
17 Windermere Road Boston — Photo 1 of 42
$1,075,000
17 Windermere Road, Boston, MA 02125
Boston, MA 02125 — Dorchester
Beds
4
Baths
2.5
SqFt
2,875
Style
Multi Family
Built
1890
Don't miss this fantastic 2-unit opportunity on the north side of vibrant Jones Hill, boasting breathtaking views of downtown, Back Bay, and Dorchester Bay. Owner just installed brand-new gleaming hardwood floors on portions of the second floor and painted the entire home. "Owner's Unit" is comfortably spread out over top 2 levels w/ a private entrance. Main level flows seamlessly from the living area to the formal dining room, bordered by the kitchen, a spacious BR, and a versatile office/flex space with potential for a 4th BR conversion. Upstairs features 2 well-proportioned BR, w/ a rear primary suite with a en suite 1/2 bath and a private deck—perfect for relaxing on warm summer evenings. The 1st-floor unit is a spacious 1-BR featuring original inlaid ornamental wood flooring, a private porch, and layout flexibility to easily convert into a 2-BR. Major property upgrades include a 2020 Navien on-demand heating & hot water system, durable stainless-steel countertops, and well-maintained slate roof. Short walk to Red Line & for gardeners, a charming neighborhood community garden sits 2 doors down.
Key facts
It was listed on July 16, 2026. The annual property taxes are $10,721 (2026 tax year). It sits on a 0.11-acre (4,638 sq ft) lot.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Questions about this home
When was 17 Windermere Road, Boston listed?
17 Windermere Road, Boston was listed on July 16, 2026.
Has the price of 17 Windermere Road, Boston changed?
The price hasn't changed since it was listed at $1,075,000.
What are the property taxes for 17 Windermere Road, Boston?
The annual property taxes for 17 Windermere Road, Boston are $10,721 (2026 tax year).
How big is the lot at 17 Windermere Road, Boston?
17 Windermere Road, Boston sits on a 0.11-acre (4,638 sq ft) lot.
What is the status of 17 Windermere Road, Boston?
17 Windermere Road, Boston is actively listed for sale.
Population
33,662
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$83K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
65.1%
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: David Cahill
Listing Office: Century 21 Cityside
MLS® Number: 73551214
Similar homes for sale in Boston
Related Insights

Boston Homebuyers Face 7.03% Rates, 5.3-Month Supply

Boston Neighborhood Tiers for First-Time Buyers

Boston Housing Inventory Mirage for Buyers

Boston Housing Market: Supply and Price Standoff

Boston Buyers: MassHousing Help Still Open After Deadline
Boston Sellers’ Guide to Down-Payment Assistance Offers

Boston MA Neighborhoods Map: East Boston Waterfront








