Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Add, a delightful subdivision nestled in the charming city of Winter Garden, Florida. Known for its picturesque landscapes and vibrant community, this area offers the perfect blend of suburban tranquility and urban convenience.

Winter Garden Shores First Add is characterized by its inviting neighborhoods, where tree-lined streets and well-maintained properties create a warm and welcoming atmosphere. Residents here enjoy a close-knit community feel, with friendly neighbors and a variety of local events that foster connections and camaraderie. The subdivision is ideal for families, retirees, and anyone looking for a peaceful place to call home.

Situated in Orange County, Winter Garden is renowned for its rich history and thriving downtown area, where you'll find an array of shops, restaurants, and cultural attractions. Nature enthusiasts will appreciate the nearby West Orange Trail, perfect for biking, jogging, or leisurely strolls, while the beautiful lakes and parks in the vicinity offer ample opportunities for outdoor recreation.

Education is a priority in Winter Garden, with top-rated schools just a stone's throw away, making this subdivision an excellent choice for families with children. With easy access to major highways, commuting to nearby Orlando and its attractions is a breeze, allowing residents to enjoy the best of both worlds.

In Winter Garden Shores First Add, you’ll discover a vibrant lifestyle enriched by community spirit, natural beauty, and convenient amenities. Whether you’re searching for your first home or looking to settle down, this subdivision is a hidden gem waiting to be explored. Come and experience the charm of Winter Garden Shores First Add—your new home awaits!

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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