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2108 Tillman Avenue, Winter Garden
$820,000
5 Beds ⋅ 4 Baths ⋅ O6437773 MLS
Welcome home to 2108 Tillman Avenue, a beautifully maintained Mediterranean-style pool home located in the sought-after gated community of Bronson’s Landing in Winter Garden. Offering five bedrooms plus a dedicated office, four full bathrooms, a three-car garage, and an incredibly versatile floor plan, this move-in-ready home combines generous living space with the relaxed Florida lifestyle. From the moment you arrive, the home makes an inviting impression with its paver driveway, mature landscaping, and classic barrel-tile roof. Inside, you’ll find a bright and spacious interior featuring brand-new carpet, plantation shutters, crown molding, bamboo flooring throughout the main living areas, and multiple spaces designed for both everyday living and entertaining. The home also features surround sound throughout both the interior and outdoor living areas, creating the perfect atmosphere for entertaining inside or by the pool. The kitchen is truly the heart of the home, offering abundant cabinetry and counter space, a center island, breakfast bar, stainless steel appliances, and an adjoining breakfast nook overlooking the pool and lanai. The expansive family room flows seamlessly from the kitchen and opens through French doors to the outdoor living area, creating an ideal setup for entertaining. The spacious primary suite is conveniently located on the first floor and features a recessed ceiling, two large walk-in closets, and French doors providing direct access to the pool. The ensuite bath includes dual vanities, a garden tub, walk-in shower, and private water closet. Additional first-floor bedrooms provide excellent flexibility for family and guests, while the dedicated office is perfect for working from home.Upstairs, additional living space offers even more versatility and can easily serve as a guest suite, media room, game room, fitness area, playroom, or second family room.Step outside and enjoy your own private Florida retreat. The fully fenced backyard features a screened-in pool with waterfall, tropical landscaping, and a spacious covered paver lanai with plenty of room for outdoor dining, entertaining, or simply relaxing by the pool. Additional improvements include BOTH HVAC SYSTEMS REPLACED IN 2020 and a NEW WATER HEATER IN 2024, providing added peace of mind. The oversized three-car garage offers excellent space for vehicles, storage, and more.Bronson’s Landing offers the privacy of a gated community while placing you just minutes from Winter Garden Village, shopping, restaurants, medical facilities, highly regarded area schools, and convenient access to SR-429 and Florida’s Turnpike. Historic Downtown Winter Garden and Plant Street, Walt Disney World, and Downtown Orlando are all within easy reach. With five bedrooms plus an office, four full baths, a screened private pool, three-car garage, major mechanical updates, and an outstanding Winter Garden location, 2108 Tillman Avenue offers the space, flexibility, and lifestyle today’s buyers are looking for. Come experience everything this exceptional home has to offer.

2108 Tillman Avenue, Winter Garden

1312 Corsino St, Winter Garden
$435,000
3 Beds ⋅ 2 Baths ⋅ O6433388 MLS
Set on a quiet cul-de-sac near the heart of Winter Garden, this updated single-story home pairs an easy, open layout with an unusually spacious backyard. Inside, 3 bedrooms and 2 bathrooms are arranged across 1,307 square feet, with vaulted ceilings and ceramic tile connecting the kitchen, dining area, and living room. The refreshed kitchen features white cabinetry, quartz countertops, a glossy subway-style backsplash, a deep undermount sink with a pull-down faucet, modern lighting, and a peninsula with breakfast-bar seating. Sliding glass doors extend the living space directly to the backyard. The primary suite offers tile flooring, a feature wall, private patio access, an en-suite bath, and a true walk-in closet. Two additional bedrooms and a second full bath provide flexible space for guests, an office, or everyday living. Fresh interior paint, updated light fixtures, ceiling fans, and a functional split-bedroom design complete the interior. Outside, the fully fenced 0.23-acre lot is a standout. A roofed pergola creates a generous shaded patio and room for outdoor dining and lounging. Beyond it, the broad lawn leads to a defined circular firepit area and a 10-by-20 storage shed, with ample open space for recreation, gardening, and outdoor hobbies. Aerial views highlight the depth and usability of the yard, while the attached two-car garage adds everyday storage and convenience. With no HOA and no CDD, the property offers flexibility in an established neighborhood close to the West Orange Trail, local parks, Lake Apopka, and the shops, dining, Plant Street Market, and brewery district of downtown Winter Garden. Enjoy an evening downtown, a weekend bike ride, or a relaxed night around the backyard firepit, all from a well-located home with room to make it your own.

