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About This Home
This 4-bedroom, 3-bathroom single family at 20 E DIVISION STREET in Winter Garden, FL is listed for $1,149,000 ($421 per sqft). Built in 1959, the home offers 2,729 sqft of living space on a 0.30 acres lot.
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 and join us at this weekend's Open House before this exceptional Winter Garden property is gone.
Key Features
- Built in 1959
- 0.30 acre lot
- Private pool
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$6,145/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
20 E DIVISION STREET
Winter Garden, FL 34787
WINTER GARDEN SHORES FIRST ADD
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Construction
Parking
Heating
Cooling
Appliances
Questions & Answers
This 4-bedroom, 3-bathroom single family at 20 E DIVISION STREET is listed at $1,149,000 ($421/sqft). The estimated monthly payment is $4,979 based on 20% down at 6.5% interest.
Key features include: Built in 1959, 0.30 acre lot, Private pool, Fireplace. Interior Features: Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan. Exterior Features: Garden, Private Yard, Rain Gutters.
This property is listed by Liz Boyce and can be reached at 4077844919 or LizBrealestate@icloud.com.
