Google street view image for 42 Hilltop Rd, Chestnut Hill, MA 02467

Off Market Sep 1972 for $66K

$2,414,191

Est. refi paymentEst. refi $424/mo

•

3.5 ba

•

2,595

sq ft

42 Hilltop Rd, Chestnut Hill, MA 02467

About this home

42 Hilltop Rd is a 2,595 square foot house on a 0.34 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on September 14, 1972 for $66,000. Based on Redfin's Chestnut Hill data, we estimate the home's value is $2,414,191.

Single-familyProperty Type

1938Year Built

0.34 acresLot Size

$930Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,414,191

$2.3M since sold in September 1972$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.8% higher than the average sale price ($2.30M) of 6 comparable homes.

SOLD JUL 1, 2026
$2,225,000
A
4 beds2 baths2,877 sq ft
38 Wachusett Rd, Chestnut Hill, MA 02467
SOLD JUN 15, 2026
$2,200,000
B
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD JUL 29, 2026
$2,200,000
C
4 beds3.5 baths2,800 sq ft
25 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD AUG 21, 2026
$2,394,900
D
4 beds3.5 baths2,996 sq ft
520 Clinton Rd, Chestnut Hill, MA 02467
SOLD JUN 26, 2026
$2,950,000
E
4 beds3.5 baths3,230 sq ft
59 Randolph, Chestnut Hill, MA 02467
SOLD AUG 4, 2026
$1,850,000
F
3 beds3 baths2,744 sq ft
37 Chestnut Hill Ter, Chestnut Hill, MA 02467

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Earn from this home

Sell

$2,293,544

Est. take-home

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Est. cash available

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Rent

$6,513/mo

Redfin rental estimate

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Market trends in 02467, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.5%

+0.1% MoM

Median sale price

$1.5M

$21K MoM

Avg. days on market

26d

4 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 9 HRS AGO
$685,000
1 bed1.5 baths1,060 sq ft
280 Boylston St #308, Chestnut Hill, MA 02467
NEW 34 HRS AGO
$400,000
1 bed1 bath780 sq ft
66 Bryon Rd #5, Chestnut Hill, MA 02467
OPEN SUN, 2PM TO 4PM
$1,495,000
3 beds2 baths2,370 sq ft
91 Grove, Chestnut Hill, MA 02467
OPEN SAT, 11AM TO 1PM
$1,575,000
4 beds3 baths2,433 sq ft
18 Travis Dr, Chestnut Hill, MA 02467
OPEN SAT, 12PM TO 1:30PM
$2,450,000
5 beds4 baths4,715 sq ft
127 Commonwealth Ave, Chestnut Hill, MA 02467
$799,000
2 beds2 baths1,551 sq ft
280 Boylston St #411, Chestnut Hill, MA 02467
OPEN SUN, 11AM TO 12PM
$3,995,000
4 beds4.5 baths4,884 sq ft
17 Glenoe Rd, Chestnut Hill, MA 02467
OPEN SAT, 11:30AM TO 1PM
$3,100,000
5 beds4.5 baths3,913 sq ft
284 Woodland Rd, Chestnut Hill, MA 02467
OPEN SAT, 2PM TO 3:30PM
$1,699,000
3 beds2 baths2,607 sq ft
154 Bellingham Rd, Chestnut Hill, MA 02467
OPEN SAT, 10:30AM TO 12:30PM
$3,750,000
4 beds4.5 baths4,500 sq ft
63-65 Commonwealth Ave #65, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 42 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,836 (+2.7%)

$1,076,300 + $712,700

$1,789,000

2022

$17,362 (+8.1%)

$1,025,000 + $678,800

$1,703,800

2021

$16,055 (+10.3%)

$985,600 + $652,700

$1,638,300

2020

$14,551 (+5.9%)

$896,000 + $643,800

$1,539,800

2019

$13,740 (−0.4%)

$853,300 + $613,100

$1,466,400

2018

$13,799 (+1.5%)

$855,700 + $603,000

$1,458,700

2017

$13,597 (+1.5%)

$807,300 + $568,900

$1,376,200

2016

$13,401 (+4.4%)

$754,500 + $531,600

$1,286,100

2015

$12,837 (+1.4%)

$705,100 + $496,900

$1,202,000

2014

$12,659 (+0.7%)

$641,100 + $470,300

$1,111,400

2013

$12,570 (+2.2%)

$622,400 + $456,600

$1,079,000

2012

$12,301 (+1.6%)

$622,400 + $456,600

$1,079,000

2011

$12,102 (+3.0%)

