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$995,000
Monthly Est:$4,952
4 Beds
3 Baths3 full baths
2,729sqft
20 E Division St, Winter Garden, FL 34787
$995,000
$4,952/moEst:
Get Pre-Approved
Single Family Residence
Built in 1959
$-- HOA
12,982 sqft lot
$365/sq.ft
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!!!
- Houzeo last checked: 5 hours ago
- Listing updated: September 16, 2026 at 10:13 am
- Listing Provided by: Liz Boyce (407) 784-4919 | CHARLES RUTENBERG REALTY ORLANDO (407) 622-2122
- Source: Stellar MLS-FL | MLS#: O6413659
Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1959
HOA Fees
-
Finished Area
2,729 sqft
Lot Size
12,982 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6413659
MLS Status
Active
Days on Market
139
Cumulative Days on Market
103
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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Living Room
Level: First
Area: 561.00 Square Feet
Dimensions: 42.5x13.2
Kitchen
Level: First
Area: 219.30 Square Feet
Dimensions: 17x12.9
Primary Bedroom
Level: First
Area: 219.30 Square Feet
Dimensions: 17x12.9
Interior
Window Features
Shutters
Sewer
Public Sewer
Appliances
Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
Flooring
Luxury Vinyl, Marble, Tile
Cooling
Central Air
Heating
Central
Exterior Features
Garden, Private Yard, Rain Gutters, Sauna
Interior Features
Eat In Kitchen, Kitchen/family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Walk In Closet(s)
Construction
Year Built
Year Built: 1959
Home type
Single Family Residence
Foundation Details
Slab
Roof
Shingle
Construction Materials
Concrete
Property Condition
Completed
Utilities & Energy
Fireplace Features
Family Room
Laundry Features
Laundry Room
Utilities
Cable Available, Electricity Available
Water Source
Public
Pool Features
In Ground
Other Features
Subdivision Name
Winter Garden Shores First Add
Price History
| Date | Event | Price |
|---|---|---|
09/16/2026 Source: #MFRO6413659 | Price Decreased | $995,000 -2.45% $365/sqft |
09/03/2026 Source: | Price Decreased | $1,020,000 -5.56% $374/sqft |
07/23/2026 Source: | Price Decreased | $1,080,000 -3.57% $396/sqft |
06/26/2026 Source: | Price Decreased | $1,120,000 -2.52% $410/sqft |
06/05/2026 Source: | Listed for Sale | $1,149,000 +53.20% $421/sqft |
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Based on information from Stellar MLS® through Oct 22, 2026, 03:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information 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/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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