Winter Garden Shores First Add Real Estate

Welcome to Winter Garden Shores First Add, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community is a hidden gem in Orange County, offering a serene lifestyle without sacrificing the conveniences of modern living.

Winter Garden Shores First Add is known for its friendly atmosphere and beautifully landscaped properties, making it an ideal place for families, retirees, and everyone in between. The subdivision features a mix of single-family homes, each showcasing unique architectural styles and well-maintained yards that reflect the pride of ownership in the community.

Residents of Winter Garden Shores enjoy easy access to a variety of amenities. Just a short drive away, you’ll find an array of shopping options, from quaint local boutiques to major retailers. Outdoor enthusiasts will appreciate the proximity to parks, lakes, and walking trails, perfect for leisurely strolls or weekend picnics. The nearby West Orange Trail offers a scenic pathway for biking, jogging, and exploring the natural beauty of the area.

Education is a priority in Winter Garden, with access to top-rated schools and educational facilities, ensuring that families have the resources they need for their children’s success.

Conveniently located near major highways, residents can easily commute to downtown Orlando or enjoy a day at the famous theme parks. Whether you're looking for a peaceful retreat or an active lifestyle, Winter Garden Shores First Add offers the best of both worlds. Come experience the charm of this delightful subdivision and make it your new home!

Newest Listings in Winter Garden Shores First Add

$1,080,000

4 Beds ⋅ 3 Baths ⋅ O6413659 MLS

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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