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34787 Zip Code Real Estate & Homes with Split Bedroom

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Browse All 34787 Zip Code FL Properties with Split Bedroom for Sale

$542,000
3 Beds 2 Baths Lakeview Reserve 46/149 SubDv. 34787 Zip Code
Are you looking for a pristine turnkey home? Step into a lifestyle of unparalleled comfort in this meticulously upgraded open concept space. Nothing needs to be done except to move in! Come see in person all of the many high-end upgrades and thoughtfully curated details. Highly coveted gated community with wonderful lakefront pier to enjoy. Location is everything as you can swap your car keys for a golf cart to navigate Winter Garden's beloved Plant Street and Historic District for top tier dining and more. Or jump on the fantastic West Orange Trail directly outside your community gate for a bicycle ride or walk that stretches over twenty-two miles. This beautiful home features an open concept with wet bar and plenty of seating space - great for entertaining. Upgraded kitchen with quartz counter tops. Separate indoor laundry facility. Utility sink/laundry tub in garage. New flooring. Ensuite owners' quarters with a large shower with double shower heads, rainfall feature, walk-in closet, and slick built in jewelry cabinet. Second and third split bedrooms have their own hallway and are set in a "Jack and Jill" style with the bathroom in between. The deep two-car garage can facilitate an extended pick-up/commercial truck. The yard is fenced-in completely with vinyl fencing and double gates for easy access. The owner has paid for engineering plans for a larger rear patio that will convey with purchase. Both beautiful and immaculate, this "move-in ready" home with too many nice upgrades and features to list is a rare opportunity for the discerning buyer. If you're seeking the Florida active lifestyle in a vibrant, safe community with friendly neighbors and great schools, then please schedule your private viewing today. You won't be disappointed!

127 Zachary Wade Street, Winter Garden

$539,000
3 Beds 2 Baths Longleaf At Oakland SubDv. 34787 Zip Code
Immaculate three bedroom, two bath home plus an additional dedicated office, located on a premium pond-front corner lot in Longleaf at Oakland. This single -level residence showcases extensive upgrades throughout. Features include luxury vinyl plank flooring, plantation shutters, custom feature wall with electric fireplace, built in cabinetry in the office and laundry room, upgraded kitchen cabinets, built in oven and cooktop, and upgraded refrigerator. Other highlights include trey ceilings with crown molding, fans in every room inside and out, Walk in showers, tiled to the ceiling, custom closet in the Primary, and the HVAC system is equipped with dual UV air purification lights. Exterior standouts include full hardy board siding ( no stucco), beautiful curb appeal with professional concrete landscaping edging, and the garage is extended to 24 feet deep w/premium epoxy flooring. Move-in ready and truly turnkey—this home shows like a model! Location is prime with just 3 miles to the famous Historic Downtown Winter Garden/Plant Street. Directly across the street from the West Orange Bike Trail , very quick access to the Florida Turnpike, easy commute to downtown Orlando, theme parks, and perfectly positioned for quick access to the Orlando International Airport, endless dining options, and shopping destinations makes this home a rare blend of amazing Florida living with everyday convenience. ***Longleaf at Oakland offers residents a community pool, and lawn maintenance is included in the monthly HOA dues.

1148 Bobcat Chase Boulevard, Oakland

$625,000
4 Beds 2 Baths Island Pointe Sub SubDv. 34787 Zip Code
Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.

1075 Chase Drive, Winter Garden

$642,000
4 Beds 3 Baths Lakeview Preserve SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to this stunning 4 bedroom, 3 bathroom pool home with breathtaking views of Johns Lake in sought after Winter Garden. This spacious lakeview home features a desirable split floor plan offering privacy and functionality for families and guests. One of the guest bedrooms includes its own en suite bathroom, making it perfect for visitors, in laws, or a private home office setup. The open concept layout is filled with abundant natural light and designed for seamless indoor outdoor living, ideal for both entertaining and everyday comfort. The kitchen flows effortlessly into the main living areas and out to your private backyard oasis. Step outside to enjoy a beautiful screened pool overlooking peaceful conservation and water views, creating the ultimate Florida lifestyle experience. Imagine relaxing poolside while enjoying tranquil sunsets and the serenity of protected natural surroundings. One of the most valuable features of this property is the privacy. The conservation area directly behind the home is protected by the EPA and is not developable, preserving your serene backdrop for years to come. Enjoy no rear neighbors, uninterrupted conservation views, and lasting peace of mind. Conveniently located near top rated schools, shopping, dining, and major highways, this lakeview pool home offers the perfect combination of luxury, privacy, and convenience. If you are searching for a 4 bedroom 3 bathroom home with a split floor plan, en suite guest room, screened pool, conservation views, and no rear neighbors near Johns Lake, this is a rare opportunity you do not want to miss.

3471 Buoy Circle, Winter Garden

$696,000
5 Beds 5 Baths Harvest At Ovation SubDv. 34787 Zip Code
Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light that interior lots simply do not have. With no rear neighbors and windows on multiple sides, the home feels open and well positioned from the moment you arrive. There is approximately 2,860 square feet under roof, including 2,393 square feet of main living space plus a fully permitted 530-square-foot in-law suite above the garage. The suite includes its own living area, kitchenette with wet bar, and full bath, making it ideal for extended family, long-term guests, or a private home office setup. The kitchen was built with the full gourmet option and is the only bungalow in the neighborhood configured this way. It includes three ovens, quartz countertops throughout, 42-inch cabinetry, soft-close drawers, stainless steel appliances, and a large walk-in pantry — designed for someone who actually cooks and entertains. Additional features include luxury vinyl plank flooring, a tray ceiling in the primary bedroom, wood stair treads, tile showers, quartz bath counters, recessed lighting, audio pre-wire, built-in garage storage, laundry room built-ins, zoned HVAC, and tankless water heaters. The first-floor block walls were upgraded with core-fill foam insulation, providing improved energy efficiency and a noticeably quieter interior. The fully paved lanai and corner placement create a more open and private outdoor setting than most homes in the community. Harvest at Ovation offers a pool, park, and playground, and the location places you minutes from Hamlin Town Center, top-rated schools, SR-429, Walt Disney World, and Flamingo Crossings. A rare opportunity to own one of the best-positioned and most thoughtfully upgraded bungalows in Harvest at Ovation.

16271 Honey Harvest Street, Winter Garden

$740,000
5 Beds 5 Baths Lake Apopka Sound SubDv. 34787 Zip Code
PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.

14416 Travois Way, Winter Garden

$550,000
4 Beds 3 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home located in the highly sought-after Horizon West area of Winter Garden. This move-in ready home offers style, space, and exceptional upgrades throughout. Step inside to soaring high ceilings and an open, airy floor plan filled with natural light. Wood-look tile flooring flows throughout the entire downstairs, combining elegance with durability. The gourmet kitchen is the heart of the home, featuring premium finishes, upgraded lighting, abundant cabinetry, and an oversized island perfect for entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas — ideal for gatherings large or small. A standout feature is the downstairs bedroom with elegant French doors and a walk-in closet, making it perfect for guests, a private home office, or multi-generational living. Upstairs, additional generously sized bedrooms provide flexibility and comfort, while the spacious primary suite offers a relaxing retreat with a well-appointed en-suite bath and ample closet space. Enjoy year-round outdoor living in the screened-in lanai, perfect for relaxing evenings or weekend entertaining. Fresh landscaping enhances the curb appeal, and permanent holiday lighting adds charm and convenience for every season. Located just 8 miles from the world-famous Walt Disney World theme parks, this home provides convenient access to shopping, dining, top-rated schools, and major roadways. This is your opportunity to own a beautifully upgraded home in one of Central Florida’s most desirable areas. Schedule your private showing today!

