

Set directly across from Harry Downes Field in one of Brookline’s sought-after neighborhoods, this charming, attached home offers a park-front setting where athletic fields, a running track, playground, and dog park feel like an extension of your front yard. Located in the highly regarded Pill Hill and Lincoln School District, the home features a six-room layout with three bedrooms and one-and-a-half baths, including a newly added first-floor powder room. The refinished hardwood floors, and abundant natural light enhance the home’s appeal. Private outdoor space includes a fenced yard and deck ideal for entertaining, play, or pets, along with the convenience of parking. An unfinished basement offers excellent potential for storage or future expansion. Minutes to the Emerald Necklace, Jamaica Pond, shops, restaurants, MBTA bus routes and Green Line access, the Longwood Medical Area, and nearby universities. An outstanding opportunity in a premier Brookline location.
Property Details for 71 Highland Rd
Total Rooms: 6
Bedrooms: 3
Bathrooms: 1Full 1Half
Living Area: 1,000 sqft
Lot Size (Acres/SF): 0.05/ 2248
Lot Features:
Levels:
Total Parking Spaces: 2
Garage Spaces: 0
Parking Features: Paved Drive, Off Street
Listing ID: 73474817
Postal Code: 02445
Neighborhood: Pill Hill
Elementary School District:
Elementary School Buffer Zone:
High School: Brookline High School
Year Built: 1921
Architectural Style:
Basement: Full, Unfinished
Features for 71 Highland Rd
Heating: Hot Water, Natural Gas
Heating Zones:
Fireplaces: 0
Accessibility Features:
Association: False
Association Fee:
Fee Frequency:
Association Fee Includes:
Association Amenities:
Management Type:
Optional Fee:
Optional Fee Includes:
Elevator: False
Cooling: None
Cooling Zones:
Private Pool: False
Pool Features:
Waterfront: False
Waterfront Features:
Pets Allowed:
Entry Level (Floor):
Entry Location:
Complex Complete: False
Total Units in Building:
Owner Occupied Units:
Utilities & Financials for 71 Highland Rd
Electric:
Water Source: Public
Sewer: Public Sewer, Other
Utility Connections:
Annual Tax: $10,750
Assessed Value: $1,089,200
Tax Year: 2025
Disclosures for 71 Highland Rd
Disclosures: Pill Hill Historic Distract
Exclusions:
Property Attached: True
Historic District: Pill Hill
Zoning Code: T-5
Zoning Description: TWO-FAMILY & ATTACHED SINGLE-FAMILY
Zoning Category: two_family
Zoning FAR:
Zoning Min Lot: 5000
Lead Paint: Unknown
SqFt Includes Basement: False
Square Feet Disclosures:
Voting Precinct: 5 Located at (New) Lincoln School, 19 Kennard Road
Listing Lifecycle for 71 Highland Rd
List Date: February 5, 2026
Off Market Date:
Under Agreement Date:
Sold Date:
List Office: Hammond Residential Real Estate
Listing Agent: Eileen Strong O Boy
Original List Price: $989,000
Sold Price: ()
Square Feet Disclosures:
Last Updated on: February 5, 2026 at 4:37 PM from: mls-pin
Buyer’s Office:
Buyer’s Agent:



