Homes For Sale in Winter Garden 34787 - 947 homes

Remarks: Gorgeous, pristine and clean, four-bedroom, three-bath, like-new townhome, is approximately 20 minutes to the Disney area and approximately 35 minutes to Universal and on a prime corner lot in the desirable West Haven Ovation community of Winter Garden. Built by Toll Brothers, this nearly new townhome offers an opportunity to move in now so why wait to build! This two-story townhome features an open-concept floor plan filled with abundant natural light. The kitchen is a showstopper, boasting quartz countertops, wood cabinetry, stainless steel appliances, ample lighting, an extended island with a breakfast bar, a large walk-in pantry and a separate dining area. The spacious family room flows seamlessly from the kitchen and dining areas, making it ideal for entertaining. The first floor includes a guest bedroom with a large closet and a full bath with tub/shower, offering flexibility for a home office, playroom or workout space. Upstairs, you’ll find three additional bedrooms, including the oversized primary suite, complete with a spacious walk-in closet and a private en-suite bath featuring dual vanities. The second floor also includes a large walk-in laundry room, with washer and dryer included. Enjoy the convenience of a rear-facing two-car garage with opener and a private courtyard, ideal for relaxing in the sun. There is an enclosed walkway from the garage to the home. Residents of West Haven Ovation enjoy resort-style amenities, including a community clubhouse and pool, playground, and sidewalks for recreation, biking or jogging. Near Horizon West Town Center, with easy access to Interstate 4 and the 429 Expressway, and close to shopping, dining, highly rated schools and an easy commute to Disney area theme parks. Call today to schedule your private tour. This beautiful home could be yours!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Wendy Fischer (407-620-0713)

Remarks: Welcome to 9107 Grand Island Way, a beautiful Corner Lot Home in the heart of Horizon West’s Watermark community! This home is the perfectly balance of comfort, style, and convenience, designed for both everyday living and entertaining. Upon entering the front door, you will see your updated, modern kitchen with granite countertops, modern 42" cabinets and modern pendant lights overlooking your spacious living room. You will space for a nice dining room table to entertain as well as a half bathroom and the entrance to the 2 car garage! Upon walking up the modern staircase, you will find a very nice spaced loft/entertainment room, to where you can have your private second living room, office or movie theater room! The primary bedroom provides a relaxing and spacious space with a nice sized primary bathroom and walk in closet, while the additional bedrooms offer flexibility for family, guests, or a home office. As this is a corner lot, there home is filled with natural light. flowing seamlessly into the kitchen and dining space. One of the most unique aspects of this property is its prime corner location directly across from the vibrant Horizon West Retail Center, placing you just steps from such stores like Starbucks, New York Beer Project, 7-11 and Walgreens and more! Enjoy the rare ability to walk or bike to dining, entertainment, and local hotspots while still enjoying the privacy of a residential neighborhood. Residents of Summerlake enjoy resort-style amenities including a community pool, clubhouse, fitness center, dog parks, playgrounds and more! With easy access to Interstate 429, Hamlin Town Center, top-rated schools, Orange County National Golf Center and Walt Disney World just minutes away, this home offers the perfect balance of lifestyle and location in one of Winter Garden’s most sought-after communities conveniently located in the middle of everything!

Listing is courtesy of: FHG REALTY, LLC (407-505-7600)

Listing Agent: Jeff Inman (407-505-7600)

Remarks: Under contract-accepting backup offers. Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Virtually Staged. Under Construction. Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out the Brantley today and imagine your life in the beautifully designed home!

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

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

Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.

Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)

Listing Agent: Lynette Piontek (407-222-4310)

Remarks: PRICE IMPROVEMENT! PRICED TO SELL, SELLER WILLING TO CONTRIBUTE UP TO $7,500.00 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!

Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)

Listing Agent: Kendra Wallace (407-457-7069)

Remarks: Virtually Staged. Under Construction. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality.

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

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

Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Welcome Home! Bicyclists and nature lovers will appreciate being just minutes from West Orange Trail. Let the stresses of the day melt away as you step into this beautiful residence in the highly sought-after Winter Garden. Relax on the screened front porch as you soak in the peaceful atmosphere. Inside, the open-concept design makes entertaining effortless, with a spacious living area, a kitchen bar perfect for gatherings. This 3-bedroom, 2-bathroom split floor plan home offers 1,747 sq. ft. of comfort under A/C. Unwind on the screened back porch, where you can enjoy the refreshing breezes. Conveniently located near major highways, including SR-50 and Florida’s Turnpike, you’re just a short drive from Orlando’s world-famous attractions. Enjoy cycling or roller blading about 21 miles through Winter Garden to Apopka. Or check out the rolling hills of Clermont on the South Lake, Lake Minneola Trail. Immerse yourself in the vibrant local scene, the charm of Downtown Winter Garden, where a myriad of events-from the farmer’s market to Light up Winter Garden-await your discovery. Don't miss this chance to call Historic Winter Garden home!

Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)

Listing Agent: David Seeley (352-516-4853)

Remarks: Under contract-accepting backup offers. BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.

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

Listing Agent: Nastassja Toombs (910-703-6453)

Remarks: Welcome to 11 Windtree Ln #B in Winter Garden — a location that quietly checks all the right boxes for comfort, convenience, and everyday livability in one of Central Florida’s most desirable areas. Set within an established community, this FULLY RENOVATED residence brings together a practical layout and an easy-flow design that supports real life, from slow mornings with coffee to evenings that wind down in total comfort. The interior spaces are designed to feel welcoming and functional, with a natural rhythm that makes daily living feel effortless. Rooms connect in a way that maximizes usability while still maintaining a sense of openness and privacy where it matters most. Step outside and enjoy your own private screened-in patio, that's perfect for morning coffee, evening wine, or a cozy outdoor seating area. Location is where this property truly stands out. Winter Garden continues to shine as one of the most sought-after areas in Central Florida, known for its historic downtown charm, weekend farmers markets, and an ever-growing selection of dining and shopping options. Just minutes away, Hamlin’s modern town center adds even more convenience, while major highways keep Orlando’s world-class entertainment, employment hubs, and attractions within easy reach. Whether you are looking for your first home, a peaceful retreat, or the perfect place to downsize, this one checks all the boxes. Your next chapter starts here-don't wait to make this beautiful home your own!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Michele Rueff (321-948-4332)

Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Trevor Zwick (863-303-6114)

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: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room 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

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

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

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: Welcome to this beautifully maintained unfurnished 2-story townhouse located in the gated community of Daniels Landing. Surrounded by attractive landscaping, this charming 2-bedroom, 3-bath home offers a spacious and functional layout designed for comfortable living. Step inside to find a freshly repainted interior, high ceilings, laminate flooring, and an open-concept floor plan that seamlessly connects the combined living and dining areas, creating an inviting space for both relaxing and entertaining. The kitchen is equipped with stainless steel appliances and offers ample cabinet and counter space for everyday convenience. Upstairs, the spacious primary suite features a private ensuite bath, providing a peaceful retreat at the end of the day. Additional highlights include a 2-car garage and a private enclosed courtyard with vinyl fencing—perfect for outdoor dining, entertaining, or enjoying your own quiet outdoor space. Located in the desirable gated community of Daniels Landing, this home combines comfort, style, and convenience in one exceptional property.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Gillian Redman (863-521-7329)

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)