123 High St, Brookline, MA 02445
Property image
Property image
OFF MARKET

$4,076,600

Trulia Estimate
  • 8 Beds
  • 6 Baths
  • 5,312 sqft (on 0.54 acres)

123 High St, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $24,239/mo*
Refinance Your Home
Currently Off Market - Sold Apr 21, 2023 for $3,650,000

Home Value

Trulia Estimate
$4.08M
Since last month
Decreased$103K (-2.5%)
Since last year
Decreased$14K (-0.3%)
Since last sale
Increased$427K (+11.7%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$4.08M
July 2026$4.18M
June 2026$4.17M
May 2026$4.21M
April 2026$4.24M
March 2026$4.18M
February 2026$4.07M
January 2026$3.99M
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
36 Allerton St, Brookline, MA
0.18
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
371 Walnut St, Brookline, MA
0.53
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
16 Kennard Rd, Brookline, MA
0.44
Single-Family Home
$2,000,000
08/14/26
8
5
5,076
469 Walnut St, Brookline, MA
0.73
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
14 Irving St, Brookline, MA
0.17
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
54 Clark Rd, Brookline, MA
0.58
Single-Family Home
$2,325,000
07/24/26
7
4
4,544
12 Zamora St, Boston, MA
0.51
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
213 Gardner Rd, Brookline, MA
0.81
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
21 Sargent Crossway, Brookline, MA
0.51
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
236 Walnut St, Brookline, MA
0.22
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963

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
19 Edgehill Rd, Brookline, MA 02445
0.06
$3,875,500
5
4
3,538
Off Market
27 Irving St, Brookline, MA 02445
0.13
$3,314,500
7
4
5,244
Off Market
35 Hawthorn Rd, Brookline, MA 02445
0.11
$2,872,900
5
3
3,245
Off Market
30 Cumberland Ave #W1, Brookline, MA 02445
0.10
$823,900
1
1.5
991
Off Market
30 Cumberland Ave W #4, Brookline, MA 02445
0.10
-
2
2
1,246
Off Market
30 Cumberland Ave #3W, Brookline, MA 02445
0.10
-
2
2
1,246
Off Market
50 Franklin St, Brookline, MA 02445
0.14
$1,888,000
3
3
2,160
For Sale
27 Walnut Pl, Brookline, MA 02445
0.16
$4,063,200
4
3.5
4,232
Off Market
71 Highland Rd, Brookline, MA 02445
0.12
$950,000
3
1.5
1,000
Recently Sold
65 Glen Rd #H3, Brookline, MA 02445
0.13
$752,800
2
2
1,010
Off Market
65 Glen Rd #H6, Brookline, MA 02445
0.13
$998,900
2
2
1,282
Off Market
14 Irving St, Brookline, MA 02445
0.17
-
5
3.5
3,873
Off Market

Local Information

  • Map ViewExplore the area around 123 High St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1880
Lot Size
0.54 acres
Living Area
5,312 sqft
Price/Sqft
$767

About this House

This single-family home is located at 123 High St, Brookline, MA. 123 High St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 8 bedrooms, 6 bathrooms and approximately 5,312 sqft of floor space. This property has a lot size of 0.54 acres and was built in 1880.
123 High St, Brookline, MA 02445 is a 8 bedroom, 6 bathroom, 5,312 sqft single-family home in High Street Hill, built in 1880. It last sold for $3,650,000 on Apr 21, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,076,600, with a rent estimate of $6,738/month.

Home Details for 123 High St

Interior Features

Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12
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: 0.54 acres

Price and Tax history

DateEventPrice
Apr 21, 2023
Source: MLS PIN #73082438
Sold
$3,650,000
Feb 28, 2023
Source: MLS PIN #73082438
Listed For Sale
$3,475,000
Mar 9, 2004
Source: N/A
Sold
$1,638,000
Apr 15, 1992
Source: N/A
Sold
$490,000

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

Frequently asked questions about 123 High St

  • What is 123 High St estimated to be worth?
    Trulia's estimated value for 123 High St in Brookline, MA is $4,076,600.
  • What is the price history for 123 High St?
    123 High St in Brookline, MA last sold for $3,650,000 in April 2023.
  • 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.
  • How big is the lot at 123 High St?
    The lot at 123 High St in Brookline, MA is about 0.54 acres (23,400 sq ft).

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Apartments for Rent

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Off Market Homes Near 123 High St

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