39 Irving St, Brookline, MA 02445
OFF MARKET

39 Irving St
Brookline, MA 02445

High Street Hill
  • 5 Beds
  • 5 Baths
  • 4,959 sqft (on 0.32 acres)

$5,239,400

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $30,719/mo*
Refinance Your Home

$5,239,400

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $30,719/mo*
Refinance Your Home
5 Beds
5 Baths
4,959 sqft
(on 0.32 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This Pill Hill treasure, built in 1875 and extensively renovated and restored in 1999, has been meticulously cared for over the years. Architectural period detail throughout, 11 foot ceilings, custom mahogany cabinets, 16x37 living room with access to patio and gardens. Expansive master suite with sitting room and sleeping porch. Gorgeous, manicured gardens for family entertainment. Five minute walk to Brookline Village and public transportation.
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 39 Irving St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 13
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1875Year Updated: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price History for 39 Irving St

DatePriceEventSource
08/01/2016$3,500,000Sold
N/A
05/06/2016$3,100,000PendingAgent Provided
05/02/2016$3,100,000Listed For SaleAgent Provided
04/08/1999$1,070,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$40,612
Assessment$4,114,700
Home facts updated by county records

Comparable Sales for 39 Irving St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Irving St, Brookline, MA
0.05
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
36 Allerton St, Brookline, MA
0.11
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
19 Edgehill Rd, Brookline, MA
0.14
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
14 Irving St, Brookline, MA
0.08
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
27 Walnut Pl, Brookline, MA
0.17
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
213 Gardner Rd, Brookline, MA
0.78
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
115 Clark Rd, Brookline, MA
0.70
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
236 Walnut St, Brookline, MA
0.21
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
12 Zamora St, Boston, MA
0.57
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
157 Aspinwall Ave, Brookline, MA
0.55
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 39 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 39 Irving St

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Off Market Homes Near 39 Irving St

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Homes for rent near 39 Irving St

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39 Irving St, Brookline, MA 02445 is a 5 bedroom, 6 bathroom, 4,959 sqft single-family home built in 1875. 39 Irving St is located in High Street Hill, Brookline. This property is not currently available for sale. 39 Irving St was last sold on Aug 1, 2016 for $3,500,000. The current Trulia Estimate for 39 Irving St is $5,239,400.