Oakland Shores Real Estate

Oakland Shores Real Estate

Welcome to Oakland Shores, a hidden gem nestled in the heart of Maitland, Florida, within the picturesque Seminole County. This charming subdivision offers a unique blend of suburban tranquility and urban convenience, making it an ideal location for families, professionals, and retirees alike.

Oakland Shores boasts beautifully landscaped streets lined with mature oak trees, creating a serene and inviting atmosphere. The community is characterized by its well-maintained homes, many of which feature modern designs and spacious layouts, perfect for both entertaining and everyday living. Residents enjoy a strong sense of community, with neighbors often coming together for seasonal events and gatherings.

One of the standout features of Oakland Shores is its proximity to some of the best amenities Maitland has to offer. Just minutes away, you’ll find a variety of shopping centers, restaurants, and parks, ensuring that everything you need is within reach. For nature enthusiasts, the nearby Lake Sybelia and the scenic Maitland Community Park provide ample opportunities for outdoor activities, from picnicking to hiking and fishing.

Families with children will appreciate the highly-rated schools in the area, which are known for their commitment to academic excellence and extracurricular programs. With easy access to major highways, commuting to downtown Orlando or other parts of Central Florida is a breeze.

If you’re looking for a place that combines comfort, community, and convenience, Oakland Shores in Maitland is the perfect choice. Come discover the lifestyle that awaits you in this wonderful neighborhood!

Newest Listings in Oakland Shores

100 Mather Smith Drive, Oakland
$600,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 34760 Zip Code
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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