21 High St, Brookline, MA 02445
OFF MARKET

21 High St
Brookline, MA 02445

High Street Hill
  • 2 Beds
  • 2 Baths
  • 1,307 sqft

$770,200

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,580/mo*
Refinance Your Home

$770,200

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $4,580/mo*
Refinance Your Home
2 Beds
2 Baths
1,307 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This multi-family home is located at 21 High St, Brookline, MA. 21 High St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 2 bedrooms, 2 bathrooms and approximately 1,307 sqft of floor space.
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
Garage
Outdoor
No Info
HOA
None
Price/Sqft
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Listed
No Info

Home Details for 21 High St

Property Information

Property Type / Style
Property Type: Multi Family

Interior Features

Interior Details
Types of Rooms: Dining Room, Office
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Price History for 21 High St

DatePriceEventSource
12/31/2020ListingRemovedZillow Rental Network Premium
12/10/2020$3,200Listed For RentAgent Provided
07/27/2018$3,700ListingRemovedAgent Provided
07/22/2018$3,700Listed For RentAgent Provided
06/05/2018$3,700ListingRemovedAgent Provided
04/20/2018$3,700Listed For RentAgent Provided
03/15/2017$3,600ListingRemovedAgent Provided
02/19/2017$3,600Listed For RentAgent Provided
01/13/2017$3,600ListingRemovedAgent Provided
04/12/2015$3,400ListingRemovedN/A
03/13/2015$3,400Listed For RentN/A
04/29/2014$3,200ListingRemovedAgent Provided
04/09/2014$3,200Listed For RentAgent Provided
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Comparable Sales for 21 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19-21 Elm St, Brookline, MA
0.31
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
9 Searle Ave, Brookline, MA
0.35
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
18-20 Cypress St, Brookline, MA
0.37
Multi-Family Home
$1,800,000
06/13/25
5
2
2,318
155-157 Hillside St, Roxbury Crossing, MA
0.58
Multi-Family Home
$1,362,000
11/19/25
4
2
2,622
48 Boylston St, Jamaica Plain, MA
0.05
Multi-Family Home
$2,000,000
06/14/25
6
6
4,992
106 Brook St, Brookline, MA
0.38
Multi-Family Home
$2,125,000
04/13/26
5
3.5
2,540
50-52 Linden Pl, Brookline, MA
0.31
Multi-Family Home
$2,730,000
08/29/25
7
3
4,134
15 Castleton St, Jamaica Plain, MA
0.56
Multi-Family Home
$1,350,000
06/20/25
6
2
2,972
251 Heath St #101, Jamaica Plain, MA
0.54
Multi-Family Home
$430,890
06/18/25
1
1
679
25 Cranston St, Jamaica Plain, MA
0.84
Multi-Family Home
$1,137,500
03/31/26
4
2
1,869

Nearby homes

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Assigned Schools

These are the assigned schools for 21 High St.
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 21 High St

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Off Market Homes Near 21 High St

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Homes for rent near 21 High St

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21 High St, Brookline, MA 02445 is a 2 bedroom, 2 bathroom, 1,307 sqft multi-family. 21 High St is located in High Street Hill, Brookline. This property is not currently available for sale. The current Trulia Estimate for 21 High St is $770,200.