15371 Gilligan Court, Winter Garden

$2,775,000
5 Beds 5 Baths Deer Island SubDv. 34787 Zip Code
Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

17737 Deer Isle Circle, Winter Garden

$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

$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

$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

$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

$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

$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

$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

$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

$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

$180,000
3 Beds 2 Baths Grove Resort And Spa Hotel Condominium U SubDv. 34787 Zip Code
Discover Exceptional Value at The Grove Resort & Water Park Orlando! This stunning 3-bedroom, 2-bath condo-hotel suite offers unbeatable value in one of Orlando's premier upscale resorts. Spanning a spacious 1,396 sq ft, this fully furnished, modern retreat is turnkey and rental-ready, complete with on-site professional management and a proven income-producing program. Step inside to find contemporary finishes, ample living space, and thoughtful details designed for comfort and convenience. You will appreciate the beautiful and easy to care for luxury vinyl plank flooring. All appliances are included. The modern fully equipped kitchen is ready for quick snacks or preparing a full gourmet meal. The resort's prime location places you just minutes from Walt Disney World®, Universal Orlando, SeaWorld, Margaritaville, movie theaters, and Orlando International Airport. Best of all, enjoy complimentary shuttle service to major theme parks. Resort highlights include the thrilling Surfari Water Park featuring a double FlowRider surf simulator, multiple pools, lazy river, waterslides, and family-friendly splash zones. Dine at on-site restaurants, relax by serene Lake Austin with its private pier—ideal for catch-and-release freshwater fishing (bass, bluegill, and more)—or explore the surrounding nature preserve. Whether you're seeking a dream family vacation spot or a smart investment property in Orlando's booming tourism market, this is your opportunity to own a piece of paradise. Schedule your private tour today and experience the magic of The Grove!

14501 Grove Resort Avenue Unit 2138, Winter Garden

$400,000
3 Beds 3 Baths Summerlake Grvs Ph 2 SubDv. 34787 Zip Code
BEAUTIFUL and METICULOUS 3-bedroom 2.5 bath home in PRISTINE CONDITION. Pride in ownership shows. FRESHLY PAINTED interior. A home inspection was done prior to putting the home on the market so there are no surprises. All CABINETS in the home were RESURFACED and professionally PAINTED in 2025. GRANITE countertops in Kitchen and bathrooms. The kitchen boasts NEWER SLATE APPLIANCES, LARGE KITCHEN ISLAND, a large breakfast bar, eat-in kitchen space, and custom backsplash. All NEWER FLOORING THROUGHOUT the home, LUXURY VINYL PLANK downstairs and in wet areas, UPGRADED PLUSH CARPET upstairs with UPGRADED PADDING. The LARGE PRIMARY bedroom is upstairs and includes an ensuite bath, dual sinks, a spacious shower, and a walk-in closet. Secondary bedrooms are SPLIT PLAN providing some privacy from the primary suite. Downstairs Laundry room with sink, includes WASHER AND DRYER. PLANTATION SHUTTERS Elevate the home and were recently installed throughout, in 2023, Fans In all bedrooms and living room. Carrier AC system is regularly maintained/serviced and has a UV LIGHT SYSTEM to prevent mold or moisture. VENTS AND DUCTS RECENTLY CLEANED. There is a private, LARGE BRICK PAVED LANAI, great for entertaining, barbecues or leisurely days. TRIPLE SLIDING DOORS leading to the 2 car garage door instead of a wall, gives additional space, In addition to the entry doorway. Right off the front porch is a large GREEN SPACE (made for an overflow pond in the rare case it’s needed). You can view DISNEY FIREWORKS from your front door! 10 Minutes from Disney property, close to all parks, restaurants, shopping and entertainment. Hamlin Town Center is less than 5 miles away! ORANGE COUNTY NATIONAL, THE biggest GOLF COURSE in Florida, is also nearby. The RESORT STYLE Community Amenities area a few steps away and include a Pool, 2 kids Parks, dog Par, pickle ball, green space, and tennis. Low maintenance living with the HOA taking care of the home exterior, including roof, yard maintenance, exterior painting and lawn. TOP RATED SCHOOLS, SUPERB LOCATION. Plenty of Parking. Townhomes in this SOUGHT AFTER COMMUNITY are rarely for sale. This home is MOVE IN READY for its new owners! Some photos are Virtually Staged.

7959 Ava Jade Alley, Winter Garden

$765,000
3 Beds 2 Baths Del Webb Oasis SubDv. 34787 Zip Code
The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the backyard absolutely stunninig, featuring Italian Tile Pavers, Metal Pergola and a beautiful summer kitchen with gas grill with custom outdoor lighting. As soon as you walk into the home you'll be greeted with high ceilings, beautiful crown molding throughout and luxury vinyl floors.The homes open floor plan is perfect for entertaining, featuring a large kitchen island, plenty of cabinet and countertop space. The home has an electric stove currently however this is a gas community and the seller is happy to convert it back to a gas stovetop upon your request! The living room features tray ceilings and surround sound as well as custom smart blinds! The master bedroom and bathroom has everything you want and more! Featuring a gorgeous long walk in shower, dual Sinks and a spacious walk in master closet! With over 150,000 in options added to this property, this home is truly move in ready. This home comes with leased solar panels, whole house gas generator, finished garage floors. Outdoor furniture is negotiable. No Rear Neighbors, a quick walk to the brand new community clubhouse and just a short drive from everything you need! Only 2 miles from the Disney theme park entrance! Don't Wait! Schedule your showing today.

13343 Sunny Retreat Lane, Winter Garden

$990,000
4 Beds 3 Baths Isles Of Lake Hancock SubDv. 34787 Zip Code
Welcome to your new dream home! Located within the exclusive, gated and luxurious community of Isles of Lake Hancock, this stunning 4-bedroom, 3-bath home offers refined design, thoughtful layout, and an elevated way of living. A beautifully pavered driveway and manicured front lawn lead to a three-car garage and covered front patio, setting the tone for the elegance that awaits inside. French doors open to a bright, welcoming foyer where soaring ceilings, recessed lighting, and abundant natural light immediately impress. Just off the entry, the formal dining room is designed for unforgettable gatherings, featuring a dramatic double tray ceiling, striking statement lighting, and a wet bar area with storage that makes hosting feel effortless and elevated. The heart of the home brings together the family room and kitchen in a space that is both inviting and beautifully finished. Exposed ceiling beams add architectural interest to the family room, while the kitchen delivers true luxury with a large island and breakfast bar offering additional storage, premium stainless steel appliances, a stunning range hood, crown-molded cabinetry, and a spacious pantry. Whether you’re preparing a weeknight dinner or hosting a celebration, this kitchen is designed to handle it all with ease. A sunlit dinette just off the kitchen features an angled bay window and elegant lighting, creating the perfect spot for casual meals and morning coffee. A split-bedroom layout enhances privacy, with the primary suite tucked away on its own side of the home. This serene retreat includes private access to the lanai, a generous walk-in closet, and a spa-inspired en suite bath complete with dual vanities, a deep soaking tub, and an expansive walk-in shower, making it an ideal space to unwind at the end of the day. The additional bedrooms are thoughtfully designed with ample storage, natural light, and comfortable space for family or guests. Step outside to the covered lanai featuring retractable patio screens, allowing you to customize your outdoor experience while enjoying al fresco dining or relaxing in the shade. The fully fenced backyard provides peace of mind and room to play, perfect for four legged friends, little ones, or hosting weekend gatherings in the Florida sun. Residents of Isles at Lake Hancock enjoy exceptional community amenities including tennis courts, a residents-only boat ramp, playground, and recreation areas. Known as a nationally recognized water-skiing destination that hosts world-class tournaments, the community also offers convenient access to Walt Disney World, excellent shopping and dining options, upscale golf courses, top-rated schools, and easy access to SR-429 so everything you could need is right at your fingertips. Don't miss out on the opportunity to call this stunning, luxurious home your own. Schedule a private showing TODAY!!!

7832 Freestyle Lane, Winter Garden

$620,000
4 Beds 3 Baths Avalon Reserve SubDv. 34787 Zip Code
Welcome home to this immaculate and model-worthy SINGLE-STORY 4-bedroom, 3-bath home in the heart of Winter Garden. Situated on a FULLY FENCED private corner lot, this home offers a RARE 3-car garage and a true split floor plan with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept kitchen features a NATURAL GAS range, white cabinetry, granite countertops, glass display cabinets, built-in wine rack, and a large island with pendant lighting and seating. Wood-look tile flooring throughout (NO CARPET ANYWHERE!) adds style and durability to the homes seamless floor plan. The spacious primary suite includes a large walk-in closet and an ensuite bath with dual sinks, soaking tub, and separate walk-in shower. Three additional bedrooms are located on the opposite side of the home for added privacy. Enjoy outdoor living on the covered and EXTENDED LANAI, perfect for relaxing and entertaining. The privacy of the lot is the perfect spot for enjoying your morning coffee or a weekend afternoon with friends. Located in a desirable boutique community, of just 66 homes, the location offers easy access to all that Central Florida has to offer. You are just 10 minutes from Winter Garden Village and historic Downtown Winter Garden, home of arguably the largest and best farmers market in the country and every store, restaurant and coffee shop you can imagine. Orlando International Airport, Disney, Universal, Epic Universe, Sea World, and world class golf are all within 30 minutes. Call today for a private tour!

