Google street view image for 75 Hilltop Rd, Chestnut Hill, MA 02467

Off Market Mar 1999 for $660K

$3,956,681

Est. refi paymentEst. refi $4,184/mo

•

5.5 ba

•

4,024

sq ft

75 Hilltop Rd, Chestnut Hill, MA 02467

About this home

75 Hilltop Rd is a 4,024 square foot house on a 0.49 acre lot with 5 bedrooms and 5.5 bathrooms. - it last sold on March 01, 1999 for $660,000. Based on Redfin's Chestnut Hill data, we estimate the home's value is $3,956,681.

Single-familyProperty Type

1940Year Built

0.49 acresLot Size

$983Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,956,681

$3.3M since sold in March 1999$170K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.9% higher than the average sale price ($3.84M) of 6 comparable homes.

SOLD MAY 4, 2026
$4,600,000
A
5 beds6.5 baths4,300 sq ft
3 Cleveland, Brookline, MA 02445
SOLD APR 29, 2026
$3,085,000
B
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$3,300,000
C
4 beds4.5 baths3,628 sq ft
98 Spooner Rd, Chestnut Hill, MA 02467
SOLD MAY 28, 2026
$4,125,000
D
5 beds4.5 baths4,001 sq ft
34 Hyslop Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
E
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD AUG 4, 2026
$5,750,000
F
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467

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Earn from this home

Sell

$3,688,588

Est. take-home

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Refinance

Est. cash available

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Rent

$6,894/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

99.4%

+1.0% MoM

Median sale price

$1.5M

$85K MoM

Avg. days on market

31d

2 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN TODAY, 5PM TO 7PM
$399,999
2 beds1 bath737 sq ft
35 Westgate Rd #6, Chestnut Hill, MA 02467
$1,099,000
2 beds2 baths1,515 sq ft
630 Hammond St #104, Chestnut Hill, MA 02467
$700,000
2 beds2 baths1,285 sq ft
250 Hammond Pond Pkwy Unit 1105S, Chestnut Hill, MA 02467
$2,100,000
3 beds2.5 baths2,635 sq ft
99-10 Florence St Unit 2A, Newton, MA 02467
$2,395,000
4 beds4.5 baths4,067 sq ft
72 Beverly Rd, Chestnut Hill, MA 02467
$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
$579,000
1 bed1.5 baths899 sq ft
250 Hammond Pond Pkwy Unit 609S, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 75 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,179 (+2.7%)

$1,232,300 + $1,694,400

$2,926,700

2022

$28,403 (+8.1%)

$1,173,500 + $1,613,800

$2,787,300

2021

$26,265 (+8.7%)

$1,128,400 + $1,551,700

$2,680,100

2020

$24,154 (+5.9%)

$1,025,900 + $1,530,100

$2,556,000

2019

$22,808 (+0.8%)

$977,000 + $1,457,200

$2,434,200

2018

$22,635 (+1.5%)

$981,900 + $1,410,800

$2,392,700

2017

$22,303 (+1.5%)

$926,500 + $1,330,900

$2,257,400

2016

$21,983 (+6.3%)

$865,800 + $1,243,900

$2,109,700

2015

$20,686 (+18.2%)

$809,200 + $1,127,700

$1,936,900

2014

$17,503 (+39.1%)

$735,100 + $801,600

$1,536,700

2013

$12,581 (+2.2%)

$713,700 + $366,200

$1,079,900

2012

$12,311 (−0.1%)

$713,700 + $366,200

$1,079,900

2011

$12,328 (+3.0%)

$730,500 + $360,500

$1,091,000

2010

$11,968 (+2.8%)

$730,500 + $360,500

$1,091,000

2009

$11,639

$728,300 + $360,500

$1,088,800

Tax history for 75 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,179 (+2.7%)

$1,232,300 + $1,694,400

$2,926,700

2022

$28,403 (+8.1%)

$1,173,500 + $1,613,800

$2,787,300

2021

$26,265 (+8.7%)

$1,128,400 + $1,551,700

$2,680,100

2020

$24,154 (+5.9%)

$1,025,900 + $1,530,100

$2,556,000

2019

$22,808 (+0.8%)

$977,000 + $1,457,200

$2,434,200

2018

$22,635 (+1.5%)

$981,900 + $1,410,800

$2,392,700

2017

$22,303 (+1.5%)

$926,500 + $1,330,900

$2,257,400

2016

$21,983 (+6.3%)

$865,800 + $1,243,900

$2,109,700

2015

$20,686 (+18.2%)

$809,200 + $1,127,700

$1,936,900

2014

$17,503 (+39.1%)

$735,100 + $801,600

$1,536,700

2013

$12,581 (+2.2%)

$713,700 + $366,200

$1,079,900

2012

$12,311 (−0.1%)

$713,700 + $366,200

$1,079,900

2011

$12,328 (+3.0%)

$730,500 + $360,500

$1,091,000

2010

$11,968 (+2.8%)

$730,500 + $360,500

$1,091,000

2009

$11,639

$728,300 + $360,500

$1,088,800

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

Permits

Jan 15, 2015 • Final

Residential electrical

Install additional fire alarm devices as required by the fire department.

Electrical

Fire sprinkler

Jul 16, 2014 • Active

Residential plumbing

Perform plumbing work in a kitchen.

Kitchen

Plumbing

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: 1,833
Basement Type: Full

Bathroom Information
# of Full Baths: 5
# 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: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Hip

Property Information
Living Sq. Ft: 4,024
Gross Sq. Ft: 6,643
# 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: 21,344
Municipality Name: BROOKLINE
Acres: 0.49
Zoning Code: S15
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 4,024
Stories: 2.0
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: 1988
County: Norfolk County
APN: 39334

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.3mi

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
152 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

$3.76M – $4.55M

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OPEN TODAY, 5PM TO 7PM3D WALKTHROUGH

$399,999

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35 Westgate Rd #6, Chestnut Hill, MA 02467

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2 beds2 baths1,515 sq ft

630 Hammond St #104, Chestnut Hill, MA 02467

$700,000

2 beds2 baths1,285 sq ft

250 Hammond Pond Pkwy Unit 1105S, Chestnut Hill, MA 02467

$2,100,000

3 beds2.5 baths2,635 sq ft

99-10 Florence St Unit 2A, Newton, MA 02467

$2,395,000

4 beds4.5 baths4,067 sq ft

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6 beds6 baths8,146 sq ft

31 Kesseler Way, Chestnut Hill, MA 02467

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$849,000

2 beds2 baths1,495 sq ft

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

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Home values near 75 Hilltop Rd

Data from public records.

Address	Redfin Estimate
47 Hilltop Road, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 3278 Sq. Ft.	$3,143,798
85 Hilltop Road, Chestnut Hill, MA 7 Beds \| 6 Baths \| 4740 Sq. Ft.	$3,803,355

Address	Redfin Estimate
53 Hilltop Road, Chestnut Hill, MA 4 Beds \| 4 Baths \| 3335 Sq. Ft.	$3,373,170
59 Hilltop Road, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 3980 Sq. Ft.	$3,310,799

Address	Redfin Estimate
65 Hilltop Road, Chestnut Hill, MA 5 Beds \| 4 Baths \| 4500 Sq. Ft.	$3,796,272
74 Hilltop Road, Chestnut Hill, MA 5 Beds \| 4.5 Baths \| 3271 Sq. Ft.	$3,168,527

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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 75 Hilltop Rd

Tax history for 75 Hilltop 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 75 Hilltop Rd

More real estate resources