Chester Homes For Sale

Chester is part of what the locals call the “Tri-Town Area” made up of Deep River, Essex, and Chester. With a population of about 3,800 and consisting of 16.8 square miles, Chester is located on the Western Bank of the Connecticut River in Middlesex County. Downtown Chester is picturesque and offers 19th-century charm with a melody of shops, eateries and a creative spirit that is captured by the artists, artisans and neighbors alike. The town of Chester also has lakes, ponds, cascading waterfalls, a state forest, marinas, and even a small airport. 

Property Results

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Listing. $1,150,000. 7 Old Depot Road, Chester. 4 Beds, 3 Baths, 3,149 SqFt, Single Family For Sale, MLS® # 24069434. 7 Old Depot Road, Chester

$1,150,000

Active

7 Old Depot Road, Chester

4 Beds 3 Baths 3,149 SqFt Single Family For Sale MLS® # 24069434

William Pitt Sotheby's Int'l

Listing. $995,000. 32 Gilbert Hill Road, Chester. 3 Beds, 3 Baths, 3,788 SqFt, Single Family For Sale, MLS® # 24091259. 32 Gilbert Hill Road, Chester

$995,000

Under Contract

32 Gilbert Hill Road, Chester

3 Beds 3 Baths 3,788 SqFt Single Family For Sale MLS® # 24091259

Exclusive Properties

Listing. $985,000. 88 Winthrop Road, Chester. 2 Beds, 3 Baths, 2,240 SqFt, Single Family For Sale, MLS® # 24081139. 88 Winthrop Road, Chester

$985,000

Active

88 Winthrop Road, Chester

2 Beds 3 Baths 2,240 SqFt Single Family For Sale MLS® # 24081139

Re/Max Valley Shore

Listing. $895,000. 79 Cedar Lake Road, Chester. 4 Beds, 3 Baths, 3,206 SqFt, Single Family For Sale, MLS® # 24090570. 79 Cedar Lake Road, Chester

$895,000

Under Contract

79 Cedar Lake Road, Chester

4 Beds 3 Baths 3,206 SqFt Single Family For Sale MLS® # 24090570

William Raveis Real Estate

New Listing. $699,000. 80 West Main Street, Chester. 3 Beds, 2 Baths, 2,389 SqFt, Single Family For Sale, MLS® # 24096689.
New
80 West Main Street, Chester

$699,000

Under Contract

80 West Main Street, Chester

3 Beds 2 Baths 2,389 SqFt Single Family For Sale MLS® # 24096689

RE/MAX Right Choice

Listing. $649,000. 69 Spring Street, Chester. 3 Beds, 2 Baths, 1,702 SqFt, Single Family For Sale, MLS® # 24098725. 69 Spring Street, Chester

$649,000

Under Contract

69 Spring Street, Chester

3 Beds 2 Baths 1,702 SqFt Single Family For Sale MLS® # 24098725

William Raveis Real Estate

New Listing. $600,000. 137 Main Street, Chester. 3 Beds, 2 Baths, 1,570 SqFt, Single Family For Sale, MLS® # 24098811.
New
137 Main Street, Chester

$600,000

Under Contract

137 Main Street, Chester

3 Beds 2 Baths 1,570 SqFt Single Family For Sale MLS® # 24098811

William Pitt Sotheby's Int'l

Listing. $499,000. 4 Sypher Road, Chester. 3 Beds, 3 Baths, 2,272 SqFt, Single Family For Sale, MLS® # 24100784. 4 Sypher Road, Chester

$499,000

Under Contract

4 Sypher Road, Chester

3 Beds 3 Baths 2,272 SqFt Single Family For Sale MLS® # 24100784

Puorro Realty Group

New Listing. $329,900. 96 Goose Hill Road, Chester. 1 Beds, 1 Baths, 642 SqFt, Single Family For Sale, MLS® # 24103656.
New
96 Goose Hill Road, Chester

$329,900

Under Contract

96 Goose Hill Road, Chester

1 Bed 1 Bath 642 SqFt Single Family For Sale MLS® # 24103656

PMI East Lyme

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