1110 Vinsetta Circle, Winter Garden

$1,399,900
7 Beds 5 Baths Twinwaters Homeowners' Association, Inc. SubDv. 34787 Zip Code
Discover Unmatched Elegance in the Coveted Twinwaters Subdivision! Welcome to your dream home, a breathtaking Winter Garden pool residence built in 2016, offering the perfect fusion of sophistication, luxury, and prime convenience. This property isn’t just a house – it’s your personal sanctuary. Grand Entrance That Stuns: Be greeted by an impressive 14-foot foyer adorned with a dazzling crystal chandelier. A beautifully crafted wooden staircase with iron balusters sets the tone for the home’s elevated style. From the moment you step inside, the open-concept layout invites you to explore spaces designed for both comfort and entertainment. Exquisite Interiors: Every detail exudes elegance. Stunning wood plank accent walls, gleaming 30-inch marble tiles, intricate tray ceilings, and granite countertops throughout create a refined yet warm atmosphere. Whether hosting friends or enjoying quiet family moments, this home is the ultimate setting. First Floor Features: Luxurious Master Suite: Tray ceiling, serene ambiance, and ample space for relaxation. Versatile Guest Suite: Ideal for guests or teens, offering privacy and comfort. Functional Spaces: A large and cozy family room, private office, formal living and dining areas, plus a service pantry with wine storage and a separate laundry room. Gourmet Kitchen: A chef’s paradise with a granite island and seating, deep basin sink, custom 50” solid wood cabinets with glass accents, glass tile backsplash, built-in oven and microwave, and a walk-in pantry. Second Floor Highlights: Expansive Upper Lounge: Large windows fill the space with natural light, making it perfect for relaxation. Bonus Room: Create your dream space—whether a music studio, movie theater, gym, or private office. Second Master Suite: Spacious and serene, with luxurious finishes. Four additional bedrooms, each offering comfort and versatility. Outdoor Oasis: Your backyard is a private paradise! A covered lanai overlooks lush landscaping, a pristine vinyl fence, and a sparkling pool. It’s the perfect retreat for relaxation or entertainment. Modern Conveniences: Solar-powered electricity for energy efficiency Whole-home water purification system Tankless water heater Crown molding throughout Tray ceilings and architectural enhancements that elevate the aesthetic Over 25k in Curtain Work Prime Location & Community Perks: Located in the sought-after Twinwaters community, enjoy access to a community pool and recreation area. Nearby, explore Winter Garden Village, Historic Downtown Winter Garden, Walt Disney World, and top-rated schools. Central Florida’s major highways, shopping, dining, and entertainment are all just minutes away. This home is truly one-of-a-kind.

16669 Varone Cove Court, Winter Garden

$165,000
2 Beds 2 Baths Grove Resort And Spa Hotel Condo Ii SubDv. 34787 Zip Code
Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!

14501 Grove Resort Avenue Unit 2535, Winter Garden

$1,765,000
5 Beds 4 Baths Oakland Park B-2 SubDv. 34787 Zip Code
Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for entertaining, gas stove, Bosch appliances, pot filler, walk-in pantry, and an appliance garage. The living area flows seamlessly to the outdoors through fully retractable sliding glass doors, complemented by surround sound and custom-tinted windows for comfort and privacy. With 4 bedrooms and 3 full baths—including one with direct patio access—the layout is designed for both convenience and flexibility. One bedroom is located on the main level, while upstairs you’ll find a Jack-and-Jill setup and a spacious primary suite featuring a tray ceiling, spotlight accents, and a spa-inspired bath with walk-in shower, separate soaking tub, and a stunning built-in closet with natural light. An exceptional bonus is the private in-law suite above the garage, complete with its own kitchen, living area, bedroom, and stackable washer/dryer—perfect for guests or multi-generational living. The outdoor oasis is a destination of its own, surrounded by bamboo, olive, lime, and persimmon trees. The covered patio invites year-round enjoyment, and the fully fenced property offers privacy and space to unwind. From your backyard, you can even watch Space Shuttle launches light up the sky. Located in the highly desirable golf cart district, this home places you just a 2-minute walk from the West Orange Trail and only 3 miles from historic Downtown Winter Garden. Unbeatable location, unmatched lifestyle. Schedule your private showing today.

906 Allendale Lane, Winter Garden

$925,700
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline "B" was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.

1024 Kershaw Drive, Winter Garden

$544,000
4 Beds 3 Baths Westfield Lakes Ph 04 A-F SubDv. 34787 Zip Code
Welcome home to this stunning residence in the highly desirable Westfield Lakes community, perfectly situated in the heart of Winter Garden. This home offers an unbeatable location—just minutes from shopping and dining at Winter Garden Village, charming downtown Winter Garden, and West Orange High School directly across the street. With easy access to all major highways and Central Florida attractions, convenience is truly at your doorstep. Set on an extra-large 0.33-acre lot with no rear neighbors, this property provides exceptional privacy and outdoor space. Curb appeal shines with brick pavers and a beautiful stained-glass front door welcoming you inside. The thoughtfully designed floor plan features 4 bedrooms and 2.5 bathrooms, including separate living and dining rooms ideal for both everyday living and entertaining. The split-bedroom layout offers a private owner’s retreat complete with an ensuite bathroom featuring a Roman tub, separate shower, and dual vanities. On the opposite side of the home, you’ll find three additional bedrooms, two bathrooms, and a dedicated nook perfect for a study area or homework station. Major updates add peace of mind, including a new roof (2019), new A/C, heat pump, and air handler (2020), and solar panels installed in 2019 for energy efficiency. This move-in-ready home checks all the boxes and is a must-see for new home buyers looking for space, location, and long-term value. Don’t miss this incredible opportunity!

12456 Westfield Lakes Circle, Winter Garden

$789,990
4 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. 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.*

11241 Hollow Bay Drive, Winter Garden

$520,000
4 Beds 2 Baths Fullers Crossing Ph 01 44/14 SubDv. 34787 Zip Code
Peaceful Pond Views. One-Story Living. Winter Garden Charm. Welcome to 1044 Woodson Hammock Circle—where space, serenity, and smart design come together in one of Winter Garden’s most established communities. Set on an oversized .29-acre lot with 136 feet of pond frontage, this four-bedroom, two-bath home delivers privacy, views, and breathing room that are increasingly hard to find at this price point. Inside, the open split-bedroom floor plan immediately feels right. Vaulted ceilings, generous living spaces, and abundant natural light create an easy, comfortable flow throughout nearly 2,500 square feet of heated living space—offering room to spread out without sacrificing warmth or functionality. In 2020, the home saw meaningful updates, including tile flooring throughout the main living areas, an updated pantry, and a refreshed kitchen that blends style with everyday usability. The main living areas are designed for real life and entertaining alike, featuring a seamless living and dining combination and a kitchen that opens directly to both the family room and casual dining space. Granite countertops, ample cabinetry, and all appliances replaced in 2020 make this space as practical as it is inviting—perfect for gatherings, game nights, or quiet mornings overlooking the water. The primary suite is privately positioned and showcases peaceful pond views, an updated walk-in closet, and a spacious en-suite bath. Three additional bedrooms provide flexibility for guests, a home office, or creative space, while the bonus room and dedicated den/study add versatility rarely found in single-story homes. Beyond layout and aesthetics, the home offers peace of mind with major system upgrades already completed, including a new A/C system and water heater replaced in 2020. In 2021, French drains were installed along the front yard and both sides of the home, enhancing drainage and long-term functionality of the property. Step outside and the setting truly shines. The backyard opens directly to the pond, creating a calm, scenic backdrop ideal for relaxing evenings or weekend gatherings under the gazebo. The outdoor space is thoughtfully finished with fencing, a dog run, irrigation, mature landscaping, and a productive collection of fruit trees including mulberry, peach, avocado, mango, and tangerine, adding both beauty and character to the yard. Located in Fullers Crossing, a sidewalk-lined community with low annual HOA fees, this home offers easy access to historic Downtown Winter Garden, shopping, dining, and major roadways—while still feeling tucked away from the noise. Additional highlights include solid block construction, a two-car garage, public utilities, and flood zone X, rounding out a home that offers lifestyle, setting, and long-term value in one compelling package.

