Winter Garden Homes for Sale

Winter Garden Homes for Sale

Welcome to Winter Garden, Florida—a charming city that perfectly blends small-town warmth with modern conveniences. Nestled just a short drive from the vibrant attractions of Orlando, Winter Garden offers a picturesque setting with its historic downtown, lush parks, and scenic lakes. Known for its friendly community atmosphere, this city is ideal for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

Winter Garden boasts a rich history, evident in its beautifully preserved historic district, where you can stroll along cobblestone streets lined with quaint shops, delightful eateries, and local farmers' markets. The West Orange Trail, a favorite among residents, meanders through the city, perfect for walking, biking, or simply enjoying the beautiful Florida weather.

For those looking to make Winter Garden their home, you’ll find a diverse selection of homes for sale that cater to various tastes and budgets. From charming single-family homes with sprawling yards to modern townhouses in vibrant communities, there’s something for everyone. Many properties feature stunning views, spacious interiors, and access to top-notch amenities like community pools, fitness centers, and playgrounds.

With excellent schools, a strong sense of community, and a plethora of recreational activities, Winter Garden is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the perfect property that aligns with your lifestyle and dreams. Embrace the inviting spirit of Winter Garden—your new home awaits!

Newest Winter Garden Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Encore/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code

Modern, Updated & Move-In Ready! Welcome home to this meticulously updated 3-bedroom, 2-bath residence in the heart of Winter Garden, where luxury, comfort, and convenience come together. From the moment you step inside, you'll appreciate the bright, open-concept floor plan, soaring natural light, and thoughtfully designed upgrades throughout. The chef-inspired kitchen is the centerpiece of the home, featuring quartz countertops, a large center island with bar seating, stainless steel appliances, abundant cabinetry, and designer lighting—perfect for everyday living and entertaining. Luxury vinyl plank and tile flooring flow throughout the home with no carpet, creating a clean, modern look. A stunning glass-enclosed custom wine room, designer accent walls and lighting, and a sleek electric fireplace add unique character and make this home truly stand out. The spacious primary suite offers a beautifully updated en-suite bathroom, while two additional custom-designed bedrooms provide the flexibility for family, guests, or the perfect home office. Every detail has been carefully selected to create a stylish, move-in-ready space you'll be proud to call home. Located in one of Winter Garden's most desirable communities, you'll enjoy easy access to top-rated schools, shopping, dining, parks, walking trails, and the charm of Historic Downtown Winter Garden. Convenient access to major highways makes commuting throughout Central Florida a breeze. Don't miss this rare opportunity to own a truly one-of-a-kind, designer-inspired home in one of Central Florida's most sought-after locations. Schedule your private showing today!

13518 Parkfield Way, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Oakland Park South SubDv. ⋅ 34787 Zip Code

LAKE APOPKA VIEWS FROM THE UPSTAIRS BALCONY. DIRECT ACCESS TO THE WEST ORANGE TRAIL. GOLF CART RIDES TO DOWNTOWN WINTER GARDEN. OVERSIZED THREE-CAR GARAGE. FENCED BACKYARD ADDED IN 2025. CUSTOM PRIMARY CLOSET SYSTEM. CUSTOM BACKYARD DECK. PLANTATION SHUTTERS THROUGHOUT. LOW-MAINTENANCE OUTDOOR SPACE. Start the morning with coffee on the upstairs balcony overlooking Lake Apopka, spend the afternoon biking or walking the West Orange Trail, and take the golf cart into Downtown Winter Garden for dinner, the farmers market, or an evening on Plant Street. Located in Oakland Park, this RockWell Homes Lincoln floor plan offers spacious living with a layout designed for both everyday life and entertaining. The builder included quartz countertops, luxury vinyl plank flooring, and a covered lanai. The primary suite features a custom closet system designed to maximize storage and organization. The oversized three-car garage provides plenty of room for vehicles, storage, bikes, golf carts, and recreational equipment, and the garage floor has been finished with a durable epoxy coating. The owners have also added plantation shutters throughout, a custom backyard deck, French drains to improve drainage around the property, and a fenced backyard completed in 2025. The backyard has no grass to water or mow, creating an easy-to-maintain outdoor space while still providing privacy and room to relax or entertain. Oakland Park is connected to the West Orange Trail and positioned between Oakland and Historic Downtown Winter Garden. Residents can easily enjoy Plant Street’s restaurants, shops, farmers market, community events, and the surrounding golf cart district, all while coming home to a quieter neighborhood setting with views of Lake Apopka.

1234 Canyon Creek Trail, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. Anna Maria with Bonus Room: Welcome to this spacious, thoughtfully designed 5-bedroom, 3.5-bath home, offering the perfect blend of comfort and functionality. The heart of the home is the expansive kitchen, featuring a large center island that's ideal for cooking, entertaining and gathering with friends. The private primary suite is conveniently located on the first floor, providing a peaceful retreat with added privacy. The second floor features a large private bedroom, full bathroom, and an oversized game room, making it an ideal space for guests, older children, or a dedicated entertainment area.

