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Pending
  • Price cut: $50K (5/28)
    $725,000

    98 Pleasant St, Milton, MA 02186

    3beds
    1,046sqft
    : 
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    Single Family Residence
    Built in 1896
    6,809 Square Feet Lot
    $731,500 Zestimate®
    $693/sqft
    $-- HOA

    What's special

    Filled with timeless characterSpacious corner lot
    Charming, affordable, and filled with opportunity, 98 Pleasant Street presents a rare chance to own in the highly sought-after Cunningham Park neighborhood of Milton. Perfectly situated on a spacious corner lot, this charming home is filled with timeless character, offering the ideal canvas to bring your vision to life. The location is unmatched — just minutes to I-93, steps from the trails and fields of Cunningham Park, and close to all the shops, restaurants, and conveniences of Milton. Combined with top-rated schools and an unbeatable neighborhood setting, this home offers incredible value in a premier location. Whether you choose to restore, renovate, or reimagine, the potential here is undeniable. Selling in “AS IS” CONDITION.
    43 days
    |
    179
    |
    4
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tammy Connearney 508-574-6510,

    Lands End Realty, Inc. 508-812-0210

    Source: MLS PIN,MLS#: 73519431

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Baseboard, Natural Gas
      Cooling
      • Window Unit(s)
      Features
      • Flooring: Wood
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,046
      • Total interior livable area: 1,046 sqft
      • Finished area above ground: 1,046

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached, Paved Drive, Off Street
      • Garage spaces: 1
      • Uncovered spaces: 2
      Features
      • Patio & porch: Porch - Enclosed, Patio
      • Exterior features: Porch - Enclosed, Patio
      Lot
      • Size: 6,809 Square Feet
      • Features: Corner Lot
      Details
      • Parcel number: 131870
      • Zoning: RC

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other (See Remarks)
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone, Brick/Mortar
      • Roof: Shingle
      Condition
      • Year built: 1896

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Highway Access, House of Worship, Private School, Public School
      HOA
      • Has HOA: No
      Location
      • Region: Milton

      Financial & listing details

      • Price per square foot: $693/sqft
      • Tax assessed value: $777,600
      • Annual tax amount: $9,263
      • Date on market: 5/18/2026

        Estimated market value

        $731,500

        $695,000 - $768,000

        $3,338/mo

        Price history

        DateEventPrice
        6/12/2026Pending sale$725,000$693/sqft
        Source: MLS PIN #73519431 Report a problem
        6/1/2026Contingent$725,000$693/sqft
        Source: MLS PIN #73519431 Report a problem
        5/28/2026Price change$725,000-6.5%$693/sqft
        Source: MLS PIN #73519431 Report a problem
        5/19/2026Price change$775,000-6.1%$741/sqft
        Source: MLS PIN #73519431 Report a problem
        5/14/2026Listed for sale$824,999+187.5%$789/sqft
        Source: MLS PIN #73519431 Report a problem
        8/22/2008Sold$287,000+64%$274/sqft
        Source: Public Record Report a problem
        4/28/2008Sold$175,000-56.6%$167/sqft
        Source: Public Record Report a problem
        8/20/2004Sold$403,000+30%$385/sqft
        Source: Public Record Report a problem
        3/1/2002Sold$310,000+85.6%$296/sqft
        Source: Public Record Report a problem
        11/21/1989Sold$167,000$160/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,350 +1.5%$752,900 0%
        2024$8,223 +4.1%$753,000 +8.6%
        2023$7,902 +1.6%$693,200 +11.2%
        2022$7,774 +4.8%$623,400 +10.3%
        2021$7,421 +3.5%$565,200 +3.4%
        2020$7,169 +2.5%$546,400 +3%
        2019$6,992 +14.3%$530,500 +19.8%
        2018$6,115 +6.8%$442,800 +4.8%
        2017$5,728 -7.5%$422,400 -7.9%
        2016$6,191 +9.7%$458,600 +13.3%
        2015$5,643 +3.1%$404,800 +10.8%
        2014$5,474 +2%$365,200
        2013$5,368 +2.4%$365,200
        2012$5,241 +2.9%$365,200 +0.9%
        2011$5,092 +4.6%$361,900 -0.7%
        2010$4,867 +10%$364,600 -3.2%
        2009$4,424 +3.2%$376,800 -3.8%
        2008$4,288 -0.3%$391,600 -1.4%
        2007$4,303 +6.8%$397,000
        2006$4,030 +14.4%$397,000 +18.8%
        2005$3,524 -0.1%$334,300 +14.8%
        2004$3,528 +3.3%$291,100
        2003$3,415 +12.2%$291,100 +61.3%
        2002$3,045 +21.8%$180,500 +32.1%
        1999$2,501 $136,600

        Find assessor info on the county website

        Monthly payment

        Est. payment

        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 02186

        Getting around

        26 / 100
        Car-Dependent
        37 / 100
        Some Transit
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Cunningham School
        • Middle: Charles S Pierce Middle School
        • High: Milton 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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