1312 Corsino St, Winter Garden

14268 Braemar Street, Winter Garden
$485,000
4 Beds ⋅ 3 Baths ⋅ S5153509 MLS
Welcome to this exceptional 2023-built home in the desirable Highland Ridge community. Offering 2,070 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath residence stands out as one of the last homes in the community where buyers were able to personalize their design selections before construction—making it truly unique compared to the builder's later spec homes. The bright, open-concept main floor is designed for both comfortable everyday living and effortless entertaining. At the heart of the home is a beautifully upgraded kitchen featuring premium finishes, including a sleek built-in electric cooktop, and upgraded stainless steel sink and spot-resistant faucet. Upstairs, you'll find all four bedrooms, including a spacious primary suite, along with a conveniently located laundry room and a versatile loft that can be used as a home office, playroom, media room, or reading nook. Beyond its beautiful finishes, this home is equipped with an upgraded Tech Complete smart home package, featuring enhanced CAT6 wiring with speeds up to 10 GB/s, a Wi-Fi-friendly smart panel, additional TV and data connections throughout the home, and in-wall wiring for easy wall-mounted televisions in the great room and primary suite—providing the connectivity today's homeowners expect and the infrastructure to support future technology. Conveniently located just minutes from Walt Disney World, Flamingo Crossings, Horizon West, Hamlin Town Center, shopping, dining, and major roadways including SR-429, this home offers the perfect combination of modern living and everyday convenience. With its premium upgrades, customized design selections, and like-new condition, this move-in-ready home is a rare opportunity you won't want to miss.

14268 Braemar Street, Winter Garden

811 Civitas Way, Winter Garden
$2,040,000
4 Beds ⋅ 5 Baths ⋅ O6403760 MLS
Price Improvement!!! Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.

811 Civitas Way, Winter Garden

6375 Wild Persimmon Way, Winter Garden
$695,416
4 Beds ⋅ 3 Baths ⋅ G5106743 MLS
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6375 Wild Persimmon Way, Winter Garden

15819 Gem View Street, Winter Garden
$405,000
2 Beds ⋅ 2 Baths ⋅ O6434476 MLS
Minutes from Walt Disney World | Resort-Style 55+ Living | Low-Maintenance Villa | Located in guard-gated Del Webb Oasis, this beautifully upgraded Ellenwood villa has been used only as a personal vacation residence and offers an exceptional combination of location, condition, and carefree living. Exterior maintenance is handled through the community, leaving more time to enjoy the extensive resort-style amenities or nearby Walt Disney World. Inside, 10-foot ceilings, 8-foot doors, abundant windows, luxury vinyl plank flooring, porcelain tile baths, upgraded lighting and fixtures, and extensive recessed LED lighting create a bright, polished interior. The white kitchen features 42-inch soft-close shaker style cabinetry, quartz countertops, subway tile backsplash, and a gas range. The primary bath offers a glass-enclosed step-in shower. A covered paver lanai includes gas and water connections for a future summer kitchen. Additional features include a Nest thermostat, tankless water heater, gutters, paver driveway, and two-car garage. Del Webb Oasis is a guard-gated 55+ community with a clubhouse, resort-style pool, fitness and recreation amenities, and an active lifestyle just minutes from Disney, shopping, dining, and entertainment. No CDD Fees.

15819 Gem View Street, Winter Garden

226 Hammock Preserve Loop, Winter Garden
$865,000
4 Beds ⋅ 3 Baths ⋅ G5117627 MLS
A rare opportunity in highly sought-after Oakland Park—this beautifully furnished, turnkey home offers **4 spacious bedrooms, 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, extended family, or an in-law arrangement**, plus the exceptional Winter Garden lifestyle buyers are looking for. Tall ceilings, 8-foot doors, elegant architectural details, high-end décor, and thoughtfully designed living spaces create an elevated yet comfortable feel throughout. (If the buyer prefers not to keep the furniture and furnishings, they can be excluded from the sale.) The showpiece kitchen is truly the heart of the home, featuring premium quartz countertops, a 5-burner gas range, stainless steel hood, striking designer backsplash, and spacious walk-in pantry. The spa-inspired primary suite offers an expansive private bathroom and generous walk-in closet, creating the perfect retreat. And for a little extra personality, the home even has its very own “Harry Potter” closet! Enjoy Florida living from the inviting screened front porch, complete with a porch swing perfect for morning coffee, an afternoon book, or relaxing at the end of the day. The back patio and fenced yard provide another comfortable setting for entertaining, outdoor dining, or simply enjoying the beautiful Florida weather. An expansive 3-car garage offers exceptional space and storage. Offered fully furnished with beautiful, high-end furnishings and décor, this home is truly turnkey—just bring your suitcase and start enjoying the lifestyle. Located near highly regarded schools and just moments from the West Orange Trail, walk, bike, take your golf cart, or drive to charming Downtown Winter Garden, the Farmers Market, restaurants, shopping, and entertainment. Move in before the holidays and experience everything this incredible community has to offer, including festive neighborhood traditions and upcoming celebrations such as the golf cart parade, fall festival, and more. An exceptional opportunity to own a remarkably equipped home in one of the area’s most desirable communities at an amazing value.

