111 High St, Brookline, MA 02445
Property image
Property image
OFF MARKET

111 High St
Brookline, MA 02445

High Street Hill
  • 9 Beds
  • 5 Baths
  • 4,927 sqft

$2,146,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $12,584/mo*
Refinance Your Home

$2,146,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $12,584/mo*
Refinance Your Home
9 Beds
5 Baths
4,927 sqft

Local Information

  • Map ViewExplore the area around 111 High St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This condo is located at 111 High St, Brookline, MA. 111 High St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 9 bedrooms, 5 bathrooms and approximately 4,927 sqft of floor space. This property was built in 1906.
111 High St, Brookline, MA 02445 is a 9 bedroom, 5 bathroom, 4,927 sqft condo in High Street Hill, built in 1906. It last sold for $640,000 on May 22, 1998. It is currently off market. The Trulia Estimate is $2,146,400, with a rent estimate of $5,636/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 111 High St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 14
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1906
Property Type / Style
Property Type: Condo

Community

Units in Building: 1

Price History for 111 High St

DatePriceEventSource
05/22/1998$640,000Sold
N/A

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$16,276
Assessment$1,649,000
Home facts updated by county records

Comparable Sales for 111 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 Highland Rd #1, Brookline, MA
0.20
Condo
$2,320,000
11/13/25
3
3.5
2,500
81 Glen Rd #S1, Brookline, MA
0.16
Condo
$1,025,000
07/14/25
2
2.5
1,492
3 Upland Rd #2, Brookline, MA
0.17
Condo
$1,090,000
05/04/26
3
2
1,655
30 Cumberland Ave W #4, Brookline, MA
0.10
Condo
$895,000
09/03/25
2
2
1,246
30 Cumberland Ave #3W, Brookline, MA
0.10
Condo
$899,000
10/20/25
2
2
1,246
33 Pond Ave #1208, Brookline, MA
0.27
Condo
$970,000
09/15/25
2
2.5
1,840
30 Cumberland Ave #W3, Brookline, MA
0.12
Condo
$899,000
10/20/25
2
2
1,246
99 Pond Ave #804, Brookline, MA
0.21
Condo
$900,000
08/08/25
2
2
1,855
33 Pond Ave #Penthouse 1207, Brookline, MA
0.32
Condo
$880,000
10/15/25
2
2.5
1,800
99 Pond Ave, Brookline, MA
0.22
Condo
$900,000
08/08/25
2
2
1,855

Nearby homes

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Assigned Schools

These are the assigned schools for 111 High 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 - Pet Friendly

368 pet-friendly rentals in Brookline, MA

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Explore by feature - Outdoor Space

27 rentals with an outdoor space in Brookline, MA

Homes for sale near 111 High St

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Off Market Homes Near 111 High St

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