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20 E DIVISION STREET Winter Garden, FL $ 1,149,000
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$ 1,149,000 Get more info
20 E DIVISION STREET
$ 1,149,000
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20 E DIVISION STREET

Winter Garden, FL, 34787
$ 1,149,000
Bedrooms4 Baths3.0 Sq 2,729

Monthly Estimate*

$ 7,075

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Single Family Home for sale in Winter Garden, FL

for $1,149,000 with 4 bedrooms and 3 full baths. This 2,729 square foot home was built in 1959 on a lot size of 0.3.

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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Single Family Active

Price

$ 1,149,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 7,197

Style

Single Family Residence

Lot Size

0.3

Year Built

1959

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6413659
Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Electricity Available
Roof Shingle
Appliances Bar Fridge Convection Oven Dishwasher Disposal Dryer Microwave Refrigerator Washer Wine Refrigerator
Zoning R-1
Garage Spaces 1
Pool Features In Ground
Construction Materials Concrete
Year Built 1959
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WINTER GARDEN SHORES FIRST ADD
Facing Direction North
Garage Y/N true
Total Rooms 3
Full Baths 3
Status Active
Directions Dillard street turn left onto E Division street home is on your left.
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 12982
Carport Y/N false
Listing Terms Cash Conventional
Land Lease Y/N false
Tax Annual Amount 7197
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6413659
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 1
Legal Description WINTER GARDEN SHORES FIRST ADDITION T/86LOT 1 BLK A
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Eating Space In Kitchen Kitchen/Family Room Combo Open Floorplan Primary Bedroom Main Floor Sauna Walk-In Closet(s)
Flooring Luxury Vinyl Marble Porcelain Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Window Features Shutters
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities Garden Private Yard Rain Gutters Sauna
Water Source Public
Lot Size Area 12982
Foundation Details Slab
Spa false
Building Area Total 3435
Lot Size Acres 0.3
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 1
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

LizBrealestate@icloud.com

Email

Affordability Calculator

$7,674
Per Month
92%
8%
0%
Monthly Principal & Interest
$7,075
Monthly Property Taxes
$600
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
6/5/2026$1,149,000 Listed Price

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20 E DIVISION STREET, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,149,000 with 2,729 sqft and a lot size of 0.3. 20 E DIVISION STREET has 4 bedrooms, 3.0 baths, and was built in 1959. The property's zip code is 34787 which is in Winter Garden, FL

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