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 picturesque community is a hidden gem in Orange County, offering residents a serene suburban lifestyle while being just a stone's throw away from the vibrant attractions of Orlando.

Winter Garden Shores First Add is known for its friendly atmosphere and beautifully landscaped surroundings. The subdivision features an array of well-maintained homes, each showcasing unique architectural styles that cater to various tastes and preferences. Whether you're seeking a cozy bungalow or a spacious family home, you'll find an impressive selection of properties for sale that promise to meet your needs.

One of the standout features of this community is its proximity to the stunning Lake Apopka, providing ample opportunities for outdoor enthusiasts to enjoy hiking, biking, and fishing. The nearby West Orange Trail is perfect for those who love to explore on foot or by bike, offering a scenic route through lush landscapes and charming neighborhoods.

Residents of Winter Garden Shores First Add also benefit from a strong sense of community, with regular neighborhood events and activities that foster connections among neighbors. Families will appreciate the highly-rated schools in the area, as well as the convenience of shopping, dining, and entertainment options just minutes away.

If you're looking for a welcoming community that combines the tranquility of suburban living with easy access to urban amenities, Winter Garden Shores First Add is the perfect place to call home. Explore the homes for sale today and discover the inviting lifestyle that awaits you in this delightful subdivision!

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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