Winter Garden Shores First Add Homes with Private Pool type

Welcome to Winter Garden Shores First Add, a charming and vibrant community nestled in the heart of Winter Garden, Florida. This picturesque subdivision is known for its friendly atmosphere, lush landscapes, and a lifestyle that perfectly balances tranquility and convenience. With its prime location in Orange County, residents enjoy easy access to the best of Central Florida, including theme parks, shopping centers, and outdoor recreational activities.

One of the standout features of Winter Garden Shores First Add is the stunning homes that grace its streets. Many properties in this delightful neighborhood boast private pools, providing an oasis for relaxation and entertainment right in your backyard. Imagine hosting summer barbecues, enjoying a refreshing swim on a warm day, or unwinding with a good book while basking in the sun—all from the comfort of your own home.

The homes here are designed with family living in mind, offering spacious layouts, modern amenities, and beautiful outdoor spaces. Whether you are a first-time homebuyer or looking to upgrade, Winter Garden Shores First Add has something for everyone. The community is also known for its excellent schools, parks, and nearby dining options, making it an ideal place for families and individuals alike.

Discover the charm of Winter Garden Shores First Add, where your dream home with a private pool awaits. Experience the perfect blend of comfort, community, and convenience in one of Florida’s most sought-after neighborhoods. Come and see for yourself why this is the perfect place to call home!

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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