Google street view image for 29 Winston Rd, Dorchester, MA 02124

OFF MARKET

$1,126,362

•

3 ba

•

3,372

sq ft

29 Winston Rd, Dorchester, MA 02124

About this home

29 Winston Rd is a 3,372 square foot multi-family home on a 3,920 square foot lot with 9 bedrooms and 3 bathrooms. Based on Redfin's Dorchester data, we estimate the home's value is $1,126,362.

Multi-familyProperty Type

1920Year Built

3,920 sq ftLot Size

$334Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,126,362

$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.5% lower than the average sale price ($1.13M) of 6 comparable homes.

SOLD JUN 9, 2026
$1,211,000
A
9 beds3 baths3,243 sq ft
55 Mascot St, Dorchester, MA 02124
SOLD JUN 12, 2026
$965,000
B
6 beds3 baths3,094 sq ft
77-79 Willowwood St, Boston, MA 02124
SOLD JUL 21, 2026
$1,425,000
C
9 beds3 baths3,231 sq ft
2131 Dorchester Ave, Dorchester Center, MA 02124
SOLD JAN 14, 2026
$1,100,000
D
9 beds3 baths3,564 sq ft
25 Fessenden St, Mattapan, MA 02126
SOLD DEC 18, 2025
$1,175,000
E
11 beds3 baths4,010 sq ft
44 Floyd St, Dorchester, MA 02124
SOLD MAY 8, 2026
$915,000
F
6 beds3.5 baths3,434 sq ft
95 Deering Rd, Mattapan, MA 02126

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,069,539

Est. take-home

List your home with Redfin and save $5,632

Market trends in Franklin Field South, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.3%

2.2% MoM

Median sale price

$865K

$50K MoM

Avg. days on market

25d

1 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN THU, 12PM TO 1PM
$750,000
1 bed1.5 baths1,276 sq ft
1255 Adams St Unit WM205, Boston, MA 02124
OPEN SAT, 11:30AM TO 1:30PM
$534,900
2 beds2 baths986 sq ft
64 Armandine St #2, Dorchester, MA 02124
EARLY ACCESS
$589,000
3 beds1 bath1,442 sq ft
30 Welles Ave #3, Dorchester, MA 02124
3D WALKTHROUGH
$524,900
2 beds2 baths815 sq ft
54 Bloomfield St #1, Dorchester, MA 02124
$529,000
3 beds1 bath1,179 sq ft
27-29 Codman Hill Ave #2, Dorchester, MA 02124
$975,000
5 beds3 baths2,337 sq ft
70-72 Wrentham St, Dorchester Center, MA 02124
$1,179,000
5 beds3 baths2,563 sq ft
1 Dayton St, Dorchester, MA 02124
EARLY ACCESS
$1,075,000
4 beds4 baths2,705 sq ft
84 Myrtlebank Ave, Dorchester, MA 02124
$739,000
3 beds2 baths1,889 sq ft
64 Nelson St #4, Dorchester, MA 02124
$669,000
3 beds2 baths1,503 sq ft
64 Nelson St #1, Dorchester, MA 02124
See all

Provided by Redfin

Sale history for 29 Winston Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$9,866 (+7.6%)

$229,200 + $689,400

$918,600

2022

$9,165 (+7.1%)

$210,200 + $632,200

$842,400

2021

$8,561 (+14.4%)

$200,200 + $602,100

$802,300

2020

$7,481 (+15.2%)

$238,500 + $469,900

$708,400

2019

$6,495 (+15.7%)

$146,500 + $469,700

$616,200

2018

$5,614 (+5.9%)

$146,500 + $389,200

$535,700

2017

$5,299 (+10.7%)

$146,500 + $353,900

$500,400

2016

$4,787 (+16.5%)

$146,500 + $288,700

$435,200

2015

$4,110 (+10.8%)

$106,700 + $232,700

$339,400

2014

$3,711 (+0.5%)

$106,700 + $188,300

$295,000

2013

$3,691

$106,700 + $174,200

$280,900

2012

$3,688 (−2.1%)

$88,200 + $194,600

$282,800

2011

$3,769

$88,200 + $206,500

$294,700

2009

$3,769 (+3.4%)

$88,200 + $206,500

$294,700

2006

$3,646

$108,100 + $234,900

$343,000

Tax history for 29 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,866 (+7.6%)

$229,200 + $689,400

$918,600

2022

$9,165 (+7.1%)

$210,200 + $632,200

$842,400

2021

$8,561 (+14.4%)

$200,200 + $602,100

$802,300

2020

$7,481 (+15.2%)

$238,500 + $469,900

$708,400

2019

$6,495 (+15.7%)

$146,500 + $469,700

$616,200

2018

$5,614 (+5.9%)

