Winter Garden Homes with Deed Restrictions Community Features

Winter Garden Homes with Deed Restrictions Community Features

Welcome to Winter Garden, Florida, a picturesque city nestled in the heart of Orange County. Known for its charming small-town vibe, Winter Garden boasts a rich history and a vibrant community spirit that attracts residents from all walks of life. With its beautiful downtown area, lined with quaint shops and delightful eateries, Winter Garden offers a perfect blend of modern amenities and historic charm. The lush landscapes and scenic views make it an idyllic place for families, retirees, and everyone in between.

One of the standout features of Winter Garden is its diverse array of homes, particularly those within deed-restricted communities. These neighborhoods are designed to maintain a high standard of living, ensuring that the community remains attractive and well-kept. Residents enjoy the peace of mind that comes with these regulations, which often include guidelines on property maintenance, architectural design, and landscaping. This promotes a cohesive aesthetic and fosters a sense of pride among homeowners.

Winter Garden's deed-restricted communities often come with additional perks, such as access to community amenities like pools, parks, and recreational facilities. Families can take advantage of the numerous playgrounds and sports fields, while nature enthusiasts will appreciate the nearby West Orange Trail, perfect for biking and walking. The community’s commitment to maintaining a harmonious living environment makes it an ideal choice for those seeking a secure and welcoming place to call home.

Whether you’re drawn by the stunning homes, the warm community atmosphere, or the abundance of outdoor activities, Winter Garden is a place where you can truly thrive. Come discover all that this enchanting city has to offer!

Newest Winter Garden Homes with Deed Restrictions Community Features

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
704 Caterpillar Run, Winter Garden
$675,000
4 Beds ⋅ 3 Baths ⋅ Mcallister Lndg SubDv. ⋅ 34787 Zip Code
Don't miss this one-of-a-kind, move-in-ready corner home featuring 4 bedrooms, 3 full baths, a dedicated office, and a 3-car attached garage, all on one level! Built in 2019, this spacious 3,000+ sq. ft. home offers an open, functional floor plan with vinyl flooring throughout, ceramic tile in wet areas, window treatments that convey and high ceilings. The home features separate living and dining areas, a spacious family room, and an open kitchen with granite countertops, center island, stainless steel appliances, and built-in oven and cooktop. The primary suite offers a large walk-in closet, double vanity, walk-in shower, separate soaking tub, and sliding glass door access to the oversized screened lanai. Additional bedrooms include a convenient guest suite with private bath. Enjoy the extended, full-length screened lanai with two ceiling fans, perfect for relaxing or entertaining. The sellers have made numerous improvements, including gutters, exterior paint (2022), epoxy-coated garage floor, built-in workbench, wall storage systems, and four overhead storage racks. The outdoor space features paver walkways and grilling pad, artificial turf with stepping stones, and a variety of fruit trees, including avocado, papaya, grapefruit, orange, and key lime, along with raised garden beds and an underground irrigation system. A transferable termite bond adds peace of mind. This beautifully maintained home offers space, functionality, and numerous upgrades. Schedule your private showing today!

704 Caterpillar Run, Winter Garden
15543 Kinnow Mandarin Lane, Winter Garden
$648,000
3 Beds ⋅ 3 Baths ⋅ Highlands/Summerlake Grvs #1 SubDv. ⋅ 34787 Zip Code
Discover the best of Horizon West living in this beautifully maintained home nestled in the sought-after Highlands at Summerlake Groves in Winter Garden! Offering 3 bedrooms, 2.5 bathrooms, and a spacious open-concept design, this inviting residence blends modern comfort, thoughtful features, and exceptional indoor-outdoor living. Step inside to light-filled living spaces and an airy atmosphere that welcomes you home. The beautifully appointed kitchen features elegant quartz countertops, abundant cabinetry, and stainless steel appliances, opening seamlessly to the spacious great room, an ideal setting for entertaining or enjoying everyday moments. Walk upstairs to impressive high ceilings that adds to the home's open and spacious feel. The generous primary suite provides a peaceful retreat, complete with a walk-in closet and an en-suite bathroom featuring a relaxing Jacuzzi tub. The three additional generously sized bedrooms are conveniently located upstairs, offering guests and family members added privacy and comfortable personal space. This well-designed layout provides the perfect balance of togetherness and privacy for everyone to enjoy. Enjoy the added ease of natural gas service, 1 Gbps high-speed internet for streaming, working, and staying connected, and an attached two-car garage featuring a high-profile garage door and built-in storage shelving. Another appealing feature is the average monthly electric bill of approximately $150–$200, depending on usage and season. Take your Florida lifestyle outdoors in the private backyard retreat, where an inviting outdoor summer kitchen and natural gas fire pit create the perfect setting for weekend gatherings, evening relaxation, and entertaining family and friends. Both the outdoor kitchen and fire pit are plumbed directly to the home's natural gas supply for added convenience. Beautifully upgraded landscaping further enhances the home's curb appeal and outdoor setting. The Highlands at Summerlake Groves offers an outstanding array of community amenities, including a swimming pool, two tennis courts, dog park, two playgrounds, soccer field, and picnic areas with grills. Ideally situated near Orange County National Golf Center, Hamlin Town Center, shopping, restaurants, grocery stores, Orlando Health Hospital, major roadways including the 429, and local schools. Walt Disney World and the area's many attractions are also just a short drive away. With its desirable location, inviting living spaces, natural gas outdoor entertaining features, and wonderful community amenities, this home offers an exceptional opportunity to enjoy the very best of Winter Garden living. Come see all this beautiful home has to offer!

15543 Kinnow Mandarin Lane, Winter Garden
17906 Hither Hills Circle, Winter Garden
$560,000
4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound SubDv. ⋅ 34787 Zip Code
3.99 ASSUMABLE MORTGAGE OPPORTUNITY! Built in 2022, this four-bedroom home in Lake Apopka Sound offers single-story living, a three-car garage, and an open layout perfect for entertaining. The spacious kitchen features an oversized island, granite countertops, stainless steel appliances, and ample storage overlooking the inviting great room. A split-bedroom design provides privacy, while the primary suite includes dual vanities, a soaking tub, separate shower, and walk-in closet. Enjoy nearby outdoor adventures at the West Orange Trail and Oakland Nature Preserve, plus dining, boutiques, Plant Street Market, and the Saturday farmers market in historic Downtown Winter Garden. Shopping at Winter Garden Village and access to Florida’s Turnpike, SR 429, and Highway 50 add everyday convenience. Schedule your private showing today! Mortgage assumption subject to lender approval, buyer qualification, and applicable loan terms.

17906 Hither Hills Circle, Winter Garden
373 Eron Way Unit 47, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Charming single-story townhome in Townhomes of Winter Garden featuring 2 bedrooms and 2 full baths. Interior features low-maintenance laminate flooring throughout the main living areas and bedrooms, paired with an efficient open floor plan. Conveniently located just minutes from historic downtown Winter Garden, Plant Street dining, shopping, and major commuter routes including SR-429 and the Florida Turnpike. Easy to show—schedule through Showing Time today!

373 Eron Way Unit 47, Winter Garden
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