Winter Garden Homes with Association Recreation - Owned Community Features

Winter Garden Homes with Association Recreation - Owned Community Features

Winter Garden, located in Orange County, Florida, is a vibrant city known for its rich history, charming downtown area, and family-friendly atmosphere. Nestled in the heart of the Sunshine State, Winter Garden offers a perfect blend of small-town charm and modern amenities.

With its convenient location just a short drive away from Orlando, Winter Garden residents enjoy easy access to world-class theme parks, shopping centers, and entertainment options. However, the city itself has plenty to offer, making it a desirable place to call home.

One of the appealing features of Winter Garden is its abundance of homes with Association Recreation-Owned Community (AROC) features. True to its name, these communities provide residents with access to a range of recreational amenities, such as swimming pools, tennis courts, fitness centers, and clubhouse facilities. Living in an AROC community allows residents to enjoy an active and social lifestyle without having to leave the comfort of their neighborhood.

Whether you're looking for a cozy single-family home or a spacious townhouse, Winter Garden has a wide variety of housing options to suit every taste and budget. The city boasts well-maintained neighborhoods, lush green spaces, and picturesque views, making it an ideal place for families, young professionals, and retirees alike.

If you're seeking a place that offers a strong sense of community, an array of recreational opportunities, and a convenient location, Winter Garden is the perfect place to call home. With its warm climate, friendly residents, and endless possibilities for leisure and entertainment, Winter Garden truly embodies the Florida lifestyle.

Newest Winter Garden Homes with Association Recreation - Owned Community Features

14501 Grove Resort Avenue Unit 3420, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3420, Winter Garden
14501 Grove Resort Avenue Unit 3221, Winter Garden
$169,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3221, Winter Garden
8900 Sonoma Coast Drive, Winter Garden
$745,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Enjoy resort-style living in Waterleigh, a master-planned community in Horizon West, Winter Garden. This single-story home offers 3 bedrooms, 2 full bathrooms, a half bathroom, and a separate office, complemented by distinctive interior finishes and expansive outdoor living spaces. An inviting foyer features decorative wood slat accents, integrated lighting, and a floating bench. The open-concept living area showcases a tray ceiling, wood-look tile flooring, and a custom TV feature wall with a floating media console. The kitchen features cabinetry, stone countertops, a tile backsplash, pendant lighting, and a stainless steel appliance package, including a refrigerator, built-in oven, microwave, cooktop, and dishwasher. A separate dining area provides additional gathering space. The office features glass French doors, built-in cabinetry, shelving, and work surfaces. The primary suite includes custom closet organizers and an en-suite bathroom with dual sinks, illuminated mirrors, a separate shower, a soaking tub, and a private water closet. The laundry room includes a washer and dryer, while the garage offers extensive storage cabinetry and a coated floor. Step outside to a covered, screened lanai overlooking an expansive paver patio with a fire pit, fenced backyard, and wooded backdrop—an inviting setting for relaxing or entertaining. Waterleigh offers community pools, clubhouses, fitness facilities, playgrounds, and recreational amenities in a scenic setting of lakes and ponds. Enjoy convenient access to shopping and dining at nearby Hamlin, Publix within the community, historic Downtown Winter Garden, and SR-429. Nearby schools include Atwater Bay Elementary, Water Spring Middle, and Horizon High School; buyers should verify current school assignments with Orange County Public Schools. Kitchen appliances, washer, and dryer are included in the sale. Furnishings shown in the photographs are actual furnishings. Select photographs have been digitally enhanced for lighting, and flames have been digitally added to the outdoor fire pit.

8900 Sonoma Coast Drive, 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
14503 Avenue Of The Rushes, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes SubDv. ⋅ 34787 Zip Code
1st time on the market * Welcome to this beautiful and incredibly maintained home offering 4 bedrooms, 3.5 bathrooms, and approximately 3,315 square feet of living space in the desirable Signature Lakes community of Independence * Built in 2007, this spacious two-story home offers an inviting blend of comfort, style, and room to entertain * Attractive curb appeal, a welcoming covered entry, paver driveway, and tropical landscaping create a memorable first impression * Inside, the generous floor plan provides flexibility for everyday living, entertaining guests, and enjoying the Florida lifestyle * Step outside to the private screened pool area and create your own backyard retreat, perfect for relaxing and enjoying the sunshine year-round * Conveniently located near shopping, dining, major roadways, and the many amenities of Winter Garden, this property offers an excellent opportunity to enjoy the Central Florida lifestyle, with community recreation and outdoor activities. Community amenities include a clubhouse, 2 resort-style swimming pools, fitness facilities, tennis and basketball courts, playgrounds, parks, and community boat ramps and docks providing access to Lake Hancock.

