Chaplin

Chaplin is a town in Windham County, Connecticut, United States. The town was named for Deacon Benjamin Chaplin, an early settler. The population was 2,305 at the 2010 census.

7 homes for sale in Chaplin

Name: Open House - 11AM-1PM
Start: 2026-06-20T11:00:00.000Z
End: 2026-06-20T13:00:00.000Z
Location: 287 South Bear Hill Road, Chaplin, CT 06235

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1/38 38

Open Sat 11AM-1PM

$789,000

4 Beds3 Baths2,900 SqFt

287 South Bear Hill Road, Chaplin, CT 06235

Single Family Home

Listed by Amy Rio of Better Homes and Gardens Real Estate Executive Real Estate

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1/40 40

New

$365,000

3 Beds2 Baths2,438 SqFt

60 Chaplin Street, Chaplin, CT 06235

Single Family Home

Listed by Stephen Daly of KW Legacy Partners

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1/36 36

Active

$449,900

5 Beds3 Baths2,887 SqFt

13 Bates Road, Chaplin, CT 06235

Single Family Home

Listed by Kristen Merrill of Countryside Realty

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1/23 23

Active

$389,900

3 Beds2 Baths1,610 SqFt

222 Tower Hill Road, Chaplin, CT 06235

Single Family Home

Listed by Lisa Therecka of Therecka & Associates LLC

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1/40 40

Price Dropped by $10K

$434,000

4 Beds4 Baths3,522 SqFt

7-9 Bates Road, Chaplin, CT 06235

Single Family Home

Listed by Emily Turker of Berkshire Hathaway NE Prop.

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1/40 40

Price Dropped by $100K

$495,000

1,504 SqFt

203 Willimantic Road, Chaplin, CT 06235

Commercial

Listed by Sherry Borgeson of Berkshire Hathaway NE Prop.

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Active

$335,000

62.27 Acres

Scotland Road, Chaplin, CT 06235

Vacant Land

Listed by Sherry Borgeson of Berkshire Hathaway NE Prop.

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