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Property for sale at 20 E DIVISION STREET, WINTER GARDEN, FL, 34787
Property for sale at 20 E DIVISION STREET, WINTER GARDEN, FL, 34787
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20 E Division StreetWinter Garden, FL, 34787

4beds
3baths
2,729sqft
Single Family Residence
Built in 1959
$995,000
For sale
$1,149,000−$154,000 (13%)
Price per sqft
$365
Days on market
125
Listed Jun 5, 2026
Last reduction
−$25,000
Sep 16, 2026
MLS #O6413659Updated Sep 16, 2026

About this property

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!!!

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Property details

Property type
Single Family Residence
Street address
20 E Division Street
City
Winter Garden
State
FL
ZIP code
34787
Year built
1959
New construction
No
Faces
North
Rooms
3
Living area
2,729 sqft
Total building area
3,435 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 12:01 AM EDT

Price & sale history

Asking price reduced by $154,000 (13.4%) since first listed.

EventPrice
Price reducedMLS #O6413659$995,000Change: −13.4%−$154,000
Listed for saleMLS #O6413659$1,149,000
SoldMLS #O6192153$750,000
Price reducedMLS #O6192153$810,000Change: −26.4%−$290,000
History may be incomplete.
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Property for sale at 20 E DIVISION STREET, WINTER GARDEN, FL, 34787
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