14503 Avenue Of The Rushes, 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
16773 Broadwater Avenue, Winter Garden
$2,575,000
7 Beds ⋅ 6 Baths ⋅ Waterside On Johns Lake SubDv. ⋅ 34787 Zip Code
Experience the ultimate in luxury lakefront living in this exceptional 7-bedroom Mansfield floor plan, offered for sale for the first time by its original owner. Perfectly positioned along nearly 100 feet of shoreline on the spectacular 2,600-acre Johns Lake, this remarkable residence offers approximately 6,300 heated square feet of thoughtfully designed living space, breathtaking panoramic water views, and a rare walkout basement ideal for multigenerational living. Impressive curb appeal and a welcoming courtyard entrance set the stage for soaring ceilings, expansive living areas, and unforgettable lake views from the moment you enter. The magnificent great room is flooded with natural Florida sunshine, featuring an electric fireplace and sweeping views of Johns Lake. The recently renovated gourmet kitchen is a showpiece, boasting an oversized center island, freestanding natural gas range, and separate full-size refrigerator and freezer. The main level features a luxurious owner's suite, dedicated home office, and additional ensuite bedroom. Upstairs, an expansive bonus room complements three generously sized bedrooms and two full bathrooms, providing exceptional flexibility for family and guests. What truly distinguishes this extraordinary lakefront estate is the enormous walkout basement, offering endless possibilities for a home theater, fitness center, entertainment lounge, game room, or custom bar. A SECOND OWNER'S SUITE provides an incredible opportunity for an in-law retreat, extended family accommodations, or private multigenerational living quarters. Thoughtful planning by the original owners includes future pool connections, natural gas stub-outs for additional coach lighting, preplumbing and gas connections for an outdoor summer kitchen, and numerous additional ceiling fan locations. Additional enhancements include plantation shutters, custom closets, and a whole-home natural gas backup generator. Step outside to an expansive backyard showcasing breathtaking 180-degree panoramic views of Johns Lake. Your private covered boat dock with low-maintenance composite decking and boat lift creates the ultimate waterfront lifestyle, with boating, fishing, watersports, and sunset cruises right from your backyard. Spanning Orange and Lake counties, Johns Lake is renowned for its expansive open waters, scenic shoreline, and exceptional fishing. Located within the gated community of Waterside on Johns Lake, residents enjoy resort-style amenities including a beautiful clubhouse, state-of-the-art fitness center, community swimming pool, and playground. This highly desirable Clermont and Winter Garden corridor offers access to sought-after K–12 schools & Foundation Academy, Montverde Academy, and Windermere Prep School. Ideally situated along Marsh Road, this exceptional location places you minutes from outstanding shopping, dining, and entertainment in both Clermont and Winter Garden. Enjoy convenient access to Walt Disney World, SR 429, SR 408, Florida's Turnpike, and Downtown Orlando. Historic Downtown Winter Garden is just minutes away, offering charming boutiques, acclaimed restaurants, the West Orange Trail, community festivals, and its famous Saturday Farmers Market. Combining extraordinary square footage, a rare walkout basement, dual owner's suites, private boating access, and nearly 100 feet of pristine Johns Lake frontage, this remarkable property delivers an unparalleled opportunity to embrace the Florida lakefront lifestyle.

16773 Broadwater Avenue, Winter Garden
14066 Avenue Of The Groves, Winter Garden
$329,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Welcome to resort-style living in the sought-after community of Independence. This beautifully renovated, move-in-ready townhouse seamlessly combines modern updates, luxury amenities, and Disney-area convenience. Enjoy serene, unobstructed views with no front-facing neighbors—the ideal setting to watch Magic Kingdom’s dazzling nightly fireworks. Inside, you will find a newly updated kitchen, fresh luxury vinyl flooring throughout, a spacious open layout, and two bedrooms with ensuite bathrooms. Step outside to your private courtyard featuring newly installed synthetic turf, ideal for outdoor entertaining. A detached two-car garage provides ample parking and additional storage. Stairs are currently being replaced with luxury vinyl flooring. Unit comes with soft water filtration system.Independence residents enjoy premier community amenities, including tennis and basketball courts, a clubhouse, a fitness center, two resort-style pools, walking parks, playgrounds, and a dedicated dog park. The HOA fee conveniently covers high-speed internet, cable, pest control, roof maintenance, exterior painting, amenity access, and all common-area landscaping. Contact us today to schedule your private showing!

14066 Avenue Of The Groves, Winter Garden
8649 Flagship Alley, Winter Garden
$489,900
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden
9356 Tyrella Pine Trail, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom, 2-car garage home in the highly sought-after Watermark community of Horizon West! Ideally located just a short walk from the clubhouse, this spacious two-story home offers an open-concept floor plan perfect for everyday living and entertaining with a rare long driveway. The main level features tile flooring throughout, abundant natural light, and a modern kitchen with built-in appliances, ample cabinetry, and generous counter space. Upstairs, the spacious primary suite features a walk-in closet, en-suite bath, along with three additional bedrooms, a full bath, and a convenient laundry room. Enjoy Florida living from the welcoming front porch, rear-entry two-car garage, and low-maintenance yard. Built by Meritage Homes, the property features energy-efficient construction designed to help reduce energy consumption and utility costs. Watermark offers resort-style amenities including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, parks, and walking trails. Conveniently located near shopping, dining, golf, Disney, and all that Winter Garden and Horizon West have to offer. A great opportunity to enjoy comfort, convenience, and the Florida lifestyle in a desirable community!

9356 Tyrella Pine Trail, Winter Garden
15193 Aqua Sol Lane, Winter Garden
$459,900
3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Welcome to Del Webb Oasis in Winter Garden, where everyday living feels like a getaway. Located right next to the clubhouse, allowing residents to easily walk to the community amenities, this 3-bedroom, 2-bath home offers approximately 1,579 square feet of comfortable living space. The spacious kitchen features a gas stove and plenty of cabinet storage, while the primary suite includes a large walk-in closet and a walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies, and the second bathroom also features a walk-in shower. The two-car garage includes an electric vehicle charging outlet and a convenient utility sink. With flexible indoor and outdoor spaces, energy-efficient features, and gas heating, the home is designed for comfortable everyday living. Residents can enjoy the Del Webb Oasis clubhouse, fitness center, resort-style pool, pickleball and tennis courts, walking trails, and a variety of social activities, all conveniently located near Winter Garden shopping, dining, and Orlando attractions. Del Webb Oasis is a 55+ community, and occupancy is subject to community requirements.

15193 Aqua Sol Lane, Winter Garden
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