226 Hammock Preserve Loop, Winter Garden

427 Winter Grove Boulevard, Winter Garden
$865,260
5 Beds ⋅ 4 Baths ⋅ O6432502 MLS
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 intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead White stacked cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring pre-plumbing for an outdoor kitchen to enhance indoor-outdoor living, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed brushed nickel plumbing fixtures and hardware, comfort height toilets, Whirlpool washer and dryer, 2” faux wood blinds, and wood treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, and LED down lights 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. Schedule a tour today!

427 Winter Grove Boulevard, Winter Garden

14038 Jomatt Loop, Winter Garden
$965,000
4 Beds ⋅ 4 Baths ⋅ O6431840 MLS
Welcome to 14038 Jomatt Loop. This home offers a stunning two-story foyer that creates an unforgettable first impression.  At the heart of the home is a beautifully designed kitchen featuring extended custom cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, blending style and practicality for the modern home chef. -perfectly intended for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility in addition to an impressive media room, dedicated office/fitness space, or could easily accommodate as a fifth bedroom. The first-floor primary suite impresses with generous layout, extended sitting area, spa like bath, and walk-in closet, creating a serene retreat. Additional bedrooms are well sized and thoughtfully positioned for privacy. Step outside to your own private retreat featuring a sparkling saltwater pool and sundeck, with heater and expansive brick paver deck, lush landscaping, extended lanai and plenty of room for entertaining or simply relaxing under the Florida sun. Located in a desirable community near top-rated schools, shopping, dining, and major highways, this home delivers space, lifestyle, and convenience todays buyers are seeking. Move-in ready, beautifully maintained, and offering rare square footage-this Winter Garden Gem is prepared to welcome its next owners.

14038 Jomatt Loop, Winter Garden

10607 Words Drive, Winter Garden
$410,000
4 Beds ⋅ 3 Baths ⋅ O6428851 MLS ⋅ 10607 BLDG.
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Storey Grove community of Winter Garden. Thoughtfully designed with the primary suite on the first floor, this home offers the perfect blend of comfort and functionality. Inside, you'll find an open living and dining room combination, a convenient first-floor half bath, and a spacious kitchen featuring white cabinetry, a large 42-inch island, stylish pendant lighting, a pantry, and plenty of workspace for cooking and entertaining. The first-floor primary suite includes a walk-in closet and an en-suite bath with dual sinks, and a walk-in shower. Upstairs, a versatile loft with built-in cabinetry provides the perfect space for a media room, home office, or play area. All three secondary bedrooms are generously sized, with two featuring walk-in closets, while the fourth bedroom, currently used as a den, includes a standard closet and can easily serve as a bedroom. The upstairs bathroom offers a tub/shower combination, single vanity, and linen closet. Step outside to enjoy the pavered patio overlooking the fully fenced backyard and walkway to garage—ideal for relaxing or entertaining. Additional features include garage storage racks that convey with the home and an A/C system equipped with a UV light for enhanced indoor air quality. Located in the sought-after Storey Grove community, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style swimming pool, splash pad, playgrounds, walking trails, and tennis courts, all with convenient access to Hamlin Town Center, Horizon West shopping and dining, major roadways, and top-rated Orange County schools. This move-in ready home offers the perfect opportunity to enjoy the sought-after Winter Garden lifestyle.

10607 Words Drive, Winter Garden

434 Valley View Drive, Winter Garden
$939,000
3 Beds ⋅ 3 Baths ⋅ O6425087 MLS
Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.

434 Valley View Drive, Winter Garden

15680 Orange Harvest Loop, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ 1081686 MLS
Welcome to your own private retreat, where every day feels like a vacation. Nestled within a gated community with no direct rear neighbors, providing added privacy and open space behind the home, this beautifully maintained 3-bedroom, 2.5-bath townhouse, built in 2016, offers over 2,200 square feet of thoughtfully designed living space, a spacious 2-car garage, and premium upgrades throughout. The monthly HOA fee of just $366 provides exceptional value while supporting the community's outstanding amenities and low-maintenance lifestyle. This exceptional home features a whole-house water filtration system, durable epoxy-coated garage floors, and double-pane, hurricane-impact tinted windows that provide enhanced energy efficiency, comfort, storm protection, and added privacy. From the moment you step inside, you'll feel right at home. The open-concept floor plan is warm and inviting, creating the perfect setting for everyday living and unforgettable gatherings. The modern kitchen flows effortlessly into the spacious living and dining areas, making it easy to stay connected with family and friends. Step outside to your private covered lanai, where you can enjoy your morning coffee, unwind after a long day, and relax in the privacy of your backyard with no direct rear neighbors--the perfect setting for peaceful mornings, quiet evenings, and enjoying the beauty of nature. Upstairs, a generous loft provides the flexibility today's homeowners desire. Whether you envision a cozy media room, productive home office, children's playroom, fitness area, or a second family room, this versatile space easily adapts to your lifestyle. Beyond your front door, you'll discover a community designed for relaxation and recreation. Residents enjoy resort-style amenities, including a sparkling swimming pool, an elegant clubhouse, scenic walking trails, a private boat dock with beautiful water views, and a family-friendly park with open green spaces perfect for picnics, outdoor activities, and creating lasting memories. Perfectly located, this home offers the ideal blend of convenience, privacy, and low-maintenance living. Families will appreciate the proximity to Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. You'll also be just minutes from healthcare facilities, Publix, shopping, dining, entertainment, and major highways, making commuting throughout Central Florida quick and convenient. Whether you're searching for your first home, upgrading your lifestyle, or looking for the perfect low-maintenance retreat, this home offers more than just beautiful living space--it offers comfort, quality, and a place where lasting memories are made. Move in with confidence and enjoy the perfect combination of modern upgrades, resort-style amenities, and a prime location. Schedule your private showing today and discover why this exceptional home is the perfect place to begin your next chapter.

