Winter Garden Homes for Sale

Winter Garden Homes for Sale

Welcome to Winter Garden, Florida—a charming city nestled in the heart of Orange County that beautifully blends small-town warmth with modern amenities. Known for its picturesque landscapes, vibrant downtown, and rich history, Winter Garden offers an inviting atmosphere for families, professionals, and retirees alike. With its scenic parks, lush gardens, and the stunning West Orange Trail, outdoor enthusiasts will find endless opportunities for recreation and relaxation.

The city’s historic downtown area is a delightful hub, featuring unique boutiques, delightful eateries, and a thriving farmer's market that showcases local produce and artisanal goods. As you stroll along Plant Street, you’ll be captivated by the blend of old-world charm and contemporary flair, making it a perfect spot for leisurely afternoons or weekend outings.

When it comes to homes for sale, Winter Garden offers an impressive array of options to suit every lifestyle and budget. From cozy single-family homes with lush backyards to modern townhouses and luxurious estates, there is something for everyone in this vibrant community. Many neighborhoods boast top-rated schools, family-friendly amenities, and easy access to major highways, making commuting a breeze.

Whether you’re looking for a starter home, a place to raise a family, or a peaceful retreat, Winter Garden is the ideal place to plant your roots. Don’t miss the chance to explore the diverse real estate offerings in this enchanting city. Discover your dream home in Winter Garden today, and experience the warmth and charm that makes this community truly special!

Newest Winter Garden Homes for Sale

15663 Signature Drive, Winter Garden
$539,900
6 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 2 SubDv. ⋅ 34787 Zip Code
Walk to a 9/10-Rated Elementary School | Prime Location Between Horizon West & Windermere | Freshly Updated 6-Bedroom Home in Independence Nestled in the highly sought-after Independence community, in the prime corridor between Horizon West and Windermere, this beautifully maintained, move-in-ready home puts everything within easy reach. Recent updates include brand-new vinyl flooring throughout, fresh interior paint, and a newly painted exterior (2025), so you can simply unpack and start enjoying. With 6 spacious bedrooms and 3 full bathrooms, the home is designed for both comfort and style. The open-concept kitchen is a chef's dream, featuring modern appliances, a cozy breakfast nook, and abundant cabinetry for all your storage needs. The bright, airy living room offers ample space for both formal dining and relaxing. The family room, set apart for privacy, opens to a covered lanai, an ideal spot to unwind and enjoy the serene outdoors. The main floor features two inviting bedrooms and a full bathroom, perfect for guests or a home office. Upstairs, a well-kept loft provides a flexible space for a study, office, or game room. The expansive primary suite includes a luxurious ensuite with dual sinks, a separate tub and shower, and a generously sized walk-in closet. Location is where this home truly shines. Walk to a 9/10-rated elementary school, reach upscale shopping and dining in under 5 minutes by car, and arrive at the Disney theme parks in about 20 minutes. Banking, healthcare, and everyday conveniences are all just minutes away, so wherever you need to go, you're already close. Residents enjoy resort-style amenities, including a fitness center, pool, tennis courts, playground, soccer field, walking trails with exercise stations, and dog parks. The $195 monthly HOA fee includes cable TV and high-speed internet! Fresh updates, a flexible floor plan, and an unbeatable location. Schedule your private showing today!

