Winter Garden Homes with Park Community Features

Winter Garden Homes with Park Community Features

Welcome to Winter Garden, a charming city located in Orange County, Florida. Known for its picturesque landscapes and vibrant community, Winter Garden offers a perfect blend of small-town charm and modern amenities.

Situated in the heart of the Sunshine State, Winter Garden boasts a warm and inviting climate year-round, making it an ideal place to call home. With its close proximity to Orlando, residents can easily access the excitement and entertainment of the city while still enjoying the tranquility of suburban living.

One of the standout features of Winter Garden is its abundance of homes with park community features. True to its name, Winter Garden is home to numerous neighborhoods that offer residents access to beautiful parks and green spaces. These communities provide a serene and family-friendly environment where residents can relax, play, and enjoy the outdoors.

Living in a home with park community features offers a range of benefits. From playgrounds and walking trails to sports fields and picnic areas, these neighborhoods provide ample opportunities for outdoor recreation and socializing. Whether you're looking to take a leisurely stroll, host a family gathering, or engage in sports activities, Winter Garden's park communities have something for everyone.

In addition to the park amenities, Winter Garden also offers a variety of other attractions and amenities, including shopping centers, restaurants, and top-rated schools. With its strong sense of community and welcoming atmosphere, Winter Garden is a place where residents can truly feel at home.

If you're looking for a city that combines the tranquility of suburban living with the convenience of modern amenities, Winter Garden is the perfect choice. Come and explore all that this charming city has to offer and find your dream home in one of its park community neighborhoods.

Newest Winter Garden Homes with Park Community Features

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

9662 Waterway Passage Drive, Winter Garden
$515,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code
SELLER IS OFFERING 5K IN UPGRADE CONCESSIONS for whatever your heart desires. BEST Price in the neighborhood! Premium CORNER lot w/ community green space (play areas for the little ones). This is one of the few larger lots (7,809 sq ft) in the community. You won't find a better deal in Waterleigh! ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- This 3/2.5 + LOFT home is the perfect buy. You know the old saying, buy the smaller house in the big expensive neighborhood. Some neighbors' homes are valued at over a million dollars. Your property will benefit from the increasing value. Well, this is it. Offering 2,014 square feet of living space, it is the perfect size for a growing family without all the heavy cleaning! -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball court, mini golf course, playgrounds, scenic walking trails, community dock and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon & Kiddie Academy. --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait months to build when you can move right into a highly upgraded, turnkey home today?

9662 Waterway Passage Drive, Winter Garden

13618 Larsen Lane, Winter Garden
$888,000
4 Beds ⋅ 4 Baths ⋅ Glynwood Ii SubDv. ⋅ 34787 Zip Code
Virtually Staged. A true pride-of-ownership home showcasing architectural elegance, extensive upgrades, and the ultimate Florida lifestyle! Welcome to this stunning Winter Garden residence featuring a freshly painted exterior, tropical landscaping, paver driveway, and spacious three-car garage. Inside, soaring 13.5-foot ceilings, architectural arches, double-tiered tray ceilings, and a custom coffered family room ceiling create an impressive atmosphere. The gourmet kitchen features a sprawling granite island with prep sink, 42-inch solid wood cabinetry custom-painted in November 2025, premium GE Profile stainless steel appliances, a cooktop, double ovens, and a separate butler’s pantry ideal for entertaining or a coffee station. Enjoy seamless indoor-outdoor living through 16-foot, four-panel sliding pocket doors opening to a spacious brick-paver, screened lanai. Relax beneath the covered patio with flush-mounted speakers or beside the oversized saltwater pool with a new variable-speed pump installed in October 2025. The private quarter-acre backyard features mature privacy hedging and a convenient pool-access bathroom with a glass-enclosed walk-in shower. The main-level primary suite offers an elegant tray ceiling, a custom walk-in closet system installed in February 2026, and luxury linen and blackout window treatments. More than $100,000 in reported premium upgrades enhance comfort, efficiency, and peace of mind. Improvements include a 2-ton Daikin 15.6 SEER2 HVAC system (September 2025), upgraded R-38 attic insulation (September 2025), zoned 5-ton variable-speed Trane HVAC. Whole house hot water hybrid system: Tankless water heater fed by propane tank as a main source (electric tank can be used as a back-up). Aquasure Harmony whole-house water softener (August 2024), and a roof replaced in August 2016. Smart-home features include pre-wired 7.1 family room surround sound, multi-zone audio, window-tint film, security cameras with hybrid DVR, motion-activated lighting, smart front-door and garage locks, smart thermostats, and a Rachio irrigation controller. The gated subdivision adds another layer of appeal. Located in desirable Glynwood II at StoneCrest, residents enjoy a clubhouse, resort-style pool, playground, tennis courts, and scenic walking trails with pond views, a fountain, and green spaces. Conveniently close to Winter Garden Village, shopping, dining, parks, and the West Orange Trail, the community also offers access to major roadways, Orlando’s employment and entertainment centers, world-famous theme parks, Orlando International Airport, and Florida’s beautiful beaches. Experience exceptional architecture, modern technology, privacy, and effortless entertaining in this remarkable Winter Garden home! Note: The last four photos have been virtually staged.

