Winter Garden Homes with Park Community Features

Winter Garden Homes with Park Community Features

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County. Known for its picturesque landscapes and vibrant community spirit, Winter Garden offers a unique blend of small-town charm and modern conveniences. With its rich history, beautifully preserved downtown area, and an abundance of outdoor recreational spaces, it’s no wonder that this city has become a sought-after destination for families and individuals alike.

One of the standout features of Winter Garden is its commitment to community living, particularly in neighborhoods that boast park community features. Imagine stepping outside your front door to find lush green spaces, playgrounds, and walking trails just a stone’s throw away. These thoughtfully designed communities foster a sense of belonging and encourage an active lifestyle, making them perfect for families, retirees, and anyone looking to enjoy the great outdoors.

Homes in Winter Garden are as diverse as its residents, ranging from charming single-family homes to modern townhouses, all designed with comfort and style in mind. Many of these residences are situated within communities that prioritize green spaces and recreational amenities, allowing residents to enjoy leisurely strolls, weekend picnics, and community events right in their own backyard.

With its excellent schools, thriving local businesses, and easy access to Orlando’s attractions, Winter Garden is not just a place to live; it’s a place to thrive. Come discover the magic of Winter Garden, where community, comfort, and nature come together in perfect harmony. Your dream home awaits!

Newest Winter Garden Homes with Park Community Features

$899,000
3 Beds ⋅ 4 Baths ⋅ Estates At Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional Winter Garden residence where refined finishes, thoughtful upgrades, and effortless indoor-outdoor living come together beautifully. Ideally situated in the Estates at Lakeview Preserve, 3292 Windbeam Ct. offers an elevated lifestyle in a beautifully appointed home designed for both everyday living and entertaining. Meticulously maintained and enhanced with nearly $75,000 in upgrades, this residence showcases sophisticated design and exceptional attention to detail throughout. Restoration Hardware lighting, custom millwork, elegant window treatments, plantation shutters, and high-end finishes create a cohesive, polished aesthetic. Beautiful wood-look tile flooring and crown molding flow throughout the main living areas, while custom wall accents in the family room add warmth and architectural character. The stunning Restoration Hardware lighting collection makes an immediate impression, from the dramatic entry chandelier and kitchen pendants to the living and dining room chandeliers, primary bedroom chandelier, and custom picture lighting. The beautifully appointed kitchen combines style and functionality with Statuario quartz countertops and upgraded 42-inch soft-close cabinetry, creating an inviting space for gathering. The luxurious primary suite is a true retreat, featuring a custom Closets by Design walk-in closet and an impressive spa-inspired super shower. A second closet connects directly to the laundry room and is outfitted with upgraded cabinetry, countertops, and sink for exceptional organization and convenience. A versatile enclosed flex room provides the perfect setting for a private home office, study, or additional living space. The split-bedroom floor plan offers generously sized secondary bedrooms, each featuring its own ensuite bath. Pocket sliding doors seamlessly open to the oversized screened-in lanai, extending the living space outdoors and creating an ideal setting for morning coffee, relaxed evenings, or entertaining guests. The outdoor living area features a custom screen enclosure, and plumbing for your new outdoor kitchen, while the fully enclosed yard provides added privacy and functionality. Additional exterior and garage enhancements include gutters, and an epoxy-finished garage floor. Further upgrades include a Puragain whole-house water filtration system with reverse osmosis drinking water, adding comfort and convenience to an already exceptional home. The Estates at Lakeview Preserve is a private section featuring spacious 70-foot homesites and three-car garages, while residents enjoy access to the exceptional amenities of Lakeview Preserve, including a resort-style pool, playground, fitness center, kayak launch, and community dock with access to Johns Lake. Every detail has been thoughtfully selected and beautifully executed, offering the next owner a truly move-in-ready home with an impressive collection of upgrades in one of Winter Garden’s desirable communities. Don’t miss the opportunity to make this exceptional residence your own!

