SOLD OCT 10, 2025

Off Market Oct 2025 for $820K

$923,852

Est. refi paymentEst. refi $2,410/mo

•

1,288

sq ft

101 Chesbrough Rd, West Roxbury, MA 02132

About this home

Charmingly sunlit cape with flowing floorplan conducive to gathering by the gas fireplace in the living room with bay window or play games in the adjacent family room. Ease of conversing from the open kitchen into the skylighted dining room. Host dinners on the back deck or bring Fido to the fenced in back yard for a doggie playdate. One bedroom on main living level with full bath and king bed worthy bedroom plus kids bedrooms on upper level with full jacuzzi bath. Or take your pick on which room to use for an office. Closets galore for organization. Separate exterior full door walkout basement for easy storage of outdoor equipment. Conveniently located by the best of what West Roxbury has to offer, have brunch at Rox Diner, coffee at Recreo, or watch a game at the Boston Ale House, West Roxbury Commuter Rail station to downtown and do your weekly shop at Roche Bros. Market all within close proximity.

Single-familyProperty Type

1955Year Built

5,500 sq ftLot Size

$717Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Christine Li • Prism Real Estate Group

Bought with Ed Greable & Company • Keller Williams Realty Boston Northwest

Redfin checked: a minute ago

•Source:MLS PIN #73429241

Redfin Estimate

$923,852

$104K since sold in October 2025$1,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20% higher than the average sale price ($770K) of 6 comparable homes.

SOLD MAY 8, 2026
$870,000
A
3 beds2 baths1,441 sq ft
64 Newfield St, West Roxbury, MA 02132
SOLD MAY 20, 2026
$842,300
B
3 beds1.5 baths1,315 sq ft
39 Chellman St, West Roxbury, MA 02132
SOLD JUL 31, 2026
$615,000
C
3 beds1.5 baths1,370 sq ft
46 Brucewood St, West Roxbury, MA 02132
SOLD DEC 11, 2025
$725,000
D
3 beds2 baths1,679 sq ft
59 Chesbrough Rd, West Roxbury, MA 02132
SOLD JUL 20, 2026
$755,000
E
4 beds2 baths1,209 sq ft
11 Hartlawn Rd, West Roxbury, MA 02132
SOLD DEC 12, 2025
$810,250
F
3 beds2 baths1,700 sq ft
105 Chesbrough Rd, West Roxbury, MA 02132

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Sell

$231,066

Est. take-home

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Refinance

Est. cash available

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Rent

$3,255/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

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OPEN SAT, 12PM TO 1PM
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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 TODAY, 12PM TO 1PM
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4 beds2 baths1,572 sq ft
18 Thurlow St, West Roxbury, MA 02132
OPEN TODAY, 5PM TO 6:30PM
$775,000
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71 Temple St, West Roxbury, MA 02132
OPEN SAT, 10AM TO 2PM
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4975 Washington St #310, West Roxbury, MA 02132
See all

Provided by Redfin

Sale history for 101 Chesbrough Rd

Date

Event

Price

MLS PIN #73429241

Oct 10, 2025

Sold

$820,000

$637/sq ft

Sep 18, 2025

Contingent

—

Sep 10, 2025

Listed

$799,000

$620/sq ft

MLS PIN #72791921

Apr 9, 2021

Sold

$735,000

$571/sq ft

Mar 2, 2021

Listed

$665,000

$516/sq ft

+32

Prime location! Spacious and charming cape with several updates and a perfectly groomed backyard for summertime fun. This beautiful home features a bright, sun-filled living room w/ working gas log fireplace & a bay window. This home also includes a large open concept dining room/eat-in kitchen that has been recently updated with an island unit & dining area with skylights. 1st floor master & full bath. 2nd floor has 2 large bedrooms & updated bath w/ jacuzzi tub. Gleaming hardwood floors throughout. Full unfinished basement w/ walk out - great for future expansion. Updated electric, roof approx.15 years old, gas heat w/3 zones and central AC. 1 car garage & a fabulous large fenced in back yard. Convenient location, short distance to train to Boston, Centre Street restaurants, stores and Millennium Park. Highly sought-after neighborhood only 2 miles to Mt. Ida College/Newton. SHOWING START AT OPEN HOUSE Sat 3/6 & Sun 3/7 12PM-2PM. OFFERS DUE MON 3/8 at 5PM.

