Multi Family at 17 Windermere Road, Boston MA 02125, Boston
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 2 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 3 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 4 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 5 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 6 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 7 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 8 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 9 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 10 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 11 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 12 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 13 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 14 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 15 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 16 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 17 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 18 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 19 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 20 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 21 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 22 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 23 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 24 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 25 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 26 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 27 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 28 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 29 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 30 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 31 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 32 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 33 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 34 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 35 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 36 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 37 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 38 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 39 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 40 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 41 of 42
Multi Family at 17 Windermere Road, Boston MA 02125, Boston, photo 42 of 42
42 photos

$1,049,000

17 Windermere Road, Boston MA 02125
Boston, MA 02125
Listed by David Cahill
Bedrooms
4
Bathrooms
2.5
Living area
2,875 sqft
Year built
1890

About this home

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.

Property details

MLS #
73551214
Property type
Multi Family
Subdivision
N/A
Status
Active
Days on market
84
On market date
July 16, 2026
Stories
3
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.11 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Edward Everett
0.16 mi away · Grades -1-6
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
270
Student:teacher ratio
12.3:1
District
Boston
Middle
Lilla G. Frederick Middle School
0.76 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
340
Student:teacher ratio
8.1:1
District
Boston
HighCharter
Boston Collegiate Charter School
0.49 mi away · Grades 5-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
702
Student:teacher ratio
9.4:1
District
Boston Collegiate Charter (District)

Walkability

Blended score for Boston's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

83
Highly walkable
out of 100
EPA National Walkability Index
14.2 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores20
Parks20
Schools20
Transit stops20
Pharmacies10

Market position

How this listing compares to current activity in Boston, from live MLS data.

On the market 84 days -- 34 fewer days than Boston's current average of 118 days.
For reference, the median list price across 8,536 active listings in Boston right now is $59,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$6,467/mo
$209,800 down
$839,200 loan
Principal & interest$5,443
Property tax (est.)$874
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.