75 Highland Rd, Brookline, MA 02445
OFF MARKET

75 Highland Rd
Brookline, MA 02445

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

$1,404,900

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $8,292/mo*
Refinance Your Home

$1,404,900

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $8,292/mo*
Refinance Your Home
3 Beds
2 Baths
1,000 sqft

Local Information

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

Description

This single-family home is located at 75 Highland Rd, Brookline, MA. 75 Highland Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 2 bathrooms and approximately 1,000 sqft of floor space. This property has a lot size of 2613 sqft and was built in 1912.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 75 Highland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Dishwasher

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1912Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2613 sqft

Price History for 75 Highland Rd

DatePriceEventSource
01/20/2006$512,000Sold
N/A
08/10/1993$202,500Sold
N/A
10/30/1987$168,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$12,299
Assessment$1,246,100
Home facts updated by county records

Comparable Sales for 75 Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
71 Highland Rd, Brookline, MA
0.01
Single-Family Home
$950,000
04/30/26
3
1.5
1,000
6 Fisher Ave, Roxbury, MA
0.98
Single-Family Home
$467,120
12/05/25
3
1.5
1,311
27 Round Hill St, Jamaica Plain, MA
0.73
Single-Family Home
$1,070,000
08/28/25
4
1.5
1,569
209 High St, Brookline, MA
0.13
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
22 Edge Hill St, Jamaica Plain, MA
0.63
Single-Family Home
$1,175,000
05/13/26
3
2.5
1,235
18 Cushing Rd, Brookline, MA
0.46
Single-Family Home
$1,351,000
01/23/26
2
2
1,230
129 Walnut St, Brookline, MA
0.33
Single-Family Home
$1,150,000
06/04/25
6
2.5
3,784
26 Edge Hill St, Jamaica Plain, MA
0.62
Single-Family Home
$1,195,000
07/24/25
4
2.5
2,100
33 Round Hill St, Jamaica Plain, MA
0.71
Single-Family Home
$1,260,000
08/01/25
4
1.5
2,566
21 Starr Ln, Jamaica Plain, MA
0.98
Single-Family Home
$660,000
02/03/26
3
1
1,292

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 75 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

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 75 Highland Rd

Skip to last item
Skip to first item

Off Market Homes Near 75 Highland Rd

Skip to last item
Skip to first item

Homes for rent near 75 Highland Rd

Skip to last item
Skip to first item
75 Highland Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,000 sqft single-family home built in 1912. 75 Highland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. 75 Highland Rd was last sold on Jan 20, 2006 for $512,000. The current Trulia Estimate for 75 Highland Rd is $1,404,900.