1044 Woodson Hammock Circle, Winter Garden

$492,000
4 Beds 2 Baths Stoneybrook West 44/134 SubDv. 34787 Zip Code
**STONEYBROOK WEST ADORABLE MOVE-IN READY ONE STORY** **BACKS TO GOLF COURSE & POND -- NO REAR NEIGHBORS** **GUARD-GATED & AMENITIES GALORE** **NO CARPET -- NEWER LAMINATE FLOORING THROUGHOUT ALL LIVING AREAS & BEDROOMS** **NEWER ROOF - 2022** Welcome to Winter Garden's ONLY guard-gated community, Stoneybrook West...with 24-hour security, great homes and amenities galore, this is the place to call "HOME" in Winter Garden! Starting with great curb appeal, this adorable move-in ready one-story home is located on a quiet tree-lined street and an ultra-premium lot showcasing both the golf course and beautiful pond in view. This fantastic & flexible floor plan features a large & cozy living area complete with a stunning built-in floor-to-ceiling fireplace, open updated kitchen & dinette area and four bedrooms on a three-way split plan. The fourth bedroom is currently being used as an office with double door entry & closet. Enjoy TONS of natural light throughout and high vaulted ceilings. UPDATES & UPGRADES include…ROOF (2022), HVAC (2019), laminate flooring throughout living room & bedrooms (NO CARPET!), floor-to-ceiling custom fireplace/TV built-in, updated 2nd bath, kitchen countertop & backsplash, new sprinkler control panel, stainless appliances, newer washer & dryer (negotiable), interior paint & MORE. LIVE THE FLORIDA LIFESTYLE outdoors in the large covered patio area…backing to the beautiful & serene golf course & pond. Enjoy birds, wildlife, golfers & no rear neighbors…peace & privacy are yours right at home. This amazing community features incredible amenities and value in the HOA including 24-hour guard gated security, walking/bike paths throughout, clubhouse, fitness center, soccer, basketball, tennis, volleyball, inline skating rink, swimming pool, boat ramp and fishing dock and multiple parks and playgrounds…and the quarterly HOA fee includes cable & internet! Enjoy evenings & weekends at the newly renovated & reinvented Stoneybrook West Club & Restaurant, SB Prime. The PERFECT location…less than one-mile to Winter Garden Village shopping/dining/medical conveniences, one-mile to easy Highway 429 access with direct connection to anywhere in Central Florida & beyond and just four miles to hotspot historic downtown Winter Garden. Zoned for EXCELLENT SCHOOLS including walking/biking distance to AWARD-WINNING Whispering Oak Elementary. WELCOME HOME!

15436 Amberbeam Boulevard, Winter Garden

$890,000
4 Beds 4 Baths Reserve At Carriage Pointe SubDv. 34787 Zip Code
Offered for the first time by the original owner, this exceptional Abbott floor plan is located in the highly sought-after gated community of the Reserve at Carriage Pointe. Pride of ownership is evident at every turn, starting with the upgraded stone-accented elevation, side-entry garage, and premium homesite backing to a conservation buffer that provides privacy and peaceful views. The screened and heated saltwater pool with expansive lanai sets the tone for Florida living at its finest. Inside, soaring ceilings create an immediate sense of scale, with a welcoming foyer framed by barn doors that open to a flexible living space and additional dedicated home office. The great room is both impressive and inviting, featuring a custom built-in entertainment center and an abundance of natural light streaming through transom windows and a full wall of sliders that seamlessly connect indoor and outdoor living. The well-appointed kitchen opens to the great room and offers generous counter space, espresso 42" cabinetry and natural gas range. The primary suite is conveniently located on the main level and offers a true retreat with dual walk-in custom closets, a spa-inspired bath featuring a large walk-in shower, garden soaking tub, and expansive dual vanity. Wood-tread stairs with upgraded railings lead to a spacious upstairs bonus room with vaulted ceilings, along with an additional bonus space wired for a home theater, gym or 5th bedroom. An ensuite guest bedroom provides added privacy for one family member. The two additional bedrooms share a Jack-and-Jill bath and walk-in closets, completing a thoughtfully designed floor plan ideal for both everyday living and entertaining. Upgraded remote blinds and shutters are worth mentioning. Perfectly positioned just minutes from the 429 Expressway, Winter Garden Village, and the Hamlin retail district, the home is surrounded by dining, shopping, and local favorites all within a mile. Zoned for sought-after K–12 schools with several private school options nearby, the location offers quick access to Disney in just 15 minutes and Downtown Orlando in approximately 20. This is an outstanding opportunity to own a meticulously maintained home in one of the area’s most desirable communities, offering exceptional value in today’s market.

15498 Sandfield Loop, Winter Garden

$635,000
5 Beds 3 Baths Covington Chase Ph 2c SubDv. 34787 Zip Code
Welcome to life in the Winter Garden Golf Cart District, where you can cruise to Downtown Winter Garden’s shops, restaurants, and famous farmers market in minutes, then come home to a cul-de-sac beauty on a premium conservation lot with no rear neighbors. This stunning 5-bedroom, 3-bath home delivers the space, layout, and upgrades buyers dream about. Downstairs, you’ll find a full bedroom currently used as an office, perfect for guests, multigenerational living, or a private work-from-home suite, plus an additional flex space with double French doors for an ideal second workspace, playroom, or formal sitting room. Entertain in style in the formal dining room with tray ceiling, then gather in the heart of the home: a spacious kitchen featuring 42” wood cabinets, granite countertops, stainless steel appliances, and a massive island with breakfast bar, and yes, the stools stay! A sunny dinette/nook adds even more room for casual meals and morning coffee. The open-concept great room flows seamlessly from the kitchen, made for family game nights, movie marathons, and hosting the big game. Coming in from the garage, you’ll love the charming mudroom with cabinetry, ready for backpacks, purses, and the ultimate phone-charging station. And don’t miss the whimsical bonus: a “Harry Potter” closet under the stairs with shelving and tons of storage, perfect as a book nook, playhouse, or creative hideaway. Upstairs, retreat to a truly oversized primary suite with an en suite bath featuring double granite vanities, a soaking tub, and a separate double shower with two independent shower heads, plus his-and-hers closets. You’ll also find three additional bedrooms, another full bath, and an upstairs laundry room for everyday convenience. Step outside to your covered, screened patio, your new favorite place to unwind with a beverage at sunset or sip coffee while watching wildlife in the peaceful preserve behind you. The large lot offers plenty of space for a future pool, with the privacy of no rear neighbors. Major updates include: NEW roof (2025), NEW washer & dryer (2025), NEW oven & dishwasher (2023), a reverse osmosis drinking system, and a complete stainless-steel appliance package, including the refrigerator. All of this in a community with a pool and playground, and the West Orange Trail running through the neighborhood, perfect for biking, walking, and living the Winter Garden lifestyle. Conveniently located 5 minutes to 429 and the Turnpike, and approximately 25 minutes to Walt Disney World. Homes with this layout, this lot, and this location don’t last, so come see why this one feels like “the one.”

