92 High St, Brookline, MA 02445
OFF MARKET

92 High St
Brookline, MA 02445

High Street Hill
  • 7 Beds
  • 4.5 Baths
  • 6,988 sqft (on 0.55 acres)

$5,479,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $31,721/mo*
Refinance Your Home

$5,479,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $31,721/mo*
Refinance Your Home
7 Beds
4.5 Baths
6,988 sqft
(on 0.55 acres)

Local Information

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

Description

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.
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
Cooling only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 92 High St

DatePriceEventSource
02/01/2019$3,400,000Sold
N/A
12/20/2018$3,800,000PendingToActiveAgent Provided
12/20/2018$3,800,000PendingAgent Provided
11/29/2018$3,800,000PendingToActiveAgent Provided
11/29/2018$3,800,000PendingAgent Provided
11/15/2018$3,800,000PendingToActiveAgent Provided
11/02/2018$3,800,000PendingAgent Provided
09/24/2018$3,800,000PriceChange
Agent Provided
06/12/2018$4,200,000Listed For SaleAgent Provided
05/24/2005$2,180,000Sold
N/A
08/20/1987$99,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$45,181
Assessment$4,577,600
Home facts updated by county records

Comparable Sales for 92 High St

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
27 Walnut Pl, Brookline, MA
0.22
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
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
212 Aspinwall Ave, Brookline, MA
0.59
Single-Family Home
$2,350,000
05/30/25
7
3.5
3,796
213 Gardner Rd, Brookline, MA
0.85
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
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 homes

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Assigned Schools

These are the assigned schools for 92 High St.
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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 92 High St

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Off Market Homes Near 92 High St

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Homes for rent near 92 High St

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92 High St, Brookline, MA 02445 is a 7 bedroom, 5 bathroom, 6,988 sqft single-family home built in 1882. 92 High St is located in High Street Hill, Brookline. This property is not currently available for sale. 92 High St was last sold on Feb 1, 2019 for $3,400,000. The current Trulia Estimate for 92 High St is $5,479,100.