82 High St, Brookline, MA 02445
OFF MARKET

82 High St
Brookline, MA 02445

High Street Hill
  • 6 Beds
  • 4.5 Baths
  • 4,337 sqft (on 0.29 acres)

$4,128,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $24,416/mo*
Refinance Your Home

$4,128,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $24,416/mo*
Refinance Your Home
6 Beds
4.5 Baths
4,337 sqft
(on 0.29 acres)

Local Information

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

Description

Circa 1900. Nestled on Pill Hill, this handsome six-bedroom, four and one-half bathroom residence incorporates fine period details with modern necessities. There are 4,337 square feet of living space on three levels. The main level features a dining room with a fireplace and a family room also with a fireplace and an entrance to a large porch overlooking the beautifully landscaped yard. The updated kitchen includes a butler's pantry. The second floor includes a large master bedroom with a walk-in closet and a bathroom, three additional bedrooms, and two full bathrooms. The third floor offers two more bedrooms, a full bathroom, and a great room. Central air-conditioning completes this home.
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 82 High St

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1900Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 82 High St

DatePriceEventSource
07/12/2018$3,005,000Sold
N/A
03/15/2018$2,700,000ListingRemovedAgent Provided
03/14/2018$2,700,000PendingAgent Provided
03/06/2018$2,700,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$35,724
Assessment$3,619,500
Home facts updated by county records

Comparable Sales for 82 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Irving St, Brookline, MA
0.12
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
36 Allerton St, Brookline, MA
0.08
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
19 Edgehill Rd, Brookline, MA
0.11
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
12 Zamora St, Boston, MA
0.51
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
212 Aspinwall Ave, Brookline, MA
0.56
Single-Family Home
$2,350,000
05/30/25
7
3.5
3,796
27 Walnut Pl, Brookline, MA
0.23
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
236 Walnut St, Brookline, MA
0.28
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
157 Aspinwall Ave, Brookline, MA
0.58
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
115 Clark Rd, Brookline, MA
0.77
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182

Nearby homes

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Assigned Schools

These are the assigned schools for 82 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 82 High St

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Off Market Homes Near 82 High St

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Homes for rent near 82 High St

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82 High St, Brookline, MA 02445 is a 6 bedroom, 5 bathroom, 4,337 sqft single-family home built in 1900. 82 High St is located in High Street Hill, Brookline. This property is not currently available for sale. 82 High St was last sold on Jul 12, 2018 for $3,005,000. The current Trulia Estimate for 82 High St is $4,128,400.