Winter Garden Homes for Sale

Winter Garden Homes for Sale

Welcome to Winter Garden, Florida—a charming city nestled just west of Orlando, where the magic of the Sunshine State meets the warmth of a tight-knit community. Known for its picturesque downtown, Winter Garden offers a delightful blend of historic charm and modern amenities, making it an ideal place to call home. The vibrant downtown area features a variety of boutique shops, delicious eateries, and a lively farmers market, all set against the backdrop of beautifully preserved historic buildings.

One of the standout features of Winter Garden is its stunning natural beauty. With an abundance of parks, trails, and lakes, residents enjoy ample opportunities for outdoor recreation, whether it’s biking along the West Orange Trail or picnicking at the scenic Lake Apopka. The city also hosts numerous community events throughout the year, fostering a sense of belonging and camaraderie among its residents.

For those considering a move, Winter Garden boasts a diverse array of homes for sale, catering to various lifestyles and budgets. From charming single-family homes in family-friendly neighborhoods to modern townhouses and luxurious estates, there’s something for everyone. Many properties feature spacious yards, contemporary finishes, and proximity to top-rated schools, making it an attractive option for families and professionals alike.

With its perfect blend of small-town charm and convenient access to the excitement of Orlando, Winter Garden is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Winter Garden Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this beautifully renovated golf-front home in the gated community of Stoneybrook West. Offering over 2,800 square feet of living space, this home combines a spacious and flexible floor plan with a fantastic setting overlooking the 6th hole and no rear neighbors. Recent improvements include a newer roof and A/C, fresh exterior and interior paint, renovated kitchen, bathrooms, and flooring. The main level offers multiple living and dining spaces, while the kitchen features stone countertops, stainless steel appliances and abundant cabinetry. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet and private bath with dual vanities and a beautifully remodeled walk-in shower. The oversized loft provides plenty of flexibility for a second living area, media room, playroom or home office. Step outside to a large backyard with expansive golf course views and plenty of room to enjoy the outdoor living. Stoneybrook West offers an impressive collection of amenities, including a community pool, golf, clubhouse, tennis and basketball courts, playgrounds and walking paths. Ideally located near Winter Garden Village, historic Downtown Winter Garden, shopping, dining and major roadways, this home offers a great combination of space, improvements, amenities and community.

15081 Masthead Landing Circle, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code

Welcome to 5743 Thomas Square Drive, an exceptional single-story pool home located in the lakefront community of The Cove at Hamlin in Winter Garden. Built in 2018, this beautifully upgraded Jamestown model offers 4 bedrooms, 2.5 bathrooms, 2,917 square feet, and a thoughtfully designed split floor plan that combines comfort, style, and effortless Florida living. Inside, engineered hardwood floors, custom archways, high ceilings, and abundant natural light lead into an expansive open-concept living space. The kitchen serves as the heart of the home with quartz countertops, stainless steel appliances, generous cabinetry, and seamless flow into the dining and living areas. One of the home's most impressive features is the massive owner's suite. Offering an exceptional amount of space rarely found in homes of this size, the suite easily accommodates a full bedroom setup with room for a sitting area, additional furnishings, or a private retreat within the room. A spacious owner's bath and generous custom closet complete the suite, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to an extended screened lanai overlooking the private saltwater pool and beautifully landscaped fenced backyard. Solar and natural gas pool heating, built-in lighting, a fire pit, and a gas connection for an outdoor grill create a backyard designed for entertaining and enjoying the Florida lifestyle year-round. Lake views complete the setting, along with the opportunity to enjoy nightly Disney fireworks from home. Beyond the home, one of the biggest draws is the incredible Hamlin lifestyle just minutes from your front door. Spend an evening putting at PopStroke, catch a movie from a luxury recliner at Cinépolis, grab dinner at Ford's Garage or Agave Bandido, meet friends at Home State Brewing Co., or start the morning with coffee and breakfast at Toastique. Hamlin continues to offer an exciting mix of restaurants, entertainment, shopping, fitness, community events, and everyday conveniences, making it easy to enjoy a night out without traveling far from home. The Cove at Hamlin offers its own impressive collection of amenities, including a resort-style community pool, clubhouse, fitness center, splash pad, playgrounds, dog park, walking trails, outdoor gathering spaces, and private access to Lake Hancock with a community boat ramp and dock. With easy access to SR 429, Walt Disney World, Hamlin Town Center, and everything Horizon West has to offer, 5743 Thomas Square Drive is more than a beautiful pool home. It offers the opportunity to live in the heart of one of Central Florida's most exciting and rapidly growing communities.

