Oakland Shores Real Estate

Oakland Shores Real Estate

Welcome to Oakland Shores, a hidden gem nestled in the heart of Maitland, Florida, within the beautiful Seminole County. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal place for families, professionals, and retirees alike.

As you explore Oakland Shores, you’ll be captivated by its picturesque tree-lined streets and beautifully landscaped homes. The community is known for its friendly atmosphere, where neighbors become friends and outdoor gatherings are a common sight. Residents enjoy a strong sense of community, with plenty of opportunities to connect through local events and activities.

One of the highlights of Oakland Shores is its proximity to Maitland’s vibrant downtown area, where you can find an array of shopping, dining, and entertainment options. Whether you’re in the mood for a casual café or a fine dining experience, you’ll find it just a stone’s throw away. Additionally, the nearby parks and recreational facilities offer ample opportunities for outdoor enthusiasts to enjoy hiking, biking, and picnicking in the lush Florida sunshine.

For families with children, Oakland Shores is served by top-rated Seminole County schools, providing quality education and a nurturing environment for young learners. Commuting is a breeze, with easy access to major highways and public transport, making trips to downtown Orlando and other surrounding areas convenient.

Discover the charm of Oakland Shores, where a welcoming community, beautiful surroundings, and convenient amenities come together to create the perfect place to call home. Experience the best of Maitland living—your dream home awaits!

Newest Listings in Oakland Shores

100 Mather Smith Drive, Oakland
$600,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv.
A vaulted central living space carries the eye from the front dining room through an island kitchen to glass doors opening onto a garden-framed patio, giving this single-story Oakland home a natural indoor-outdoor rhythm. The kitchen serves as the everyday hub, with an expansive island, breakfast-bar seating, abundant cabinetry and clear sightlines that keep meal preparation connected to the main gathering area. Just beyond the living room, the open-air patio is arranged beneath pergola-style shade and surrounded by planted beds, creating an inviting place for morning coffee, outdoor meals or a quiet evening beneath the trees. The split-bedroom plan adds practical separation, positioning the primary suite apart from two secondary bedrooms and a full hall bath. Multiple windows and a tray ceiling shape the primary bedroom, while its en suite bath includes dual sinks, a separate tub and shower and a walk-in closet. Ceramic tile extends through the main living areas, kitchen and bathrooms, with carpet in the bedrooms and an interior laundry area supporting an easy daily routine. Set on a 0.28-acre corner lot with no HOA, the property combines open lawn, mature landscaping and room to enjoy the outdoors, while an attached two-car garage and broad driveway add useful parking and storage. Located in a golf cart-friendly community, you’ll enjoy easy access to downtown Winter Garden’s shops, restaurants and local events, along with the nearby West Orange Trail for walking and biking. This Oakland location offers a relaxed residential setting with convenient access to everything that makes the Winter Garden area so enjoyable.

100 Mather Smith Drive, Oakland

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