Oakland Hills Homes with West Orange High High School

Oakland Hills Homes with West Orange High High School

Welcome to Oakland Hills, an enchanting subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Oakland Hills boasts a diverse selection of beautifully designed homes, each exuding character and warmth. From spacious single-family residences to cozy townhouses, there’s something to suit every taste and lifestyle. Many homes feature modern amenities, open floor plans, and lush backyards, providing the perfect setting for gatherings and outdoor activities. The community is thoughtfully landscaped, with tree-lined streets and well-maintained common areas, creating a welcoming atmosphere for all residents.

One of the standout features of Oakland Hills is its proximity to West Orange High School, making it an attractive choice for families with school-aged children. Known for its strong academic programs and vibrant extracurricular activities, West Orange High School is committed to fostering a nurturing environment for students. Parents can feel confident knowing their children will receive a quality education just a short drive away.

In addition to its excellent schools, Oakland Hills is conveniently located near a variety of shopping, dining, and recreational options. Whether you're exploring the charming downtown Winter Garden or enjoying the natural beauty of nearby parks and trails, there's always something to do.

Discover your dream home in Oakland Hills—a community where comfort, convenience, and community spirit come together to create a truly exceptional living experience.

Newest Oakland Hills Homes with West Orange High High School

$2,325,000
4 Beds 5 Baths O6422464 MLS
Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!

15217 Farm Stand Court, Winter Garden

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