127 High St, Brookline, MA 02445
OFF MARKET

$3,744,100

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 3,656 sqft (on 0.38 acres)

127 High St, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $22,268/mo*
Refinance Your Home
Currently Off Market - Sold Jul 27, 2021 for $2,750,000

Home Value

Trulia Estimate
$3.74M
Since last month
Decreased$139K (-3.6%)
Since last year
Increased$60K (+1.6%)
Since last sale
Increased$964K (+35%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$3.71M
July 2026$3.85M
June 2026$3.84M
May 2026$3.83M
April 2026$3.85M
March 2026$4.39M
February 2026$3.68M
January 2026$3.57M
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
14 Irving St, Brookline, MA
0.19
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.20
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
236 Walnut St, Brookline, MA
0.22
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
209 High St, Brookline, MA
0.19
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
12 Zamora St, Boston, MA
0.50
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
71 Greenough St, Brookline, MA
0.58
Single-Family Home
$3,019,999
04/03/26
4
3
3,422
50 Waverly St, Brookline, MA
0.43
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
54 Clark Rd, Brookline, MA
0.57
Single-Family Home
$2,325,000
07/24/26
7
4
4,544
43 Waverly St, Brookline, MA
0.43
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
24 Blake Rd, Brookline, MA
0.70
Single-Family Home
$2,850,000
04/08/26
4
2.5
3,377

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
19 Edgehill Rd, Brookline, MA 02445
0.06
$3,875,500
5
4
3,538
Off Market
71 Highland Rd, Brookline, MA 02445
0.11
$950,000
3
1.5
1,000
Recently Sold
185-195 High St #103, Brookline, MA 02445
0.14
-
2
2
1,202
Off Market
195 High St #202, Brookline, MA 02445
0.15
$900,100
2
2
1,202
Off Market
30 Cumberland Ave #W1, Brookline, MA 02445
0.11
$823,900
1
1.5
991
Off Market
30 Cumberland Ave W #4, Brookline, MA 02445
0.11
-
2
2
1,246
Off Market
30 Cumberland Ave #3W, Brookline, MA 02445
0.11
-
2
2
1,246
Off Market
57-59 Highland Rd, Brookline, MA 02445
0.14
$1,949,000
4
3
1,949
For Sale
57 Highland Rd #2, Brookline, MA 02445
0.14
-
5
3.5
2,000
Off Market
50 Franklin St, Brookline, MA 02445
0.13
$1,888,000
3
3
2,160
For Sale
81 Franklin St, Brookline, MA 02445
0.15
$1,643,300
5
2.5
1,794
Off Market
65 Glen Rd #H1, Brookline, MA 02445
0.14
$725,000
2
2
949
For Sale

Local Information

  • Map ViewExplore the area around 127 High St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1908
Lot Size
0.38 acres
Living Area
3,656 sqft
Price/Sqft
$1,024

About this House

This single-family home is located at 127 High St, Brookline, MA. 127 High St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 5 bedrooms, 3 bathrooms and approximately 3,656 sqft of floor space. This property has a lot size of 0.38 acres and was built in 1908.
127 High St, Brookline, MA 02445 is a 5 bedroom, 3 bathroom, 3,656 sqft single-family home in High Street Hill, built in 1908. It last sold for $2,750,000 on Jul 27, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,744,100, with a rent estimate of $7,548/month.

Home Details for 127 High St

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Brick

Property Information

Year Built
Year Built: 1908Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.38 acres

Price and Tax history

DateEventPrice
Jul 27, 2021
Source: N/A
Sold
$2,750,000
Sep 22, 1989
Source: N/A
Sold
$487,500

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

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 127 High St

  • What is 127 High St estimated to be worth?
    Trulia's estimated value for 127 High St in Brookline, MA is $3,744,100.
  • What is the price history for 127 High St?
    127 High St in Brookline, MA last sold for $2,750,000 in July 2021.
  • 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.
  • How big is the lot at 127 High St?
    The lot at 127 High St in Brookline, MA is about 0.38 acres (16,552 sq ft).

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Apartments for Rent

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Off Market Homes Near 127 High St

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Homes for sale near 127 High St

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