OFF MARKET

Off Market Dec 2019 for $1.3M

$1,748,554

Est. refi paymentEst. refi $224/mo

•

2,290

sq ft

5 Grassmere, Chestnut Hill, MA 02467

About this home

Situated on a flat, professionally landscaped and completely fenced-in and gated corner lot, this majestic, all-brick South Brookline estate offers privacy, open concept living and an abundance of parking and space. In addition to the two-car garage, another five cars fit in the flat, paved new asphalt driveway. Bathed in sunlight, the renovated Colonial features 4 beds, 2.5 baths, gas heat, central A/C, hardwood floors, recessed lights, crown molding and custom designed marble fireplace. The spacious master bedroom fits a king-sized bed, with an ensuite bath and two large closets. The fourth bedroom, adjacent to the primary living area, comes with an exterior entrance, making it ideal for au-pair, in-law or guests. The modern kitchen is highlighted by a granite island, two-year old stainless steel appliances and gas range. The semi-finished basement offers a bar area, fireplace and extra storage including a cedar closet. Close to shopping, schools, restaurants, hospitals.

Single-familyProperty Type

1950Year Built

9,985 sq ftLot Size

$764Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Georgia Balafas • Compass

Bought with Michele Friedler Team • Hammond Residential Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #72581404

Redfin Estimate

$1,748,554

$400K since sold in December 2019$23K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.8% higher than the average sale price ($1.62M) of 6 comparable homes.

SOLD JUN 29, 2026
$1,670,000
A
4 beds2.5 baths2,408 sq ft
87 Payson Rd, Chestnut Hill, MA 02467
SOLD MAY 29, 2026
$1,690,000
B
4 beds2.5 baths2,511 sq ft
55 Bellingham Rd, Chestnut Hill, MA 02467
SOLD NOV 26, 2025
$1,475,000
C
4 beds2 baths2,044 sq ft
143 South St, Chestnut Hill, MA 02467
SOLD JUL 1, 2026
$1,735,000
D
5 beds3 baths2,909 sq ft
25 Clearwater Rd, Chestnut Hill, MA 02467
SOLD APR 16, 2026
$1,950,000
E
4 beds3.5 baths2,371 sq ft
227 Bonad Rd, Chestnut Hill, MA 02467
SOLD MAY 5, 2026
$1,215,000
F
4 beds2 baths1,976 sq ft
644 Weld St, West Roxbury, MA 02132

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Earn from this home

Sell

$726,896

Est. take-home

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Refinance

Est. cash available

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Rent

$5,122/mo

Redfin rental estimate

List your home for rent

Market trends in 02467, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.4%

+0.0% MoM

Median sale price

$1.6M

$95K MoM

Avg. days on market

31d

0 days MoM

Recently sold homes

9 MoM

New listings for sale

NEW 2 HRS AGO
$2,100,000
3 beds2.5 baths2,635 sq ft
99-10 Florence St Unit 2A, Newton, MA 02472
OPEN SAT, 12:30PM TO 2PM
$2,395,000
4 beds4.5 baths4,067 sq ft
72 Beverly Rd, Chestnut Hill, MA 02467
OPEN SAT, 11AM TO 12:30PM
$3,999,999
6 beds6 baths8,146 sq ft
31 Kesseler Way, Chestnut Hill, MA 02467
EARLY ACCESS
$849,000
2 beds2 baths1,495 sq ft
20 Hammond Pond Pkwy #504, Chestnut Hill, MA 02467
OPEN SAT, 1PM TO 2PM
$579,000
1 bed1.5 baths899 sq ft
250 Hammond Pond Pkwy Unit 609S, Chestnut Hill, MA 02467
OPEN SAT, 1:30PM TO 3PM
$749,900
2 beds1 bath930 sq ft
215 Crafts Rd #2, Chestnut Hill, MA 02467
$675,000
2 beds2 baths1,253 sq ft
10 Hammond Pond Pkwy #607, Chestnut Hill, MA 02467
$569,000
1 bed1 bath1,050 sq ft
280 Boylston #213, Chestnut Hill, MA 02467
OPEN SAT, 11AM TO 1PM
$449,000
1 bed1 bath761 sq ft
55 Broadlawn Park Unit 16B, Chestnut Hill, MA 02467
$309,000
1 bed1 bath625 sq ft
72 Bryon Rd #2, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 5 Grassmere

