Winter Garden Shores First Add Homes for Sale

Welcome to Winter Garden Shores First Add, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision offers a unique blend of suburban tranquility and modern convenience, making it the perfect place for families, retirees, and anyone looking to enjoy the beautiful Florida lifestyle.

Winter Garden Shores First Add is characterized by its picturesque tree-lined streets and friendly community atmosphere. The homes here are a delightful mix of classic Florida architecture and contemporary designs, providing a variety of options for potential buyers. Whether you're seeking a cozy single-family home or a spacious abode for your growing family, you'll find an array of homes for sale that cater to diverse tastes and budgets.

Residents of Winter Garden Shores First Add enjoy easy access to a wealth of amenities. The vibrant downtown Winter Garden is just minutes away, offering a delightful selection of shops, restaurants, and entertainment options. Outdoor enthusiasts will appreciate the proximity to beautiful parks and recreational areas, perfect for enjoying Florida's year-round sunshine.

With its prime location in Orange County, Winter Garden Shores First Add also provides convenient access to major highways, making commutes to nearby cities like Orlando a breeze. Families will benefit from top-rated schools, while retirees will find a welcoming community that offers a relaxed lifestyle.

If you’re looking for a place that combines charm, convenience, and community spirit, look no further than Winter Garden Shores First Add. Explore the homes for sale today and discover your dream home in this delightful subdivision!

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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