71 Highland Rd, Brookline, MA 02445
SOLD
APR 30, 2026

71 Highland Rd
Brookline, MA 02445

High Street Hill
  • 3 Beds
  • 1.5 Baths
  • 1,000 sqft

$950,000

Last Sold: Apr 30, 2026
4% below list $989K
$950/sqft
Est. Refi. Payment $5,592/mo*
Refinance Your Home

$950,000

Last Sold: Apr 30, 2026
4% below list $989K
$950/sqft
Est. Refi. Payment $5,592/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,000 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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 the Pill Hill Historic District.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 01, 2026

Home Highlights

Parking
2 Open Spaces
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
$950/sqft
Listed
98 days ago

Home Details for 71 Highland Rd

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1000 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Disposal, RefrigeratorDisposalLaundry: Gas Dryer Hookup,Washer HookupRefrigerator
Heating & Cooling
Heating: Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: 110 Volts
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: Deck - Wood, PatioFencing: FencedExterior: Deck - Wood, Patio, Rain Gutters, Fenced YardFoundation: Slab
Parking & Garage
Open Parking Spaces: 2No GarageHas Open ParkingParking Spaces: 2Parking: Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer, Other
Finished Area
Finished Area (above surface): 1000Finished Area (below surface): 500

Property Information

Year Built
Year Built: 1921
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Attached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: 40507

Price & Status

Price
List Price: $989,000Price Per Sqft: $950/sqft
Status Change & Dates
Off Market Date: Mon Apr 06 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: LincolnHigh School: Brookline High

Building

Building Area
Building Area: 1000 Square Feet

Community

Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2248 sqft

Offer

Contingencies: Financing

Miscellaneous

BasementMls Number: 73474817Above Grade Unfinished Area: 1000

Additional Information

Public TransportationShoppingWalk/Jog TrailsBike PathConservation AreaHighway AccessPrivate SchoolPublic SchoolT-Station
Last check for updates: about 16 hours ago
Listed by Eileen Strong O Boy, (617) 513-4343
Hammond Residential Real Estate, (617) 731-4644
Bought with: Lewis Carroll Team, (617) 817-4247, Compass, (617) 303-0067
Source: MLS PIN, MLS#73474817

Price History for 71 Highland Rd

DatePriceEventSource
04/30/2026$950,000Sold
MLS PIN #73474817
03/25/2026$989,000ContingentMLS PIN #73474817
02/05/2026$989,000Listed For SaleMLS PIN #73474817
09/09/2025$924,000ListingRemovedMLS PIN #73401612
09/03/2025$924,000ContingentMLS PIN #73401612
08/08/2025$924,000PriceChange
MLS PIN #73401612
07/09/2025$1,100,000Listed For SaleMLS PIN #73401612
07/08/2025$1,200,000ListingRemovedMLS PIN #73364833
07/07/2025$1,200,000PriceChange
MLS PIN #73364833
04/25/2025$1,300,000Listed For SaleMLS PIN #73364833

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28MoM
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Property Tax and Assessment

Year2025
Tax$10,750
Assessment$1,089,200
Home facts updated by county records

Comparable Sales for 71 Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 Edge Hill St, Jamaica Plain, MA
0.63
Single-Family Home
$1,175,000
05/13/26
3
2.5
1,235
27 Round Hill St, Jamaica Plain, MA
0.73
Single-Family Home
$1,070,000
08/28/25
4
1.5
1,569
39 School St, Brookline, MA
0.66
Single-Family Home
$1,005,000
08/19/25
3
1
1,576
209 High St, Brookline, MA
0.13
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
18 Cushing Rd, Brookline, MA
0.46
Single-Family Home
$1,351,000
01/23/26
2
2
1,230
26 Edge Hill St, Jamaica Plain, MA
0.62
Single-Family Home
$1,195,000
07/24/25
4
2.5
2,100
21 Starr Ln, Jamaica Plain, MA
0.97
Single-Family Home
$660,000
02/03/26
3
1
1,292
15 Kent Sq, Brookline, MA
0.90
Single-Family Home
$1,501,000
04/17/26
2
2
1,276
20-20 Linden Pl #R, Brookline, MA
0.65
Single-Family Home
$1,925,000
08/28/25
3
3.5
2,028

Nearby homes

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Assigned Schools

These are the assigned schools for 71 Highland Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

High Street Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about High Street Hill

At least 31 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 88 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 63 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say it's quiet

  • 46 % Say there's wildlife

  • 45 % Say parking is easy

  • 42 % Say yards are well-kept

  • 40 % Say car is needed

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 71 Highland Rd

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Off Market Homes Near 71 Highland Rd

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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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 71 Highland Rd

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71 Highland Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,000 sqft single-family home built in 1921. 71 Highland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. 71 Highland Rd was last sold on Apr 30, 2026 for $950,000 (4% lower than the asking price of $989,000). The current Trulia Estimate for 71 Highland Rd is $950,000.