730 River Grass Lane, Winter Garden

$1,100,000
5 Beds 5 Baths Winding Bay Ii Llc SubDv. 34787 Zip Code
Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and dining, and Walt Disney World Resort just minutes away, the location blends Central Florida convenience with the feeling of being tucked into something special. From the moment you step inside, the home invites you to slow down and take it all in. Natural light fills the space, drawing your eye through the open living area to peaceful pond views and the private pool. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be built on, preserving privacy and tranquility. Oversized white tile spans the first floor, creating an open, airy atmosphere that feels clean and welcoming. At the center of the home, the kitchen is designed for real life and real gatherings. White cabinetry, granite countertops, a double oven, and a statement range hood anchor a space that works effortlessly for weeknight dinners or hosting friends. A large walk-in pantry keeps everything organized and within reach. Just beyond, the family room feels warm and grounded, with a stone accent wall, electric fireplace, and custom shelving creating a comfortable place to relax. The first floor offers flexibility to suit your lifestyle. A dedicated den or home office provides a quiet place to focus, while a formal dining room invites shared meals and conversation. A drop zone near the garage keeps daily routines running smoothly. Toward the back of the home, a spacious downstairs bedroom with a full en suite bath offers privacy, ideal for guests or multi-generational living. Upstairs, an open loft serves as a central gathering space for movie nights or game days, enhanced by a stone wall and theater-style seating. The owner’s suite feels like a true retreat with a tray ceiling, spa-inspired bath featuring a rain shower, dual sinks, generous storage, and two oversized walk-in closets. A private balcony overlooks the pond and wooded preserve, offering a peaceful place to enjoy morning coffee or unwind. Three additional upstairs bedrooms provide ample space for family or guests. Two share a hall bath, while one enjoys its own en suite for added comfort and privacy. Outside, the backyard feels like a private Central Florida escape. A resort-style saltwater pool with a lounging platform and in-water loungers overlooks the serene pond, creating an inviting setting for relaxing afternoons or entertaining. The screened enclosure allows for year-round enjoyment, and the community dog park directly across the street adds everyday convenience for pet lovers. With fresh interior paint and plantation shutters throughout, this move-in ready single-family home is ready for its next chapter. Community amenities include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. This is more than a house — it is a place to settle in, build memories, and truly feel at home in Winter Garden.

15312 Gilligan Court, Winter Garden

$810,000
5 Beds 4 Baths Carriage Pointe SubDv. 34787 Zip Code
Homes like this rarely come to market. Located behind the gates of the highly sought-after Carriage Pointe community in Winter Garden, this pool home delivers west-facing sunsets, a premium lot with no rear neighbors, and a level of updates that checks every box. Set on an oversized homesite, this Ravenwood floor plan by Taylor Morrison offers exceptional curb appeal with a covered front porch, expansive driveway, and a 3-car garage. Step through the double door front entry into soaring ceilings and one of the most functional layouts, featuring 5 bedrooms, a dedicated office, and an upstairs bonus room. The primary and 3 guest bedrooms are located on the first floor. French doors lead to a front-facing dedicated home office. The office is adjacent to the formal dining room. The open concept great room features a wall of sliding glass doors that frame stunning views of the private, screened, heated saltwater pool, pond, and conservation. The kitchen, renovated in 2023 with quartz countertops, a new backsplash and soft close cabinetry, opens seamlessly to the great room. It also features 42-inch wood cabinetry, a center island, and all new appliances. Upstairs offers an ideal suite or teen retreat with a full bedroom, bathroom, and a spacious 21’ x 14’ loft overlooking the rear views. This home has been meticulously maintained and extensively upgraded, including a newer roof (2021), all windows have been replaced and come with a transferable warranty. The windows are double-pane, hurricane-rated, energy-efficient vinyl windows. Both HVAC systems have been replaced, all bathrooms have been updated, new pool equipment, exterior repainted in 2023, gutters added, semi-custom closets, no carpet in the bedrooms, an active termite bond, and MORE! Inquire for a full list of upgrades and features of the home. The oversized side yard provides ample space for pets and play. Carriage Pointe offers a gated entrance and amenities including a park, playground, and tennis courts, all just minutes from shopping, dining, and the 429 Expressway. The community is zoned for highly sought-after K–12 public schools with numerous private school options also nearby. Call today to schedule your private tour.

1826 Jean Marie Drive, Winter Garden

$495,000
3 Beds 2 Baths Summerlake SubDv. 34787 Zip Code
Out of town and do not want to miss this outstanding Winter Garden home, click the 3D online virtual tour. SELLER PROVIDES A 1 YEAR HOME WARRANTY AND PAYS 1 FULL YEAR OF HOA FEES WITH OPTIONAL FURNITURE and HOME DECOR INCLUDED!!! Make this adorably renovated, low maintenance, perfectly located home your number 1 priority to view now! Watch Disney fireworks from the leisure front porch while enjoying open green space in front of the property. Beautiful natural light and a well designed open layout with 3 bedrooms plus an additional office and separate laundry room. Gorgeous fresh design with 2 toned kitchen cabinetry and dark stone countertops give chic vacation vibes. Bathrooms have been upgraded creating a tranquil fresh space, the work has been done throughout the home. Off the covered back porch is a fully fenced modest backyard with artificial grass great for privacy. Sellers are offering a 1 year home warranty! All appliances are included and sellers will not be taking any furnishings, which will be offered separate from the sell of the property. The community maintains the exterior landscaping and irrigation system for you! This location has superb access to restaurants, shopping and Disney theme parks which is only 10 minutes from the property. The community offers a resort style pool, tennis courts, basketball courts, playground, fitness center, and fishing dock on a beautiful waterfront. Take this opportunity to maximize your lifestyle! Call to schedule your showing today.

8234 Gray Kingbird Dr, Winter Garden

$393,000
2 Beds 2 Baths Del Webb Oasis Ph 2 SubDv. 34787 Zip Code
This is a one-of-a-kind opportunity to own the most unique Ellenwood Villa in the entire community. Standing in a class of its own, this pristine, move-in-ready residence features two bedrooms, two bathrooms, and a versatile flex space perfect for a home office or den. The interior is defined by an elegant, sun-drenched open concept with soaring ceilings and strategically placed high-wall windows that invite glorious natural light without sacrificing an ounce of privacy. The heart of the home is a gourmet kitchen designed for the culinary enthusiast, boasting premium appointments such as 42” white soft-close cabinetry and luxe quartz countertops. Chef’s Essentials include high-end stainless steel appliances with gas cooking. The Entertainment Hub is a central prep island with seating that flows into a massive dining area—large enough to host 8 to 10 seated guests with room for a full-sized china cabinet or buffett. Plus there is a special Designer Gift for the lucky new owner! The living area comes complete with a custom-designed, modern reclining sofa specifically curated for this space! And, the SHOWSTOPPER is the Outdoor Living Reimagined! Step through the sliders into your own private sanctuary. This villa boasts a "crowning jewel" nearly 350 square feet of expanded, fully screened-in OUDOOR living space (over $20k+ improvement) featuring rich paver flooring and an oversized covered lanai. This oasis overlooks a premium, lush dedicated conservation area for added privacy. Whether you are gardening, dining al fresco, or enjoying sunset cocktails, the lack of rear neighbors ensures total tranquility. The primary suite serves as a peaceful escape, featuring a spa-inspired en-suite with a frameless glass shower, dual vanities, and a generous walk-in closet. Throughout the home, the blend of luxury and functionality is evident, from the secluded secondary bedroom to the thoughtfully appointed flex room. Located in an exclusive boutique community, life here feels like a permanent vacation. As part of the "Villas" collection, your exterior maintenance and groundskeeping are fully handled, allowing you to enjoy the ultra-low-maintenance Florida lifestyle. Clubhouse & Social Scene offers A vibrant calendar of events centered around a world-class amenity hub. Water Features include a Zero-entry resort pool with lap lanes, sun shelves, private cabanas, and a relaxing There are dedicated pickleball courts, a modern fitness center, and scenic walking trails with exercise stations. Enjoy nightly spectacular fireworks views right from the community grounds.Perfectly positioned near Florida’s world-famous theme parks, this one-of-a-kind gem offers exceptional value and a lifestyle that truly "doesn’t get better than this." Schedule your tour today—there isn't another one like it!

13615 Splashing Isla Drive, Winter Garden

$539,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale 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.*

16840 Hobe Sound Court, Winter Garden

$1,530,000
5 Beds 5 Baths Sanctuary/Twin Waters SubDv. 34787 Zip Code
GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.

16768 Sanctuary Drive, Winter Garden

$570,000
4 Beds 3 Baths Carriage Pointe A-I & L SubDv. 34787 Zip Code
GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!

