$ 1,715,000 $ 1,525,000 12.5%

285 Chestnut Ave

Boston, MA 02130

  • 10 Beds
  • 3 Baths
    Full Baths: 3
  • 5,013 SqFt
  • 6,098 Lot Size
  • 1905 Year Built
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
Listed by Christian Iantosca Team of Arborview Realty Inc. , Sold By Focus Team of Focus Real Estate

GALLERY

285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130
285 Chestnut Ave, Boston, MA 02130

 

Improvements

Recent Capital Improvements & Upgrades
This property has undergone extensive upgrades and maintenance across all major systems, units, and exterior areas.

 
2023–2026 Improvements
Updated kitchen cabinetry and interior finishes (3rd floor)
Interior painting completed in multiple units
New bathroom exhaust ventilation (1st floor)
Installed new electric baseboard heating (2nd & 3rd floor kitchens)
Electrical system upgrades, including service panel and grounding improvements
Hardwired smoke detectors installed throughout the building
Basement fully cleaned, repainted, and outfitted with dehumidification system
New washing machine installed (2nd floor)
Driveway upgraded from dirt to gravel
Significant tree removal and landscaping improvements across property
Exterior painting of front and rear porches
 
2022 Renovations
Complete renovation of 1st floor unit, including:New kitchen flooring and cabinetry
Full interior repaint
Sanding and refinishing of hardwood floors
New windows installed
Unit deleaded
Washer/dryer added to basement
Main water service upgraded from lead to copper
 
Prior Improvements
2018: Full exterior repaint
2010: New roof installation
 

 


PROPERTY DETAIL

  • Key Details

    Sold Price $1,715,00012.5%

    Property Type Multi-Family

    Sub Type 3 Family - 3 Units Up/Down

    Listing Status Sold

    Purchase Type For Sale

    Square Footage 5, 013 sqft

    Price per Sqft $342

    MLS Listing ID 73499505

    Bedrooms 10

    Full Baths 3

    Year Built 1905

    Annual Tax Amount $19,960

    Tax Year 2026

    Lot Size 6,098 Sqft

    Property Sub-Type 3 Family - 3 Units Up/Down

  • Location

    State MA

    County Suffolk

    Area Jamaica Plain

  • Building

    Lot Description Other

    Story 3

    Foundation Other

    Sewer Public Sewer

    Water Public

  • Interior

    Heating Forced Air, Oil, Steam, Natural Gas

    Flooring Hardwood

  • Exterior

    Exterior Feature Garden

    Fence Fenced

    Community Features Public Transportation, Park, Walk/Jog Trails, Bike Path, T-Station

    Roof Type Rubber

CONTACT

Christian Iantosca + Team
Christian Iantosca + Team
Email: info@arborviewrealtyinc.com Tel: +1(617) 543-0501

GET IN TOUCH

Your Full Name
Your Phone Number*
Write Your Message

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from Arborview Realty Inc, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Privacy Policy & TOS