15680 Orange Harvest Loop, Winter Garden

15680 Orange Harvest Loop, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ O6422130 MLS ⋅ 15680 BLDG.
Welcome to your own private retreat, where every day feels like a vacation. Nestled within a gated community with no direct rear neighbors, providing added privacy and open space behind the home, this beautifully maintained 3-bedroom, 2.5-bath townhouse, built in 2016, offers over 2,200 square feet of thoughtfully designed living space, a spacious 2-car garage, and premium upgrades throughout. The monthly HOA fee of just $366 provides exceptional value while supporting the community's outstanding amenities and low-maintenance lifestyle. This exceptional home features a whole-house water filtration system, durable epoxy-coated garage floors, and double-pane, hurricane-impact tinted windows that provide enhanced energy efficiency, comfort, storm protection, and added privacy. From the moment you step inside, you'll feel right at home. The open-concept floor plan is warm and inviting, creating the perfect setting for everyday living and unforgettable gatherings. The modern kitchen flows effortlessly into the spacious living and dining areas, making it easy to stay connected with family and friends. Step outside to your private covered lanai, where you can enjoy your morning coffee, unwind after a long day, and relax in the privacy of your backyard with no direct rear neighbors—the perfect setting for peaceful mornings, quiet evenings, and enjoying the beauty of nature. Upstairs, a generous loft provides the flexibility today's homeowners desire. Whether you envision a cozy media room, productive home office, children's playroom, fitness area, or a second family room, this versatile space easily adapts to your lifestyle. Beyond your front door, you'll discover a community designed for relaxation and recreation. Residents enjoy resort-style amenities, including a sparkling swimming pool, an elegant clubhouse, scenic walking trails, a private boat dock with beautiful water views, and a family-friendly park with open green spaces perfect for picnics, outdoor activities, and creating lasting memories. Perfectly located, this home offers the ideal blend of convenience, privacy, and low-maintenance living. Families will appreciate the proximity to Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. You'll also be just minutes from healthcare facilities, Publix, shopping, dining, entertainment, and major highways, making commuting throughout Central Florida quick and convenient. Whether you're searching for your first home, upgrading your lifestyle, or looking for the perfect low-maintenance retreat, this home offers more than just beautiful living space—it offers comfort, quality, and a place where lasting memories are made. Move in with confidence and enjoy the perfect combination of modern upgrades, resort-style amenities, and a prime location. Schedule your private showing today and discover why this exceptional home is the perfect place to begin your next chapter.

15680 Orange Harvest Loop, Winter Garden

14629 Bahama Swallow Boulevard, Winter Garden
$461,000
3 Beds ⋅ 2 Baths ⋅ O6421797 MLS
Virtually Staged. BRAND NEW ROOF! This 3-bedroom, 2-bathroom home features open concept design that connects the main spaces into one flowing layout. The primary suite is located upstairs, and a loft bonus room provides flexible space for a home office or guest retreat. The property combines practical design with convenient access to shopping, dining, and recreation throughout the Winter Garden area. The gourmet kitchen showcases stainless steel appliances and a custom tile backsplash, with solid surface countertops providing durable workspace. Luxury vinyl plank flooring runs through the formal dining area and open-concept great room, while ceramic tile anchors the foyer entryway and kitchen. The primary bedroom features carpet, as do the upstairs bedrooms, loft area, and second floor hallway. Sliding glass patio doors open the interior spaces to outdoor areas, bringing in natural light and creating visual connection to the exterior. The primary bathroom includes dual sinks for convenience, with ceramic tile flooring throughout. A laundry room with storage keeps essentials organized and accessible. The covered lanai extends outdoor enjoyment with shade and shelter, while the fenced backyard provides privacy and security. A covered front porch welcomes visitors at the entry. The architectural shingle roof protects the home, and a smart thermostat manages energy efficiency. The secluded patio offers a quiet retreat, and on clear evenings, you can catch distant Disney fireworks from the property. The community resort-style pool provides year-round recreation and social opportunities for residents. Hamlin Town Center shopping is nearby for everyday needs, while Horizon West Town Center offers expanded retail and dining options. Cinepolis Luxury Cinemas and Publix Super Market are within convenient reach. Golf enthusiasts will appreciate proximity to Orange County National Golf Center. Contact us to schedule a showing and explore this home's location and lifestyle benefits. Seller will entrain offers 5 days after list date.

