooms upstairs. 2-Car Garage Plenty of space for vehicles, storage, Open-Concept Living Bright and airy layout, ideal for entertaining and family gatherings and a breakfast bar for casual dining beside the front door. Waterleigh community provides access to a host of community amenities, including: lawn mowing, Resort-style swimming pools, Scenic walking trails and parks, A clubhouse with fitness facilities, Playgrounds and sports courts Proximity to top-rated schools, shopping, and dining options Easy access to major highways and Orlando attractions Don't miss this opportunity to own a slice of paradise in one of Winter Garden's most desirable neighborhoods. Schedule your tour today and take the first step toward making this house your new home!

16737 Harper Cove Drive, Winter Garden