Winter Garden Shores First Add Homes for Sale

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 modern conveniences, making it an ideal choice for families, retirees, and anyone looking to embrace the Florida lifestyle.

Located in Orange County, Winter Garden Shores First Add is characterized by its picturesque tree-lined streets and friendly community atmosphere. The area boasts a variety of well-maintained homes, each with its unique charm and character. From cozy single-family homes to spacious residences, there’s something to suit every taste and budget. Many properties feature lush landscaping, inviting outdoor spaces, and modern amenities that cater to today’s discerning buyers.

As you explore the homes for sale in Winter Garden Shores First Add, you’ll discover properties that offer open floor plans, updated kitchens, and serene backyards perfect for outdoor entertaining. The community is also conveniently located near top-rated schools, parks, and recreational facilities, ensuring that residents have access to everything they need for a fulfilling lifestyle.

Additionally, Winter Garden is known for its vibrant downtown area, complete with boutique shopping, delicious dining options, and community events that bring neighbors together. With easy access to major highways and nearby attractions like Walt Disney World and Universal Studios, Winter Garden Shores First Add provides the perfect balance of suburban peace and urban excitement.

Don’t miss your chance to find your dream home in Winter Garden Shores First Add—where community, comfort, and convenience come together in perfect harmony!

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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