Longleaf/Oakland Rep Homes with Pool Community Features

Welcome to Longleaf/Oakland Rep, a beautiful subdivision located in Winter Garden, Orange County, Florida. This charming community offers a serene and family-friendly environment that is perfect for those seeking a peaceful place to call home.

One of the standout features of Longleaf/Oakland Rep is its Homes with Pool Community. If you enjoy taking a refreshing dip on a hot summer day or simply relaxing by the poolside, then this community is the perfect fit for you. Imagine coming home after a long day and being able to unwind in the comfort of your own private pool. It's like having a mini vacation right in your backyard.

Living in a Homes with Pool Community also offers numerous benefits. Not only does it provide a great way to stay active and enjoy the outdoors, but it also offers a fantastic opportunity for socializing with neighbors and creating lasting memories with family and friends. Whether you're hosting a poolside barbecue or organizing a pool party, you'll find that having a pool in your community adds a whole new level of enjoyment to your everyday life.

In addition to the Homes with Pool Community, Longleaf/Oakland Rep offers a range of other amenities and features. From well-maintained parks and playgrounds to scenic walking trails and lush green spaces, there is something for everyone to enjoy in this subdivision. The community is also conveniently located near shopping centers, restaurants, and major highways, making it easy to access all the amenities and attractions that Winter Garden and the surrounding areas have to offer.

If you're looking for a beautiful home in a welcoming community, Longleaf/Oakland Rep is the perfect place for you. With its Homes with Pool Community and a host of other amenities, you'll find that this subdivision offers an exceptional lifestyle that is both comfortable and convenient.

Newest Longleaf/Oakland Rep Homes with Pool Community Features

$515,000

3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Longleaf at Oakland community! From the moment you arrive, you will appreciate the inviting feel, thoughtful layout, and pride of ownership throughout. Inside, enjoy spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room designed for everyday living and entertaining. Step outside to a wonderful backyard and porch area, with both the family room and porch pre-wired for speakers—perfect for creating an effortless indoor-outdoor entertaining experience. The two-car garage even features an electric vehicle charging outlet. The location is hard to beat— take a quick 5-minute walk to the West Orange Trail, enjoy the shops, dining, and charm of Downtown Winter Garden just 10 minutes away, and reach the Florida Turnpike in minutes. Beautifully cared for, ideally located, and truly move-in ready—this is the Oakland home you’ve been waiting for!

2696 Bobcat Chase Boulevard, Oakland

$355,000

3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! A well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large and contemporary kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, with premium finishes that seamlessly flow into the main living and dining areas, making it ideal for both everyday living and entertaining. Upstairs, the primary suite serves as your private retreat, featuring an En-suite bath and ample closet space, alongside two additional bedrooms perfect for family, guests, or a dedicated home office. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community provides everything the Florida Lifestyle has to offer ! Living here means embracing an incredible Central Florida lifestyle. The Longleaf community features a sparkling resort-style pool with a cabana, a playground, and scenic walking paths. Best of all, you are just steps away from the historic West Orange Trail and the Oakland Nature Preserve, making outdoor adventures effortless. When you want to head out for dinner or shopping, the vibrant culture of downtown Winter Garden and the famous Plant Street Market are only minutes away. Plus, with quick access to major highways like the Florida Turnpike and SR-429, you are seamlessly connected to all of Orlando's world-class theme parks, dining, and entertainment. Don't miss the opportunity to make this beautiful turnkey property your own!

1511 Sweet Apple Street, Oakland

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