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. This delightful community is known for its picturesque streets, friendly neighbors, and a perfect blend of suburban tranquility and vibrant local culture. With its prime location in Orange County, residents enjoy easy access to a plethora of amenities, including shopping, dining, and recreational activities, making it a highly sought-after area for families and professionals alike.

What truly sets Winter Garden Shores apart is the stunning array of homes featuring private pools. Imagine stepping into your backyard oasis on a warm Florida day, where you can unwind by your sparkling pool, host summer barbecues, or simply bask in the sun. These homes are designed for both comfort and leisure, providing a perfect sanctuary for relaxation and entertainment.

The architectural styles in Winter Garden Shores First Add are diverse, offering something for everyone—from modern designs to charming traditional homes. Each property is thoughtfully laid out, ensuring ample space for families to grow and thrive. With lush landscaping and inviting outdoor spaces, these homes are perfect for those who appreciate the Florida lifestyle.

Living in Winter Garden Shores means being part of a close-knit community that values connection and camaraderie. With nearby parks, top-rated schools, and vibrant local events, there’s always something to do. Whether you're looking to make a splash in your private pool or explore the beauty of Winter Garden, this subdivision is the perfect place to call home. Come discover the charm of Winter Garden Shores First Add and experience the best of Florida living!

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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