Winter Garden Homes with Community Mailbox Community Features

Winter Garden Homes with Community Mailbox Community Features

Located in the beautiful state of Florida, Winter Garden is a charming city that offers a perfect blend of small-town charm and modern amenities. Known for its picturesque landscapes and vibrant community, Winter Garden is a great place to call home.

One of the appealing features of this city is its Homes with Community Mailbox Community. This means that residents can enjoy the convenience of having a centralized mailbox area within their community. No more driving to a distant post office or worrying about missed deliveries. With a community mailbox, residents can easily collect their mail without any hassle.

Winter Garden is also known for its fantastic community features. From well-maintained parks and playgrounds to recreational facilities, there are plenty of amenities to enjoy. Residents can take advantage of walking trails, sports fields, and community pools, providing endless opportunities for outdoor activities and socializing.

In addition to its community features, Winter Garden boasts a vibrant downtown area filled with charming shops, restaurants, and entertainment options. The historic downtown district is a popular gathering spot for locals and visitors alike, offering a unique and lively atmosphere.

With its convenient location in the heart of Florida, Winter Garden provides easy access to major highways, making commuting to nearby cities and attractions a breeze. From the sunny beaches of the Gulf Coast to the bustling city life of Orlando, everything is within reach.

If you're looking for a place that combines a strong sense of community, convenient amenities, and a beautiful setting, Winter Garden is the perfect choice.

Newest Winter Garden Homes with Community Mailbox Community Features

6123 Flowering Cherry Bend, Winter Garden
$844,073
6 Beds ⋅ 5 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Discover the Anna Maria with Bonus in Avalon Woods! This two-story home offers 6 bedrooms, 4 full bathrooms, 1 half bathroom, and approximately 3,412 square feet of living space. The main level features a spacious great room, dining area, kitchen, and a private primary suite with a walk-in closet and bath. Upstairs, enjoy a versatile bonus room and additional bedrooms and bathrooms. A two-car garage adds everyday convenience. Community amenities include a park, playground, and trails. Conveniently located near shopping, dining, and major roadways in Winter Garden. Pricing, features, and availability are subject to change; confirm details with the builder.

6123 Flowering Cherry Bend, Winter Garden
6129 Flowering Cherry Bend, Winter Garden
$748,018
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to a home designed for easy everyday living in Avalon Woods. This single-story Anna Maria, Elevation B, offers four bedrooms and three full bathrooms across 2,235 heated square feet. A welcoming covered front porch leads into an open layout where the family room, dining area and Gourmet Kitchen bring everyone together. Prepare a favorite meal at the spacious kitchen island, with a built-in oven, cooktop and range hood close at hand, then settle in for a relaxed evening with room to spread out. The primary suite offers a quiet retreat with a spa-style shower, while three additional bedrooms provide flexibility for guests, work or hobbies. Laminate flooring adds warmth to the main living areas, with carpeted bedrooms and tile in the bathrooms. Open the sliding glass doors to the covered rear lanai and enjoy a morning coffee or an unhurried weekend. A dedicated indoor laundry room and attached two-car garage add everyday convenience. Discover the comfort and possibilities of Avalon Woods in Winter Garden. Schedule a visit to the community model home. Sample Image.

6129 Flowering Cherry Bend, Winter Garden
480 W Plant Street, Winter Garden
$785,000
2 Beds ⋅ 3 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code
In the heart of Historic Downtown Winter Garden, this three-story townhome in Park Place offers a rare blend of architectural character, flexible living spaces, and an exceptional walkable lifestyle. Step inside and discover this well-executed floor plan that lives much larger than its square footage suggests. Soaring 20-foot ceilings, expansive windows, open stair railings, and a custom loft create an impressive sense of space and natural light with an airy feel. The second-floor living area is the centerpiece anchoring the home, featuring custom German Schmear limewashed brick, detailed trim work, a built-in entertainment center, and sliding glass doors that open to a Juliet balcony overlooking downtown. The thoughtfully designed kitchen offers an oversized island with dine-in seating, white wood cabinetry with glass insets, stainless steel Samsung appliances, designer lighting, plantation shutters, and a convenient built-in workspace. Only two of these Park Place floor plans exist. One of the home's most unique features is the custom loft overlooking Plant Street and the West Orange Trail. Complete with a built-in ladder and bench seating, it's an inviting space to read, work, or simply enjoy the view. The first floor offers a private guest suite or study with an en-suite bath and walk-in closet. With special-use permits issued for select Park Place Plant St units, commercial zoning on this level lets you add a professional workspace. Upstairs, the third-floor owner's retreat provides privacy, a spacious walk-in closet, walk-in shower, and additional storage. Lovingly maintained by its original owner for seven years, this home offers low-maintenance, lock-and-leave living in one of Downtown Winter Garden's most desirable locations. The location is hard to beat. Step outside and you're in the heart of what makes Downtown Winter Garden special. Walk to the Saturday farmers market, enjoy the restaurants and shops along Plant Street, hop on the West Orange Trail, or meet friends for dinner without ever getting in your car. Rare in character, remarkable in design, and irreplaceable in location, 480 W. Plant Street is more than a beautiful home. It’s an invitation to fall in love with where you live.

