OFF MARKET

Off Market Mar 2025 for $8M

$8,658,273

Est. refi paymentEst. refi $17,588/mo

•

9,300

sq ft

20 Sears Rd, Brookline, MA 02445

About this home

Magnificent and architecturally significant home located in the highly coveted estate section of Brookline. Enter the gracious foyer to find beautifully appointed interiors including a grand oval staircase, exquisite formal living room, dining room with adjacent butler’s pantry, sunroom, handsome library and chef’s kitchen that opens to the comfortable family room. The primary suite overlooks the outdoor balcony and is complete with an oversized dressing room and lavish 5-piece bath. The lower level includes a game room, wine cellar, media room and endless storage. The exterior is as wonderful as the interior, with an outdoor patio, hot tub, sprawling lawn and majestic formal front entrance surrounded by lush greenery. Additional features include a sauna, fitness room, 3-car garage with EV charging station, laundry room, mudroom and home office. This superb estate is 5 miles from Downtown Boston and minutes from Larz Anderson Park, The Country Club and The Street at Chestnut Hill.

Single-familyProperty Type

1930Year Built

0.99 acresLot Size

$931Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Tracy Campion • Campion & Company Fine Homes Real Estate

Bought with Tracy Campion • Campion & Company Fine Homes Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #73334556

Redfin Estimate

$8,658,273

$658K since sold in March 2025$153K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 42% higher than the average sale price ($6.10M) of 5 comparable homes.

SOLD AUG 4, 2026
$5,750,000
A
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD APR 3, 2026
$7,030,000
B
5 beds6.5 baths5,772 sq ft
21 Sargent Crossway, Brookline, MA 02445
SOLD APR 29, 2026
$3,085,000
C
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445
SOLD APR 23, 2026
$5,700,000
D
6 beds8 baths9,755 sq ft
130 Cabot St, Chestnut Hill, MA 02467
SOLD APR 30, 2026
$8,925,000
E
7 beds9 baths7,240 sq ft
80 Dudley St, Brookline, MA 02445

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Sell

$2,002,169

Est. take-home

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Refinance

Est. cash available

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Rent

$8,696/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

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NEW 31 HRS AGO
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563 Boylston St #563, Brookline, MA 02445
NEW 31 HRS AGO
$2,950,000
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120 Seaver St Unit C102, Brookline, MA 02445
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1 bed1 bath840 sq ft
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NEW 1 DAY AGO
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2 beds1 bath789 sq ft
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See all

Provided by Redfin

Sale history for 20 Sears Rd

Date

Event

Price

MLS PIN #73334556

Mar 3, 2025

Sold

$8,000,000

$860/sq ft

Feb 17, 2025

Contingent

—

Feb 12, 2025

Listed

$8,900,000

$957/sq ft

MLS PIN #72945379

Jul 25, 2022

Sold

$8,595,000

$924/sq ft

Apr 28, 2022

Contingent

—

Feb 23, 2022

Listed

$8,850,000

$952/sq ft

+25

Elegance and warmth best describe this light filled brick home on ~1 acre in Chestnut Hill. Over 9,000 sf, this home has gracious rooms & a fabulous layout! The property features a large flat & usable yard, hot tub, 4 season porch & gym w/ climbing wall above the 3 car garage w/ EV charger. The spectacular main foyer w/ oval staircase connects the living areas & family spaces. The large Chef’s kitchen w/ butler’s pantry is ideal for cooking & gathering w/ family & friends. The 1st floor has large living & dining rooms, 2 offices, 1 full & 1 half bath, mudroom & a sauna. The primary suite is complete w/ a gracious bedroom, walk in dressing room & spa like bathroom. 4 add'l bedroom suites, large terrace & large laundry room complete the 2nd floor. The 3rd floor has 2 large bedroom suites. The lower level has a large recreation room, wine room, cigar room, powder room & ample storage. Just a short distance to Chestnut Hill’s dining & shopping & minutes to Park School. Not to be missed!

MLS PIN #30780883

Jan 8, 2004

Sold

$3,100,000

$333/sq ft

Nov 6, 2003

Listing Removed

—

Oct 17, 2003

Listed

$3,600,000

$387/sq ft

Public Records

Oct 1, 2003

Sold

$2,500,000

$269/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$67,012 (+2.7%)

$2,488,400 + $4,233,000

$6,721,400

2022

$65,228 (+8.1%)

$2,369,800 + $4,031,400

$6,401,200

2021

$60,320 (+8.2%)

$2,278,700 + $3,876,400

$6,155,100

2020

$55,758 (+5.9%)

$2,071,500 + $3,828,800

$5,900,300

2019

$52,654 (+1.4%)

$1,972,900 + $3,646,500

$5,619,400

2018

$51,946 (+1.5%)

$1,828,400 + $3,662,700

$5,491,100

2017

$51,181 (+1.5%)

