Winter Garden Homes with Deed Restrictions Community Extras

Winter Garden Homes with Deed Restrictions Community Extras

Welcome to Winter Garden, Florida – a charming city nestled in the heart of Orange County, where Southern hospitality meets modern living! Known for its picturesque downtown area, Winter Garden boasts a rich history that dates back to the 19th century, reflected in its beautifully preserved architecture and vibrant community spirit. With its lush landscapes, scenic lakes, and an abundance of recreational opportunities, this city is a perfect blend of suburban tranquility and urban excitement.

One of the standout features of Winter Garden is its thriving real estate market, particularly homes located in deed-restricted communities. These neighborhoods are designed to maintain a certain aesthetic and quality of life, ensuring that residents enjoy a well-kept environment. With community extras such as swimming pools, parks, and walking trails, homeowners can enjoy a lifestyle that promotes outdoor activities and neighborly connections.

Imagine waking up to the warm Florida sun and enjoying a morning stroll along the beautifully landscaped streets, knowing that your community values both aesthetics and harmony. The deed restrictions not only help preserve property values but also foster a sense of pride among residents. Whether you’re looking for a modern family home or a cozy retreat, Winter Garden's real estate options cater to a variety of tastes and budgets.

Additionally, the city's proximity to major highways and attractions like Walt Disney World makes it an ideal location for families and professionals alike. Experience the allure of Winter Garden – where charming neighborhoods, community spirit, and a vibrant lifestyle await you!

Newest Winter Garden Homes with Deed Restrictions Community Extras

5960 Flowering Cherry Bend, Winter Garden
$604,990
3 Beds ⋅ 2 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
**Location, location, location!** This brand-new Dream Finders home is perfectly positioned in the highly desirable Hamlin area, just minutes from Hamlin schools, the Hamlin Town Center, shopping, dining, and quick access to State Road 429. From here, convenience is truly at your doorstep. While the location shines, this home packs an impressive amount of functionality into 1,772 square feet. The open-concept design features a spacious kitchen with quartz countertops, wood cabinetry, stainless-steel appliances, and a large island overlooking the living and dining areas. The split-bedroom layout offers a private primary suite on one side of the home, complete with dual sinks, a soaking tub, separate shower, and walk-in closet. Two additional bedrooms are tucked away in their own separate wing, creating a comfortable and flexible space for family, guests, or a home office. With modern finishes, a covered patio, backyard, and two-car garage, this move-in-ready home delivers big on comfort, convenience, and personality—all in one of Hamlin’s most sought-after locations.

5960 Flowering Cherry Bend, Winter Garden
1229 Winter Green Way, Winter Garden
$235,000
2 Beds ⋅ 2 Baths ⋅ Village Grove Ph 02 SubDv. ⋅ 34787 Zip Code
Virtually Staged. This charming 2-bed, 1.5-bath townhouse delivers peak Central Florida convenience. Step inside to discover a bright, open interior highlighted by high ceilings and a stylish kitchen finished with sleek granite countertops. Meticulously maintained and move-in ready, it serves as the perfect low-maintenance starter home or turnkey addition to an investment portfolio. Five minutes to historic downtown Winter Garden, and under 30 minutes to Disney. Easy highway access rounds out a truly prime location. Tour Today!