14629 Bahama Swallow Boulevard, Winter Garden

11043 Jackson Cove, Winter Garden
$620,000
4 Beds ⋅ 3 Baths ⋅ O6420371 MLS
Located in the sought-after community of Waterleigh, Welcome Home to this freshly upgraded four-bedroom, three bath residence. Step through the front door and you will find its turn key. Built in 2023, this like-new residence offers over 2,000 square feet of thoughtfully designed living space with an open-concept floor plan perfect for both everyday living and entertaining. Inside you will discover a bright and open floor plan, the spacious living area flows seamlessly into the dining space and kitchen, creating a warm and inviting atmosphere. The kitchen features upgraded cabinetry and modern stainless steel appliances. The private primary suite offers a generous walk-in closet and a beautifully appointed en-suite bathroom designed for comfort and functionality. Three additional bedrooms provide flexibility for guests, a home office, or growing family needs, while the additional baths are thoughtfully designed for convenience. Enjoy Florida’s sunshine year-round in the backyard that is deal for barbecues, gardening, or simply unwinding after a long day. With a two-car garage and plenty of storage throughout, this home checks all the boxes. Located in the amenity-rich Waterleigh community offering resort-style pools, walking trails, playgrounds, fitness centers, and scenic green spaces, all just minutes from shopping, dining, top-rated schools, and convenient access to major highways, theme parks, and everything Orlando has to offer. This is an incredible opportunity to own a home in one of Central Florida’s most promising communities. Schedule your tour today, and welcome to your New Home!

11043 Jackson Cove, Winter Garden

6376 Wild Persimmon Way, Winter Garden
$1,024,634
6 Beds ⋅ 4 Baths ⋅ G5108436 MLS
Virtually Staged. Pre-Construction. To be built. ARLINGTON bonus. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

6376 Wild Persimmon Way, Winter Garden

14767 Field Daisy Drive, Winter Garden
$656,392
4 Beds ⋅ 4 Baths ⋅ J1006158 MLS
**BRAND-NEW CONSTRUCTION IN THE DESIRABLE HARVEST AT OVATION COMMUNITY!** Welcome to this beautifully designed Taylor Morrison home in Winter Garden, offering the perfect combination of modern comfort, functionality, and contemporary style. Built in 2026, this spacious two-story residence features 4 bedrooms, 3 full bathrooms, 1 half bathroom, and 2,428 square feet of thoughtfully designed living space. The home's contemporary architecture, inviting covered entry, and charming balcony create an impressive first impression. Inside, enjoy a versatile floor plan designed to accommodate everyday living and entertaining, with a combination of tile, carpet, and vinyl flooring. The home also features central heating and cooling, a two-car garage, and a generously sized 7,080-square-foot lot. Located in Harvest at Ovation, this property offers convenient access to major roadways, shopping, dining, entertainment, and the many attractions that make the Winter Garden area such a desirable place to call home.

14767 Field Daisy Drive, Winter Garden

148 Roper Drive, Winter Garden
$775,000
3 Beds ⋅ 2 Baths ⋅ O6435330 MLS
Virtually Staged. Prime North Winter Garden Location with Lake Apopka Views! This solidly built block home offers an ideal combination of location, updates, flexible outdoor living, and unique extras. Enjoy views of Lake Apopka and Bradford Park, while being just a quick golf cart ride from the shops, restaurants, and entertainment of Downtown Winter Garden. The home has been thoughtfully updated, including a new metal roof (December 2025), new 150-amp electrical service panel (2021), new water heater (January 2026), and windows approximately three years old. The spacious 2.5-car garage features a brand-new EV charger and dedicated golf cart parking. One of the property's standout features is the detached workshop, complete with electricity and water, a 50-amp RV hookup, and sewer access—offering an excellent starting point for a potential casita/ADU with some modifications. The backyard is designed for both entertaining and future possibilities. Electrical has been strategically installed to accommodate a future swimming pool, if desired. Two separate screened rooms provide distinct private and entertaining spaces, with a thoughtfully designed barbecue area conveniently located between them. The primary bedroom enjoys its own private screened room—perfect for morning coffee or relaxing at the end of the day. Inside, the open floor plan features a comfortable living room with built-ins, a centrally located kitchen with breakfast nook, and a convenient indoor laundry room. The spacious primary suite includes a renovated bathroom and private access to the backyard. All of this in a highly desirable North Winter Garden location, just a few blocks from Downtown Winter Garden. Take your golf cart to the award-winning farmers market, Plant Street Market, Garden Theatre, splash pad, shopping, dining, and entertainment. A rare opportunity to enjoy the best of Winter Garden living with space, flexibility, and outstanding potential!

