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

52 High St
Brookline, MA 02445

High Street Hill
  • 6 Beds
  • 2.5 Baths
  • 3,168 sqft

$2,584,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $15,138/mo*
Refinance Your Home

$2,584,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $15,138/mo*
Refinance Your Home
6 Beds
2.5 Baths
3,168 sqft

Local Information

  • Map ViewExplore the area around 52 High St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This 1860, Second Empire house was the first home built in the development of High Street Hill. With five bedrooms and two and a half baths, there are skylights on the third floor and oak floors throughout much of the house. With gorgeous architectural details, some features include a marble fireplace, oversized windows and chair rails. The light is exquisite with lovely views. New roof, high efficiency gas furnace. Family room in lower level.
52 High St, Brookline, MA 02445 is a 6 bedroom, 3 bathroom, 3,168 sqft single-family home in High Street Hill, built in 1861. It last sold for $1,350,000 on Nov 8, 2017. It is currently off market. The Trulia Estimate is $2,584,600, with a rent estimate of $8,331/month.

Home Highlights

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

Home Details for 52 High St

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Other

Property Information

Year Built
Year Built: 1861Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price History for 52 High St

DatePriceEventSource
11/08/2017$1,350,000Sold
N/A
08/04/2017$1,500,000PriceChange
Agent Provided
06/20/2017$1,600,000Listed For SaleAgent Provided
03/23/2017$1,600,000ListingRemovedAgent Provided
02/28/2017$1,600,000Listed For SaleAgent Provided

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$22,762
Assessment$2,306,200
Home facts updated by county records

Comparable Sales for 52 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.10
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
43 Waverly St, Brookline, MA
0.36
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
236 Walnut St, Brookline, MA
0.29
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
7 Dana St, Brookline, MA
0.44
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
36 Allerton St, Brookline, MA
0.04
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
50 Waverly St, Brookline, MA
0.36
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
209 High St, Brookline, MA
0.37
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
8 Wyman St, Jamaica Plain, MA
0.79
Single-Family Home
$1,520,000
07/25/25
5
3
3,198
18 Eldora St, Roxbury, MA
0.50
Single-Family Home
$863,000
10/10/25
4
1.5
2,149
61 Toxteth St, Brookline, MA
0.53
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484

Nearby homes

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Assigned Schools

These are the assigned schools for 52 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

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Homes for sale near 52 High St

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Off Market Homes Near 52 High St

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