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Off market
  • $736,800

    1641 Chestnut Ave, Winter Park, FL 32789

    3beds
    1,750sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $736,800 Zestimate®
    $421/sqft
    $3,544 Estimated rent

    Home value

    $736,800

    $663,000 - $818,000

    $3,544/mo

    Zestimate® history
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    What's special

    Elevated ceilingsPrivate brick patioFenced backyardTree-lined chestnut avenueGleaming hardwood floorsWindow-lined kitchenPeaceful primary suite

    AVAILABLE NOW! Welcome to your new home nestled along Winter Park's coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bathroom home blends classic charm with modern updates and is perfectly situated near Park Avenue, Phelps Park, the YMCA, Winter Park golf course, and Lakemont Elementary School. Upon entering, you'll be greeted by gleaming hardwood floors flowing through an inviting, light-filled layout. The heart of the home is the window-lined kitchen, thoughtfully refreshed with newer cabinetry, appliances, and a cozy eatin bar, perfect for casual dining or morning coffee. The peaceful primary suite offers a serene retreat, complete with elevated ceilings and direct views of the outdoors. Step outside onto the private brick patio and enjoy the fenced backyard. With its delightful updates, prime location near schools, parks, and Park Avenue's vibrant shops and restaurants, this home is sure to capture your heart. At RPM Realty, we're here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate. Please consult with an RPM Realty leasing agent to confirm the property will meet your individual needs. Some HOAs may have an additional application approval process.

    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.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Interior area
    • Total interior livable area: 1,750 sqft

    Property

    Parking
    • Details: Contact manager
    Details
    • Parcel number: 302132453601070

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    Community
    • Deposit fee: $3,245
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $421/sqft
    • Tax assessed value: $630,786
    • Annual tax amount: $4,066
    • Date on market: 10/17/2025
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    12/10/2025Listing removed$3,295$2/sqft
    Source: Zillow Rentals Report a problem
    11/11/2025Price change$3,295-5.7%$2/sqft
    Source: Zillow Rentals Report a problem
    10/17/2025Listed for rent$3,495$2/sqft
    Source: Zillow Rentals Report a problem
    10/16/2025Listing removed$3,495$2/sqft
    Source: Stellar MLS #O6338990 Report a problem
    10/13/2025Price change$3,495-2.8%$2/sqft
    Source: Stellar MLS #O6338990 Report a problem
    9/29/2025Price change$3,595-2.7%$2/sqft
    Source: Stellar MLS #O6338990 Report a problem
    9/11/2025Price change$3,695-7.5%$2/sqft
    Source: Stellar MLS #O6338990 Report a problem
    8/26/2025Listed for rent$3,995$2/sqft
    Source: Stellar MLS #O6338990 Report a problem
    8/22/2013Sold$290,000+0.3%$166/sqft
    Source: Public Record Report a problem
    6/14/2011Listing removed$289,000$165/sqft
    Source: Fannie Hillman & Associates #O5035273 Report a problem
    5/19/2011Listed for sale$289,000-3.6%$165/sqft
    Source: Fannie Hillman & Associates #O5035273 Report a problem
    3/24/2011Listing removed$299,900$171/sqft
    Source: Owner Report a problem
    2/26/2011Price change$299,900-4.8%$171/sqft
    Source: Owner Report a problem
    1/24/2011Price change$314,900-10%$180/sqft
    Source: Owner Report a problem
    9/25/2010Listed for sale$349,900+31.3%$200/sqft
    Source: Owner Report a problem
    4/22/2002Sold$266,500+22.8%$152/sqft
    Source: Public Record Report a problem
    4/10/2000Sold$217,000+119.2%$124/sqft
    Source: Public Record Report a problem
    3/2/1999Sold$99,000+23%$57/sqft
    Source: Public Record Report a problem
    1/24/1994Sold$80,500+7950%$46/sqft
    Source: Public Record Report a problem
    7/1/1993Sold$1,000$1/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$4,066 +4.2%$292,261 +3%
    2023$3,903 +7.1%$283,749 +3%
    2022$3,646 +1.3%$275,484 +3%
    2021$3,598 -0.1%$267,460 +1.4%
    2020$3,601 +0.9%$263,767 +2.3%
    2019$3,569 +0.7%$257,837 +1.9%
    2018$3,544 $253,029 -20.5%
    2017$3,544 +1.1%$318,184 +2.6%
    2016$3,507 +2.2%$309,978 +4.4%
    2015$3,433 -3.1%$297,055 +24.2%
    2014$3,543 +6.6%$239,128 +25.9%
    2013$3,325 +9.3%$189,900 +10.2%
    2012$3,043 +14.5%$172,280 -8.3%
    2011$2,658 +2%$187,894 -1.3%
    2010$2,607 $190,290 -18.3%
    2009-- $233,044 -15.6%
    2008$3,886 -20.2%$276,268 -14.8%
    2007$4,873 -13.6%$324,362 +2.8%
    2006$5,641 +10.4%$315,430 +14.1%
    2005$5,108 +31.8%$276,456 +30.2%
    2004$3,875 +4.7%$212,280 +1.2%
    2003$3,700 +93.1%$209,675 +22.1%
    2002$1,916 +0.6%$171,679 +30.5%
    2001$1,904 +5%$131,545 +4.7%
    2000$1,814 $125,601
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $736,800
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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
    $736,800