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

$1,122,000

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,000 sqft

71 Highland Rd, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $6,756/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2026 for $950,000 (4% below list price)

Home Value

Trulia Estimate
$1.12M
Since last month
Increased$162K (+16.9%)
Since last year
Decreased$242K (-17.7%)
Since last sale
Increased$172K (+18.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +40% in the last 10 years
MonthEstimated value
2026
August 2026$1.12M
August 2026$1.12M
July 2026$960K
June 2026$952K
May 2026$949K
April 2026$965K
March 2026$964K
February 2026$986K
January 2026$870K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
14-14A Linden Pl, Brookline, MA
0.67
Single-Family Home
$1,750,000
06/23/26
3
1.5
1,380
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
18 Eldora St, Roxbury, MA
0.67
Single-Family Home
$863,000
10/10/25
4
1.5
2,149
21 Starr Ln, Jamaica Plain, MA
0.97
Single-Family Home
$660,000
02/03/26
3
1
1,293
15 Kent Sq, Brookline, MA
0.90
Single-Family Home
$1,501,000
04/17/26
2
2
1,276
11 Kent Sq, Brookline, MA
0.90
Single-Family Home
$1,405,000
06/23/26
2
1.5
1,276
94 Wyman St, Jamaica Plain, MA
0.89
Single-Family Home
$1,225,000
08/31/26
3
3
1,642

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
57-59 Highland Rd, Brookline, MA 02445
0.05
$1,949,000
4
3
1,949
For Sale
57 Highland Rd #2, Brookline, MA 02445
0.05
-
5
3.5
2,000
Off Market
45 Highland Rd #45, Brookline, MA 02445
0.07
-
3
1
911
Off Market
47 Highland Rd #47, Brookline, MA 02445
0.07
$815,000
3
1
981
Recently Sold
19 Edgehill Rd, Brookline, MA 02445
0.08
$3,897,100
5
4
3,538
Off Market
48 Jamaica Rd #3, Brookline, MA 02445
0.07
-
3
2
1,390
Off Market
35-37 Highland Rd, Brookline, MA 02445
0.09
-
6
2
2,152
Off Market
31 Highland Rd #1, Brookline, MA 02445
0.10
$2,320,000
3
3.5
2,500
Recently Sold
29-31 Highland Rd, Brookline, MA 02445
0.10
-
6
2
2,152
Off Market
29-31 Highland Rd, Brookline, MA 02445
0.10
-
3
3.5
2,537
Off Market
91 Glen Rd #1, Brookline, MA 02445
0.10
$1,152,800
3
2
1,520
Off Market

Local Information

  • Map ViewExplore the area around 71 Highland Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1921
Living Area
1,000 sqft
Price/Sqft
$950/sqft
Parking
2 Open Spaces

About this House

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.
71 Highland Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,000 sqft single-family home in High Street Hill, built in 1921. It last sold for $950,000 on Apr 30, 2026 (4% below the $989,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,122,000, with a rent estimate of $3,888/month.
Last check for updates: about 3 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

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

Price and Tax history

DateEventPrice
Apr 30, 2026
Source: MLS PIN #73474817
Sold
$950,000
Mar 25, 2026
Source: MLS PIN #73474817
Contingent
$989,000
Feb 5, 2026
Source: MLS PIN #73474817
Listed For Sale
$989,000
Sep 9, 2025
Source: MLS PIN #73401612
ListingRemoved
$924,000
Sep 3, 2025
Source: MLS PIN #73401612
Contingent
$924,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

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

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.

Frequently asked questions about 71 Highland Rd

  • What is 71 Highland Rd estimated to be worth?
    Trulia's estimated value for 71 Highland Rd in Brookline, MA is $1,122,000.
  • What is the price history for 71 Highland Rd?
    71 Highland Rd in Brookline, MA last sold for $950,000 in April 2026.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • Does 71 Highland Rd have laundry facilities?
    Yes, 71 Highland Rd in Brookline, MA has laundry facilities.
  • Does 71 Highland Rd have a yard?
    Yes, 71 Highland Rd in Brookline, MA has a yard.

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