1229 Winter Green Way, Winter Garden
922 Marsh Reed Drive, Winter Garden
$679,000
5 Beds ⋅ 3 Baths ⋅ Johns Lake Pointe A & S SubDv. ⋅ 34787 Zip Code
Picture a Saturday here. Coffee at the kitchen island while the pool glistens under the Florida sun. Cannonballs by noon, burgers on the grill by five, and a movie night in the loft once everyone dries off. Welcome to 922 Marsh Reed Drive, a 5 bedroom, 3 full bath saltwater pool home in Johns Lake Pointe that has been cared for like a prized possession and is ready for its next chapter. The first impression sets the tone: tropical landscaping, a brick paver driveway, a three car garage, and a covered front porch with a cheery red door. Step inside and the tiled foyer opens to a formal dining room framed by tall windows and warm natural light, the kind of room that turns holiday dinners and Sunday suppers into traditions. Keep walking and the home opens up. The kitchen is the true gathering spot, with 42" espresso cabinets, granite counters, a tiled backsplash, stainless appliances, built-in double wall ovens, pendant lighting, and a large island where homework, snacks, and conversation all happen at once. A walk-in pantry with custom shelving keeps the grocery runs organized. The eat-in dining area sits right off the kitchen with sliding glass doors to the pool, so you can keep an eye on the swimmers while dinner comes together. The family room flows right alongside, finished with crown molding, plantation shutters, and wiring for surround sound. Game day, movie night, or a lazy Sunday nap, this room handles it all. Hosting overnight company? A first-floor bedroom next to a full bath makes a private guest retreat or a quiet home office away from the upstairs bustle. Head up the staircase with wrought iron spindles and you’ll find a huge loft that gives everyone room to spread out: game room, playroom, homework zone, or second living room. Three secondary bedrooms share a full bath, and the laundry room is right here on the second floor with custom cabinetry, which means no more hauling baskets up and down the stairs. The primary suite is split to its own side of the second floor, with windows on two sides and room for a reading chair. The en suite bath feels like a getaway, with dual sinks and granite counters, a frameless glass shower, a separate garden tub for long soaks, and two walk-in closets so nobody has to negotiate for hanger space. Then there’s the backyard, where this home really shines. The saltwater pool is heated by solar panels, extending swim season well beyond summer. An extended paver deck has room for a full grill lineup, a dining table, and lounge chairs, with an electric retractable awning for shade when you want it. Vinyl privacy fencing wraps the entire yard, giving you a private oasis with plenty of grass for playing catch or running through the sprinkler. Smart upgrades work quietly in the background: rain gutters around the entire home, French drains in the yard, whole-home water softening system, and a central vacuum in the garage. Life in Johns Lake Pointe adds even more to love, with a resort-style community pool, clubhouse, fitness center, tennis courts, playground, and walking trails. Bike the West Orange Trail, catch the Saturday farmers market in Historic Downtown Winter Garden, explore Tucker Ranch, or shop and dine at Winter Garden Village, all just minutes away. SR 429, SR 408, and the Florida Turnpike make commutes and theme park days easy. Homes like this don’t come along often. Schedule your private showing and see why this one is ready to feel like yours.

922 Marsh Reed Drive, Winter Garden
949 Celadon Street, Winter Garden
$2,195,000
5 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Discover exceptional custom craftsmanship in this J&J Builders home, located in a golf cart-friendly community just minutes from downtown Winter Garden and the West Orange Trail. Featuring 5 bedrooms and 4.5 bathrooms, this home offers a thoughtfully designed open floor plan with beautiful views of Lake Apopka. The spacious chef's kitchen is the heart of the home, featuring high-end Sub-Zero and Miele appliances and creating an ideal setting for everyday living and entertaining. A dedicated office offers the flexibility to serve as a potential sixth bedroom. The stunning upstairs primary suite is a true retreat, showcasing dramatic cathedral beamed ceilings and breathtaking lake views. An additional private suite downstairs offers flexibility for guests or multigenerational living, while two additional upstairs bedrooms share a bath. The home also features a separate in-law suite with its own kitchenette, providing even more versatility for extended family or visitors. Designed for comfortable living and effortless entertaining, the home seamlessly blends indoor and outdoor living. Step outside to your own private retreat, featuring a heated inground pool and spa, an inviting covered lanai, and a fully equipped outdoor kitchen with automatic retractable screens. Gather around the natural gas fire pit with included outdoor furnishings and enjoy beautiful Florida evenings. Additional highlights include a large garage attic storage room with convenient accordion-style metal access stairs, offering valuable extra storage space. Enjoy the best of Winter Garden living with custom craftsmanship, high-end finishes, versatile living spaces, resort-style outdoor amenities, and convenient access to the area's beloved shops, dining, and outdoor recreation!

949 Celadon Street, Winter Garden
421 Eron Way Unit 36, Winter Garden
$210,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. Live the Winter Garden lifestyle in this updated 2-bedroom, 2-bath condo located in the highly desirable Downtown Winter Garden Golf Cart District! Enjoy the convenience of golf cart access to Historic Downtown Winter Garden, where you can spend your weekends exploring Plant Street, local restaurants and shops, the popular Saturday Farmers Market, community events and the West Orange Trail. Inside, this home offers vaulted ceilings, a new skylight, no popcorn ceilings and thoughtful updates throughout. The kitchen features new countertops and all new appliances, including the refrigerator, dishwasher, range and microwave. Both bathrooms have been refreshed, with the primary suite featuring an oversized walk-in shower. The guest bathroom has been reglazed in a crisp white finish and updated with a new shower head, light fixture and mirror. Step outside to the screened porch with no rear neighbors, creating a private space to relax and enjoy the Florida weather. Vinyl window panels provide additional protection and versatility for the porch. Additional features include a new roof, extra attic access with pull-down stairs, additional concrete near the A/C area and a heat pump system. Whether you're searching for a primary residence, seasonal Florida home or a low-maintenance property close to all that Downtown Winter Garden has to offer, this one is worth seeing. Bring your golf cart and start enjoying one of Central Florida's most loved downtown communities!

