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55 Penniman Rd, Brookline MA 02445

$3,995,000

Estimated $27,396/month Calculator

Single Family

4 Bedrooms

Baths

4320

Total Parking: 7 (2 Garage)

13,220 (0.30)

Built in 1922

Located on a quiet and desirable street in North Brookline, this exceptional Arts and Crafts home, designed in 1920 by esteemed architect Charles Donagh Maginnis as his own residence, ranks among the finest of its kind in the United States. Carefully restored, modernized, and meticulously maintained, the house displays outstanding craftsmanship from its era and is featured in several books on architectural history. The well-thought-out floor plan includes elegant living and dining rooms, a large kitchen with an adjoining breakfast area, and a warm family room ideal for everyday living and entertaining. The upper levels feature multiple bedrooms, including a spacious primary suite with a home office, as well as versatile third-floor space perfect for guests or recreation. A sheltered, professionally designed backyard features a level lawn and expansive bluestone spaces, bordered by a low-maintenance native garden. A recently built two-car garage completes this extraordinary property.

This home has been viewed 20 times

Last Checked: July 3rd, 2026 at 4:30am (Source: MLS PIN #73486005)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 55 Penniman Rd, Brookline MA 02445

Listing ID73486005

Property TypeSingle Family / Detached

Price$3,995,000 ($924.77/SqFt)

StyleColonial

CityBrookline

CountyNorfolk

Neighborhood(s)Chestnut Hill (Brookline / Newton / Boston)

Garage Parking2

ZoningS10

Year Built1922

Year Built SourcePublic Records

Year Built DetailsApproximate

Interior Features for 55 Penniman Rd, Brookline MA 02445

Approximate Living Area Total4320

Living Area Includes BasementNo

Rooms12

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

Appliances

Flooring

Electric

Exterior Features for 55 Penniman Rd, Brookline MA 02445

Approximate Lot Size (Acres)0.3

Approximate Lot Size (Square Feet)13220

Total Parking7 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior Features

Foundation Materials

Construction Materials

Road Frontage Type

Patio & Porch

Roof Material

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 55 Penniman Rd, Brookline MA 02445

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsDining Room Chandelier

Compensation Based On

Financial Information for 55 Penniman Rd, Brookline MA 02445

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax33362

Tax Year2025

Assessed Value$3,666,700

Location Information for 55 Penniman Rd, Brookline MA 02445

Elementary SchoolHayes

Middle SchoolHayes

High SchoolBhs

Neighborhood(s)Chestnut Hill (Brookline / Newton / Boston)

Area AmenitiesWalk/jog Trails

Contact Information for 55 Penniman Rd, Brookline MA 02445

Agent

Name: Rachel Goldman

Office

Name: MGS Group Real Estate LTD

Phone: 617-714-4544

Payment Calculator

, Interest

Property Taxes 2780.17

Principal & Interest 24615.92

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

MGS Group Real Estate LTD

Rachel Goldman

Agent Phone

Office Phone

(617) 714-4544

Text Agent Call Agent Call Office

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EXIT

23 More Photos