65 Chatham St, Brookline, MA 02446
OFF MARKET

$4,152,100

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,207 sqft

65 Chatham St, Brookline, MA 02446

Longwood
Est. Refi. Payment $24,731/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 2018 for $2,800,000

Home Value

Trulia Estimate
$4.15M
Since last month
Decreased$75K (-1.8%)
Since last year
Increased$164K (+4.1%)
Since last sale
Increased$1M (+48.5%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$4.16M
August 2026$4.15M
July 2026$4.23M
June 2026$4.36M
May 2026$4.36M
April 2026$4.29M
March 2026$4.28M
February 2026$4.14M
January 2026$4.02M
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
0.30
Single-Family Home
$3,750,000
05/27/26
5
3.5
3,500
6 Elba St, Brookline, MA
0.54
Single-Family Home
$3,000,000
12/09/25
5
4.5
2,997
157 Aspinwall Ave, Brookline, MA
0.47
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
95 Babcock St, Brookline, MA
0.47
Single-Family Home
$4,050,000
08/13/26
5
4.5
3,738
157 Aspinwall Ave, Brookline, MA
0.47
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
105 Babcock St, Brookline, MA
0.48
Single-Family Home
$3,595,000
05/04/26
5
4.5
4,882
61 Toxteth St, Brookline, MA
0.42
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484
121 Thorndike St, Brookline, MA
0.77
Single-Family Home
$2,375,000
07/31/26
5
3.5
3,195
11 Abbottsford Rd, Brookline, MA
0.61
Single-Family Home
$2,621,500
12/29/25
8
4.5
4,720
108 Crowninshield Rd, Brookline, MA
0.47
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
60 Marshal St #3, Brookline, MA 02446
0.10
$1,235,900
3
2
1,406
Off Market
60 Marshal St #4, Brookline, MA 02446
0.10
$619,000
1
1
828
For Sale
56 Marshal St #1, Brookline, MA 02446
0.10
$1,257,500
2
2
1,575
Recently Sold
48 Marshal St #A, Brookline, MA 02446
0.10
$1,420,800
3
3
2,099
Off Market
48 Marshal St #C, Brookline, MA 02446
0.10
$1,865,300
4
2
2,204
Off Market
50 Marshal St #C, Brookline, MA 02446
0.10
$1,564,000
3
2
1,873
Off Market
66 Marshal St #1, Brookline, MA 02446
0.10
$859,100
1
1
887
Off Market
66 Marshal St #4, Brookline, MA 02446
0.10
$872,700
2
1
1,003
Off Market
76 Marshal St #2, Brookline, MA 02446
0.11
$1,479,700
3
2
1,580
Off Market
1160 Beacon St #104, Brookline, MA 02446
0.11
$2,196,600
2
2.5
1,742
Off Market
1160 Beacon St #202, Brookline, MA 02446
0.11
$2,349,900
2
2.5
2,141
Off Market
1160 Beacon St #203, Brookline, MA 02446
0.11
$1,712,900
2
2
1,485
Off Market

Local Information

  • Map ViewExplore the area around 65 Chatham St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1937
Living Area
3,207 sqft
Price/Sqft
$1,295
Parking
Garage

About this House

A jewel of a home! Located in coveted Longwood Mall Park with its historic European Beech trees, Chatham is a picturesque, quiet street close to the Longwood Medical and Academic Area, shops, restaurants and two green line trolleys. The house is a four bedroom, three bath brick colonial, built in 1937. The first floor includes a welcoming foyer, living room with fireplace and bay window, dining room with bay window, enclosed porch, sitting room and the fourth bedroom and bath. The master bedroom and bath and two other bedrooms and a bath are on the second floor. The lower level includes a cedar closet, a large play/family room and the systems of the house. This property is being sold "as is."
65 Chatham St, Brookline, MA 02446 is a 5 bedroom, 4 bathroom, 3,207 sqft single-family home in Longwood, built in 1937. It last sold for $2,800,000 on Oct 15, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,152,100, with a rent estimate of $7,701/month.

Home Details for 65 Chatham St

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1937Year Updated: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Oct 15, 2018
Source: N/A
Sold
$2,800,000
Jul 30, 2018
Source: Agent Provided
PendingToActive
$2,800,000
Jul 30, 2018
Source: Agent Provided
Pending
$2,800,000
Jul 30, 2018
Source: Agent Provided
Pending
$2,800,000
Jul 11, 2018
Source: Agent Provided
Listed For Sale
$2,800,000

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 65 Chatham St

  • What is 65 Chatham St estimated to be worth?
    Trulia's estimated value for 65 Chatham St in Brookline, MA is $4,152,100.
  • What is the price history for 65 Chatham St?
    65 Chatham St in Brookline, MA last sold for $2,800,000 in October 2018.
  • 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 65 Chatham St?
    The lot at 65 Chatham St in Brookline, MA is about 0.21 acres (9,147 sq ft).
  • Does 65 Chatham St have a garage?
    Yes, 65 Chatham St in Brookline, MA has a garage.

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Off Market Homes Near 65 Chatham St

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