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$750,000
5 Beds ⋅ 3 Baths ⋅ Waterside On Johns Lake SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!

17422 Channel Way, Winter Garden
$1,500,000
4 Beds ⋅ 3 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Experience elevated lakefront living on the shores of prestigious Johns Lake. Situated on an expansive half-acre homesite within the exclusive gated Johns Cove community, this meticulously maintained 4-bedroom, 2.5-bath waterfront residence offers direct lake access, panoramic sunset views, and refined designer finishes throughout. Built in 2016 and thoughtfully upgraded, the home also features a recently installed air conditioning system for optimal comfort and efficiency. Inside, the home makes an immediate impression with soaring ceilings, 8-foot doors, and an abundance of natural light. Mannington luxury vinyl flooring flows seamlessly throughout, creating a cohesive, upscale aesthetic with both beauty and durability. Expansive double-pane windows and retractable glass doors blur the line between indoors and out, showcasing breathtaking water views from multiple living spaces. The chef’s kitchen is designed for both entertaining and everyday elegance, featuring a large granite island, premium appliances including a double oven and GE Profile dishwasher, custom cabinetry, and generous storage. Designer light fixtures elevate each space, adding warmth and sophistication throughout. The primary suite is a true retreat, highlighted by a sculptural freestanding soaking tub with a striking fountain-style tub filler, a marble-glass, tiled walk-in shower, and a custom walk-in closet. Secondary bedrooms offer direct access to the pool and patio, while the fourth bedroom provides flexibility as a private office, guest suite, or flex space. Outdoor living is designed for resort-style relaxation, featuring a sparkling pool, outdoor kitchen, stone-set electric fireplace, and an outdoor shower for convenience — all perfectly positioned to capture unforgettable lakefront sunsets and tranquil water views. A private covered dock with boat and jet ski lifts makes enjoying one of Central Florida’s most desirable lakes effortless. Perfectly positioned near Florida’s Turnpike and SR-429, the home offers seamless connectivity across Central Florida. The 50+ mile West Orange Trail is nearby, leading straight to historic downtown Winter Garden with its boutique shopping, acclaimed dining, and vibrant weekly farmers market. World-class attractions including Walt Disney World and area theme parks are just minutes away, and Orlando International Airport is approximately 25 minutes from your door. This is a rare opportunity to own a private waterfront sanctuary in one of the area’s most sought-after lakefront communities. Schedule your private showing today.

1210 Johns Cove Lane, Oakland
$711,055
5 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

7661 Silver Meadow Street, Winter Garden
$732,990
5 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location.

7643 Silver Meadow Street, Winter Garden
$425,000
3 Beds ⋅ 2 Baths ⋅ Signature Lakes, Independence SubDv. ⋅ 34787 Zip Code
Independence ** NEW ROOF & NEW HVAC ** NEW PRICE 20K reduction from orig list price 3/10/26 ** Property just needs new carpet replacement and paint inside reflected in list price ** Great back yard space for outdoor living and convenient location just around the corner only a 4 min walk to the Independence main clubhouse and pool ** NEW ROOF +/-2023-2024 on home and garage **NEW HVAC system with new heat pump 5/2025 ** HVAC has a SolaceAir AirRanger high efficiency polarized media air cleaning system ** Tankless gas hot water tank ** NEW interior doors ** Kitchen with stone counters, breakfast bar and all stainless steel appliance included ** Primary bedroom has ensuite bath with separate shower and jacuzzi tub ** All bedrooms and the family room have ceiling fans ** Nice back yard 40' lot with plenty of space for a pool or a large patio ** 2 car detached 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 with lake access to Lake Hancock and Lake Speer, a 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 to great shopping, restaurants, business services, grocery stores, 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.

14245 Prunningwood Place, Winter Garden
$244,990
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Condominium 2 SubDv. ⋅ 34787 Zip Code
GREAT NEW PRICE $244,990.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.