5743 Thomas Square Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained home in the highly sought after Watermark at Horizon West community! This spacious two story residence offers 3 bedrooms, 2.5 bathrooms, and over 2,000 square feet of thoughtfully designed living space. The open concept floor plan is perfect for both everyday living and entertaining, featuring wood tile flooring throughout the main level, abundant natural light, and a modern kitchen complete with built in appliances, ample cabinetry, generous counter space, and a large island overlooking the living and dining areas. Upstairs, you'll find a versatile loft that makes an ideal home office, media room, or play area, along with a spacious primary suite featuring a walk in closet and an en-suite bath. Two additional bedrooms, a full bath, and an upstairs laundry room complete the second floor. Enjoy Florida living from the welcoming front porch while taking advantage of the home's rear entry two car garage and low maintenance yard. Residents of Watermark enjoy resort style amenities including a community pool, fitness center, tennis courts, playground, parks, walking trails, and beautifully maintained common areas. You’re also within close distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move in ready home in a great location with a strong lifestyle, this one checks all the boxes!

14543 Golden Harbor Lane, Winter Garden

5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to a rare 2020-built lakefront opportunity - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier communities, Lakeshore Preserve. This stunning two-story Mediterranean estate spans 5 bedrooms, 4 full and 2 half bathrooms, and 4,253 square feet of intentionally designed living space, commanding one of the most coveted settings in the neighborhood - a premium 0.335-acre waterfront homesite with sweeping, unobstructed lake views and no rear neighbors, where a custom travertine-paved patio and freeform pebble-finish pool with a natural stone waterfall spill toward the water's edge for the ultimate Florida indoor-outdoor lifestyle. The privileged positioning continues out front, where you'll enjoy no front neighbors and a serene wooded and golf-course view - Hole 14, nick-named "The Long Man", of Orange County National's Panther Lake course - a rare double-exposure setting that bookends the home with natural beauty and supreme privacy. From the moment you arrive, the home's timeless curb appeal makes a statement: authentic tile roof, warm stucco-and-stone elevation, mature landscaping framed by manicured hedges and boulder accents, and a grand paver motor court leading to the dual garages and double iron-and-glass entry doors. Step inside to a soaring foyer anchored by a sweeping wrought-iron staircase, rich hardwood flooring, elegant crown molding, and designer light fixtures that carry throughout the home. The heart of the home is a gourmet kitchen appointed with an oversized granite island with ample seating, custom raised-panel cabinetry, a full stainless appliance suite with a built-in oven, a tasteful tile backsplash, walk-in pantry, and three statement pendant lights - all opening seamlessly to the family and dining spaces for effortless entertaining. Retreat to the luxurious primary en-suite, a spacious sanctuary featuring a custom walk-in closet system, automated blinds, tranquil lake views, and a spa-inspired bath with dual vanities, quartz counters, an oversized walk-in shower, and refined tile detailing. Generously sized secondary bedrooms, thoughtfully designed living and gathering areas, a second-story loft, and abundant natural light throughout complete the interior. Off of the loft, enjoy stunning lake views, sunrises, sunsets, and Walt Disney World's Magic Kingdom fireworks from the screened balcony. This home has been meticulously enhanced with an impressive list of premium upgrades, including a Tesla level-2 charger, a fully screened lanai with a motorized screen system, an outdoor summer kitchen with stone backsplash and exhaust hood, a whole-house water softener, a utility sink in the garage, UV lights in all 3 HVAC systems, an upgraded outdoor lighting package, stone landscape curbing, decorative boulders, a backyard fence, and premium ceiling fans throughout the interior, lanai, and balcony. Every detail has been curated for comfort, efficiency, and elevated Florida living. Community amenities include a resort-style pool, fitness center, clubhouse, park, and community dock offering unparalleled views of Magic Kingdom fireworks. Ideally situated with easy access to top-rated Horizon West schools, world-class shopping and dining, major roadways, theme parks, and everything Central Florida has to offer, this is the kind of one-of-a-kind lakefront estate that simply doesn't come along often. Contact us to schedule your private tour today!

