Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Add, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision is a delightful blend of serene suburban living and vibrant community spirit, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat with easy access to modern conveniences.

Located in Orange County, Winter Garden Shores First Add boasts a picturesque setting characterized by lush greenery and scenic landscapes. Residents enjoy a variety of outdoor activities, with nearby parks offering walking trails, playgrounds, and picnic areas that encourage a healthy, active lifestyle. The community is also conveniently situated just minutes away from the bustling downtown Winter Garden, where you can explore delightful shops, savor delicious dining options, and immerse yourself in local culture and events.

The homes in Winter Garden Shores First Add are known for their unique charm and character, featuring a mix of architectural styles that reflect the warmth and friendliness of the neighborhood. Many properties come with spacious yards, perfect for family gatherings, gardening, or simply enjoying the Florida sunshine.

Families will appreciate the excellent schools in the area, as well as the close-knit community atmosphere that fosters friendships and support. With easy access to major highways, residents can effortlessly commute to nearby Orlando, making it perfect for those who work in the city but prefer a quieter home environment.

Discover the allure of Winter Garden Shores First Add, where your dream home awaits amidst a vibrant community filled with charm, convenience, and a true sense of belonging. Welcome home!

Newest Listings in Winter Garden Shores First Add

$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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