1923 Jean Marie Drive, Winter Garden

$1,725,000
5 Beds 3 Baths Oakland Hills SubDv. 34787 Zip Code
Discover the pinnacle of custom-built luxury in Winter Garden with this spectacular 5-bedroom, 3-bathroom Modern Farmhouse, crafted by the esteemed Justice & Wood Builders. This home is situated within Oakland Hills, a truly exclusive enclave of just 17 homesites, offering a private and peaceful lifestyle while remaining mere moments from the energy of Historic Downtown Winter Garden. Set on a rare and expansive 0.47-acre lot, the property is graced by the majestic, moss-draped canopy of towering old oak trees, creating an idyllic, tranquil setting from the moment you arrive. Step inside to an airy, open-concept living space where natural light floods the wide-plank wood floors. The heart of the home is defined by dramatic cathedral ceilings, beautifully accentuated by rich, exposed timber ceiling beams. The kitchen is a masterful fusion of high design and functionality—a space that moves beyond standard "gourmet." It features premium shaker cabinetry, a massive center island finished in a striking blue-gray hue for contrast, and luxurious quartz countertops. Chefs will appreciate the professional stainless steel appliances, the deep farmhouse sink, and the dedicated natural gas range for precision cooking. The home's thoughtfully designed layout provides versatile living areas for every need. The three-car garage offers not just ample storage and parking, but the convenience of an EV adapter in the third bay, ready for your electric vehicle. Escape to the generous private bedrooms, the upstairs bedroom offers a flexible space that can easily serve as a dedicated home office, home gym, media room, or guest suite. This room comes with the significant advantage of both air-conditioned storage and a large walk-in attic, ensuring clutter-free living. Bathrooms feature clean lines, modern fixtures, and striking custom tilework. The dedicated laundry room is equally impressive, boasting extensive cabinetry, quartz counters, and an eye-catching patterned tile backsplash. The fully fenced backyard provides exceptional privacy for your personal resort. The stunning private pool and spa are surrounded by a spacious paver patio, complemented by a charming fire pit area, making this the ultimate space for both lavish entertaining and quiet relaxation. Crucially, this exceptional home is zoned for highly-rated schools offering excellent educational opportunities. The coveted location ensures you are only minutes from the vibrant, golf-cart-friendly atmosphere of Historic Downtown Winter Garden, with its acclaimed Farmers Market, Plant Street Market, unique boutiques, and fine dining. This is a rare opportunity to own a meticulously crafted, custom home in one of Winter Garden's most desirable and private communities--priced BELOW APPRAISED VALUE. Schedule your private showing today to experience this unparalleled lifestyle in Oakland Hills!

15210 E Oakland Avenue, Winter Garden

$690,000
3 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Not your typical golf-front home—this beautifully upgraded residence offers a rare combination of space, privacy, and thoughtful improvements throughout. Perfectly positioned on the 17th fairway, enjoy serene golf views from a large, covered, and private pool area featuring a 30x15 solar-heated pool, brick paver patio, built-in planter beds, new LED pool system and pump (2025), and tinted rear windows for added comfort. Inside, the home features 3 bedrooms plus a dedicated office, with luxury flooring throughout all living areas and bedrooms (excluding wet areas), crown molding throughout, plantation shutters, and updated lighting including pendant fixtures (2024). The primary suite is exceptionally spacious, offering a sitting area, tray ceiling, sliders to the pool, plantation shutters, a walk-in closet plus additional closet, and a fully updated spa-style bath (2025) with walk-in shower, dual vanities, and jet tub. The second bedroom is unusually large, featuring two windows, a walk-in closet, crown molding, and plantation shutters. The third bedroom and office continue the same high-end finishes, with the office highlighted by double doors and a large window. A remodeled cabana bath provides convenient pool access and includes an optional pet door feature. The kitchen is equipped with Whirlpool appliances (2022), a Bosch dishwasher, and opens seamlessly to the family room and dinette, both featuring remote-controlled shades and new draps (2025). The laundry room offers added cabinetry and new washer and dryer (2024). Additional upgrades include a tile roof (2024), 18-SEER HVAC system (2018), water heater (2019), epoxy-coated garage floor, attic stairs with storage, and an oversized two-car garage with sink, storage cabinets, and ceiling rack. This home is a standout—meticulously maintained, thoughtfully upgraded, and ideally situated for golf-front living with privacy and style. Enjoy all Stoneybrook West has to offer...Stoneybrook West is a guard gated golf community and waterfront to Black Lake. Residents quarterly HOA includes High-Speed Internet, Spectrum basic TV with one upgrade TV package, Fitness Center, Cable, Jr. Olympic Swimming Pool, Playground, Multipurpose Fields, Lighted Basketball and Tennis Courts, Inline Skating Rink, Pickleball Courts, Sand Volleyball, Private community Boat Ramp, and Discounted Golf on a Beautiful 18-hole Championship Golf Course! Stoneybrook is conveniently located to Major Highways, New Florida Hospital, Winter Garden Village Mall, Theme Parks & Orlando Int Airport.

2394 Baronsmede Court, Winter Garden

$510,000
3 Beds 3 Baths Walkers Grove SubDv. 34787 Zip Code
LIVE IN HISTORIC DOWNTOWN WINTER GARDEN just minutes from the weekly Winter Garden Farmers Market, Plant Street, Crooked Can Brewery, top-rated restaurants, bars, theater, and local shopping. Welcome to this luxury 3 bedroom / 2.5 bathroom townhome in the highly desired Walkers Grove community, featuring an open-concept layout and tons of natural light throughout. Pull into your paver driveway and step into a private foyer entry that opens to a spacious living and dining area with upgraded luxury vinyl plank flooring, modern ceiling fans, and updated fixtures. The kitchen is both stylish and functional with 42” wood cabinetry, granite countertops, stainless steel appliances, an eat-in space, and a built-in desk area perfect for working from home. From the dining room, triple sliding glass doors lead out to a large brick patio with low-maintenance turf and a fenced backyard area, ideal for entertaining, pets, or just enjoying Florida evenings. Upstairs you’ll find all three bedrooms plus a loft, along with a convenient second-floor laundry room. The oversized primary suite features a tray ceiling and a large walk-in closet, while the ensuite bath includes dual sinks, a separate shower, and a relaxing garden tub. Community perks include a resort-style pool and a playground, and you’re just steps from the West Orange Trail for biking, running, and weekend strolls. If you’ve been searching for a home that blends walkable downtown vibes with low-maintenance living, this one checks all the boxes.

814 Walkers Grove Lane, Winter Garden

$628,875
4 Beds 4 Baths Waterleigh Ph 1a SubDv. 34787 Zip Code
Offered for the first time by its original owners, this lovingly cared for Glendale floor plan showcases unforgettable sunset views across Lake Hickory Nut, enjoyed nightly from the welcoming front porch. Positioned in the highly desirable first phase of Waterleigh, the home offers immediate access to the community’s renowned amenities without the longer drives found deeper within the neighborhood, delivering an ideal blend of convenience and lifestyle. Exceptional curb appeal with a craftsman-inspired façade sets the tone, while the expansive front porch invites you inside to a thoughtfully designed layout that adapts effortlessly to a variety of living needs. The entry opens to a spacious great room where a wall of windows frames sparkling lake views and fills the home with natural Florida light. The kitchen is equally impressive, featuring abundant cabinetry, a large prep island perfect for gatherings, a closet pantry for added storage, and upgraded appliances that all convey. A generous downstairs bedroom overlooking the lake offers flexibility and is currently used as a home office. Upstairs, the living space continues with a sizable bonus room, a true ensuite bedroom with a large walk-in closet, and an oversized secondary bedroom, both capturing stunning lake views. The owner’s suite is a relaxing retreat with dual walk-in closets, separate vanities, a walk-in shower, and a soaking garden tub. An upstairs laundry room designed for everyday convenience includes the washer and dryer. Added features such as central vacuum and a whole-home water filtration system enhance comfort and functionality throughout. Ideally located just minutes from Disney, the 429 expressway, and the vibrant Hamlin retail and dining district, this home also benefits from proximity to highly rated public schools and several respected private campuses. Waterleigh residents enjoy two resort-style clubhouses, pools, fitness centers, sports courts, dog parks, mini golf, and miles of walking and biking trails, with lawn care included in the HOA for truly low-maintenance living. Combining an unbeatable location, a versatile and spacious floor plan, and lake views that simply cannot be replicated, this exceptional home represents outstanding value and is priced to sell. This is a rare opportunity to own a waterfront-view home in one of the area’s most sought-after communities.

