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Off market
  • $3,389,400

    58 Main St, Windermere, FL 34786

    5beds
    4,257sqft
    SingleFamily
    Built in 1953
    0.58 Acres Lot
    $3,389,400 Zestimate®
    $796/sqft
    $6,516 Estimated rent

    Home value

    $3,389,400

    $3.22M - $3.56M

    $6,516/mo

    Zestimate® history
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    $6,516/mo

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    $24,119/mo

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    What's special

    Enjoy the quaint lifestyle along the shores of the renowned Butler Chain of Lakes. Located in the heart of Old Town Windermere, this complete 2003 remodel boasts relaxing lake views, a spacious floor plan, vaulted ceilings and a beautiful uninterrupted row of French glass doors that guarantee you'll never miss a sunset from any practically every room in the house. This block construction home features hardwood floors, porcelain tile and crown molding throughout. Enjoy the large kitchen with 42" custom cabinets, granite counter tops, a GE trash compactor and a large island with a cook top sure to make any chef smile. Escape into your master retreat with expansive lake and sunset views, your own private balcony, on suite office and dry bar. Master bath consists of dual sinks, a jetted garden tub and a huge walk in closet for the most enthusiast of shoppers. Entertain your friends and family along side your salt water pool and large back yard. After a full day of skiing the lake park your boat in your roof covered Trex boat dock. Enjoy Old Windermere charm at its finest with short walks to the weekly farmer's market, shopping, dining, parks and A+ rated schools.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced air
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Range / Oven, Refrigerator
    Features
    • Flooring: Tile, Hardwood
    Interior area
    • Total interior livable area: 4,257 sqft

    Property

    Parking
    • Parking features: Carport, Garage - Attached
    Features
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 0.58 Acres
    Details
    • Parcel number: 282308434800080

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • masonry
    • Roof: Composition
    Condition
    • Year built: 1953

    Community & neighborhood

    Location
    • Region: Windermere

    Price history

    DateEventPrice
    6/21/2026Listing removed$3,725,000$875/sqft
    Source: Stellar MLS #O6370886 Report a problem
    2/6/2026Listed for sale$3,725,000+127.8%$875/sqft
    Source: Stellar MLS #O6370886 Report a problem
    11/23/2015Listing removed$1,635,500$384/sqft
    Source: THE K CO #O5393965 Report a problem
    10/29/2015Price change$1,635,500-3.7%$384/sqft
    Source: THE K CO #O5393965 Report a problem
    9/26/2015Listed for sale$1,698,500+7.2%$399/sqft
    Source: THE K CO #O5393965 Report a problem
    11/30/2007Listing removed$1,585,000$372/sqft
    Source: Obeo #S4587918 Report a problem
    11/14/2007Listed for sale$1,585,000+13.2%$372/sqft
    Source: Obeo #S4587918 Report a problem
    6/30/2005Sold$1,400,000+150%$329/sqft
    Source: Stellar MLS #S4587918 Report a problem
    6/11/2003Sold$560,000+37.3%$132/sqft
    Source: Public Record Report a problem
    8/22/1996Sold$408,000$96/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$21,723 +3.3%$1,327,306 +3%
    2023$21,027 +3%$1,288,647 +3%
    2022$20,412 +17.2%$1,251,114 +19.3%
    2021$17,410 +0.9%$1,048,886 +1.8%
    2020$17,256 +0.8%$1,030,460 +2.3%
    2019$17,125 +0.9%$1,007,292 +1.9%
    2018$16,978 $988,510 -4.6%
    2017$16,978 +4.4%$1,036,090 +1.5%
    2016$16,260 +0%$1,020,926 +0%
    2015$16,254 +1.6%$1,020,699 +10%
    2014$16,003 +2%$928,086 +2.7%
    2013$15,682 -1.9%$903,776 -1.1%
    2012$15,978 -12.9%$913,705 -12.3%
    2011$18,351 -2.8%$1,042,167 -8.2%
    2010$18,884 $1,135,327 -10.1%
    2009-- $1,262,417 -12.9%
    2008$19,505 +2.4%$1,450,212 -3.1%
    2007$19,043 -7.5%$1,496,873 +26.1%
    2006$20,580 +82%$1,186,896 +70.3%
    2005$11,306 +10.8%$697,102 +11.7%
    2004$10,204 +11.5%$623,956 +18.6%
    2003$9,149 +15.8%$526,239 +11.3%
    2002$7,899 -0.5%$472,994 +2.8%
    2001$7,936 +6.1%$459,905 +6.9%
    2000$7,477 $430,249

    Find assessor info on the county website

    Neighborhood: 34786

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $3,389,400
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,389,400