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
3 Beds ⋅ 2 Baths ⋅ Crown Point Spgs SubDv. ⋅ 34787 Zip Code
New photos coming soon. Seller offering up to $20,395 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom, 2-bath POOL home in Winter Garden's established Crown Point Springs community with the big-ticket items already handled: new HVAC (2026), new water heater (2026), and a brand new roof already approved, with materials on site for installation. A just-completed professional refresh adds a renovated kitchen with new white shaker cabinetry, quartz countertops, and stainless steel appliances including a Whirlpool glass-top range and dishwasher, along with updated hardware, lighting, and a new Moen pull-out faucet. Both bathrooms feature updated vanities, quartz countertops, and new faucets, mirrors, and fixtures. Additional improvements include fresh interior paint throughout, new LED lighting and fixtures, updated interior doors and hardware, a new front entry door, a freshly painted garage, and refreshed landscaping with fresh mulch. The functional floor plan offers spacious living and dining areas with a fireplace, a primary suite with a walk-in closet, two additional bedrooms, and an attached 2-car garage. Out back, the screen-enclosed private pool and patio provide year-round Florida living. Low $150 semi-annual HOA and no CDD. Conveniently located near Historic Downtown Winter Garden, Plant Street, the West Orange Trail, shopping, dining, parks, and major roadways. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

1097 Depot Court, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code
Welcome to this charming and beautifully maintained home located in the desirable Winter Garden community! Featuring an open and functional floor plan, this property offers bright living spaces, a spacious kitchen perfect for everyday cooking and entertaining, and comfortable bedrooms designed for relaxation. Enjoy a private backyard space ideal for outdoor activities and quiet evenings. Conveniently situated near top-rated local schools, shopping centers, dining options, and major highways for an easy commute. Schedule your private showing today and discover everything this wonderful home!

1221 Priory Circle, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Discover an inviting 3-bedroom, 2.5-bath home in Winter Garden, offering a comfortable layout designed for both everyday living and entertaining. The main living areas create an open and welcoming environment, with natural light enhancing the sense of space and connecting the living, dining, and kitchen areas. Upstairs, the bedrooms are thoughtfully separated from the main gathering spaces, providing added privacy and a comfortable retreat at the end of the day. The primary suite offers its own private bath, while the additional bedrooms provide flexibility for family, guests, a home office, or whatever best fits your lifestyle. Beyond the home itself, the location puts you close to everything that makes the Winter Garden area so desirable. Enjoy convenient access to shopping, restaurants, schools, recreation, and major roadways, making it easy to explore Horizon West, greater Orlando, and the many attractions Central Florida has to offer. Whether you're searching for your next home or an investment opportunity in a growing area, this property delivers a combination of location, functionality, and Florida living that is hard to overlook. Schedule your private showing and come see the possibilities for yourself.

15038 Windflower Alley, Winter Garden
$629,000
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 2024 Taylor Morrison home in Harvest at Ovation. Offering 4 bedrooms, 3.5 bathrooms, and 2,332 square feet, this residence features a bright open-concept layout and modern finishes throughout. A standout feature is the covered front porch overlooking a beautiful community green space, with no residence directly in front, providing an open view and added privacy. The kitchen offers quartz countertops, a large island, and contemporary cabinetry. A first-floor bedroom with a full bathroom provides flexible space for guests or a home office. Additional highlights include a covered lanai, laundry room, natural gas, and a two-car garage. Residents enjoy a community pool with cabana, butterfly garden, nature play space, dog park, and walking trails. Conveniently located near shopping, dining, SR 429, and Central Florida attractions. The area also features the newly opened Ovation Elementary and the recently built Water Spring Middle campus. Buyers should independently verify school zoning.

15154 Alder Chase Alley, Winter Garden
$663,065
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12331 Silk Mimosa Alley, Winter Garden
$695,000
Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code
Don't miss this rare opportunity to own over half an acre of waterfront property on beautiful Johns Lake! This is the last available lot in Johns Cove, an exclusive gated community of just 69 custom homes. Build your dream home and private boat dock and enjoy everything lakefront living has to offer-fishing, boating, jet-skiing, water skiing, and incredible sunrises from your backyard. Johns Cove is ideally located near charming Historic Downtown Winter Garden, the West Orange Trail, A-rated schools, world-famous theme parks, major shopping, dining, and Orlando international Airport. A true gem offering space, privacy, and lifestyle. Schedule your private viewing today- an opportunity like this won't last long!

906 Johns Point Drive, Oakland
$335,000
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code
Welcome to Unit 3701 at The Grove Resort & Water Park, a fully furnished seventh-floor condo offering 3 bedrooms, 3 bathrooms, and 1,544 square feet of spacious resort-style living just minutes from Walt Disney World. Designed for comfort and convenience, the residence features an open living and dining area, a fully equipped kitchen with stainless steel appliances and quartz countertops, a full-size washer and dryer, and a private screened balcony—perfect for relaxing after a day at the parks. Owners and guests enjoy an impressive collection of resort amenities, including Surfari Water Park with a FlowRider® Double surf simulator, dual water slides, a 695-foot lazy river, and a zero-entry pool. The resort also offers multiple swimming pools, private cabanas, a fitness center, full-service spa, on-site restaurants and bars, the Flip Flop’s Family Fun Center, and recreational activities on scenic Lake Austin. When not enjoying the residence, owners may participate in the professionally managed hotel rental program, subject to applicable terms and restrictions. The Grove is zoned as a condo-hotel, with owner occupancy limited to 179 days calendar year. This turnkey property combines a desirable location, exceptional amenities, and effortless vacation ownership in one of Central Florida’s most popular resort destinations.

