Oakland Town Homes with Tildenville Elem Elementary school

Oakland Town Homes with Tildenville Elem Elementary school

Welcome to Oakland Town, a picturesque subdivision nestled in the charming city of Oakland, Florida, within the vibrant Orange County. This delightful community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Oakland Town is its close-knit community atmosphere. Residents enjoy tree-lined streets, well-maintained parks, and a strong sense of belonging that fosters friendships and connections. The neighborhood is designed with families in mind, and one of its most significant advantages is its proximity to Tildenville Elementary School. This highly-rated school is just a stone's throw away, providing an excellent educational foundation for your little ones in a nurturing environment.

The homes in Oakland Town are as diverse as its residents, offering a range of styles and sizes to suit any lifestyle. From cozy single-family homes to spacious properties with modern amenities, there’s something for everyone. Many homes boast beautiful yards, perfect for outdoor gatherings or simply enjoying the Florida sunshine.

In addition to its residential charm, Oakland Town is conveniently located near shopping, dining, and recreational opportunities, making it easy to enjoy all that the area has to offer. With its rich history and scenic surroundings, Oakland is a community that captures the essence of Florida living.

Discover your dream home in Oakland Town, where comfort, community, and education come together to create a truly special place to live. Come explore this enchanting neighborhood and experience the warmth and charm that awaits you!

Newest Oakland Town Homes with Tildenville Elem Elementary school

20 W Vick Avenue Unit 2, Oakland
$1,627,000
4 Beds ⋅ 4 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
Pre-Construction. To be built. Experience custom living at its finest in this beautifully crafted J&J Building home, ideally located in the heart of charming Oakland. Offering 4 bedrooms, 3.5 bathrooms, and a 2-car garage, this home combines thoughtful design with modern appeal. The primary suite is conveniently located on the main floor, providing a private retreat. Enjoy Florida’s year-round sunshine and entertain with ease in the outdoor summer kitchen, perfect for gathering with family and friends. Situated directly across from Speer Park which features pickle ball, a tennis court and a basketball court. Located just moments from Lake Apopka, the West Orand Trail, three miles to downtown Winter Garden, and steps from the charm of downtown Oakland, this home offers a unique blend of outdoor recreation, small-town character, and custom craftsmanship. Don’t miss the opportunity to make this exceptional property your own!

20 W Vick Avenue Unit 2, Oakland
20 W Vick Avenue Unit 1, Oakland
$1,645,000
4 Beds ⋅ 4 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
Under Construction. Discover the perfect blend of custom craftsmanship, modern style, and small-town charm in this beautifully designed J&J Building home. Featuring 4 bedrooms, 3.5 bathrooms, and a 2-car garage, this distinctive residence offers a thoughtfully designed layout with the primary suite conveniently located on the second floor. Sleek vinyl windows add a contemporary touch, while the summer kitchen creates the perfect setting for outdoor entertaining and enjoying Florida living year-round. Ideally situated across from Speer Park where you can enjoy an active lifestyle featuring pickleball, tennis, and basketball courts. Just up the street from Lake Apopka, the West Orange Trail, three miles from downtown Winter Garden, and right next to charming downtown Oakland, this home offers a wonderful opportunity to enjoy the beauty of nature and the appeal of a welcoming community, all close to home. Experience the best of custom living in a location that truly stands out!

20 W Vick Avenue Unit 1, Oakland
250 N Walker Street, Oakland
$999,000
4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box. Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.

250 N Walker Street, Oakland
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