Single Family Residence at 55 Penniman Rd, Brookline MA 02445
Single Family Residence at 55 Penniman Rd, Brookline MA 02445, photo 2 of 26
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26 photos

$3,995,000

55 Penniman Rd, Brookline MA 02445
Brookline, MA 02445
Listed by Rachel Goldman
Bedrooms
4
Bathrooms
4
Living area
4,320 sqft
Year built
1922

About this home

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.

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73486005
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
225
On market date
March 12, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
2
Parking spaces
5
Lot size
0.3 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Heath
0.32 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
457
Student:teacher ratio
12.0:1
District
Brookline
Middle
Bigelow Middle
2.22 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
465
Student:teacher ratio
9.5:1
District
Newton
High
Brookline High
1 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Walkability

Blended score for Brookline's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

81
Highly walkable
out of 100
EPA National Walkability Index
13.5 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores4
Parks19
Schools20
Transit stops20
Pharmacies6

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 225 days -- 118 more days than Brookline's current average of 107 days.
For reference, the median list price across 885 active listings in Brookline right now is $9,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$24,208/mo
$799,000 down
$3,196,000 loan
Principal & interest$20,729
Property tax (est.)$3,329
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 26, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.