Grove/Oakland Homes with Pool

Grove/Oakland Homes with Pool

Welcome to the charming subdivision of Grove/Oakland, nestled in the heart of Winter Garden, Florida. This picturesque community offers a perfect blend of suburban tranquility and vibrant city life, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Grove/Oakland is not just a neighborhood; it’s a lifestyle.

One of the standout features of homes in Grove/Oakland is the abundance of properties with private pools. Imagine basking in the Florida sun, lounging by your own pool, or hosting summer barbecues in your backyard oasis. These homes are designed for both relaxation and entertainment, providing the perfect backdrop for creating cherished memories with family and friends.

The location of Grove/Oakland is another major draw. Residents enjoy easy access to Winter Garden's charming downtown area, filled with boutique shops, delightful restaurants, and vibrant farmers' markets. Outdoor enthusiasts will appreciate the nearby parks, walking trails, and the stunning West Orange Trail, which is perfect for biking, jogging, or leisurely strolls.

With a strong sense of community and a range of amenities, Grove/Oakland offers a welcoming environment for all. Whether you're looking to dive into the local culture or simply enjoy the serene beauty of your surroundings, this subdivision has it all. Explore the homes with pools in Grove/Oakland and discover your dream home in this idyllic Winter Garden paradise!

Newest Grove/Oakland Homes with Pool

$2,615,320
6 Beds 7 Baths Grove/Oakland SubDv.
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, Winter Garden

$2,575,000
5 Beds 7 Baths Grove/Oakland SubDv.
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, Winter Garden

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