33 Chatham St, Brookline, MA 02446
OFF MARKET

$4,416,000

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 3,894 sqft

33 Chatham St, Brookline, MA 02446

Longwood
Est. Refi. Payment $26,252/mo*
Refinance Your Home
Currently Off Market - Sold Aug 28, 2003 for $1,807,500

Home Value

Trulia Estimate
$4.42M
Since last month
Decreased$72K (-1.6%)
Since last year
Increased$97K (+2.2%)
Since last sale
Increased$3M (+143.5%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$4.4M
July 2026$4.47M
June 2026$4.58M
May 2026$4.62M
April 2026$4.51M
March 2026$4.55M
February 2026$4.4M
January 2026$4.24M
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
57 Monmouth St, Brookline, MA
0.22
Single-Family Home
$3,750,000
05/27/26
5
3.5
3,500
157 Aspinwall Ave, Brookline, MA
0.53
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
157 Aspinwall Ave, Brookline, MA
0.52
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
95 Babcock St, Brookline, MA
0.52
Single-Family Home
$4,050,000
08/13/26
5
4.5
3,738
105 Babcock St, Brookline, MA
0.53
Single-Family Home
$3,595,000
05/04/26
5
4.5
4,882
6 Elba St, Brookline, MA
0.56
Single-Family Home
$3,000,000
12/09/25
5
4.5
2,997
11 Abbottsford Rd, Brookline, MA
0.65
Single-Family Home
$2,621,500
12/29/25
8
4.5
4,720
61 Toxteth St, Brookline, MA
0.47
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484
121 Thorndike St, Brookline, MA
0.82
Single-Family Home
$2,375,000
07/31/26
5
3.5
3,195
108 Crowninshield Rd, Brookline, MA
0.49
Single-Family Home
$2,600,000
06/12/26
3
2
2,069

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
40 Hawes St, Brookline, MA 02446
0.07
$4,285,400
6
6.5
5,709
Off Market
20 Chapel St #B607, Brookline, MA 02446
0.13
$1,070,100
2
1
992
Off Market
20 Chapel St #B606, Brookline, MA 02446
0.13
$592,700
Studio
1
564
Off Market
20 Chapel St #B603, Brookline, MA 02446
0.13
-
1
1
742
Off Market
20 Chapel St #A503, Brookline, MA 02446
0.13
$817,300
1
1
780
Off Market
20 Chapel St #C1005, Brookline, MA 02446
0.13
$1,701,800
2
2
1,515
Off Market
20 Chapel St #B801, Brookline, MA 02446
0.13
-
1
1
764
Off Market
20 Chapel St #BPH5, Brookline, MA 02446
0.13
$1,844,500
2
2
1,511
Off Market
20 Chapel St #CS1, Brookline, MA 02446
0.13
$2,362,600
Studio
0.5
5,560
Off Market
20 Chapel St #304, Brookline, MA 02446
0.13
$632,300
2
1
897
Off Market
20 Chapel St #B509, Brookline, MA 02446
0.13
$1,687,100
3
2
1,741
Off Market
20 Chapel St #B504, Brookline, MA 02446
0.13
$1,077,600
2
1
943
Off Market

Local Information

  • Map ViewExplore the area around 33 Chatham St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1941
Living Area
3,894 sqft
Price/Sqft
$1,134
Parking
Garage

About this House

This single-family home is located at 33 Chatham St, Brookline, MA. 33 Chatham St is in the Longwood neighborhood in Brookline, MA and in ZIP code 02446. This property has 4 bedrooms, 5 bathrooms and approximately 3,894 sqft of floor space. This property has a lot size of 9147 sqft and was built in 1941.
33 Chatham St, Brookline, MA 02446 is a 4 bedroom, 5 bathroom, 3,894 sqft single-family home in Longwood, built in 1941. It last sold for $1,807,500 on Aug 28, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,416,000, with a rent estimate of $6,867/month.

Home Details for 33 Chatham St

Interior Features

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

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1941Year Updated: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Aug 28, 2003
Source: N/A
Sold
$1,807,500

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

Longwood
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Longwood

  • Kelly G.
    "It feels like an oasis from Boston while still being so close to the city. I can be in our buildings backyard but still walk to fenway in 5 minutes"
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Frequently asked questions about 33 Chatham St

  • What is 33 Chatham St estimated to be worth?
    Trulia's estimated value for 33 Chatham St in Brookline, MA is $4,416,000.
  • What is the price history for 33 Chatham St?
    33 Chatham St in Brookline, MA last sold for $1,807,500 in August 2003.
  • 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 33 Chatham St?
    The lot at 33 Chatham St in Brookline, MA is about 0.21 acres (9,147 sq ft).
  • Does 33 Chatham St have a garage?
    Yes, 33 Chatham St in Brookline, MA has a garage.

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