3292 Windbeam Court, Winter Garden
$890,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Some homes simply sit in a neighborhood. This one feels like it belongs there. Welcome to 150 Hammock Preserve Loop, a 2023 Rockwell Homes residence tucked into the heart of Oakland Park, where the front porch looks out toward mature oak trees and the best parts of the Winter Garden lifestyle are never far from home. Step inside and you’re immediately greeted by a dedicated office to the left of the entry, creating the perfect work-from-home space while keeping it separate from the main living areas. Throughout the home, thoughtful custom updates give each space a personality of its own. The primary suite is conveniently located on the main floor, while the additional bedrooms and spacious loft are upstairs, creating a layout that offers both separation and flexibility. A rare three-car garage provides the extra space that can be difficult to find in Oakland Park, whether you need room for vehicles, golf carts, bikes, storage, or all of the above. Out back, the generous yard offers plenty of room to create your own outdoor retreat, including space for a future pool. But what makes this home especially difficult to replicate is everything beyond the front door. Oakland Park is one of Winter Garden’s most sought-after communities for a reason. Tree-lined streets, front porches, parks, playgrounds, two resort-style community pools, a clubhouse, dog park, waterfront spaces, and miles of trails create a neighborhood designed to actually be enjoyed. Hop on your bike and connect to the West Orange Trail, or grab the golf cart and head toward Downtown Winter Garden for a morning at the Farmers Market, drinks at Crooked Can, dinner along Plant Street, boutique shopping, community events, and everything surrounding Plant Street Market. Here, weekends can start with coffee on the front porch beneath the oaks, turn into an afternoon by the pool or on the trail, and end with a golf cart ride into Downtown Winter Garden. Built in 2023, filled with custom touches, complete with a dedicated office, rare three-car garage, and a backyard ready for what comes next, 150 Hammock Preserve Loop offers more than a beautiful home. It offers the Oakland Park lifestyle that makes this neighborhood so special.

150 Hammock Preserve Loop, Oakland
$924,900
3 Beds ⋅ 4 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Set along the water with peaceful views woven into everyday living, this beautifully maintained home offers an inviting blend of comfort, space, and relaxed waterfront living. An open, thoughtfully designed layout creates an effortless flow for daily life and entertaining, while abundant natural light, warm finishes, and colorful landscaping add to the home’s welcoming feel. The main living areas are enhanced by quality vinyl plank flooring, quartz countertops, Pottery Barn light fixtures, and a spacious kitchen with white cabinetry, stainless appliances, a large island with seating, and direct sightlines to the dining and living spaces. A Sonos whole-house audio system adds integrated sound throughout the home, while concealed living-room TV wiring keeps the installation clean and streamlined. Additional upgrades include higher ceilings, a tray ceiling in the primary bedroom, upgraded window treatments, whole-house water filtration, irrigation, and HVAC air-quality enhancements with a UV/blacklight component. The primary suite offers a relaxing retreat with peaceful water views, dual vanities, a soaking tub, walk-in closet, and an upgraded walk-in shower with dual shower heads/spouts, including a rain shower. Upstairs, a generous bonus/loft area provides flexible space for a media room, home office, playroom, or additional lounge. Outdoor living is equally inviting, with a screened lanai overlooking the water, a fenced backyard, and upgraded electrical capacity designed to support the higher-output requirements of a large hot tub or spa. The setting is ideal for enjoying morning coffee, evening sunsets, and the quiet rhythm of waterfront living. Located within gated Hickory Hammock at Johns Lake, the community is surrounded by Johns Lake, Lake Burnett, and Lake Claire. Johns Lake spans approximately 2,500 acres and is known for bass fishing and water recreation. Community amenities include a resort-style pool with beach entry, clubhouse, fitness center, tennis courts, sand volleyball/multipurpose court, playgrounds, kids’ soccer area, public fishing pier, dog park, and nature trails through wooded areas and native Florida vegetation. With water views from multiple living spaces, thoughtful interior upgrades, flexible living areas, a screened lanai, fenced backyard, and a wide range of community amenities, this home offers a polished and comfortable waterfront lifestyle in a setting designed for both everyday living and leisure.

15199 Lake Claire Overlook Drive, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Walkers Grove Twnhms SubDv. ⋅ 34787 Zip Code
Welcome to 900 Walkers Grove Ln, a beautifully situated townhome in the desirable Walkers Grove community of Winter Garden! This spacious two-story home offers 3 bedrooms, 2.5 bathrooms and an attached 2-car garage. The thoughtfully designed floor plan provides comfortable living and entertaining spaces with plenty of natural light throughout. Enjoy the convenience of low-maintenance townhome living while being just minutes from charming Downtown Winter Garden, local shopping, dining, entertainment, parks, and the West Orange Trail. With easy access to major roadways and everything Winter Garden has to offer, this home combines location, space, and convenience. Don’t miss your opportunity to make this wonderful Winter Garden property your own!

