Grove/Oakland Homes for Sale

Grove/Oakland Homes for Sale

Welcome to the enchanting Grove/Oakland subdivision, nestled in the heart of Winter Garden, Florida! This charming community is a hidden gem in Orange County, offering a perfect blend of suburban tranquility and modern convenience. With its picturesque tree-lined streets and beautifully landscaped yards, the Grove/Oakland area is a haven for families and individuals seeking a serene lifestyle.

The homes for sale in Grove/Oakland are as diverse as the residents who call this community home. From cozy single-family houses to more spacious modern designs, there’s something to suit every taste and budget. Many of these residences feature open floor plans, updated kitchens, and inviting outdoor spaces perfect for gatherings and relaxation. Imagine enjoying your morning coffee on a sun-drenched patio or hosting a barbecue in your lush backyard—life here is designed for comfort and connection.

Living in Grove/Oakland means you’re just a stone's throw away from Winter Garden’s vibrant downtown, where you can explore delightful shops, dine at local eateries, and partake in seasonal festivals. The area is also conveniently located near major highways, making commutes to nearby cities a breeze.

For families, the subdivision is served by highly-rated schools and offers numerous parks and recreational facilities, ensuring that there’s always something fun to do. Whether you’re looking to settle down or invest, the Grove/Oakland subdivision presents an incredible opportunity to embrace a fulfilling lifestyle in one of Florida’s most desirable regions. Don’t miss your chance to find your dream home in this idyllic community!

Newest Grove/Oakland Homes for Sale

$2,615,320
6 Beds 7 Baths Grove/Oakland SubDv. 34787 Zip Code
Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own private ensuite bath, delivering the ultimate in comfort and privacy for family and guests alike. A dedicated home office provides the perfect retreat for focused work, while the airy upper-level loft adds flexible living space ideal for a media room, playroom, or secondary lounge. Step outside and experience true Florida luxury a custom pool serves as the centerpiece of the outdoor living area, perfectly positioned to capture serene pond views that make every morning and evening feel like a private escape. Seamless indoor-outdoor integration defines this home's design philosophy, with expansive windows flooding the interior with natural light and blurring the line between inside and out. Inside, Davila Homes' signature craftsmanship is evident at every turn: timeless architecture, high-end finishes, an open-concept layout designed for effortless entertaining, and a gourmet kitchen appointed with state-of-the-art appliances. Every detail was thoughtfully curated and personalized through Davila's exclusive Design Center experience. The Grove is one of Oakland's most intimate and sought-after communities, featuring just 44 homesites surrounded by lush common areas, water features, walking trails, and bike paths. Minutes from the vibrant shops and dining of Downtown Winter Garden, top-rated West Orange County schools, and the beloved West Orange Trail, yet tucked away in the quiet charm of one of Central Florida's most historic small towns.

1152 Prado Lane, Oakland

$2,575,000
5 Beds 7 Baths Grove/Oakland SubDv. 34787 Zip Code
Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.

1155 Prado Lane, Oakland

Start Your Search