Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Add, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision is the perfect blend of suburban tranquility and vibrant community spirit, making it an ideal location for families, retirees, and everyone in between.

Winter Garden Shores First Add boasts a variety of well-maintained homes, each with its unique character and charm. The tree-lined streets invite leisurely strolls and friendly neighborly chats, fostering a strong sense of community. Residents enjoy spacious yards and beautifully landscaped gardens, providing ample space for outdoor activities and gatherings.

One of the standout features of this subdivision is its prime location. Just minutes away from the bustling downtown Winter Garden, residents can easily access a plethora of shopping, dining, and entertainment options. The historic downtown area, with its quaint shops and weekly farmers market, offers a delightful experience for all ages. Nature enthusiasts will appreciate the nearby West Orange Trail, perfect for biking, walking, or jogging while soaking in the stunning Florida scenery.

Families will also benefit from the highly-rated schools in the area, ensuring that children receive a quality education within a nurturing environment. With a strong sense of community, friendly neighbors, and a plethora of amenities nearby, Winter Garden Shores First Add truly embodies the essence of Florida living.

Whether you are looking to buy your first home, downsize, or invest in a rental property, Winter Garden Shores First Add offers an inviting atmosphere and a vibrant lifestyle. Come explore this delightful subdivision and discover why so many call it home!

Newest Listings in Winter Garden Shores First Add

$995,000

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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