OFF MARKET

Off Market Aug 2024 for $3.1M

$3,479,066

Est. refi paymentEst. refi $430/mo

•

4,903

sq ft

285 Clinton Rd, Brookline, MA 02245

About this home

Welcome to 285 Clinton Road, a truly remarkable residence on Brookline's Fisher Hill. This stunning colonial revival home, built at the turn of the century and designed by renowned architects Winslow and Bigelow, exudes timeless elegance and architectural grandeur. Step inside to discover an awe-inspiring interior, highlighted by a breathtaking staircase, soaring ceilings, and exquisite moldings that showcase the meticulous craftsmanship of a bygone era. The first floor presents a stunning renovated kitchen with center island, a gracious living and dining room both adorned with a fireplace, and a captivating step-down family room also featuring a fireplace, there is also a half bath on this floor. With 6 bedrooms and 3.5 bathrooms, including a primary suite with an en-suite bath and a second floor family room/bedroom with access to a stunning terrace. There is a two car garage, central air and gas heat. Close to the D and C line of the T, Washington Square and the Runkle School.

Single-familyProperty Type

1901Year Built

9,405 sq ftLot Size

$710Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Bell | Whitman Group • Compass

Bought with Non Member • Non Member Office

Redfin checked: 2 minutes ago

•Source:MLS PIN #73227133

Redfin Estimate

$3,479,066

$379K since sold in August 2024$170K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.4% higher than the average sale price ($2.91M) of 6 comparable homes.

SOLD APR 23, 2026
$3,318,000
A
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445
SOLD APR 27, 2026
$4,100,000
B
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD MAY 14, 2026
$3,285,000
C
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445
SOLD JUL 2, 2026
$2,525,000
D
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD MAR 31, 2026
$2,050,000
E
5 beds3.5 baths2,845 sq ft
22 Windsor Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
F
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445

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Earn from this home

Sell

$920,643

Est. take-home

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Refinance

Est. cash available

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Rent

$8,239/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.7%

0.5% MoM

Median sale price

$1.2M

$259 MoM

Avg. days on market

35d

6 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN SUN, 12PM TO 1:30PM
$1,295,000
3 beds2 baths1,748 sq ft
428 Boylston St, Brookline, MA 02445
OPEN FRI, 5:30PM TO 6:30PM
$925,000
2 beds1.5 baths1,028 sq ft
35 White Pl #3, Brookline, MA 02445
NEW 25 HRS AGO
$1,950,000
2 beds2.5 baths2,177 sq ft
563 Boylston St #563, Brookline, MA 02445
NEW 25 HRS AGO
$2,950,000
3 beds3.5 baths3,445 sq ft
120 Seaver St Unit C102, Brookline, MA 02445
EARLY ACCESS
$525,000
1 bed1 bath840 sq ft
33 Pond Ave #609, Brookline, MA 02445
NEW 28 HRS AGO
$5,150,000
4 beds4 baths5,744 sq ft
67 Hyslop Rd, Brookline, MA 02445
NEW 31 HRS AGO
$1,199,000
2 beds2.5 baths1,572 sq ft
50 Cameron St, Brookline, MA 02445
NEW 31 HRS AGO
$745,000
2 beds1 bath789 sq ft
60 E Glen Rd #303, Brookline, MA 02445
$4,500,000
5 beds5.5 baths5,423 sq ft
50 Sumner Rd, Brookline, MA 02445
OPEN THU, 5PM TO 6PM
$799,000
2 beds1.5 baths1,213 sq ft
65 Glen Rd Unit H4, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 285 Clinton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,454 (+2.7%)

$895,300 + $1,557,500

$2,452,800

2022

$23,803 (+8.1%)

$852,600 + $1,483,300

$2,335,900

2021

$22,012 (+8.2%)

$819,800 + $1,426,300

$2,246,100

2020

$20,335 (+5.9%)

$745,300 + $1,406,500

$2,151,800

2019

$19,202 (+5.4%)

$709,800 + $1,339,500

$2,049,300

2018

$18,225 (+1.5%)

$675,900 + $1,250,600

$1,926,500

2017

$17,955 (+1.5%)

$637,500 + $1,179,800

$1,817,300

2016

$17,697 (+4.4%)

$595,800 + $1,102,600

$1,698,400

2015

$16,953 (−2.5%)

$556,900 + $1,030,500

$1,587,400

2014

$17,395 (+0.7%)

$512,100 + $1,015,100

$1,527,200

2013

$17,273 (+2.2%)

$497,200 + $985,500

$1,482,700

2012

$16,903 (+5.6%)

$497,200 + $985,500

$1,482,700

2011

$16,014 (+3.0%)

$475,600 + $941,600

$1,417,200

2010

$15,547 (+2.9%)

$475,600 + $941,600

$1,417,200

2009

$15,115

$474,200 + $939,700

$1,413,900

Tax history for 285 Clinton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,454 (+2.7%)

$895,300 + $1,557,500

$2,452,800

2022

$23,803 (+8.1%)

$852,600 + $1,483,300

$2,335,900

2021

$22,012 (+8.2%)

$819,800 + $1,426,300

$2,246,100

2020

$20,335 (+5.9%)

$745,300 + $1,406,500

$2,151,800

2019

$19,202 (+5.4%)

$709,800 + $1,339,500

$2,049,300

2018

$18,225 (+1.5%)

