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 delightful subdivision offers a perfect blend of suburban tranquility and vibrant community living, making it an ideal choice for families, retirees, and everyone in between.

Located in picturesque Orange County, Winter Garden Shores First Add is just minutes away from the charming downtown area of Winter Garden, where you can enjoy a variety of shops, restaurants, and local events. This area is renowned for its historic charm, featuring beautiful brick streets and a lively farmers market that showcases the best of local produce and crafts.

The homes in Winter Garden Shores First Add are characterized by their unique architectural styles and well-maintained landscapes, providing a warm and inviting atmosphere. Residents enjoy spacious yards and friendly neighbors, fostering a strong sense of community. With easy access to major highways, commuting to nearby cities like Orlando is a breeze, allowing you to enjoy the best of both worlds—peaceful living and urban convenience.

Outdoor enthusiasts will appreciate the proximity to several parks and recreational facilities, including the scenic West Orange Trail, perfect for walking, biking, or simply enjoying a leisurely stroll. Additionally, the area is home to top-rated schools, making it a great choice for families looking to provide their children with a quality education.

In Winter Garden Shores First Add, you'll discover not just a home, but a vibrant lifestyle filled with opportunities for connection, exploration, and relaxation. Come experience the charm and warmth of this wonderful community—your dream 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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