Active
81 Days on market
17 Windermere Road Boston — Photo 1 of 42

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

This Property
Size (SqFt) →Price →
This Property$374/sqft
Local Avg (Boston)$610/sqft
39% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.

Property Details

Financials

Original Price$1,075,000
Annual Taxes$10,721

Parking

Garage0
Off-Street0

Interior Specifications

Total Rooms11
FireplacesNone
FlooringWood
BasementFull

Climate & Utilities

Heating--
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofWood, Slate
FoundationGranite
ZoningRES

Property & Lot

Acres0.11
SqFt Lot4,638
Lot FeaturesGentle Sloping, Sloped

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 Provided By

Listing Agent: David Cahill

Listing Office: Century 21 Cityside

MLS® Number: 73551214