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For sale
    • $4,250,000

    53 Winslow Rd, Brookline, MA 02446

    6beds
    4,865sqft
    : 
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    2 Family - 2 Units Up/Down
    Built in 2005
    -- sqft lot
    $4,138,800 Zestimate®
    $874/sqft
    $-- HOA

    What's special

    Central air conditioningGas heatingElegant dining areaHigh ceilingsSprawling open floor plan
    Welcome to this stunning Coolidge Corner two family constructed in 2005. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island complimented by sleek black granite countertops. Impressive primary bedroom suite with large closet + ensuite spa like bath. Two additional bedrooms with ample closet space. Upper unit has spacious outdoor deck. Additional highlights include high ceilings, central air conditioning, gas heating and 4 parking. Located near bustling Coolidge Corner shops, restaurants, cinema and Trader Joe’s. Easy access to train to universities, Longwood Medical area + downtown Boston!
    112 days
    |
    279
    |
    4
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mary Lochner 617-792-3556,

    Coldwell Banker Realty - Brookline 617-731-2447

    Source: MLS PIN,MLS#: 73493346

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 4
      • 1/2 bathrooms: 2
      Appliances
      • Laundry: Electric Dryer Hookup
      Features
      • Flooring: Wood, Carpet
      • Doors: Insulated Doors
      • Windows: Insulated Windows
      • Basement: Full,Finished
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 4,865
      • Total interior livable area: 4,865 sqft
      • Finished area above ground: 3,775
      • Finished area below ground: 1,090
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Paved Drive, Off Street
      • Uncovered spaces: 4
      Features
      • Patio & porch: Deck
      • Exterior features: Balcony
      Lot
      • Size: 6,268 Square Feet
      Details
      • Parcel number: B:055 L:0027 S:0002,4592264
      • Zoning: T-5

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: 2 Family - 2 Units Up/Down
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 2005

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Electric Dryer

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School, T-Station, University
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $874/sqft
      • Tax assessed value: $3,714,100
      • Annual tax amount: $36,658
      • Date on market: 3/31/2026
      • Total actual rent: 7250
      • Road surface type: Paved

        Estimated market value

        $4,138,800

        $3.93M - $4.35M

        $5,345/mo

        Price history

        DateEventPrice
        5/28/2026Listed for sale$4,250,000$874/sqft
        Source: MLS PIN #73493346 Report a problem
        5/27/2026Pending sale$4,250,000$874/sqft
        Source: MLS PIN #73493346 Report a problem
        5/13/2026Contingent$4,250,000$874/sqft
        Source: MLS PIN #73493346 Report a problem
        3/30/2026Listed for sale$4,250,000$874/sqft
        Source: MLS PIN #73493346 Report a problem
        5/6/2020Listing removed$5,900$1/sqft
        Source: Rise Realty, LLC Report a problem
        4/21/2020Price change$5,900-0.8%$1/sqft
        Source: Rise Realty, LLC Report a problem
        2/13/2020Listed for rent$5,950+19.1%$1/sqft
        Source: Boston Realty Net Report a problem
        1/11/2018Listing removed$4,995$1/sqft
        Source: Zillow Rental Network Report a problem
        12/7/2017Listed for rent$4,995-16.7%$1/sqft
        Source: Zillow Rental Manager Report a problem
        6/22/2017Listing removed$5,995$1/sqft
        Source: Penrose Realty Report a problem
        3/21/2017Listed for rent$5,995-0.1%$1/sqft
        Source: Encore Realty Report a problem
        11/10/2016Listing removed$6,000-7%$1/sqft
        Source: iHOUSEweb, Inc. Report a problem
        4/21/2016Listing removed$6,450+7.5%$1/sqft
        Source: Encore Realty Report a problem
        3/17/2016Price change$6,000+20%$1/sqft
        Source: iHOUSEweb, Inc. Report a problem
        2/29/2016Price change$5,000-16.7%$1/sqft
        Source: Boston Realty Net Report a problem
        12/11/2015Listed for rent$6,000$1/sqft
        Source: iHOUSEweb, Inc. Report a problem
        7/10/2015Listing removed$6,000$1/sqft
        Source: iHOUSEweb, Inc. Report a problem
        6/26/2015Price change$6,000-3.2%$1/sqft
        Source: iHOUSEweb, Inc. Report a problem
        1/3/2015Listed for rent$6,200$1/sqft
        Source: Proper Realty Group Report a problem
        10/2/2014Listing removed$6,200$1/sqft
        Source: Proper Realty Group Report a problem
        8/1/2014Listed for rent$6,200$1/sqft
        Source: Boston Realty Net Real Estate Report a problem
        6/1/2014Listing removed$6,200$1/sqft
        Source: Boston Realty Net Real Estate Report a problem
        3/11/2014Price change$6,200+5.1%$1/sqft
        Source: Penrose Realty Report a problem
        1/31/2014Price change$5,900-1.7%$1/sqft
        Source: Penrose Realty Report a problem
        1/28/2014Listed for rent$6,000$1/sqft
        Source: Penrose Realty Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$36,658 +0.6%$3,714,100 -0.4%
        2024$36,424 +0.5%$3,728,100 +2.6%
        2023$36,241 +2.7%$3,635,000 +5%
        2022$35,276 +8.1%$3,461,800 +4%
        2021$32,621 +4.2%$3,328,700 +0.5%
        2020$31,292 +5.9%$3,311,300 +5%
        2019$29,549 +12.3%$3,153,600 +13.4%
        2018$26,304 +3.4%$2,780,500 +8%
        2017$25,436 +4.3%$2,574,500 +10%
        2016$24,388 +7.3%$2,340,500 +10%
        2015$22,724 +2.1%$2,127,700 +8.9%
        2014$22,248 +2.7%$1,953,300 +5%
        2013$21,672 +2.2%$1,860,300
        2012$21,207 +7.5%$1,860,300 +6.5%
        2011$19,730 +3%$1,746,000
        2010$19,154 +2.6%$1,746,000
        2009$18,665 +6.6%$1,746,000 +1.6%
        2008$17,502 +2.5%$1,719,300 -2%
        2007$17,070 +208.8%$1,754,400 +203.1%
        2006$5,528 $578,900
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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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.
        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: 02446

        Getting around

        96 / 100
        Walker's Paradise
        68 / 100
        Good Transit
        87 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: K-8 Florida Ruffin Ridley
        • High: Brookline High

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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