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20 E Division Street, Winter Garden, FL

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$1,149,000

($421/sqft)

List Status: Active
20 E Division Street
Winter Garden, FL 34787


4 beds
3 baths
2729 living sqft
Top Features
  • Subdivision: Winter Garden Shores First Add
  • Built in  1959
  • Single Family Residence
Description
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!!!
Property Details
Property Features
Property Sub Type
Single Family Residence
Pool
In Ground
County
Orange
Subdivision
WINTER GARDEN SHORES FIRST ADD
Additional Information
Additional Lease Restrictions
Buyer agent to verify with county records
Additional Parcels YN
false
Alternate Key Folio Num
14-22-27-9388-01-010
Appliances
Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
Association YN
false
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
3435
Building Area Total Srch SqM
319.12
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
421.03
Carport YN
false
Construction Materials
Concrete
Cooling
Central Air
Country
US
Cumulative Days On Market
1
Current Price
1149000.00
Direction Faces
North
Exterior Features
Garden, Private Yard, Rain Gutters, Sauna
Fireplace Features
Family Room
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2021-09-24
Flood Zone Panel
12095C0205H
Flooring
Luxury Vinyl, Marble, Tile
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
1
Garage YN
true
Heating
Central
Interior Features
Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
true
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Levels
One
List AOR
Orlando Regional
Living Area Meters
253.53
Living Area Source
Appraiser
Living Area Units
Square Feet
Lot Size Acres
0.3
Lot Size Square Feet
12982
Lot Size Square Meters
1206
Minimum Lease
No Minimum
Modification Timestamp
2026-06-06T10:52:30.537Z
New Construction YN
false
Occupant Type
Vacant
Other Equipment
Private Yard
Ownership
Fee Simple
Parcel Number
14-22-27-9388-01-010
Pool Private YN
true
Postal Code Plus 4
2312
Property Condition
Completed
Property Description
Corner Unit
Public Survey Range
27
Public Survey Section
14
RATIO Current Price By Calculated SqFt
421.03
Road Surface Type
Asphalt
Roof
Shingle
Room Count
3
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
24 Hour Notice, Appointment Only
Spa YN
false
Status Change Timestamp
2026-06-05T14:35:00.000Z
Tax Annual Amount
7197
Tax Block
A
Tax Book Number
T-86
Tax Legal Description
WINTER GARDEN SHORES FIRST ADDITION T/86LOT 1 BLK A
Tax Lot
1
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-142227938801010-R-N
Unparsed Address
20 E DIVISION ST
Utilities
Cable Available, Electricity Available
Water Source
Public
Waterfront YN
false
Window Features
Shutters
Zoning
R-1
Neighborhood Map
Popup

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MLS #MFRO6413659 Listing courtesy of Charles Rutenberg Realty Orlando provided by Stellar MLS.

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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; availability of any listing should always be independent verified. Listing information is provided for consumer 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. The source of the listing data is as follows: Stellar MLS (updated 6/17/26 9:06 PM) |

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Winter Garden, Florida 34787

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