Winter Garden Shores First Add Homes with Private Pool type

Welcome to Winter Garden Shores First Add, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat just moments away from the excitement of Orlando.

One of the standout features of Winter Garden Shores First Add is the array of stunning homes, many of which come equipped with private pools. Imagine stepping into your backyard oasis, where you can soak up the Florida sun, host family barbecues, or simply unwind after a long day. These homes are designed with comfort and leisure in mind, offering spacious layouts and modern amenities that cater to today’s lifestyle.

The neighborhood is characterized by its friendly atmosphere and well-maintained streets, making it a welcoming environment for residents. With nearby parks, walking trails, and top-rated schools, families will find plenty of opportunities for outdoor activities and community engagement. Additionally, Winter Garden's historic downtown area, known for its quaint shops and delightful dining options, is just a short drive away.

Living in Winter Garden Shores First Add means enjoying the best of both worlds—serenity at home and easy access to the vibrant culture and entertainment that Central Florida has to offer. If you’re looking for a community where you can create lasting memories while enjoying the luxury of your own private pool, this subdivision is the perfect place to call home. Explore the possibilities today!

Newest Winter Garden Shores First Add Homes with Private Pool type

$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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