421 Eron Way Unit 36, Winter Garden
17449 Water Hemlock Road, Winter Garden
$1,099,990
5 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. The Newport home at 17449 Water Hemlock Road has something for everyone! Learn more about this 5-bedroom home by contacting our team today! Welcome to your new home at 17449 Water Hemlock Road in Winter Garden, a thoughtfully designed quick move-in opportunity ready when you are! This beautifully crafted new construction home offers 5 spacious bedrooms and 5 full baths, designed for comfort and everyday living. The open-concept layout creates a seamless connection between the kitchen, dining, and living areas, making the home feel bright, open, and welcoming. Natural light pours in throughout the day, accentuating stylish finishes and a layout that’s as practical as it is inviting. The owner’s bedroom serves as a private retreat with plenty of room to relax and recharge. Your en-suite owner’s bathroom provides a comfortable, spa-inspired setting with thoughtful finishes and ample space designed to make daily routines feel effortless and relaxing. Additional bedrooms provide versatility for guests, a home office, or creative spaces to fit your lifestyle, while a 2-car garage adds everyday convenience and extra storage. Located in a welcoming neighborhood, this home home offers the perfect balance of style and simplicity. Whether you’re enjoying a quiet morning at home or hosting friends and family, the layout supports a comfortable, easygoing lifestyle designed to grow with you for years to come. This new construction home delivers style, comfort, and move-in-ready ease without the wait. This move-in-ready new construction home delivers modern style, thoughtful design, and the convenience of no build wait. Contact us today to learn more about this exceptional home at 17449 Water Hemlock Road!

17449 Water Hemlock Road, Winter Garden
17443 Water Hemlock Road, Winter Garden
$859,990
4 Beds ⋅ 3 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to this stunning new construction home located at Lake Star At Ovation, Winter Garden, Florida. Built by M/I Homes, this 2-story home offers 2,754 square feet of thoughtfully designed living space across 2 above-ground levels, featuring 4 bedrooms and 3 bathrooms. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and well-planned layouts that maximize both comfort and functionality. Key Features: 4 spacious bedrooms and 3 full bathrooms 2,754 square feet of living space Open-concept living space for seamless entertaining Private owner's bedroom with en-suite bathroom Covered lanai for outdoor relaxation 2-car garage The owner's bedroom features a private en-suite bathroom, providing a comfortable retreat at the end of each day. The lanai extends your living space outdoors, offering a covered area to enjoy the Florida weather year-round. The Lake Star At Ovation neighborhood provides a welcoming setting with proximity to parks and recreational spaces, making it an ideal place for those who enjoy an active outdoor lifestyle. This home combines quality construction with a functional floorplan designed for modern living.

17443 Water Hemlock Road, Winter Garden
17437 Water Hemlock Road, Winter Garden
$869,990
4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to this stunning new construction home by M/I Homes, located at Lake Star At Ovation, Winter Garden, Florida. This 2-story home offers 2,343 square feet of thoughtfully designed living space with 4 bedrooms and 4 bathrooms, delivering both comfort and functionality for today's lifestyle. Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. Key Features: 4 bedrooms and 4 bathrooms 2,343 square feet of living space 2-story new construction by M/I Homes Open-concept living space Spacious owner's bedroom with en-suite bathroom Covered lanai for outdoor relaxation Quality construction and premium finishes throughout The owner's bedroom features a private en-suite bathroom, providing a comfortable retreat at the end of the day. The lanai extends your living space outdoors, offering a wonderful area to unwind and enjoy the Florida weather. This home is nestled within a vibrant neighborhood with convenient proximity to parks, making it an ideal setting for families and outdoor enthusiasts alike. The well-planned layout maximizes every square foot, ensuring that each room serves a purpose while maintaining an inviting atmosphere throughout.

17437 Water Hemlock Road, Winter Garden
6099 Flowering Cherry Bend, Winter Garden
$829,496
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Find room to spread out in this thoughtfully configured Biscayne, Elevation B, at Avalon Woods. Four bedrooms and three full baths include a first-floor bedroom and full bath, giving you flexibility for guests or a home office. The open great room, dining area and gourmet kitchen make it easy to stay connected, with laminate flooring adding warmth to the main living spaces. The kitchen brings together an island, quartz countertops, white cabinetry, a built-in oven, electric cooktop, microwave and range hood. Upstairs, the extended primary suite offers generous walk-in storage and a spa-style shower, while a spacious bonus room gives you another place to relax, play or gather. Two additional upstairs bedrooms and an upstairs laundry room with cabinets and a sink add everyday convenience. Open the hidden sliding glass door to the covered rear lanai for a quiet morning or an easy evening outdoors. A covered front porch, stone accents and an attached two-car garage complete the picture. Discover the possibilities of this home under construction in Winter Garden.