15475 Shorebird Lane, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully upgraded five-bedroom, five-bath home in the gated community of Lakeview Preserve. Built in 2022 and offering 4,495 square feet, this impressive corner-lot home features a three-car garage, spacious living areas, thoughtful upgrades, and an incredible backyard designed for entertaining and enjoying the Florida lifestyle. The main level features an open and functional floor plan with luxury vinyl plank flooring throughout, a spacious living room, separate dining area and a beautifully appointed kitchen with quartz countertops, oversized island, soft-close cabinetry, under-cabinet lighting and a custom-designed pantry. The living room and kitchen open through multi-slide pocket doors to the covered lanai, creating an ideal indoor-outdoor living space. The backyard is a standout feature, with a stunning saltwater pool complete with five waterfalls, lighting, a sun shelf, Badu swim jets and an attached spa (not heated). The covered lanai includes two fans, surround sound, a full bath and is prepped for an outdoor kitchen. It is the ideal setting for relaxing, entertaining and enjoying beautiful Florida weather. The spacious primary suite is on the first floor and features a custom-designed walk-in closet, tray ceiling, and beautifully upgraded bath with dual shower heads and soft-close cabinetry. Two additional bedrooms are downstairs, including one with a private en-suite bath, along with a versatile flex room featuring a custom built-in wall unit that can easily serve as an office or additional living space. Upstairs offers even more room to spread out with a large loft, two additional bedrooms, a full bath and an impressive private theater featuring a 120-inch screen, projector, surround sound and motorized blackout shades. The home also offers an extensive list of upgrades and conveniences, including whole-home water filtration, hybrid water heater, recessed lighting, built-in TV wiring, Wi-Fi boosters, two air-conditioning units, security cameras, alarm system, and smart-home controls for many of the home's lights, air conditioner, garage doors and locks. The three-car garage features a durable polyaspartic floor. Lakeview Preserve offers residents an array of amenities, including a fitness center, resort-style pool, cabana, splash pad, playground, and direct access to Johns Lake with a kayak launch and dock. The community is conveniently near shopping, dining, golf, the West Orange Trail, Disney, Universal, Winter Garden, and major roadways including SR 50 and the 429. This is a home that offers the space, upgrades and outdoor living that make Florida living so enjoyable.

3362 Hanging Tide Street, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 1b SubDv. ⋅ 34787 Zip Code

Beautiful 4 bedroom 2 1/2 bath home with a 2 car garage. Features a formal living area, combo family and formal dining area off the kitchen, the patio has been enclosed and has air conditioning, a loft area on the second floor. tile floors on the first floor and hardwood floors on the second floor. Located in Summerlake – a LIFESTYLE COMMUNITY with Pool, Clubhouse, Fitness Center, Playground, Zip Line, Dog park, Tennis and Basketball Courts. RELAX. All this close to DISNEY, ORANGE COUNTY GOLF COURSE, LUXURY CINEMAS, SUPERMARKET, SHOPPING and RESTAURANTS. Plus zoned for Summerlake Elementary, Hamlin Middle and Horizon High School! Easy Access to 429 and 408!

8111 Pacific Loon Street, Winter Garden

1 Beds ⋅ 1 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code

ATTENTION CONTRACTORS, BUILDERS and INVESTORS! Rare, low-priced opportunity JUST MINUTES from highly sought after Downtown Winter Garden! This is a rare chance to secure a spacious solid building and lot with endless possibilities in a great location with NO HOA. City water and sewer. Zoned RNC-2, this property is a blank canvas perfect for savvy investors or builders. Maximize your investment by exploring options for a duplex. The current structure requires a complete buildout inside making it the perfect site for your next project. Cash buyers only. Opportunities at this price point ($199,000) in 34787 are rare. Schedule your showing today!

844 Klondike Street, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code

Under Construction. .

