285 Chestnut Ave, Boston, MA 02130 - Photo 1

1/1

$1,715,000

Sold
Closed
Multi-Family
3 Units
10 Total Beds
0.14 Acres
Updated 4 days ago

1/1

Property Description

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

Full Property Details

Full Property Details for 285 Chestnut Ave

General

Sold For: $1,715,000
Taxes: $19,960 (2026)
Status: Closed
Type: Multi-Family
MLS ID: 73499505
Added to Site: 47 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 3

Bedrooms

Total Bedrooms: 10

Parking

Parking Features: Off Street, Stone/Gravel

Location

County: Suffolk

Structural Information

Basement: Yes
Stories/Levels: 3
Square Feet: 5,013
Year Built: 1905

Lot Features

Lot Size (Acres): 0.14

Financial Considerations

Tax Amount: $19,960
Tax Year: 2026

Disclosures and Reports

Exclusions: Tenants Own Curtains.
Disclosures/Rstr.: Unit #1=de-lead cert. 15yr rubber roof, hw 4yr tank, 10yr (2) tankless. Blown-in insulation walls+ceiling. Possible asbestos (pipe insulation) in basement. #1 laundry basement. SOLD AS IS. Seller wishes to leave building materials in basement storage room. Upper front decks access via window.
Property ID: 1349148

Listed by Arborview Realty Inc., Christian Iantosca Team
Sold by Focus Real Estate, Focus Team

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Listing agent

— 285 Chestnut Ave —

Christian Iantosca Team

Arborview Realty Inc.

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Schools

Schools serving 285 Chestnut Ave

School District:Boston School District

Name	Grades	Distance
Mission Hill School 20 Child Street, Boston, MA 02130	PK-8	0.4 mi
Curley K-8 School 493 Centre St., Boston, MA 02130	PK-8	0.4 mi
Mendell Elementary School 164 School Street, Boston, MA 02119	PK-5	0.5 mi
The English High School 144 McBride Street, Boston, MA 02130	9-12	0.5 mi
Boston Latin Academy 205 Townsend Street, Boston, MA 02121	7-12	1.3 mi
Jeremiah E Burke High School 60 Washington Street, Boston, MA 02121	9-12	1.5 mi
Community Academy 25 Glen Road, Boston, MA 02130	9-12	0.4 mi
Margarita Muniz Academy 20 Child Street, Boston, MA 02130	9-12	0.5 mi
Egleston Community High School 3134 Washington Street, Boston, MA 02130	9-12	0.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 285 Chestnut Ave

Date

Details

Price

Change

Source

5/21/2026

Sold

$1,715,000

12.46%

MLS

4/09/2026

Listed

$1,525,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Total Bath
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Condo
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Beds
2
Total Baths
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Sq. Ft.

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Beds
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Units
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3
Beds
2
Total Baths
2,219
Sq. Ft.

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2
Units
6
Total Beds
0.12
Acres

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2
Units
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Total Beds
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Acres

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Sold

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Units
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Total Beds
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285 Chestnut Ave, Boston, MA 02130 (MLS# 73499505) is a Multi-Family property that was sold at $1,715,000 on May 21, 2026. Want to learn more about 285 Chestnut Ave? Do you have questions about finding other Multi-Family real estate for sale in Boston? You can browse all Boston real estate or contact a Coldwell Banker agent to request more information.

285 Chestnut Ave Boston, MA 02130