Oakland Hills Homes with Private Pool type

Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida. Known for its serene ambiance and family-friendly atmosphere, Oakland Hills offers a perfect blend of suburban tranquility and convenient access to urban amenities. This charming community is characterized by its lush landscapes, well-maintained streets, and a welcoming spirit that makes it an ideal place to call home.

One of the standout features of Oakland Hills is the selection of stunning homes, many of which boast private pools. Imagine stepping into your backyard oasis on a warm Florida day, where you can unwind by your sparkling pool, host summer barbecues, or enjoy peaceful evenings under the stars. These homes are designed for both relaxation and entertainment, providing ample space for families and friends to gather and create lasting memories.

In addition to the luxurious appeal of private pools, Oakland Hills is conveniently located near top-rated schools, shopping centers, and recreational parks, making it a desirable choice for families. Residents can enjoy the vibrant local culture that Winter Garden has to offer, from its charming historic downtown to the scenic West Orange Trail, perfect for biking and walking.

Whether you’re seeking a peaceful retreat or a lively community atmosphere, Oakland Hills has something for everyone. Come explore the beauty, comfort, and endless possibilities that await you in this delightful subdivision, where your dream home with a private pool is just waiting to be discovered!

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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