Oakland Homes with Tildenville Elem Elementary school

Oakland Homes with Tildenville Elem Elementary school

Welcome to Oakland, a charming subdivision nestled in the heart of Winter Garden, Florida. Known for its picturesque landscapes and family-friendly atmosphere, Oakland is a hidden gem in Orange County that offers a perfect blend of suburban tranquility and convenient access to urban amenities.

The homes in Oakland are designed to cater to a variety of lifestyles, featuring spacious layouts, modern finishes, and beautiful outdoor spaces. Whether you’re a first-time homebuyer or looking to upgrade, the selection of homes here is sure to impress. Residents enjoy the serene environment while being just a stone’s throw away from the vibrant downtown Winter Garden, where you can find delightful shops, restaurants, and recreational activities.

One of the standout features of Oakland is its proximity to Tildenville Elementary School, which is highly regarded for its commitment to academic excellence and nurturing environment. Families with young children will appreciate the convenience of having a quality school within walking distance, making daily commutes a breeze. The school fosters a strong community spirit, encouraging parental involvement and providing a solid foundation for lifelong learning.

In addition to excellent educational opportunities, Oakland boasts beautiful parks and recreational facilities, perfect for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply relaxing in nature, this community provides ample opportunities to connect with the great outdoors.

If you’re searching for a welcoming neighborhood with a strong sense of community, exceptional schools, and a variety of beautiful homes, Oakland in Winter Garden is the perfect place to call home. Discover the charm of this delightful subdivision and start your journey towards finding your dream home today!

Newest Oakland Homes with Tildenville Elem Elementary school

$1,795,000
4 Beds 4 Baths Oakland SubDv. 34787 Zip Code
Welcome to this exceptional ONE-OWNER CUSTOM HOME, sitting on a ONE-ACRE HOMESITE in one of Oakland’s most sought-after locations. Offering 3,515 square feet of living space (4,890 total square feet), this thoughtfully designed 4-bedroom, 3.5-bath residence combines timeless Old Florida charm with OUTSTANDING QUALITY CONSTRUCTION, FEATURING ALL-STEEL CONSTRUCTION—INCLUDING STEEL ROOF TRUSSES—for exceptional durability and peace of mind. A circular driveway and side-entry OVERSIZED TWO-CAR GARAGE create impressive curb appeal, while double front doors welcome you into a spacious, OPEN FLOOR PLAN with 17.5' VAULTED CEILINGS in living area and 10' CEILING HEIGHT in bedrooms.This home has been designed for both everyday living and entertaining. At the heart of the home is a stunning DOUBLE-SIDED FIREPLACE with Tennessee Stone which creates a beautiful focal point between the formal living room and the inviting family room. The living areas flows seamlessly into the kitchen, separated only by a short wall between the kitchen and dining room that preserves the home’s open, airy feel. The EXPANSIVE KITCHEN is designed to bring everyone together, featuring TWO SINKS, a WRAPAROUND BREAKFAST BAR with seating for up to eight, a center ISLAND WITH COOKTOP, generous eat-in dining area, WALK-IN PANTRY with custom built-in shelving, and abundant countertop workspace. The open layout allows the kitchen, dining, and living areas to remain connected, making this home ideal for entertaining, holidays, and family gatherings. The desirable THREE-WAY SPLIT FLOOR PLAN offers both privacy and flexibility. Two secondary bedrooms and a full bath are located toward the front of the home, while a separate guest wing features an additional bedroom, full bath, oversized laundry room with storage, and a convenient half bath. Privately tucked away on the opposite side of the home, the spacious primary suite offers two walk-in closets and an ensuite bath with a walk-in shower. Double glass doors open to an expansive screened lanai that extends the living space outdoors, complete with a summer kitchen and peaceful views of the lush backyard. Additional updates include a tile roof (2015), HVAC ductwork (2020), exterior stucco upgrades and fresh paint (2021), one water heater replaced in 2018 and the second in February 2025, Connection to city water in 2019, The well was retained exclusively for lawn irrigation. Perfectly located with convenient access to the Florida Turnpike, Highway 50, shopping, dining, and area attractions. This meticulously maintained custom home offers the rare combination of quality construction, timeless design, generous living spaces, and an unbeatable Oakland location. This is Florida living at its finest.

15717 E Oakland Avenue, Winter Garden

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