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

Refine Search

1/38 38

4 Beds 3 Baths 2,900 SqFt

$789,000
Open Sat 11AM-1PM

287 South Bear Hill Road, Chaplin, CT 06235

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

Single Family Home
1/40 40

3 Beds 2 Baths 2,438 SqFt

$365,000
New

60 Chaplin Street, Chaplin, CT 06235

Listed by Stephen Daly of KW Legacy Partners

Single Family Home
1/36 36

5 Beds 3 Baths 2,887 SqFt

$449,900
Active

13 Bates Road, Chaplin, CT 06235

Listed by Kristen Merrill of Countryside Realty

Single Family Home
1/23 23

3 Beds 2 Baths 1,610 SqFt

$389,900
Active

222 Tower Hill Road, Chaplin, CT 06235

Listed by Lisa Therecka of Therecka & Associates LLC

Single Family Home
1/40 40

4 Beds 4 Baths 3,522 SqFt

$434,000
Price Dropped by $10K

7-9 Bates Road, Chaplin, CT 06235

Listed by Emily Turker of Berkshire Hathaway NE Prop.

Single Family Home
1/40 40

1,504 SqFt

$495,000
Price Dropped by $100K

203 Willimantic Road, Chaplin, CT 06235

Listed by Sherry Borgeson of Berkshire Hathaway NE Prop.

Commercial
62.27 Acres

$335,000
Active

Scotland Road, Chaplin, CT 06235

Listed by Sherry Borgeson of Berkshire Hathaway NE Prop.

Vacant Land