17338 Wild Daisy Drive, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a 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.*

11833 Shine View Lane, Winter Garden

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

Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!

14827 Masthead Landing Circle, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a 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.*

11923 Shine View Lane, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden

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

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 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.*

16810 Hobe Sound Court, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Orange Cove SubDv. ⋅ 34787 Zip Code

Virtually Staged. 721 Sunburst Cove Ln is a one-story Winter Garden home with a well-equipped kitchen featuring stainless steel appliances, perfect for daily meal preparation and cleanup. The living area flows seamlessly to a covered patio, extending the living space outdoors for relaxation or entertaining. The primary bedroom includes a walk-in closet for convenient clothing and storage organization, while the primary bathroom has double sinks for added counter space and smoother daily routines. A two-car garage adds parking and storage utility, making this home a practical choice for those seeking comfort and convenience.. Included 100-Day Home Warranty with buyer activation

721 Sunburst Cove Lane, Winter Garden

6 Beds ⋅ 6 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code

Virtually Staged. The photo showing Disney fireworks is the only pic that is virtually staged. This beautiful Hancock Lake family friendly home is custom built for maximum lakefront enjoyment including a private covered dock protecting a 20’ +/- boat and 2 jet skis. Motor boat or pontoon your family around the lake, drop a line in or ski on one of the best skiing lakes in the area. The cul-de-sac lot is 1.29 acres with a BIG fenced yard, manicured gardening beds for your green thumb and plenty of room for outdoor games and pets. The extended screened patio has a sleek outdoor Kitchen with durable Weatherstrong cabinetry, cabana bath and a custom salt pool showcasing a water slide, Fiber optic lighting, solar heated and whimsical Disney characters embedded in the rock’s facade. Relax to lake views, or pull down the projector screen for a movie then watch the Disney’s fireworks nightly over the lake. The home has a freshly painted exterior and interior with crown trim throughout. The Kitchen space is designed for multiple chefs with newer appliances, walk-in pantry, island and informal seating. The first level’s primary suite with patio access was previously a media room complete with surround sound that remains intact. The loft with a balcony overlooking the patio and lake is prepped for entertaining. Two additional ensuites, 3 more bedrooms and a laundry room are also on the upper level. Both A/C Systems, all patio doors, reinforced exterior balcony railings and LR/DR bamboo engineered hardwood flooring are updated. The community offers a wide selection of amenities from boat ramp to pools for residents to enjoy.

7301 Wild Blackberry Trail, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code

Luxurious Fully Furnished 5-Bedroom Home in Winter Garden Experience the perfect blend of elegance, comfort, and convenience in this stunning fully furnished two-story home located in the highly desirable Winter Garden area. Designed with both style and functionality in mind, this exceptional residence offers 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, providing plenty of room for families of all sizes. The thoughtfully designed open-concept floor plan creates a seamless flow between the expansive living and dining areas, making it ideal for everyday living and entertaining. At the heart of the home is a beautifully appointed kitchen featuring solid wood cabinetry, stone countertops, and a full suite of included appliances, offering both timeless style and modern convenience. The luxurious primary suite serves as a private retreat with a generous walk-in closet and an elegant en-suite bathroom. The additional bedrooms are equally well-designed and include built-in closets, providing excellent storage and comfort for family members or guests. Upstairs, you'll also find a spacious loft that offers endless possibilities as a second living area, media room, home office, or playroom. Step outside to enjoy the convenience of a 2-car attached garage and the peace of mind that comes with owning a meticulously maintained, move-in-ready home. Being fully furnished, this property is perfect for buyers seeking a seamless transition without the hassle of furnishing an entire home. Ideally situated in Winter Garden, this home offers easy access to major highways, shopping, dining, entertainment, and highly rated schools, making it an outstanding choice for those seeking both convenience and an exceptional lifestyle. Don't miss this incredible opportunity to own a beautifully furnished home in one of Central Florida's most desirable communities. Schedule your private showing today and discover everything this remarkable property has to provide.

16091 Silver Brook Way, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Lift Station/Cobblestone/Winte SubDv. ⋅ 34787 Zip Code

Bright, open living meets a polished, move-in-ready feel in Winter Garden. A flowing tile-floor plan creates an effortless backdrop for daily living and entertaining, anchored by a standout kitchen with crisp white cabinetry, stainless steel appliances, dramatic stone countertops and backsplash, recessed lighting, and an oversized waterfall island with seating. The generous primary retreat offers a large walk-in closet and an en-suite bath with dual sinks, a soaking tub, and a separate tiled shower. Well-proportioned secondary bedrooms offer versatile space, while the interior laundry room and two-car garage add everyday convenience. Sliding glass doors open to a covered, screened lanai, an inviting spot for morning coffee, outdoor dining, or relaxing with views of the expansive backyard. The home’s welcoming curb appeal is enhanced by an arched entry, shutters, and established landscaping. Enjoy the best of Winter Garden living, with Historic Downtown Winter Garden’s boutiques, dining, farmers market, and community events, plus the beloved West Orange Trail for walking, biking, and exploring.

356 Black Springs Lane, Winter Garden

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