20 E Division Street Winter Garden, FL 34787
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Charles Rutenberg Realty Orlando - Contact:  407-622-2122

  20 E Division Street Winter Garden, FL 34787

Active (43 Days)
$1,120,000 (USD)
4
BED
3
BATH
2,729
SQFT

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!!!

MLS #:
O6413659
Taxes
$7,197(2025)
Lot Size
0.3 acres
Type
Single-Family Home
Year Built
1959
County
Orange County

Listed By

Liz Boyce, Charles Rutenberg Realty Orlando, Contact: 407-622-2122
Source
STELLAR
Last checked Jul 19 2026 at 2:59 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Unfurnished
  • Kitchen/Family Room Combo
  • Sauna
  • Walk-In Closet(s)
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Dryer
  • Appliances: Convection Oven
  • Appliances: Bar Fridge
  • Appliances: Wine Refrigerator
  • Eat-In Kitchen
  • Primary Bedroom Main Floor
Subdivision
  • Winter Garden Shores First Add
Property Features
  • Fireplace: Family Room
  • Foundation: Slab
Heating and Cooling
  • Central
  • Central Air
Pool Information
  • In Ground
Flooring
  • Marble
  • Tile
  • Luxury Vinyl
Exterior Features
  • Concrete
  • Roof: Shingle
Utility Information
  • Utilities: Cable Available, Water Source: Public, Electricity Available
  • Sewer: Public Sewer
Living Area
  • 2,729 sqft
Additional Information: Charles Rutenberg Realty Orlando | 407-622-2122
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 7/18/26 19:59
Based on information submitted to the MLS GRID as of 7/19/2026 02:59. All data is obtained from various sources and may not have been verified by 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.