Oakland Hills Homes with Deed Restrictions Community Features

Oakland Hills Homes with Deed Restrictions Community Features

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Winter Garden, Florida, within Orange County. This vibrant community is not just a place to live; it’s a lifestyle that embraces comfort, convenience, and a sense of belonging.

Oakland Hills is known for its beautifully designed homes that feature deed restrictions, ensuring that the neighborhood maintains its pristine appeal and cohesive aesthetic. These guidelines help preserve property values and create a harmonious environment for all residents. Whether you’re looking for a cozy single-family home or a spacious residence with modern amenities, Oakland Hills has something to suit every taste and lifestyle.

The subdivision is surrounded by lush greenery and picturesque landscapes, making it an ideal setting for families and individuals alike. Residents enjoy access to a variety of community features, including well-maintained parks, walking trails, and recreational areas perfect for outdoor activities. The sense of community is palpable, with friendly neighbors and regular events that foster connections among residents.

Conveniently located, Oakland Hills offers easy access to major highways, shopping centers, and top-rated schools, making it a prime location for families. Whether you’re commuting to work or heading out for a weekend adventure, everything you need is just a short drive away.

Experience the charm and warmth of Oakland Hills, where your dream home awaits in this delightful Winter Garden community. Discover a place where you can build lasting memories and enjoy the best of Florida living!

Newest Oakland Hills Homes with Deed Restrictions Community Features

$2,325,000
4 Beds 5 Baths Oakland Hills SubDv. 34787 Zip Code
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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