BOUGHT WITH REDFIN MAY 25, 2016

Off Market May 2016 for $2.5M

$3,803,355

Est. refi paymentEst. refi $4,455/mo

•

4,740

sq ft

85 Hilltop Rd, Chestnut Hill, MA 02467

About this home

Situated in Chestnut Hill, this stunning Colonial-style home offers 6 beds, 5 full/2 half baths and sits on a 19,000 sf lot. This home was comprehensively rebuilt in 2000 and is less than a mile from the C/D lines/Heath Elementary. A foyer opens to the enormous living room and the dining room with built-in China cabinets and French doors to the bluestone patio and yard. There is a library/1st level bedroom with an en suite full bath. Overlooking the yard is the eat-in kitchen with a gas fireplace and a large island with a breakfast bar. Open to the kitchen is the great family room which adjoins the 3-season sunroom. There are 2 powder rooms on this level. On the 2nd level is the master suite with 2 walk-in closets, a private balcony and bathroom with a steam shower. There are 4 more beds on this level, as well as 2 more full baths and laundry. The finished lower level has a playroom, bonus room, exercise room, full bath and direct entry to the oversized 2 car garage. Central air.

Single-familyProperty Type

1955Year Built

0.44 acresLot Size

$802Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Matt Montgomery Group • Hammond Residential R. E.

Bought with Nancy Schiff • Redfin Corp.

Redfin checked: a few seconds ago

•Source:MLS PIN #71968880

Redfin Estimate

$3,803,355

$1.2M since sold in May 2016$160K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.6% lower than the average sale price ($4.16M) of 6 comparable homes.

SOLD APR 29, 2026
$3,085,000
A
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445
SOLD MAY 4, 2026
$4,600,000
B
5 beds6.5 baths4,300 sq ft
3 Cleveland, Brookline, MA 02445
SOLD MAY 28, 2026
$4,125,000
C
5 beds4.5 baths4,001 sq ft
34 Hyslop Rd, Brookline, MA 02445
SOLD APR 27, 2026
$4,100,000
D
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$3,300,000
E
4 beds4.5 baths3,628 sq ft
98 Spooner Rd, Chestnut Hill, MA 02467
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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Sell

$2,003,861

Est. take-home

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Est. cash available

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Rent

$6,864/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 85 Hilltop Rd

Date

Event

Price

MLS PIN #71968880

May 25, 2016

Sold

$2,587,500

$546/sq ft

Mar 21, 2016

Pending

—

Mar 8, 2016

Listed

$2,699,000

$569/sq ft

MLS PIN #71359079

Jul 11, 2012

Listing Removed

—

Jul 11, 2012

Sold

$2,060,000

$435/sq ft

May 9, 2012

Contingent

—

Mar 29, 2012

Listed

$2,250,000

$475/sq ft

+19

Stunning Federal Colonial in sought after Chestnut Hill neighborhood.This gracious&inviting home has an open floor plan complimenting today's liefestyle & features a sunfilled livingroom, diningroom, 1st fl library/guest br w/bath, office, professional kitchen w/granite counters&island opening to familyroom& 3 season porch. 5 bedrooms on 2nd fl incl luxurious master suite w/fireplace & deck. Finished LL w/playrm, media/exercise rm, bedrm & bath. Serene grounds w/koi pond and slate terrace.

MLS PIN #30559567

Jun 14, 2002

Sold

$1,700,000

$359/sq ft

May 15, 2002

Listing Removed

—

Nov 8, 2001

Listed

$1,795,000

$379/sq ft

MLS PIN #30362356

Jan 14, 2000

Sold

$749,000

$158/sq ft

Oct 22, 1999

Listing Removed

—

Oct 15, 1999

Listed

$749,000

$158/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$32,172 (+2.7%)

$1,189,200 + $2,037,700

$3,226,900

2022

$31,317 (+8.1%)

$1,132,600 + $1,940,700

$3,073,300

2021

$28,960 (+8.3%)

$1,089,000 + $1,866,100

$2,955,100

2020

$26,747 (+5.9%)

$989,900 + $1,840,500

$2,830,400

2019

$25,259 (+0.9%)

$942,800 + $1,752,900

$2,695,700

2018

$25,031 (+1.4%)

$948,200 + $1,697,800

$2,646,000

2017

$24,694 (+1.5%)

$894,500 + $1,604,900

$2,499,400

2016

$24,340 (+3.9%)

$836,000 + $1,499,900

$2,335,900

2015

$23,433 (−3.5%)

$781,300 + $1,412,800

$2,194,100

2014

$24,281 (+0.2%)

$710,300 + $1,421,500

$2,131,800

2013

$24,227 (−12.8%)

$689,600 + $1,390,000

$2,079,600

2012

$27,782 (+4.7%)

$689,600 + $1,747,400

$2,437,000

2011

$26,539 (+3.0%)

$693,100 + $1,655,500

$2,348,600

2010

$25,764 (+2.7%)

