Winter Garden Homes For Sale & Real Estate - 983 homes

Remarks: Coming Soon! Awesome Opportunity to own in Historic Winter Garden. LOT parcels in the front are being sold seperate.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Nicole Prince (407-712-5688)

Remarks: Under contract-accepting backup offers. Virtually Staged. ACCEPTING BACK UP OFFERS. Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive, the immaculate landscaping and spacious 3-car garage set the stage for what lies within. Step onto the inviting front porch, and you’ll immediately feel at home. Inside, the gourmet kitchen takes center stage, showcasing gleaming white quartz countertops, custom 42-inch cabinets, and top-of-the-line stainless steel appliances. The oversized island is ready for anything—from morning coffee to lively dinner parties. Natural light floods the open living and dining spaces, where panoramic lake views create a serene backdrop for daily life. Retreat to the main-floor primary suite, a private haven with tranquil lake vistas, a spa-like ensuite, and a walk-in closet. Upstairs, a sprawling loft provides a perfect gathering space, while generously sized bedrooms ensure comfort for everyone. But the magic doesn’t stop indoors. Imagine unwinding on your covered patio as the sun sets, Disney’s iconic fireworks lighting up the sky above the lake. Beyond your doorstep, Waterleigh’s resort-style amenities await—scenic walking trails, sparkling pools, state-of-the-art fitness centers, and even a community garden. With its unbeatable combination of elegance, comfort, and convenience, this home offers more than just a place to live—it’s a lifestyle. Schedule your private tour today and start your next chapter in this extraordinary home!

Listing is courtesy of: REAL BROKER, LLC (407-279-0038)

Listing Agent: Jennifer Ibarra (213-500-7525)

Remarks: 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.

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Tracey Mcfadden (321-217-7808)

Remarks: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake 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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family. Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful neighborhood feel. Enjoy spacious living areas, modern finishes, and a layout perfect for entertaining or everyday living. Situated in a prime location with access to highly rated schools, this property is ideal for families looking for both lifestyle and location. Don’t miss the opportunity to live in one of Winter Garden’s most sought-after communities!

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Guilherme Garcia Cavalcante (407-728-5310)

Remarks: ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.

Listing is courtesy of: USA DREAMS REALTY CORP. (407-780-6422)

Listing Agent: Renata Lazo (407-780-6422)

Remarks: Under contract-accepting backup offers. Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! 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.

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

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

Remarks: Virtually Staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus 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. 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.“It 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: Virtually Staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows seamlessly into the expansive great room and well-appointed kitchen, creating a welcoming space for gatherings. A versatile flex room on the first floor offers endless possibilities and can be used as a home office, fitness space, or optional guest bedroom. Step outside to the covered patio, perfect for relaxing or hosting outdoor get-togethers. Upstairs, a spacious primary suite complete with a walk-in closet and private bath, providing a comfortable retreat at the end of the day. A bonus room adds additional living space, ideal for a media room, playroom, or secondary lounge. The conveniently located upstairs laundry room enhances everyday functionality. Located in the desirable Hamlin Meadows community, residents enjoy a thoughtfully planned neighborhood with a variety of homesites, including rear-load townhomes and single-family homes. Just minutes from Hamlin Town Center, you’ll have easy access to shopping, dining, and entertainment

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

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

Remarks: Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Daniel Deluca (407-916-9780)

Remarks: This open-concept home offers a functional layout with modern kitchen, stainless steel appliances, and a large island overlooking the main living area. The home also includes a whole-house water filtration system and a screened lanai. Prime location directly across from Atwater Bay Elementary and community green space, offering added privacy and convenient access for families. Enjoy resort-style amenities including pools, fitness centers, clubhouse, playgrounds, and walking trails. Conveniently located near Disney, Hamlin Town Center, shopping, dining, and major highways.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Fernanda Bover (407-520-0127)