14501 Grove Resort Avenue Unit 2223, Winter Garden
$1,250,000
6 Beds ⋅ 5 Baths ⋅ Black Lake Preserve SubDv. ⋅ 34787 Zip Code
Stunning POOL HOME located in the gated Black Lake Preserve community of Winter Garden, offering over 5,000 square feet of beautifully designed living space, dual primary suites, and owned solar panels—all situated on an oversized .38-acre lot. Mature palms, a paver driveway, and stacked stone accents create impressive curb appeal from the moment you arrive. Inside, you’re welcomed by soaring ceilings, abundant natural light, and tile flooring throughout the main living areas. Formal living and dining rooms flank the foyer, while a private office behind French doors provides the perfect work-from-home setup. The upgraded kitchen is the heart of the home, opening seamlessly to the spacious family room with a fireplace and large sliders—ideal for entertaining and indoor/outdoor living. Enjoy the flexibility of two primary suites, one conveniently located on the main level and another upstairs, both offering serene retreats. The second floor also features generously sized bedrooms, many with walk-in closets, along with a loft/bonus area complete with a bar and built-in desks, plus a dedicated media room. Step outside to a covered lanai overlooking a heated saltwater pool and spa, all screened and set against a fully fenced backyard with a private basketball court—perfect for relaxing or hosting gatherings. Additional highlights include custom closet systems, a newly replaced upstairs A/C, and an electric vehicle charging station in the garage. Black Lake Preserve residents enjoy a playground, scenic walking trails, and a close-knit community of just 92 homes. Ideally located near the Turnpike, 429, and 408, minutes from Historic Downtown Winter Garden, top-rated SunRidge schools, and less than 30 minutes to Downtown Orlando and world-famous attractions. With space to grow and every detail thoughtfully designed, this exceptional home is ready to welcome its next chapter. Schedule your private showing today!

14355 Black Lake Preserve Street, Winter Garden
$695,000
4 Beds ⋅ 5 Baths ⋅ Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Offered by the original owner, this impeccably maintained one-story home in the gated community of Lakeview Preserve showcases exceptional pride of ownership and modern open-concept design. Featuring 4 bedrooms and 4.5 bathrooms, this thoughtfully designed residence is perfectly positioned on a desirable lot directly across from the lake. From the moment you arrive, the home impresses with its curb appeal and inviting layout. The spacious open living areas are ideal for both everyday comfort and entertaining. The Owner’s Retreat is a private, light-filled sanctuary complete with soaring ceilings, an oversized walk-in closet, dual vanities, and an expansive walk-in shower. Each additional bedroom offers its own en-suite bath, providing comfort and privacy—ideal for family members or guests. Step outside to a fully fenced backyard designed for both fun and relaxation. This private outdoor retreat offers plenty of space for all to play freely while providing peace of mind for parents. Thoughtfully designed for enjoyment at every age, the yard features a dedicated play area perfect all stages, along with open green space ideal for games, gatherings, or future customization. Golf enthusiasts will appreciate the private putting green—perfect for sharpening your short game or enjoying friendly competition with family and guests. Whether hosting weekend barbecues, or practicing your putt at sunset, this backyard truly delivers the ultimate Florida lifestyle. Community & Location Enjoy resort-style living at Lakeview Preserve amenities include a clubhouse, fitness center, pool, and playground. Just steps away, enjoy the community park, fishing pier, and kayak launch on the 2,580-acre Johns Lake. Perfectly positioned between Clermont and Winter Garden, you are minutes away from premier shopping, dining, and easy highway access.

3430 Buoy Circle, Winter Garden
$873,000
5 Beds ⋅ 3 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!

276 Summer Pine Street, Winter Garden
$777,175
5 Beds ⋅ 5 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance.

6417 Wild Persimmon Way, Winter Garden
$731,055
5 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

7579 Spring Valley Street, Winter Garden
$1,525,000
3 Beds ⋅ 2 Baths ⋅ Oakland SubDv. ⋅ 34787 Zip Code
Only two owners since 1952 have called this Oakland mansion home, will you be the third? Set on over an acre, surrounded by majestic oaks, and multi-million dollar homes this elegant home is time capsule of yesteryear. The long paver driveway, with ample parking for all, eventually leads to the oversized two car garage. A spacious front porch is perfect for languishing about over coffee in the morning, or beverages in the evening. Enter through the original front door and prepare to be wowed! Gleaming original hardwood floors adorn the grand reception foyer, extending nearly to the back of the home. To your right you will appreciate the quality of old world construction, complete with built-in book case, WOOD BURNING fire place, and hardwood floors. To the back of the house you will note the spacious and graceful dining room, just waiting for new memories to be made. The kitchen features a breathtaking 6 burner gas range with hood, sub zero refrigerator, a walk-in pantry, original glass front cabinets, and an eat in area. A massive laundry room leads to the oversized garage that is already plumbed to add a pool bath in the future. Adjacent to the kitchen is a stunning wood paneled office that actually served as a citrus moguls office, complete with a private entrance. Returning to the front of the home, is a bright Florida room/family room. The enormous primary bedroom has an original en-suite bath, walk in closet, and second closet. The other two bedrooms are very large by today's standards, and the original hall bath recalls to a simpler time, when things were built to last. As if that isn't enough, there is an upstairs bonus room which could serve as a multitude of options. A rear courtyard styled patio is perfect for grilling out with family and friends. The entire home is bathed in tons of natural lighting. Outback you will see a very large shed, capable of housing another car, she shed, man cave, workshop etc. There simply is nothing else like this home, anywhere with-in such great proximity to the year-round events happening in Downtown Winter Garden, and Oakland. You can even drive your golf cart through Oakland, and into Downtown Winter Garden!