900 Walkers Grove Lane, Winter Garden
$625,000
3 Beds ⋅ 2 Baths ⋅ Hull Island/Oakland SubDv. ⋅ 34787 Zip Code
Welcome home to Hull Island, where thoughtful upgrades, a private preserve setting, and resort-style amenities come together. Extended driveway upgraded with builder. This beautifully maintained 3-bedroom, 2-bath home backs to protected conservation land with no rear neighbors. High ceilings, electronic shades, and abundant natural light give the home an open, airy feel. The chef’s kitchen features an oversized granite island, a gas stove, pot filler, 42-inch cabinets, and additional upper cabinetry for storage. Tile backsplash, built in conventional oven and microwave. From the kitchen, you can look out over the pool while preparing meals. The spacious primary bedroom has been updated to the larger size upgrade with the builder. Master bathroom features a double vanity and a very large walk in shower with dual showerheads and a built-in bench, providing both comfort and convenience. Built in 2024, this custom fully automated SALT WATER 7FT screened-in pool area and overhead waterfall is made for relaxing and entertaining. You can control everything for the pool and waterfall , the color, the raindrops you can make it heavy or light all from the fingertips of your phone. It includes a summer kitchen with a sink and a gas fire pit that you can control with your phone. The home also offers a washer and dryer, an electric tankless water heater, and a recently installed Generac natural-gas whole-house generator designed to turn on automatically during a power outage. This home also has an irrigation system heling you keep the landscaping looking its best year- round! This home also has a water softener! The HOA is $165 per month, with no CDD. Community amenities include a resort-style pool, playground, dog park, and a boardwalk leading to a dock and fishing pier on Lake Apopka. Residents also have a private entrance to the 120-acre Oakland Nature Preserve. Downtown Winter Garden, the West Orange Trail, farmers markets, shopping, dining, golf, and pickleball are all close by. Home built in 2021 builder: M/I Homes Of Orlando LLC With its preserve views, inviting outdoor space, and convenient location, and privacy this move-in-ready home is a rare find. The photos are not virtually staged—this home truly is breathtaking! Seller has an assumable mortgage at a low interest rate of 2.375%!!!

2107 Bay Line Road, Oakland
$749,000
5 Beds ⋅ 3 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Welcome to the Winter Garden lifestyle! Set behind the gates of desirable Wintermere Harbor, this impressive 5-bedroom, 3-bath pool home offers over 3,700 square feet of beautifully designed living space with the room, flexibility and privacy today’s buyers are looking for. From the moment you walk in, soaring ceilings and generous living spaces create a bright, open feel perfect for both everyday living and entertaining. The heart of the home flows effortlessly to your screened-in pool and private backyard oasis—imagine morning coffee by the water, sunny Florida afternoons by the pool and evenings entertaining family and friends. With five bedrooms and multiple living areas, there’s plenty of space for a home office, guests, playroom or multigenerational living. Beyond your front door, Wintermere Harbor offers gated entry, a playground, park and access to Lake Luntz. And the location is hard to beat! You’re just minutes from Winter Garden’s shopping, restaurants and everyday conveniences, with quick access to SR-429 making it easy to reach Downtown Orlando, the airport and surrounding Central Florida. Walt Disney World and the attractions are also just a short drive away, putting the best of Central Florida practically in your backyard. Spacious, private, gated and perfectly positioned—this is more than a house. It’s the Florida lifestyle you’ve been waiting for.

