Longleaf/Oakland Real Estate

Longleaf/Oakland Real Estate

Welcome to the charming subdivision of Longleaf/Oakland in Winter Garden, Florida. Nestled in Orange County, this picturesque community offers the perfect blend of suburban tranquility and modern convenience.

Longleaf/Oakland is a sought-after neighborhood known for its well-maintained homes, tree-lined streets, and friendly atmosphere. With a variety of architectural styles to choose from, residents can find the perfect home to suit their lifestyle.

One of the highlights of living in Longleaf/Oakland is its proximity to top-rated schools, shopping centers, dining options, and recreational facilities. Whether you're looking to spend a day exploring the local parks or enjoying a round of golf at nearby courses, there is something for everyone to enjoy in this vibrant community.

The location of Longleaf/Oakland provides easy access to major highways, making it a convenient choice for commuters looking to travel to nearby cities like Orlando or Tampa. Additionally, the beautiful beaches of the Gulf Coast are just a short drive away, offering residents the opportunity to enjoy weekend getaways without venturing too far from home.

If you're searching for a welcoming community with a strong sense of community spirit, Longleaf/Oakland in Winter Garden, Florida, is the perfect place to call home. Experience the best of suburban living in this idyllic neighborhood that truly has it all.

Newest Listings in Longleaf/Oakland

$499,900
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland SubDv. ⋅ 34787 Zip Code
A rare opportunity to own a beautifully maintained home in the heart of Oakland, offered at an exceptional value under $500,000. Located in the sought-after Longleaf at Oakland community, this 3-bedroom, 2.5-bath home offers a thoughtful layout, beautiful outdoor space, and a prime location—all at a price point that is increasingly hard to find in this desirable area. Set on a quiet cul-de-sac, the home welcomes you with a modern and functional layout designed for both everyday living and entertaining. Inside, luxury vinyl plank flooring, recessed lighting throughout, and a bright, comfortable feel create a welcoming atmosphere. The kitchen features granite countertops and custom shelving, while additional custom shelving in the laundry room adds both style and practical storage. Spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room provide flexibility for everyday living. A water softener system adds another thoughtful touch to the home. Step outside to a fully fenced backyard offering privacy and flexibility for pets, play, gardening, or simply enjoying your own outdoor space. The peaceful setting and cul-de-sac location create an inviting sense of privacy while still keeping you close to everything Oakland and Winter Garden have to offer. The location is hard to beat. Take a quick walk to the West Orange Trail or enjoy easy access to the Oakland Nature Preserve. Downtown Winter Garden's shops, restaurants, farmers market, and charming atmosphere are just minutes away, while the Florida Turnpike provides convenient access throughout Central Florida. Orlando's world-class theme parks are approximately 20 minutes away. Beautifully cared for, ideally located, and thoughtfully priced, 1184 Bobcat Chase Blvd offers an exceptional opportunity to enjoy the best of Oakland living with comfort, convenience, and a price point that makes this home stand out.

1184 Bobcat Chase Boulevard, Oakland
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