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 picturesque city of Winter Garden, Florida. Located in the heart of Orange County, this community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between.

Oakland Hills is characterized by its beautifully designed homes, each reflecting a commitment to quality and aesthetics. The community features deed restrictions, ensuring that the neighborhood maintains its visual appeal and property values. These guidelines help preserve the integrity of the area, creating a welcoming environment for all residents.

As you explore Oakland Hills, you’ll discover an array of amenities designed to enhance your lifestyle. The community boasts well-maintained parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and families seeking quality time together. With lush landscaping and scenic views, every corner of Oakland Hills invites you to embrace the beauty of nature.

Conveniently located, Oakland Hills offers easy access to major highways, making commutes to nearby cities and attractions a breeze. The vibrant downtown Winter Garden is just a short drive away, featuring charming shops, delightful restaurants, and a lively farmers market. Additionally, residents enjoy proximity to top-rated schools, making it an excellent choice for families with children.

In Oakland Hills, you’re not just buying a home; you’re investing in a lifestyle filled with community spirit, convenience, and comfort. Come and discover the charm of Oakland Hills—your dream home awaits!

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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