480 W Plant Street, Winter Garden
Winter Garden
$530,000
3 Beds ⋅ 4 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to modern Hamlin living in this beautiful END-UNIT townhome in highly desirable Winter Garden! Built in 2025 and offering 3 bedrooms, 3.5 bathrooms and over 2,000 square feet across three thoughtfully designed levels, this home combines the space and privacy of a single-family layout with the convenience of low-maintenance townhome living. One of the best features of this floor plan is that ALL THREE BEDROOMS ARE PRIVATE SUITES with their own bathrooms. The first-floor suite is ideal for guests, a home office, multigenerational living or anyone wanting additional separation and privacy. The second floor is the heart of the home, featuring a bright, open-concept kitchen, dining and living area with 42-inch cabinetry, white quartz countertops, stainless steel GE appliances and modern luxury vinyl plank flooring. Step outside to the covered lanai for an additional spot to relax or unwind. Upstairs, the spacious primary suite offers a private retreat along with the home's third bedroom suite. As an END UNIT, this home enjoys additional privacy with no neighbor on one side, plus added natural light. A two-car attached garage provides plenty of storage and everyday convenience, while the abundance of additional parking directly in front of the home makes hosting friends and family refreshingly easy. And then there's the LOCATION. Parkview at Hamlin puts you in the middle of one of Winter Garden's most convenient and sought-after areas, surrounded by restaurants, shopping, groceries, entertainment and everyday essentials. With SR 429 just minutes away, commuting throughout Central Florida is a breeze while still enjoying everything the Hamlin and Horizon West area has to offer. Modern, spacious, exceptionally well located and barely a year old—this is the kind of rental that truly feels like home. Schedule your showing and come see what makes this end-unit Hamlin townhome stand out.

Winter Garden
9380 Bolshoi Alley, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Tribute/Ovation SubDv. ⋅ 34787 Zip Code
SELLER PROVIDING UP TO $10,000 TOWARD BUYER CLOSING COSTS! Welcome to this nearly NEW townhome in the heart of highly desirable Horizon West! Built in 2025, this 3-bedroom, 2-and-a-half-bathroom residence offers the appeal of newer construction in one of Central Florida’s fastest-growing communities. Enjoy the convenience of having Publix and an expanding selection of shopping, dining, and everyday essentials just across the street! The unit is equipped with upgraded QUARTZ countertops, tile throughout the first floor & a cozy private courtyard. The home’s prime location also provides easy access to State Road 429, making commuting throughout Central Florida a breeze. Just minutes away, the popular Hamlin area offers an exciting mix of restaurants, retail, entertainment, and recreational opportunities. Whether you’re searching for a primary residence or a low-maintenance lifestyle, this townhome offers an excellent combination of location, convenience, and modern living. With construction completed in 2025, buyers can enjoy the benefits of a newer home without the wait of building from the ground up. Don’t miss your opportunity to own a nearly new townhome in the heart of Horizon West!