$1,724,900 + $3,455,400

$5,180,300

2016

$50,447 (+4.4%)

$1,612,100 + $3,229,300

$4,841,400

2015

$48,324 (−4.1%)

$1,506,600 + $3,018,100

$4,524,700

2014

$50,395 (+0.7%)

$1,369,400 + $3,055,100

$4,424,500

2013

$50,044 (+2.2%)

$1,329,500 + $2,966,100

$4,295,600

2012

$48,970 (+6.4%)

$1,329,500 + $2,966,100

$4,295,600

2011

$46,037 (+3.0%)

$1,232,500 + $2,841,600

$4,074,100

2010

$44,693 (+2.6%)

$1,232,500 + $2,841,600

$4,074,100

2009

$43,564

$1,233,500 + $2,841,700

$4,075,200

Tax history for 20 Sears Rd

Year

Property tax

Land + Additions

Assessment*

2023

$67,012 (+2.7%)

$2,488,400 + $4,233,000

$6,721,400

2022

$65,228 (+8.1%)

$2,369,800 + $4,031,400

$6,401,200

2021

$60,320 (+8.2%)

$2,278,700 + $3,876,400

$6,155,100

2020

$55,758 (+5.9%)

$2,071,500 + $3,828,800

$5,900,300

2019

$52,654 (+1.4%)

$1,972,900 + $3,646,500

$5,619,400

2018

$51,946 (+1.5%)

$1,828,400 + $3,662,700

$5,491,100

2017

$51,181 (+1.5%)

$1,724,900 + $3,455,400

$5,180,300

2016

$50,447 (+4.4%)

$1,612,100 + $3,229,300

$4,841,400

2015

$48,324 (−4.1%)

$1,506,600 + $3,018,100

$4,524,700

2014

$50,395 (+0.7%)

$1,369,400 + $3,055,100

$4,424,500

2013

$50,044 (+2.2%)

$1,329,500 + $2,966,100

$4,295,600

2012

$48,970 (+6.4%)

$1,329,500 + $2,966,100

$4,295,600

2011

$46,037 (+3.0%)

$1,232,500 + $2,841,600

$4,074,100

2010

$44,693 (+2.6%)

$1,232,500 + $2,841,600

$4,074,100

2009

$43,564

$1,233,500 + $2,841,700

$4,075,200

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.99 Acres

Year renovated

1995

Sq. Ft.

7,511

Year built

1930

Style

Single Family Residential

County

Norfolk County

APN

41690

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Jan 22, 2026 • Active

Residential demolition

Demolition

Nov 19, 2025 • Final

Zoning plan review/denial

Construct additions to an existing single-family home and pool house.

Addition

Pool and hot tub

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: 1
# of Covered Spaces: 1
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 7
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Basement Information
Basement: Full

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

Interior Features
# of Rooms (Total): 15

Exterior

Building Information
Building Area (Total): 9,300
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Fencing: Fenced/Enclosed
Patio And Porch Features: Porch - Enclosed, Patio
Exterior Features: Porch - Enclosed, Patio, Balcony, Hot Tub/Spa

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.99
Lot Features: Level

Financial

Tax Information
Tax Annual Amount: $75,021
Tax Year: 2025

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Central Air

Location

Location Information
Directions: Off Lee Street at the corner of Sears Road and Dudley Street.
UnparsedAddress: 20 Sears Rd, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Shopping, Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public School, University

Public facts

Beds: 6
Baths: 6.0
Sq. Ft.: 7,511
Stories: 3.0
Lot Size: 0.99 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: 1995
County: Norfolk County
APN: 41690

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 • 0.8mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.1mi

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

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

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

61% 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

$8.23M – $9.96M

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Home values near 20 Sears Rd

Data from public records.

Address	Redfin Estimate
9 Sears Road, Brookline, MA 5 Beds \| 5.5 Baths \| 6085 Sq. Ft.	$5,435,624
8 Sears Road, Brookline, MA 5 Beds \| 5.5 Baths \| 5171 Sq. Ft.	$4,926,377

Address	Redfin Estimate
41 Sears Road, Brookline, MA 8 Beds \| 11.5 Baths \| 13479 Sq. Ft.	$13,405,305
0 Sears Road, Brookline, MA 6 Beds \| 7.5 Baths \| 10000 Sq. Ft.	$10,517,866

Address	Redfin Estimate
71 Sears Road, Brookline, MA 6 Beds \| 5 Baths \| 7502 Sq. Ft.	$11,358,203
25 Sears Road, Brookline, MA 6 Beds \| 7 Baths \| 11786 Sq. Ft.	$9,766,808

Property information provided by MLS PIN when last listed in 2025. This data may not match . 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 20 Sears Rd

Tax history for 20 Sears 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 20 Sears Rd

More real estate resources