Location

Nearby schools

School ratings (A+ to F) from HJN community data.

Brimmer & May School
PK-12 · Regular
399 students · 6.2:1 student–teacher
0.2 mi
Yeshiva Ohr Yisrael High School for Boys
8-12 · Regular
48 students · 4.2:1 student–teacher
0.2 mi
The Chestnut Hillschool
PK-6 · Regular
216 students · 4.9:1 student–teacher
0.3 mi
Heath School
PK-8 · Regular · Brookline School District
418 students · 13.3:1 student–teacher

Nearby places

Within 2 miles of this home: 39+ restaurants and cafés, 9 grocery stores, 39+ parks and green spaces, and 31+ transit stops.

Place data from OpenStreetMap.

Food & drink

XOXO Sushi Bar
Boylston Street
0.4 mi
Chestnut Hill Restaurant
Hammond Street
0.4 mi
Hummus V'hummus
0.5 mi
Bagel Table
0.5 mi
Aquitaine
American restaurant
0.5 mi
Finagle a Bagel
0.5 mi
Blue Blottle
Boylston Street
0.6 mi
Chilacates
0.6 mi

Groceries

Star Market
Boylston Street
0.5 mi
Wegmans
Boylston Street
1.1 mi
Brighton Farmers Market
Chestnut Hill Avenue
1.4 mi
Whole Foods Market
Washington Street
1.4 mi
Johnny D's Fruit and Produce
Washington Street
1.5 mi
Faneuil Street Market
Faneuil Street
1.7 mi
Newton Asian Mart
Langley Road
1.7 mi
Kurkman's Market

Parks & recreation

Old Chestnut Hill Historic District
0.3 mi
Chestnut Hill Reservation
0.5 mi
Single Tree Hill Reservoir
0.5 mi
Chestnut Hill Reservoir
0.5 mi
Pine Tree Preserve
0.6 mi
Chestnut Hill Historic District
0.6 mi
Cassidy Playground
0.6 mi
Hammond Pond
0.6 mi

Transit

Boylston St @ Norfolk Rd
0.3 mi
Chestnut Hill
0.3 mi
Boylston St @ Randolph Rd
0.3 mi
Chestnut Hill (Outbound)
0.3 mi
Chestnut Hill (Inbound)
0.3 mi
Chestnut Hill - Green Line (D) - Park St & North
0.3 mi
Chestnut Hill - Green Line (D) - Riverside
0.3 mi
Opp 910 Boylston St
0.3 mi

The 02467 market

Homes for sale: 68
Median list price: $1,395,000

Similar homes nearby

See all in 02467

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-08-03 21:52:00 UTC

This content last refreshed on 2026-10-17 16:07:05 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

144 Middlesex Road #2

$899,000Closed

144 Middlesex Road #2, Brookline, MA 02467

Est. $6,476/moGet pre-qualified$642/sqft · 38 days on Realty

3

Beds

2

Baths

1,400

Sqft

1905

Built

$642

$/Sqft

38

Days on Realty

About this 3 bedroom 2 bath condo

*Offer deadline Tuesday by 10 am Located in the heart of Chestnut Hill, this sunny and spacious 3-bedroom, 2-bath condominium blends classic architectural charm with modern convenience. A gracious foyer welcomes you into expansive living and dining rooms featuring tall ceilings, original moldings, hardwood floors, and beautiful stained-glass windows. The updated eat-in kitchen offers granite countertops, stainless steel appliances, and abundant storage. Three generously sized bedrooms, two full baths, and in-unit laundry provide comfortable everyday living. A wonderful bonus is the private balcony, perfect for dining, relaxing, or enjoying views of the professionally landscaped courtyard. Ideally situated on a quiet side street, yet moments from Wegmans, The Street at Chestnut Hill, public transportation, parks, and major commuting routes. Includes deeded parking and the rare opportunity to choose between Newton and Brookline schools. A perfect combination of space, character, location

Listing agent
Lauren Brooks
Courtesy of Hillman Homes
(617) 416-2609
MLS Property Information Network (MLS PIN) · Listing 73540089

Interior features

Bathrooms2 full

Stories1

FlooringWood

CoolingWindow Unit(s)

HeatingSteam

AppliancesRange, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer

BasementY

Exterior & lot

Garage0

Private poolNo

FeaturesPorch

Community & HOA

HOA fee$556/mo

HOA includesWater, Insurance, Maintenance Grounds, Snow Removal

Estimated value: $894,064

Range $856,761 – $931,367 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 55 published estimates over 6.7 years · shaded band is the model's own published low-to-high range

$411,185 January 2020$894,064 August 2026

Highest reading $1,293,750 in July 2025; lowest $410,424 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

3 beds
2 baths
1,400 sqft
8,562 sqft lot
Built 1905
Stories: 1
Use: RESIDENTIAL
APN BROO B:282 L:0018 S:0018

Estimate your monthly payment

Home price

Down payment (20%)

$179,800

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$6,476/mo

Principal & interest$4,980

Property tax$824

Home insurance$117

HOA$556

Loan amount $719,200. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2026 roll

Structure: $447,900
Assessed total: $447,900
County market value: $901,360
Property tax billed: $4,586

Sale & deed history

July 31, 2026Not an arm's-length transfer$895,500
April 25, 2012Not an arm's-length transfer—
May 25, 2011Arm's-length$515,000
February 24, 2009Not an arm's-length transfer—
April 8, 2005Arm's-length$410,000

The 02467 market

Homes for sale: 68
Median list price: $1,395,000

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-08-03 21:52:00 UTC

This content last refreshed on 2026-10-17 16:07:05 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Similar homes nearby

See all in 02467

Nearby schools

School ratings (A+ to F) from HJN community data.

A

0.6 mi

B C Campus School

PK-10 · Special Education

28 students · 4.7:1 student–teacher

0.6 mi

Beaver Country Day School

6-12 · Regular

504 students · 5.0:1 student–teacher

0.8 mi

John D. Runkle School

PK-8 · Regular · Brookline School District

476 students · 12.9:1 student–teacher

A 1.0 mi

Mount Alvernia Academy

PK-6 · Regular

247 students · 10.4:1 student–teacher

1.0 mi