$632,900 + $438,100

$1,071,000

2010

$11,749 (+2.8%)

$632,900 + $438,100

$1,071,000

2009

$11,429

$630,900 + $438,200

$1,069,100

Tax history for 42 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,836 (+2.7%)

$1,076,300 + $712,700

$1,789,000

2022

$17,362 (+8.1%)

$1,025,000 + $678,800

$1,703,800

2021

$16,055 (+10.3%)

$985,600 + $652,700

$1,638,300

2020

$14,551 (+5.9%)

$896,000 + $643,800

$1,539,800

2019

$13,740 (−0.4%)

$853,300 + $613,100

$1,466,400

2018

$13,799 (+1.5%)

$855,700 + $603,000

$1,458,700

2017

$13,597 (+1.5%)

$807,300 + $568,900

$1,376,200

2016

$13,401 (+4.4%)

$754,500 + $531,600

$1,286,100

2015

$12,837 (+1.4%)

$705,100 + $496,900

$1,202,000

2014

$12,659 (+0.7%)

$641,100 + $470,300

$1,111,400

2013

$12,570 (+2.2%)

$622,400 + $456,600

$1,079,000

2012

$12,301 (+1.6%)

$622,400 + $456,600

$1,079,000

2011

$12,102 (+3.0%)

$632,900 + $438,100

$1,071,000

2010

$11,749 (+2.8%)

$632,900 + $438,100

$1,071,000

2009

$11,429

$630,900 + $438,200

$1,069,100

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

Permits

Apr 24, 2014 • Active

Residential plumbing

Perform plumbing work on a shower stall.

Bathroom

Plumbing

Apr 3, 2014 • Active

Residential building

Repair bathroom walls damaged by termites.

Bathroom

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: 1,159
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Aluminum/Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 2,595
Gross Sq. Ft: 5,819
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 14,810
Municipality Name: BROOKLINE
Acres: 0.34
Zoning Code: S15
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,595
Stories: 2.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1938
Year Renovated: 1960
County: Norfolk County
APN: 39362

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.2mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.3mi

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

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

$2.29M – $2.78M

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New listings for sale in 02467

NEW 9 HRS AGO

$685,000

1 bed1.5 baths1,060 sq ft

280 Boylston St #308, Chestnut Hill, MA 02467

NEW 34 HRS AGO

$400,000

1 bed1 bath780 sq ft

66 Bryon Rd #5, Chestnut Hill, MA 02467

OPEN SUN, 2PM TO 4PM

$1,495,000

3 beds2 baths2,370 sq ft

91 Grove, Chestnut Hill, MA 02467

OPEN SAT, 11AM TO 1PM

$1,575,000

4 beds3 baths2,433 sq ft

18 Travis Dr, Chestnut Hill, MA 02467

OPEN SAT, 12PM TO 1:30PM

$2,450,000

5 beds4 baths4,715 sq ft

127 Commonwealth Ave, Chestnut Hill, MA 02467

$799,000

2 beds2 baths1,551 sq ft

280 Boylston St #411, Chestnut Hill, MA 02467

OPEN SUN, 11AM TO 12PM

$3,995,000

4 beds4.5 baths4,884 sq ft

17 Glenoe Rd, Chestnut Hill, MA 02467

OPEN SAT, 11:30AM TO 1PM

$3,100,000

5 beds4.5 baths3,913 sq ft

284 Woodland Rd, Chestnut Hill, MA 02467

OPEN SAT, 2PM TO 3:30PM

$1,699,000

3 beds2 baths2,607 sq ft

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Home values near 42 Hilltop Rd

Data from public records.

Address	Redfin Estimate
19 Hilltop Road, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 3456 Sq. Ft.	$2,587,823
47 Hilltop Road, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 3278 Sq. Ft.	$2,996,583

Address	Redfin Estimate
29 Hilltop Road, Chestnut Hill, MA 6 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$3,343,419
53 Hilltop Road, Chestnut Hill, MA 4 Beds \| 4 Baths \| 3335 Sq. Ft.	$3,105,514

Address	Redfin Estimate
37 Hilltop Road, Chestnut Hill, MA 5 Beds \| 6.5 Baths \| 5014 Sq. Ft.	$4,595,153
65 Hilltop Road, Chestnut Hill, MA 5 Beds \| 4 Baths \| 4500 Sq. Ft.	$3,811,516

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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 42 Hilltop Rd

Tax history for 42 Hilltop Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02467

Home values near 42 Hilltop Rd

More real estate resources