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

27 Irving St
Brookline, MA 02445

High Street Hill
  • 7 Beds
  • 4 Baths
  • 5,244 sqft (on 0.28 acres)

$3,296,600

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $16,787/mo*
Refinance Your Home

$3,296,600

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $16,787/mo*
Refinance Your Home
7 Beds
4 Baths
5,244 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 27 Irving St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Step into timeless elegance with this incredibly charming Colonial Revival home, designed in 1882 by architect Arthur Little. Meticulously maintained by the owner since 1971, this stunning brick & shingle residence boasts soaring ceilings & 8 fireplaces across 3 floors of living space. The front porch welcomes you to a breathtaking entrance hall, leading to a library, formal dining room, living room & eat-in kitchen. The first floor of the home has fine ceiling moldings, china cabinets and wainscoting. With 7 bedrooms, 3.5 baths & a primary suite w/ dressing rooms, this home offers unmatched space. A two-car garage & beautifully landscaped yard w/ patio completes the exterior. Located in the sought-after Pill Hill Historic District & a part of the desirable High Street Hill Association. Close to Brookline Village, Longwood & the Green Line MBTA. The seller will dearly miss the home & the close-knit community.
27 Irving St, Brookline, MA 02445 is a 7 bedroom, 5 bathroom, 5,244 sqft single-family home in High Street Hill, built in 1882. It last sold for $3,220,000 on May 28, 2025 (8% below the $3,500,000 asking price). It is currently off market. The Trulia Estimate is $3,296,600, with a rent estimate of $7,949/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 27 Irving St

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior Entry,Sump Pump,UnfinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5244 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Range, Oven, Washer, Dryer, Range HoodDryerLaundry: In BasementWasher
Heating & Cooling
Heating: Hot Water,Natural Gas,FireplaceNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Dining Room, Living Room, Master BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Tile, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Accessibility: NoFloors: Tile, Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, PatioExterior: Porch, Patio, Sprinkler SystemFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Detached,Paved Drive,Off Street
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5244Finished Area (below surface): 450

Property Information

Year Built
Year Built: 1882
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial Revival
Building
Construction Materials: BrickNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:312 L:0010 S:0000, 40850

Price & Status

Price
List Price: $3,500,000
Status Change & Dates
Off Market Date: Thu May 08 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: BrooklineCommunity: Pill Hill Historic District (High Street Hill)
School Information
Elementary School: LincolnJr High / Middle School: LincolnHigh School: Brookline High

Building

Building Area
Building Area: 5244 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Conservation Area, Public School, T-Station, University, SidewalksNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 73332150Above Grade Unfinished Area: 5244

Additional Information

Public TransportationShoppingParkConservation AreaPublic SchoolT-StationUniversitySidewalks
Last check for updates: about 1 hour ago
Listed by Chris Vietor Homes, (617) 909-9669
eXp Realty, (888) 854-7493
Bought with: Chris Vietor Homes, (617) 909-9669, eXp Realty, (888) 854-7493
Source: MLS PIN, MLS#73332150

Price History for 27 Irving St

DatePriceEventSource
05/28/2025$3,220,000Sold
MLS PIN #73332150
04/30/2025$3,500,000PriceChange
MLS PIN #73332150
04/07/2025$3,650,000PriceChange
MLS PIN #73332150
02/27/2025$3,800,000PriceChange
MLS PIN #73332150
02/04/2025$4,000,000Listed For SaleMLS PIN #73332150

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$41,424
Assessment$4,197,000
Home facts updated by county records

Comparable Sales for 27 Irving St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.04
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.13
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
27 Walnut Pl, Brookline, MA
0.15
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
12 Zamora St, Boston, MA
0.62
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
236 Walnut St, Brookline, MA
0.19
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
7 Dana St, Brookline, MA
0.36
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
115 Clark Rd, Brookline, MA
0.66
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
469 Walnut St, Brookline, MA
0.74
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
157 Aspinwall Ave, Brookline, MA
0.52
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
213 Gardner Rd, Brookline, MA
0.74
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507

Nearby homes

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Assigned Schools

These are the assigned schools for 27 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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Explore by feature - Outdoor Space

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Homes for sale near 27 Irving St

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Off Market Homes Near 27 Irving St

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.