9380 Bolshoi Alley, Winter Garden
5705 New Independence Parkway, Winter Garden
$399,900
3 Beds ⋅ 2 Baths ⋅ Signature Lakes - Phase 2 SubDv. ⋅ 34787 Zip Code
WELCOME HOME TO 5705 NEW INDEPENDENCE PARKWAY! Discover the perfect blend of COMFORT, CHARM, and RESORT-STYLE LIVING in the highly desirable INDEPENDENCE / SIGNATURE LAKES COMMUNITY of WINTER GARDEN, FLORIDA! This inviting 3-BEDROOM, 2.5-BATH TOWNHOME offers 1,751 SQ. FT. OF LIVING SPACE, a PRIVATE REAR-ENTRY 2-CAR GARAGE, and a wonderful opportunity to enjoy everything that makes Central Florida living so special. From the moment you arrive, the CHARMING FRONT PORCH welcomes you home. Step inside to discover a bright, OPEN-CONCEPT FLOOR PLAN filled with NATURAL LIGHT, creating a comfortable setting for everyday living, entertaining friends, or simply unwinding after a long day. The SPACIOUS KITCHEN features GRANITE COUNTERTOPS, generous cabinet storage, and plenty of room to gather, while UPDATED LAMINATE FLOORING adds warmth throughout the main living areas. A NEWER HVAC SYSTEM INSTALLED IN 2025 provides an added touch of comfort and peace of mind. Upstairs, the PRIMARY SUITE offers a relaxing retreat with a PRIVATE ENSUITE BATHROOM and WALK-IN CLOSET. Two additional bedrooms provide flexible space for guests, hobbies, or a HOME OFFICE. Whether you're enjoying your morning coffee on the FRONT PORCH, hosting dinner with loved ones, or relaxing on the PRIVATE PATIO, this home offers room to create lasting memories. Life in INDEPENDENCE is about so much more than the home itself! Residents enjoy an exceptional collection of RESORT-STYLE AMENITIES, including TWO COMMUNITY POOLS, FITNESS CENTERS, a CLUBHOUSE, PARKS, PLAYGROUNDS, DOG PARKS, TENNIS AND BASKETBALL COURTS, SCENIC WALKING TRAILS, and COMMUNITY LAKE ACCESS. Neighborhood gatherings and community events create opportunities to connect, unwind, and truly feel at home. And the LOCATION is equally impressive! Nestled in the heart of HORIZON WEST, you're conveniently located near HAMLIN TOWN CENTER, HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, and WALT DISNEY WORLD, with easy access to shopping, dining, entertainment, major roadways, and area schools. LOCATION, COMFORT, COMMUNITY, AND RESORT-STYLE LIVING — ALL IN ONE PLACE! With 3 BEDROOMS, 2.5 BATHROOMS, 1,751 SQ. FT., A PRIVATE 2-CAR GARAGE, and an incredible array of NEIGHBORHOOD AMENITIES, 5705 NEW INDEPENDENCE PARKWAY is more than just a place to live — it's a place to feel at HOME. WELCOME HOME TO INDEPENDENCE, WINTER GARDEN!

5705 New Independence Parkway, Winter Garden
8943 Lakeshore Pointe Drive, Winter Garden
$639,900
3 Beds ⋅ 3 Baths ⋅ Lakeshore Preserve Phase I SubDv. ⋅ 34787 Zip Code
ONE OF THE PRETTIEST LOCATIONS AND VIEWS IN LAKESHORE!! SHOWS BETTER THAN A MODEL WITH TOO MANY UPGRADES TO LIST!!! LOCATION, LOCATION, LOCATION!!! FROM THE TIME YOU ARRIVE, YOU WILL IMMEDIATELY FALL IN LOVE WITH THE OVERSIZED FRONT PORCH, WATERVIEW OF THE COMMUNITY FOUNTAIN, AND MORE THAN ENOUGH ROOM TO ENJOY OUTDOOR LIVING! THIS LUXURIOUS TOLL BROTHERS DANTE ITALIANATE FLOORPLAN HAS IT ALL! THIS HOME HAS AN OPEN CONCEPT WITH HIGH CEILINGS, LOTS OF WINDOWS ALLOWING FOR NATURAL LIGHT, HUGE SLIDING DOORS WHICH LEAD TO A PRIVATE BRICK PAVERED COURTYARD AND A COVERED WALKWAY TO YOUR TWO CAR GARAGE. WALK INTO YOUR SPACIOUS KITCHEN WHICH INCLUDES A MASSIVE ISLAND AND AN ADDITIONAL BREAKFAST BAR, BOTH WITH UPGRADED QUARTZ COUNTERTOPS. YOU WILL LOVE YOUR NEW KITCHEN WHICH INCLUDES AN UPGRADED CABINET PACKAGE ADDING ADDITIONAL CABINETS FOR AMPLE SPACE, 42" CABINETS, CROWN MOLDING, STAINLESS APPLIANCES AND NATURAL GAS FOR COOKING. MANY ENERGY SAVING FEATURES INCLUDING TANKLESS WATER HEATER, FOAM INSULATION, SOLID CONCRETE BLOCK WALLS FROM THE FOUNDATION THROUGH THE ATTIC AND MORE. ENJOY RESORT STYLE AMENITIES WHICH INCLUDE A POOL, FITNESS CENTER, CLUBHOUSE WITH BREATHTAKING LAKE AND GOLF COURSE VIEWS, KAYAK AND PADDLE BOARD LAUNCH, TWO PLAYGROUNDS, FIREPIT, SUMMER KITCHEN, HAMMOCKS AND DOG PARK. LAKESHORE PRESERVE IS LOCATED IN THE HAMLIN AREA, ONLY TEN MINUTES FROM MAJOR TOURIST ATTRACTIONS. YOU WILL ALSO FIND NEW SCHOOLS, NEW RESTAURANTS, NEW HOSPITAL, PLENTY OF SHOPPING AND ENJOY THE NEW CINEPOLIS RECENTLY BUILT - EASY ACCESS TO ALL THAT CENTRAL FLORIDA HAS!! SCHEDULE YOUR APPOINTMENT TODAY, YOU WILL NOT BE DISAPPOINTED!!!

