20 E Division Street, WINTER GARDEN, FL

$1,020,000

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4

Beds

3

Baths

2,729

Square feet

0.30

Acres

About 20 E Division Street

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!!!

Features of 20 E Division Street

MLS® # O6413659
Price $1,020,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 2,729
Acres 0.30
Year Built 1959
Type Residential
Sub-Type Single Family Residence
Status Active
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Listing Details

OfficeCHARLES RUTENBERG REALTY ORLANDO

Listing Map

Neighborhood Information for 20 E Division Street

Stable Population, Moderate Residential Turnover

Weather

Highs


January 70.70℉
July 91.60℉

Lows


January 70.60℉
July 70.60℉
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Precipitation


49.74

Statistics

Number of Listings

Population Age

Home Listings Prices

Nearby Schools

Great Schools School Name Distance  
Great School

Dillard Street Elementary School

Public - Preschool to 5Th Grade - Closest Elementry School
0 Miles
Great School

Messiah Academy

Private - 6Th Grade to 12Th Grade
0 Miles
Great School

Foundation Academy

Private - Preschool to 6Th Grade
0 Miles
Great School

Montessori Of Winter Garden Charter School

Public - Kindergarten to 8Th Grade
1 Miles
Great School

Lakeview Middle School

Public - 6Th Grade to 8Th Grade - Closest Middle School
1 Miles
Great School

Westside Tech

Public - to
1 Miles
Great School

The King's Academy

Private - Preschool to 4Th Grade
1 Miles

School data provided by GreatSchools

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