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

$5,370,300

Trulia Estimate
  • 7 Beds
  • 4.5 Baths
  • 6,988 sqft (on 0.55 acres)

92 High St, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $31,965/mo*
Refinance Your Home
Currently Off Market - Sold Feb 1, 2019 for $3,400,000

Home Value

Trulia Estimate
$5.37M
Since last month
Decreased$121K (-2.2%)
Since last year
Decreased$67K (-1.2%)
Since last sale
Increased$2M (+57.1%)
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 +28% in the last 10 years
MonthEstimated value
2026
August 2026$5.34M
July 2026$5.46M
June 2026$5.48M
May 2026$5.48M
April 2026$5.49M
March 2026$5.48M
February 2026$5.29M
January 2026$5.2M
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
0.11
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
14 Irving St, Brookline, MA
0.15
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
469 Walnut St, Brookline, MA
0.80
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
371 Walnut St, Brookline, MA
0.59
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
12 Zamora St, Boston, MA
0.50
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
54 Clark Rd, Brookline, MA
0.63
Single-Family Home
$2,325,000
07/24/26
7
4
4,544
213 Gardner Rd, Brookline, MA
0.85
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
16 Kennard Rd, Brookline, MA
0.51
Single-Family Home
$2,000,000
08/14/26
8
5
5,076
236 Walnut St, Brookline, MA
0.27
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
157 Aspinwall Ave, Brookline, MA
0.60
Single-Family Home
$2,800,000
09/22/25
5
4
4,784

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
35 Hawthorn Rd, Brookline, MA 02445
0.04
$2,841,800
5
3
3,245
Off Market
30 Cumberland Ave #W1, Brookline, MA 02445
0.07
$823,900
1
1.5
991
Off Market
30 Cumberland Ave W #4, Brookline, MA 02445
0.07
-
2
2
1,246
Off Market
30 Cumberland Ave #3W, Brookline, MA 02445
0.07
-
2
2
1,246
Off Market
65 Glen Rd #H3, Brookline, MA 02445
0.10
$752,800
2
2
1,010
Off Market
65 Glen Rd #H6, Brookline, MA 02445
0.10
$998,900
2
2
1,282
Off Market
19 Edgehill Rd, Brookline, MA 02445
0.09
$3,875,500
5
4
3,538
Off Market
65 Glen Rd #H1, Brookline, MA 02445
0.11
$725,000
2
2
949
For Sale
75 Glen Rd #B-3, Brookline, MA 02445
0.11
$600,500
1
1
792
Off Market
60 Glen Rd #107, Brookline, MA 02445
0.13
$495,800
1
1
582
Off Market
60 Glen Rd #108, Brookline, MA 02445
0.13
$900,000
2
2
1,249
Recently Sold
60 Glen Rd #206, Brookline, MA 02445
0.13
$815,000
2
1
916
Recently Sold

Local Information

  • Map ViewExplore the area around 92 High St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1882
Lot Size
0.55 acres
Living Area
6,988 sqft
Price/Sqft
$769

About this House

In coveted Pill Hill neighborhood, designed by foremost architect of Shingle Style homes, William Ralph Emerson, this home has undergone superb renovation incorporating the finest elements of the present and maintaining incredible period details. Grand entry with golden oak, sweeping stairs and fireplace leads to gracious formal rooms, each w/ fireplaces and unique features. A stunning chef's kitchen with Poggenpohl design cabinetry/counters, original cast iron stove, a dining/ lounge area opening to deck, lovely garden and yard, and a sitting area with sculpture fountain. The second floor has 4 fabulous bedrooms, including fireplaced Master BR with 2 walk-in closets and a spa-like bath w/ fireplace. Charming 3rd flr. has two ensuite bedrooms, another for office or playroom. Also on property is magnificent Carriage House of 3,465 sf. 1st flr. w/ gleaming pine floors, open space for media rm, gym, studio or garage. The 2nd has large guest suite w/ 1.5 ba. and original beams.
92 High St, Brookline, MA 02445 is a 7 bedroom, 5 bathroom, 6,988 sqft single-family home in High Street Hill, built in 1882. It last sold for $3,400,000 on Feb 1, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,370,300, with a rent estimate of $7,752/month.

Home Details for 92 High St

Property Information

Year Built
Year Built: 1882
Property Type / Style
Property Type: Single Family Home

Interior Features

Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Community

Units in Building: 2

Lot Information

Lot Area: 0.55 acres

Price and Tax history

DateEventPrice
Feb 1, 2019
Source: N/A
Sold
$3,400,000
Dec 20, 2018
Source: Agent Provided
PendingToActive
$3,800,000
Dec 20, 2018
Source: Agent Provided
Pending
$3,800,000
Nov 29, 2018
Source: Agent Provided
PendingToActive
$3,800,000
Nov 29, 2018
Source: Agent Provided
Pending
$3,800,000

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

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

Frequently asked questions about 92 High St

  • What is 92 High St estimated to be worth?
    Trulia's estimated value for 92 High St in Brookline, MA is $5,370,300.
  • What is the price history for 92 High St?
    92 High St in Brookline, MA last sold for $3,400,000 in February 2019.
  • 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 92 High St?
    The lot at 92 High St in Brookline, MA is about 0.55 acres (23,958 sq ft).

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Apartments for Rent

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Off Market Homes Near 92 High St

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Homes for sale near 92 High St

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