$693,100 + $1,655,500

$2,348,600

2009

$25,084

$691,000 + $1,655,500

$2,346,500

Tax history for 85 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$32,172 (+2.7%)

$1,189,200 + $2,037,700

$3,226,900

2022

$31,317 (+8.1%)

$1,132,600 + $1,940,700

$3,073,300

2021

$28,960 (+8.3%)

$1,089,000 + $1,866,100

$2,955,100

2020

$26,747 (+5.9%)

$989,900 + $1,840,500

$2,830,400

2019

$25,259 (+0.9%)

$942,800 + $1,752,900

$2,695,700

2018

$25,031 (+1.4%)

$948,200 + $1,697,800

$2,646,000

2017

$24,694 (+1.5%)

$894,500 + $1,604,900

$2,499,400

2016

$24,340 (+3.9%)

$836,000 + $1,499,900

$2,335,900

2015

$23,433 (−3.5%)

$781,300 + $1,412,800

$2,194,100

2014

$24,281 (+0.2%)

$710,300 + $1,421,500

$2,131,800

2013

$24,227 (−12.8%)

$689,600 + $1,390,000

$2,079,600

2012

$27,782 (+4.7%)

$689,600 + $1,747,400

$2,437,000

2011

$26,539 (+3.0%)

$693,100 + $1,655,500

$2,348,600

2010

$25,764 (+2.7%)

$693,100 + $1,655,500

$2,348,600

2009

$25,084

$691,000 + $1,655,500

$2,346,500

*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

19,000

Year renovated

1978

Sq. Ft.

4,740

Year built

1955

Style

Single Family Residential

County

Norfolk County

APN

39335

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Dec 19, 2021.

Apr 3, 2026 • Final

Residential electrical

Install additional devices to an existing alarm system.

Electrical

Apr 2, 2026 • Final

Residential electrical

Perform electrical work in two bathrooms, including the installation of new lighting, outlets, and switches.

Bathroom

Electrical

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: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Off Street, Paved

Interior

Master Bedroom Information
Area: 450
Length: 18
Width: 25
Level: Second
Features: Walk-In Closet(s),Closet,Flooring - Hardwood,Balcony / Deck

Bedroom #2 Information
Area: 182
Length: 14
Width: 13
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #3 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 170
Length: 17
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 288
Length: 18
Width: 16
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Marble

Bathroom #2 Information
Level: First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Flooring - Marble,Countertops - Stone/Granite/Solid,Double Vanity,Steam / Sauna

Living Room Information
Area: 589
Length: 31
Width: 19
Level: First
Features: Flooring - Hardwood,Wet Bar

Family Room Information
Area: 247
Length: 13
Width: 19
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 210
Length: 15
Width: 14
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors

Kitchen Information
Area: 322
Length: 23
Width: 14
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Breakfast Bar / Nook,Stainless Steel Appliances

Basement Information
Basement: Finished

Laundry Information
Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Kitchen, Master Bedroom

Interior Features
# of Rooms (Total): 14
Door Features: French Doors
Window Features: Insulated Windows
Flooring: Wood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Bathroom - Full, Countertops - Stone/Granite/Solid, Closet/Cabinets - Custom Built, Closet, Bathroom, Sun Room, Bedroom, Play Room, Exercise Room

Exterior

Building Information
Building Area (Total): 4,740
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.44
Lot Features: Corner Lot
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $22,157
Tax Year: 2016

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Reservoir to Fairway to Hilltop
UnparsedAddress: 85 Hilltop Road, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, House of Worship, Public School, T-Station

Public facts

Beds: 7
Baths: 6.0
Sq. Ft.: 4,740
Stories: 2.0
Parking Spaces: 6
Basement: Yes
Accessible: No
Lot Size: 0.44 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1978
County: Norfolk County
APN: 39335
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Dec 19, 2021

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
StandardStatus: Closed

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, 13 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

$3.66M – $4.43M

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New listings for sale in 02467

OPEN TODAY, 5PM TO 7PM3D WALKTHROUGH

$399,999

2 beds1 bath737 sq ft

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

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

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

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72 Beverly Rd, Chestnut Hill, MA 02467

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$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

Home values near 85 Hilltop Rd

Data from public records.

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

Address	Redfin Estimate
75 Hilltop Road, Chestnut Hill, MA 5 Beds \| 5.5 Baths \| 4024 Sq. Ft.	$3,956,681
54 Hilltop Road, Chestnut Hill, MA 5 Beds \| 4 Baths \| 4559 Sq. Ft.	$3,555,970

Address	Redfin Estimate
59 Hilltop Road, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 3980 Sq. Ft.	$3,310,799
42 Hilltop Road, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 2595 Sq. Ft.	$2,381,934

Property information provided by MLS PIN when last listed in 2016. This data may not show owner updates. 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 85 Hilltop Rd

Tax history for 85 Hilltop Rd

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 02467

Home values near 85 Hilltop Rd

More real estate resources