+21 photos

55 Penniman Rd Brookline MA 02445

Active

$4,500,000

4,320 Square Feet

4 Bedrooms

3 Bathrooms

2 Half Bathrooms

5 Parking

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.

Property Details for 55 Penniman Rd

Total Rooms: 12

Bedrooms: 4

Bathrooms: 3Full 2Half

Living Area: 4,320

Lot Size (Acres/SF): 0.3/ 13,220

Lot Features:

Levels:

Total Parking Spaces: 5

Garage Spaces: 2

Parking Features: Detached

Listing ID: 73486005

Postal Code: 02445

Neighborhood: Chestnut Hill

Elementary School District: Roland Hayes

Elementary School Buffer Zone:

High School: Brookline High School

Year Built: 1922

Architectural Style:

Basement: Full

Features for 55 Penniman Rd

Heating: Hot Water, Radiant, Oil

Heating Zones:

Fireplaces: 3

Accessibility Features:

Association: False

Association Fee:

Fee Frequency:

Association Fee Includes:

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Central Air

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed:

Entry Level (Floor):

Entry Location:

Complex Complete: False

Total Units in Building:

Owner Occupied Units:

Utilities & Financials for 55 Penniman Rd

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $33,362

Assessed Value: $3,666,700

Tax Year: 2025

Disclosures for 55 Penniman Rd

Disclosures: Taxes include residential exemption. The bathroom on the third floor was never used and not operational.

Exclusions:

Property Attached: False

Historic District:

Zoning Code: S-10

Zoning Description: SINGLE-FAMILY

Zoning Category: single_family

Zoning FAR:

Zoning Min Lot: 10,000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 13 Located at Runkle School Gymnasium, 50 Druce Street (Front Entrance)

Listing Lifecycle for 55 Penniman Rd

List Date: 2026-03-12

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: MGS Group Real Estate LTD

Listing Agent: Rachel Goldman

Original List Price: $4,500,000

Sold Price: ()

Square Feet Disclosures:

Last Updated on: 2026-03-13 00:01:20 from: mls-pin

Buyer’s Office:

Buyer’s Agent: