Home in 20 E Division St Winter Garden for sale with MLS# O6413659

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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Days on the market

20 E Division St, Winter Garden, FL 34787

Price
Price:
$985,000.00
Previous Asking Price:
$995,000.00
Original List Price:
$1,149,000.00
List Price per Sq Ft (Calculated, Approx.):
$360.94
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6413659
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
3
Measures
Living Area:
2,729 Sqft
Built-Up Area:
3,435 Sqft
Lot Area:
12,982 Sqft
Building Area Source:
Public Records
Living Area Source:
Appraiser
Lot Size Acres:
0.3
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Convection Oven, Wine Refrigerator, Bar Fridge
Interior:
Eat-in Kitchen, Walk-In Closet(s), Kitchen/family Room Combo, Open Floorplan, Sauna, Primary Bedroom Main Floor
Exterior:
Rain Gutters, Sauna, Garden, Private Yard
Windows:
Shutters
Laundry:
Laundry Room
Fireplace
Fireplace:
Family Room
Air Conditioning System:
Central Air
Heating System:
Central
Property Entrance Faces:
North
Other Equipment:
Private Yard
Construction
Year Built:
1959
Roof:
Shingle
Levels:
One
Construction Materials:
Concrete
Flooring:
Tile, Marble, Luxury Vinyl
Foundation Details:
Slab
Flood Zone Code:
X
Property Condition:
Completed
Property Description:
Corner Unit
Taxes and Expenses
Tax Annual Amount:
$7,197.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
1
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Available
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
WINTER GARDEN SHORES FIRST ADD
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINTER GARDEN SHORES FIRST ADDITION T/86LOT 1 BLK A
Real Estate Folio Number (Parcel Number):
14-22-27-9388-01-010
Zoning:
R-1
Title to the property is held by owner as:
Fee Simple
Listing History
Originally published on:
June 5, 2026 2:35 pm
Active on the market since:
June 5, 2026
Listing Agreement executed on:
June 3, 2026
Price change occurred on:
October 23, 2026 6:41 pm
Listing Status Last Changed On:
June 5, 2026 2:35 pm
Photos updated on:
June 5, 2026 8:30 pm
Last Modified:
October 23, 2026 6:42 pm
Additional Information
Courtesy of:
CHARLES RUTENBERG REALTY ORLANDO
Attribution:
407-622-2122
Road Surface Type:
Asphalt
Location
Street Name:
DIVISION
Street Number:
20
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 34' 22''
Longitude:
W82° 24' 54''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of October 23, 2026, 6:42 PM.