41 Van Winkle St, Boston MA 02124
Boston, MA 02124
$999,999
Est. $6,391/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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About this home
Welcome to 41 Van Winkle Street, a spacious three-family property ideally situated in Dorchester's Ashmont neighborhood. Offering approximately 4,252 square feet of living space with 9 bedrooms and 4 bathrooms, this property provides generous layouts across three levels and plenty of versatility for its next owner. The brick exterior, hardwood flooring, ample living space, and a sizable lot add to this property’s appeal. Location is a major highlight, with Ashmont Station just a short distance away, providing convenient Red Line access into Downtown Boston. Enjoy close proximity to Peabody Square, restaurants, and everyday conveniences, along with easy access to I-93 and other major routes. 41 Van Winkle Street is a property you won’t want to miss, schedule your private showing today!
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Recently Sold Nearby
Price & Status History
Property Timeline
Listed for Sale
Oct 15, 2026
$999,999
Original listing
Agent: Team Galvin
Office: The Galvin Group, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/15/2026 | 🏠 Listed for Sale | $999,999 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $13,612 | $1,175,500 |
Financial Details
Annual Property Tax
$13,612
Tax Year 2025
Assessed Value
$1,175,500
Facts & Features
Home Facts
Type
Residential Income
Style
3 Family
Year Built
1915
Living Area
4,252 sq ft
Lot Size
0.23 acres
Stories
3
Bedrooms
7
Full Baths
4
Total Rooms
13
Investment Metrics
Units
3
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Unit 3 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
Wood, Tile, Carpet
Appliances
None
Fireplace
None
Basement
Unfinished
Laundry
None
Features
None
Exterior
Construction
Brick
Architecture
None
Roof
Shingle
Features
None
Pool
None
Spa
None
Fencing
Fenced
Patio/Porch
Deck
Parking
Features
Paved
Total Spaces
4
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$13,612
Assessed Value
$1,175,500
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Property Overview
Property Type
3 Family
Listing Type
For Sale
Year Built
1915
Bedrooms
7
Full Bathrooms
4
Living Area
4,252 sq ft
Total Rooms
13
Stories
3
Levels
3
Floor Layout
Interior Features
Flooring:
Wood, Tile, Carpet
Appliances:
Interior Features:
Windows:
Basement:
Unfinished
Laundry:
Security:
Construction & Materials
Year Built:
1915
Structure Type:
Exterior Materials:
Brick
Roof:
Shingle
Foundation:
Brick/Mortar
Stories:
3
Utilities & Systems
Heating:
Cooling:
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Deck
Fencing:
Fenced
Other Structures:
Lot Features:
Level
Road Surface:
Parking & Garage
Total Parking Spaces:
4
Parking Features:
Paved
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
D
Henderson K-12 Inclusion School Upper
0.3 mi
|
#323 of 346
|
Score: 32.2
Improved 26 spots from last year
-26 below state avg
605 students
Diverse
Rising School
Diverse Student Body
Grades 02-12
C-
Kenny Elementary School
0.6 mi
|
#743 of 825
|
Score: 32.9
Dropped 31 spots from last year
-25.3 below state avg
315 students
Very Diverse
Diverse Student Body
Grades PK-06
Saint John Paul II Academy - Lower Mills
0.6 mi
Grades PK-08
St. Brendan Elementary School
0.6 mi
Grades K-08
C-
Codman Academy Charter Public School
0.7 mi
|
#308 of 346
|
Score: 36.8
Dropped 24 spots from last year
-21.4 below state avg
345 students
Diverse
College Ready Curriculum
Grades PK-12
C
Neighborhood House Charter School
0.9 mi
|
#277 of 346
|
Score: 44.9
Improved 14 spots from last year
-13.3 below state avg
768 students
Diverse
College Ready Curriculum
Diverse Student Body
Grades PK-12
Saint John Paul II Academy - Neponset
0.9 mi
Grades PK-08
New Beginnings Academy
1.0 mi
Grades PK-12
B-
Murphy K-8 School
1.1 mi
|
#208 of 352
|
Score: 39.9
Improved 11 spots from last year
-18.3 below state avg
833 students
Diverse
Diverse Student Body
Grades PK-08
F
Lee K-8 School
1.1 mi
|
#339 of 352
|
Score: 26.8
Improved 4 spots from last year
-31.4 below state avg
582 students
Diverse
Grades PK-08
Middle Schools
10 schools
Epiphany School
0.8 mi
Grades 05-08
Dearborn Middle School
1.9 mi
Mother Caroline Academy
2.0 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.1 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
F
Higginson/Lewis K-8 School
2.9 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Nativity Prep School
3.3 mi
Grades 05-08
Middle School Academy
3.6 mi
C
Ohrenberger School
4.6 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
1.9 mi
McCormack Middle
2.7 mi
High Schools
10 schools
B+
TechBoston Academy
0.7 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
A+
Boston Latin Academy
2.6 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
C
Ruth Batson Academy
2.6 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 Preparatory Charter Public School
2.8 mi
|
#8 of 25
|
Score: 43.6
Improved 287 spots from last year
-14.6 below state avg
670 students
Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Grades 06-12
D
English High School
2.9 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
Meridian Academy
2.9 mi
Grades 06-09
C+
New Mission High School
3.1 mi
|
#231 of 346
|
Score: 49.5
Improved 97 spots from last year
-8.7 below state avg
739 students
Diverse
13 sports
• 458 athletes
Early College Program
High Graduation Rate
Rising School
Diverse Student Body
Grades 07-12
B-
Margarita Muniz Academy
3.1 mi
|
#14 of 25
|
Score: 31.6
Improved 349 spots from last year
-26.7 below state avg
480 students
Less Diverse
Rising School
Grades 07-12
B
Dearborn STEM Academy
3.2 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
3.6 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
Learn about these ratings
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Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
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Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,134
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
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+0.5% Rate
$0/mo
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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
41 Van Winkle St, Boston MA 02124
Boston, MA 02124
Listing Information
Listing Agent
Team Galvin
Listing Office
The Galvin Group, LLC
Office Phone
617-436-2000
Agent MLS ID
TM347520
Office MLS ID
BB3342
Listing Data Updated
Oct 15, 2026 4:10 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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