15663 Signature Drive, Winter Garden
10048 Beach Port Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage just minutes from DISNEY! The OUTDOOR LIVING Space is a Showstopper! Generous COVERED Patio – perfect space for Dining and Relaxing! DELUXE SCREENED POOL with Sun Shelf, SALT SYSTEM, LED Lights and DECK JETS! This METICULOUSLY Maintained Home has a GOURMET KITCHEN with 42” Cabinets, Large Island, Upgraded Tile Backsplash, NEW PENDANT LIGHTS, Large FARM SINK, Under Cabinet Lighting, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with CABINETRY VENT HOOD! Large Pantry with CUSTOM SHELVING!! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with French Door to Patio and CUSTOM CLOSET! Bath Features DOUBLE Vanities and OVERSIZED Walk-In DOUBLE SHOWER. FLEX Space can be Dining Room, Office or Living Room. Convenient Remodeled Powder Bath with NEW Vanity, Counter and Mirror and Laundry Room with Cabinetry, Included WASHER and DRYER and Utility Sink complete the First Floor. Main Living Space has Upgraded Rectangular Tile, 8’ Doors and 5 ¼ Molding. Two Story Foyer features Stairs with Wood Railings and Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK-IN Closets! Bedrooms 2 and 3 share Full Bath 2 with Upgraded SHOWER instead of a tub and Bedrooms 4 and 5 share a Jack-and-Jill Bathroom. Numerous Upgrades: GUTTERS, EV NEWER Dishwasher, NEW LED Pool Lights, NEW Solonoid for Pool Salt System, Dedicated GENERATOR Hook Up, Garage with EV Charger, EPOXY FLOOR and Overhead STORAGE RACKS ! ENERGY EFFICIENT Home with LoE Double Pane Windows, 15 Seer AC & Reclaimed Water for Irrigation Saves $$ on Utilities. Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX

10048 Beach Port Drive, Winter Garden
16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden
204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden
13557 Parkfield Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location!  Minutes from Walt Disney World and all that Winter Garden has to offer with the new hospitals, stores, restaurants, downtown Winter Garden, Horizon West and the list goes on! Single stories are hard to come by and this MI Home is waiting for you!  It sits on a gorgeous conservation lot with no neighbors on one side. Sit on the front porch or the back patio and enjoy the good life!  Walk to the pool, fitness center and dog park. The perfect community to walk or bike.  This 4 bedroom 3 bath rare find single story is move in ready-well maintained, built in 2021, quartz countertops, NEW AC, huge walk-in closet in the primary bedroom, a popular 3 way split floor plan, and ample room for entertaining with the dining room and large family room.  The home is stunning with its gorgeous wooded and pond view. Lawn Care is included in the HOA leaving you time to enjoy all Central Florida has to offer!  Schedule your showing today!

13557 Parkfield Way, Winter Garden
13211 Lakeshore Grove Drive, Winter Garden
$715,000
4 Beds ⋅ 4 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Amazing Floorplan!! Three way split floorpan with 4 bedrooms and an office located on the first floor. Formal dining and living rooms. Corian kitchen counters with wood cabinets. Large spacious bonus room on the second level with half bath. Screen enclosed pool with large lanai. Large vinyl fenced in backyard. ROOF 2023. Gated Community with basketball court, playground and dock to Lake Luntz. Located just a few minutes from Winter Garden Villages and access to the 408 near Stoneybrook Parkway. All furniture is available for purchase.

