111 Chestnut St. $429,000, Brookline, MA 02445

Off market aug 2003 for $502K

$1,080,650

Est. refi paymentEst. refi $3,072/mo

•

1,390

sq ft

111 Chestnut St. $429,000, Brookline, MA 02445

About this home

Single-familyProperty Type

1955Year Built

5,375 sq ftLot Size

$777Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Jonathan Ufland • Prudential Unlimited Realty - Brookline

Bought with Spiros Pappas • RE/MAX Select Realty

Redfin checked: a minute ago

•Source:MLS PIN #30744022

Redfin Estimate

$1,080,650

$579K since sold in August 2003$22K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.1% lower than the average sale price ($1.46M) of 6 comparable homes.

SOLD AUG 28, 2026
$1,151,000
A
3 beds1.5 baths1,457 sq ft
43 Bowditch Rd, Jamaica Plain, MA 02130
SOLD JUL 22, 2026
$1,710,000
B
3 beds2.5 baths2,188 sq ft
299 Pond St, Jamaica Plain, MA 02130
SOLD JUN 23, 2026
$1,750,000
C
3 beds1.5 baths1,380 sq ft
14A Linden Pl, Brookline, MA 02445
SOLD AUG 28, 2026
$1,543,000
D
3 beds2.5 baths2,013 sq ft
24 Cedarwood Rd, Jamaica Plain, MA 02130
SOLD AUG 14, 2026
$1,156,000
E
3 beds2 baths1,986 sq ft
11 Country Rd, Chestnut Hill, MA 02467
SOLD AUG 14, 2026
$1,459,450
F
3 beds2.5 baths2,576 sq ft
63 Mossdale Rd, Jamaica Plain, MA 02130

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Earn from this home

Sell

$889,093

Est. take-home

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Refinance

Est. cash available

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Rent

$4,705/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.3%

1.5% MoM

Median sale price

$1.0M

$142K MoM

Avg. days on market

56d

14 days MoM

Recently sold homes

16 MoM

New listings for sale

NEW 11 HRS AGO
$1,199,000
2 beds2 baths1,220 sq ft
89 Glen Rd #5, Brookline, MA 02445
NEW 16 HRS AGO
$2,195,000
3 beds3.5 baths3,525 sq ft
301 Goddard Ave #301, Brookline, MA 02445
OPEN FRI, 12PM TO 1:30PM
$899,000
2 beds2 baths1,095 sq ft
127 Winthrop Rd Unit 1A, Brookline, MA 02445
$479,000
1 bed1 bath632 sq ft
133 Beaconsfield Rd #14, Brookline, MA 02445
OPEN TODAY, 11:30AM TO 1PM
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
$499,000
1 bed1 bath615 sq ft
136 Beaconsfield Rd #2, Brookline, MA 02445
$635,000
2 beds1 bath806 sq ft
1834 Beacon St #5, Brookline, MA 02445
$8,400,000
7 beds7 baths8,540 sq ft
54 Sargent Rd, Brookline, MA 02445
$5,398,000
5 beds4.5 baths7,058 sq ft
15 Catlin Rd, Brookline, MA 02445
$399,000
Studio1 bath500 sq ft
44 Washington St #1105, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 111 Chestnut St. $429,000

Year

Property tax

Land + Additions

Assessment*

2023

$9,225 (+2.7%)

$612,300 + $313,000

$925,300

2022

$8,979 (+8.1%)

$583,100 + $298,100

$881,200

2021

$8,305 (+11.1%)

$560,700 + $286,700

$847,400

2020

$7,478 (+5.9%)

$509,800 + $281,500

$791,300

2019

$7,061 (+3.7%)

$485,500 + $268,100

$753,600

2018

$6,806 (+1.5%)

$422,700 + $296,800

$719,500

2017

$6,708 (+1.7%)

$398,900 + $280,000

$678,900

2016

$6,594 (+4.4%)

$372,800 + $260,000

$632,800

2015

$6,316 (+4.9%)

$348,400 + $243,000

$591,400

2014

$6,021 (+0.7%)

$316,700 + $211,900

$528,600

2013

$5,979 (+2.2%)

