55 Penniman Rd

4,320 Sq. Ft.
$1,042 / Sq. Ft.
4,320
Sq. Ft.
$1,042
per Sq. Ft.

Description

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...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.
  1. Listed by Rachel Goldman • MGS Group Real Estate LTD

Property Details for 55 Penniman Road

Town
Brookline
Area
MA-Brookline
Architectural Style
Tudor
Style
Tudor
Garage Spaces
2
Open Parking Spaces
5.00
Parking Spaces Total
5
LISTING UPDATED: 03/16/2026 03:05 AM

Property Details for 55 Penniman Road

StatusActive
MLS #73486005
Days on Market9
Taxes$33,362 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1922
CountyNorfolk County

Location

Listing Courtesy of MGS Group Real Estate LTD, Rachel Goldman
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Building Information for 55 Penniman Road

Stories-Year Built1922Building Size-Lot Size0.30 AC / 13,220 SF

Payment Calculator

$24,619 per month

30 year fixed, 6.11% Interest

Principal and Interest

$21,839

Property Taxes

$2,780

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 55 Penniman Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Medical Facility, Public School, T-Station
  • Living Area: 4320.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Hayes
  • High School: Bhs
  • Middle School: Hayes
Features
Interior Features
  • Basement Features: Full
  • Num of Baths: 5.0
  • Num of Full Baths: 3
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 4.00
  • Bathrooms Total Integer: 5
  • FireplaceYN: Yes
  • Fireplaces: 3
  • SpaYN: No
Exterior Features
  • Lot Description: Corner Lot
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached
  • Parking Features: Detached
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Hot Water, Radiant, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Taxes include residential exemption. The bathroom on the third floor was never used and not operational.
Tax Information
  • Tax ID: B:260 L:0003 S:0000,38944
  • Assessments: $3,666,700
  • Book: 0
  • Tax Year: 2025
  • Zoning: S10
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Stone
  • Cooling Zones: 3
  • Heat Zones: 5
Complex & Association Information
  • Adult Community: No

Property History for 55 Penniman Road

DateEvent & SourcePriceAppreciation
Mar 12, 2026

Listed (Active)

MLS PIN #73486005

$4,500,000
May 14, 1991

Sold (Public Record)

Public Record #88319565

$390,000
DateEvent & SourcePrice
03/12/2026

Listed (Active)

MLS PIN #73486005

$4,500,000
05/14/1991

Sold (Public Record)

Public Record #88319565

$390,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Penniman Road

Taxable ValueLand$1,596,100Additions$2,070,600Total$3,666,700
Tax Record2025$36,190 ($3,016 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt4,135 SqFtAbove Grade Finished SqFt4,135 SqFtUnfinished Basement SqFt1,651 SqFtStories2Lot Size13,220 SqFtStyleSingle Family ResidenceYear Built1922Year Renovated1975ZoningS10CountyNORFOLKAPNBROO B:260 L:0003 S:0000Fireplace TypeHas Fireplace

Schools near 55 Penniman Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - PK to 12
Private - PK to 6
Rating
School
Distance
Roland Hayes School
PublicPK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

The Chestnut Hill School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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55 Penniman Road is a single family home for sale in Brookline, MA 02445. This property was listed for sale on March 12, 2026 by MGS Group Real Estate LTD, it's currently listed at $4,500,000. It has been on the market for a total of 9 days and was last sold on May 14, 1991. This listing's school district is Brookline School District. Nearby schools include Roland Hayes School, Brookline High School and Maimonides School. 55 Penniman Road is a 4-bed, 5-bath, 4,320 sqft single family home built in 1922.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of MGS Group Real Estate LTD, Rachel Goldman

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.