20 E Division Street, Winter Garden, FL 34787

$1,149,000

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Property 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!!!

20 E Division Street | MLS# O6413659

This single family home located at 20 E Division Street, Winter Garden, FL 34787 is currently listed for sale with an asking price of $1,149,000. This property was built in 1959 and has 4 bedrooms and 3 full baths with 2729 sq. ft. E Division Street is located in the WINTER GARDEN SHORES FIRST subdivision. Search WINTER GARDEN SHORES FIRST real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 1 car attached
Heating: Central
Lot Size: 0.30 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $7,197
Year Built: 1959
Square Feet: 2,729

Amenities

Eat-in Kitchen
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Sauna
Walk-In Closet(s)
Garden
Private Yard
Rain Gutters
Sauna

Feature Descriptions

Appliances: Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
Days on Site: 1
Directions: Dillard street turn left onto E Division street, home is on your left.
Exterior: Concrete
Fireplace: Family Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Luxury Vinyl, Marble, Tile
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot Dimensions: 0.3
Other Equipment: Private Yard
Ownership: Fee Simple
Pool: In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sauna: Yes
Sewer: Public Sewer
Showing Instructions: 24 Hour Notice, Appointment Only
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Electricity Available
Water: Public
Water Access Y/N: No
Windows: Shutters
Zoning: R-1

Room Sizes

Living Room: 42.5x13.2
Kitchen: 17x12.9
Primary Bedroom: 17x12.9

Listed By / Shown By

Listed By

Agency Name: CHARLES RUTENBERG REALTY ORLANDO
Agency Contact: 407-622-2122

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 6,781.16 per month $5,846.29 Principal & Interest $599.75 Property Tax $335.13 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/06/2026. The listing information on this page last changed on 06/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/06/2026 2:15:24 AM EST) or GAMLS (last updated Fri 06/05/2026 11:15:12 PM EST) or Stellar MLS (last updated Sat 06/06/2026 1:58:59 AM EST) or SPC MLS (last updated Fri 06/05/2026 11:21:23 PM EST) or Martin MLS (last updated Fri 06/05/2026 11:38:10 PM EST) or Indian River MLS (last updated Fri 06/05/2026 11:30:17 PM EST) or Daytona MLS (last updated Fri 06/05/2026 11:36:50 PM EST) or Northeast Florida MLS (last updated Sat 06/06/2026 12:19:00 AM EST) or Beaches MLS (last updated Sat 06/06/2026 2:09:16 AM EST) or BORMLS (last updated Fri 06/05/2026 11:16:13 PM EST) or Amelia/Nassau MLS (last updated Fri 06/05/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 06/05/2026 11:42:16 PM EST) or NFLMLS (last updated Fri 06/05/2026 9:05:05 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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