8943 Lakeshore Pointe Drive, Winter Garden
87 Windtree Lane Unit K, Winter Garden
$189,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 03 SubDv. ⋅ 34787 Zip Code
**Great location, attractive pricing, and plenty of potential in Windtree Gardens Community in Winter Garden ** Tucked away at the back of the community, this private first-floor, 2-bedroom, 2-bath condo offers a peaceful setting and a fantastic opportunity to make a home your own. With a functional layout, a screened porch for enjoying the outdoors, and the convenience of an in-unit washer and dryer, the home provides a great foundation for thoughtful updates and personal touches. The community offers a variety of amenities, including a swimming pool, clubhouse, and basketball court, along with pest control service and two dedicated parking spaces. The location is a standout! Just minutes from SR 429, Florida's Turnpike, and charming Historic Downtown Winter Garden, you'll enjoy convenient access to shopping, dining, entertainment, and major commuter routes while being close to one of Central Florida's most beloved downtown destinations. This condo is a great choice for buyers who appreciate privacy, convenience, community amenities, and the chance to add their personal style. Condo also has a strong rental opportunity for savvy investors. Bring your vision and discover the possibilities at 87 Windtree!

87 Windtree Lane Unit K, Winter Garden
12866 Eureka Lemon Drive, Winter Garden
$980,095
5 Beds ⋅ 5 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai overlooking conservation, to the flexible loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find warm, neutral finishes from the AW Collection Serene. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30 minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

12866 Eureka Lemon Drive, Winter Garden
8163 Red Stopper Lane, Winter Garden
$435,000
3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code
Discover the best of Winter Garden living in the highly desirable Summerlake community, where resort style amenities, convenient access to Orlando attractions, and beautiful neighborhood surroundings come together. Located at 8163 Red Stopper Lane, this beautifully maintained 3 bedroom, 2.5 bathroom home offers an inviting open concept floor plan designed for comfortable everyday living and entertaining. Step inside to a spacious main living area featuring ceramic tile flooring, abundant natural light, and a thoughtfully designed layout. The kitchen features granite countertops, 42 inch cabinetry with crown molding, a decorative tile backsplash, stainless steel appliances, a breakfast bar, and a generous pantry. The adjoining dining area provides additional space for gathering with family and friends. Upstairs, the spacious primary suite offers a special Florida experience with views of the Walt Disney World fireworks illuminating the night sky! The primary bathroom features dual sinks, stone countertops, an upgraded tiled shower, and a large walk in closet. Two additional bedrooms and a full guest bathroom complete the upstairs living space. Outside, enjoy your own private fenced courtyard with attractive pavers and a covered lanai, perfect for morning coffee, outdoor dining, or relaxing in the Florida sunshine. An attached two car garage provides convenient parking and additional storage. Summerlake is known for its exceptional community amenities, including a resort style swimming pool, clubhouse, fitness center, tennis courts, basketball courts, playground, dog park, zip line, and scenic walking trails. Located in the sought after Horizon West area of Winter Garden, residents enjoy convenient access to Hamlin Town Center for shopping, dining, and entertainment, along with nearby golf courses, parks, and outdoor recreation. Historic Downtown Winter Garden offers charming boutiques, local restaurants, a popular farmers market, and access to the West Orange Trail. With Walt Disney World, major Orlando attractions, and important Central Florida roadways nearby, this location offers an exceptional combination of neighborhood charm and everyday convenience. Whether you are looking for a primary residence or a seasonal Florida retreat, this Summerlake property offers the lifestyle and location that make Winter Garden one of Central Florida's most desirable places to call home. Schedule your private showing and discover everything this home and community have to offer!

