Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Add, a charming subdivision nestled in the heart of Winter Garden, Florida. Known for its picturesque landscapes and vibrant community spirit, this area offers an idyllic setting for families, retirees, and everyone in between.

Winter Garden Shores First Add is characterized by its beautiful tree-lined streets, spacious homes, and inviting atmosphere. Each property showcases unique architectural styles, providing a delightful blend of character and modern living. Residents enjoy the luxury of larger lots, allowing for ample outdoor space perfect for gardening, recreation, or simply soaking up the Florida sunshine.

One of the standout features of this subdivision is its prime location. Situated in Orange County, Winter Garden Shores First Add is just a stone's throw away from the historic downtown Winter Garden, where you can explore charming boutiques, enjoy delicious dining options, and take part in community events throughout the year. Nature lovers will appreciate the proximity to the West Orange Trail, offering miles of scenic pathways for walking, biking, and jogging.

Families will find excellent educational opportunities nearby, with highly-rated schools and recreational facilities that cater to all ages. Additionally, the community's friendly atmosphere fosters a sense of belonging, making it easy to connect with neighbors and create lasting friendships.

With its perfect blend of tranquility and convenience, Winter Garden Shores First Add is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting subdivision and experience the best of Winter Garden living!

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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