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20 E DIVISION STREET

House For Sale
$995,000

BTC: 12.39103362

ETH: 398.00000000

-$154K (2026/09/16)
104 days
4 bds
3 ba
2,729 sqft

Overview

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!!!

Location

Details

Type:
Residential
Parking:
No Data
Year Built:
1959
Lot:
0.30 Acres
Heating:
Central
Price/sqft:
$365
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$599,499
$222K – $902K
Confidence Low
List vs. estimate
$395K above estimate
List $995,000 · +66.0%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$364
+33.7% vs. city median $272
Based on
6 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$7,197
2025
Pool
In Ground
Garage
1 car garage
All facts and features
  • Flooring

    • Luxury Vinyl

    • Marble

    • Porcelain Tile

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Bar Fridge

    • Convection Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Microwave

    • Refrigerator

    • Washer

    • Wine Refrigerator

    Other interior features

    • Eating Space In Kitchen

    • Kitchen/Family Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Sauna

    • Walk-In Closet(s)

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Full bathrooms: 3

  • Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Garden / Private Yard / Rain Gutters / Sauna

    Lot

    • Lot: 0.30 Acres

    Other Property Information

    • Parcel Number: 142227938801010

    • Zoning: R-1

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Available

  • Other financial information

    • Annual tax amount: $7,197

  • Source details

    • MLS ID: O6413659

    Other facts

    • Construction Materials: Concrete

    • Foundation Details: Slab

    • Fireplace Features: Family Room

    • Laundry Features: Laundry Room

    • Pool Features: In Ground

    • Window Features: Shutters

    • Direction Faces: North

    • Fireplace: Yes

    • Garage Spaces: 1

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2729

    • Water Source: Public

    • Subdivision Name: WINTER GARDEN SHORES FIRST ADD

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: CHARLES RUTENBERG REALTY ORLANDO