55 Irving St, Brookline, MA 02445
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Property image
OFF MARKET

55 Irving St
Brookline, MA 02445

High Street Hill
  • 8 Beds
  • 7.5 Baths
  • 5,483 sqft (on 0.54 acres)

$4,553,700

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $27,308/mo*
Refinance Your Home

$4,553,700

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $27,308/mo*
Refinance Your Home
8 Beds
7.5 Baths
5,483 sqft
(on 0.54 acres)

Local Information

  • Map ViewExplore the area around 55 Irving St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1912
Lot Size
0.54 acres
Living Area
5,483 sqft
Price/Sqft
$831

About this House

Designed by Coolidge and Carlson in 1912 with beautiful architectural detail inside and out including pedimented front door with columns. Grand front-to-back entry hall with large elegant formal rooms, high ceilings. Lg renovated kitchen with 8-burner Lacanche stove, extra large island with walnut top and banquette dining area; butler's and kitchen pantries There are 8 distinctive fireplaces. A graceful staircase leads to the 2nd floor with MBR, bath and 2 closets; three more bedrooms and 2 hall baths. The third floor has 2 rooms, charming den, and two baths. Lg. basement has laundry area, a BR w/bath and an exercise room with bath.The lovely, level fenced grounds for play and entertainment. A generous brick two-plus car garage.High Street Hill offers real neighborhood community near Lincoln School, BHS, Brookline Village with restaurants, MBTA trolley and bus service. The Emerald Necklace, Longwood Med. area, and many private schools. Easy access to Fenway Park and Downtown Boston.
55 Irving St, Brookline, MA 02445 is a 8 bedroom, 8 bathroom, 5,483 sqft single-family home in High Street Hill, built in 1912. It last sold for $2,995,000 on Apr 23, 2019. It is currently off market. The Trulia Estimate is $4,553,700, with a rent estimate of $5,336/month.

Home Details for 55 Irving St

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 14
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1912Year Updated: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price History for 55 Irving St

DatePriceEventSource
04/23/2019$2,995,000Sold
N/A
03/22/2019$2,995,000PendingAgent Provided
03/15/2019$2,995,000PriceChange
Agent Provided
10/10/2018$3,200,000Listed For SaleAgent Provided
06/01/2009$2,000,000Sold
N/A
01/27/2009$2,250,000ListingRemovedAgent Provided
01/07/2009$2,250,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Property Tax and Assessment

Year2025
Tax$43,131
Assessment$4,369,900
Home facts updated by county records

Comparable Sales for 55 Irving 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
0.18
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
14 Irving St, Brookline, MA
0.11
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
371 Walnut St, Brookline, MA
0.56
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
469 Walnut St, Brookline, MA
0.77
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
12 Zamora St, Boston, MA
0.54
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
213 Gardner Rd, Brookline, MA
0.80
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
236 Walnut St, Brookline, MA
0.23
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
21 Sargent Crossway, Brookline, MA
0.58
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772

Nearby homes

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Assigned Schools

These are the assigned schools for 55 Irving St.
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

Apartments for Rent

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Homes for sale near 55 Irving St

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Off Market Homes Near 55 Irving St

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