MLS PIN #71806703

Jun 30, 2015

Pending

—

Jun 30, 2015

Sold

$491,500

$382/sq ft

May 12, 2015

Pending

—

May 8, 2015

Listing Removed

—

Apr 6, 2015

Listing Removed

—

Apr 6, 2015

Pending

—

Mar 26, 2015

Listed

$459,900

$357/sq ft

Prime location! Spacious and charming cape with many updates, it features a bright sun filled fireplace living room with a bay window, large dining room, eat in kitchen with maple cabinets, island unit and dining area with skylights. 1st floor master and full bath. 2nd floor has two large bedrooms and updated bath with jacuzzi tub. Gleaming hardwood floors throughout, Full unfinished basement with high ceilings and walk out, great for future expansion. Updated electric, roof approx 10 years, gas heat with 3 zones. Some new windows, One car garage and shed on a fabulous large fenced in back yard.Convenient location, A hop, skip and jump to train to Boston, Centre Street restaurants, stores and Millennium Park. Highly sought after neighborhood only two miles to Mt. Ida College/Newton, A gem! Come See!

MLS PIN #70931088

Jul 28, 2009

Sold

$381,000

$296/sq ft

Jul 22, 2009

Contingent

—

Jun 9, 2009

Listed

$379,900

$295/sq ft

Public Records

Aug 6, 2003

Sold

$372,500

$289/sq ft

MLS PIN #50497872

Sep 30, 1998

Sold

$187,500

$146/sq ft

Aug 26, 1998

Listing Removed

—

May 2, 1998

Listed

$199,000

$155/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,283 (+9.1%)

$195,700 + $389,300

$585,000

2022

$5,758 (+7.4%)

$177,900 + $351,300

$529,200

2021

$5,360 (+4.9%)

$174,400 + $327,900

$502,300

2020

$5,109 (+5.6%)

$157,900 + $325,900

$483,800

2019

$4,837 (+8.6%)

$138,500 + $320,400

$458,900

2018

$4,453 (+1.0%)

$138,500 + $286,400

$424,900

2017

$4,410 (−0.8%)

$138,500 + $277,900

$416,400

2016

$4,447 (−6.2%)

$138,500 + $265,800

$404,300

2015

$4,743 (+2.0%)

$155,700 + $236,000

$391,700

2014

$4,650 (−4.3%)

$155,700 + $213,900

$369,600

2013

$4,857 (+10.9%)

$155,700 + $213,900

$369,600

2012

$4,378 (+2.0%)

$142,800 + $192,900

$335,700

2009

$4,294 (+16.2%)

$142,800 + $192,900

$335,700

2006

$3,694

$159,800 + $187,700

$347,500

Tax history for 101 Chesbrough Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,283 (+9.1%)

$195,700 + $389,300

$585,000

2022

$5,758 (+7.4%)

$177,900 + $351,300

$529,200

2021

$5,360 (+4.9%)

$174,400 + $327,900

$502,300

2020

$5,109 (+5.6%)

$157,900 + $325,900

$483,800

2019

$4,837 (+8.6%)

$138,500 + $320,400

$458,900

2018

$4,453 (+1.0%)

$138,500 + $286,400

$424,900

2017

$4,410 (−0.8%)

$138,500 + $277,900

$416,400

2016

$4,447 (−6.2%)

$138,500 + $265,800

$404,300

2015

$4,743 (+2.0%)

$155,700 + $236,000

$391,700

2014

$4,650 (−4.3%)

$155,700 + $213,900

$369,600

2013

$4,857 (+10.9%)

$155,700 + $213,900

$369,600

2012

$4,378 (+2.0%)

$142,800 + $192,900

$335,700

2009

$4,294 (+16.2%)

$142,800 + $192,900

$335,700

2006

$3,694

$159,800 + $187,700

$347,500

*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

Stories

Lot width

—

Lot depth

—

Lot size

5,663 Sq. Ft.

Year renovated

—

Sq. Ft.

1,192

Year built

1955

Style

Single Family Residential

County

Suffolk County

APN

1433132

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

Property details

Parking

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

Interior

Bathroom Information
# of Bathrooms (Full): 2

Basement Information
Basement: Full, Unfinished

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 8

Exterior

Building Information
Building Area (Total): 1,288
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.13

Financial

Tax Information
Tax Annual Amount: $7,609
Tax Year: 2025

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air
Cooling: Central Air

Location

Location Information
Directions: Use GPS.
UnparsedAddress: 101 Chesbrough Rd, Boston MA 02132

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, T-Station

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,192
Stories: 1.0
Lot Size: 5,663 square feet
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Suffolk County
APN: 1433132

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools
Places
Transit

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

5/10 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

$878,000 – $1.06M

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Home values near 101 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
105 Chesbrough Road, West Roxbury, MA 3 Beds \| 2 Baths \| 1700 Sq. Ft.	$989,599
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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