Winter Garden Single Family Homes For Sale - 700 homes

Remarks: One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus C with Stone on Lot 114 offers 5 Bedrooms: 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“includes high-speed fiber optic internet”

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in the gated Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)

Listing Agent: Mauro Costa (321-231-6800)

Remarks: Step right into the highly sought-after Winter Garden lifestyle with this beautiful 4-bedroom, 3-bathroom home in the premier Silverleaf Reserve community. Designed to impress, the expansive open floor plan boasts soaring high ceilings and an abundance of natural light, creating a seamless flow for entertaining and daily living. The modern kitchen is equipped with sleek stainless steel appliances and opens directly into the spacious main living areas. Retreat to your primary suite, a true sanctuary featuring a massive walk-in closet and a luxurious spa-like bathroom designed for ultimate relaxation. Outside, enjoy the beautiful Florida weather year-round on your covered lanai, which overlooks a private, landscaped backyard. Location is everything, and this property delivers unparalleled convenience—you are just a few blocks away from highly rated Hamlin Elementary and Middle Schools, the vibrant dining, shopping, and entertainment at Hamlin Town Center, and major highways for a quick, stress-free commute throughout the Orlando area. This home offers the perfect blend of modern comfort, space, and prime accessibility. Turnkey properties in this neighborhood are in high demand and move fast. Call today to schedule your private showing before this exceptional opportunity is gone!

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Jose Fernandes (407-576-9271)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been 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.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Experience this beautifully upgraded home built by Toll Brothers, located in the highly desirable Lakeshore community. Perfectly positioned on a premium lot with no front or rear neighbors, this property offers both privacy and stunning surroundings. As you enter the home, you are welcomed by a dramatic two-story foyer highlighted by an elegant wood coffered ceiling, setting the tone for the spacious open concept design. The thoughtfully designed floor plan flows seamlessly into the formal dining area and expansive family room, creating the perfect space for entertaining and everyday living. The gourmet kitchen is a true centerpiece, featuring a large island ideal for gatherings, 42” cabinets with crown molding, stylish tile backsplash, natural gas cooktop, and stainless steel appliances. Just off the kitchen, the family room opens to a covered patio overlooking a private backyard with no rear neighbors, offering a relaxing outdoor retreat with hook ups for outdoor kitchen and sink. The primary suite, conveniently located on the first floor, features coffered ceiling, an upgraded spa-inspired en-suite bathroom, and a custom built walk-in closet. Upstairs, you’ll find a spacious loft with open railing overlooking the foyer below, along with three oversized bedrooms, each equipped with custom walk-in closets, providing comfort and ample storage for everyone. Beyond the home itself, the Lakeshore community offers an exceptional lifestyle with resort style amenities including a fitness center, gathering areas, sand volleyball court, fishing dock, and a spectacular resort style pool with splash area, along with many additional features. Conveniently located near shopping, dining, and top-rated schools, the property also provides easy access to major roadways leading to Walt Disney World Resort, Winter Garden Village, and the vibrant Hamlin area, known for its restaurants, shopping, and movie theater. Schedule your private showing today this exceptional property will not last long.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Fiorella Dilorenzo (407-947-0832)

Remarks: Stunning Upgraded Two-Story Home in Prime Winter Garden Location Welcome to this exceptional two-story residence in the heart of Winter Garden, thoughtfully designed to impress even the most discerning buyers. Featuring 5 spacious bedrooms and 4.5 bathrooms, this home offers comfort, functionality, and style in every detail. The primary suite is a true retreat, complete with a generous walk-in closet, while the additional bedrooms feature built-in closets for smart, efficient storage. The open floor plan creates a seamless flow throughout the home, highlighted by expansive living and dining rooms that are perfect for entertaining or everyday living. The beautifully appointed kitchen stands out with solid wood cabinets, elegant stone countertops, and appliances—combining timeless design with modern convenience. This home boasts nearly $120,000 in builder upgrades, plus custom built-in furniture, delivering a level of quality and finish rarely found. Outside, you’ll appreciate the added privacy of a fenced yard and an expanded driveway—extended three feet on each side beyond the neighborhood standard—providing extra space and convenience. A 2-car attached garage completes the package. Located near a major road with easy access to shopping, dining, and entertainment, and zoned for highly regarded schools, this property offers both lifestyle and location. With a low HOA of only $85 per month, this is a rare opportunity to own a highly upgraded home in one of Winter Garden’s most desirable areas.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)

