Winter Garden/Oakland Homes with No Deed Restriction Community Extras

Winter Garden/Oakland Homes with No Deed Restriction Community Extras

Welcome to Winter Garden and Oakland, Florida – a delightful slice of Central Florida that combines charming small-town vibes with modern conveniences. Nestled just a short drive from the bustling city of Orlando, this area boasts a rich history, vibrant community spirit, and stunning natural beauty.

Winter Garden is renowned for its picturesque downtown area, where you can stroll along tree-lined streets adorned with quaint shops, local eateries, and farmers' markets. The scenic West Orange Trail offers miles of walking and biking paths, perfect for outdoor enthusiasts looking to soak in the Florida sunshine. Nearby, the peaceful waters of Lake Apopka provide ample opportunities for fishing, boating, and enjoying serene sunsets.

One of the standout features of this region is the allure of homes with no deed restrictions. Imagine the freedom to personalize your property without the confines of restrictive covenants. Whether you’re looking to create your dream garden, park your RV, or simply enjoy a little extra space, this community embraces individuality and creativity.

In addition to the flexibility of homeownership, Winter Garden and Oakland offer a range of amenities, including top-rated schools, recreational parks, and community events that foster a sense of belonging. With a strong sense of community and an array of activities for residents of all ages, this area is perfect for families, retirees, and everyone in between.

Discover the charm of Winter Garden and Oakland, where freedom, community, and natural beauty converge. Your dream home awaits in this enchanting Florida oasis!

Newest Winter Garden/Oakland Homes with No Deed Restriction Community Extras

$479,900
4 Beds ⋅ 3 Baths ⋅ M C Britt Sub 1 SubDv. ⋅ 34787 Zip Code
Brand-New Construction in Winter Garden! Welcome to 231 E Lafayette Street, a beautifully designed 4-bedroom, 3-bathroom new construction home offering modern luxury, thoughtful craftsmanship, and exceptional functionality. From the moment you arrive, the striking contemporary exterior, covered front entry, and attached garage create an inviting first impression. Inside, the open-concept floor plan features luxury vinyl plank flooring throughout, soaring ceilings, recessed lighting, and an abundance of natural light. The stunning chef's kitchen is the centerpiece of the home, showcasing custom cabinetry, elegant quartz countertops, a large center island with breakfast bar, designer backsplash, stainless steel appliances, and a statement gold-finished faucet. The spacious island provides the perfect gathering space for entertaining or everyday living. The generously sized living area has a dramatic custom built-in feature wall with integrated shelving and a modern electric fireplace, creating a focal point. Large windows overlook the backyard and bring the outdoors in, while the contemporary ceiling fan and designer lighting add to the home's polished aesthetic. The primary suite provides a private retreat with ample space and a beautifully appointed en-suite bathroom, while three additional bedrooms, flexibility for family, guests, a home office, or media space. The home's three full bathrooms are finished with modern fixtures and elevated designer details. Outside, the property has a private fenced backyard with plenty of room to create your own outdoor oasis. The attached one-car garage and extended driveway provide convenient parking and storage. Ideally located in Winter Garden, this exceptional new construction home combines modern luxury with the charm and convenience of one of Central Florida's most desirable communities. Enjoy easy access to downtown Winter Garden, shopping, dining, parks, major roadways, and everything the area has to offer. New construction. Modern design. Premium finishes. Prime Winter Garden location. This is a home you don't want to miss.

