Westside Village Homes with Pool Community Features

Welcome to Westside Village, a picturesque subdivision nestled in the charming town of Windermere, Florida, within the heart of Orange County. This vibrant community offers a perfect blend of tranquility and modern living, making it an ideal choice for families and individuals seeking a serene yet connected lifestyle.

Westside Village is known for its beautiful homes that embody both elegance and comfort. Many of the residences feature private pools, inviting you to bask in the sunshine and enjoy refreshing swims right in your backyard. Imagine hosting summer barbecues or simply unwinding with a good book by the poolside—this is the lifestyle that awaits you in Westside Village.

The community is designed with family-friendly amenities, ensuring there’s something for everyone. With lush green spaces, playgrounds, and walking trails, residents can enjoy the great outdoors while fostering a sense of camaraderie with neighbors. The close-knit atmosphere is perfect for making lifelong friendships, and the community events held throughout the year bring everyone together for fun and celebration.

Conveniently located, Westside Village provides easy access to top-rated schools, shopping centers, and dining options, ensuring that all your needs are just a stone's throw away. Additionally, the breathtaking views of nearby lakes and the scenic beauty of Windermere enhance the allure of this charming neighborhood.

Whether you’re seeking a new family home or a tranquil retreat, Westside Village offers a unique blend of comfort, community, and convenience. Come and explore the possibilities that await you in this delightful Florida enclave!

Newest Westside Village Homes with Pool Community Features

$1,159,000

4 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island, integrated lighting, and generous storage. A separate TV/media room provides the perfect space for movie nights, entertainment, or relaxing with family. Upstairs, the spacious primary suite offers a private retreat with a truly special feature: Disney fireworks can be enjoyed right from the comfort of your bed. The suite also includes a generous walk-in closet and a spa-inspired primary bathroom featuring a freestanding soaking tub, dual vanities, and an oversized shower with separate his-and-hers shower fixtures. Extensive custom details can be found throughout the home, including Italian wallpaper, custom window treatments, bespoke cabinetry, decorative wall paneling, wood accents, designer lighting, and integrated LED lighting. Every element has been thoughtfully selected to create a comfortable contemporary interior. Designed for the Florida lifestyle, the outdoor living space features a spacious covered lanai with plenty of room for dining and lounging, overlooking the private heated pool and landscaped backyard. The seamless connection between the indoor and outdoor spaces makes this home equally suited for everyday living and entertaining. With a first-floor en-suite bedroom, dedicated office, media room, custom-designed kitchen, extensive interior upgrades, heated pool, and Disney fireworks views from the primary suite, this home offers an exceptional combination of style, comfort, and functionality. Thoughtfully customized and beautifully maintained, this is a home designed to be enjoyed inside and out.

12989 Westside Village Loop, Windermere

$499,990

4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere

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