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.
For sale
$4,500,000
55 Penniman Rd, Brookline, MA 02445
4beds
4,320sqft
Est.:
Single Family Residence
Built in 1922
0.3 Acres Lot
$4,245,800 Zestimate®
$1,042/sqft
$-- HOA
What's special
Level lawnRecently built two-car garageSheltered professionally designed backyardExpansive bluestone spaces
- 15 days |
- 1,927 |
- 88 |
Zillow last checked: 7 hours ago
Listing updated: March 16, 2026 at 12:05am
Listed by:
Rachel Goldman 617-302-8292,
MGS Group Real Estate LTD 617-714-4544
Source: MLS PIN,MLS#: 73486005
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Heating
- Hot Water, Radiant, Oil
Cooling
- Central Air
Features
- Basement: Full
- Number of fireplaces: 3
Interior area
- Total structure area: 4,320
- Total interior livable area: 4,320 sqft
- Finished area above ground: 4,320
Property
Parking
- Total spaces: 5
- Parking features: Detached
- Garage spaces: 2
- Uncovered spaces: 3
Lot
- Size: 0.3 Acres
- Features: Corner Lot
Details
- Parcel number: B:260 L:0003 S:0000,38944
- Zoning: S10
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Tudor
- Property subtype: Single Family Residence
Materials
- Foundation: Stone
Condition
- Year built: 1922
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Medical Facility, Public School, T-Station
HOA
- Has HOA: No
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $1,042/sqft
- Tax assessed value: $3,666,700
- Annual tax amount: $33,362
- Date on market: 3/12/2026
- Exclusions: Eagle Table In Hall/Living Room.
Estimated market value
$4,245,800
$3.74M - $4.84M
$7,709/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/12/2026 | Listed for sale | $4,500,000+1053.8%$1,042/sqft |
Source: MLS PIN #73486005 Report a problem | ||
| 5/14/1991 | Sold | $390,000$90/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $36,190 +4.8% | $3,666,700 +3.7% |
| 2024 | $34,547 +8.6% | $3,536,000 +10.9% |
| 2023 | $31,798 +2.7% | $3,189,400 +5% |
| 2022 | $30,952 +8.1% | $3,037,500 +4% |
| 2021 | $28,623 +7.9% | $2,920,700 +4% |
| 2020 | $26,527 +5.9% | $2,807,100 +5% |
| 2019 | $25,050 +6.5% | $2,673,400 +7.6% |
| 2018 | $23,512 +2.8% | $2,485,400 +7.4% |
| 2017 | $22,870 +1.5% | $2,314,800 +7% |
| 2016 | $22,542 +4.4% | $2,163,300 +7% |
| 2015 | $21,593 -0.5% | $2,021,800 +6.1% |
| 2014 | $21,699 +0.7% | $1,905,100 +3% |
| 2013 | $21,548 +3.3% | $1,849,600 +1.1% |
| 2012 | $20,865 +7.4% | $1,830,300 +6.5% |
| 2011 | $19,420 +3% | $1,718,600 |
| 2010 | $18,853 +2.7% | $1,718,600 +0.1% |
| 2009 | $18,353 +5.9% | $1,716,800 +0.8% |
| 2008 | $17,335 +0.3% | $1,702,800 -4.2% |
| 2007 | $17,287 +3% | $1,776,700 +1.1% |
| 2006 | $16,784 +5.1% | $1,757,500 +12.6% |
| 2005 | $15,971 | $1,561,200 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$26,876/mo
Principal & interest
$23051
Property taxes
$3825
More affordability tools
Climate risks
Neighborhood: 02445
Nearby schools
GreatSchools rating
- 8/10Roland Hayes SchoolGrades: K-8Distance: 0.3 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Hayes
- Middle: Hayes
- High: Bhs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 02445
- Massachusetts
- Norfolk County
- Brookline
- 02445
- 55 Penniman Rd







