Longleaf/Oakland Homes with Pool Community Features

Welcome to Longleaf/Oakland, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community offers an ideal blend of suburban tranquility and modern conveniences, making it a perfect choice for families, retirees, and everyone in between.

Longleaf/Oakland is characterized by its beautifully designed homes, many of which come equipped with inviting private pools—perfect for those warm Florida days. Imagine lounging by your own poolside oasis, hosting summer barbecues, or enjoying a refreshing dip after a long day. The allure of a home with a pool is just one of the many reasons why residents are drawn to this vibrant community.

The neighborhood boasts a rich array of community features that enhance the lifestyle of its residents. Tree-lined streets and well-maintained parks provide ample opportunities for outdoor activities, while walking trails invite leisurely strolls or invigorating jogs. Families will appreciate the proximity to top-rated schools, ensuring that education is just around the corner.

Longleaf/Oakland is also conveniently located near shopping, dining, and entertainment options, allowing residents to enjoy the best that Winter Garden has to offer. With its charming downtown area, local farmers markets, and seasonal events, there’s always something happening just a stone’s throw away.

If you’re seeking a warm, welcoming community with beautiful homes and the luxury of a private pool, Longleaf/Oakland is the perfect place to call home. Come and experience the delightful lifestyle that awaits you in this enchanting Florida neighborhood!

$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 with Pool Community Features

Newest Longleaf/Oakland Homes with Pool Community Features