Remarks: Welcome to this stunning and spacious 7-bedroom home, located in one of Winter Garden’s most desirable areas, just minutes from Historic Downtown Winter Garden. Recently painted and thoughtfully updated, this property offers the perfect blend of comfort, style, and convenience. The expansive layout features generous living spaces, ideal for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a beautiful pool—perfect for relaxing, hosting gatherings, or enjoying sunny days year-round. Recent updates enhance the home’s bright, fresh feel while preserving its timeless appeal. Ideally situated close to Winter Garden Village, as well as shopping, popular restaurants, top-rated schools, hospitals, and everyday essentials, this home delivers exceptional lifestyle convenience without sacrificing privacy or space. A rare opportunity to own a move-in-ready home in a prime location—this one truly has it all.

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

Listing Agent: Marcus Correa, Pa (407-952-4470)

Remarks: Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Matt Tomaszewski (407-719-5956)

Remarks: 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 w/ Bonus, an award-winning 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, perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft offers versatile space for a media room, play area, or home office, along with two additional bedrooms, each with its own private bathroom, ideal for family or guests. 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: Welcome to your dream home! Built in 2020, this stunning two-story single-family residence perfectly blends modern design, comfort, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, this home offers the ideal layout for both everyday living and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces that create a warm and inviting atmosphere. The modern kitchen seamlessly connects to the main living and dining areas, making it perfect for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Conveniently located in a desirable area, this property combines accessibility, comfort, and modern living. Whether you're looking for your primary residence or a smart investment opportunity, this home is ready to exceed your expectations. Property have tenants living month by month.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

Remarks: Experience the ultimate blend of vacation luxury and smart investing with this stunning 7th-floor condo at The Grove Resort and Spa (Unit 1726). This fully furnished 2-bedroom, 2-bathroom property offers an open, spacious layout designed for comfort, culminating in a private, screened-in balcony featuring serene water views. Whether you are looking for a magical vacation home for your family or a high-performing addition to your real estate portfolio, this turnkey unit offers the unique advantage of an on-site rental program to maximize passive income when you are away. Perfectly situated just minutes from Walt Disney World and other premier Central Florida attractions, the resort provides complimentary shuttle services alongside proximity to world-class dining, shopping, and entertainment. Owners and guests enjoy full access to premium, action-packed amenities, including the expansive Surfari Water Park—complete with a lazy river, dual water slides, and a FlowRider® surf simulator—as well as the tranquil Springs pools, a state-of-the-art fitness center, a full-service spa, glow-in-the-dark mini-golf, and multiple on-site restaurants and bars. Don't miss this exceptional opportunity to own a piece of Orlando's booming hospitality and real estate market!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!

Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)

Listing Agent: Kaitlin Sidders (407-797-2985)

Remarks: Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two resort-style pools, a fitness center, arcade, dock, jogging path, and a water park that features a lazy river, multiple pools, water slides, and a surf simulator. Situated at the heart of Orlando's vibrant attractions, The Grove Resort offers daily transportation to and from the area's top destinations, providing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including the brand new addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, don’t miss your chance to own and benefit from this prime opportunity.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Welcome a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the interior with natural light, while luxury flooring flows throughout for effortless style and maintenance. This inviting 4-bed, 2-bath residence offers 1,487 sq ft of thoughtfully reimagined living space on a generous 0.17-acre lot in the desirable Winter Garden Shores neighborhood. Relax in sleek, modern bathrooms and enjoy the lush Florida weather from your excellent screened porch, ideal for morning coffee or evening gatherings. The home also includes an attached garage and has been upgraded with central air and updated finishes throughout. Located just moments from top schools, City Hall, dining, parks, and major commute routes, this home offers convenience without compromising. Whether you’re a growing family, first-time buyer, or relocating to the area, this Winter Garden gem is not to be missed! Owner offering 5k to closing cost..

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Marcelo Garrido (321-502-4448)

Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed Tidewater Bonus new-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.

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

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