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For sale
  • Price cut: $655K (6/18)
    $3,995,000

    68 Dudley St, Brookline, MA 02445

    5beds
    5,234sqft
    : 
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    Single Family Residence
    Built in 1930
    0.46 Acres Lot
    $3,792,300 Zestimate®
    $763/sqft
    $-- HOA

    What's special

    Private deckTwo-car garageBluestone patioExercise roomPrivate first-floor studyCounter seatingSun-drenched rooms
    Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.
    45 days
    |
    1,240
    |
    40
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Friedler / Marchant Living Group 617-877-8177,

    Hammond Residential Real Estate 617-731-4644

    Source: MLS PIN,MLS#: 73517349

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      Bedroom 2
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      Bedroom 3
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      Bedroom 4
      • Features: Flooring - Wall to Wall Carpet
      • Level: Third
      Bedroom 5
      • Features: Flooring - Wall to Wall Carpet
      • Level: Third
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full
      • Level: Basement
      Bathroom 3
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, Window(s) - Picture
      • Level: First
      Family room
      • Features: Ceiling Fan(s), Flooring - Hardwood
      • Level: First
      Kitchen
      • Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid
      • Level: First
      Living room
      • Features: Flooring - Hardwood, French Doors
      • Level: First
      Heating
      • Forced Air, Heat Pump, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine Refrigerator
      • Laundry: In Basement
      Features
      • Bathroom, Study, Foyer, Sauna/Steam/Hot Tub
      • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
      • Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Concrete
      • Number of fireplaces: 4
      • Fireplace features: Dining Room, Family Room, Living Room, Master Bedroom
      Interior area
      • Total structure area: 5,234
      • Total interior livable area: 5,234 sqft
      • Finished area above ground: 4,641
      • Finished area below ground: 593

      Property

      Parking
      • Total spaces: 10
      • Parking features: Detached, Paved Drive, Shared Driveway, Off Street
      • Garage spaces: 2
      • Uncovered spaces: 8
      Features
      • Patio & porch: Porch, Screened, Deck, Patio
      • Exterior features: Porch, Porch - Screened, Deck, Patio, Pool - Inground, Sprinkler System, Garden
      • Has private pool: Yes
      • Pool features: In Ground
      • Has view: Yes
      • View description: Scenic View(s), Water, Other Water View (See Remarks)
      • Has water view: Yes
      • Water view: Other (See Remarks),Water
      Lot
      • Size: 0.46 Acres
      • Features: Easements
      Details
      • Parcel number: 41179
      • Zoning: Res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1930

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Electric Oven

      Community & HOA

      Community
      • Features: Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $763/sqft
      • Tax assessed value: $4,507,500
      • Annual tax amount: $42,942
      • Date on market: 5/12/2026
      • Exclusions: Included: Treadmill, Elliptical, Weight Bench, Free Weights, Tv In Gym, Porch Furniture, Patio Set

        Estimated market value

        $3,792,300

        $3.60M - $3.98M

        $8,670/mo

        Price history

        DateEventPrice
        6/18/2026Price change$3,995,000-14.1%$763/sqft
        Source: MLS PIN #73517349 Report a problem
        5/13/2026Listed for sale$4,650,000+83.8%$888/sqft
        Source: MLS PIN #73517349 Report a problem
        5/17/2007Sold$2,530,000+85.3%$483/sqft
        Source: Public Record Report a problem
        5/17/1999Sold$1,365,000+58.2%$261/sqft
        Source: Public Record Report a problem
        6/27/1994Sold$863,000$165/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$43,057 +4.1%$4,362,400 +3%
        2024$41,359 +5.6%$4,233,300 +7.8%
        2023$39,157 +2.7%$3,927,500 +5%
        2022$38,115 +8.1%$3,740,400 +4%
        2021$35,246 +7.9%$3,596,500 +4%
        2020$32,671 +5.9%$3,457,200 +5%
        2019$30,852 -2.6%$3,292,600 -1.6%
        2018$31,667 +1.5%$3,347,500 +6%
        2017$31,200 +2.2%$3,157,900 +7.8%
        2016$30,519 +4.4%$2,928,900 +7%
        2015$29,234 -4.3%$2,737,300 +2%
        2014$30,556 +0.7%$2,682,700 +3%
        2013$30,344 +2.2%$2,604,600
        2012$29,692 +7.4%$2,604,600 +6.5%
        2011$27,647 +3%$2,446,600
        2010$26,839 +2.9%$2,446,600 +0.2%
        2009$26,092 +9.5%$2,440,800 +4.3%
        2008$23,825 +0.4%$2,340,400 -4%
        2007$23,721 +1.9%$2,437,900 0%
        2006$23,286 +4.9%$2,438,300 +12.4%
        2005$22,188 +3%$2,168,900 +7%
        2004$21,547 +5%$2,027,000 +10.8%
        2003$20,517 +11.7%$1,830,200 +28.5%
        2002$18,376 +12.1%$1,424,500 +47%
        1999$16,386 $969,000

        Find assessor info on the county website

        Monthly payment

        Est. payment

          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: 02445

          Getting around

          28 / 100
          Car-Dependent
          49 / 100
          Some Transit
          52 / 100
          Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Heath/Lincoln (Buffer)
          • High: Bhs

          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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