$307,500 + $205,700

$513,200

2012

$5,850 (−1.3%)

$307,500 + $205,700

$513,200

2011

$5,930 (+3.0%)

$307,900 + $216,900

$524,800

2010

$5,757 (+12.0%)

$307,900 + $216,900

$524,800

2009

$5,140

$308,200 + $172,600

$480,800

Tax history for 111 Chestnut St. $429,000

Year

Property tax

Land + Additions

Assessment*

2023

$9,225 (+2.7%)

$612,300 + $313,000

$925,300

2022

$8,979 (+8.1%)

$583,100 + $298,100

$881,200

2021

$8,305 (+11.1%)

$560,700 + $286,700

$847,400

2020

$7,478 (+5.9%)

$509,800 + $281,500

$791,300

2019

$7,061 (+3.7%)

$485,500 + $268,100

$753,600

2018

$6,806 (+1.5%)

$422,700 + $296,800

$719,500

2017

$6,708 (+1.7%)

$398,900 + $280,000

$678,900

2016

$6,594 (+4.4%)

$372,800 + $260,000

$632,800

2015

$6,316 (+4.9%)

$348,400 + $243,000

$591,400

2014

$6,021 (+0.7%)

$316,700 + $211,900

$528,600

2013

$5,979 (+2.2%)

$307,500 + $205,700

$513,200

2012

$5,850 (−1.3%)

$307,500 + $205,700

$513,200

2011

$5,930 (+3.0%)

$307,900 + $216,900

$524,800

2010

$5,757 (+12.0%)

$307,900 + $216,900

$524,800

2009

$5,140

$308,200 + $172,600

$480,800

*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
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5,227 Sq. Ft.

Year renovated

1959

Sq. Ft.

1,490

Year built

1955

Style

Single Family Residential

County

Norfolk County

APN

41242

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Jun 18, 2020 • Active

Residential electrical

Install a control panel, keypad, and outdoor camera.

Electrical

May 7, 2017 • Active

Residential electrical

Upgrade the security system. Install a cell guard and an internet hub.

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
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Under, Off Street, Tandem

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: First

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Basement

Living Room Information
Level: First

Family Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Partial, Partially Finished, Garage Access

Interior Features
# of Rooms (Total): 6
Flooring: Wood, Vinyl, Carpet

Exterior

Building Information
Building Area (Total): 1,390
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Brick
Year Built Source: Public Records
Year Built Details: Actual
Color: BROWN/WH

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.12
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $2,479
Tax Year: 2003

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

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

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: CYPRESS/RT ON KENDALL/LEFT ON CHESTNUT
UnparsedAddress: 111 Chestnut St. $429,000, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,490
Stories: 1.0
Lot Size: 5,227 square feet
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1959
County: Norfolk County
APN: 41242

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.6mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
1 month ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
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Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.15% 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

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

Brookline, MA • 02445

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

$1.03M – $1.24M

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Home values near 111 Chestnut St. $429,000

Data from public records.

Address	Redfin Estimate
117 Chestnut St, Brookline, MA 6 Beds \| 2 Baths \| 2112 Sq. Ft.	$1,624,778
99 Chestnut St Apt 1, Brookline, MA 1 Beds \| 1 Baths \| 600 Sq. Ft.	$431,907

Address	Redfin Estimate
115 Chestnut St, Brookline, MA 4 Beds \| 2 Baths \| 1140 Sq. Ft.	$1,278,202
99 Chestnut St Apt 2, Brookline, MA 1 Beds \| 1 Baths \| 599 Sq. Ft.	$455,880

Address	Redfin Estimate
99 Chestnut St Apt 1B, Brookline, MA 1 Beds \| 1 Baths \| 649 Sq. Ft.	$442,149
99 Chestnut St Apt 3, Brookline, MA 1 Beds \| 1 Baths \| 599 Sq. Ft.	$438,530

Property information provided by MLS PIN when last listed in 2003. This data may not match . Learn more.

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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 02445, MA

Sale history for 111 Chestnut St. $429,000

Tax history for 111 Chestnut St. $429,000

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 111 Chestnut St. $429,000

More real estate resources