Oakland Hills Homes with Deed Restrictions Community Features

Oakland Hills Homes with Deed Restrictions Community Features

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community is located in Orange County, where the warm Florida sunshine meets the serene beauty of nature. Oakland Hills is more than just a neighborhood; it’s a lifestyle defined by comfort, convenience, and camaraderie.

As you enter Oakland Hills, you'll be greeted by beautifully landscaped streets and well-maintained homes, each reflecting the pride of ownership that residents hold dear. The community features deed restrictions designed to maintain the aesthetic appeal and overall value of the homes, ensuring that Oakland Hills remains a desirable place to live for years to come. These guidelines help create a cohesive atmosphere, fostering a sense of belonging among neighbors.

Residents of Oakland Hills enjoy access to a variety of community amenities that enhance daily living. Take advantage of the lush green spaces, perfect for picnics or leisurely strolls, and the nearby parks that offer playgrounds and recreational facilities for families. The close-knit community hosts seasonal events and gatherings, allowing neighbors to connect and form lasting friendships.

Conveniently located, Oakland Hills provides easy access to Winter Garden’s charming historic district, where you’ll find delightful shops, restaurants, and local farmers' markets. Plus, with major highways just a short drive away, you can explore all that Central Florida has to offer, from vibrant Orlando attractions to the tranquil shores of nearby lakes.

Discover the perfect blend of community spirit, beautiful homes, and a prime location at Oakland Hills—where 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

Start Your Search