Winter Garden Shores First Add Homes with Shingle Roof

Welcome to Winter Garden Shores First Add, a charming subdivision nestled in the heart of Winter Garden, Florida. This delightful community offers a serene and picturesque setting, perfect for families and individuals seeking a tranquil lifestyle while remaining close to the vibrant attractions of the Orlando area.

Winter Garden Shores is characterized by its beautiful homes, many of which feature classic shingle roofs that add to the neighborhood's inviting aesthetic. These thoughtfully designed residences blend modern comfort with traditional charm, providing ample space for relaxation and entertainment. With a variety of floor plans available, prospective homeowners can find a perfect fit for their needs, whether they are looking for a cozy retreat or a spacious family home.

The subdivision is conveniently located near excellent schools, parks, and recreational facilities, making it an ideal choice for families. Residents can enjoy leisurely strolls along tree-lined streets, community gatherings, and the warmth of friendly neighbors. Additionally, the nearby Winter Garden Village offers a plethora of shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

For those who appreciate the great outdoors, Winter Garden Shores is close to beautiful lakes and nature trails, providing endless opportunities for outdoor activities such as hiking, biking, and fishing. With its perfect blend of suburban tranquility and urban convenience, Winter Garden Shores First Add is a hidden gem waiting for you to call it home. Come explore this enchanting community and discover the lifestyle you’ve always dreamed of!

Newest Winter Garden Shores First Add Homes with Shingle Roof

$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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