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. This delightful community is characterized by its picturesque landscapes, friendly atmosphere, and a variety of amenities that make it an ideal place to call home.

Winter Garden Shores First Add is situated in Orange County, just a stone’s throw away from the vibrant downtown Winter Garden area. Here, residents can enjoy a perfect blend of small-town charm and modern conveniences, with an array of local shops, restaurants, and entertainment options at their fingertips. The historic downtown district, known for its quaint storefronts and lively farmers' market, offers a wonderful community vibe that residents cherish.

The subdivision itself boasts well-maintained homes, many with lush gardens and inviting outdoor spaces, perfect for family gatherings or quiet evenings under the stars. The community is designed for a relaxed lifestyle, where neighbors become friends and everyone feels a sense of belonging.

For outdoor enthusiasts, Winter Garden Shores First Add is conveniently located near beautiful parks and recreational areas, including the scenic West Orange Trail, which offers miles of trails for walking, biking, and enjoying the great Florida weather. Plus, with easy access to major highways, residents can quickly reach the attractions of nearby Orlando, making it a perfect spot for those who appreciate both tranquility and adventure.

Come discover Winter Garden Shores First Add, where community spirit meets the beauty of Florida living. Your dream home awaits in this enchanting subdivision!

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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