148 Roper Drive, Winter Garden

6051 Flowering Cherry Bend, Winter Garden
$697,000
4 Beds ⋅ 3 Baths ⋅ G5113741 MLS
Virtually Staged. Under Construction. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6051 Flowering Cherry Bend, Winter Garden

1372 Roxy Lane, Winter Garden
$511,500
4 Beds ⋅ 3 Baths ⋅ O6437028 MLS
Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home sits on a desirable CORNER LOT and offers an open-concept floor plan with a great blend of functionality and living space. The first floor features a spacious great room with a custom shiplap accent wall and private in-wall electric fireplace, creating a comfortable space to relax or entertain. The great room flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom currently being used as an office, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1372 Roxy Lane, Winter Garden

14567 Cedar Hill Drive, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ O6430207 MLS
HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been there? NOW IT IS! This stunning 5-bedroom, 4-bath home offers an exceptional combination of SPACE, LUXURY, PRIVACY & FUNCTIONALITY, beautifully situated on a FENCED CONSERVATION LOT with NO REAR NEIGHBORS and FRESH SOD in the backyard. STORAGE GALORE! With GENEROUS CLOSETS, WALK-IN STORAGE, AN OVERSIZED WALK-IN PANTRY, and thoughtful storage throughout, this home truly has it all. METICULOUSLY MAINTAINED AND USED AS A VACATION HOME, the property has been kept in PRISTINE CONDITION. The OPEN-CONCEPT FLOOR PLAN features WOOD-LOOK TILE THROUGHOUT THE MAIN LEVEL, TRAY & COFFERED CEILINGS, CUSTOM BUILT-INS, NEW FIXTURES, and abundant natural light. The GOURMET KITCHEN offers 42-INCH CABINETRY, GRANITE COUNTERTOPS, DOUBLE WALL OVENS, COOKTOP, STAINLESS-STEEL APPLIANCES, LARGE ISLAND, and an OVERSIZED WALK-IN PANTRY with abundant cabinet and counter space, all overlooking the spacious family room. The FIRST-FLOOR PRIMARY SUITE is a true retreat with a SITTING AREA, DUAL WALK-IN CLOSETS, and SPA-INSPIRED PRIMARY BATH featuring a double-sink granite vanity, garden tub, and separate shower. The primary closet is CUSTOM DESIGNED BY CALIFORNIA CLOSETS for exceptional organization. Upstairs features FOUR ADDITIONAL SPACIOUS BEDROOMS, EACH WITH A WALK-IN CLOSET, plus a LOFT/ GAME ROOM, DEDICATED MEDIA/THEATER ROOM, and multiple bonus spaces perfect for a HOME OFFICE, MOVIE NIGHTS, GAME DAYS, OR GUESTS. A JACK-AND-JILL BATHROOM WITH SEPARATE VANITIES adds convenience. Step outside to your PRIVATE BACKYARD OASIS featuring a BEAUTIFUL HEATED SALTWATER POOL & SPA, COMPLETED IN 2025, creating the perfect setting for relaxing and entertaining. The POOL PUMP and HVAC WERE UPGRADED IN 2025 to a variable-speed, high-efficiency system for enhanced performance and energy efficiency. INTEGRATED POOL LIGHTING within the screen enclosure creates the perfect evening ambiance. The SCREEN-ENCLOSED REAR PATIO WITH BRICK PAVERS overlooks the peaceful conservation area, providing exceptional privacy. Additional highlights include STONE ELEVATION, COVERED FRONT PORCH, FRESHLY EPOXIED TANDEM 3-CAR GARAGE FLOOR, TESLA CHARGER STATION, ALARM SYSTEM, POOL SAFETY GATE, and NO DIRECT REAR NEIGHBORS. WATER FILTRATION & EXTRAS INCLUDED! The CULLIGAN WATER SYSTEM, WHOLE-HOUSE FILTRATION SYSTEM, WATER SOFTENER, AND REVERSE OSMOSIS DRINKING WATER SYSTEM all stay with the home. Plus, the POOL TABLE IS INCLUDED with the purchase. Enjoy RESORT-STYLE COMMUNITY AMENITIES, including a clubhouse with fitness center and monthly activities, RESORT-STYLE POOL, PLAYGROUNDS & DOG PARK, with MONTHLY HOA FEE INCLUDING LAWN CARE. Ideally located minutes from HORIZON WEST RESTAURANTS & SHOPPING, CINÉPOLIS LUXURY DINE-IN MOVIE THEATERS, CRAFT & FARMERS MARKETS, WINTER GARDEN VILLAGE & DISNEY, with easy access to SR 429, FLORIDA’S TURNPIKE, SR 408 & DOWNTOWN ORLANDO. TOP-RATED SCHOOLS add even more appeal to this incredible location.