13618 Larsen Lane, Winter Garden

2199 White Feather Loop, Oakland
$489,900
3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 1 SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2.5-bath bungalow nestled in the highly desirable community of Oakland, offering picturesque views of the community park, lush green spaces, and direct access to local walking trails. Built in 2018 and impeccably maintained, this home features an open-concept layout with towering 10-foot ceilings throughout. The main level boasts gorgeous tile flooring, a built-in office desk, a convenient wet bar, and carefully curated interior lighting that enhances the home's warm character and sophisticated ambiance. The gourmet kitchen shines with 42-inch refinished maple cabinets, updated hardware, quartz countertops, a stunning center quartz island, and a striking ceiling-height marble backsplash. Upstairs, enjoy the warmth of bamboo stairs and beautiful bamboo flooring across all bedrooms, each equipped with walk-in closets. Additional notable upgrades include quartz countertops in all bathrooms, beautiful zebra blinds, a 2026 refrigerator, and an epoxy-finished two-car garage. Step outside to exceptional exterior enhancements added in 2025 and 2026, including striking exterior accent lighting that delivers incredible nighttime curb appeal and presence, a fully sealed paver driveway, a welcoming front porch with ceiling fans, and an extended paver pathway wrapping around the house. Practical features include a brand-new gutter system connected to a downpour drainage system, plus a reliable irrigation system. Located in a top-rated school district, this home places you moments away from the scenic Oakland Nature Preserve, community parks like Speer Park, vibrant local farmers markets, rich cultural attractions like the historic Garden Theatre, and nearby dining favorites. Don't miss this incredible gem!

2199 White Feather Loop, Oakland

15613 Boggy Oak Circle Unit 110A, Winter Garden
$299,900
2 Beds ⋅ 2 Baths ⋅ Tucker Oaks Condo SubDv. ⋅ 34787 Zip Code
MAINTENANCE-FREE LIVING IN DESIRABLE TUCKER OAKS! Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo with an attached single car garage, ideally located in the sought-after Tucker Oaks community. Situated on a quiet, lightly traveled cul-de-sac-style road with a dog parkconveniently located directly across the street, this home offers comfort, convenience, and an easy Florida lifestyle.This is one of the newer-built models in the community and features an expanded kitchen layout with additional counter space and a convenient eat-in area. The kitchen is equipped with stainless steel appliances, including a French-door refrigerator, dishwasher, microwave, and range, alongwith upgraded counters, sink, and faucet. The appliances are approximately four years old. Additional kitchen conveniences include pull-out/roll-out cabinet shelving and upper and lower cabinet lighting.The spacious family room features a beautiful focal wall with a floating shelf, electric fireplace, and wall-mounted flat-screen TV, creating a warm and inviting space to relax or entertain. Step outside to the larger upper-level balcony, the perfect spot to enjoy your morning coffee or unwind at the end of the day.The second bathroom features a walk-in shower for added convenience. An interior laundry room includes installed shelving for additional storage.The attached garage offers storage shelving, a painted and sealed floor, and convenient attic storage for seasonal items and belongings.Tucker Oaks offers an array of amenities, including a community pool, basketball courts, playground, dog park, and picnic/BBQ area. Enjoy an unbeatable location close to Winter Garden Village, restaurants, shopping, the farmers market, and Central Florida’s world-famous attractions. Witheasy access to the Florida Turnpike, SR 429, SR 408, and Highway 50, getting around Central Florida is quick and convenient.Come enjoy low-maintenance living, wonderful community amenities, and an incredible location—all in one great condo!

