

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!
Property Details for 144 Middlesex Rd #2
Total Rooms: 7
Bedrooms: 3
Bathrooms: 2Full 0Half
Living Area: 1,400
Lot Size (Acres/SF): /
Lot Features:
Levels:
Total Parking Spaces: 1
Garage Spaces: 0
Parking Features: Off Street
Listing ID: 73540089
Postal Code: 02467
Neighborhood:
Elementary School District: Roland Hayes
Elementary School Buffer Zone:
High School: Brookline High School
Year Built: 1905
Architectural Style:
Basement: Y
Features for 144 Middlesex Rd #2
Heating: Steam
Heating Zones:
Fireplaces: 0
Accessibility Features:
Association: False
Association Fee: $556
Fee Frequency: Monthly
Association Fee Includes: Water, Insurance, Maintenance Grounds, Snow Removal
Association Amenities:
Management Type:
Optional Fee:
Optional Fee Includes:
Elevator: False
Cooling: Window Unit(s)
Cooling Zones:
Private Pool: False
Pool Features:
Waterfront: False
Waterfront Features:
Pets Allowed: Yes w/ Restrictions
Entry Level (Floor): 2
Entry Location:
Complex Complete: False
Total Units in Building: 19
Owner Occupied Units:
Utilities & Financials for 144 Middlesex Rd #2
Electric:
Water Source: Public
Sewer: Public Sewer
Utility Connections:
Annual Tax: $6,683
Assessed Value: $677,100
Tax Year: 2025
Disclosures for 144 Middlesex Rd #2
Disclosures: Tenant occupied. Buyer to assume existing lease through expiration or schedule closing after 7/31/26. 1 deeded oversized parking spot. Tandem parking for up to 2 cars may be possible depending on vehicle size. Photos are from a prior listing and were taken before current tenant occupancy.
Exclusions:
Property Attached: False
Historic District:
Zoning Code: S-10
Zoning Description: SINGLE-FAMILY
Zoning Category: single_family
Zoning FAR:
Zoning Min Lot: 10,000
Lead Paint: Unknown
SqFt Includes Basement: False
Square Feet Disclosures:
Voting Precinct: 14 Located at Heath School Gymnasium, 100 Eliot Street
Listing Lifecycle for 144 Middlesex Rd #2
List Date: 2026-06-23
Off Market Date:
Under Agreement Date:
Sold Date:
List Office: Hillman Homes
Listing Agent: Lauren Brooks
Original List Price: $899,000
Sold Price: ()
Square Feet Disclosures:
Last Updated on: 2026-06-24 00:01:21 from: mls-pin
Buyer’s Office:
Buyer’s Agent:
For Brookline property owners
How would your Brookline home compete in today’s market?
Get a thoughtful value range and sale-readiness review based on current comparables, competition, property details, and local judgment.
Request My Brookline ReviewPersonal review by Elad Bushari. No instant estimate and no obligation.



