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Off market
  • $1,319,600

    557 Osceola Ave, Winter Park, FL 32789

    5beds
    4baths
    2,911sqft
    SingleFamily
    Built in 1927
    0.27 Acres Lot
    $1,319,600 Zestimate®
    $453/sqft
    $4,934 Estimated rent

    Home value

    $1,319,600

    $1.17M - $1.49M

    $4,934/mo

    Zestimate® history
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    $9,502/mo

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    What's special

    Location ! Location! Location ! The Heart of Winter Park ! Walk to Park Avenue! Walk to Rollins! It is not often that a genuine treasure with historic significance becomes available. But now that treasure is ready for you to enjoy. Built in 1926, this wonderful authentic Dutch Colonial home is only three blocks from Park Avenue, one block from the Winter Park Library, and just across the street from Rollins College. Once the home of a Winter Park mayor, this home has 5 spacious bedrooms and 4.5 baths. Fifth bedroom/bath downstairs is perfect for nanny or in-law. Lovely floors, lots of natural light and beautiful vintage charm is seen throughout. There is a fireplace with gas starter as well as natural gas appliances. Plumbing, electrical, roof and kitchen are all updated. Beautiful back patio is ideal for outdoor entertaining and enjoyment. There is even a basement for storage and an oversized garage with workshop. Don't miss this gem of a property.

    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: 4
    Heating
    • Forced air
    Cooling
    • Central
    Features
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 2,911 sqft

    Property

    Parking
    • Parking features: Garage
    Features
    • Exterior features: Other
    Lot
    • Size: 0.27 Acres
    Details
    • Parcel number: 302207297200060

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • Wood
    • Roof: Composition
    Condition
    • Year built: 1927

    Community & HOA

    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $453/sqft
    • Tax assessed value: $962,901
    • Annual tax amount: $10,357

    Price history

    DateEventPrice
    8/14/2024Listing removed$749,900-6.3%$258/sqft
    Source: Stellar MLS #O5955525 Report a problem
    8/16/2021Sold$800,000+6.7%$275/sqft
    Source: Public Record Report a problem
    7/12/2021Pending sale$749,900$258/sqft
    Source: Stellar MLS #O5955525 Report a problem
    7/8/2021Listed for sale$749,900+15.5%$258/sqft
    Source: Stellar MLS #O5955525 Report a problem
    12/3/2013Listing removed$649,000$223/sqft
    Source: Fannie Hillman & Associates - FL #o5151419 Report a problem
    8/13/2013Price change$649,000-7.2%$223/sqft
    Source: Fannie Hillman & Associates #O5151419 Report a problem
    6/9/2013Listed for sale$699,000+41.2%$240/sqft
    Source: Fannie Hillman & Associates #O5151419 Report a problem
    6/26/2003Sold$495,000+62.3%$170/sqft
    Source: Public Record Report a problem
    9/19/1997Sold$305,000+52.5%$105/sqft
    Source: Public Record Report a problem
    3/30/1994Sold$200,000$69/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$10,357 +3.8%$685,581 +3%
    2023$9,973 +6.4%$665,613 +3%
    2022$9,374 +39.9%$646,226 +39.3%
    2021$6,699 -0.2%$464,057 +1.4%
    2020$6,711 +0.7%$457,650 +2.3%
    2019$6,661 +0.6%$447,361 +1.9%
    2018$6,624 $439,020 -26.6%
    2017$6,624 +0.9%$597,802 +1.4%
    2016$6,564 +2.1%$589,838 +2.3%
    2015$6,430 -3.2%$576,335 +5.6%
    2014$6,640 +2.2%$545,552 +23.1%
    2013$6,497 +1.1%$443,138 +10.3%
    2012$6,428 -2.3%$401,934 -1.7%
    2011$6,576 +2%$408,897 -1.2%
    2010$6,447 $413,819 -17.3%
    2009-- $500,249 -17.2%
    2008$7,188 +0.6%$604,320 -6.9%
    2007$7,144 -6.6%$649,111 +14.3%
    2006$7,647 -0.1%$567,923 +29.3%
    2005$7,656 +4.6%$439,361 +9.5%
    2004$7,323 +141.4%$401,118 +40.1%
    2003$3,033 +2.8%$286,396 +33.1%
    2002$2,950 +0.5%$215,197 +7.1%
    2001$2,935 +2.6%$201,024 +3.8%
    2000$2,861 $193,668
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,319,600
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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
    $1,319,600