15722 E Oakland Avenue, Winter Garden
$501,000
3 Beds ⋅ 2 Baths ⋅ Valencia Shores SubDv. ⋅ 34787 Zip Code
Exciting new listing in sought-after Winter Garden! Located in the highly desirable golf cart district of Historic Downtown, this property places you just minutes from vibrant shops, popular restaurants, and the charm that makes downtown living so special. Tucked away on an oversized .44-acre lot at the end of a quiet cul-de-sac, this pool home offers just under1,800 square feet of opportunity. The fenced backyard provides privacy and plenty of room to design your dream outdoor oasis. Enjoy the screen-enclosed patio with a skylight, newer glass sliders, and convenient rear hall access — ideal for entertaining or relaxing by the pool. Key updates are already complete, including all new windows and glass sliders (2022) and a 5-ton Trane HVAC system (2019). The dining room features real ½-inch hardwood floors, adding warmth and character. The front elevation showcases classic brick veneer, and the long driveway offers ample parking for guests, boats, or recreational vehicles. Two storage sheds provide added flexibility. Low HOA at just $150 per year. The home has been prepped and cleaned for new flooring and is ready for your vision. Kitchen and baths are ready for renovation, making this a fantastic opportunity for investors or buyers looking to customize and build equity. Updated homes of similar size and location are selling in the $670,000–$685,000 range. Opportunities like this in Winter Garden’s golf cart district don’t come around often — investors and buyers alike, don’t miss your chance to make it yours. ***Accepting all offers - Highest and Best by Monday Feb. 23rd/7pm***

703 Tangerine Court, 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
$595,000
3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code
Perfectly positioned directly across from the resort style pool and park, this Orchard Hills home is on one of the most coveted homesites in the community, with no rear neighbors and sweeping views of open green space and the sparkling community pool, creating a peaceful, private backdrop. Inside, the home unfolds with intention and ease, with three spacious bedrooms, a dedicated flex room that could make the perfect space for a refined home office, gym, flex room or playroom, a true upstairs loft that lives beautifully as a second gathering space, and a three car tandem garage with generous storage, including racks already installed. The layout flows effortlessly with a private office on the main level and an expansive loft above, giving you the flexibility to work, entertain, or simply unwind without a single wasted space. Elevated finishes enhance every room, from engineered hardwood flooring and Benjamin Moore interior paint to custom window trim, designer lighting, crown molding, and a coffered style ceiling in the office that adds architectural depth and character. The bathrooms make a statement of their own, featuring Serena and Lilly and Thibaut wallpaper that feels curated, elegant, and effortlessly stylish. Enjoy sunset evenings from the welcoming front porch where neighbors gather, or retreat to the private upstairs balcony for peaceful mornings overlooking lush greenery. Orchard Hills offers a lifestyle that truly delivers, with a resort style pool, clubhouse, fitness center, dog park, playgrounds, year round events, and lawn care included in the HOA, all within an A rated school zone and just minutes from Hamlin, Winter Garden Village, major highways, and Disney. There are no construction delays and no waiting for a premium lot release, just an exceptional home in an exceptional location, and opportunities like this next to the community amenities are rare. Schedule your showing today!