Date

Event

Price

MLSPIN #73406386

Dec 5, 2025

Rental Removed

$6,500

$3/sq ft

Oct 28, 2025

Price Changed

$6,500

$3/sq ft

Aug 14, 2025

Price Changed

$6,900

$3/sq ft

Jul 26, 2025

Price Changed

$7,300

$3/sq ft

Jul 19, 2025

Listed for Rent

$7,500

$3/sq ft

MLS PIN #72581404

Dec 2, 2019

Sold

$1,349,000

$589/sq ft

Oct 31, 2019

Pending

—

Oct 23, 2019

Contingent

—

Jul 11, 2019

Listed

$1,349,000

$589/sq ft

MLS PIN #72143972

Jun 12, 2017

Sold

$1,100,000

$480/sq ft

Apr 19, 2017

Pending

—

Apr 10, 2017

Listed

$1,050,000

$459/sq ft

+25

5 Grassmere is a classic brick Brookline estate that blends a mix of high-end updates with traditional architecture. It sits on a lush, beautifully landscaped corner lot that just under 10,000 square feet in size. This 3 bedroom, 2290 square-foot colonial features a gorgeous gourmet kitchen with custom cabinets, a Wolf range, and granite counter-tops. The 2.5 bathrooms have all been exquisitely renovated. The master suite, with a private bath, is a luxurious space perfect for relaxing. Other valuable upgrades include a newer gas heating system and a newer architectural shingle roof. There’s also a two car garage and semi-finished basement (not included in previously mentioned square footage). Combine these features with an ideal location and you have an elegant property ready to suit the needs of today’s discerning buyer at a great price point for Brookline.

Public Records

Sep 28, 1990

Sold

$35,500

$16/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,823 (+2.7%)

$589,600 + $696,600

$1,286,200

2022

$12,482 (+8.1%)

$561,500 + $663,400

$1,224,900

2021

$11,542 (+9.0%)

$539,900 + $637,900

$1,177,800

2020

$10,588 (+5.9%)

$490,800 + $629,600

$1,120,400

2019

$9,998 (−0.3%)

$467,400 + $599,600

$1,067,000

2018

$10,029 (+18.5%)

$467,500 + $592,700

$1,060,200

2017

$8,461 (+1.5%)

$441,000 + $415,400

$856,400

2016

$8,340 (+4.4%)

$412,200 + $388,200

$800,400

2015

$7,989 (+0.5%)

$385,200 + $362,800

$748,000

2014

$7,951 (+0.7%)

$350,200 + $347,900

$698,100

2013

$7,896 (+2.2%)

$340,000 + $337,800

$677,800

2012

$7,727 (+1.7%)

$340,000 + $337,800

$677,800

2011

$7,597 (+3.0%)

$340,000 + $332,300

$672,300

2010

$7,375 (+2.6%)

$340,000 + $332,300

$672,300

2009

$7,187

$340,000 + $332,300

$672,300

Tax history for 5 Grassmere

Year

Property tax

Land + Additions

Assessment*

2023

$12,823 (+2.7%)

$589,600 + $696,600

$1,286,200

2022

$12,482 (+8.1%)

$561,500 + $663,400

$1,224,900

2021

$11,542 (+9.0%)

$539,900 + $637,900

$1,177,800

2020

$10,588 (+5.9%)

$490,800 + $629,600

$1,120,400

2019

$9,998 (−0.3%)

$467,400 + $599,600

$1,067,000

2018

$10,029 (+18.5%)

$467,500 + $592,700

$1,060,200

2017

$8,461 (+1.5%)

$441,000 + $415,400

$856,400

2016

$8,340 (+4.4%)

$412,200 + $388,200

$800,400

2015

$7,989 (+0.5%)

$385,200 + $362,800

$748,000

2014

$7,951 (+0.7%)

$350,200 + $347,900

$698,100

2013

$7,896 (+2.2%)

$340,000 + $337,800

$677,800

2012

$7,727 (+1.7%)

$340,000 + $337,800

$677,800

2011

$7,597 (+3.0%)

$340,000 + $332,300

$672,300

2010

$7,375 (+2.6%)

$340,000 + $332,300

$672,300

2009

$7,187

$340,000 + $332,300

$672,300

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

1959

Sq. Ft.

