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For sale
    • Price cut: $101K (7/6)
    $2,299,000

    79 Winthrop Rd, Brookline, MA 02445

    5beds
    3,161sqft
    : 
    $14,721/mo
    Get pre-qualified
    Multi Family
    Built in 1922
    -- sqft lot
    $2,534,800 Zestimate®
    $727/sqft
    $-- HOA

    What's special

    FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.
    90 days
    |
    624
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Collin Bray 617-512-1095,

    Century 21 Cityside 617-262-2600

    Source: MLS PIN,MLS#: 73511051

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 2
      • Full bathrooms: 2
      Features
      • Flooring: Wood
      • Basement: Full
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 3,161
      • Total interior livable area: 3,161 sqft
      • Finished area above ground: 3,161

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Garage spaces: 2
      Lot
      • Size: 5,981 Square Feet
      • Features: Gentle Sloping
      Details
      • Parcel number: 2100100,36632
      • Zoning: RES

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Foundation: Concrete Perimeter
      Condition
      • Year built: 1922

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $727/sqft
      • Tax assessed value: $2,118,900
      • Annual tax amount: $24,212
      • Date on market: 5/1/2026
      • Total actual rent: 0

        Estimated market value

        $2,534,800

        $2.21M - $2.94M

        $4,082/mo

        Price history

        DateEventPrice
        7/6/2026Price change$2,299,000-4.2%$727/sqft
        Source: MLS PIN #73511051 Report a problem
        5/1/2026Listed for sale$2,400,000+671.7%$759/sqft
        Source: MLS PIN #73511051 Report a problem
        11/28/2021Listing removed--
        Source: Zillow Rental Manager Report a problem
        9/7/2021Listed for rent$2,900-17.1%$1/sqft
        Source: Zillow Rental Manager Report a problem
        5/28/2020Listing removed$3,500$1/sqft
        Source: Zillow Rental Manager Report a problem
        4/27/2020Listed for rent$3,500+45.8%$1/sqft
        Source: Zillow Rental Manager Report a problem
        1/30/2017Listing removed$2,400-29.4%$1/sqft
        Source: Boardwalk Properties Report a problem
        7/3/2016Listing removed$3,400+33.3%$1/sqft
        Source: Ken Mackin - Boardwalk Properties Report a problem
        6/20/2015Listing removed$2,550$1/sqft
        Source: Centre Realty Group Report a problem
        6/16/2015Listed for rent$2,550-12.1%$1/sqft
        Source: Centre Realty Group Report a problem
        5/11/2015Listing removed$2,900$1/sqft
        Source: Centre Realty Group Report a problem
        3/7/2015Listed for rent$2,900+13.7%$1/sqft
        Source: Centre Realty Group Report a problem
        4/8/2014Listing removed$2,550$1/sqft
        Source: Zillow Rental Network Report a problem
        1/13/2014Listed for rent$2,550$1/sqft
        Source: Zillow Rental Network Report a problem
        5/31/1994Sold$311,000$98/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$20,374 +2.3%$2,064,200 +1.2%
        2024$19,921 +4.4%$2,039,000 +6.5%
        2023$19,084 +2.7%$1,914,100 +5%
        2022$18,575 +8.1%$1,822,900 +4%
        2021$17,177 +6.9%$1,752,800 +3.1%
        2020$16,070 +5.9%$1,700,500 +5%
        2019$15,175 +11.3%$1,619,500 +12.3%
        2018$13,638 +3.4%$1,441,700 +8%
        2017$13,189 +4.3%$1,334,900 +10%
        2016$12,645 -12.6%$1,213,500 -10.5%
        2015$14,474 -0.6%$1,355,200 +6%
        2014$14,567 +2.7%$1,278,900 +5%
        2013$14,190 +2.2%$1,218,000
        2012$13,885 +2.7%$1,218,000 +1.8%
        2011$13,525 +3%$1,196,900
        2010$13,130 +2.6%$1,196,900 0%
        2009$12,796 +11.4%$1,197,000 +6%
        2008$11,491 +2.4%$1,128,800 -2.2%
        2007$11,226 +1.9%$1,153,800 0%
        2006$11,020 +2.7%$1,153,900 +10%
        2005$10,729 +3%$1,048,800 +7%
        2004$10,420 +4.3%$980,200 +10%
        2003$9,989 +15.2%$891,100 +32.5%
        2002$8,673 +9.5%$672,300 +43.5%
        1999$7,922 $468,500
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Aspinwall Hill

        Getting around

        80 / 100
        Very Walkable
        67 / 100
        Good Transit
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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