OFF MARKET

Off Market Aug 2018 for $3.5M

$4,861,558

Est. refi paymentEst. refi $8,359/mo

•

8,607

sq ft

91 Middlesex Rd, Chestnut Hill, MA 02467

About this home

One of Chestnut Hill's iconic homes with 9 bedrooms, 6 1/2 baths and 7 fireplaces has been updated for modern living. Offering the grandness of a more leisurely era reminiscent of the Great Gatsby with stunning architectural details throughout, the grand entry hall is flanked by banquet sized living and dining rooms complete with ornate fireplaces and rare millwork. Completing the 1st floor is a fire-placed family room with built ins and an eat in kitchen with custom cabinetry, high end appliances and french doors overlooking the private backyard with glorious perennial gardens and built-in hot tub. The second floor contains 5 fabulous bedrooms and 3 full bathrooms including a master suite with spa bath. Light flows through the etched glass skylights on the 3rd floor with 4 more bedrooms, an elegant office and 2 full baths. A singular offering around the corner from shopping, train, private and public schools in one of Brookline's most established neighborhoods.

Single-familyProperty Type

1893Year Built

0.28 acresLot Size

$565Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Donahue Maley and Burns Team • Compass

Bought with Hilary Maddox • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #72318188

Redfin Estimate

$4,861,558

$1.4M since sold in August 2018$64K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26% higher than the average sale price ($3.86M) of 6 comparable homes.

SOLD APR 27, 2026
$4,100,000
A
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD MAY 6, 2026
$2,480,000
B
8 beds5 baths5,803 sq ft
9 Downing Rd, Brookline, MA 02445
SOLD AUG 4, 2026
$5,750,000
C
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD MAY 14, 2026
$3,285,000
D
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445
SOLD JUL 6, 2026
$2,940,000
E
5 beds3.5 baths4,700 sq ft
57 Waban Hill Rd N, Chestnut Hill, MA 02467
SOLD MAY 4, 2026
$4,600,000
F
5 beds6.5 baths4,300 sq ft
3 Cleveland, Brookline, MA 02445

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Earn from this home

Sell

$2,282,619

Est. take-home

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Refinance

Est. cash available

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Rent

$6,662/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

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
3D 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
$300,000
1 bed1 bath420 sq ft
42 Bryon Rd #1, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 91 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$45,602 (+2.7%)

$1,069,500 + $3,504,400

$4,573,900

2022

$44,389 (+8.1%)

$1,018,600 + $3,337,500

$4,356,100

2021

$41,047 (+7.5%)

$979,400 + $3,209,100

$4,188,500

2020

$38,167 (+2.7%)

$890,400 + $3,148,400

$4,038,800

2019

$37,163 (−18.7%)

$848,000 + $3,118,200

$3,966,200

2018

$45,695 (+1.4%)

$857,800 + $3,972,500

$4,830,300

2017

$45,053 (+1.5%)

$809,200 + $3,750,800

$4,560,000

2016

$44,407 (+4.4%)

$756,300 + $3,505,400

$4,261,700

2015

$42,537 (−5.3%)

$706,800 + $3,276,100

$3,982,900

2014

$44,896 (+0.7%)

$642,600 + $3,299,100

$3,941,700

2013

$44,583 (+2.2%)

$623,900 + $3,203,000

$3,826,900

2012

$43,627 (+3.8%)

$623,900 + $3,203,000

$3,826,900

2011

$42,018 (+3.0%)

$595,400 + $3,123,000

$3,718,400

2010

$40,791 (+2.7%)

$595,400 + $3,123,000

$3,718,400

2009

$39,727

$593,600 + $3,122,700

$3,716,300

Tax history for 91 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$45,602 (+2.7%)

$1,069,500 + $3,504,400

$4,573,900

2022

$44,389 (+8.1%)

$1,018,600 + $3,337,500

$4,356,100

2021

$41,047 (+7.5%)

$979,400 + $3,209,100

$4,188,500

2020

$38,167 (+2.7%)

$890,400 + $3,148,400

$4,038,800

2019

$37,163 (−18.7%)

$848,000 + $3,118,200

$3,966,200

2018

$45,695 (+1.4%)

$857,800 + $3,972,500

$4,830,300

2017

$45,053 (+1.5%)

$809,200 + $3,750,800

$4,560,000

2016

$44,407 (+4.4%)

