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20 E DIVISION STREET, WINTER GARDEN, FL - photo 1

$985,000

20 E DIVISION STREET

WINTER GARDEN, FL 34787

Estimated payment $5,556/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
3Baths
2,729Sq Ft
$361Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 1959
12,982 sqft Lot

About This Home

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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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3
  • •Full bathrooms:3
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,729 sqft
  • •Total interior livable area:2,729 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:12,982 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1959

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Price history

DateEventPrice
2026-06-05T00:00:00.000ZListed for sale$985,000$361/sqft

Listing Agent

Liz Boyce

CHARLES RUTENBERG REALTY ORLANDO

Brokerage Phone: 407-622-2122

Source: Stellar MLS · MLS #O6413659

Data Powered by Home Junction, Inc.

Nearby

Schools

WILLIAM S MAXEY ELEMENTARY

Elementary · 1.2 mi

ORANGE TECHNICAL COLLEGE WEST CAMPUS

High · 1.2 mi

HOPE CHARTER

Elementary · 2.0 mi

Supermarkets

Mundaze

0.8 mi

Horizon Foods Brokers

1.0 mi

Mi Pueblito

2.0 mi

Dining

Sugar Rush Marshmallows

0.6 mi

Daniel's Cheesesteak House

0.8 mi

Cook's In The Kitchen

0.9 mi

Parks

Irrgain Park

0.8 mi

Palm Park

2.0 mi

Beaches

Conrad Beach

11.9 mi

West Beach

11.9 mi

East Beach

12.0 mi

Nearby amenity locations include data © OpenStreetMap contributors.