231 E Lafayette Street, Winter Garden
$899,990
5 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead White stacked cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring pre-plumbing for an outdoor kitchen to enhance indoor-outdoor living, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed brushed nickel plumbing fixtures and hardware, comfort height toilets, Whirlpool washer and dryer, 2” faux wood blinds, and wood treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, and LED down lights ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

427 Winter Grove Boulevard, Winter Garden
$410,000
3 Beds ⋅ 3 Baths ⋅ Ravenna Ph 1 SubDv. ⋅ 34787 Zip Code
BEAUTIFUL two-story townhome in the desirable Ravenna community. This spacious 3 bed/2.5 bath offers low-maintenance living in a prime Winter Garden location. The main level is an open-concept with a half bathroom for guests. The kitchen features QUARTZ countertops, stainless steel appliances, a large kitchen island and a breakfast bar...PERFECT for entertaining! All bedrooms are located on the second floor along with the laundry closet. The primary suite includes a WALK-IN closet and an en-suite bathroom with double vanity sinks. Enjoy outdoor living on the private back patio, which leads to the 2-car garage. The community features a POOL and playground. It is conveniently located in Winter Garden near grocery stores, restaurants and top rated schools.

8013 Basilica Lane, Winter Garden
$1,750,000
4 Beds ⋅ 4 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre homesite, this beautifully designed residence offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and nearly 3,400 square feet of thoughtfully crafted living space with breathtaking water views. The open-concept floor plan is perfect for both everyday living and entertaining, featuring formal living and dining rooms, a spacious family room, and a gourmet kitchen complete with quartz countertops, 42-inch cabinetry, stainless steel gas appliances, a pot filler, farmhouse sink, and a convenient butler's pantry. The split-bedroom layout provides privacy, while the bonus room offers endless possibilities as a media room, game room, home office, or home gym. Step outside to your private Florida oasis featuring a screened-in pool and private boat dock with direct access to Lake Hancock. Spend your days boating, skiing, or simply relaxing while enjoying spectacular sunsets and nightly Disney fireworks from your own backyard. Additional highlights include a 3-car garage, high ceilings, elegant architectural details, and access to outstanding community amenities including a resort-style pool, splash pad, clubhouse, fitness center, and scenic walking and biking trails. Ideally located just minutes from Hamlin Town Center, shopping, dining, top-rated schools, SR 429, and Walt Disney World, this remarkable waterfront home offers the perfect combination of luxury, privacy, and convenience.

7573 Green Mountain Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 5 SubDv. ⋅ 34787 Zip Code
Welcome home to this bright and spacious corner-lot home in the heart of Winter Garden’s highly desirable Horizon West area! From the moment you step inside, you’ll appreciate the abundant natural light and thoughtfully designed floor plan. The first floor features a versatile front room that can easily serve as a home office, playroom, or guest space. Continue into the open-concept kitchen and living area, where the kitchen offers a large walk-in pantry and flows seamlessly into the bright living room. Sliding glass doors lead to a covered, screened-in patio—perfect for enjoying Florida’s beautiful weather and extending your living space outdoors. Upstairs, an open loft provides additional flexible living space, while the convenient laundry room and all four bedrooms are thoughtfully located on the second floor. The spacious primary suite offers a standout feature: an expansive walk-in, walk-through closet that connects directly to the laundry room for added convenience. Enjoy the benefits of a wonderful community with resort-style amenities including a gorgeous pool, playground, tennis courts, and volleyball court. The playground is just a short distance from the home, making it easy to enjoy the community amenities. Location is hard to beat, with Horizon West High School approximately 2 miles away, Hamlin Town Center just 10 minutes away, and Magic Kingdom approximately 10 minutes from your front door. With its corner-lot setting, flexible living spaces, abundant natural light, and exceptional location, this home offers the perfect blend of comfort, convenience, and Florida living.

11168 Great Rock Street, Winter Garden
$567,900
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Built in 2025, this beautifully upgraded Bellake floor plan offers 3 bedrooms, 2.5 bathrooms, a versatile flex room, and a rear-entry two-car garage in the desirable Waterleigh community. The open-concept layout features a spacious kitchen with stainless steel appliances, stone countertops, upgraded wood cabinetry, and a large center island overlooking the living and dining areas. A custom wine cellar beneath the staircase adds a unique touch, while the upstairs primary suite includes a walk-in closet, dual vanities, walk-in shower, and a built-in sauna. Additional upgrades include laminate flooring throughout the second floor, a screen-enclosed lanai with an above-ground hot tub, and energy-saving solar panels. Residents enjoy multiple community pools, clubhouses, fitness centers, tennis and pickleball courts, playgrounds, dog parks, walking trails, and scenic green spaces. Conveniently located near Walt Disney World, Hamlin Town Center, shopping, dining, medical facilities, and major highways, this home offers an exceptional opportunity to enjoy the Horizon West lifestyle.