15613 Boggy Oak Circle Unit 110A, Winter Garden

900 Allendale Lane, Oakland
$1,799,000
4 Beds ⋅ 5 Baths ⋅ Oakland Parkb-2 SubDv. ⋅ 34787 Zip Code
Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. Situated on a desirable corner lot, the home is filled with incredible natural light and offers a layout designed for both everyday comfort and entertaining. At the heart of the home, the stylish kitchen is complemented by a wet bar and a full scullery (back kitchen) with a second refrigerator, oven, sink and built-in pantry, creating the perfect blend of style and functionality. The main-level primary suite provides a private retreat, while three additional upstairs bedrooms each feature their own en-suite bathroom, offering comfort and privacy for family and guests alike. The downstairs office and upstairs loft area also provide flexible options to meet all your needs. The oversized attic storage with drop down stairs is perfect for all your seasonal items! Step outside to your own private oasis through the huge pocketing sliding glass doors, and enjoy the salt water pool, spa, and inviting outdoor living space with automated retractable screens—ideal for enjoying Florida living year-round. And the large garage has 2 EV plugs and 2 garage doors- 1 perfect for your golf cart! Just across the street, a beautiful pond provides a peaceful natural backdrop, with scenic sunset views and abundant wildlife adding to the home's special setting. Enjoy an exceptional lifestyle just steps from the West Orange Trail and within the Golf Cart District, offering convenient access to downtown Winter Garden's charming shops, restaurants, and vibrant community atmosphere. A rare opportunity to enjoy custom craftsmanship, beautiful surroundings, and an unbeatable location—all in one remarkable home.

900 Allendale Lane, Oakland

17055 Seville Orange Road, Winter Garden
$659,000
3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
A DREAM IS A WISH YOUR HEART MAKES! LIVE JUST 3 MINUTES FROM THE GATES OF DISNEY! Discover an exceptional opportunity to experience MAGICAL FLORIDA LIVING in the highly desirable NORTHLAKE AT OVATION community of HORIZON WEST, where sophisticated design, modern convenience, and an extraordinary location come together just moments from the MAGIC OF WALT DISNEY WORLD. This beautifully appointed 2024 BUILT ASHTON WOODS RESIDENCE offers the elegance of LUXURY LIVING minutes from Disney gates without the MULTI MILLION DOLLAR PRICE TAG. Crafted by ASHTON WOODS, recognized as BUILDER magazine’s 2023 BUILDER OF THE YEAR, this thoughtfully designed residence showcases an impressive combination of architectural sophistication, quality craftsmanship, and carefully curated upgrades. An inviting OPEN CONCEPT FLOOR PLAN welcomes abundant NATURAL LIGHT, creating an atmosphere of understated elegance throughout. At the heart of the home, a beautifully appointed GOURMET KITCHEN seamlessly connects the principal living and entertaining spaces, offering an ideal setting for intimate gatherings and effortless everyday living. GENEROUSLY PROPORTIONED BEDROOMS, a VERSATILE LOFT, DESIGNER FINISHES, ENHANCED LIGHTING, and a thoughtfully equipped laundry room with UTILITY SINK further elevate the experience. Outdoors, an EXTENDED LANAI overlooks the PRIVATE BACKYARD, providing an inviting retreat for enjoying Florida’s year round lifestyle and the opportunity to watch DISNEY FIREWORKS LIGHT UP THE EVENING SKY. An EV READY TWO CAR GARAGE adds another layer of modern convenience. Beyond the residence, NORTHLAKE AT OVATION presents an exceptional RESORT INSPIRED LIFESTYLE, complete with a COMMUNITY POOL, CLUBHOUSE, DOG PARK, PLAYGROUND, WALKING TRAILS, and beautifully maintained GREEN SPACES. This thoughtfully planned neighborhood offers a peaceful residential setting while placing some of Central Florida’s most sought after destinations within remarkably easy reach. LOCATION IS THE ULTIMATE LUXURY, and few addresses offer such an extraordinary connection to the WALT DISNEY WORLD RESORT. Enjoy convenient access to the WESTERN ENTRANCE OF DISNEY, FLAMINGO CROSSINGS TOWN CENTER, HAMLIN, SR 429, highly regarded schools, upscale shopping, dining, and entertainment. Whether seeking a refined primary residence, an elegant Florida retreat, or the convenience of living near one of the world’s most celebrated destinations, this location offers an enviable balance of TRANQUILITY, ACCESSIBILITY, and LIFESTYLE. A rare opportunity to own a MOVE IN READY, BEAUTIFULLY UPGRADED ASHTON WOODS HOME in one of HORIZON WEST’S most desirable communities, where MODERN ELEGANCE meets the extraordinary privilege of having DISNEY MAGIC just moments away. LIVE WHERE OTHERS DREAM OF VACATIONING. YOUR HAPPILY EVER AFTER BEGINS HERE.

