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285 Chestnut Ave, Boston MA 02130

Boston, MA 02130 • Jamaica Plain
$1,525,000
Est. $9,575/month
10
Beds
3
Baths
5,013
Sq Ft
$304
Price/Sq Ft
0.14
Acres
1905
Year Built
7 hours 36 minutes
Time on Market
Active Listed Apr 9, 2026 • MLS# 73499505 Copied!

About this home

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.

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Property Overview

Property Type
3 Family - 3 Units Up/Down
Listing Type
For Sale
Year Built
1905
Bedrooms
10
Full Bathrooms
3
Living Area
5,013 sq ft
Total Rooms
17
Stories
3
Levels
3

Facts & Features

Home Facts

Type Residential Income
Style 3 Family - 3 Units Up/Down
Year Built 1905
Living Area 5,013 sq ft
Lot Size 0.14 acres
Bedrooms 10
Full Baths 3
Total Rooms 17

Interior

Heating Forced Air, Oil, Steam, Natural Gas
Cooling None
Flooring Hardwood
Appliances None
Fireplace None
Basement Full
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof Rubber
Features Garden
Pool None
Spa None
Fencing Fenced
Patio/Porch Porch, Deck

Parking

Features Off Street, Stone/gravel
Total Spaces 3

Utilities

Electric Circuit Breakers, 100 Amp Service
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $19,960
Assessed Value $1,594,700

Interior Features

Flooring: Hardwood
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1905
Structure Type:
Exterior Materials:
Roof: Rubber
Foundation: Other
Stories: 3

Heating, Cooling & Utilities

Heating: Forced Air, Oil, Steam, Natural Gas
Heating Zones: 3
Cooling:
Hot Water: Natural Gas, Tank, Tankless
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Garden
Patio & Porch: Porch, Deck
Fencing: Fenced
Other Structures:
Lot Features: Other
Road Surface:

Parking & Garage

Total Parking Spaces: 3
Parking Features: Off Street, Stone/Gravel

Location

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Neighborhood

Jamaica Plain

285 Chestnut Ave, Boston MA 02130

Boston, MA 02130

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
C
Curley K-8 School
0.4 mi | #268 of 352 | Score: 34.7
Dropped 57 spots from last year
-23.5 below state avg
902 students Very Diverse
Diverse Student Body
Grades PK-08
Neighborhood School
0.5 mi
Grades PK-06
Mendell Elementary
0.5 mi
M

Middle Schools

1 school
Nativity Prep School
0.7 mi
Grades 05-08
H

High Schools

3 schools
Meridian Academy
0.3 mi
Grades 06-09
F
Community Academy
0.4 mi | #392 of 346 | Score: 17.5
Same rank as last year
58 students Diverse
2 sports • 4 athletes
Grades 09-12
B-
Margarita Muniz Academy
0.5 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
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Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,663
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Apr 9, 2026
$1,525,000
Original listing
Agent: Christian Iantosca Team Office: Arborview Realty Inc.

Price & Status History

Date Event Price Change
Apr 9, 2026 New Listing Added $1,525,000

Market Statistics

Time on Market
7 hours 36 minutes
Price per Sq Ft
$304

Tax History

Year Taxes Assessment
2026 $19,960 $1,594,700

Financial Details

Annual Property Tax
$19,960
Tax Year 2026
Assessed Value
$1,594,700

Listing Information

Listing Agent Christian Iantosca Team
Listing Office Arborview Realty Inc.
Agent MLS ID TM320683
Office MLS ID BB6566
Listing Data Updated Apr 9, 2026 6:21 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Boston, MA

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