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, located in vibrant Orange County, offers a perfect blend of suburban tranquility and urban convenience. With its lush landscapes and friendly atmosphere, Oakland Hills is an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

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 family and friends. These homes are designed with comfort and luxury in mind, offering spacious layouts that seamlessly blend indoor and outdoor living. Whether you’re taking a refreshing dip on a hot summer day or enjoying a quiet evening under the stars, a private pool enhances the lifestyle that Oakland Hills has to offer.

In addition to the allure of private pools, residents of Oakland Hills enjoy easy access to Winter Garden’s charming downtown area, filled with delightful shops, restaurants, and community events. The nearby West Orange Trail provides miles of scenic pathways for walking, biking, and jogging, making it easy to stay active and enjoy the beautiful Florida weather.

Discover the charm of Oakland Hills, where your dream home with a private pool awaits you. Experience the perfect balance of relaxation and recreation in this idyllic Winter Garden community. Your new beginning starts here!

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

Start Your Search