Prevu by reAlpha
BuySellBlogBrowse Listings

55 Penniman RdBrookline, MA 02445

For Sale

$4,500,000

Smart Buyer Rebate $22,500

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.

Listed by Rachel Goldman

·

MGS Group Real Estate LTD

·

617-302-8292

Last updated March 12, 2026

·

Source: MLSPin #73486005

Listing Facts

  • TypeSingle-family
  • NeighborhoodChestnut Hill
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu3
  • Taxes$33,362/year
  • Size4,320 sqft
  • Price per sqft$1,042

Amenities

  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

03/12/2026
Listed by MGS Group Real Estate LTD
$4,500,000

Property Details for 55 Penniman Rd

Association

Amenities

  • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Medical Facility, Public School, T-Station

Exterior

Construction

  • Year Built: 1922
  • Year Built Details: Approximate
  • Architectural Style: Tudor

Measurements

  • Building Area Total: 4,320
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 0.30
  • Lot Size Area: 0
  • Lot Size Square Feet: 13,220
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: B:260 L:0003 S:0000,38944
  • Tax Annual Amount: $33,362.00
  • Tax Assessed Value: $3,666,700.00
  • Tax Year: 2025

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 3

Measurements

  • Living Area: 4,320
  • Living Area Source: Measured

Rooms

  • Basement: Full
  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

General

  • Exclusions: Eagle Table In Hall/Living Room.

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 3
  • Parking Features: Detached
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Hayes

High School

  • High School: Bhs

Middle or Junior School

  • Middle Or Junior School: Hayes

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Hot Water, Radiant, Oil
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 55 Penniman Rd.

What schools are nearby to 55 Penniman Rd?

Nearby schools include the Hayes Elementary School, Hayes Middle School, and Bhs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 55 Penniman Rd.

What are the annual taxes for 55 Penniman Rd?

Annual taxes for this single-family home are estimated at $33,362.

How does 55 Penniman Rd compare to other single-family homes in Chestnut Hill?

This single-family home is listed 34% below the average price for single-family homes in Chestnut Hill and has been on the market for 30 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,320 sqft.

55 Penniman Rd is a 4-bedroom, 5-bath single-family home for sale in Brookline MA 02445. Listed on Prevu for 3 days at $4,500,000. This home features 4,320 square feet of living space, located in Chestnut Hill. The median listing price for single-family homes in this area is $4,945,000. Nearby schools include Hayes Elementary School, Hayes Middle School, and Bhs High School. Property amenities include air conditioning and parking. Browse more single-family home listings in Massachusetts.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.