Longleaf/Oakland Rep Homes with Shingle Roof

Longleaf/Oakland Rep Homes with Shingle Roof

Welcome to Longleaf/Oakland Rep., a charming subdivision nestled in the heart of Winter Garden, Florida. This vibrant community is a hidden gem in Orange County, offering a perfect blend of suburban tranquility and urban convenience. With its picturesque streets lined with lush trees and beautifully manicured lawns, Longleaf/Oakland Rep. is the ideal place for families, retirees, and everyone in between.

One of the standout features of this community is the stunning homes, many of which are adorned with classic shingle roofs that add a touch of character and warmth. These homes are designed not just for aesthetics but also for durability, ensuring that residents enjoy both style and functionality. With various floor plans and designs available, prospective homeowners can find the perfect fit for their lifestyle, whether they seek a cozy bungalow or a spacious family home.

Living in Longleaf/Oakland Rep. means embracing a lifestyle filled with outdoor activities, community events, and a strong sense of belonging. The area boasts proximity to top-rated schools, parks, and recreational facilities, making it an ideal choice for families. Additionally, residents can enjoy the vibrant downtown Winter Garden, with its eclectic shops, delightful dining options, and lively farmers' market.

If you're looking for a place where community spirit thrives and beautiful homes await, Longleaf/Oakland Rep. is the perfect destination. Come and discover the charm of Winter Garden, where your dream home is just waiting to be found!

Newest Longleaf/Oakland Rep Homes with Shingle Roof

2107 Gopher Tortoise Terrace, Winter Garden
$364,900
2 Beds ⋅ 3 Baths ⋅ S5159312 MLS ⋅ 2107 BLDG.
Welcome to this beautifully maintained, fully furnished, six-year-old townhome in the charming town of Oakland! Featuring 2 bedrooms, 2.5 baths, and a two-car garage, this home combines abundant natural light with thoughtful upgrades and inviting outdoor space. A covered front porch welcomes you into an open great room featuring Shaw luxury vinyl tile flooring, neutral tones, recessed LED lighting, and dual-pane Low-E windows with cordless faux wood blinds. The kitchen offers 42-inch cabinetry, granite countertops, a gray subway tile backsplash, and a spacious island with upgraded pendant lighting and a large undermount sink. Appliances include a Whirlpool Gold microwave, range, and dishwasher, along with an LG French-door refrigerator. A generous pantry with a California Closets shelving system keeps everything organized. The adjoining dining area features upgraded lighting and a full-glass door with built-in blinds leading to a private 19-by-15-foot paver courtyard—an inviting setting for outdoor dining or relaxing. A built-in desk nook with granite countertops, drawers, and cabinetry provides a convenient workspace. The first-floor laundry room includes a California Closets laundry station and access to under-stair storage, while a half bath is located off the stair landing. Upstairs, both spacious bedrooms offer walk-in closets and private bathrooms. The primary suite features a California Closets organization system with a built-in vanity. Its ensuite bath includes dual sinks, granite countertops, Moen faucets, a private water closet, and a tiled shower with decorative accents, frameless glass, and an upgraded showerhead. The second bedroom’s private bath features granite countertops and a tiled tub/shower combination with an accent inlay. The courtyard connects to the two-car garage, complete with epoxy flooring and a Bluetooth-enabled opener. Additional features include gutters, a Taexx built-in pest control system, Nest thermostat, Ring security system and doorbell, Alexa-compatible front porch lighting, and prewiring for ceiling fans in the great room and bedrooms. Enjoy community walking paths, a playground, and a pool, with lawn care included in the HOA. Conveniently located near the West Orange Trail, downtown Winter Garden, downtown Clermont, Florida’s Turnpike, and Winter Garden Village, this home offers easy access to shopping, dining, recreation, and major roadways.

2107 Gopher Tortoise Terrace, Winter Garden
1511 Sweet Apple Street, Winter Garden
$329,950
3 Beds ⋅ 3 Baths ⋅ O6439535 MLS ⋅ 1511 BLDG.
Virtually Staged. 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, Winter Garden
Start Your Search

How much is your home worth?

Get instant property value now!