14501 Grove Resort Ave, Winter Garden
$580,000
4 Beds ⋅ 2 Baths ⋅ Covington Park A B D E F G & J SubDv. ⋅ 34787 Zip Code
Welcome to 618 Bainbridge Loop, where thoughtful updates, flexible living space, and the Winter Garden lifestyle come together. This 4-bedroom, 2-bath home PLUS a dedicated office features a desirable split-bedroom floor plan, while maintaining an open-concept layout that’s perfect for entertaining and everyday living. The renovated kitchen serves as the heart of the home, while the updated guest bathroom and renovated patio add even more move-in-ready appeal. The office features brand-new flooring, creating the perfect space for working from home, a playroom, or additional flex space. Major updates have already been taken care of with a 2023 roof, 2022 A/C, 2025 water heater, and 2024 appliances. Step outside to the refreshed patio, ready for morning coffee, weekend gatherings, or unwinding at the end of the day. Located within the Winter Garden golf cart district and near highly regarded local schools, this home offers a location that’s just as appealing as the home itself. With its combination of updates, functional layout, and sought-after Winter Garden lifestyle, 618 Bainbridge Loop is ready to welcome you home.

618 Bainbridge Loop, Winter Garden
$350,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01a SubDv. ⋅ 34787 Zip Code
Welcome to this charming and spacious 2-bedroom, 2.5-bath town-home located in the highly sought-after Signature Lakes / Independence Community. This beautifully designed town-home features an open-concept floor plan that seamlessly connects the kitchen and family room, creating a bright and inviting living space. Upstairs, both bedrooms feature en-suite bathrooms for maximum privacy, with the oversized owner’s suite boasting a luxurious bath and a walk-in closet. The exterior of the home features a fenced paver patio in the backyard, providing a private outdoor retreat that connects to the detached two-car garage. Residents of Signature Lakes enjoy access to exceptional amenities, including two clubhouses with resort-style pools, fitness centers, tennis courts, basketball courts, and playgrounds. The community also offers boat ramps, scenic parks, nature trails, a business center, a community room, and well-maintained green spaces, creating the perfect setting for an active and vibrant lifestyle. Beyond its impressive amenities, Independence is known for its dynamic community atmosphere, enhanced by dedicated community event organizers who plan a variety of immersive events throughout the year. Residents enjoy seasonal festivals, fireworks displays, and food truck gatherings, fostering a true sense of connection and entertainment. Located just minutes from Walt Disney World, Universal Studios, and other major attractions, this town-home offers a unique blend of comfort, convenience, and resort-style living. Schedule your showing today!

14448 Pleach Street, Winter Garden
$419,999
3 Beds ⋅ 3 Baths ⋅ Storey Grove SubDv. ⋅ 34787 Zip Code
Storey Grove ** 2023 built ** Open floorplan **BACKS TO GREENSPACE!!** Beautiful wood ceramic tile entire 1st floor ** Attractive tv wall wood accent inlay in the family room ** White kitchen cabinetry with quartz counters and large cooking island ** All bedrooms are on the 2nd floor ** Nice size +/-16x20 brick paver patio area and 2 car detached garage ** Great RING security system, RING cameras, doorbell and door and window sensors ** Tesla EV power outlet is already in place in the garage ** Overhead storage racks in the garage are included ** Storey Grove community amenities include a huge resort style community pool, fitness center, basketball courts, children's playground and green space area. Room measurements are from builder floor plan. Buyers to verify all room measurements.

10648 Words Drive, Winter Garden
$560,000
4 Beds ⋅ 4 Baths ⋅ Storey Grove Ph 1b-3 SubDv. ⋅ 34787 Zip Code
This beautiful 4 bedroom, 3 1/2 bath home features an open layout with designer finishes that are light and bright throughout. There are 2 master bedroom one on the first floor and in the second floor Perfect for families. Large great room downstairs, bonus room/loft upstairs with vaulted ceiling and a beautiful backyard. Upgraded just like the model. Quartz counter top throughout, upgraded light cabinets, wood plank, tile floor. Upgraded GE Profile appliances and complete Smart Home Package with smart thermostats, smart switches Wireless range extenders built in Alexa smart home controls. Storey Grove is beautiful picturesque community with pool, fitness center, parks, playgrounds and more. It's a perfect location just minutes from Disney, Shopping, Dining, New Hamlin retail and theaters, Easy Access to 429 Expressway, and zoned for A rated schools . Come and check personally .

15163 Book Club Road, Winter Garden
$229,900
2 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Beautifully refreshed and ready to move in today, this charming 2-bedroom, 1-bath corner condo offers an inviting combination of modern updates, natural light, and exceptional community amenities. The bright, crisp interior is filled with loads of natural light and features fresh paint throughout, brand-new carpet, new door handles, and stylish modern finishes. All appliances are included, making this home truly move-in ready. The attached garage has also been washed and painted, creating a clean and functional space for parking and storage. And when it comes to value, this one is hard to beat. This is currently the most aggressively priced 2-bedroom condo with an attached garage on the market, making it a rare opportunity for a buyer looking for the combination of price, updates, and convenience. The A/C system was newly installed in June 2026, adding another significant update and valuable peace of mind. The community offers an impressive lineup of amenities designed to enhance everyday living, including a resort-style pool and relaxing hot tub, fully equipped fitness center, indoor basketball and racquetball courts, tennis court, and a convenient car wash area. Conveniently located near 429 and the Florida Turnpike, this home provides easy access to shopping, dining, major roadways, and a short drive to Orlando's theme parks and either coastline. With its desirable corner-unit location, attached garage, extensive updates, incredible amenities, and unmatched price point, this is a rare find that won't be easy to duplicate. If you're looking for a move-in-ready 2-bedroom with an attached garage at the best value currently available, this one deserves a look!

233 Southern Pecan Circle Unit 101, Winter Garden
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