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For sale
    • Price cut: $40K (7/23)
    $1,080,000

    20 E DIVISION STREET, WINTER GARDEN, FL 34787

    4beds
    2,729sqft
    Single Family Residence
    Built in 1959
    0.3 Acres Lot
    $-- Zestimate®
    $396/sqft
    $-- HOA

    What's special

    Designer finishesPremium finishesExceptional craftsmanshipBrand-new custom poolPrivate backyard oasisLuxury finishes throughoutPrivate sauna
    Appraisal in hand! 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!!!
    89 days
    746
    37

    Zillow last checked:

    Listing updated:

    Listed by:

    Liz Boyce 407-784-4919,

    CHARLES RUTENBERG REALTY ORLANDO 407-622-2122

    Source: Stellar MLS,MLS#: O6413659MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 219.3 Square Feet
      • Dimensions: 17x12.9
      Kitchen
      • Level: First
      • Area: 219.3 Square Feet
      • Dimensions: 17x12.9
      Living room
      • Level: First
      • Area: 561 Square Feet
      • Dimensions: 42.5x13.2
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Laundry Room
      Features
      • Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Walk-In Closet(s)
      • Flooring: Luxury Vinyl, Marble, Porcelain Tile
      • Has fireplace: Yes
      • Fireplace features: Family Room
      • Common walls with other units/homes: Corner Unit
      Interior area
      • Total structure area: 3,435
      • Total interior livable area: 2,729 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage - Attached
      • Attached garage spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Garden, Private Yard, Rain Gutters, Sauna
      • Has private pool: Yes
      • Pool features: In Ground
      Lot
      • Size: 0.3 Acres
      Details
      • Parcel number: 142227938801010
      • Zoning: R-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Concrete
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1959

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Available

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: WINTER GARDEN SHORES FIRST ADD
      HOA
      • Has HOA: No
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $396/sqft
      • Tax assessed value: $430,275
      • Annual tax amount: $7,197
      • Date on market: 6/5/2026
      • Cumulative days on market: 71 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/23/2026Price change$1,080,000-3.6%$396/sqft
        Source: Stellar MLS #O6413659 Report a problem
        6/26/2026Price change$1,120,000-2.5%$410/sqft
        Source: Stellar MLS #O6413659 Report a problem
        6/5/2026Listed for sale$1,149,000+53.2%$421/sqft
        Source: Stellar MLS #O6413659 Report a problem
        8/1/2024Sold$750,000-7.4%$275/sqft
        Source: Stellar MLS #O6192153 Report a problem
        7/16/2024Pending sale$810,000$297/sqft
        Source: Stellar MLS #O6192153 Report a problem
        7/6/2024Price change$810,000-2.4%$297/sqft
        Source: Stellar MLS #O6192153 Report a problem
        6/26/2024Price change$829,900-1.2%$304/sqft
        Source: Stellar MLS #O6192153 Report a problem
        6/22/2024Price change$839,900-1.2%$308/sqft
        Source: Stellar MLS #O6192153 Report a problem
        6/14/2024Listed for sale$850,000$311/sqft
        Source: Stellar MLS #O6192153 Report a problem
        6/12/2024Pending sale$850,000$311/sqft
        Source: Stellar MLS #O6192153 Report a problem
        6/2/2024Price change$850,000-5.5%$311/sqft
        Source: Stellar MLS #O6192153 Report a problem
        5/23/2024Price change$899,000-7.8%$329/sqft
        Source: Stellar MLS #O6192153 Report a problem
        5/14/2024Price change$975,000-7.1%$357/sqft
        Source: Stellar MLS #O6192153 Report a problem
        5/6/2024Price change$1,050,000-4.5%$385/sqft
        Source: Stellar MLS #O6192153 Report a problem
        4/2/2024Listed for sale$1,100,000+175%$403/sqft
        Source: Stellar MLS #O6192153 Report a problem
        4/1/2022Sold$400,000-14.7%$147/sqft
        Source: Public Record Report a problem
        2/11/2022Pending sale$469,000$172/sqft
        Source: Stellar MLS #G5050695 Report a problem
        1/20/2022Listed for sale$469,000+212.9%$172/sqft
        Source: Stellar MLS #G5050695 Report a problem
        8/20/2013Listing removed$149,900$55/sqft
        Source: Christy Clark-Weber #o5044875 Report a problem
        8/1/2013Listed for sale$149,900$55/sqft
        Source: Christy Clark-Weber #o5044875 Report a problem
        7/20/2012Listing removed$149,900$55/sqft
        Source: Christy Clark-Weber #o5044875 Report a problem
        6/9/2012Listed for sale$149,900$55/sqft
        Source: Christy Clark-Weber #o5044875 Report a problem
        3/18/2012Listing removed$149,900+2.7%$55/sqft
        Source: Christy Clark-Weber #o5044875 Report a problem
        9/16/2011Sold$145,900-2.7%$53/sqft
        Source: Stellar MLS #O5044875 Report a problem
        7/24/2011Price change$149,900-6.3%$55/sqft
        Source: Christy Clark-Weber Report a problem
        5/19/2011Listed for sale$159,900$59/sqft
        Source: Christy Clark-Weber Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,282 +4.9%$245,574 +3.8%
        2023$3,127 -48.7%$236,480 -38.1%
        2022$6,098 +250%$381,880 +160.2%
        2021$1,743 +1%$146,779 +1.4%
        2020$1,725 +1.3%$144,752 +2.3%
        2019$1,702 +1.2%$141,498 +1.9%
        2018$1,681 $138,860 -46%
        2017$1,681 +3%$257,054 +31.6%
        2016$1,632 +0.5%$195,260 +5.3%
        2015$1,623 -2.3%$185,503 +20.5%
        2014$1,662 +2.8%$153,889 +19%
        2013$1,616 +0.8%$129,292 +1.1%
        2012$1,603 +97.2%$127,863 -0.7%
        2011$813 +10.4%$128,713 -6.2%
        2010$736 $137,271 -15.2%
        2009-- $161,940 -18.9%
        2008$625 -47.1%$199,608 -7.6%
        2007$1,182 -7.2%$216,117 +17.4%
        2006$1,274 +0.7%$184,083 +39%
        2005$1,265 +5.4%$132,446 +2.1%
        2004$1,200 +0.7%$129,729 +13.3%
        2003$1,192 +2.6%$114,500 +14.8%
        2002$1,161 -0.8%$99,756 +8.8%
        2001$1,171 +3.4%$91,722 +5.3%
        2000$1,132 $87,081
        Find assessor info on the county website

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34787

        Getting around

        45 / 100
        Car-Dependent
        51 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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