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 picturesque community offers a perfect blend of tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Winter Garden Shores is a hidden gem in Orange County that promises a delightful living experience.

The homes for sale in Winter Garden Shores First Add showcase a variety of architectural styles, from cozy single-family residences to spacious modern designs. Each property boasts unique features, including well-manicured lawns, open floor plans, and inviting outdoor spaces perfect for entertaining. Many homes come equipped with updated amenities and energy-efficient appliances, ensuring a comfortable lifestyle for all residents.

One of the standout qualities of this subdivision is its proximity to the vibrant downtown Winter Garden area, where you can enjoy a delightful mix of dining, shopping, and recreational activities. The West Orange Trail runs nearby, offering miles of scenic paths for walking, biking, and jogging, making it easy to embrace an active lifestyle.

Families will appreciate the excellent schools in the area, as well as the numerous parks and recreational facilities that cater to all ages. Whether you’re looking to settle down in a welcoming community or invest in a property with great potential, Winter Garden Shores First Add has something for everyone. Explore the homes for sale today and discover the perfect place to call home!

Newest Winter Garden Shores First Add Homes for Sale

$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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