2102 Green Ash Court, Winter Garden
$669,990
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c-2e SubDv. ⋅ 34787 Zip Code
CORNER LOT | SUMMERLAKE | PRIMARY SUITE ON FIRST FLOOR | OPEN-CONCEPT FLOOR PLAN | LOFT | DISNEY FIREWORKS VIEW Welcome to this beautiful two-story home located on a desirable corner lot in the highly sought-after Summerlake community in Winter Garden's Horizon West area. Featuring 4 bedrooms, 2.5 bathrooms, a spacious loft, and an open-concept floor plan, this home offers the perfect combination of comfort, functionality, and location. The main floor features a spacious living area with an elegant tray ceiling, seamlessly connected to the kitchen and dining area, creating a bright and welcoming space for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a center island, ample cabinetry, and stone countertops. A dedicated and equipped laundry room provides additional convenience. The primary suite is conveniently located on the first floor, offering privacy and easy accessibility. Upstairs, you will find three additional bedrooms, a full bathroom, and a versatile loft, perfect for a second living area, home office, media room, or playroom. Additional features include a two-car garage with rear access and a covered lanai, ideal for relaxing and enjoying Florida's beautiful weather. Thanks to its location, the home also offers the unique opportunity to enjoy Disney fireworks from the property. Residents of Summerlake enjoy an array of resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, basketball and tennis courts, playgrounds, recreational areas, walking trails, and more. The location is truly exceptional, with convenient access to Hamlin Town Center, where you will find restaurants, shopping, Publix, entertainment, and everyday conveniences. The home also offers easy access to SR-429 and is just minutes from Walt Disney World and Central Florida's world-famous attractions. Don't miss the opportunity to own a corner-lot home with a first-floor primary suite, spacious loft, resort-style community amenities, and an unbeatable Horizon West location. Enjoy the convenience of being close to shopping, dining, entertainment, major highways, and Disney—while having the added bonus of watching Disney fireworks from home. PLEASE NOTE: The home is currently occupied by a tenant, with the current lease through October 31st. For this reason, professional photography was not possible at this time. However, the home is even more beautiful in person than reflected in the current photos. The property was professionally designed and decorated by an interior designer and features numerous upgrades throughout, including carefully selected furnishings, designer finishes, and decorative details that enhance the home's style, comfort, and overall appeal.

15601 Dahoon Holly Lane, Winter Garden
$1,650,000
5 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden
$399,000
3 Beds ⋅ 3 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome home to this gorgeous end unit townhome in the heart of Hamlin! With capabilities of fencing in the side yard, this townhome offers potential unlike any other. Step inside and admire the fresh color palette this home boasts. With light wood-plank tile flooring, light countertops, light cabinetry, and lots of windows, this open concept downstairs feels incredibly warm and inviting. Updated lighting and window drapes elevate the space even more. Functionality and convenience were also taken into consideration in this downstairs with a cabinet and counter-lined drop zone upon entry into the home from the garage and patio, a closet pantry, and hallway leading to the half bathroom. Head upstairs where you will find a split bedroom floor plan with the primary suite on one side and the secondary bedrooms and Jack-and-Jill styled bathroom on the other, the space separated even further by the upstairs laundry room. Step out back to the private fenced-in brick-paved patio that separates the house from the two-car garage. The community is situated right in the middle of Hamlin’s shopping, dining, and entertainment offerings, super close to Disney, and right off of Highway 429 to bring you to all of your favorite Central Florida destinations. Inquire today on how to make this gem your own!