12325 Silk Mimosa Alley, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code

Stunning Winter Garden Home for Sale – Modern Comfort, Resort-Style Amenities & Solar Energy! Welcome to this beautiful Winter Garden home, offering the perfect combination of comfort, style, functionality, and modern living. Featuring a spacious open floor plan, this home is designed for easy living and entertaining, with abundant natural light flowing throughout the main living areas. The spacious primary suite provides a private retreat, complete with an en-suite bathroom featuring modern cabinetry and quality finishes. The gourmet kitchen is the heart of the home, featuring modern appliances, ample cabinetry, and a large center island—perfect for preparing meals while entertaining family and friends. Large windows bring in plenty of natural light and create a bright, welcoming atmosphere throughout the home. Step outside to enjoy the outdoor living area and take advantage of Florida's beautiful weather. The home is equipped with solar panels, and the seller will pay off the solar system in full at closing, providing the new owner with the benefit of solar energy without assuming the existing solar financing. Located in a desirable Winter Garden community, residents enjoy access to excellent amenities, including a resort-style pool, fully equipped fitness center, and a multi-purpose sports court. The community provides an ideal setting for an active and enjoyable lifestyle. Conveniently located near restaurants, shopping, major roads, entertainment, and everything Winter Garden and the surrounding area have to offer, this home is an excellent opportunity for those seeking comfort, convenience, and modern Florida living. Don't miss this opportunity! Schedule your private showing today and experience all that this beautiful home has in store.

14739 Glade Hill Park Way, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Harvest/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code

A truly special luxury residence in the highly desirable Harvest at Ovation community of Winter Garden. Professionally designed and curated by a team of high-end architects and interior designers, this magazine-worthy home features soaring ceilings, premium finishes, designer furnishings, elegant décor, and exceptional attention to detail throughout. A standout feature is the fully finished private studio above the garage, complete with full bathroom, walk-in closet, and independent access—perfect as a guest suite, additional apartment, executive office, or private workspace. The gourmet kitchen features premium finishes and a state-of-the-art smart double-door refrigerator with internet connectivity. Enjoy Florida living in the screened outdoor area with mosquito protection, electric retractable awning, outdoor grill, and fenced yard. Additional upgrades include fully paid solar panels, whole-home water filtration, premium kitchen water purification, epoxy garage flooring, LED ceiling lighting, EV charger, and paver waterproofing. Ideally located near excellent schools, shopping, dining, major highways, and Central Florida attractions. **Designer furnishings and décor are negotiable.** A rare opportunity to own a beautifully designed luxury home where every detail has been thoughtfully perfected. This is one you truly need to see in person.

16192 Honey Harvest Street, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

Welcome to 9056 Morgana Ct, perfectly positioned on one of the most desirable lakefront homesites in the community, offering expansive water views and an exceptional setting on Hickorynut Lake. Designed to take full advantage of its waterfront location, the home features expansive windows and open living spaces that frame the lake from the moment you step inside. The views continue outdoors, where a resort-style pool and spa, covered outdoor living, and summer kitchen create a seamless connection between the home and the water. Beyond the pool, the backyard leads to a private covered dock with boat and jet ski lifts, making days on the lake effortless. Whether enjoying quiet mornings by the water, entertaining poolside, or watching the sunset over the lake, this is Florida waterfront living at its finest. Inside, soaring ceilings, abundant natural light, sophisticated finishes, and generously sized living spaces create a luxurious yet inviting atmosphere. With its remarkable lake views, private waterfront setting, and resort-style outdoor living, this is truly one of the premier lakefront opportunities in the community.

9056 Morgana Court, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom and 4.5-bathroom home offers a rare combination of space, privacy, and family-forward features. As you arrive, the three-car garage and manicured frontage set a high end tone. Inside, soaring high ceilings and an expansive open-concept layout create effortless flow with New Hardwood Flooring throughout. A dedicated office supports work-from-home needs, and an attached mother-in-law suite with its own private exterior entrance provides true multigenerational flexibility or guest privacy. Entertainment shines with a theater room, game room, and stylish bar area, ideal for gatherings large or small. Walk-in closets, abundant natural light, and premium finishes underscore quality throughout. This home comes with a New Dog/Pet Room and a Pet Shower. Step outside to your own gorgeous fully fenced backyard oasis featuring a fully equipped summer kitchen, perfect for grilling and gatherings. Situated across the street from SunRidge Elementary and SunRidge Middle Schools, the location is unmatched for families. Oxford Chase is a secure, gated enclave, and a new public park, Tucker Ranch Wellness Park, is under development on the neighborhood corner, bringing additional green space and recreation just steps away. The famous Winter Garden Farmers Market is just a few minutes away driving, making it even more special. Convenient to premier shopping, dining, and major roadways. This home delivers luxury and location in equal measure.

14825 Ellingsworth Lane, Winter Garden

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