Oakland Hills Homes with Private Pool type

Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a serene and picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community in Orange County is the perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and anyone seeking a slice of Florida paradise.

Oakland Hills boasts an array of stunning homes, many of which feature private pools, allowing residents to enjoy the Florida sun in the comfort of their own backyards. Imagine hosting summer barbecues, lounging poolside with a good book, or enjoying a refreshing dip after a long day – all within the privacy of your own home. These properties are designed with both style and functionality in mind, offering spacious layouts, contemporary finishes, and lush landscaping that enhances the overall appeal.

The community is conveniently located near the vibrant downtown Winter Garden, where you’ll find an array of shops, restaurants, and entertainment options. The nearby West Orange Trail is perfect for outdoor enthusiasts, offering miles of scenic paths for walking, jogging, or biking. Families will appreciate the top-rated schools in the area, ensuring a quality education for children of all ages.

With its charming atmosphere, beautiful homes with private pools, and access to fantastic amenities, Oakland Hills is more than just a place to live; it’s a lifestyle. Whether you’re looking to settle down or invest in a vacation home, Oakland Hills offers the perfect backdrop for your next chapter. Come discover the magic of Winter Garden, where your dream home awaits!

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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