Winter Garden Shores First Add Homes with Private Pool type

Welcome to Winter Garden Shores First Add, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision is renowned for its picturesque streets, friendly neighbors, and an inviting atmosphere that makes it the perfect place to call home. With its lush landscaping and well-maintained properties, Winter Garden Shores First Add offers a delightful blend of suburban tranquility and modern convenience.

One of the standout features of this community is the abundance of homes equipped with private pools, allowing residents to enjoy the Florida sunshine in the comfort of their own backyards. Imagine spending lazy afternoons lounging by your pool, hosting family barbecues, or enjoying a refreshing swim after a long day. The private pools in Winter Garden Shores First Add provide a personal oasis where relaxation and recreation come together seamlessly.

Located in Orange County, this subdivision is just a stone's throw away from the vibrant downtown Winter Garden, where you can explore a variety of shops, restaurants, and local events. The community is also conveniently situated near major highways, making commutes to Orlando and other nearby attractions a breeze.

Families will appreciate the top-rated schools in the area, as well as the numerous parks and recreational facilities that encourage an active lifestyle. Whether you’re looking to unwind at the local parks or indulge in the rich cultural offerings of Winter Garden, this community has something for everyone.

Come and discover the charm of Winter Garden Shores First Add, where your dream home with a private pool awaits!

Newest Winter Garden Shores First Add Homes with Private Pool type

$1,080,000

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

Appraisal in hand! 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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