Winter Garden Shores First Add Homes with Rain Gutters Exterior Features

Welcome to Winter Garden Shores First Addition, a charming subdivision nestled in the heart of Winter Garden, Florida. This delightful community is known for its picturesque surroundings and family-friendly atmosphere, making it an ideal place to call home. With its prime location in Orange County, residents enjoy easy access to a variety of amenities, including shopping, dining, and recreational activities, all while basking in the warm Florida sunshine.

Homes in Winter Garden Shores First Addition boast a range of attractive exterior features, with many properties equipped with rain gutters. These essential additions not only enhance the aesthetic appeal of the homes but also provide practical benefits by directing rainwater away from the foundation, helping to protect your investment from water damage. The combination of beautiful architecture and thoughtful design makes these residences stand out in the market.

The subdivision is characterized by its well-maintained streets and lush landscaping, creating a serene environment for families and individuals alike. Whether you’re enjoying a leisurely stroll in the neighborhood or hosting a backyard barbecue, the sense of community is palpable.

With its proximity to the vibrant downtown area of Winter Garden, residents have the opportunity to explore local farmers' markets, boutique shops, and outdoor festivals. The nearby West Orange Trail offers miles of scenic pathways perfect for walking, biking, or jogging.

If you’re looking for a welcoming community with beautiful homes and a plethora of amenities, Winter Garden Shores First Addition is the perfect place to start your next chapter. Come discover the charm and warmth of this wonderful neighborhood today!

Newest Winter Garden Shores First Add Homes with Rain Gutters Exterior Features

$1,020,000

4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code

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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