76 High St, Brookline, MA 02445
OFF MARKET

76 High St
Brookline, MA 02445

High Street Hill
  • 5 Beds
  • 4 Baths
  • 5,139 sqft (on 0.47 acres)

$3,882,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $23,046/mo*

$3,882,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $23,046/mo*
5 Beds
4 Baths
5,139 sqft
(on 0.47 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 76 High St, Brookline, MA. 76 High St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 5 bedrooms, 4 bathrooms and approximately 5,139 sqft of floor space. This property has a lot size of 0.47 acres and was built in 1880.
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 76 High St

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood

Property Information

Year Built
Year Built: 1880Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price History for 76 High St

DatePriceEventSource
07/08/1998$1Sold
N/A
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Property Tax and Assessment

Year2025
Tax$34,095
Assessment$3,454,400
Home facts updated by county records

Comparable Sales for 76 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
0.06
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
0.13
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
0.23
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
0.13
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
0.53
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
0.28
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
0.54
Single-Family Home
$2,350,000
05/30/25
7
3.5
3,796
0.16
Single-Family Home
$1,150,000
06/04/25
6
2.5
3,784
0.84
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507

Nearby homes

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Assigned Schools

These are the assigned schools for 76 High St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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 76 High St

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Off Market Homes Near 76 High St

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Homes for rent near 76 High St

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76 High St, Brookline, MA 02445 is a 5 bedroom, 4 bathroom, 5,139 sqft single-family home built in 1880. 76 High St is located in High Street Hill, Brookline. This property is not currently available for sale. 76 High St was last sold on Jul 8, 1998 for $1. The current Trulia Estimate for 76 High St is $3,882,200.