OFF MARKET

$2,250,387

•

2.5 ba

•

2,740

sq ft

206 Middlesex Rd, Chestnut Hill, MA 02467

About this home

206 Middlesex Rd is a 2,740 square foot house on a 6,970 square foot lot with 3 bedrooms and 2.5 bathrooms. Based on Redfin's Chestnut Hill data, we estimate the home's value is $2,250,387.

Single-familyProperty Type

1900Year Built

6,970 sq ftLot Size

$821Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,250,387

$93K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.8% higher than the average sale price ($2.13M) of 6 comparable homes.

SOLD JUL 29, 2026
$2,200,000
A
4 beds3.5 baths2,800 sq ft
25 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD AUG 4, 2026
$1,850,000
B
3 beds3 baths2,744 sq ft
37 Chestnut Hill Ter, Chestnut Hill, MA 02467
SOLD AUG 14, 2026
$1,435,000
C
4 beds3.5 baths2,291 sq ft
105 Grant Ave, Newton, MA 02459
SOLD JUN 23, 2026
$2,100,000
D
3 beds2.5 baths2,666 sq ft
5 Hammond St, Chestnut Hill, MA 02467
SOLD JUL 1, 2026
$2,225,000
E
4 beds2 baths2,877 sq ft
38 Wachusett Rd, Chestnut Hill, MA 02467
SOLD JUN 26, 2026
$2,950,000
F
4 beds3.5 baths3,230 sq ft
59 Randolph, Chestnut Hill, MA 02467

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Earn from this home

Sell

$2,137,858

Est. take-home

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Rent

$5,347/mo

Redfin rental estimate

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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
$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
$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
$300,000
1 bed1 bath420 sq ft
42 Bryon Rd #1, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 206 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,485 (+2.7%)

$826,600 + $1,027,500

$1,854,100

2022

$17,994 (+8.1%)

$787,200 + $978,600

$1,765,800

2021

$16,639 (+9.0%)

$756,900 + $941,000

$1,697,900

2020

$15,268 (+5.9%)

$688,100 + $927,600

$1,615,700

2019

$14,418 (+6.6%)

$655,300 + $883,400

$1,538,700

2018

$13,520 (+1.5%)

$621,200 + $808,000

$1,429,200

2017

$13,321 (+2.6%)

$586,100 + $762,200

$1,348,300

2016

$12,978 (+4.4%)

$547,700 + $697,800

$1,245,500

2015

$12,432 (−4.9%)

$511,900 + $652,100

$1,164,000

2014

$13,076 (+0.7%)

$470,700 + $677,300

$1,148,000

2013

$12,985 (+2.2%)

$457,000 + $657,600

$1,114,600

2012

$12,706 (+3.1%)

$457,000 + $657,600

$1,114,600

2011

$12,326 (+3.0%)

$443,500 + $647,300

$1,090,800

2010

$11,966 (+2.7%)

$443,500 + $647,300

$1,090,800

2009

$11,646

$442,100 + $647,300

$1,089,400

Tax history for 206 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,485 (+2.7%)

$826,600 + $1,027,500

$1,854,100

2022

$17,994 (+8.1%)

$787,200 + $978,600

$1,765,800

2021

$16,639 (+9.0%)

$756,900 + $941,000

$1,697,900

2020

$15,268 (+5.9%)

$688,100 + $927,600

$1,615,700

2019

$14,418 (+6.6%)

$655,300 + $883,400

$1,538,700

2018

$13,520 (+1.5%)

$621,200 + $808,000

$1,429,200

2017

$13,321 (+2.6%)

$586,100 + $762,200

$1,348,300

2016

$12,978 (+4.4%)

$547,700 + $697,800

$1,245,500

2015

$12,432 (−4.9%)

$511,900 + $652,100

$1,164,000

2014

$13,076 (+0.7%)

$470,700 + $677,300

$1,148,000

2013

$12,985 (+2.2%)

$457,000 + $657,600

$1,114,600

2012

$12,706 (+3.1%)

$457,000 + $657,600

$1,114,600

2011

$12,326 (+3.0%)

$443,500 + $647,300

$1,090,800

2010

$11,966 (+2.7%)

$443,500 + $647,300

$1,090,800

2009

$11,646

$442,100 + $647,300

$1,089,400

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

Permits

Sep 29, 2015 • Active

Residential building

Reshingle the roof of a residential building.

Roofing

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

Interior

Basement Information
Basement Sq. Ft: 1,352
Basement Type: Full

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 1
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Old
Construction Type: Frame
Exterior Wall: Stone/Stucco
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 2,740
Gross Sq. Ft: 4,918
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,970
Municipality Name: BROOKLINE
Acres: 0.16
Zoning Code: S10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,740
Stories: 2.0
Lot Size: 6,970 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: 1979
County: Middlesex County
APN: 39490

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.5mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.5mi

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

0.15% 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

59% 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

$2.14M – $2.59M

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NEW 2 HRS AGO

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31 Kesseler Way, Chestnut Hill, MA 02467

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$849,000

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

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$579,000

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

OPEN SAT, 1:30PM TO 3PM3D WALKTHROUGH

$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

$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

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42 Bryon Rd #1, Chestnut Hill, MA 02467

Home values near 206 Middlesex Rd

Data from public records.

Address	Redfin Estimate
190 Middlesex Road, Chestnut Hill, MA 4 Beds \| 4.5 Baths \| 3637 Sq. Ft.	$1,933,777
195 Middlesex Road, Chestnut Hill, MA 6 Beds \| 5 Baths \| 5822 Sq. Ft.	$4,746,591

Address	Redfin Estimate
180 Middlesex Road, Chestnut Hill, MA 3 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$1,139,135
209 Middlesex Road, Chestnut Hill, MA 4 Beds \| 4 Baths \| 9999 Sq. Ft.	$4,608,657

Address	Redfin Estimate
174 Middlesex Road, Chestnut Hill, MA 2 Beds \| 1.5 Baths \| 1246 Sq. Ft.	$973,218
233 Middlesex Road, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 3574 Sq. Ft.	$2,979,935

Property information provided by undefined .

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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 206 Middlesex Rd

Tax history for 206 Middlesex Rd

Permits

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 02467

Home values near 206 Middlesex Rd

More real estate resources