8613 Bayview Crossing Drive, Winter Garden

$755,000
4 Beds 4 Baths Waterleigh Ph 2c-1 SubDv. 34787 Zip Code
Welcome to this beautifully upgraded single-family home nestled in the sought-after Waterleigh community of Winter Garden. Proudly owned by the original homeowners, this meticulously maintained property offers a spacious layout with thoughtful upgrades throughout. Enjoy peaceful pond views from the fully fenced-in backyard, complete with a screened-in lanai and extended paver patio — perfect for relaxing or entertaining. The first-floor primary suite is a true retreat, featuring wood-look tile, elegant tray ceilings, and a luxurious en-suite bathroom with dual vanities, upgraded mirrors and lighting, a standalone soaker tub, and a large walk-in shower. The heart of the home boasts a stunning kitchen with upgraded quartz countertops, stylish backsplash, large granite sink with upgraded faucet, pendant lighting to match the dining area fixture, double oven, butler’s pantry, and a custom drop-zone. The custom-built pantry shelves and cabinet add even more functionality. The cozy living room includes built-in surround sound, perfect for movie nights, while the adjacent office features eye-catching custom barn doors. Additional first-floor highlights include a mudroom area, under-stair storage, and a laundry room with added sink. Upstairs, you'll find a spacious loft with plush new carpet, built-in surround sound, three generous bedrooms — including one with a private en-suite, walk-in shower, and walk-in closet — and a guest bathroom with upgraded counters, dual sinks, and designer tile. Two of the guest bedrooms feature upgraded wood-look laminate flooring. Ceiling fans are thoughtfully installed throughout the home. The two-car garage offers added ceiling storage, while the community itself provides resort-style amenities including scenic water views, sidewalks, a clubhouse, community pool, volleyball courts, dog parks, and a convenient Publix at the entrance. Ideally located just minutes from Disney and a variety of restaurants and shops, this home offers both comfort and convenience with space for everyone to enjoy.

10170 Atwater Bay Drive, Winter Garden

$755,000
5 Beds 4 Baths Mcallister Lndg Ph 2 SubDv. 34787 Zip Code
This Winter Garden Solar home located in MCALLISTER LANDING is a stunning pool home with tons of upgrades. Gorgeous 5 bedroom and 3.5 baths, this home is perfect for families who want to enjoy a luxurious lifestyle without compromising on comfort. The home boasts a beautiful solar heated salt-water pool. Entertain family and friends at your private Tiki Bar by Paradise Grills with GS-32 Premium Grill*Stainless Refrigerator*Wine Refrigerator*Stainless Storage Door *Stainless Outlets*Stainless Bar Rail*TV for watching football games*Outdoor Marine Stereo with Speakers *Smart App Controlled LED Lighting with a value of $40,000. Stunning chef-style kitchen features large island for family gatherings, built-in oven, cook top, 42" cabinets, granite countertops, walk-in pantry and cafe overlooks pool. Large dining room*Private office*Large master suite is located on first floor and overlooks pool. Huge master bath includes soaking tub, separate shower, his and her vanities and huge walk-in closet. Large secondary bedrooms have walk-in closets. Upgrades include: plantation shutters throughout house, pool bath door added, fence, artificial turf in backyard, curbs around planters and luxury vinyl added to master bedroom, bedroom 5 and bonus room. Electricity bill's during the summer were $200 or less to cool this 3628 square foot home. Inside laundry room*Tons of storage*3 CAR Garage - Tandem. Large privacy fenced yard offers privacy. The community amenities include a lake side park, playground and dock by a serene conservation area for bird and animal watching on Lake Apopka. Historic downtown Winter Garden is just minutes away with the famous & best Farmers Market, West Orange Trail, shopping, restaurants, a brewery with Artisan kiosks, great community events and more. Hospitals, Churches, Schools and major highways: 408, 429 and the Turnpike are an easy short drive. Winter Garden is a fabulous place to be in Central Florida., and it's even in close proximity to the major theme parks throughout Central Florida! Ocoee High School has an "A" rating!

665 Brooks Field Drive, Winter Garden

$650,000
4 Beds 3 Baths Orchard Hills Ph 2 SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained Winter Garden home located in the highly sought-after Orchard Hills community. This spacious residence offers 4 bedrooms, 3 bathrooms, a large bonus room, and a desirable split floor plan, providing both comfort and functionality. The open-concept layout is perfect for everyday living and entertaining, centered around a gourmet kitchen featuring double ovens, cooktop, stainless steel appliances, quartz countertops, stylish backsplash, a large center island, and a generous pantry. The kitchen seamlessly opens to the living and dining areas, creating a bright and inviting space. The first-floor primary suite is a private retreat, complete with a large walk-in closet with custom built-ins, an oversized walk-in shower, and a dual-sink vanity. Additional bedrooms are well-sized, offering flexibility for guests, home office, or multigenerational living, while the bonus room adds extra space for entertainment or relaxation. Enjoy Florida living at its finest with a cozy covered front porch and rear oversized covered lanai with pavers and retractable screens. The fully fenced backyard features beautiful landscaping and numerous fruit trees—perfect for outdoor enjoyment year-round. Residents of Orchard Hills enjoy exceptional community amenities, including a resort-style pool, playground, dog park, clubhouse, and irrigation-reclaimed water. HOA also includes lawn care and exterior pest control. Plus, peace of mind comes with a 10-year structural builder warranty still in place. Orchard Hills is located close to the charming downtown Winter Garden, known for its dining, shopping, and cultural attractions. A+++ Schools!!! This home combines luxury, efficiency, and community living in one of Winter Garden’s most desirable neighborhoods—don’t miss this opportunity!

14525 Sabal Crest Way, Winter Garden

$2,075,000
5 Beds 5 Baths Avalon Cove SubDv. 34787 Zip Code
Under contract-accepting backup offers. This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!

9014 Morgana Court, Winter Garden

$1,350,000
4 Beds 5 Baths Canopy Oaks Ph 1 SubDv. 34787 Zip Code
The Sanibel model: a champion among estates. To own this residence is to inherit a legacy. Known locally as The Castle, this 4,713-square-foot Mediterranean masterpiece is not merely a home, it is a decorated champion. Having secured the SEBC Excel Award for Best Model in Florida and the Parade of Homes Award, this estate stands as a testament to architectural perfection. It offers a rare opportunity to acquire a pedigree property that balances status of a trophy home with intimate sanctuary of a primary residence. Grandeur at the threshold: The arrival experience is nothing short of cinematic. Framed by a classic Terra Cotta barrel tile roof and sweeping front balconies, the façade commands immediate respect. As you push open the imposing 8-foot arched wood double doors, the world behind you fades. You are greeted by a breathtaking foyer where an elegant wood staircase, adorned with custom decorative iron railings, spirals upward. Your gaze is instantly drawn through the home, past the volume ceilings and sun-drenched corridors, directly to the shimmering fountains and pool, establishing a seamless visual connection with the outdoors. Unrivaled entertaining: Designed for the host who refuses to compromise, the main level is a triumph of open-concept design. Whether hosting a grand gala or an intimate wine tasting, the flow is effortless. The culinary center, featuring natural gas cooking, anchors the great room, allowing conversations to drift naturally through 8-foot interior doors onto the expansive lanai. This is the epitome of Florida’s indoor-outdoor lifestyle, sophisticated, airy and undeniably impressive. With four bedrooms, each boasting private en-suite baths, every guest is treated to comfort of a five-star hotel. The crown jewel, the owner’s suite: The pièce de résistance, however, awaits upstairs. The owner's suite is not just a bedroom, it is an architectural event. Entry is granted through a jaw-dropping rotunda, a dramatic vestibule that signals you are entering a private realm of luxury. Under soaring ceilings, the suite expands into a sanctuary of solitude, complete with private balcony access that invites the morning breeze. It is a retreat worthy of the estate’s royal moniker. Experience the award-winning lifestyle of The Castle.

