Off Market Jun 2023 for $4.2M

$4,292,258

Est. refi paymentEst. refi $10,033/mo

•

5,706

sq ft

44 Penniman Rd, Brookline, MA 02445

About this home

44 Penniman is an incredibly handsome arts and crafts colonial on one of the most desirable streets in Brookline's Fisher Hill. Enter through awarm and welcoming foyer to the wood-paneled living room with a spacious study facing the beautiful and thoughtfully landscaped yard. The home offers a large and spacious dining room that is perfect for entertaining & a sunlit kitchen with custom cabinetry and top appliances. The home consists of 5 spacious bedrooms and 4.5 bathrooms over 5,706 sq ft, including a luxurious master suite. The home also offers a large, sunny third floor and a lower level featuring a large open space and a temperature-controlled wine cellar. The home was substantially renovated in 2010-2011 to also include new windows, updated wiring (including sound) and new systems throughout. An updated two-car garage completes this offering.

Single-familyProperty Type

1918Year Built

9,531 sq ftLot Size

$752Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Marika Feuerstein • Hammond Residential Real Estate

Bought with Joan Solomont • Coldwell Banker Realty - Brookline

Redfin checked: a minute ago

•Source:MLS PIN #73077701

Redfin Estimate

$4,292,258

$92K since sold in June 2023$87K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.6% higher than the average sale price ($3.42M) of 6 comparable homes.

SOLD JUN 15, 2026
$3,300,000
A
4 beds4.5 baths3,628 sq ft
98 Spooner Rd, Chestnut Hill, MA 02467
SOLD MAR 4, 2026
$2,995,000
B
5 beds4.5 baths3,370 sq ft
323 Clark Rd, Brookline, MA 02445
SOLD MAY 4, 2026
$4,600,000
C
5 beds6.5 baths4,300 sq ft
3 Cleveland, Brookline, MA 02445
SOLD MAY 14, 2026
$3,285,000
D
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
E
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD MAY 28, 2026
$4,125,000
F
5 beds4.5 baths4,001 sq ft
34 Hyslop Rd, Brookline, MA 02445

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Earn from this home

Sell

$918,534

Est. take-home

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Refinance

Est. cash available

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Rent

$8,351/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.1% MoM

Median sale price

$1.2M

$85K MoM

Avg. days on market

30d

9 days MoM

Recently sold homes

7 MoM

New listings for sale

$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
$2,200,000
9 beds3 baths4,364 sq ft
26 Parkway Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
$560,000
1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
$2,999,000
4 beds3.5 baths3,265 sq ft
52 Clinton Rd, Brookline, MA 02445
3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
372 Warren St, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 44 Penniman Rd

Date

Event

Price

MLS PIN #73077701

Jun 30, 2023

Sold

$4,200,000

$736/sq ft

Feb 9, 2023

Listed

$4,075,000

$714/sq ft

MLS PIN #72726363

Oct 30, 2020

Sold

$3,350,000

$587/sq ft

Sep 15, 2020

Listed

$3,650,000

$640/sq ft

44 Penniman (c. 1918) is an incredibly handsome arts and crafts colonial on one of the most desirable streets in Brookline's Fisher Hill. Enter through a warm and welcoming foyer to the wood-paneled living room with a spacious study facing the beautiful and thoughtfully landscaped yard. The home offers a large and spacious dining room that is perfect for entertaining & a sunlit kitchen with custom cabinetry and top appliances. The home consists of 5 spacious bedrooms and 4.5 bathrooms over 5,706 sq ft, including a luxurious master suite. The home also offers a large, sunny third floor and a lower level featuring a large open space and a temperature-controlled wine cellar. The home was substantially renovated in 2010-2011 to also include new windows, updated wiring (including sound) and new systems throughout. An updated two-car garage completes this offering.

MLS PIN #71023723

May 14, 2010

Sold

$2,000,000

$351/sq ft

Mar 8, 2010

Contingent

—

Jan 26, 2010

Listed

$2,200,000

$386/sq ft

A STUNNING 1918 ARTS AND CRAFTS INSPIRED BRICK/SLATE COL IN MOST DESIRABLE AREA.THIS IMPRESSIVE & ELEGANT HOME -THOUGHTFULLY RENOVATED-HAS MAGNIFICENT DETAIL-WARM WOODS,PANELED WALLS,HIGH CEILS,MULTIPLE FIREPLACES,DRAMATIC STAIRCASE,FRENCH DOORS, BEAUTIFUL WINDOWS-SUPERB ENTERTAINING ROOMS ARE COMBINED WITH INTIMATE FAMILY SPACES,ARCHITECT DESIGNED EIK,5 BED 4.5 BATHS,INCL A MASTER WITH FIREPLACE,GAME ROOM,OFFICE,FINISHED LL,SLATE PATIO.LEVEL FENCED YARD AND TWO CAR GAR.MINS TO T,SCHOOLS,SHOPS.