14430 Orchard Hills Boulevard, Winter Garden
$732,070
5 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Above the garage hosts a wonderful apartment with a private entrance. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways. L

7685 Silver Meadow Street, Winter Garden
$875,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park Ut 1b - 1a SubDv. ⋅ 34787 Zip Code
Welcome to Oakland Park, one of Winter Garden’s most desirable communities. Thoughtfully built by David Weekley Homes, this beautifully maintained 4-bedroom, 2.5-bath Oakland Park Boulevard home features a First-Floor primary suite, First-Floor home office, and a peaceful water view with no rear neighbors. Stylish updates include Luxury Vinyl Plank flooring, modernized kitchen cabinetry with new backsplash, and a freshly painted exterior (December 2024). Additional highlights include a whole-house 22kW generator, NEW A/C (October 2025), and an EV charging station. Ideally situated within the golf cart district, enjoy direct access to the West Orange Trail and an easy ride to Downtown Winter Garden. Oakland Park residents love the resort-style amenities—two community pools, scenic walking and biking trails, multiple parks, playgrounds, and a clubhouse—offering the perfect blend of luxury, comfort, and community living.

855 Oakland Park Boulevard, Winter Garden
$471,735
3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image Pre Design Center Pricing The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

17724 Porter Road, Winter Garden
$584,611
4 Beds ⋅ 4 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

17037 Haggerty Hollow Drive, Winter Garden
$430,000
3 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 2 SubDv. ⋅ 34787 Zip Code
PRICE REDUCTION! DON'T MISS OUT ON THIS ONE! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home with a versatile bonus room, ideally located in the desirable Oakland Trails Phase 2 community near Winter Garden. Built just six years ago, this home offers modern construction, thoughtful layout, and low-maintenance living in one of Central Florida’s most sought-after areas. Inside, you will find a bright and functional floor plan designed for everyday comfort and entertaining. The spacious living areas flow seamlessly, and the upstairs laundry adds convenience to daily routines. The bonus room, currently used as an office/game room, provides flexible space perfect for a home office, playroom, or study. Enjoy peaceful neighborhood living with access to community amenities including a pool, playground, and dog park, all set within a charming small-town atmosphere. Residents love the proximity to the West Orange Trail, green spaces, and top-rated schools, along with easy access to Downtown Winter Garden dining, shopping, and the popular Plant Street Market. Commuters and adventurers alike will appreciate the central location. (Leasing minimum is 30 days - great vacation rental potential!) Walt Disney World is approximately 20 minutes away, Downtown Orlando is about 23 minutes away, and Florida’s beautiful east-coast beaches are just over an hour away. (Buyer to verify and confirm leasing and pet restrictions with HOA.)

2201 Standing Rock Circle, Oakland
$543,000
2 Beds ⋅ 2 Baths ⋅ Showalter Park SubDv. ⋅ 34787 Zip Code
Welcome home to this RARE opportunity in the HISTORIC DISTRICT OF DOWNTOWN WINTER GARDEN! Admire the luscious, low-maintenance landscaping immediately upon your arrival. Step inside and find an open concept living space with the kitchen, living room, and dining room in one bright space. The contrasting light and dark cabinets in the kitchen provide an interesting space with plenty of open shelf and cabinet storage. The covered lanai and paved patio area along with the large fenced in backyard offer even more opportunities to entertain and relax. The outdoor space includes matured fruit trees and is situated right on the West Orange Trail and adjacent to the Winter Garden Station Park. Back inside, you will find the 2 bedrooms mindfully separated from each other for privacy. The primary suite is spacious and includes a very large and well-organized walk in closet and an en suite bathroom with a large soaking tub and walk-in shower. The other bedroom is near the 2nd bathroom and is conveniently tucked away from the living space. An ENCLOSED FLEX ROOM at the front of the home can be used for a 3rd bedroom, home office, playroom, hobby room, or whatever it is that your wants and needs could see fit. Take a leisurely walk or hop on your golf cart and enjoy the unique dining offerings, local shops, seasonal entertainment, weekly farmer's market, and everything else that this special part of town has to offer. Inquire today to make this gem your own!

236 E Newell Street, Winter Garden
$704,990
4 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Bellmore. This amazing one-story Emerald Series home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This gourmet kitchen features a Quartz countertops stainless steel appliances, spacious pantry and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

18029 Cider Mill Lane, Winter Garden
$810,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11181 Hollow Bay Drive, Winter Garden
$530,500
4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve/Haml Ph 2a SubDv. ⋅ 34787 Zip Code
Virtually Staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.

4842 Lime Rickey Alley, 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
$674,000
4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.

12919 Westhaven Oak Drive, Winter Garden
$1,032,000
5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.

12904 Westhaven Oak Drive, 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
$919,000
5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.

12940 Westhaven Oak Drive, 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