Winter Garden Shores First Add Homes with Private Pool type

Welcome to Winter Garden Shores First Add, a charming subdivision nestled in the heart of Winter Garden, Florida. Known for its picturesque landscapes and friendly community atmosphere, this neighborhood offers a unique blend of suburban tranquility and vibrant local amenities. With its prime location in Orange County, residents enjoy easy access to the best that Central Florida has to offer, including stunning parks, shopping, dining, and entertainment options.

One of the standout features of Winter Garden Shores First Add is the selection of homes that come equipped with private pools. Imagine stepping into your own backyard oasis, where you can unwind and soak up the Florida sun or host lively gatherings with family and friends. These homes are designed to provide a perfect blend of comfort and luxury, making them ideal for both relaxation and entertainment. With spacious layouts and modern amenities, you’ll find that these residences not only meet your needs but exceed your expectations.

The community is also known for its family-friendly environment, with nearby schools, playgrounds, and recreational facilities, making it an ideal place to raise children. Whether you’re a first-time homebuyer or looking to upgrade your lifestyle, Winter Garden Shores First Add offers a welcoming atmosphere that feels like home from the moment you arrive.

Explore the possibilities of living in this delightful community, where private pools and a close-knit neighborhood await you. Discover your dream home today in Winter Garden Shores First Add, where every day feels like a vacation!

Newest Winter Garden Shores First Add Homes with Private Pool type

$1,020,000

4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code

Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden

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