OFF MARKET

14 Chatham Cir
Brookline, MA 02446

Longwood

3 Beds
3 Baths
2,767 sqft

$3,513,000

Trulia Estimate

as of Aug 2, 2026

Est. Refi. Payment $21,047/mo*

Refinance Your Home

$3,513,000

Trulia Estimate

as of Aug 2, 2026

Est. Refi. Payment $21,047/mo*

Refinance Your Home

3 Beds

3 Baths

2,767 sqft

Local Information

Map ViewExplore the area around 14 Chatham Cir.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1947

Living Area

2,767 sqft

Price/Sqft

$1,270

Parking

Garage

About this House

This single-family home is located at 14 Chatham Cir, Brookline, MA. 14 Chatham Cir is in the Longwood neighborhood in Brookline, MA and in ZIP code 02446. This property has 3 bedrooms, 3 bathrooms and approximately 2,767 sqft of floor space. This property has a lot size of 7840 sqft and was built in 1947.

14 Chatham Cir, Brookline, MA 02446 is a 3 bedroom, 3 bathroom, 2,767 sqft single-family home in Longwood, built in 1947. It last sold for $1 on Jul 7, 1998. It is currently off market. The Trulia Estimate is $3,513,000, with a rent estimate of $7,469/month.

Home Details for 14 Chatham Cir

Interior Features
Heating & Cooling Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 8
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1947Year Updated: 1967
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 7840 sqft

Price History for 14 Chatham Cir

Date	Price	Event	Source
07/07/1998	$1	Sold	N/A
Recording Date 07/07/1998 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Brookline

Last updated June 2026

Avg. sale price

$1.4M

$16.67KMoM

Sale-to-List Price

99.9%

Price per sq ft

$796

$17MoM

Available listings

253

15MoM

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Property Tax and Assessment

Year	2025
Tax	$33,310
Assessment	$3,374,900

Home facts updated by county records

Comparable Sales for 14 Chatham Cir

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
108 Crowninshield Rd, Brookline, MA	0.45	Single-Family Home	$2,600,000	06/12/26	3	2	2,069
53 Worthington Rd, Brookline, MA	0.41	Single-Family Home	$2,876,250	08/14/25	5	3.5	3,994
57 Monmouth St, Brookline, MA	0.29	Single-Family Home	$3,750,000	05/27/26	5	3.5	3,500
232 Kent St, Brookline, MA	0.30	Single-Family Home	$4,000,000	08/01/25	5	4.5	5,296
157 Aspinwall Ave, Brookline, MA	0.49	Single-Family Home	$2,800,000	09/22/25	4	4	3,515
61 Toxteth St, Brookline, MA	0.44	Single-Family Home	$2,525,000	04/15/26	5	1.5	2,484
6 Elba St, Brookline, MA	0.52	Single-Family Home	$3,000,000	12/09/25	5	4.5	2,997
105 Babcock St, Brookline, MA	0.47	Single-Family Home	$3,595,000	05/04/26	5	4.5	4,882
21 Hancock Rd, Brookline, MA	0.87	Single-Family Home	$2,385,000	12/17/25	4	3	2,286
157 Aspinwall Ave, Brookline, MA	0.49	Single-Family Home	$2,800,000	09/22/25	5	4	4,784

Nearby homes

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Amy Lipton, Coldwell Banker Realty - Brookline
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1,580 sqft
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Brookline, MA 02446
Scott Goldsmith, Gibson Sotheby's International Realty
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1160 Beacon St #104,
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Chana J. Meyer, William Raveis R.E. & Home Services
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2.5 ba
2,141 sqft
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Judith Paradis, Compass
OFF MARKET
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1,485 sqft
1160 Beacon St #203,
Brookline, MA 02446
Adam Umina, Metro Realty Corp.
OFF MARKET
Est. $2,906,300
3 bd
2.5 ba
2,412 sqft
1160 Beacon St #205,
Brookline, MA 02446
Adam Umina, Metro Realty Corp.

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Additional Cost

Assigned Schools

These are the assigned schools for 14 Chatham Cir.

