Longleaf/Oakland Real Estate

Longleaf/Oakland Real Estate

Welcome to the enchanting Longleaf/Oakland subdivision, a hidden gem nestled in the picturesque city of Winter Garden, Florida, within the vibrant Orange County. This community is a harmonious blend of natural beauty and modern living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

Longleaf/Oakland offers a variety of stunning homes designed to cater to diverse tastes and lifestyles. From charming single-family residences to spacious townhomes, each property boasts unique architectural features and lush landscaping. Residents enjoy access to well-maintained parks, scenic walking trails, and recreational facilities, perfect for outdoor enthusiasts and families looking to create lasting memories.

One of the standout features of this subdivision is its commitment to community spirit. Neighbors often come together for seasonal events, fostering a friendly atmosphere that makes everyone feel at home. The nearby Oakland Nature Preserve provides a beautiful backdrop for hiking, birdwatching, and enjoying Florida’s natural beauty, while the charming downtown Winter Garden offers delightful shops, restaurants, and farmers' markets.

Conveniently located just minutes from major highways, Longleaf/Oakland allows for easy commuting to nearby Orlando and other attractions in Central Florida. Whether you're exploring the world-renowned theme parks or enjoying the vibrant arts scene, you'll find that everything you need is within reach.

Discover the charm and tranquility of Longleaf/Oakland, where community, comfort, and convenience come together to create a truly exceptional living experience in Winter Garden, Florida. Your dream home awaits!

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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