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  1. Home
  2. /Chestnut Hill, MA
  3. /144 Middlesex Rd
  4. /2 - 144 Middlesex Rd
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$899,000est. $4,546 MortgageInfo icon
Date Listed : Jun 23, 2026 Days on HelloCondo: 5

2- 144 Middlesex Rd , Brookline, MA 02467

144 Middlesex Rd

BEDS

beds

3

BATHS

baths

2

PARKING

parking

1

SQFT

sqft
1400

Description

*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

Description

*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 image
listing image 2
listing image 3
2 - 144 Middlesex Rd
$899,000
est. $4,545.83 MortgageInfo icon
Date Listed : Jun 23, 2026
Days on HelloCondo: 5

2 - 144 Middlesex Rd

144 Middlesex Rd #2, Brookline, MA 02467

BEDS

3

BATHS

2

PARKING

1

SQFT

1,400

Description

*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

Description

*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

144 Middlesex Rd Market Stats Last 12 months

LOCKER
Contact Us for Info

POSSESSION
Contact Us for Info
HOA FEESinfo
$556.18 /Monthly

OUTDOOR SPACE
Porch
TAXES
$6,683 (2025)

BUILDING AGE
121 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$642

Market Stats

HOA FEESinfo
$556.18 /Monthly

OUTDOOR SPACE
Porch
TAXES
$6,683 (2025)

BUILDING AGE
121 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$642

Amenities

Parking
Parking
Check Icon
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
-
Pool
Pool
-
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
-

Amenities

Unit
ParkingParking
Building

Policies

Pet Allowed
Pet Allowed
-
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
Unit Price History for this Listing is not available

Unit Price History

Unit Price History for this Listing is not available

Monthly Payment Calculator

$5,864 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

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$5,864
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms

Monthly Payment Calculator

$5,864
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$5,864 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

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Monthly Payment Calculator

Mortgage calculator

Monthly Mortgage: $4,546
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The Neighborhood: 144 Middlesex Rd, Brookline, MA

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  1. Home
  2. /Chestnut Hill, MA
  3. /144 Middlesex Rd
  4. /2 - 144 Middlesex Rd
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