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

Longwood

3 Homes For You
Buy: $527k - $699k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Longwood

Kelly G.
Resident
8y ago
"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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Apartments for Rent

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45 Green St #45c0c4b21,
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PET FRIENDLY
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PET FRIENDLY
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1,212 sqft
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1 bd
1 ba
500 sqft
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Brookline, MA 02445
APPLY INSTANTLY
$3,502/mo
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2 bd
1 ba
1,007 sqft
1731 Beacon St #305,
Brookline, MA 02445
NEW - 2 DAYS AGO
$4,700/mo
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2 bd
2 ba
1,300 sqft
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Explore by feature - Washer/dryer

845 rentals with a washer/dryer in Brookline, MA

SPECIAL OFFER
$3,100 - $5,200/mo
Fees may apply
1-3 bd
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Dexter Park | 175 Freeman St,
Brookline, MA 02446
SPECIAL OFFER
PET FRIENDLY
$2,800 - $5,300/mo
Fees may apply
Studio-2 bd
1-2 ba
40 Centre,
Brookline, MA 02446
SPECIAL OFFER
$2,960 - $3,595/mo
Fees may apply
1-2 bd
1 ba
Harvard Terrace | 40-46 Harvard Ave,
Brookline, MA 02446
SPECIAL OFFER
$3,165 - $3,875/mo
Fees may apply
1-2 bd
1 ba
St Paul Gardens | 70 Saint Paul St,
Brookline, MA 02446
PET FRIENDLY
$2,350 - $2,399/mo
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Studio
1 ba
Princeton on Beacon Street | 1470 Beacon St,
Brookline, MA 02446
PET FRIENDLY
$5,995/mo
Fees may apply
1 bd
1 ba
1455 Beacon St #36,
Brookline, MA 02446
$2,937/mo
Fees may apply
1 bd
1 ba
30 Fuller St #203,
Brookline, MA 02446
$3,995/mo
Total price
2 bd
1 ba
1,390 sqft
415 Washington St #5,
Brookline, MA 02446
PET FRIENDLY
$2,950/mo
Fees may apply
1 bd
1 ba
1401 Beacon St #913669801,
Brookline, MA 02446
$2,800 - $3,810/mo
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1-2 bd
1-2 ba
Vernon Towers | 35 Vernon St,
Brookline, MA 02446

Explore by feature - Outdoor Space

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APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$8,675/mo
Total price
4 bd
3.5 ba
2,005 sqft
82 Summit Ave #82,
Brookline, MA 02446
PET FRIENDLY
FURNISHED
$8,675/mo
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4 bd
3.5 ba
2,205 sqft
82 Summit Ave,
Brookline, MA 02446
PET FRIENDLY
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4 bd
1 ba
1,950 sqft
144 Coolidge St #3,
Brookline, MA 02446
ROOM FOR RENT
$1,360/mo
Fees may apply
5 bd
2 ba
Room for rent
41 Brook St #A,
Brookline, MA 02445
ROOM FOR RENT
$1,450/mo
Fees may apply
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2 ba
Room for rent
41 Brook St #E,
Brookline, MA 02445
FURNISHED
ROOM FOR RENT
$1,430/mo
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5 bd
2 ba
Room for rent
41 Brook St #D,
Brookline, MA 02445
$4,295/mo
Fees may apply
3 bd
2 ba
1,100 sqft
1089 Beacon St #1,
Brookline, MA 02446
FURNISHED
ROOM FOR RENT
$1,380/mo
Fees may apply
5 bd
2 ba
Room for rent
41 Brook St #B,
Brookline, MA 02445
NEW - 2 DAYS AGO
APPLY INSTANTLY
$4,500/mo
Total price
4 bd
2 ba
1,500 sqft
5 Manton Ter #1,
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NEW - 2 DAYS AGO
APPLY INSTANTLY
PET FRIENDLY
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4 bd
2 ba
1,627 sqft
5 Manton Ter #2,
Allston, MA 02134