Public Records

May 31, 1990

Sold

$655,000

$115/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$32,922 (+2.7%)

$987,500 + $2,314,600

$3,302,100

2022

$32,046 (+8.1%)

$940,400 + $2,204,400

$3,144,800

2021

$29,633 (+7.5%)

$904,200 + $2,119,600

$3,023,800

2020

$27,553 (+5.9%)

$822,000 + $2,093,700

$2,915,700

2019

$26,020 (+1.0%)

$782,900 + $1,994,000

$2,776,900

2018

$25,762 (+1.5%)

$788,800 + $1,934,500

$2,723,300

2017

$25,384 (+1.5%)

$744,200 + $1,825,000

$2,569,200

2016

$25,019 (+17.9%)

$695,500 + $1,705,600

$2,401,100

2015

$21,214 (−1.0%)

$650,000 + $1,336,300

$1,986,300

2014

$21,437 (+0.7%)

$590,900 + $1,291,200

$1,882,100

2013

$21,288 (+2.2%)

$573,700 + $1,253,600

$1,827,300

2012

$20,831 (+3.7%)

$573,700 + $1,253,600

$1,827,300

2011

$20,083 (+9.3%)

$554,800 + $1,222,500

$1,777,300

2010

$18,374 (+2.7%)

$554,800 + $1,120,100

$1,674,900

2009

$17,887

$553,200 + $1,120,000

$1,673,200

Tax history for 44 Penniman Rd

Year

Property tax

Land + Additions

Assessment*

2023

$32,922 (+2.7%)

$987,500 + $2,314,600

$3,302,100

2022

$32,046 (+8.1%)

$940,400 + $2,204,400

$3,144,800

2021

$29,633 (+7.5%)

$904,200 + $2,119,600

$3,023,800

2020

$27,553 (+5.9%)

$822,000 + $2,093,700

$2,915,700

2019

$26,020 (+1.0%)

$782,900 + $1,994,000

$2,776,900

2018

$25,762 (+1.5%)

$788,800 + $1,934,500

$2,723,300

2017

$25,384 (+1.5%)

$744,200 + $1,825,000

$2,569,200

2016

$25,019 (+17.9%)

$695,500 + $1,705,600

$2,401,100

2015

$21,214 (−1.0%)

$650,000 + $1,336,300

$1,986,300

2014

$21,437 (+0.7%)

$590,900 + $1,291,200

$1,882,100

2013

$21,288 (+2.2%)

$573,700 + $1,253,600

$1,827,300

2012

$20,831 (+3.7%)

$573,700 + $1,253,600

$1,827,300

2011

$20,083 (+9.3%)

$554,800 + $1,222,500

$1,777,300

2010

$18,374 (+2.7%)

$554,800 + $1,120,100

$1,674,900

2009

$17,887

$553,200 + $1,120,000

$1,673,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

9,583 Sq. Ft.

Year renovated

1967

Sq. Ft.

4,809

Year built

1918

Style

Single Family Residential

County

Norfolk County

APN

38939

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Mar 3, 2026 • Active

Residential gas

Replace the gas boiler in a residential building.

Gas

Mar 3, 2026 • Active

Residential plumbing

Remove and replace a cross connection device.

Plumbing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
Parking Features: Detached, Paved Drive

Interior

Master Bedroom Information
Level: Second

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: Second

Bedroom #5 Information
Level: Third

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Second

Living Room Information
Level: First

Family Room Information
Level: Basement

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full, Finished

Laundry Information
Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4

Interior Features
# of Rooms (Total): 11
Flooring: Hardwood
Interior Features: Wine Cellar, Sun Room, Mud Room, 1/4 Bath, Bonus Room, Bathroom, Wired for Sound

Exterior

Building Information
Building Area (Total): 5,706
Foundation Details: Concrete Perimeter
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Actual
Lead Paint: Certified Treated

Exterior Features
Roof: Slate
Patio And Porch Features: Patio
Exterior Features: Patio

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.22
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $32,046
Tax Year: 2022

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Steam, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Penniman between Dean and Willard
UnparsedAddress: 44 Penniman Rd, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,809
Stories: 3.0
Lot Size: 9,583 square feet
Style: Single Family Residential
Year Built: 1918
Year Renovated: 1967
County: Norfolk County
APN: 38939

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
152 deals
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Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Brookline, MA • 02445

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$4.08M – $4.94M

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EARLY ACCESSCOMPASS COMING SOON

Unknown

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Home values near 44 Penniman Rd

Data from public records.

Address	Redfin Estimate
47 Penniman Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 3141 Sq. Ft.	$3,030,126
21 Penniman Rd, Brookline, MA 6 Beds \| 4.5 Baths \| 4170 Sq. Ft.	$3,948,843

Address	Redfin Estimate
55 Penniman Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 4135 Sq. Ft.	$3,874,416
8 Penniman Rd, Brookline, MA 6 Beds \| 5.5 Baths \| 3907 Sq. Ft.	$3,781,514

Address	Redfin Estimate
15 Penniman Rd, Brookline, MA 6 Beds \| 4.5 Baths \| 4186 Sq. Ft.	$3,858,505
18 Penniman Rd, Brookline, MA 4 Beds \| 3.5 Baths \| 3031 Sq. Ft.	$3,733,471

Property information provided by MLS PIN when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 44 Penniman Rd

Tax history for 44 Penniman Rd

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 44 Penniman Rd

More real estate resources