Location

Nearby schools

School ratings (A+ to F) from HJN community data.

Heath School
PK-8 · Regular · Brookline School District
418 students · 13.3:1 student–teacher
Heath School school rating: A 0.3 mi
John D. Runkle School
PK-8 · Regular · Brookline School District
476 students · 12.9:1 student–teacher
John D. Runkle School school rating: A 0.3 mi
Yeshiva Ohr Yisrael High School for Boys
8-12 · Regular
48 students · 4.2:1 student–teacher
0.4 mi
Torah Academy
PK-8 · Regular
237 students · 9.5:1 student–teacher
0.7 mi
Baldwin Early Learning Center
EE-1 · Regular · Boston School District
165 students · 9.4:1 student–teacher
0.8 mi
Brimmer & May School
PK-12 · Regular
399 students · 6.2:1 student–teacher
0.8 mi
Michael Driscoll School
PK-8 · Regular · Brookline School District
567 students · 13.6:1 student–teacher
Michael Driscoll School school rating: A 0.8 mi
The Chestnut Hillschool
PK-6 · Regular
216 students · 4.9:1 student–teacher
0.9 mi

Nearby places

Within 2 miles of this home: 40+ restaurants and cafés, 15 grocery stores, 39+ parks and green spaces, and 29+ transit stops.

Place data from OpenStreetMap.

Food & drink

Nori Nori
Japanese restaurant · Chestnut Hill Avenue
0.2 mi
Cafe Landwer
Chestnut Hill Avenue
0.2 mi
My Happy Hunan Kitchen
Chinese restaurant
0.3 mi
Far Out New Zealand Style Ice Cream
Beacon Street
0.3 mi
Chipotle
Mexican restaurant · Beacon Street
0.3 mi
Eagle's Deli & Restaurant
0.3 mi
Pino's
0.3 mi
Kung Fu Tea
0.3 mi

Groceries

Star Market
Beacon Street
0.6 mi
Whole Foods Market
Washington Street
0.8 mi
Brighton Farmers Market
Chestnut Hill Avenue
1.1 mi
Johnny D's Fruit and Produce
Washington Street
1.2 mi
Kurkman's Market
1.3 mi
The Butcherie
Harvard Street
1.4 mi
Cheema's Super Market
Cambridge Street
1.4 mi
Stop & Shop
Harvard Street

Parks & recreation

Chestnut Hill Historic District
0.1 mi
Daniel W. Warren, Jr. Playground
0.2 mi
Cassidy Playground
0.3 mi
Fisher Hill Reservoir Park
0.4 mi
Little Field Park
0.4 mi
Jean B. Waldstein Playground
0.4 mi
Fisher Hill Historic District
0.4 mi
Strathmore Road Historic District
0.4 mi

Transit

Chestnut Hill Ave opp Buckminster Rd
0.1 mi
Chestnut Hill Ave @ Buckminster Rd
0.1 mi
Reservoir
0.2 mi
Reservoir - Green Line (D) - Park St & North
0.2 mi
Reservoir - Green Line (D) - Riverside
0.2 mi
Reservoir - Green Line (D)
0.2 mi
Chestnut Hill Ave opp Ackers Ave
0.2 mi
Chestnut Hill Ave @ Ackers Ave
0.2 mi

The 02445 market

Homes for sale: 76
Median list price: $1,195,000

Similar homes nearby

See all in 02445

Sources for the nearby listings shown on this page

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-29 12:32:00 UTC

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

No listing photos

55 Penniman Rd, Brookline MA 02445

5

Beds

4.5

Baths

4,135

Sqft

1922

Year built

Estimated value: $3,995,000

Range $3,590,153 – $4,399,847 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 55 published estimates over 6.7 years

$3,179,126 January 2020$3,995,000 August 2026

Highest reading $4,552,084 in February 2026; lowest $3,087,759 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

5 beds
4.5 baths
4,135 sqft
13,220 sqft lot
Built 1922
Stories: 2
Use: RESIDENTIAL

APN BROO B:260 L:0003 S:0000

Estimate your monthly payment

Home price

Down payment (20%)

$799,000

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$25,559/mo

Principal & interest$21,781

Property tax$3,662

Home insurance$117

Loan amount $3,196,000. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Land: $1,612,100
Structure: $1,961,300
Assessed total: $3,613,000
County market value: $3,620,070
Property tax billed: $36,997

Sale & deed history

February 18, 1998Not an arm's-length transfer—
April 27, 1993Not an arm's-length transfer—
February 24, 1992Not an arm's-length transfer—
May 29, 1991Not an arm's-length transfer—
May 14, 1991Arm's-length$390,000