Active
54 Days on market
39 Glen Rd Boston — Photo 1 of 42

39 Glen Rd Boston — Photo 1 of 42

Recent Drop: $41,000

$1,890,000
$1,849,000

$1,849,000

39 Glen Rd, Boston, MA 02130

Boston, MA 02130

Beds

11

Baths

6

SqFt

3,519

Style

3 Family - 3 Units Up/Down

Built

1905

PRICE ADJUSTMENT! Exceptional investment opportunity in the heart of Jamaica Plain! This turnkey 3-family currently generates $11,680/month ($140160/year) and features two spacious 4-bed/2-bath units and one 3-bed/2-bath unit with separate heating and cooling systems, central air, hardwood floors, oversized decks, and strong in-place rental income. Since purchasing, the owner has completed significant capital improvements, including a new roof (2023), approximately $60,000 in basement improvements, updated bathrooms, kitchen cabinetry, new refrigerators, ranges, microwaves, recent HVAC improvements, and coin/card-operated common laundry. Ideally located just steps to the Green Street MBTA Orange Line, parks, restaurants, shopping, Longwood Medical Area, and major commuter routes. A rare opportunity for investors or 1031 exchange buyers seeking strong cash flow, quality improvements, and long-term appreciation.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$525/sqft
Local Avg (Boston)$472/sqft
11% AboveMarket Average

* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Boston, MA.

Property Details

Financials

Original Price$1,890,000
Annual Taxes$17,824.28

Parking

Garage1
Off-Street4

Interior Specifications

Total Rooms17
FireplacesNone
FlooringHardwood
BasementFull, Finished

Climate & Utilities

HeatingForced Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
Roof--
FoundationStone
ZoningR3

Property & Lot

Acres0.09
SqFt Lot4,109
Lot FeaturesCorner Lot

Amenities & Appliances

Range • Dishwasher • Disposal • Microwave • Refrigerator

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat

Geography

Property History

Price Drop
$1,849,000

Was $1,890,000

Aug 19, 2026

MLS® 73549729

Listed
$1,890,000

Jul 14, 2026

MLS® 73549729

Listed
$3,800

Oct 31, 2025

MLS® 73450031

Sold
$3,680

Oct 31, 2025

MLS® 73450031

Expired
$3,800

Oct 17, 2025

MLS® 73431963

Listed
$3,800

Sep 17, 2025

MLS® 73431963

Population

40,055

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$132K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

55.5%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Listing Provided By

Listing Agent: Bhamin Mukesh Chhatrapati

Listing Office: eXp Realty LLC

MLS® Number: 73549729

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