6099 Flowering Cherry Bend, Winter Garden
15530 Kinnow Mandarin Lane, Winter Garden
$650,000
3 Beds ⋅ 3 Baths ⋅ Summerlakes / Highlands At Summerlake Groves SubDv. ⋅ 34787 Zip Code
Beautifully designed spaces, abundant natural light, and effortless indoor-outdoor living come together in this inviting home in Winter Garden’s highly desirable Highlands at Summerlake Grove. Built in 2017, the Thompkins floor plan offers three bedrooms PLUS a large office/den, an expansive open great room, and a two-car garage—all on one level. A brick-paver driveway, charming shutters, and welcoming covered entry create lovely curb appeal. Inside, wood-look tile flows through the main living areas, where a soft neutral palette provides a timeless backdrop. The spacious kitchen anchors the home with an oversized island with generous seating, Shaker-style cabinetry, light countertops, a decorative tile backsplash, stainless steel appliances, and a gas range. Open to both the dining area and great room, this gathering space is equally suited to relaxed evenings at home and hosting a crowd. Two sets of sliding glass doors fill the living space with natural light and open to a generous covered, brick-paver lanai. With room for outdoor dining and lounging, a ceiling fan, and a fenced backyard, it’s an inviting setting for morning coffee or dinner outside. The luxurious owner’s retreat offers a peaceful escape, complete with crown molding and a spacious en-suite bath featuring dual sinks, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms share a convenient Jack-and-Jill bath with a dual-sink vanity, while the large office/den provides flexible space for working from home, hobbies, or an additional lounge. With its thoughtful layout, stylish finishes, and sought-after Winter Garden setting, this home offers the space to gather, room to unwind, and flexibility to make it your own.

15530 Kinnow Mandarin Lane, Winter Garden
15530 Sunquat Dr, Winter Garden
$599,999
4 Beds ⋅ 4 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this stunning 4-bedroom, 3.5-bath home located in the highly desirable Hamlin Reserve community in Horizon West, Winter Garden! Thoughtfully designed with spacious living areas, modern finishes, and a versatile floor plan, this home offers the perfect setting for comfortable everyday living and effortless entertaining. Upon entering, you are greeted by an inviting foyer featuring soaring volume ceilings and stylish vinyl flooring throughout the entire first floor. A versatile flex room just off the entry provides endless possibilities and can be customized to suit your needs as a home office, den, formal living room, or additional dining space. The open-concept layout seamlessly connects the spacious family room, kitchen, and dining area, creating a warm and welcoming atmosphere. The well-appointed kitchen is sure to impress with its oversized island with seating, granite countertops, solid wood cabinetry, gas range, stainless steel appliances, and beautiful decorative backsplash. Conveniently located nearby are a half bath, a dedicated mudroom area with access to the garage, and sliding glass doors that open to the covered rear patio, offering the perfect spot to unwind or enjoy outdoor gatherings. Upstairs, you'll discover a spacious loft that provides additional flexible living space, ideal for a media room, playroom, or secondary family gathering area. The thoughtfully designed split-bedroom floor plan offers added privacy and functionality. The generously sized primary suite serves as a peaceful retreat, featuring a private en-suite bathroom with dual sinks, a standalone shower, and a walk-in closet. The second floor is completed by a conveniently located laundry room just off the loft, a private en-suite bedroom with its own standalone shower, two additional spacious bedrooms, and a full bathroom. For added convenience and modern appeal, all four bathrooms feature smart toilets. Residents of Hamlin Reserve enjoy wonderful community amenities, including a community pool, playground, and clubhouse. Ideally situated in the heart of Horizon West, this home is within walking distance of local dining and everyday conveniences, with Cinepolis, PopStroke, an exciting variety of restaurants, breweries, shopping, and entertainment just minutes away. Experience the best of the Horizon West lifestyle with this beautiful home offering space, comfort, community amenities, and an unbeatable location. Schedule your private showing today!

15530 Sunquat Dr, Winter Garden
271 Daniels Pointe Drive, Winter Garden
$355,000
3 Beds ⋅ 2 Baths ⋅ Daniels Crossing SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the desirable Daniels Crossing community of Winter Garden! Featuring a bright, open floor plan, fresh modern finishes, and a comfortable living and dining area, this home offers the perfect blend of style and functionality. Enjoy peaceful pond views from your backyard, creating a relaxing setting to unwind and enjoy Florida living. The split-bedroom layout provides added privacy, while the attached 2-car garage offers convenience and extra storage. Residents can also enjoy the community pool. Conveniently located near shopping, restaurants, major roadways, and the popular Winter Garden Village, this home offers both comfort and an excellent location. Don't miss the opportunity to make this home yours!

271 Daniels Pointe Drive, Winter Garden
Start Your Search

How much is your home worth?

Get instant property value now!