14567 Cedar Hill Drive, Winter Garden

2766 Bobcat Chase Boulevard, Winter Garden
$475,000
3 Beds ⋅ 3 Baths ⋅ O6427751 MLS
Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!

2766 Bobcat Chase Boulevard, Winter Garden

13624 Larsen Lane, Winter Garden
$870,000
5 Beds ⋅ 4 Baths ⋅ O6425287 MLS
Welcome to this beautifully designed 5-bedroom, 4-bath home located in a gated Winter Garden community, offering an exceptional blend of elegant finishes, functional living spaces, and resort-style outdoor living. With soaring ceilings and an inviting open entry, this home is filled with architectural details including crown molding, coffered and tray ceilings that add character throughout. Designed for both everyday living and entertaining, the thoughtfully crafted floor plan offers formal living and dining areas while maintaining an open flow between the kitchen and family room. Tile flooring extends through the main living areas and luxury vinyl in the primary suite and entire upstairs, providing both style and durability. The spacious kitchen serves as the heart of the home with granite countertops, abundant cabinetry, generous counter space, bar seating, a separate dinette, and seamless views into the family room. Expansive pocket sliding glass doors create a true indoor-outdoor living experience, opening the family room to the covered lanai and pool area—perfect for entertaining family and friends. The first-floor primary suite is a private retreat featuring abundant natural light, direct access to the lanai, dual walk-in closets, separate vanities, a walk-in shower, and a relaxing soaking tub. A dedicated office with built-in shelving and closet space provides an ideal work-from-home setup. Two additional bedrooms and bathrooms are also located downstairs, including a private en-suite with direct access to the pool. Upstairs offers exceptional flexibility with a spacious loft that can serve as a second living area, game room, or playroom, along with a fourth bedroom and full bath. A fifth bedroom is currently configured as a media room with surround sound and projector hookups, making it ready for movie nights or easily converted back to a bedroom. Step outside to your own backyard retreat featuring a sparkling pool with a natural rock waterfall, a unique swim-up table, and a spacious covered lanai. The fully fenced backyard provides both privacy and room to relax, play, or entertain. Additional highlights include a three-car garage and an ideal location just minutes from Winter Garden Village, offering shopping, grocery stores, restaurants, and healthcare. With convenient access to SR-429 and Historic Downtown Winter Garden, this home combines the comfort of a gated community with easy access to everything Central Florida has to offer.

13624 Larsen Lane, Winter Garden

14001 Rugby Street, Winter Garden
$810,000
5 Beds ⋅ 4 Baths ⋅ G5112905 MLS
Virtually Staged. Price improved and ready for its next owner, this beautifully maintained pool home in the sought-after Verde Park community offers more than 4,240 square feet of thoughtfully designed living space on a beautiful 0.26-acre corner lot in one of Winter Garden’s most beloved communities. With 5 bedrooms and 4 bathrooms, the home delivers an exceptional combination of space, comfort, and Florida outdoor living with a flexible layout designed for everyday living and entertaining. Inside, elegant formal living and dining rooms, architectural archways, and generous gathering spaces create a warm and welcoming first impression. The expansive family room connects seamlessly to a gourmet kitchen complete with granite countertops, stainless steel appliances, a cooktop, built-in wall oven, and a sunny breakfast nook overlooking the outdoor living area - the kind of space where mornings feel easy and gatherings happen naturally. The versatile floor plan offers room for a variety of needs, including a downstairs Murphy bed office that is perfect for guests or working from home, plus an additional downstairs bonus room with exciting potential as a next-generation living space ideal for multigenerational families or extended stays. Upstairs, the primary suite wraps you in comfort with a large bedroom, spa-like bath, garden tub, dual vanity, separate walk-in shower, and a custom oversized walk-in closet with built-in storage. The second floor also features a large open loft with a convenient kitchenette and a dedicated media room, creating the perfect setup for movie nights or entertainment. Outdoors, enjoy a private screened pool and lanai, covered patio, and summer kitchen designed for year-round enjoyment. The home is also EV charging ready, adding modern convenience for today’s lifestyle. When you’re ready to explore, everything is right at your doorstep. Enjoy walkable access to the West Orange Trail, perfect for morning bike rides, jogging, or evening strolls. Major shopping, including Costco, popular retail, and everyday conveniences, is just minutes away, charming downtown Winter Garden, with its vibrant farmers market, local dining, and boutique shops, is a short drive from home. Add easy access to Montverde Academy and the Florida Turnpike, and this location truly checks every box. Some photos are virtually staged. Aerial property lines are approximate and should be verified by buyer. *Aerial photo property lines are an estimate and to be verified by buyer, some photos are virtually staged