13211 Lakeshore Grove Drive, Winter Garden
261 Zachary Wade Street, Winter Garden
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet of frontage on Lake Apopka, the fourth-largest lake in Florida, in the gated, golf-cart-friendly community of Lakeview Reserve. Expansive open-water views, streaming natural light and a beautifully reimagined interior create an unforgettable first impression. LOCATION: Just 2 miles to historic Downtown Winter Garden, reachable by golf cart, with Plant Street's restaurants, boutiques, events and the famous Saturday Farmers Market. The West Orange Trail is right outside the community gate, six highly rated golf clubs are within a 5-mile radius, and top-rated elementary and middle schools are less than a mile away. Enjoy easy access to shopping, Florida's Turnpike, downtown Orlando and the theme parks. RENOVATION: An extensive whole-home renovation brings a polished contemporary feel, with large-format porcelain tile, fresh paint and striking new lighting. The living room's panoramic water views anchor an open-concept layout that flows into the oversized dining room and kitchen. The completely renovated kitchen features high-gloss white flat-panel cabinetry, frosted glass accents, quartz countertops, a full-height quartz backsplash, an oversized waterfall island, stainless steel appliances, abundant storage and a built-in bar with wine storage. Every bathroom is beautifully remodeled, and each has a window and exhaust fan. The first floor hosts the primary suite plus two additional bedrooms, all with 11-ft ceilings, and every bedroom in the home enjoys a lake view. The primary suite offers real hardwood floors, two walk-in closets and a private screened porch overlooking the lake. Its spa-inspired bathroom includes dual vessel sinks, a makeup area, jetted soaking tub and glass-enclosed shower with rainfall and body spray fixtures. A first-floor office or den adds a quiet place to work. Upstairs, real hardwood continues to an oversized loft/flex space with full bath, walk-in closet and separate HVAC, ideal for guests or entertainment. Two Florida rooms, one on each floor, each with its own mini-split system, offer year-round panoramic lake views. OUTDOORS: A fenced, private backyard opens to sweeping open-water views. The recently resurfaced saltwater pool (new pump and filter 2026) and freshly repainted pool deck lead to a private covered dock with a 5,000-lb electric boat lift, electricity and water. Spend afternoons swimming, boating or fishing, then watch brilliant Florida sunsets from the dock. An extensive driveway and freshly painted two-car garage with built-in storage add everyday convenience. ENERGY EFFICIENT: This solar-powered home also features all new windows (2024), a new main first-floor AC (2026) and mini-split systems in both Florida rooms. The seller currently pays only an approximately $30 monthly grid fee, compared to a previous $500-$600 monthly electric bill. The seller will pay off the solar loan at closing, OR the purchase price may be reduced if the buyer assumes the existing low-interest solar panel loan. Mornings of sunlight on the lake, afternoons by the pool or on the boat, evenings on the dock beneath a painted Florida sky, with downtown Winter Garden just a golf cart ride away. This is the feeling of being on vacation every day, without ever leaving home.

261 Zachary Wade Street, Winter Garden
12349 Westfield Lakes Circle, Winter Garden
$740,500
5 Beds ⋅ 3 Baths ⋅ Westfield Lakes Ph 04 A-F SubDv. ⋅ 34787 Zip Code
Welcome to Westfield Lakes, a charming community nestled along the shores of Lake Beulah in desirable Winter Garden! This beautifully maintained custom built Morrison Home offers 5 bedrooms, 3 full baths, a 3-way split bedroom floor plan. The thoughtful floor plan includes a private bedroom and full bath separated from both the primary suite and additional bedrooms, making it ideal for guests, extended family, or an in-law suite. The home is on an oversized lot with no rear neighbors. From the moment you step inside, you'll appreciate the soaring 12-foot ceilings, abundant natural light, crown molding, and thoughtful design throughout. The spacious kitchen features 42-inch cabinetry, rich granite countertops, upgraded appliances, and plenty of room to gather with family and friends. The open family room is pre-wired for surround sound and overlooks the extended covered lanai and private backyard, creating an ideal space for entertaining or simply enjoying the peaceful Florida lifestyle. The oversized lot offers plenty of room to add a pool. The private primary suite is thoughtfully separated from the additional bedrooms and features a tray ceiling, direct access to the covered lanai, dual vanities, a large garden tub, and a separate fully tiled shower and a custom closet with built ins, which add both functionality and a custom feel. The fifth bedroom offers flexibility as a home office, den, or guest space. Additional features include 18-inch tile flooring, a spacious 3 car garage with epoxy flooring, brick paver driveway, brick privacy fencing, professional landscape edging, and a recently painted exterior. Major updates provide added peace of mind with a NEW ROOF in February 2026, NEW WATER HEATER and NEW A/C October 2026, plus the freshly painted exterior Sept 2026. Westfield Lakes offers residents a beautiful neighborhood park, tennis courts, and a fishing pier along Lake Beulah. Ideally located near West Orange High School, Roper YMCA Family Center, Winter Garden Village, historic Downtown Winter Garden, dining, shopping, entertainment, dog parks, the West Orange Trail, and major roadways including the 429, Turnpike, and 408. This is more than a home, it's an opportunity to enjoy the space, privacy, and lifestyle that make Westfield Lakes such a special place to call home. Come see it for yourself!

