39 Glen Rd Boston — Photo 1 of 42
Recent Drop: $41,000
$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.
Key facts
It was listed on July 14, 2026. The price has come down from an original $1,890,000 to $1,849,000, most recently on August 19, 2026. The annual property taxes are $17,824 (2026 tax year). It sits on a 0.09-acre (4,109 sq ft) lot.
Market Value Analysis
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Boston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Disposal • Microwave • Refrigerator
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat
Geography
Property History
$1,849,000
Was $1,890,000
Aug 19, 2026
MLS® 73549729
$1,890,000
Jul 14, 2026
MLS® 73549729
$3,800
Oct 31, 2025
MLS® 73450031
$3,680
Oct 31, 2025
MLS® 73450031
$3,800
Oct 17, 2025
MLS® 73431963
$3,800
Sep 17, 2025
MLS® 73431963
Questions about this home
When was 39 Glen Rd, Boston listed?
39 Glen Rd, Boston was listed on July 14, 2026.
Has the price of 39 Glen Rd, Boston changed?
The price has come down from an original $1,890,000 to $1,849,000, most recently on August 19, 2026.
What are the property taxes for 39 Glen Rd, Boston?
The annual property taxes for 39 Glen Rd, Boston are $17,824 (2026 tax year).
How big is the lot at 39 Glen Rd, Boston?
39 Glen Rd, Boston sits on a 0.09-acre (4,109 sq ft) lot.
What is the status of 39 Glen Rd, Boston?
39 Glen Rd, Boston is actively listed for sale.
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
2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Bhamin Mukesh Chhatrapati
Listing Office: eXp Realty LLC
MLS® Number: 73549729