$756,300 + $3,505,400

$4,261,700

2015

$42,537 (−5.3%)

$706,800 + $3,276,100

$3,982,900

2014

$44,896 (+0.7%)

$642,600 + $3,299,100

$3,941,700

2013

$44,583 (+2.2%)

$623,900 + $3,203,000

$3,826,900

2012

$43,627 (+3.8%)

$623,900 + $3,203,000

$3,826,900

2011

$42,018 (+3.0%)

$595,400 + $3,123,000

$3,718,400

2010

$40,791 (+2.7%)

$595,400 + $3,123,000

$3,718,400

2009

$39,727

$593,600 + $3,122,700

$3,716,300

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

0.28 Acres

Year renovated

1998

Sq. Ft.

7,761

Year built

1893

Style

Single Family Residential

County

Middlesex County

APN

39504

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Jul 26, 2022 • Active

Residential plumbing

Replace an indirect water heater and install a new backflow preventer for a new boiler.

Plumbing

Water heater

Jul 26, 2022 • Active

Residential gas

Replace the existing boiler with a high-efficiency system.

Gas

HVAC

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
Parking Features: Detached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 396
Length: 18
Width: 22
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 340
Length: 17
Width: 20
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 380
Length: 19
Width: 20
Level: Second
Features: Bathroom - Full,Fireplace,Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 221
Length: 17
Width: 13
Level: Second
Features: Fireplace,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 360
Length: 18
Width: 20
Level: First
Features: Flooring - Hardwood,French Doors

Family Room Information
Area: 616
Length: 22
Width: 28
Level: First
Features: Beamed Ceilings,Flooring - Hardwood,French Doors

Dining Room Information
Area: 396
Length: 18
Width: 22
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Kitchen Information
Area: 396
Length: 18
Width: 22
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Remodeled

Office Room Information
Area: 255
Length: 17
Width: 15
Level: Third
Features: Closet

Basement Information
Basement: Full

Laundry Information
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 7
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom

Interior Features
# of Rooms (Total): 14
Flooring: Wood, Tile, Carpet
Interior Features: Closet, Bathroom - Full, Bedroom, Home Office, Play Room, Bathroom

Exterior

Building Information
Building Area (Total): 8,607
Foundation Area: 9,999
Foundation Details: Stone
Year Built Source: Public Records
Year Built Details: Approximate
Color: White

Exterior Features
Fencing: Fenced
Patio And Porch Features: Patio, Covered
Exterior Features: Patio, Covered Patio/Deck, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Attic Vent Elec., Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.28
Lot Features: Corner Lot
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $45,695
Tax Year: 2018

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Hot Water, Radiant, Natural Gas
Cooling: Central Air, Whole House Fan

Location

Location Information
Directions: Hammond to Middlesex
UnparsedAddress: 91 Middlesex Rd, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Golf, Medical Facility, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 10
Baths: 6.5
Sq. Ft.: 7,761
Stories: 3.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1893
Year Renovated: 1998
County: Middlesex County
APN: 39504

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: See Broker
StandardStatus: Closed

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.7mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.7mi

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, 15 days in 30 years

6/10 Wind Factor

54% 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

$4.62M – $5.59M

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New listings for sale in 02467

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$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

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3D WALKTHROUGH

$749,900

2 beds1 bath930 sq ft

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

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Home values near 91 Middlesex Rd

Data from public records.

Address	Redfin Estimate
120 Middlesex Road, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 3785 Sq. Ft.	$2,700,033
81 Middlesex Road, Chestnut Hill, MA 8 Beds \| 3.5 Baths \| 6840 Sq. Ft.	$3,332,784

Address	Redfin Estimate
110 Middlesex Road, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 4448 Sq. Ft.	$3,318,145
144 Middlesex Road Unit 1442, Brookline, MA 3 Beds \| 1 Baths \| 1300 Sq. Ft.	$652,782

Address	Redfin Estimate
104 Middlesex Road, Chestnut Hill, MA 4 Beds \| 3 Baths \| 4432 Sq. Ft.	$2,935,839
144 Middlesex Road Unit 1, Brookline, MA 3 Beds \| 2 Baths \| 1395 Sq. Ft.	$860,273

Property information provided by MLS PIN when last listed in 2018. 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 91 Middlesex Rd

Tax history for 91 Middlesex 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 91 Middlesex Rd

More real estate resources