Winter Garden Shores First Add Homes for Sale

Welcome to Winter Garden Shores First Add, a charming subdivision nestled in the heart of Winter Garden, Florida. This delightful community is a hidden gem in Orange County, offering a perfect blend of suburban tranquility and vibrant city life. Known for its picturesque landscapes and friendly atmosphere, Winter Garden Shores is an ideal place for families, retirees, and everyone in between.

The homes for sale in this subdivision are as diverse as the residents who call it home. You'll find a variety of architectural styles, from cozy single-family homes to spacious modern designs, catering to different tastes and lifestyles. Many of these residences boast beautifully landscaped yards, inviting outdoor spaces, and contemporary interiors that make for comfortable living. With the market currently buzzing, there are excellent opportunities to find your dream home in this sought-after community.

One of the standout features of Winter Garden Shores First Add is its proximity to an array of amenities. Residents enjoy easy access to top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone's throw away. The vibrant downtown Winter Garden, with its charming boutiques, cafes, and farmers' market, is just a short drive away, adding to the appeal of this lovely neighborhood.

Whether you’re looking to buy your first home, invest in a rental property, or find a peaceful retreat, Winter Garden Shores First Add offers a welcoming environment and a strong sense of community. Explore the homes for sale today and discover the perfect place to start your next chapter!

Newest Winter Garden Shores First Add Homes for Sale

$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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