Oakland Hills Homes with Private Pool type

Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision perfectly blends suburban tranquility with the vibrant lifestyle of Central Florida. Known for its picturesque landscapes and friendly community, Oakland Hills is an ideal place for families, retirees, and anyone looking to enjoy the sunshine state.

One of the standout features of homes in Oakland Hills is the availability of private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day or host unforgettable gatherings with friends and family. These homes are designed with outdoor living in mind, allowing you to embrace Florida’s warm climate year-round. Whether you prefer a refreshing morning swim or evening barbecues by the pool, having your own private pool enhances your lifestyle and adds a touch of luxury to your everyday routine.

The subdivision is conveniently located near the charming downtown Winter Garden, where you can explore local boutiques, dine at delightful restaurants, and enjoy community events. With easy access to major highways, you’re just a short drive away from the excitement of Orlando’s theme parks, shopping centers, and cultural attractions.

In Oakland Hills, you’ll find a variety of home styles, each offering modern amenities and spacious layouts. The community is known for its well-maintained properties, lush landscaping, and a welcoming atmosphere. If you’re looking for a place that combines comfort, convenience, and a little bit of paradise, Oakland Hills is the perfect choice for your next home. Come discover the beauty and charm of this wonderful community today!

Newest Oakland Hills Homes with Private Pool type

$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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