SOLD DEC 12, 2025

Off Market Dec 2025 for $810K

$989,599

Est. refi paymentEst. refi $888/mo

•

1,700

sq ft

105 Chesbrough Rd, West Roxbury, MA 02132

About this home

Feel the Brook Farm bungalow vibe in this warm and welcoming 1920's cape as you enter through the sunlit porch with stained glass accents. Its period wood trim, country kitchen, comfy living room with wood burning fireplace, and the sanctuary of the primary bedroom round out the first floor. Two bedrooms and a full bath upstairs along with a flexible 23x10 foot family room & half bath in its finished basement make this the perfect home to gather for all the holidays. Retreat to your own countryside in the city with its landscape designed yard featuring an exotic mix of shrubs, plants, and flowers. Fall cleanup is complete! With easy access to Millennium Park, the commuter rail as well as the shops and restaurants of Centre St less than a half mile away, all of your West Roxbury boxes are checked!

Single-familyProperty Type

1927Year Built

5,500 sq ftLot Size

$582Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Brian Carey • Prism Real Estate Group

Bought with Helen Tarantino • Shore Road Realty - Cityside

Redfin checked: 2 minutes ago

•Source:MLS PIN #73452211

Redfin Estimate

$989,599

$179K since sold in December 2025$15K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.5% higher than the average sale price ($789K) of 6 comparable homes.

SOLD DEC 11, 2025
$725,000
A
3 beds2 baths1,679 sq ft
59 Chesbrough Rd, West Roxbury, MA 02132
SOLD JUL 2, 2026
$735,000
B
3 beds2 baths1,488 sq ft
130 Perham St, West Roxbury, MA 02132
SOLD JUL 31, 2026
$892,500
C
3 beds1.5 baths1,845 sq ft
10 Barclay Rd, West Roxbury, MA 02132
SOLD APR 30, 2026
$700,000
D
3 beds2 baths1,795 sq ft
37 Cotuit St, West Roxbury, MA 02132
SOLD MAY 15, 2026
$854,000
E
3 beds2 baths1,394 sq ft
40 Newfield St, West Roxbury, MA 02132
SOLD MAY 27, 2026
$825,000
F
3 beds1.5 baths1,201 sq ft
34 Addington Rd, West Roxbury, MA 02132

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Sell

$299,554

Est. take-home

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Refinance

Est. cash available

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Rent

$3,413/mo

Redfin rental estimate

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Market trends in Brook Farm, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.1%

1.6% MoM

Median sale price

$914K

$36K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

10 MoM

New listings for sale

OPEN SAT, 12PM TO 1PM
$1,295,000
4 beds4 baths2,734 sq ft
22 Bellevue St #2, West Roxbury, MA 02132
OPEN SAT, 12PM TO 1PM
$1,195,000
4 beds3.5 baths2,106 sq ft
22 Bellevue St #1, West Roxbury, MA 02132
OPEN THU, 12PM TO 1PM
$819,000
4 beds2 baths1,572 sq ft
18 Thurlow St, West Roxbury, MA 02132
OPEN THU, 5PM TO 6:30PM
$775,000
5 beds2.5 baths1,797 sq ft
20 Paragon, West Roxbury, MA 02132
$369,900
2 beds1 bath845 sq ft
17 Cass St #2, West Roxbury, MA 02132
$625,000
3 beds2 baths1,540 sq ft
71 Temple St, West Roxbury, MA 02132
OPEN SAT, 1PM TO 2:30PM
$479,900
2 beds2 baths1,055 sq ft
4975 Washington St #310, West Roxbury, MA 02132
$382,000
2 beds1 bath768 sq ft
116 Spring. St Unit C10, West Roxbury, MA 02132
See all

Provided by Redfin

Sale history for 105 Chesbrough Rd

Date

Event

Price

MLS PIN #73452211

Dec 12, 2025

Sold

$810,250

$477/sq ft

Nov 15, 2025

Contingent

—

Nov 6, 2025

Listed

$739,000

$435/sq ft

MLS PIN #30249704

Jan 1, 1999

Sold

$207,900

$122/sq ft

Aug 19, 1998

Listing Removed

—

Aug 12, 1998

Listed

$209,900

$123/sq ft

Public Records

Oct 30, 1998

Sold

$207,900

$122/sq ft

Public Records

Sep 30, 1991

Sold

$133,000

$78/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,523 (+0.7%)

$193,800 + $413,600

$607,400

2022

$6,476 (+6.0%)

$176,200 + $419,000

$595,200

2021

$6,110 (+3.9%)

$172,700 + $399,900

$572,600

2020

$5,883 (+6.8%)

$156,300 + $400,800

$557,100

2019

$5,511 (+8.6%)

$136,100 + $386,800

$522,900

2018

$5,074 (+1.0%)

$136,100 + $348,100

$484,200

2017

$5,026 (−0.8%)

$136,100 + $338,500

$474,600

2016

$5,068 (−1.2%)

$136,100 + $324,600

$460,700

2015

$5,129 (+2.0%)

$154,700 + $268,800

$423,500

2014

$5,027 (−4.3%)

$154,700 + $244,900

$399,600

2013

$5,251 (+19.5%)

$154,700 + $244,900

$399,600

2012

$4,393 (+1.9%)

$141,900 + $195,000

$336,900

2009

$4,309 (+16.7%)

$141,900 + $195,000

$336,900

2006

$3,692

$159,000 + $188,300

$347,300

Tax history for 105 Chesbrough Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,523 (+0.7%)