$146,500 + $389,200

$535,700

2017

$5,299 (+10.7%)

$146,500 + $353,900

$500,400

2016

$4,787 (+16.5%)

$146,500 + $288,700

$435,200

2015

$4,110 (+10.8%)

$106,700 + $232,700

$339,400

2014

$3,711 (+0.5%)

$106,700 + $188,300

$295,000

2013

$3,691

$106,700 + $174,200

$280,900

2012

$3,688 (−2.1%)

$88,200 + $194,600

$282,800

2011

$3,769

$88,200 + $206,500

$294,700

2009

$3,769 (+3.4%)

$88,200 + $206,500

$294,700

2006

$3,646

$108,100 + $234,900

$343,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Zoning and permits

Zoning
Permits

GREATER MATTAPAN NEIGHBORHOOD-3F-6000

Greater Mattapan Neighborhood-Three-Family Residential Subdistrict

The Three-Family Residential (3F) Subdistricts are established to preserve low density three-family areas with a variety of housing types appropriate to the existing fabric, including one-, two-, and three-family Dwellings, to preserve existing structures, to provide for new infill construction appropriate to the existing fabric, and to allow minor changes to occur as of right. In a 3F Subdistrict, the maximum number of Dwelling Units allowed in a single Building, including a Town House Building or Row House Building, is 3.

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Housing-Group
Housing-Single unit
Housing-Multiple units
Educational / school
Fire house
Library
Police station
Park & open space

Property details

Interior

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 18

Exterior

Exterior Information
Physical Condition: Average
Exterior Wall: Vinyl
Roof Covering Type: Rubber/Elastomeric
Roof Shape Type: Flat

Property Information
Living Sq. Ft: 3,372
Gross Sq. Ft: 5,277
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 3,920
Municipality Name: BOSTON
Acres: 0.09
Zoning Code: R3
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 9
Baths: 3.0
Sq. Ft.: 3,372
Stories: 3.0
Lot Size: 3,920 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1920
Year Renovated: —
County: Suffolk County
APN: 1314840

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Pauline Agassiz Shaw Elementary School

Public PreK-6 • Assigned • 0.2mi

3/10

Young Achievers Science and Math School

Public PreK-8 • Assigned • 0.4mi

3/10

Boston International High School

Public 9-12 • Assigned • 0.4mi

1/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Dorchester, MA • 02124

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.07M – $1.30M

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New listings for sale in 02124

OPEN THU, 12PM TO 1PM

$750,000

1 bed1.5 baths1,276 sq ft

1255 Adams St Unit WM205, Boston, MA 02124

OPEN SAT, 11:30AM TO 1:30PM

$534,900

2 beds2 baths986 sq ft

64 Armandine St #2, Dorchester, MA 02124

EARLY ACCESSCOMPASS COMING SOON

$589,000

3 beds1 bath1,442 sq ft

30 Welles Ave #3, Dorchester, MA 02124

3D WALKTHROUGH

$524,900

2 beds2 baths815 sq ft

54 Bloomfield St #1, Dorchester, MA 02124

$529,000

3 beds1 bath1,179 sq ft

27-29 Codman Hill Ave #2, Dorchester, MA 02124

$975,000

5 beds3 baths2,337 sq ft

70-72 Wrentham St, Dorchester Center, MA 02124

$1,179,000

5 beds3 baths2,563 sq ft

1 Dayton St, Dorchester, MA 02124

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,075,000

4 beds4 baths2,705 sq ft

84 Myrtlebank Ave, Dorchester, MA 02124

$739,000

3 beds2 baths1,889 sq ft

64 Nelson St #4, Dorchester, MA 02124

Home values near 29 Winston Rd

Data from public records.

Address	Redfin Estimate
14 Winston Rd, Dorchester, MA 3 Beds \| 1.5 Baths \| 1436 Sq. Ft.	$511,776
22 Winston Rd, Dorchester, MA 3 Beds \| 1.5 Baths \| 1549 Sq. Ft.	$520,197

Address	Redfin Estimate
36 Winston Rd, Dorchester, MA 12 Beds \| 3 Baths \| 4122 Sq. Ft.	$1,146,362
9 Winston Rd, Dorchester, MA 8 Beds \| 3 Baths \| 2502 Sq. Ft.	$1,018,250

Address	Redfin Estimate
28 Winston Rd, Dorchester, MA 9 Beds \| 3 Baths \| 4122 Sq. Ft.	$1,093,560
37 Winston Rd, Dorchester, MA 6 Beds \| 3 Baths \| 3870 Sq. Ft.	$984,097

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in Franklin Field South, MA

Sale history for 29 Winston Rd

Tax history for 29 Winston Rd

Zoning and permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02124

Home values near 29 Winston Rd

More real estate resources