16495 Point Rock Drive, Winter Garden
$840,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to one of Storey Grove's most exceptional homes! Perfectly positioned on a premium waterfront homesite with no rear neighbors, this stunning 2023 residence offers breathtaking water views, exceptional privacy, and over $45,000 in premium upgrades. From the moment you step inside, you'll be captivated by the dramatic two-story foyer with soaring ceilings, creating a grand first impression and filling the home with abundant natural light. This is the only home in the community featuring this exclusive floor plan, offering a unique opportunity for buyers seeking a truly distinctive residence. Designed for both everyday living and entertaining, this spacious home features 4 bedrooms with walk-in closets, 3 full bathrooms, a large loft, 3072 square feet of thoughtfully designed living space. The open-concept layout seamlessly connects the spacious kitchen, dining area, and family room, allowing everyone to enjoy the beautiful lake views from the home's main living areas. The chef's kitchen showcases stainless steel appliances, an oversized center island, abundant cabinetry, and generous counter space, making it the heart of the home. Premium finishes throughout include wood-look tile flooring on the main level, luxury vinyl flooring upstairs, designer lighting, upgraded fixtures, and a completely carpet-free interior. Step outside into your own private Florida oasis. The covered and screened lanai, extended brick paver patio, pergola, fully fenced backyard, and panoramic water views create the perfect setting for relaxing, entertaining, or enjoying spectacular sunsets—all with the added privacy of having no rear neighbors. Located in the highly desirable Storey Grove at Horizon West, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style swimming pool, tennis courts, basketball courts, playgrounds, dog parks, and scenic walking trails. Families will appreciate being zoned for highly rated public elementary, middle, and high schools, making this home an outstanding choice for those seeking both an exceptional lifestyle and excellent educational opportunities. Conveniently located just minutes from Disney World, Flamingo Crossings, Hamlin Town Center, shopping, dining, major highways (SR-429), and the exciting growth of Horizon West, this home truly offers the perfect combination of luxury, comfort, location, and lifestyle. Rarely does a home offer this combination of premium lot and exclusive floor plan, premium waterfront lot, luxury upgrades, soaring ceilings, and unmatched privacy. Move-in ready and meticulously maintained, this is a unique opportunity to own one of Storey Grove's finest homes.

13993 Title Way, Winter Garden
$858,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully RENOVATED home, The SEA CLIFF model -One of the largest floorplans in the Waterleigh community.where modern elegance meets comfortable living. The home has been extensively updated with a sophisticated neutral palette, designer lighting, luxury vinyl plank flooring, custom-style cabinetry, quartz countertops, and upgraded fixtures throughout. . This beautiful 2 story home features 4 bedrooms & 3.5 full baths,as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. The show-stopping kitchen is the heart of the home, featuring a large waterfall-edge island, abundant cabinetry, statement backsplash, upgraded appliances, and beautiful accent lighting. The open-concept design seamlessly connects the kitchen, dining, and living spaces, creating an ideal setting for both everyday living and entertaining. bathrooms have been stylishly renovated with contemporary vanities, quartz countertops, modern black fixtures, designer mirrors, and beautiful tile finishes. Additional highlights include custom wall paneling, upgraded trim, elegant lighting, and carefully curated finishes throughout. within walking distance of the community clubhouse and amenities This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. Hospitals, restaurants and shopping are all nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool

10169 Shallow Water Drive, Winter Garden
$365,000
3 Beds ⋅ 3 Baths ⋅ Orchard A1-A26 B1 B2 C D1-D4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome with a 2-CAR GARAGE in the GATED Orchard community of Winter Garden! Recent improvements include FRESH INTERIOR PAINT, UPDATED KITCHEN & BATHS, LUXURY VINYL PLANK FLOORING throughout the main level, BRAND NEW CARPET upstairs, stylish NEW LIGHT FIXTURES, a NEW GARAGE DOOR OPENER, and UPDATED ROOF (2024), creating a home that feels fresh, modern, and truly MOVE IN READY. Inside, the light-filled OPEN CONCEPT floor plan is designed for both everyday living and entertaining. The modern flooring creates a cohesive feel throughout the main living areas, while the kitchen - delivering ample storage and counter space, STAINLESS STEEL APPLIANCES and a breakfast bar - overlooks the spacious living and dining areas, keeping everyone connected. A convenient half bath completes the first floor. Upstairs, the PRIMARY SUITE is ideally situated at the back of the home and offers a generous WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three are positioned at the front of the home, with the third bedroom also featuring its own walk-in closet. The guest bath and second-floor laundry closet are centrally located for added convenience. Step outside to enjoy a rear patio overlooking a sizable green space with NO REAR NEIGHBORS, creating a peaceful setting for relaxing outdoors. Charming curb appeal, a COVERED FRONT PORCH with an arched entry, and well-kept landscaping enhance this home's appeal. The Orchard offers the LOW MAINTENANCE lifestyle you have been looking for, with the HOA covering exterior maintenance while residents enjoy a GATED ENTRANCE, COMMUNITY POOL, playground, and tree-lined streets. Located just minutes from Winter Garden Village, you will love having exceptional shopping, dining, entertainment, TOP-RATED SCHOOLS, and easy access to SR 535, SR 50, the Florida Turnpike, and SR 429, putting everything Central Florida has to offer within easy reach. This is the perfect opportunity to enjoy stylish, low-maintenance living in one of Winter Garden's most desirable communities. Call today to schedule a tour and let Golden Russet Drive welcome you HOME!

13765 Golden Russet Drive, Winter Garden
$2,985,000
6 Beds ⋅ 8 Baths ⋅ Shorefront Cove At Horizon West SubDv. ⋅ 34787 Zip Code
SPECTACULAR LAKE FRONT BRAND NEW CUSTOM HOME BUILDING COMPLETED IN JULY 2026. EXPERIANCE THE BREATH TAKING LAKE VIEW FROM THE ENTIRE LIVING AREA. CUSTOM DESIGNED FOR BOTH LUXURY AND COMFORT, HIGH END FINISHES THRU OUT. OVERSIZED CHEF'S KITCHEN WITH EXTRA LARGE 12X6 QUARTZ ISLAND COUNTERTOP. EXTRA LARGE REFRIGERATOR with Built in ice maker. Matching cabinetry, 6 Burner GAS STOVE with natural gas. 6 Bedrooms + Huge entertainment room. 7th Bedroom can be theater room/office. 2 MASTER BEDROOMS. One down and one upstairs. Master bedroom and guest bedroom downstairs. Master Bedroom first floor has HIS & HERS CLOSETS. Family Room and Kitchen have great LAKEVIEWS! This house has 4 SIDE ENTRY GARAGE WITH ADDITIONAL TILED PARKING SPACE FOR MANY CARS. 54X12 Extra-large porch great for entertaining. SEA WALL, FENCED BACK YARD. Seller will give Builder’s Warranty. Boat dock and gazebo in progress to get permit and will give credit to buyer at time of closing. Conveniently located near schools, shopping, dining, Disney World, EPCOT, and major highways. Nice quiet neighborhood with Community pool, cabana, 2 dog parks and Playground.

14168 Larkspur Lake Drive, Winter Garden
$1,157,190
4 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

650 Medora Way, Winter Garden
$899,760
4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award- winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

611 Sigler Drive, Winter Garden
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