17 Windermere Road, Boston MA 02125
Boston, MA 02125 • Dorchester
$1,075,000
Est. $6,529/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
26
Sep
Saturday, September 26
11:00 AM - 12:30 PM EDT
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.
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Recently Sold Nearby
Property History
Market Insights
Property Timeline
Showing Instructions Updated
Jul 22, 2026
New showing requirements
Listed for Sale
Jul 16, 2026
$1,075,000
Original listing
Agent: David Cahill
Office: Century 21 Cityside
Listed for Sale
Jul 16, 2026
$1,075,000
Original listing
Agent: David Cahill
Office: Century 21 Cityside
Listed for Sale
Jul 16, 2026
$1,075,000
Original listing
Agent: David Cahill
Office: Century 21 Cityside
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/22/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 07/16/2026 | 🏠 Listed for Sale | $1,075,000 | - | - | Original listing |
| 07/16/2026 | 🏠 Listed for Sale | $1,075,000 | - | - | Original listing |
| 07/16/2026 | 🏠 Listed for Sale | $1,075,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $10,721 | $857,000 |
Financial Details
Annual Property Tax
$10,721
Tax Year 2026
Assessed Value
$857,000
Facts & Features
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1890
Living Area
2,875 sq ft
Lot Size
0.11 acres
Stories
3
Bedrooms
4
Full Baths
2
Half Baths
1
Total Rooms
11
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
Wood
Appliances
None
Fireplace
None
Basement
Full
Laundry
None
Features
None
Exterior
Construction
Frame
Architecture
None
Roof
Wood, Slate
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
Porch, Deck
Parking
Features
Paved Drive, On Street
Utilities
Electric
100 Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$10,721
Assessed Value
$857,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Both Units Now Currently Vacant. Taxes Do Not Reflect Potential $4, 353.74 Credit For Owner Occupants. First Floor Furnace Is From 2009 And Hot Water Tank Is 2025.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
25 days
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1890
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,875 sq ft
Total Rooms
11
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,875 sq ft above grade
Display Options
Outdoor Areas
Patio & porchPorch, Deck
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood
Appliances:
Interior Features:
Windows:
Basement:
Full
Laundry:
Security:
Construction & Materials
Year Built:
1890
Structure Type:
Exterior Materials:
Frame
Roof:
Wood, Slate
Foundation:
Granite
Stories:
3
Heating, Cooling & Utilities
Heating:
Heating Zones:
3
Cooling:
Hot Water:
Natural Gas
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Porch, Deck
Fencing:
Other Structures:
Lot Features:
Gentle Sloping, Sloped
Road Surface:
Paved
Parking & Garage
Parking Features:
Paved Drive, On Street
Nearby Schools
School District
Boston School District local
C-
Where Graduates Go
Class of 2021
52%
attend college
38%
4-Year
14%
2-Year
7%
Out of State
7%
Working
School Safety
2024-25
3.7%
Above Average
3.2%
Suspensions
0.3%
In-School
0.5%
Emergency
1.8% below state avg
Elementary Schools
10 schools
C-
Everett Elementary School
0.2 mi
|
#733 of 825
|
Score: 33.5
Dropped 58 spots from last year
-24.8 below state avg
283 students
Diverse
Diverse Student Body
Grades PK-06
C+
Conservatory Lab Charter School
0.4 mi
|
#246 of 352
|
Score: 36.7
Improved 11 spots from last year
-21.5 below state avg
467 students
Diverse
Grades PK-08
D
Mather Elementary School
0.5 mi
|
#752 of 825
|
Score: 32.3
Dropped 255 spots from last year
-25.9 below state avg
479 students
Very Diverse
Diverse Student Body
Grades PK-06
Saint John Paul II Academy - Columbia
0.5 mi
Grades PK-08
B
Boston Collegiate Charter School
0.5 mi
|
#154 of 346
|
Score: 55.7
Improved 44 spots from last year
-2.5 below state avg
688 students
Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 05-12
Compass School
0.5 mi
Grades PK-12
F
Clap Elementary School
0.6 mi
|
#811 of 825
|
Score: 25.6
Dropped 26 spots from last year
-32.6 below state avg
144 students
Diverse
Diverse Student Body
Grades PK-06
C-
Winthrop Elementary School
0.7 mi
|
#670 of 825
|
Score: 37.4
Dropped 176 spots from last year
-20.8 below state avg
256 students
Diverse
Grades PK-06
F
King Elementary School
0.8 mi
|
#824 of 825
|
Score: 21.4
Dropped 4 spots from last year
-36.8 below state avg
454 students
Diverse
Grades PK-06
C-
UP Academy Holland School
0.8 mi
|
#731 of 825
|
Score: 33.6
Improved 88 spots from last year
-24.6 below state avg
628 students
Diverse
Rising School
Grades PK-06
Middle Schools
10 schools
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
0.6 mi
|
#4 of 16
|
Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students
Diverse
Rising School
College Ready Curriculum
Grades 05-08
Dearborn Middle School
1.1 mi
Mother Caroline Academy
1.2 mi
Grades 05-08
F
Higginson/Lewis K-8 School
1.3 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Middle School Academy
1.4 mi
Epiphany School
1.5 mi
Grades 05-08
Nativity Prep School
2.1 mi
Grades 05-08
C
Ohrenberger School
5.8 mi
|
#266 of 352
|
Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students
Diverse
Diverse Student Body
Grades 03-08
Frederick Pilot Middle
0.8 mi
McCormack Middle
1.0 mi
High Schools
10 schools
C
Ruth Batson Academy
1.0 mi
|
#20 of 25
|
Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students
Diverse
8 sports
• 128 athletes
Early College Program
Rising School
Grades 07-12
A+
Boston Latin Academy
1.1 mi
|
#2 of 25
|
Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students
Very Diverse
17 sports
• 1,298 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
B
Dearborn STEM Academy
1.3 mi
|
#13 of 25
|
Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students
Moderate
10 sports
• 242 athletes
Early College Program
Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
1.8 mi
|
#90 of 346
|
Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students
Very Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 07-12
Cathedral High School
1.9 mi
9 sports
• 430 athletes
Grades 07-12
Meridian Academy
2.1 mi
Grades 06-09
B+
TechBoston Academy
2.2 mi
|
#10 of 25
|
Score: 34.9
Improved 350 spots from last year
-23.3 below state avg
869 students
Diverse
Rising School
Grades 07-12
C
Quincy Upper School
2.3 mi
|
#279 of 346
|
Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students
Very Diverse
12 sports
• 208 athletes
Diverse Student Body
Grades 06-12
D
English High School
2.5 mi
|
#328 of 346
|
Score: 28.9
Improved 30 spots from last year
-29.3 below state avg
653 students
Diverse
8 sports
• 332 athletes
Rising School
Career Tech Programs
Grades 07-12
A+
Boston Latin School
2.5 mi
|
#20 of 346
|
Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 students
Very Diverse
18 sports
• 2,006 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
Learn about these ratings
Monthly Payment Calculator
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Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$893
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
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$0
Total interest paid
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Rate Impact
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Dorchester
17 Windermere Road, Boston MA 02125
Boston, MA 02125
Listing Information
Listing Agent
David Cahill
Listing Office
Century 21 Cityside
Office Phone
617-262-2600
Agent MLS ID
BB803079
Office MLS ID
BB6400
Listing Data Updated
Sep 23, 2026 5:12 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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