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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Beds

Baths

4,252

Sq Ft

$235

Price/Sq Ft

0.23

Acres

1915

Year Built

Parking

3 Family

Type

New today

Time on Market

For Sale Listed Oct 15, 2026 • MLS# 73591463 Copied! • Updated Oct 16, 2026

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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

Down Payment Resource Eligible

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

Total market time (incl. prior listings) 1 days

Property Overview

Property Type

3 Family

Listing Type

For Sale

Year Built

1915

Bedrooms

Full Bathrooms

Living Area

4,252 sq ft

Total Rooms

Stories

Levels

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

3 schools

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

Lee Academy

0.6 mi | #12 of 12 | Score: 27.2

Improved 702 spots from last year

-31 below state avg

197 students Diverse

Rising School

Grades PK-03

Lee Academy

0.6 mi

Middle Schools

1 school

Epiphany School

0.8 mi

Grades 05-08

High Schools

3 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

Urban Achievers School

0.8 mi

Grades 09-12

C+

Boston International High School & Newcomers Academy

0.9 mi | #17 of 25 | Score: 30.2

Improved 364 spots from last year

-28 below state avg

477 students Diverse

12 sports • 421 athletes

Rising School

Grades 09-12

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Property Tax $1,134

Homeowners Insurance $200

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Year 1

95% Interest

Year 15

50/50

Year 30

95% Principal

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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 16, 2026 3:30 AM 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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Steve Novak Real Estate

BMN Boston Powered by SERHANT

mail@steve-novak.com

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41 Van Winkle St, Boston MA 02124

About this home

Recently Sold Nearby

Property Timeline

Listed for Sale

Tax History

Home Facts

Investment Metrics

Interior

Exterior

Parking

Utilities

Financial

HOA & Community

MA Disclosures

Additional Details

Property Overview

Nearby Schools

Elementary Schools

Middle Schools

High Schools

Monthly Payment Breakdown

Loan Summary

Rate Impact

Payment Over Time

Neighborhood

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41 Van Winkle St, Boston MA 02124

About this home

BMN Estimate

Recently Sold Nearby

Price & Status History

Property Timeline

Listed for Sale

Detailed History Table ▼

Tax History

Financial Details

Facts & Features

Home Facts

Investment Metrics

Interior

Exterior

Parking

Utilities

Financial

HOA & Community

MA Disclosures

Additional Details

Property Overview

Floor Layout

Interior Features

Construction & Materials

Utilities & Systems

Exterior & Lot

Parking & Garage

Nearby Schools

Elementary Schools

Middle Schools

High Schools

Monthly Payment Calculator

Monthly Payment Breakdown

Loan Summary

Rate Impact

Payment Over Time

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Listing Information

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