Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Addition, a charming subdivision nestled in the heart of Winter Garden, Florida! This vibrant community is a hidden gem in Orange County, offering residents a perfect blend of suburban tranquility and urban convenience.

Winter Garden Shores is characterized by its picturesque tree-lined streets and well-maintained homes, creating an inviting atmosphere for families, retirees, and everyone in between. The neighborhood boasts a variety of architectural styles, from cozy single-family homes to spacious residences, ensuring there’s something to suit every taste and budget. With friendly neighbors and a strong sense of community, you’ll feel right at home from the moment you arrive.

One of the standout features of Winter Garden Shores is its prime location. Just a short drive away, you’ll find the bustling downtown Winter Garden, where charming shops, delightful restaurants, and a vibrant farmers market await. For those who enjoy the great outdoors, the nearby West Orange Trail offers miles of scenic pathways perfect for walking, biking, or jogging. Plus, with easy access to major highways, the attractions of Orlando, including Disney World and Universal Studios, are just a stone's throw away.

Families will appreciate the highly-rated schools in the area, as well as the numerous parks and recreational facilities that promote an active lifestyle. Whether you’re looking for a peaceful retreat or a place to grow your family, Winter Garden Shores First Addition offers the perfect backdrop for your next chapter. Discover the warmth and charm of this delightful community, and make it your new home today!

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

Start Your Search