Oakland Shores Homes for Sale

Oakland Shores Homes for Sale

Welcome to Oakland Shores, a picturesque subdivision nestled in the heart of sunny Florida. This charming community is the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes, friendly neighbors, and a strong sense of community, Oakland Shores invites you to experience the best of Florida living.

One of the highlights of Oakland Shores is its stunning homes for sale. Each property boasts unique architectural styles and modern amenities, catering to a variety of tastes and lifestyles. Whether you’re looking for a cozy single-family home or a spacious modern abode, you’ll find a range of options that fit your needs. Many homes feature open floor plans, gourmet kitchens, and beautifully landscaped yards, perfect for hosting gatherings or enjoying peaceful evenings under the stars.

Residents of Oakland Shores enjoy easy access to a wealth of local attractions and amenities. Take a leisurely stroll through nearby parks, enjoy a day at the beach, or explore the vibrant shopping and dining scene just a short drive away. Families will appreciate the proximity to top-rated schools and recreational facilities, ensuring that there’s always something to keep everyone entertained.

If you’re ready to find your dream home in a community that truly feels like home, Oakland Shores is the place for you. With an array of homes for sale, now is the perfect time to discover the charm and beauty of this exceptional Florida subdivision. Come and see why Oakland Shores is not just a place to live, but a place to thrive!

Newest Oakland Shores Homes for Sale

$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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