1,891

Year built

1950

Style

Single Family Residential

County

Norfolk County

APN

42445

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Off Street, Driveway, Paved

Interior

Master Bedroom Information
Area: 221
Length: 17
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 143
Length: 11
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 130
Length: 13
Width: 10
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 195
Length: 13
Width: 15
Level: First
Features: Exterior Access

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Living Room Information
Area: 391
Length: 23
Width: 17
Level: First
Features: Flooring - Hardwood,Recessed Lighting,Crown Molding

Family Room Information
Area: 220
Length: 20
Width: 11
Level: Basement

Dining Room Information
Area: 143
Length: 11
Width: 13
Level: First
Features: Flooring - Hardwood,Recessed Lighting,Crown Molding

Kitchen Information
Area: 221
Length: 13
Width: 17
Level: First
Features: Flooring - Stone/Ceramic Tile,Open Floorplan,Recessed Lighting

Basement Information
Basement: Partially Finished

Laundry Information
Laundry Features: In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 9
Flooring: Tile, Hardwood, Flooring - Hardwood
Interior Features: Study

Exterior

Building Information
Building Area (Total): 2,290
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Brick
Year Built Source: Public Records
Year Built Details: Renovated Since

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.23
Lot Features: Corner Lot
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $9,997.79
Tax Year: 2019

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

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

Location

Location Information
Directions: South St > Grassmere Road Brookline/Chestnut Hill
UnparsedAddress: 5 Grassmere, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Highway Access, House of Worship, Private School, Public School, T-Station

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 1,891
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1950
Year Renovated: 1959
County: Norfolk County
APN: 42445

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Baker School

Public K-8 • Assigned • 0.4mi

9/10

Brookline High School

Public 9-12 • Assigned • 2.6mi

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
151 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

0.31% 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

56% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Chestnut Hill, MA • 02467

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

$1.66M – $2.01M

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Nearby similar homes

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New listings for sale in 02472

NEW 2 HRS AGO

$2,100,000

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99-10 Florence St Unit 2A, Newton, MA 02472

OPEN SAT, 12:30PM TO 2PM

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72 Beverly Rd, Chestnut Hill, MA 02467

OPEN SAT, 11AM TO 12:30PM

$3,999,999

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EARLY ACCESS

$849,000

2 beds2 baths1,495 sq ft

20 Hammond Pond Pkwy #504, Chestnut Hill, MA 02467

OPEN SAT, 1PM TO 2PM

$579,000

1 bed1.5 baths899 sq ft

250 Hammond Pond Pkwy Unit 609S, Chestnut Hill, MA 02467

OPEN SAT, 1:30PM TO 3PM

$749,900

2 beds1 bath930 sq ft

215 Crafts Rd #2, Chestnut Hill, MA 02467

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10 Hammond Pond Pkwy #607, Chestnut Hill, MA 02467

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Home values near 5 Grassmere

Data from public records.

Address	Redfin Estimate
24 Grassmere Rd, Chestnut Hill, MA 3 Beds \| 1.5 Baths \| 2172 Sq. Ft.	$1,570,479
191 Bonad Rd, Chestnut Hill, MA 4 Beds \| 3.5 Baths \| 2625 Sq. Ft.	$1,745,251

Address	Redfin Estimate
25 Grassmere Rd, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$1,488,730
195 Bonad Rd, Chestnut Hill, MA 4 Beds \| 2.5 Baths \| 3050 Sq. Ft.	$1,933,627

Address	Redfin Estimate
187 Bonad Rd, Chestnut Hill, MA 4 Beds \| 1.5 Baths \| 1852 Sq. Ft.	$1,411,263
255 South St, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1623 Sq. Ft.	$1,385,614

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 02467, MA

Sale history for 5 Grassmere

Tax history for 5 Grassmere

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 02472

Home values near 5 Grassmere

More real estate resources