606 Canopy Estates Drive, Winter Garden

$680,000
4 Beds 2 Baths Lake Hancock Preserve SubDv. 34787 Zip Code
Upgraded 4-bedroom, 2-bath pool home nestled on a gorgeous conservation lot in the highly sought-after Hamlin area of Horizon West. This beautifully updated one-story home features fresh interior paint, brand-new AC, newer hot water heater, soundproof impact windows, all-new light fixtures, and stylish black and gold hardware throughout. The open-concept layout showcases 9’4” ceilings, no carpet, and a spacious gourmet kitchen overlooking the great room with 36-inch upper cabinets, crown molding, under-cabinet trim, a new hood, new cabinet pulls, and a nearly 12-foot granite island. The primary suite offers serene pool and conservation views, direct patio access, and a spa-like bath with dual vanities, soaking tub, walk-in shower, and walk-in closet. Two secondary bedrooms share a hall bath with a large vanity and shower, while the third bedroom features a walk-in closet. A dedicated office or 4th bedroom provides flexibility, along with additional hallway storage. Step outside to an expansive screened-in patio offering approximately 1,400 sq ft of outdoor living, complete with a custom 21’ x 33.5’ pool, two waterfalls, and a bubbler—perfect for entertaining or relaxing in your private nature oasis. With only one neighboring home, mature landscaping, and conservation views from multiple vantage points, this property offers exceptional privacy. HOA includes lawn maintenance and community amenities. Minutes from A-rated schools, Hamlin shopping and dining, luxury movie theaters, SR-429, historic downtown Winter Garden, and less than 10 minutes to Disney—with fireworks views from your porch or yard. Truly move-in ready and ideal for indoor/outdoor Florida living.

8013 Bowery Drive, Winter Garden

$265,000
2 Beds 2 Baths Southern Pines Condo SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. **Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this beautifully maintained 2-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for quick trips to the airport and theme parks. This second-floor residence offers peaceful views of community-owned wooded conservation and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. Recent upgrades provide peace of mind, including a heat pump HVAC replaced in November 2025 and a water heater replaced in January 2023, while plantation shutters enhance the living area and larger bedroom. Both bedrooms feature walk-in closets and private full bathrooms. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, kids' playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

316 Southern Pecan Circle Unit 206, Winter Garden

$1,500,000
6 Beds 5 Baths Oakland Park SubDv. 34787 Zip Code
Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.

1008 Tilden Oaks Trail, Oakland

$510,000
3 Beds 2 Baths Summerlake Pd Ph 2a & 2b SubDv. 34787 Zip Code
Welcome home to Porter Road in Horizon West, where everyday living feels like a vacation and magic fills the sky each night. This home is on a RARE prime CORNER lot, almost 1/3 of an acre. This one-story home is truly something special, offering three bedrooms and two baths with a move in ready interior designed for comfort, light, and effortless Florida living. Fresh interior paint, abundant natural light, and an open, airy layout set the tone, while the gas stove anchors a kitchen made for both everyday meals and memorable gatherings. As the sun sets, step outside and take in the nightly fireworks, a breathtaking reminder that you are living just minutes from the magic. This is more than a home; it is a lifestyle. Enjoy a sparkling resort style pool, scenic walking trails, playgrounds, and a zip line, all within a vibrant community setting. An A rated school located right in the neighborhood adds everyday convenience, while being just 15 minutes from Walt Disney World and all Disney attractions keeps the wonder close. Designed to embrace the beautiful Florida weather all year round, this magical home offers the perfect blend of relaxation, recreation, and location. The community is conveniently located to Disney World, Orange County National Golf Center, Downtown Historic Winter Garden, Shopping & Restaurants at Winter Garden Village, SR-429 SR-535, 408 and I-4. Opportunities like this are rare. This is where memories are made and the Florida dream truly comes alive. Schedule your showing today!

14932 Porter Road, Winter Garden

$473,000
4 Beds 3 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Under Construction. 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 by Pulte, 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, Trenton Burlap cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. 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 tile 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.

16304 Bright Leaf Road, Winter Garden

$625,000
4 Beds 3 Baths Orchard Hills Phase 1 SubDv. 34787 Zip Code
Welcome home to this immaculate, model-worthy one-story 4-bedroom, 3-bath single-family home offering 2,538 heated square feet in the highly sought-after Orchard Hills community of Winter Garden, FL, located in the desirable Horizons West area. This move-in-ready home features a true split floor plan, all on one level, with no rear neighbors and a PAID-OFF SOLAR PANEL SYSTEM, providing privacy, energy efficiency, and reduced utility costs from day one. Available now for a quick closing. The highly desirable MacArthur floor plan from Beazer is one of the builder’s most popular designs, offering a thoughtfully planned single-story layout with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept gourmet kitchen is a chef’s dream, featuring granite countertops, upgraded stainless-steel appliances, abundant cabinetry, and a large center island, all overlooking the spacious family room—perfect for everyday living and entertaining. Tile flooring flows throughout the main living areas, enhancing both style and durability. The expansive primary suite serves as a private retreat and easily accommodates large furnishings. The luxury owner’s bath includes dual vanities, a separate soaking tub and walk-in shower, and a large walk-in closet with built-in shelving. Three additional well-sized bedrooms are thoughtfully positioned on the opposite side of the home, offering privacy and flexibility for family members, guests, or a home office. Enjoy Florida living year-round on the covered, screened lanai, perfect for outdoor entertaining, weekend BBQs, or quiet evenings. Residents of Orchard Hills enjoy top-rated Winter Garden schools and exceptional resort-style amenities, including a community pool, clubhouse, fitness center, recreation room, playground, and dog park. The HOA includes lawn care and maintenance, making this an ideal low-maintenance, single-story home. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, Disney and Orlando attractions, Orlando International Airport, and downtown Orlando—with Florida’s beautiful beaches just about an hour away.

4360 Old Sycamore, Winter Garden

$2,775,000
5 Beds 6 Baths Signature Lakes, Independence SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Independence ** Rare 1.39-acre LAKEFRONT cul-de-sac pie-shaped lot with 300 feet of Lake Hancock frontage ** Truly exceptional outdoor living with a heated resort-style pool and spa, LED lighting, swim-out bar, outdoor kitchen, and incredible views of Disney fireworks ** 320sf trex dock extends to a covered boathouse with water, electric, boat lift and double jet ski lift ** Stunning 2019 custom home by Sorenson Construction offers exceptional craftsmanship and breathtaking lake views and Disney firework views ** Interior highlights include 30’ soaring atrium ceilings with wood beams and Velux skylights, a striking double-sided precast travertine fireplace, wood flooring in main living areas, solid wood cabinetry, 9’ solid wood doors, crown molding, and custom closet systems throughout ** The French Provincial chef’s kitchen features stone countertops, farmhouse sink, expansive mahogany island with gas cooktop, Monogram Advantium appliances, and a light-filled breakfast area overlooking the lake. The family room showcases tongue-and-groove beam ceiling, built-ins, and triple sliding glass doors opening to the outdoor living space ** Entertainment spaces include a tiered theatre/media room with screen, speakers and equipment included, plus a game room with lake views and access to the 3-tier patio. A first-floor guest/in-law suite with private entrance provides added flexibility ** Upstairs, the primary suite offers a tray ceiling, Juliet balcony with retractable screen, and spectacular lake views, along with a luxurious bath featuring a round soaking tub, glass shower with designer tile, and custom walk-in closet. A second-floor library/office with French doors and shared wet bar connects to the primary suite. Additional features include Anderson windows, 4.5-car garage with epoxy floors and custom storage, EV charger, whole-home water softeners, reverse osmosis, HVAC UV light and dehumidifier ** Located in the sought-after Independence community with low HOA fees including cable and internet, plus community pools, parks, playgrounds, 2 clubhouses, community events, 10' biking/walk path and +/-2 miles from the 429 entrance and great newer stores, restaurants and businesses ** Buyer to verify square footage-All rm measuremts approx from Builders flr plan. All of these convey - Bookcases in den/library, TV on back patio, TV in great rm, murphy bed 1st flr bdrm, pool table, refrig in garage, wine refrig, media equipment.

6621 Point Hancock Drive, Winter Garden

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