Longleaf/Oakland Homes with Sidewalks Community Features

Welcome to Longleaf/Oakland, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This delightful community is perfect for families, retirees, and everyone in between, offering a serene environment that combines the best of suburban living with easy access to urban conveniences.

Longleaf/Oakland is characterized by its picturesque streets lined with beautiful homes, many featuring inviting front porches and well-manicured lawns. One of the standout features of this community is its commitment to walkability. With sidewalks meandering throughout the neighborhood, residents can enjoy leisurely strolls or evening jogs while taking in the lush surroundings and friendly atmosphere.

The community boasts a variety of amenities designed to enhance your lifestyle. You’ll find parks, playgrounds, and green spaces that encourage outdoor activities and foster a sense of community. Whether you’re hosting a family picnic or enjoying a quiet afternoon in the sun, Longleaf/Oakland offers the perfect backdrop for both relaxation and recreation.

Conveniently located near Winter Garden’s bustling downtown area, residents can explore a wide array of dining, shopping, and entertainment options. The community is also in close proximity to major highways, making commutes to nearby Orlando and other attractions a breeze.

Discover the charm of Longleaf/Oakland, where community spirit thrives, and every walk feels like a breath of fresh air. Your dream home awaits in this beautiful 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 Sidewalks Community Features

Newest Longleaf/Oakland Homes with Sidewalks Community Features