OFF MARKET

Off Market Aug 2019 for $3M

$3,458,105

Est. refi paymentEst. refi $5,599/mo

•

4,848

sq ft

145 Middlesex Rd, Chestnut Hill, MA 02467

About this home

Set on a premier street in Brookline, this spectacular residence offers the perfect combination of gorgeous classic architecture and modern amenities. Set on over a third of an acre featuring beautifully landscaped gardens and an expansive deck (added in 2016) adding to the serene home. Substantially renovated, this home exudes quality workmanship and exquisite design that has an exceptional layout for today’s lifestyle and formal entertaining. Fourteen rooms, six bedrooms - including a luxurious master bed/bath with a walk-in closet, and four and a half bathrooms The kitchen is appointed with high-end stainless-steel appliances, center island, and a breakfast nook. A detached double garage and a fully finished basement featuring a music room and media room (with 12 ft. motorized screen) were added in 2016. Close to Longwood Cricket Club, train, shops, and more. Heath School and Brookline High School.

Single-familyProperty Type

1904Year Built

0.34 acresLot Size

$713Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Sullivan Team • Hammond Residential Real Estate

Bought with Hilary Maddox • Compass

Redfin checked: a minute ago

•Source:MLS PIN #72512074

Redfin Estimate

$3,458,105

$443K since sold in August 2019$66K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.7% lower than the average sale price ($3.52M) of 6 comparable homes.

SOLD SEP 10, 2025
$4,400,000
A
6 beds4.5 baths5,520 sq ft
27 Suffolk Rd, Chestnut Hill, MA 02467
SOLD APR 27, 2026
$4,100,000
B
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD MAY 5, 2026
$4,200,000
C
6 beds4.5 baths4,874 sq ft
42 Lawrence 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 23, 2026
$2,805,000
E
5 beds4.5 baths4,694 sq ft
78 Waban Hill Rd N, Chestnut Hill, MA 02467
SOLD JUL 24, 2026
$2,325,000
F
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445

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Earn from this home

Sell

$1,215,721

Est. take-home

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Refinance

Est. cash available

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Rent

$6,454/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
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 145 Middlesex Rd

Date

Event

Price

MLS PIN #72512074

Aug 21, 2019

Sold

$3,015,000

$622/sq ft

Jun 24, 2019

Pending

—

Jun 11, 2019

Pending

—

Jun 4, 2019

Listed

$2,999,999

$619/sq ft

MLS PIN #71509858

Jul 2, 2013

Sold

$1,829,000

$377/sq ft

May 9, 2013

Contingent

—

Apr 16, 2013

Listed

$1,849,000

$381/sq ft

MLS PIN #70299660

Mar 10, 2006

Sold

$1,000,000

$206/sq ft

Feb 20, 2006

Listing Removed

—

Nov 30, 2005

Listed

$1,180,000

$243/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$27,572 (+2.7%)

$1,140,100 + $1,625,400

$2,765,500

2022

$26,838 (+8.1%)

$1,085,800 + $1,548,000

$2,633,800

2021

$24,819 (+8.6%)

$1,044,000 + $1,488,500

$2,532,500

2020

$22,848 (+5.9%)

$949,100 + $1,468,700

$2,417,800

2019

$21,576 (+0.4%)

$903,900 + $1,398,800

$2,302,700

2018

$21,496 (+1.5%)

$917,000 + $1,355,300

$2,272,300

2017

$21,180 (+7.6%)

$865,100 + $1,278,600

$2,143,700

2016

$19,685 (+8.6%)

$808,500 + $1,080,700

$1,889,200

2015

$18,118 (+8.5%)

$755,600 + $940,800

$1,696,400

2014

$16,691 (+0.7%)

$687,000 + $778,400

$1,465,400

2013

$16,574 (+2.2%)

$667,000 + $755,700

$1,422,700

2012

$16,219 (+6.0%)

$667,000 + $755,700

$1,422,700

2011

$15,304 (+3.0%)

$630,300 + $724,000

$1,354,300

2010

$14,857 (+2.8%)

$630,300 + $724,000

$1,354,300

2009

$14,457

$628,400 + $724,000

$1,352,400

Tax history for 145 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$27,572 (+2.7%)

$1,140,100 + $1,625,400

$2,765,500

2022

$26,838 (+8.1%)

