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$1,149,000
New Listing

20 E DIVISION STREET
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,729
SqFt
$421
/SqFt
1959
Built
Subdivision:
WINTER GARDEN SHORES FIRST ADD
County:
Orange
Call Now: (407) 620-6608
Is this the listing for you? We can help make it yours.
(407) 620-6608
20 E DIVISION STREET20 E DIVISION STREET20 E DIVISION STREET20 E DIVISION STREET
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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.

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Listing Snapshot
Price 
$1,149,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,729 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.3 Acres
Year Built 
1959
MLS® Number 
O6413659
Status 
Active
Property Tax 
$7,197
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
4 hours agoListing first seen on site
General Features
Acres 
0.3
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
1
Levels 
One
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3435
Utilities 
Cable AvailableElectricity Available
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
Bar FridgeConvection OvenDishwasherDisposalDryerMicrowaveRefrigeratorWasherWine Refrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Flooring 
MarbleTile
Furnished 
Unfurnished
Heating 
Central
Interior 
Eat-in KitchenOpen FloorplanSaunaWalk-In Closet(s)
Laundry Features 
Laundry Room
Window Features 
Shutters
Kitchen 
Dimensions - 17x12.9Level - First
Living Room 
Dimensions - 42.5x13.2Level - First
Master Bedroom 
Dimensions - 17x12.9Level - First
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Exterior Features
Construction Details 
Concrete
Exterior 
GardenPrivate YardRain Gutters
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Shutters
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
22
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO (407) 784-4919



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-05 02:18 PM EDT

Neighborhood & Commute
Source: Walkscore
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