Google street view image for 55 Penniman Rd, Brookline, MA 02445

Off market may 1991 for $390K

$3,561,394

Est. refi paymentEst. refi $2,587/mo

•

4.5 ba

•

4,135

sq ft

55 Penniman Rd, Brookline, MA 02445

About this home

55 Penniman Rd is a 4,135 square foot house on a 0.3 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on May 14, 1991 for $390,000. Based on Redfin's Brookline data, we estimate the home's value is $3,561,394.

Single-familyProperty Type

1922Year Built

0.3 acresLot Size

$861Est. Price/Sq.Ft.

2 garage spacesParking

Source:Public Records

Redfin Estimate

$3,561,394

$3.2M since sold in May 1991$16K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.3% higher than the average sale price ($2.89M) of 6 comparable homes.

SOLD JUN 15, 2026
$3,300,000
A
4 beds4.5 baths3,628 sq ft
98 Spooner Rd, Chestnut Hill, MA 02467
SOLD JUN 26, 2026
$2,950,000
B
4 beds3.5 baths3,230 sq ft
59 Randolph, Chestnut Hill, MA 02467
SOLD JUN 15, 2026
$2,200,000
C
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD MAR 6, 2026
$3,400,000
D
4 beds4.5 baths4,182 sq ft
115 Clark Rd, Brookline, MA 02445
SOLD JUL 29, 2026
$2,200,000
E
4 beds3.5 baths2,800 sq ft
25 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD MAY 14, 2026
$3,285,000
F
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445

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Earn from this home

Sell

$3,383,891

Est. take-home

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Refinance

Est. cash available

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Rent

$8,658/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's 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

$399,000
Studio1 bath500 sq ft
44 Washington St #1105, Brookline, MA 02445
VIDEO TOUR
$2,550,000
4 beds4 baths3,498 sq ft
91 University Rd #2, Brookline, MA 02445
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #146, Brookline, MA 02445
$4,250,000
5 beds3.5 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
EARLY ACCESS
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
$495,000
1 bed1 bath655 sq ft
44 Washington St #303, Brookline, MA 02445
EARLY ACCESS
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #2, Brookline, MA 02445
$2,350,000
6 beds3 baths5,030 sq ft
309 Buckminster Rd, Brookline, MA 02445
$4,375,000
5 beds5.5 baths3,539 sq ft
291 Tappan St #291, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 55 Penniman Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,798 (+2.7%)

$1,096,500 + $2,092,900

$3,189,400

2022

$30,952 (+8.1%)

$1,044,300 + $1,993,200

$3,037,500

2021

$28,623 (+7.9%)

$1,004,100 + $1,916,600

$2,920,700

2020

$26,527 (+5.9%)

$912,800 + $1,894,300

$2,807,100

2019

$25,050 (+6.5%)

$869,300 + $1,804,100

$2,673,400

2018

$23,512 (+2.8%)

$880,500 + $1,604,900

$2,485,400

2017

$22,870 (+1.5%)

$830,500 + $1,484,300

$2,314,800

2016

$22,542 (+4.4%)

$776,200 + $1,387,100

$2,163,300

2015

$21,593 (−0.5%)

$725,400 + $1,296,400

$2,021,800

2014

$21,699 (+0.7%)

$659,500 + $1,245,600

$1,905,100

2013

$21,548 (+3.3%)

$640,300 + $1,209,300

$1,849,600

2012

$20,865 (+7.4%)

$640,300 + $1,190,000

$1,830,300

2011

$19,420 (+3.0%)

$608,700 + $1,109,900

$1,718,600

2010

$18,853 (+2.7%)

$608,700 + $1,109,900

$1,718,600

2009

$18,353

$606,900 + $1,109,900

$1,716,800

Tax history for 55 Penniman Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,798 (+2.7%)

$1,096,500 + $2,092,900

$3,189,400

2022

$30,952 (+8.1%)

$1,044,300 + $1,993,200

$3,037,500

2021

$28,623 (+7.9%)

$1,004,100 + $1,916,600

$2,920,700

2020

$26,527 (+5.9%)

$912,800 + $1,894,300

$2,807,100

2019

$25,050 (+6.5%)

$869,300 + $1,804,100

$2,673,400

2018

$23,512 (+2.8%)

$880,500 + $1,604,900

$2,485,400

2017

$22,870 (+1.5%)

$830,500 + $1,484,300

$2,314,800

2016

$22,542 (+4.4%)

$776,200 + $1,387,100

$2,163,300

2015

$21,593 (−0.5%)

$725,400 + $1,296,400

$2,021,800

2014

$21,699 (+0.7%)

$659,500 + $1,245,600

$1,905,100

2013

$21,548 (+3.3%)

$640,300 + $1,209,300

$1,849,600

2012

$20,865 (+7.4%)

$640,300 + $1,190,000

$1,830,300

2011

$19,420 (+3.0%)

$608,700 + $1,109,900

$1,718,600

2010

$18,853 (+2.7%)

$608,700 + $1,109,900

$1,718,600

2009

$18,353

$606,900 + $1,109,900

$1,716,800

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

Permits

Sep 15, 2026 • Final

Residential electrical

Install electrical wiring in a garage.

Electrical

Sep 15, 2026 • Final

Residential plumbing

Install a plumbing irrigation meter.

Plumbing

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

Interior

Basement Information
Basement Sq. Ft: 1,651
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 3
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Tudor
Construction Type: Frame
Exterior Wall: Stone/Stucco
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,135
Gross Sq. Ft: 7,302
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 13,068
Municipality Name: BROOKLINE
Acres: 0.3
Zoning Code: S10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,135
Stories: 2.0
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 1922
Year Renovated: 1975
County: Norfolk County
APN: 38944

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.0mi

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...
4 weeks 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

54% 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

86/ 100

Very good sunlight

Sunscore

This home ranks in the top 15% for direct sun exposure in Brookline. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.38M – $4.10M

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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44 Washington St #303, Brookline, MA 02445

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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Home values near 55 Penniman Rd

Data from public records.

Address	Redfin Estimate
44 Penniman Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 5706 Sq. Ft.	$4,201,646
199 Dean Rd, Brookline, MA 6 Beds \| 4.5 Baths \| 5094 Sq. Ft.	$3,176,427

Address	Redfin Estimate
47 Penniman Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 3141 Sq. Ft.	$2,896,568
207 Dean Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 5032 Sq. Ft.	$4,164,591

Address	Redfin Estimate
473 Chestnut Hill Ave, Brookline, MA 6 Beds \| 4.5 Baths \| 5662 Sq. Ft.	$3,674,733
60 Willard Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 4820 Sq. Ft.	$3,275,577

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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 55 Penniman Rd

Tax history for 55 Penniman Rd

Permits

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 55 Penniman Rd

More real estate resources