$1,085,800 + $1,548,000

$2,633,800

2021

$24,819 (+8.6%)

$1,044,000 + $1,488,500

$2,532,500

2020

$22,848 (+5.9%)

$949,100 + $1,468,700

$2,417,800

2019

$21,576 (+0.4%)

$903,900 + $1,398,800

$2,302,700

2018

$21,496 (+1.5%)

$917,000 + $1,355,300

$2,272,300

2017

$21,180 (+7.6%)

$865,100 + $1,278,600

$2,143,700

2016

$19,685 (+8.6%)

$808,500 + $1,080,700

$1,889,200

2015

$18,118 (+8.5%)

$755,600 + $940,800

$1,696,400

2014

$16,691 (+0.7%)

$687,000 + $778,400

$1,465,400

2013

$16,574 (+2.2%)

$667,000 + $755,700

$1,422,700

2012

$16,219 (+6.0%)

$667,000 + $755,700

$1,422,700

2011

$15,304 (+3.0%)

$630,300 + $724,000

$1,354,300

2010

$14,857 (+2.8%)

$630,300 + $724,000

$1,354,300

2009

$14,457

$628,400 + $724,000

$1,352,400

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.34 Acres

Year renovated

1985

Sq. Ft.

3,673

Year built

1904

Style

Single Family Residential

County

Middlesex County

APN

39464

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
Parking Features: Detached, Paved Drive

Interior

Master Bedroom Information
Area: 270
Length: 15
Width: 18
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 168
Length: 14
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 182
Length: 14
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 216
Length: 12
Width: 18
Level: Third
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 216
Length: 12
Width: 18
Level: Third
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Third
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Family Room Information
Area: 240
Length: 15
Width: 16
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 270
Length: 15
Width: 18
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Stainless Steel Appliances,Gas Stove

Office Room Information
Area: 170
Length: 10
Width: 17
Level: Third
Features: Closet,Flooring - Hardwood

Basement Information
Basement: Full, Finished, Walk-Out Access

Laundry Information
Laundry Features: In Basement, Gas Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 14
Door Features: Insulated Doors, Storm Door(s)
Window Features: Insulated Windows, Storm Window(s)
Flooring: Wood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Wet Bar, Closet/Cabinets - Custom Built, Bathroom - Full, Closet, Play Room, Media Room, Mud Room, Living/Dining Rm Combo, Bathroom, Office

Exterior

Building Information
Building Area (Total): 4,848
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Porch, Deck - Wood, Patio
Exterior Features: Porch, Deck - Wood, Patio, Professional Landscaping, Sprinkler System, Fenced Yard

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.34
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $18,983
Tax Year: 2019

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Gas Dryer
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas, Fireplace
Cooling: Central Air

Location

Location Information
Directions: Off Reservoir - one way
UnparsedAddress: 145 Middlesex Rd, Brookline MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,673
Stories: 3.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1904
Year Renovated: 1985
County: Middlesex County
APN: 39464

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: Chandeliers (4 Total), Audio/Vis Equipment Except Builtin Projection Screen
StandardStatus: Closed

Around this home

Schools

Roland Hayes School

Public PreK-8 • Assigned • 0.6mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.6mi

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

$3.29M – $3.98M

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Home values near 145 Middlesex Rd

Data from public records.

Address	Redfin Estimate
151 Middlesex Rd, Chestnut Hill, MA 4 Beds \| 3 Baths \| 2530 Sq. Ft.	$2,254,795
144 Middlesex Rd Apartment 144-1, Chestnut Hill, MA 3 Beds \| 1 Baths \| 1395 Sq. Ft.	$724,560

Address	Redfin Estimate
144 Middlesex Rd Apartment 144-2, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1400 Sq. Ft.	$769,037
144 Middlesex Rd Apartment 142-1, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1405 Sq. Ft.	$890,534

Address	Redfin Estimate
144 Middlesex Rd Apartment 142-2, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1410 Sq. Ft.	$917,370
144 Middlesex Rd Apartment 142-3, Chestnut Hill, MA 3 Beds \| 2 Baths \| 1405 Sq. Ft.	$1,026,287

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02467, MA

Sale history for 145 Middlesex Rd

Tax history for 145 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 145 Middlesex Rd

More real estate resources