Homes for sale near 14 Chatham Cir

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OPEN SUN, 12-2PM
$2,950,000
4 bd
2.5 ba
2,000 sqft
7 Stetson St,
Brookline, MA 02446
Sarah Reddick Shimoff, Compass
0.44 ACRES
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4 bd
4.5 ba
3,560 sqft
178 Ivy St,
Brookline, MA 02446
Maggie Gold Seelig, MGS Group Real Estate LTD
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2 ba
3,738 sqft
95 Babcock St,
Brookline, MA 02446
0.37 ACRES
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7 bd
3.5 ba
6,227 sqft
269 Kent St,
Brookline, MA 02446
Ethan Felleman, Gibson Sotheby's International Realty
OPEN SUN, 12-2PM
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4 bd
3.5 ba
2,924 sqft
40 Stedman St,
Brookline, MA 02446
Nathan Klairmont, Concept Properties
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7 bd
5 ba
4,493 sqft
100 Beals St,
Brookline, MA 02446
Jennifer Schneider, Century 21 Elite Realty
0.46 ACRES
$5,850,000
6 bd
6.5 ba
8,326 sqft
180 Ivy St,
Brookline, MA 02446
Ricardo Rodriguez & Associates Group, Coldwell Banker Realty - Boston
$1,888,000
3 bd
3 ba
2,160 sqft
50 Franklin St,
Brookline, MA 02445
Richard Knox, RF Boston Realty Group
0.52 ACRES
$8,995,000
7 bd
5.5 ba
7,080 sqft
39 Worthington Rd,
Brookline, MA 02446
Rachel Goldman, MGS Group Real Estate LTD
$1,490,000
5 bd
2.5 ba
2,016 sqft
31 Worthington St,
Roxbury, MA 02120
Eric Alden, Circle Properties
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Brookline
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Off Market Homes Near 14 Chatham Cir

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SOLD
JUL 31, 2026
$2,500,000
4 bd
3.5 ba
3,380 sqft
35 Richardson Rd,
Belmont, MA 02478
Anne Mahon, Leading Edge Real Estate
SOLD
JUL 31, 2026
$2,200,100
5 bd
2.5 ba
2,873 sqft
9 Orchard St,
Cambridge, MA 02140
The Boston Home Team, Gibson Sotheby's International Realty
SOLD
JUL 31, 2026
$2,375,000
5 bd
3.5 ba
3,195 sqft
121 Thorndike St,
Brookline, MA 02446
The Margie and Jon Team, Gibson Sotheby's International Realty
SOLD
JUL 31, 2026
$1,825,000
3 bd
2.5 ba
1,640 sqft
101 Summit Ave #D,
Brookline, MA 02446
The Kennedy Lynch Team, Hammond Residential Real Estate
SOLD
JUL 31, 2026
$2,050,000
4 bd
3.5 ba
2,662 sqft
37 Slocum Rd,
Jamaica Plain, MA 02130
Stephen Lussier, Arborview Realty Inc.
SOLD
JUL 31, 2026
$2,500,000
4 bd
2.5 ba
2,605 sqft
276 Marlborough St #1,
Boston, MA 02116
Campion & Company Back Bay
SOLD
JUL 31, 2026
$2,100,000
4 bd
3 ba
2,402 sqft
21 Bradford St,
Boston, MA 02118
Miller & Co., Compass
SOLD
JUL 31, 2026
$2,103,000
4 bd
3 ba
3,415 sqft
152 Beverly Rd,
Brookline, MA 02467
Greater Boston Home Team, Greater Boston Home Buying
SOLD
JUL 31, 2026
$2,625,000
9 bd
6 ba
3,213 sqft
49-51 Putnam Ave,
Cambridge, MA 02138
Max Dublin Team, Gibson Sotheby's International Realty
SOLD
JUL 31, 2026
$3,363,000
3 bd
3 ba
1,576 sqft
682 Atlantic Ave #44G,
Boston, MA 02111
The Dwyer and Davis Team, The Collaborative Companies
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Brookline
Take a look

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14 Chatham Cir
Brookline, MA 02446

$3,513,000

$3,513,000