15579 Honeybell Drive, Winter Garden
$700,000
3 Beds ⋅ 2 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code
Every single day, you’ll experience the ultimate Central Florida lifestyle in your own private backyard paradise. Tucked into the coveted Latham Park community of Winter Garden, just two miles from Disney’s Magic Kingdom, this pristine 2018-built home pairs luxurious outdoor living with unbeatable convenience to world-class entertainment, shopping, and dining. Surrounded by updated curb appeal, mature landscaping, and a quiet neighborhood setting, it offers a rare combination of comfort, style, and resort-style amenities right at home. Inside, the light-filled floor plan feels crisp, elevated, and completely turn-key, highlighted by elegant crown molding and durable wood-look tile floors running throughout the main living areas. High tray ceilings accentuate the main open-concept living and dining spaces, leading seamlessly into a dedicated flex space. Showcasing true Florida indoor-outdoor living, the home features both a standard sliding door and a triple sliding glass door that opens directly from the flex space out to the pool area. At the center of it all is a modern chef’s kitchen designed for both quiet mornings and hosting friends. It boasts 42-inch cabinets, sleek quartz countertops, under-cabinet accent lighting, a gas range, and premium stainless steel appliances. Conveniently nearby, an oversized laundry room comes fully equipped with a washer and dryer while providing exceptional extra storage space. For total peace of mind and remarkable efficiency, the home is secured with a SimpliSafe security system, equipped with a tankless water heater, and features fully paid-off solar panels for ultra-low electricity bills. The primary suite serves as your private sanctuary, featuring a custom built-in walk-in closet system and a beautifully appointed primary bathroom complete with a luxurious, walk-in shower. Two additional spacious bedrooms with luxury vinyl flooring provide exceptional flexibility for family, guests, or a dedicated home office setup. Step out back into your personal outdoor oasis—a custom screen-enclosed pool deck featuring a stunning heated saltwater pool and spa, built-in controllable LED lighting overhead and within the enclosure, and a Char-Broil outdoor kitchen perfect for weekend barbecues. The fully fenced backyard ensures a private, safe space for relaxation or outdoor fun. Beyond your doorstep, enjoy Latham Park’s vibrant community events, pool, playground, and spectacular views of the Disney fireworks right from within the neighborhood—plus access to top-tier schools including Panther Lake Elementary, Hamlin Middle, Horizon High, and Windermere Prep. From private poolside relaxation to nightly magic nearby, this is a rare gem in one of Winter Garden’s most sought-after pockets.

14371 Shocklach Drive, Winter Garden
$515,000
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Longleaf at Oakland community! From the moment you arrive, you will appreciate the inviting feel, thoughtful layout, and pride of ownership throughout. Inside, enjoy spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room designed for everyday living and entertaining. Step outside to a wonderful backyard and porch area, with both the family room and porch pre-wired for speakers—perfect for creating an effortless indoor-outdoor entertaining experience. The two-car garage even features an electric vehicle charging outlet. The location is hard to beat— take a quick 5-minute walk to the West Orange Trail, enjoy the shops, dining, and charm of Downtown Winter Garden just 10 minutes away, and reach the Florida Turnpike in minutes. Beautifully cared for, ideally located, and truly move-in ready—this is the Oakland home you’ve been waiting for!

2696 Bobcat Chase Boulevard, Oakland
$598,800
4 Beds ⋅ 3 Baths ⋅ Orchard Hills SubDv. ⋅ 34787 Zip Code
FIRST TIME EVER OFFERED FOR SALE! Welcome to 14543 Sabal Crest Way, an exceptionally maintained, original-owner home located in the highly sought-after Orchard Hills community of Winter Garden. Pride of ownership is evident around every corner of this beautiful single-story residence, offering 4 bedrooms, 3 full baths and 2,224 heated square feet with an ideal combination of comfort, efficiency and location. Just a block from the Orchard Hills clubhouse, fitness center and playground, this home puts some of the community’s best amenities practically at your doorstep. Inside, the heart of the home is an impressive kitchen designed for both everyday living and entertaining. Enjoy built-in double convection ovens, a vented cooktop, abundant cabinetry and an oversized center island overlooking the main living areas. The open, functional one-story floor plan provides excellent separation of space while remaining bright, inviting and easy to live in. The upgrades continue throughout the property, including custom closet systems, gutters, fully fenced backyard and a 220-volt outlet in the garage ready for EV charging. One of the biggest bonuses is the fully paid-off 8.19 kW solar panel system, providing significant dent in the monthly electric savings without the burden of a solar loan or lease. The HOA handles the lawn care too !!! Location of this home is remarkable. Orchard Hills is ideally positioned near the rapidly growing Hamlin retail, dining and commercial district, SR 429 Expressway, Walt Disney World, the new community park and library, and everything Horizon West and Winter Garden have to offer. The property is located within a sought-after K-12 public school district and is also just minutes from the campuses of Foundation Academy and Windermere Preparatory School. Homes combining this condition, one-story living, four bedrooms, three full baths, a fenced yard, community amenities, paid-off solar and an outstanding Winter Garden location are increasingly difficult to find at this value. Meticulously cared for by its original owners, this home is truly move-in ready and an absolute cream puff. You simply won't find more for less. Schedule your private showing and move quickly—14543 Sabal Crest Way is ready for its second owner!

14543 Sabal Crest Way, Winter Garden
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