22 Irving St, Brookline, MA 02445
OFF MARKET

22 Irving St
Brookline, MA 02445

High Street Hill
  • 6 Beds
  • 5 Baths
  • 5,500 sqft (on 0.37 acres)

$5,041,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $29,193/mo*

$5,041,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $29,193/mo*
6 Beds
5 Baths
5,500 sqft
(on 0.37 acres)

Local Information

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

Description

Located on Pill Hill. Designed by Peabody and Stearns circa 1882, this home represents an early example of the American Shingle-Style. The house was extensively restored/renovated and recognized by the Brookline Preservation commission. Work was done with an eye for todays lifestyle yet keeping many original exterior and interior features; period warm oak panelling, wonderful built-ins, eight fireplaces with original mantels and library. It is sited on over 16,000 sq. ft. of beautifully lit and landscaped grounds.The eat-in kitchen with Island has direct access to the backyard with patio. There are six bedrooms, including a master suite with dressing room (dressing room can multi purpose, office,den or 7th bedroom). There are multiple porches, decks and a patio.There are multiple zones of heat and a/c, a two-car garage. Easy access to Lincoln School, Brookline Village T.
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 22 Irving St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 15
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood

Property Information

Year Built
Year Built: 1883Year Updated: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Price History for 22 Irving St

DatePriceEventSource
08/13/2014$2,900,000Sold
N/A
05/01/2014$2,950,000ListingRemovedAgent Provided
04/15/2014$2,950,000Listed For SaleAgent Provided
07/20/2011$2,850,000ListingRemovedAgent Provided
02/12/2011$2,850,000PriceChange
Agent Provided
12/10/2010$3,000,000Listed For SaleAgent Provided
05/01/2002$1,200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$48,025
Assessment$4,865,800
Home facts updated by county records

Comparable Sales for 22 Irving St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
0.12
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
0.19
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
0.75
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
0.49
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
0.63
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
0.22
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
0.77
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
0.68
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
0.71
Single-Family Home
$4,000,000
08/01/25
5
4.5
5,296

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Irving St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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 22 Irving St

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Off Market Homes Near 22 Irving St

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Homes for rent near 22 Irving St

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22 Irving St, Brookline, MA 02445 is a 6 bedroom, 5 bathroom, 5,500 sqft single-family home built in 1883. 22 Irving St is located in High Street Hill, Brookline. This property is not currently available for sale. 22 Irving St was last sold on Aug 13, 2014 for $2,900,000. The current Trulia Estimate for 22 Irving St is $5,041,500.