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For sale
  • $5,250,000

    18 Naples Rd, Brookline, MA 02446

    5beds
    5,198sqft
    : 
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    Single Family Residence
    Built in 1900
    5,198 Square Feet Lot
    $5,322,200 Zestimate®
    $1,010/sqft
    $-- HOA

    What's special

    Home officeDining roomWelcoming foyerOversized islandWet bar
    Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.
    10 days
    |
    1,136
    |
    49
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Scott Goldsmith 617-529-2434,

    Gibson Sotheby's International Realty 617-264-7900,

    Sean Preston 617-855-8502

    Source: MLS PIN,MLS#: 73528174

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 6
      Primary bathroom
      • Features: Yes
      Heating
      • Forced Air, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Washer/Dryer, Range Hood
      • Laundry: Electric Dryer Hookup
      Features
      • Wet Bar, Walk-up Attic
      • Flooring: Wood, Tile, Marble
      • Basement: Full,Finished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 5,198
      • Total interior livable area: 5,198 sqft
      • Finished area above ground: 3,790
      • Finished area below ground: 1,408

      Property

      Parking
      • Total spaces: 4
      • Parking features: Detached, Garage Door Opener, Off Street
      • Garage spaces: 2
      • Uncovered spaces: 2
      Features
      • Patio & porch: Deck - Composite
      • Exterior features: Deck - Composite, Balcony, Sprinkler System, Fenced Yard
      • Fencing: Fenced
      Lot
      • Size: 5,198 Square Feet
      • Features: Level
      Details
      • Parcel number: B:064 L:0006 S:0000,30587
      • Zoning: T-5

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1900

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Tennis Court(s), Medical Facility, House of Worship, Private School, Public School, T-Station, University
      HOA
      • Has HOA: No
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $1,010/sqft
      • Tax assessed value: $2,193,700
      • Annual tax amount: $21,652
      • Date on market: 6/2/2026
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        Estimated market value

        $5,322,200

        $5.06M - $5.59M

        $7,890/mo

        Price history

        DateEventPrice
        6/2/2026Listed for sale$5,250,000+75.3%$1,010/sqft
        Source: MLS PIN #73528174 Report a problem
        12/23/2023Listing removed$2,995,000$576/sqft
        Source: MLS PIN #73175624 Report a problem
        10/31/2023Listed for sale$2,995,000$576/sqft
        Source: MLS PIN #73175624 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$21,652 +5.1%$2,193,700 +4%
        2024$20,607 +0.5%$2,109,200 +2.6%
        2023$20,496 +2.7%$2,055,800 +5%
        2022$19,951 +8.1%$1,957,900 +4%
        2021$18,449 +9.9%$1,882,500 +6%
        2020$16,785 +5.9%$1,776,200 +5%
        2019$15,851 +9.6%$1,691,700 +10.6%
        2018$14,463 +3%$1,528,900 +7.6%
        2017$14,036 +1.5%$1,420,600 +7%
        2016$13,835 +4.4%$1,327,700 +7%
        2015$13,252 +5.5%$1,240,800 +12.5%
        2014$12,561 +0.7%$1,102,800 +3%
        2013$12,474 +2.2%$1,070,700
        2012$12,206 +1.9%$1,070,700 +1%
        2011$11,977 +3%$1,059,900
        2010$11,627 +2.6%$1,059,900 +0%
        2009$11,329 +3.9%$1,059,800 -1.1%
        2008$10,907 +0.4%$1,071,400 -4%
        2007$10,859 +1.9%$1,116,000 +0%
        2006$10,657 +14.1%$1,115,900 +22.2%
        2005$9,340 +3%$913,000 +7%
        2004$9,071 +4.3%$853,300 +10%
        2003$8,696 -5.3%$775,700 +9%
        2002$9,178 +19.7%$711,500 +57%
        1999$7,665 $453,300

        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: 02446

          Getting around

          97 / 100
          Walker's Paradise
          68 / 100
          Good Transit
          83 / 100
          Very Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: 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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