Longleaf/Oakland Homes for Sale

Welcome to Longleaf/Oakland, a captivating subdivision nestled in the heart of Winter Garden, Florida. This charming community, located in Orange County, is a hidden gem that perfectly blends the tranquility of suburban living with the vibrancy of city life.

Longleaf/Oakland is renowned for its picturesque tree-lined streets, beautifully manicured lawns, and a friendly atmosphere that fosters a strong sense of community. Residents enjoy access to a variety of amenities, including parks, walking trails, and playgrounds, making it an ideal environment for families and outdoor enthusiasts alike. The area is also conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

As for homes for sale in Longleaf/Oakland, you'll find a diverse selection of properties that cater to a variety of tastes and budgets. From charming single-family homes with spacious yards to modern designs featuring open floor plans and upscale finishes, there’s something for everyone in this delightful neighborhood. Many homes boast energy-efficient features and smart home technology, ensuring comfort and convenience for today’s discerning buyers.

Whether you’re searching for your first home, a place to retire, or an investment opportunity, Longleaf/Oakland offers a welcoming environment where you can truly feel at home. Don’t miss the chance to explore the available homes for sale in this enchanting community—your dream home in Winter Garden awaits!

$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

Longleaf/Oakland Homes for Sale

Newest Longleaf/Oakland Homes for Sale