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For sale
    • $4,250,000

    540 Chestnut Hill Ave, Brookline, MA 02445

    5beds
    6,419sqft
    : 
    $27,079/mo
    Get pre-qualified
    Single Family Residence
    Built in 1900
    1.03 Acres Lot
    $3,921,800 Zestimate®
    $662/sqft
    $-- HOA

    What's special

    Stone terracesFour fireplacesLush landscapingSweeping lawns
    Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.
    121 days
    |
    1,947
    |
    94
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    The Duffy Group 617-953-4646,

    Compass 617-752-6845

    Source: MLS PIN,MLS#: 73504708

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Dressing Room
      • Level: First
      • Area: 386.08
      • Dimensions: 25.4 x 15.2
      Bedroom 2
      • Features: Bathroom - Full, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead, Crown Molding
      • Level: First
      • Area: 596
      • Dimensions: 29.8 x 20
      Bedroom 3
      • Features: Bathroom - Full, Closet, Flooring - Wood
      • Level: Second
      • Area: 201.6
      • Dimensions: 16.8 x 12
      Bedroom 4
      • Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Attic Access
      • Level: Second
      • Area: 175.56
      • Dimensions: 13.3 x 13.2
      Bedroom 5
      • Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wood
      • Level: Second
      • Area: 147.46
      • Dimensions: 14.6 x 10.1
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Closet/Cabinets - Custom Built, Cabinets - Upgraded
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full
      • Level: First
      Bathroom 3
      • Features: Bathroom - Full
      • Level: Second
      Dining room
      • Features: Flooring - Wood, French Doors, Exterior Access, Lighting - Sconce
      • Level: First
      • Area: 196.08
      • Dimensions: 17.2 x 11.4
      Family room
      • Features: Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting
      • Level: First
      • Area: 642.36
      • Dimensions: 30.3 x 21.2
      Kitchen
      • Features: Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances
      • Level: First
      • Area: 205.4
      • Dimensions: 26 x 7.9
      Living room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Chair Rail
      • Level: First
      • Area: 357
      • Dimensions: 23.8 x 15
      Office
      • Features: Flooring - Hardwood, Recessed Lighting, Crown Molding
      • Level: First
      • Area: 149.16
      • Dimensions: 13.2 x 11.3
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
      • Laundry: In Basement
      Features
      • Closet/Cabinets - Custom Built, Lighting - Overhead, Crown Molding, Bathroom - Full, Recessed Lighting, Bathroom - Half, Entrance Foyer, Bathroom, Entry Hall, Office
      • Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
      • Doors: French Doors
      • Basement: Full,Walk-Out Access,Interior Entry,Sump Pump,Concrete,Unfinished
      • Number of fireplaces: 4
      • Fireplace features: Family Room, Living Room, Bedroom
      Interior area
      • Total structure area: 6,419
      • Total interior livable area: 6,419 sqft
      • Finished area above ground: 6,419

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Garage Door Opener, Paved Drive
      • Attached garage spaces: 2
      • Uncovered spaces: 6
      Features
      • Patio & porch: Patio
      • Exterior features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System
      • Fencing: Fenced/Enclosed
      Lot
      • Size: 1.03 Acres
      Details
      • Parcel number: 38925
      • Zoning: S25

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: French Colonial
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Foundation: Concrete Perimeter
      • Roof: Slate,Rubber
      Condition
      • Year built: 1900

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $662/sqft
      • Tax assessed value: $6,067,200
      • Annual tax amount: $59,883
      • Date on market: 4/22/2026

        Estimated market value

        $3,921,800

        $3.73M - $4.12M

        $7,963/mo

        Price history

        DateEventPrice
        4/21/2026Listed for sale$4,250,000-15%$662/sqft
        Source: MLS PIN #73504708 Report a problem
        12/22/2025Listing removed$5,000,000$779/sqft
        Source: MLS PIN #73443227 Report a problem
        10/14/2025Listed for sale$5,000,000+80.2%$779/sqft
        Source: MLS PIN #73443227 Report a problem
        3/12/2013Sold$2,775,000-7.5%$432/sqft
        Source: Public Record Report a problem
        12/12/2012Listing removed$2,999,000$467/sqft
        Source: HAMMOND RESIDENTIAL R. E. #71447321 Report a problem
        10/15/2012Listed for sale$2,999,000+138%$467/sqft
        Source: Hammond Residential R. E. #71447321 Report a problem
        11/8/1999Sold$1,260,000+51.8%$196/sqft
        Source: Public Record Report a problem
        10/15/1997Sold$830,000$129/sqft
        Source: Public Record Report a problem
        6/30/1995Sold$830,000$129/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$59,883 +4.9%$6,067,200 +3.9%
        2024$57,077 +19%$5,842,100 +21.4%
        2023$47,966 +4%$4,811,000 +6.3%
        2022$46,102 +8.6%$4,524,200 +4.4%
        2021$42,460 +9.3%$4,332,700 +5.4%
        2020$38,842 +5.9%$4,110,300 +5%
        2019$36,680 +1.7%$3,914,600 +2.7%
        2018$36,073 +1.5%$3,813,200 +6%
        2017$35,542 +3%$3,597,400 +8.6%
        2016$34,515 +4.4%$3,312,400 +7%
        2015$33,059 -3.5%$3,095,400 +2.9%
        2014$34,257 +0.7%$3,007,600 +3%
        2013$34,018 +2.2%$2,920,000
        2012$33,288 +11%$2,920,000 +10.1%
        2011$29,980 +3%$2,653,100
        2010$29,105 +12.6%$2,653,100 +9.7%
        2009$25,857 +8.5%$2,418,800 +3.3%
        2008$23,825 +0.4%$2,340,400 -4%
        2007$23,721 +1.9%$2,437,900 +0%
        2006$23,279 +10%$2,437,600 +17.9%
        2005$21,154 +3%$2,067,800 +7%
        2004$20,542 +4.3%$1,932,500 +10%
        2003$19,694 +2%$1,756,800 +17.4%
        2002$19,306 +19%$1,496,600 +55.9%
        1999$16,229 $959,700
        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.
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        Climate risks

        Neighborhood: Fisher Hill

        Getting around

        62 / 100
        Somewhat Walkable
        68 / 100
        Good Transit
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Runkle
        • High: Brookline High School

        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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