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Sold for $1,715,000
    • $1,715,000

    285 Chestnut Ave, Jamaica Plain, MA 02130

    10beds
    5,013sqft
    3 Family - 3 Units Up/Down
    Built in 1905
    -- sqft lot
    $1,715,300 Zestimate®
    $342/sqft
    $3,895 Estimated rent

    Home value

    $1,715,300

    $1.61M - $1.84M

    $3,895/mo

    Zestimate® history
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    What's special

    Rear decks
    Prime location Investment Opportunity in JP! This spacious 3-family residence offers a turnkey opportunity with a strong 45-year ownership history, generating $10,600 in monthly rent (Net Income: $97,514/yr). Building features 3 units with 3-5 beds each, 1 full bath, spacious layouts with a de-leaded first floor (4 years ago) and upper units updated within the last decade. Key amenities include in-unit laundry for the upper floors, 3 driveway parking spots, and rear decks. Residents will enjoy the large backyard and garden space in one of Boston’s most vibrant neighborhoods, ideally situated just a short walk from the Orange Line at Green Street and the community events on Lamartine St. The property boasts an exceptional location just minutes from Jamaica Pond and the bustling shops and restaurants along Centre Street. All units rented till Aug 31 2026. Sold AS-IS. Opportunity for owner renovations to increase future rental income. Any offers reviewed Wed 4/15/26 Noontime, make good 24

    Zillow last checked:

    Listing updated:

    Listed by:

    Christian Iantosca Team 617-543-0501,

    Arborview Realty Inc. 617-522-2421

    Bought with:

    Focus Team

    Focus Real Estate

    Source: MLS PIN,MLS#: 73499505

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 10
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced Air, Oil, Steam, Natural Gas
    Features
    • Flooring: Hardwood
    • Basement: Full
    • Has fireplace: No
    Interior area
    • Total structure area: 5,013
    • Total interior livable area: 5,013 sqft
    • Finished area above ground: 5,013

    Property

    Parking
    • Total spaces: 3
    • Parking features: Off Street, Stone/Gravel
    • Uncovered spaces: 3
    Features
    • Patio & porch: Porch, Deck
    • Exterior features: Garden
    • Fencing: Fenced
    Lot
    • Size: 6,160 Square Feet
    • Features: Other
    Details
    • Parcel number: 1349148
    • Zoning: 0

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: 3 Family - 3 Units Up/Down
    Materials
    • Foundation: Other
    • Roof: Rubber
    Condition
    • Year built: 1905

    Utilities & green energy

    • Electric: Circuit Breakers, 100 Amp Service
    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Public Transportation, Park, Walk/Jog Trails, Bike Path, T-Station
    Location
    • Region: Jamaica Plain

    Financial & listing details

    • Price per square foot: $342/sqft
    • Tax assessed value: $1,594,700
    • Annual tax amount: $19,960
    • Date on market: 4/30/2026
    • Exclusions: Tenants Own Curtains.
    • Total actual rent: 10600

    Price history

    DateEventPrice
    5/21/2026Sold$1,715,000+12.5%$342/sqft
    Source: MLS PIN #73499505 Report a problem
    4/16/2026Contingent$1,525,000$304/sqft
    Source: MLS PIN #73499505 Report a problem
    4/9/2026Listed for sale$1,525,000$304/sqft
    Source: MLS PIN #73499505 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$18,467 +2.7%$1,594,700 -3.4%
    2024$17,986 +1.5%$1,650,100
    2023$17,722 +5.6%$1,650,100 +7%
    2022$16,777 +9.1%$1,542,000 +7%
    2021$15,377 +1.2%$1,441,100 +0.2%
    2020$15,188 +10.2%$1,438,300 +10%
    2019$13,779 +8.6%$1,307,300 +8%
    2018$12,687 +315.4%$1,210,600
    2017$3,054 -75%$1,210,600 +9%
    2016$12,218 +8.7%$1,110,700 +19.6%
    2015$11,242 +11.1%$928,300 +15.4%
    2014$10,122 +5.3%$804,600 +9.9%
    2013$9,616 +7%$731,800 +6.2%
    2012$8,987 +2%$689,200
    2011$8,815 +6.6%$689,200 -1%
    2010$8,271 +15.8%$696,200 +3.6%
    2009$7,144 -3.1%$672,100
    2008$7,373 -7.1%$672,100 -7%
    2007$7,939 $722,400
    Find assessor info on the county website

    Neighborhood: Jamaica Plain

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    Estimated market value
    $1,715,300
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,715,300

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