17055 Seville Orange Road, Winter Garden

14743 Field Daisy Drive, Winter Garden
$654,718
3 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Loft | Balcony. New Construction - December Completion! Welcome to the Newberry at 14743 Field Daisy Drive in Harvest at Ovation! Welcome to this stunning two-story home. Thoughtfully designed for both comfort and flexibility, this spacious floor plan features three bedrooms, four-and-a-half bathrooms, a versatile loft, an expansive game room, and a two-car garage. The open-concept main living area seamlessly connects the great room, designer kitchen, casual dining space, and lanai, creating an inviting setting for everyday living and entertaining. Upstairs, the private primary suite offers a relaxing retreat with a spacious bath and generous walk-in closet, while the loft provides additional space for work, play, or gathering. A secondary bedroom and bath on the upper level, plus an oversized game room with its own bathroom on the top floor, provide privacy and flexibility for guests or multigenerational living. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, tray ceiling package, wet bar at game room and shower in place of tub at bath 2. Photos are for representative purposes only. MLS#O6450084

14743 Field Daisy Drive, Winter Garden

12934 Harvest Rain Avenue, Winter Garden
$750,000
3 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenities | 3 Full Baths. New Construction - February Completion! Welcome to the Ozark at 12934 Harvest Rain Avenue in Harvest at Ovation! This thoughtfully designed one-story home offers three bedrooms, three and a half bathrooms, and a private study off the foyer. The open-concept layout centers around a spacious gathering room that flows seamlessly into the dining area and gourmet kitchen with a walk-in pantry, creating the perfect space for everyday living and entertaining. The private primary suite features a spacious bathroom and large walk-in closet, while the secondary bedrooms provide comfort and flexibility for guests or hobbies. Enjoy outdoor living on the covered extended lanai and the convenience of a two-car garage with tandem storage space. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: pocket sliding glass door at great room, tray ceiling package, whole house 8' interior doors, quartz countertops, whole house blinds, and outdoor kitchen rough-in. Virtually staged photos are for representative purposes only. MLS#O6450081

12934 Harvest Rain Avenue, Winter Garden

17590 Japonica Bloom Drive, Winter Garden
$824,000
4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Reduced rate promotion with preferred lender! Welcome to the Eliot design, new luxury home by RockWell Homes in Northlake at Ovation lot 234. Thoughtfully crafted new home offering a balance of comfort, style, and flexibility. This popular floorplan includes 4 bedrooms, 3.5 bathrooms, and a spacious gameroom, with parcel entry. The exterior design enhances curb appeal and functionality, featuring a covered front porch and an oversized covered backyard lanai ideal for outdoor living. The extended entryway leads to a versatile den or home office, creating a flexible space for work or relaxation. The chef-inspired kitchen anchors the home and includes a large island, solid-surface countertops, and stainless-steel appliances including a cooktop, oven, microwave, dishwasher, and vent hood. Additional kitchen features include an undermount sink with a Delta faucet, ceramic tile backsplash, upgraded 42-inch cabinets, a walk-in pantry, upgraded flooring and lighting throughout the main living areas. The open-concept living space is filled with natural light from a 9-foot sliding glass door and dual-pane energy-efficient windows, offering seamless access to the covered lanai. The primary suite is located on the first floor and features a dual-sink vanity, ceramic tile flooring, a tiled shower with glass enclosure, Delta faucets, a lighting package, and a walk-in closet. Upstairs includes a gameroom, pocket office, three secondary bedrooms with walk-in closets, and two secondary bathrooms with ceramic tile flooring and tub shower surrounds, Delta faucets, towel bars, solid surface countertops, upgraded cabinets and undermount sinks. Energy-efficient block construction, full landscaping package, full gutters, a garage door opener, and a 10-year new home structural warranty complete this home. The Eliot design by RockWell Homes offers a luxurious living experience with an array of high-end finishes, ample space, and an elegant layout. Whether you're relaxing in the spacious living areas or enjoying the beauty of the covered lanai, this home is perfect for modern living. Homeowners enjoy quick access to highways, downtown Orlando, Walt Disney World Theme Parks, resort style pool, play park, green spaces, water features, pet areas and walking trails.

17590 Japonica Bloom Drive, Winter Garden

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