37 Glen Rd, Brookline, MA 02445
OFF MARKET

$2,084,400

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,444 sqft

37 Glen Rd, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $12,453/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.08M
Since last month
Decreased$64K (-3%)
Since last year
Increased$44K (+2.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +46% in the last 10 years
MonthEstimated value
2026
August 2026$2.09M
July 2026$2.15M
June 2026$2.15M
May 2026$2.19M
April 2026$2.2M
March 2026$2.14M
February 2026$2.05M
January 2026$1.99M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
50 Waverly St, Brookline, MA
0.49
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
209 High St, Brookline, MA
0.30
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
18 Eldora St, Roxbury, MA
0.50
Single-Family Home
$863,000
10/10/25
4
1.5
2,149
14 Irving St, Brookline, MA
0.22
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.12
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
61 Toxteth St, Brookline, MA
0.65
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484
43 Waverly St, Brookline, MA
0.49
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
71 Highland Rd, Brookline, MA
0.18
Single-Family Home
$950,000
04/30/26
3
1.5
1,000
236 Walnut St, Brookline, MA
0.35
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
71 Greenough St, Brookline, MA
0.68
Single-Family Home
$3,019,999
04/03/26
4
3
3,422

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
35 Hawthorn Rd, Brookline, MA 02445
0.04
$2,841,800
5
3
3,245
Off Market
30 Cumberland Ave #W1, Brookline, MA 02445
0.06
$823,900
1
1.5
991
Off Market
30 Cumberland Ave W #4, Brookline, MA 02445
0.06
-
2
2
1,246
Off Market
30 Cumberland Ave #3W, Brookline, MA 02445
0.06
-
2
2
1,246
Off Market
65 Glen Rd #H3, Brookline, MA 02445
0.07
$747,400
2
2
1,010
Off Market
65 Glen Rd #H6, Brookline, MA 02445
0.07
$998,900
2
2
1,282
Off Market
75 Glen Rd #B-3, Brookline, MA 02445
0.08
$598,300
1
1
792
Off Market
65 Glen Rd #H1, Brookline, MA 02445
0.08
$725,000
2
2
949
For Sale
60 Glen Rd #107, Brookline, MA 02445
0.08
$495,800
1
1
582
Off Market
60 Glen Rd #108, Brookline, MA 02445
0.08
$900,000
2
2
1,249
Recently Sold
60 Glen Rd #206, Brookline, MA 02445
0.08
$846,700
2
1
916
Off Market
60 Glen Rd #201, Brookline, MA 02445
0.08
$719,600
1
1
804
Off Market

Local Information

  • Map ViewExplore the area around 37 Glen Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Living Area
2,444 sqft
Price/Sqft
$853

About this House

This single-family home is located at 37 Glen Rd, Brookline, MA. 37 Glen Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 4 bedrooms, 2 bathrooms and approximately 2,444 sqft of floor space. This property has a lot size of 5662 sqft and was built in 1920.
37 Glen Rd, Brookline, MA 02445 is a 4 bedroom, 2 bathroom, 2,444 sqft single-family home in High Street Hill, built in 1920. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,084,400, with a rent estimate of $5,772/month.

Home Details for 37 Glen Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1920Year Updated: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$19,204
$1,945,700
Home facts updated by county records

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

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

Frequently asked questions about 37 Glen Rd

  • What is 37 Glen Rd estimated to be worth?
    Trulia's estimated value for 37 Glen Rd in Brookline, MA is $2,084,400.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • What do residents say about the High Street Hill neighborhood?
    Residents describe the High Street Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in High Street Hill, Brookline.
  • How big is the lot at 37 Glen Rd?
    The lot at 37 Glen Rd in Brookline, MA is about 0.13 acres (5,662 sq ft).

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Apartments for Rent

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Off Market Homes Near 37 Glen Rd

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