$675,900 + $1,250,600

$1,926,500

2017

$17,955 (+1.5%)

$637,500 + $1,179,800

$1,817,300

2016

$17,697 (+4.4%)

$595,800 + $1,102,600

$1,698,400

2015

$16,953 (−2.5%)

$556,900 + $1,030,500

$1,587,400

2014

$17,395 (+0.7%)

$512,100 + $1,015,100

$1,527,200

2013

$17,273 (+2.2%)

$497,200 + $985,500

$1,482,700

2012

$16,903 (+5.6%)

$497,200 + $985,500

$1,482,700

2011

$16,014 (+3.0%)

$475,600 + $941,600

$1,417,200

2010

$15,547 (+2.9%)

$475,600 + $941,600

$1,417,200

2009

$15,115

$474,200 + $939,700

$1,413,900

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

9,405

Year renovated

2025

Sq. Ft.

4,903

Year built

1901

Style

Single Family Residential

County

Norfolk County

APN

38621

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Aug 29, 2025.

Jan 7, 2026 • Active

Residential building

Install replacement windows. The project includes energy star inserts with no structural work.

Remodel

Dec 11, 2025 • Final

Residential mechanical - sheet metal

Install two new gas furnaces and air conditioning condensers to replace existing units in the same location. Reconnect the new units to the existing ductwork, electrical service, gas piping, and condensate drainage.

Gas

HVAC

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, Off Street

Interior

Master Bedroom Information
Area: 336
Length: 21
Width: 16
Level: Second
Features: Bathroom - Full,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 238
Length: 17
Width: 14
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 320
Length: 20
Width: 16
Level: Third
Features: Fireplace,Flooring - Hardwood,Balcony - Exterior

Bedroom #4 Information
Area: 288
Length: 18
Width: 16
Level: Third
Features: Fireplace,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 256
Length: 16
Width: 16
Level: Third
Features: Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 70
Length: 10
Width: 7
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Area: 70
Length: 10
Width: 7
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 336
Length: 21
Width: 16
Level: First
Features: Flooring - Hardwood,Recessed Lighting,Window Seat

Family Room Information
Area: 143
Length: 13
Width: 11
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 306
Length: 18
Width: 17
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Kitchen Information
Area: 336
Length: 21
Width: 16
Level: First
Features: Flooring - Hardwood,Pantry,Kitchen Island,Recessed Lighting,Stainless Steel Appliances

Office Room Information
Area: 272
Length: 17
Width: 16
Level: Third
Features: Fireplace,Flooring - Wall to Wall Carpet

Basement Information
Basement: Full, Unfinished

Laundry Information
Laundry Dimen: 10X8
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 6
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom

Interior Features
# of Rooms (Total): 11
Flooring: Wood, Carpet, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Interior Features: Walk-In Closet(s), Home Office, Bathroom, Foyer

Exterior

Building Information
Building Area (Total): 4,903
Foundation Details: Stone
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Patio And Porch Features: Screened
Exterior Features: Porch - Screened

Property Information
PropertySubType: Single Family Residence

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

Financial

Tax Information
Tax Annual Amount: $24,485
Tax Year: 2024

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: Knob & Tube Wiring

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Fireplace(s)
Cooling: Central Air

Location

Location Information
Directions: Dean Road to Clinton Road
UnparsedAddress: 285 Clinton Road, Brookline MA 02245

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Medical Facility, Highway Access, House of Worship, Public School, University

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 4,903
Stories: 3.0
Parking Spaces: 4
Basement: Yes
Accessible: No
Lot Size: 9,405 square feet
Style: Single Family Residential
Year Built: 1901
Year Renovated: 2025
County: Norfolk County
APN: 38621
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Aug 29, 2025

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Fireplace Screens And Accessories, Kitchen Light Fixture, Pot Belly Stove In The Kitchen.
StandardStatus: Closed

Around this home

Schools

John D Runkle School

Public PreK-8 • Assigned • 0.2mi

8/10

Brookline High School

Public 9-12 • Assigned • 0.9mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.31% 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

58% 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 • 02245

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.31M – $4.00M

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Nearby similar homes

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New listings for sale in 02445

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NEW 31 HRS AGO

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Home values near 285 Clinton Rd

Data from public records.

Address	Redfin Estimate
295 Clinton Road, Brookline, MA 6 Beds \| 3.5 Baths \| 3280 Sq. Ft.	$2,821,411
292 Clinton Road, Brookline, MA 6 Beds \| 4.5 Baths \| 4350 Sq. Ft.	$3,596,164

Address	Redfin Estimate
289 Clinton Road, Brookline, MA 5 Beds \| 3.5 Baths \| 2992 Sq. Ft.	$2,725,775
286 Clinton Road, Brookline, MA 5 Beds \| 3.5 Baths \| 4005 Sq. Ft.	$3,117,571

Address	Redfin Estimate
271 Clinton Road, Brookline, MA 7 Beds \| 5 Baths \| 6120 Sq. Ft.	$4,068,321
6 Strathmore Road Unit A, Brookline, MA 4 Beds \| 1 Baths \| 1528 Sq. Ft.	$944,486

Property information provided by MLS PIN when last listed in 2024. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 285 Clinton Rd

Tax history for 285 Clinton Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 285 Clinton Rd

More real estate resources