$193,800 + $413,600

$607,400

2022

$6,476 (+6.0%)

$176,200 + $419,000

$595,200

2021

$6,110 (+3.9%)

$172,700 + $399,900

$572,600

2020

$5,883 (+6.8%)

$156,300 + $400,800

$557,100

2019

$5,511 (+8.6%)

$136,100 + $386,800

$522,900

2018

$5,074 (+1.0%)

$136,100 + $348,100

$484,200

2017

$5,026 (−0.8%)

$136,100 + $338,500

$474,600

2016

$5,068 (−1.2%)

$136,100 + $324,600

$460,700

2015

$5,129 (+2.0%)

$154,700 + $268,800

$423,500

2014

$5,027 (−4.3%)

$154,700 + $244,900

$399,600

2013

$5,251 (+19.5%)

$154,700 + $244,900

$399,600

2012

$4,393 (+1.9%)

$141,900 + $195,000

$336,900

2009

$4,309 (+16.7%)

$141,900 + $195,000

$336,900

2006

$3,692

$159,000 + $188,300

$347,300

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

Public record

Public record
Zoning
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

5,663 Sq. Ft.

Year renovated

—

Sq. Ft.

1,230

Year built

1927

Style

Single Family Residential

County

Suffolk County

APN

1433133

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

WEST ROXBURY NEIGHBORHOOD-1F-6000

West Roxbury Neighborhood-One-Family Residential Subdistrict

The One-Family Residential (1F) Subdistricts are established to preserve, maintain and promote low density one-family neighborhoods, to provide for new infill construction appropriate to the existing fabric, and to allow minor changes to occur as-of-right. In a 1F Subdistrict, the maximum number of Dwelling Units allowed in a single Building shall be 1.

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Housing-Group
Housing-Single unit
Park & open space

Feb 16, 2022 • Final

Short form bldg

Perform exterior renovations on a residential building.

Demolition

Remodel

May 23, 2019 • Final

Electrical

Work on electrical systems.

Electrical

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Open Parking Spaces: 3
Parking Spaces: 4
Parking Features: Detached, Paved Drive, Off Street, Tandem, On Street

Interior

Master Bedroom Information
Area: 272
Length: 16
Width: 17
Level: First
Features: Ceiling Fan(s),Walk-In Closet(s)

Bedroom #2 Information
Area: 192
Length: 12
Width: 16
Level: Second

Bedroom #3 Information
Area: 168
Length: 12
Width: 14
Level: Second

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First
Features: Bathroom - Full

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Basement
Features: Bathroom - Half

Living Room Information
Area: 187
Length: 11
Width: 17
Level: First
Features: Crown Molding

Family Room Information
Area: 230
Length: 10
Width: 23
Level: Basement

Dining Room Information
Area: 132
Length: 11
Width: 12
Level: First
Features: Chair Rail,Crown Molding

Kitchen Information
Area: 180
Length: 12
Width: 15
Level: First

Basement Information
Basement: Full, Finished, Walk-Out Access, Sump Pump

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Appliances
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer

Interior Features
# of Rooms (Total): 7
Door Features: Storm Door(s)
Window Features: Storm Window(s)
Flooring: Wood, Tile, Carpet
Interior Features: Den

Exterior

Building Information
Building Area (Total): 1,700
Foundation Area: 900
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: Turquoise

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio
Exterior Features: Porch, Porch - Enclosed, Deck, Patio, Rain Gutters, Fenced Yard, Garden

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 1700
Below Grade Finished Area: 250
Security Features: Security System

Lot Information
Lot Size (Acres): 0.13
Lot Features: Level
Frontage Length: 50
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,302
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Baseboard, Hot Water
Cooling: Central Air, Ductless

Location

Location Information
Directions: VFW Parkway to Baker to Rumford
UnparsedAddress: 105 Chesbrough Rd, Boston MA 02132

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Public School, T-Station

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,230
Stories: 1.0
Lot Size: 5,663 square feet
Style: Single Family Residential
Year Built: 1927
Year Renovated: —
County: Suffolk County
APN: 1433133

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Lyndon K-8 School

Public PreK-8 • Assigned • 0.5mi

6/10

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

3/10 Fire Factor

0.31% chance of being 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

61% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

West Roxbury, MA • 02132

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

$941,000 – $1.14M

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New listings for sale in 02132

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OPEN THU, 5PM TO 6:30PM3D WALKTHROUGH

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$479,900

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4975 Washington St #310, West Roxbury, MA 02132

$382,000

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Home values near 105 Chesbrough Rd

Data from public records.

Address	Redfin Estimate
93 Chesbrough Road, West Roxbury, MA 3 Beds \| 1.5 Baths \| 1085 Sq. Ft.	$811,500
107 Chesbrough Road, West Roxbury, MA 4 Beds \| 1 Baths \| 2296 Sq. Ft.	$827,746

Address	Redfin Estimate
97 Chesbrough Road, West Roxbury, MA 4 Beds \| 2 Baths \| 2236 Sq. Ft.	$1,004,109
111 Chesbrough Road, West Roxbury, MA 2 Beds \| 1 Baths \| 985 Sq. Ft.	$710,202

Address	Redfin Estimate
101 Chesbrough Road, West Roxbury, MA 3 Beds \| 2 Baths \| 1288 Sq. Ft.	$923,852
89 Chesbrough Road, West Roxbury, MA 3 Beds \| 1 Baths \| 1586 Sq. Ft.	$704,709

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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