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 delightful community is known for its scenic landscapes, friendly atmosphere, and proximity to all the amenities that make Florida living truly special. With its lush greenery and serene surroundings, Winter Garden Shores offers a perfect blend of tranquility and convenience.

As you explore this picturesque neighborhood, you’ll discover a variety of homes for sale that cater to diverse lifestyles and preferences. From cozy single-family residences to more spacious properties, there’s something for everyone here. Many homes feature modern designs, inviting interiors, and beautifully landscaped yards, making them ideal for both relaxation and entertaining. Imagine sipping your morning coffee on a sunlit patio or hosting gatherings in your backyard oasis!

Living in Winter Garden Shores means you’re just minutes away from the vibrant downtown area, where you can enjoy a plethora of dining, shopping, and entertainment options. The community is also conveniently located near major highways, making commuting to nearby cities a breeze. For families, the area boasts highly-rated schools and numerous parks, providing ample opportunities for recreation and outdoor activities.

Whether you’re searching for your first home, a place to retire, or a vacation getaway, Winter Garden Shores First Add offers an inviting atmosphere and a strong sense of community. Don’t miss your chance to become a part of this enchanting neighborhood—explore the homes for sale today and discover the perfect place to call home!

Newest Winter Garden Shores First Add Homes for Sale

$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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