Remarks: Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Pedro Vieira Neto (407-865-1672)

Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Covered Lanai | Popular Plan | Main Floor Bedroom. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14748 Field Daisy Drive in Harvest at Ovation. The Newberry Bungalow offers modern living with a layout designed for both everyday comfort and effortless entertaining. Step through the foyer into a spacious great room, passing a secondary bedroom and full bath along the way. The designer kitchen overlooks the main living area and flows seamlessly to the bright, inviting lanai. Upstairs, the striking primary suite features a generous bathroom with a dual-sink vanity and a large walk-in shower. For even more flexible living space, a game room with a full bathroom and wet bar sits above the garage—perfect for guests or weekend hangouts. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional highlights include: Gameroom with full bath and wet bar, 8-foot doors and additional bedroom. Photos are for representative purposes only. MLS#O6391410

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: 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.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Tony Bardy Assis (407-796-7777)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley floorplan by Dream Finders Homes features 2,102 square feet of well-designed living space across two stories. This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. Located near major roadways and just minutes from the shopping, dining, and entertainment options of Hamlin Town Center, Winter Garden Village, and Walt Disney World, Silverleaf offers the perfect balance of connectivity and tranquility. Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School, enhance the appeal of this vibrant community.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Stunning Home in Winter Garden – Prime Location! Welcome to this beautiful and meticulously maintained home located in the highly desirable Winter Garden area. This exceptional property offers the perfect blend of comfort, elegance, and modern convenience, with premium upgrades throughout. Featuring 4 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and entertaining. As you arrive, you are welcomed by a charming front porch with a landscaped garden, creating a warm and inviting first impression. Upon entering, a long hallway leads you into a spacious open-concept living area where the kitchen, dining, and living room flow seamlessly together. The kitchen is equipped with appliances, wood cabinetry, and a breakfast bar, offering both functionality and style. This home stands out with numerous upgrades, including a whole-house water filtration system, installed window treatments throughout, and automated blinds in the primary suite and master bathroom, adding both comfort and sophistication. All bathrooms feature glass shower enclosures, enhancing the modern feel of the home. The primary suite serves as a true retreat, offering dual sinks with quartz countertops, a soaking tub, and a beautifully tiled walk-in shower, complemented by the added convenience of automated shades. Step outside through large sliding glass doors to your private outdoor oasis. The fully fenced, oversized lot ensures maximum privacy and backs onto a protected conservation area with no rear neighbors, while also offering stunning, unobstructed lake views. The outdoor space is designed for entertaining, featuring a fully equipped summer kitchen with barbecue, perfect for gatherings or relaxing evenings. Additional features include a laundry room with built-in cabinetry and an extra water tank conveniently located in the garage, providing added efficiency. The property also features a leased solar panel system, which will be transferred to the new owner, delivering energy efficiency and potential savings on utility costs. Residents enjoy access to excellent HOA amenities, including a resort-style pool, playground, and scenic sidewalks throughout the community, perfect for outdoor activities. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, and major highways, this home offers both a vibrant lifestyle and easy accessibility. Don’t miss this rare opportunity to own a highly upgraded home with breathtaking lake and conservation views in one of Central Florida’s most sought-after communities. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)

Remarks: Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features a modern layout with luxurious finishes, a spacious kitchen, formal and informal dining, office, game room and a lavish Master Suite which features double tray ceilings, his and her closests, large shower and a freestanding tub. Outside, the large lot provides privacy and a peaceful escape, while still being conveniently close to Winter Garden’s vibrant amenities, including shopping, dining and top-rated schools. Ideal for Homeowners seeking a rural escape without compromising accessibility. Alternative floor plans for this homesite are available upon request.

Listing is courtesy of: HAMLIN REALTY (321-299-4279)

Listing Agent: Edward Guerrette Llc (321-299-4279)

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

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been 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 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.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been 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 Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)