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. $3,375,000. 288 Middlesex Avenue, Chester. 4 Beds, 6 Baths, 4,926 SqFt, Single Family For Sale, MLS® # 24124960.
288 Middlesex Avenue, Chester

$3,375,000

Active

288 Middlesex Avenue, Chester

4 Beds 6 Baths 4,926 SqFt Single Family For Sale MLS® # 24124960

Coldwell Banker Realty

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

Under Contract

7 Old Depot Road, Chester

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

William Pitt Sotheby's Int'l

New Listing. $1,095,000. 47 Ferry Road, Chester. 3 Beds, 3 Baths, 2,664 SqFt, Single Family For Sale, MLS® # 24135466.
New
47 Ferry Road, Chester

$1,095,000

Under Contract

47 Ferry Road, Chester

3 Beds 3 Baths 2,664 SqFt Single Family For Sale MLS® # 24135466

William Raveis Real Estate

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

New Listing. $799,000. 14 Maple Street, Chester. 3 Beds, 4 Baths, 2,322 SqFt, Single Family For Sale, MLS® # 24127687.
New
14 Maple Street, Chester

$799,000

Under Contract

14 Maple Street, Chester

3 Beds 4 Baths 2,322 SqFt Single Family For Sale MLS® # 24127687

William Raveis Real Estate

Listing. $795,000. 8 Butter Jones Road, Chester. 3 Beds, 3 Baths, 2,139 SqFt, Single Family For Sale, MLS® # 24124486.
8 Butter Jones Road, Chester

$795,000

Active

8 Butter Jones Road, Chester

3 Beds 3 Baths 2,139 SqFt Single Family For Sale MLS® # 24124486

William Pitt Sotheby's Int'l

Listing. $785,000. 16 Hickory Hill Drive, Chester. 3 Beds, 3 Baths, 1,896 SqFt, Single Family For Sale, MLS® # 24123794.
16 Hickory Hill Drive, Chester

$785,000

Under Contract

16 Hickory Hill Drive, Chester

3 Beds 3 Baths 1,896 SqFt Single Family For Sale MLS® # 24123794

William Raveis Real Estate

Listing. $775,000. 6 Spring Street, Chester. 2 Beds, 3 Baths, 1,598 SqFt, Single Family For Sale, MLS® # 24112637.
6 Spring Street, Chester

$775,000

Active

6 Spring Street, Chester

2 Beds 3 Baths 1,598 SqFt Single Family For Sale MLS® # 24112637

William Pitt Sotheby's Int'l

Listing. $629,900. 13 Cross Road, Chester. 3 Beds, 3 Baths, 2,324 SqFt, Single Family For Sale, MLS® # 24122260.
13 Cross Road, Chester

$629,900

Under Contract

13 Cross Road, Chester

3 Beds 3 Baths 2,324 SqFt Single Family For Sale MLS® # 24122260

Century 21 Clemens Group