8163 Red Stopper Lane, Winter Garden
14327 Wabasso Loop, Winter Garden
$869,000
5 Beds ⋅ 4 Baths ⋅ Tilden Place/Winter Garden SubDv. ⋅ 34787 Zip Code
Built by MI Homes in 2022, this Newcastle floor plan offers nearly 4,000 square feet with 5 bedrooms, 4 bathrooms, two primary suites, a dedicated office, and an oversized upstairs loft. The impressive two-story foyer opens to a spacious, open-concept layout. The gourmet kitchen features 42” shaker cabinets, quartz countertops, upgraded backsplash, stainless steel appliances, and a walk-in pantry. The downstairs primary suite offers a spacious walk-in closet and an oversized en-suite, while the upstairs primary suite includes dual vanities, an oversized shower, and a large walk-in closet. 3 additional upstairs bedrooms feature walk-in closets. Upgraded flooring throughout means **no carpet in the home**. Additional highlights include tall ceilings, upgraded finishes, ENERGY STAR® 3.1 construction, and a fully fenced, level backyard with room to add a private pool. Located in a small gated community with a playground and zoned for Keene’s Crossing Elementary and Windermere High School, with Foundation Academy nearby. Enjoy convenient access to Hamlin Town Center, shopping, dining, Cinepolis Luxury Cinemas, Publix, SR-429, Disney, and Orlando International Airport. Schedule your private tour today!

14327 Wabasso Loop, Winter Garden
728 Garden West Terrace, Winter Garden
$1,699,000
5 Beds ⋅ 5 Baths ⋅ Garden West SubDv. ⋅ 34787 Zip Code
Welcome to this stunning custom home crafted by the renowned Pioneer Builders in 2022, nestled in one of Winter Garden's most coveted locations. Just steps from the beloved West Orange Trail and the charming Golf Cart District of Historic Downtown Winter Garden, this home offers the best of the Winter Garden lifestyle right at your doorstep. Whether you're pedaling the trail at sunrise or cruising downtown in your golf cart for dinner and live music, this location makes it easy to enjoy everything this vibrant community has to offer. From the moment you step inside, the quality and craftsmanship are undeniable. Engineered hardwood floors flow seamlessly throughout the home, while custom cabinetry adds timeless elegance to every space. The open living areas feature top-of-the-line Fisher & Paykel appliances, blending elevated design with everyday functionality. Plantation shutters throughout the main house add a classic, refined touch, while an automatic gate provides an added layer of privacy and convenience. The main level features a private ensuite bedroom and full bath, ideal for guests or multigenerational living, along with a convenient powder bath for visitors. Upstairs, the primary suite serves as a true retreat, complete with two oversized walk-in closets and a luxurious ensuite bath. Two additional bedrooms share a well-appointed Jack-and-Jill bathroom, while an upstairs laundry room adds everyday convenience. Added in 2024, the private apartment above the garage is a rare and exceptional bonus, complete with a kitchenette, dedicated office space, full bath, and in-unit laundry. Whether envisioned as a private guest suite, in-law quarters, a dedicated work-from-home retreat, or an income-producing rental, the possibilities are endless. Winter Garden's Golf Cart District is more than a novelty—it's a way of life. Residents enjoy cruising to the award-winning Farmers Market, exploring boutique shops and local restaurants, visiting breweries, and taking part in the community events that make Historic Downtown Winter Garden one of Central Florida's most vibrant destinations. The West Orange Trail, spanning more than 22 miles of scenic, paved pathways, is a paradise for cyclists, joggers, and walkers. With this home's prime proximity, outdoor recreation is always within easy reach. This is more than a home—it's a lifestyle. Don't miss the opportunity to own a distinctive property offering timeless finishes, versatile living spaces, added privacy, and an exceptional location in one of Central Florida's most sought-after communities.

728 Garden West Terrace, Winter Garden
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