Single Family for Sale: 55 Penniman Rd, Brookline, MA 02445

4 beds
3 full, 2 half baths
4,320 sqft
$4,500,000
$4,500,000
55 Penniman Rd, Brookline, MA 02445
4 beds
3 full, 2 half baths
4,320 sqft
$4,500,000
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Price:
$4,500,000

Type Single Family
Style Tudor
Beds 4
Baths 3 full, 2 half baths
Square Feet 4,320 sqft
Garage Spaces 2
Lot Size 0.30 acres
Year Built 1922

City Brookline
County Norfolk

MLS 73486005
Status Active
DOM 31 days
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.

Lot & Building Features

Cooling Central Air
Heating Radiant, Hot Water, Oil
Sewer Public Sewer
Tax Year 2025
Taxes Paid $33,362
Water Public
Foundation Stone
Full Baths 3
Half Baths 2
Parking Detached
Total Rooms 12
Basement Feature Full
Garage Spaces 2
Fireplaces 3

Community and Schools

Elementary School Hayes
Junior High School Hayes
Senior High School Bhs

Price History of 55 Penniman Rd, Brookline, MA

Date Name Price Difference
03/12/2026 Listing Price $4,500,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Comparable Properties Sold Near By

Low
$3,400,000
$813 / sqft
Average
$3,663,125
$855 / sqft
High
$3,950,000
$933 / sqft

Address City Zip Beds Baths Price Sq. Ft. $/SQFT Sold Date
This Listing Brookline 02445 4 4.0 $4,500,000 4,320 $1,042 N/A
27 Walnut Pl Brookline 02445 4 3.5 $3,950,000 4,232 $933 08/01/2025
82 Kenilworth St Newton 02458 5 5.0 $3,480,000 4,488 $775 06/25/2025
43 Larch Road Cambridge 02138 5 4.5 $3,822,500 4,230 $904 12/16/2025
115 Clark Road Brookline 02445 4 4.5 $3,400,000 4,182 $813 03/06/2026

Map of 55 Penniman Rd, Brookline, MA

Location Map Street View
Photo of Jackie Nelson-Champagne, RENE, SRS
Direct: 603-943-2304
Office
PO Box 101
Merrimack, NH 03054
603-787-3155
Listed by MGS Group Real Estate LTD, Rachel Goldman
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55 Penniman Rd (MLS #73486005) is a tudor single family home located in Brookline, MA. This single family home is 4,320 sqft and on a lot of 13,220 sqft (or 0.30 acres) with 4 bedrooms, 4 baths and is 104 years old. This property was listed on 03/12/2026 and has been priced for sale at $4,500,000.

The 4 bedroom single family home at 115 Clark Road in Brookline is nearby and sold for $3,400,000 on 03/06/2026. Another nearby 4 bedroom single family home, 27 Walnut Pl in Brookline sold for $3,950,000 on 08/01/2025.

Nearby zip codes are 02134, 02135, 02446 and 02467. This property neighbors other cities such as Boston and Newton.

MLS PIN

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information courtesy of: MGS Group Real Estate LTD

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.