Davis Shores Homes with Pool

Welcome to Davis Shores, a picturesque subdivision nestled in the heart of Windermere, Florida. Known for its stunning landscapes and serene atmosphere, Davis Shores is the perfect blend of luxury and comfort, offering an idyllic lifestyle for families and professionals alike.

This charming community is characterized by its tree-lined streets and beautiful homes, many of which boast private pools, providing a refreshing oasis for those warm Florida days. Imagine stepping out of your back door to dive into your own shimmering pool, surrounded by lush greenery and the gentle sounds of nature. Whether you're hosting a summer barbecue or enjoying a quiet evening under the stars, these homes with pools offer a perfect setting for relaxation and entertainment.

Davis Shores is conveniently located near top-rated schools, vibrant shopping districts, and delectable dining options, ensuring that residents have everything they need within reach. The nearby lakes and parks provide ample opportunities for outdoor activities, from boating and fishing to hiking and biking, making it easy to embrace the Florida lifestyle.

As part of the Orange County community, Davis Shores also benefits from a welcoming neighborhood spirit, where friendly faces and community events foster a sense of belonging. With its stunning homes featuring pools, Davis Shores is not just a place to live; it's a place to thrive. Come discover your dream home in this enchanting subdivision and experience the best of Windermere living!

Newest Davis Shores Homes with Pool

$1,499,000

3 Beds ⋅ 3 Baths ⋅ Davis Shores SubDv.

Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.

20 Oakdale Street, Windermere

$644,000

4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv.

Turnkey, fully furnished island retreat in the heart of Davis Shores on Anastasia Island—just under two miles to both Historic Downtown St. Augustine and the beach. Whether you're looking for a second home, income-producing property, or a place to enjoy the coastal lifestyle, this one checks all the boxes. This 4-bedroom, 2-bath home is designed with flexibility in mind, featuring an open-concept living, dining, and kitchen area that comfortably accommodates gatherings and guest stays. The fourth bedroom offers the option for a bonus room, game room, or additional sleeping space, enhancing overall functionality and appeal. The outdoor living space is where this home truly shines. A large screened porch overlooks a fully fenced backyard complete with an above-ground pool and hot tub—creating the ideal setting for relaxing, entertaining, or extending guest enjoyment beyond the interior. Recent updates include a metal roof, refinished hardwood floors, a 2024 tankless water heater, and a 2022 HVAC system, offering peace of mind and added value. Offered fully furnished, this property is ready for immediate use or income potential in one of St. Augustine’s most desirable island communities.

119 Menendez Road, Saint Augustine

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