For sale

$1,495,000

Est. $9,485/mo —

•

3,056

sq ft

39-41 Donnybrook Rd, Brighton, MA 02135

About this home

Exceptional two-family opportunity in Boston's highly desirable Brighton neighborhood. This beautifully maintained and landscaped property is ideal for an owner-occupant seeking rental income or for investors looking for a strong portfolio addition. The second-floor unit features four spacious bedrooms and two full bathrooms, offering generous living space, abundant natural light, and a flexible layout ideal for larger households or roommates. The first-floor unit offers three bedrooms and two full bathrooms, featuring comfortable accommodations and well-proportioned living areas. Additional highlights include lower-level laundry, a private backyard, driveway parking for up to six vehicles with individual access, and a detached two-car garage. A rare Brighton convenience: street parking on Donnybrook Road does not require a resident permit. Quick access to the Mass Pike, Storrow Dr, and downtown Boston. A rare opportunity to own a versatile income-producing property.

Multi-familyProperty Type

1920Year Built

5,500 sq ftLot Size

$489Price/Sq.Ft.

2 garage spacesParking

Listed by Paul McCormick • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Listing updated: Sep 3, 2026 at 12:36pm

Redfin checked: a minute ago

•Source:MLS PIN #73519052

Payment calculator

$9,485 per month

Principal and interest$7,857

Property taxes

$1,404

HOA dues

Home insurance

$224

Utilities

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Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Mary Lyon K-8 School

Public K-8 • Assigned • 0.3mi

3/10

Lyon High School

Public 9-12 • Assigned • 0.2mi

4/10

Provided by GreatSchools

About Oak

Square

Oak Square, located between Brighton Center and Newton Corner, is a residential and commercial Boston neighborhood with a busy crossroads and a low-rise streetscape. The neighborhood’s character concentrates at the Washington Street and Faneuil Street junction, where corner pubs, longtime bakeries, and small service storefronts line the sidewalks. Triple-deckers and compact apartment blocks mix with detached houses on leafy side streets. Rogers Park and the Charles River paths shape daily routines with courts, fields, and riverfront loops. The Massachusetts Turnpike edge and nearby commuter routes give the area a distinctly in-motion feel.

Provided by Walk Score and Local Logic

Offer insights

39-41 Donnybrook Rd · $1,495,000

Strong offer

$1.49M and above

75% chance or better to win

Why $1.49M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 34 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
15 total rooms
Partial basement

Bathrooms
4 full bathrooms

Sale and tax history for 39-41 Donnybrook Rd

Sale History
Tax History

Date

Event

Price

LISTANZA #2

Jul 18, 2026

Listed for Rent

$3,600

$1/sq ft

MLS PIN #73519052

Jun 16, 2026

Price Changed

$1,495,000

$489/sq ft

May 14, 2026

Listed

$1,549,000

$507/sq ft

RENT. #1

Feb 20, 2022

Price Changed

$3,150

$1/sq ft

MLS PIN #30679631

Mar 26, 2003

Sold

$620,000

$203/sq ft

Jan 28, 2003

Listing Removed

—

Jan 13, 2003

Listed

$625,000

$205/sq ft

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Multi-Family (5+ Unit)

County

Suffolk County

APN

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 24, 2025.

ALLSTON/BRIGHTON NEIGHBORHOOD-2F-5000

Allston-Brighton Neighborhood-Two-Family Residential Subdistrict

Two-Family Residential Subdistricts, as indicated by the designation 2F on said Maps. The Two-Family Residential Subdistricts are established to preserve, maintain, and promote low density two-family neighborhoods, to preserve existing structures, to provide for new infill construction appropriate to the existing fabric, and to allow minor changes to occur as-of-right. In a 2F Residential Subdistrict, the maximum number of Dwelling Units allowed in a single Building shall be 2.

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Housing-Group
Housing-Single unit
Housing-Multiple units
Educational/school
Fire house
Police station
Park & open space

Climate risks

7/10 Flood Factor

Estimated 72-80% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

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

6/10 Wind Factor

59% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Brighton, MA • 02135

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

81/ 100

Very good sunlight

Sunscore

This home ranks in the top 30% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.4 hrs

4.8 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 39-41 Donnybrook Rd

$1,440,173

$55K under list price of $1.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $945K to $1.5M.

SOLD MAR 19, 2026
$1,475,000 Last sold price
6 beds3 baths3,849 sq ft
22 Bigelow St, Brighton, MA 02135
$106/sq ft
smaller lot
10 years older
SOLD JUL 7, 2026
$945,000 Last sold price
6 beds2 baths2,352 sq ft
48 Hardwick Ter, Brighton, MA 02135
$87/sq ft
smaller lot
20 years newer
SOLD JUL 30, 2026
$1,185,000 Last sold price
6 beds2.5 baths2,931 sq ft
124-126 Brooks St, Brighton, MA 02135
$85/sq ft
smaller lot
5 years newer
SOLD OCT 28, 2025
$1,399,000 Last sold price
4 beds3 baths2,808 sq ft
37-39 Paul St #39, Watertown, MA 02472
$9/sq ft
8 years older
SOLD AUG 27, 2026
$1,000,000 Last sold price
6 beds2.5 baths1,645 sq ft
40 Pomeroy St, Allston, MA 02134
$119/sq ft
smaller lot
30 years older
SOLD JUN 8, 2026
$1,200,000 Last sold price
7 beds2 baths2,812 sq ft
29-31 Hobson St, Brighton, MA 02135
$62/sq ft
smaller lot

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EARLY ACCESSREDFIN COMING SOON

$3,095,000

5 beds6 baths7,305 sq ft

38 Wilsondale St, Dover, MA 02030