Oakland Shores Real Estate

Oakland Shores Real Estate

Welcome to Oakland Shores, a hidden gem nestled in the heart of Florida! This vibrant subdivision offers a unique blend of serene living and modern convenience, making it an ideal choice for families, retirees, and professionals alike.

As you enter Oakland Shores, you’ll be greeted by picturesque tree-lined streets and beautifully manicured lawns, creating an inviting atmosphere that feels like home. The community is characterized by its charming single-family homes, each designed with thoughtful attention to detail and a variety of architectural styles to suit diverse tastes. Whether you’re seeking a cozy bungalow or a spacious family residence, Oakland Shores has something for everyone.

One of the standout features of Oakland Shores is its close-knit community spirit. Residents enjoy a range of amenities, including well-maintained parks, walking trails, and recreational facilities that encourage an active lifestyle. The community is also home to a vibrant social calendar, with regular events and gatherings that foster connections among neighbors.

Location is key, and Oakland Shores does not disappoint. Situated just a short drive from the stunning Florida coastline, residents can easily indulge in sun-soaked beach days, water sports, and breathtaking sunsets. Additionally, the subdivision is conveniently located near shopping centers, dining options, and top-rated schools, ensuring that all your needs are within reach.

If you’re looking for a place that combines the tranquility of suburban living with easy access to urban amenities, Oakland Shores is the perfect destination. Come explore this delightful community and discover your dream home today!

Newest Listings in Oakland Shores

$825,000
3 Beds ⋅ 3 Baths ⋅ O6437275 MLS
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this gorgeous, move-in-ready 3-bedroom, 2.5-bath POOL home in the desirable Oakland Shores neighborhood of Maitland! Situated on an oversized, beautifully landscaped lot, this exceptional home welcomes you with mature landscaping, a large circular driveway, and additional side parking ideal for a boat or RV. Inside, you’ll immediately appreciate the light and bright open feel, luxury vinyl flooring, and crown molding throughout the main living areas. The formal living room flows seamlessly into the dining and family rooms, all overlooking the spectacular resort-style pool and backyard. The expansive sparkling pool is surrounded by a custom pavered patio with multiple spaces for lounging, dining, and entertaining, while the generous green space and privacy create your own backyard retreat. The beautifully appointed kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, a center island with sink, walk-in pantry, and a charming dining nook with custom seating. The spacious primary suite offers direct pool access, a huge walk-in closet with a custom organizing system, and a spa-like ensuite bath complete with dual sinks, vanity, garden tub, and separate glass-enclosed shower. Two generously sized secondary bedrooms share an upgraded full bath, while an additional upgraded half bath provides convenience for guests. A well-designed interior laundry room includes built-in cabinetry and direct access to the yard. One of the home’s most versatile features is the large bonus room, complete with a spacious walk-in, air-conditioned storage room. Whether you envision a home gym, classroom, office, creative space, or potential mother-in-law suite, the possibilities are endless. Recent updates provide additional peace of mind, including a roof and septic system replaced in 2017. The septic was recently cleaned in 2025 with the filter replaced. Additional upgrades include electrical, fencing, water heater, pool pump, interior paint, HVAC, irrigation pump, plumbing, and windows. Oakland Shores offers a wonderful neighborhood setting for walking and includes deeded access to Lake Faith, a non-motorized lake great for paddle boarding and kayaking, with a community access point on Lake Shore Drive. Conveniently located near shopping, dining, major roadways, and the newly planned Maitland Trader Joe’s, this home combines comfort, versatility, privacy, and an ideal Maitland location. With its beautiful pool, oversized lot, extensive updates, and flexible living spaces, this is one you won’t want to miss!

505 Oak Lane, Maitland

Listing courtesy of DALTON WADE INC. 888-668-8283
$578,000
3 Beds ⋅ 4 Baths ⋅ O6394681 MLS
Virtually Staged. Welcome to 502 Oak Lane in Maitland, a beautifully updated 3 bedroom, 3.5 bathroom pool home offering comfort, character, and peace of mind. Thoughtfully improved throughout, the home features fully updated plumbing, including the replacement of the original cast iron plumbing, along with a brand-new pool pump. Inside, you will find a well-designed layout with spacious living areas, updated finishes, and abundant natural light. Each bedroom has access to its own private bathroom, providing excellent privacy and flexibility for family members, overnight guests, or a home office. The home has been meticulously maintained and is truly move-in ready. Step outside to your private backyard oasis, complete with a swimming pool that is perfect for relaxing, entertaining, or enjoying Florida living year-round. Located on a quiet street in Maitland, the home is approximately 10 minutes from Winter Park and offers convenient access to major highways, shopping, dining, and everyday conveniences. This is a rare opportunity to own a fully updated pool home in one of Maitland’s most desirable and centrally located areas.

502 Oak Lane, Maitland

Listing courtesy of KRESSLER REAL ESTATE. 407-864-2184
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