12349 Westfield Lakes Circle, Winter Garden
4780 Terrace Bluff Street, Winter Garden
$569,900
4 Beds ⋅ 4 Baths ⋅ Enclave/Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to 4780 Terrace Bluff in the Enclave at Hamlin. A charming 4-bedroom home offering the space, flexibility and location that make Hamlin living so appealing. The open-concept floor plan creates an easy flow between the kitchen, dining and living spaces, making the home equally comfortable for everyday living and entertaining. A full bedroom and bath on the first floor adds valuable flexibility for guests, multigenerational living or a private home office. Upstairs, the oversized primary suite offers a spacious retreat with a generous bath, while the additional bedrooms are comfortably sized with plenty of room to grow, work or play. Set within a quiet neighborhood, the home offers a peaceful place to come home to while still keeping you close to everything. Your HOA dues INCLUDE LAWN CARE. Enjoy the community pool, nearby restaurants, coffee shops, shopping, entertainment and everyday conveniences, with the new library and Horizon West Regional Park just around the corner. Disney is nearby, and quick access to the 429 makes getting around Central Florida easy, whether you’re heading downtown, to the attractions, the airport or beyond. The home is also zoned for highly regarded Independence Elementary, established Bridgewater Middle School and the new Horizon High School. Comfortable, connected and incredibly convenient, 4780 Terrace Bluff offers the best of both worlds — a quieter neighborhood setting with community amenities, right in the heart of everything Horizon West has to offer.

4780 Terrace Bluff Street, Winter Garden
17602 Japonica Bloom Drive, Winter Garden
$785,000
5 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Luxury new construction home near Walt Disney World theme parks! The spacious 5 bedroom, 4 bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car tandem garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired gourmet kitchen, which includes solid surface countertops, an island, and high-end stainless steel appliances, such as a cooktop, range hood, built-in oven and microwave, and dishwasher. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. Sliding glass doors allow access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring an extended sitting room off of the bedroom. The primary bathroom features a dual sink vanity with Delta faucets, ceramic tile flooring, a luxurious shower with a glass enclosure and a freestanding bathtub. Additional features include an upgraded lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, with each second floor bedroom surrounding a spacious loft. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, garage door openers, and a utility area with ceramic tile flooring. The home also boasts all 8' doors on the first floor, pre-plumb for a laundry sink, fully upgraded design finishes, including Revwood flooring, and a new home warranty for peace of mind. Call today to schedule a tour!

17602 Japonica Bloom Drive, Winter Garden
15223 Evergreen Oak Loop, Winter Garden
$500,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 & 3 SubDv. ⋅ 34787 Zip Code
Welcome to the highly sought-after Independence community in Winter Garden! This spacious 4-bedroom, 3.5-bath home offers 2,502 square feet with a versatile layout that includes two primary suites—one conveniently located downstairs and a second upstairs. The open main living area features tile flooring and brings together the living room, dining area, and kitchen, creating plenty of space for everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, a center island, and pantry for additional storage. The downstairs primary suite offers the convenience of first-floor living, with an en suite bath featuring a double vanity, walk-in shower, and soaking tub. A separate half bath is also located downstairs for guests. Upstairs, you'll find the second primary suite plus two additional bedrooms connected by a Jack-and-Jill bathroom. A 2-car rear-entry garage completes the home. Independence offers an impressive lineup of community amenities, including two clubhouses, two community pools, fitness centers, parks, and miles of walking and biking trails. Enjoy a prime Winter Garden location near A-rated schools, shopping, dining, entertainment, medical facilities, and major roadways. Don’t miss your chance to make this spacious Winter Garden home your own! *Aerial photo property lines are an estimate and to be verified by buyer.

15223 Evergreen Oak Loop, Winter Garden
517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bath. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden
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