14001 Rugby Street, Winter Garden

1523 Juniper Hammock Street, Winter Garden
$710,000
6 Beds ⋅ 4 Baths ⋅ O6439797 MLS
A new dryer was installed in May 2024, and a new washing machine was installed in August 2025 with a two-year warranty. In June 2026, the upstairs A/C indoor unit was replaced. The installation included all labor and materials, as well as product registration for parts warranty. 1523 Juniper Hammock Street welcomes you with a striking two-story façade, graceful architectural lines, and a beautifully composed exterior that creates an impressive sense of arrival. At the rear, the home opens to a lush, peaceful setting dominated by mature trees and natural greenery, offering a refreshing backdrop and a greater sense of privacy. A partial water view from the side adds another layer of beauty without taking away from the secluded, tree-lined atmosphere. Together, the elegant exterior and serene natural surroundings create a home that feels both distinguished and wonderfully connected to the outdoors.

1523 Juniper Hammock Street, Winter Garden

8931 Doddington Way, Winter Garden
$497,500
3 Beds ⋅ 3 Baths ⋅ O6440410 MLS
WINTER GARDEN LIVING AT ITS BEST! | ORIGINAL OWNERS | FULLY PAID-OFF SOLAR | TESLA EV CHARGER | UPDATED FIRST-FLOOR LAMINATE FLOORING | ABUNDANT NATURAL LIGHT | OVERSIZED PRIMARY RETREAT | FENCED BACKYARD + PAVERS | LATHAM PARK NORTH | Welcome to 8931 Doddington Way, a beautifully maintained, original-owner home located in the highly sought-after Latham Park North community in the heart of Horizon West. Purchased directly from Ashton Woods in 2016, this premium home features elevated builder finishes, including upgraded flat-textured walls for a more refined look than typically found throughout the neighborhood and surrounding area. Downstairs, an abundance of windows fills the home with natural light, creating a bright and welcoming atmosphere throughout the main living spaces. Updated laminate flooring spans the first floor, giving the home a clean, cohesive look while connecting the kitchen, dining, and living areas. Custom built-ins, including an entertainment center and mudroom, add both character and functionality. An additional flex space offers even more versatility and is perfectly suited for a small home office, butler’s pantry, pet room, or additional storage. Upstairs, the home transitions into its private living spaces, highlighted by an impressively spacious primary room. The oversized primary bedroom offers plenty of room to create a true retreat and is complemented by a large walk-in closet and expansive ensuite bathroom featuring a generously sized walk-in shower. Additional bedrooms complete the upper level, along with a full guest bathroom featuring a shower/tub combination and a conveniently located upstairs laundry room with gas dryer. Outside, the fully fenced backyard has been enhanced with added pavers for additional outdoor living and entertaining space, along with French drains and whole-home gutters for added functionality. The home also offers several high-value modern features, including a FULLY PAID-OFF solar system with no solar loan or lease to assume, a Tesla Wall Connector for at-home EV charging, a whole-home water system, and whole-home surge protection. Additional improvements include exterior paint in 2023, a new refrigerator in 2025 (which makes four styles of ice), and a new garage door opener and keypad in 2025. Located within Latham Park North, residents enjoy community amenities including a pool, playground, sidewalks, and green spaces, all just minutes from Hamlin’s shopping, dining, entertainment, and everyday conveniences. Easy access to SR-429 keeps Downtown Winter Garden, Orlando, and Central Florida attractions within easy reach. 8931 Doddington Way is a home you won’t want to miss. Schedule your private showing today!

8931 Doddington Way, Winter Garden

445 Spring Leap Circle, Winter Garden
$415,000
4 Beds ⋅ 2 Baths ⋅ O6432875 MLS
Exceptional value in the heart of Winter Garden! This estate sale presents a rare opportunity to own a well-maintained home at an attractive price in one of Central Florida’s most sought-after communities. The open-concept floor plan is highlighted by soaring cathedral ceilings, creating a bright, spacious feel throughout the main living areas. Elegant French doors add charm and architectural character, while fresh exterior paint enhances the home’s curb appeal. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor entertaining, pets, gardening, or play. Conveniently located just minutes from Winter Garden Village and historic Downtown Winter Garden, you'll enjoy easy access to shopping, dining, entertainment, parks, and the West Orange Trail as well as a community playground. A fantastic opportunity to add your personal touches and enjoy all that Winter Garden has to offer. Estate sale pricing makes this one a must-see! You’re home.

445 Spring Leap Circle, Winter Garden

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