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. 

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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.

$3,375,000

Active

288 Middlesex Avenue, Chester

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

Listing. $799,000. 35 Maple Street, Chester. 3 Beds, 2 Baths, 1,772 SqFt, Single Family For Sale, MLS® # 24138011.

$799,000

Under Contract

35 Maple Street, Chester

3 Beds 2 Baths 1,772 SqFt Single Family For Sale MLS® # 24138011

William Raveis Real Estate

Listing. $799,000. 9 Hickory Hill Drive, Chester. 3 Beds, 3 Baths, 2,888 SqFt, Single Family For Sale, MLS® # 24138968.

$799,000

Active

9 Hickory Hill Drive, Chester

3 Beds 3 Baths 2,888 SqFt Single Family For Sale MLS® # 24138968

William Pitt Sotheby's Int'l

Listing. $775,000. 8 Butter Jones Road, Chester. 3 Beds, 3 Baths, 2,139 SqFt, Single Family For Sale, MLS® # 24124486.

$775,000

Active

8 Butter Jones Road, Chester

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

Listing. $549,000. 131 Middlesex Avenue, Chester. 3 Beds, 3 Baths, 1,664 SqFt, Single Family For Sale, MLS® # 24125901.

$549,000

Active

131 Middlesex Avenue, Chester

3 Beds 3 Baths 1,664 SqFt Single Family For Sale MLS® # 24125901

New Listing. $469,900. 36 Kings Highway, Chester. 4 Beds, 2 Baths, 1,516 SqFt, Single Family For Sale, MLS® # 24130591.

New

$469,900

Under Contract

36 Kings Highway, Chester

4 Beds 2 Baths 1,516 SqFt Single Family For Sale MLS® # 24130591

Re/Max Valley Shore

Listing. $449,000. 79 Middlesex Avenue, Chester. 2 Beds, 1 Baths, 1,470 SqFt, Single Family For Sale, MLS® # 24131519.

$449,000

Active

79 Middlesex Avenue, Chester

2 Beds 1 Bath 1,470 SqFt Single Family For Sale MLS® # 24131519

Compass Connecticut, LLC

Listing. $319,900. 12 Deep Hollow Road, Chester. 3 Beds, 1 Baths, 912 SqFt, Single Family For Sale, MLS® # 24141147.

$319,900

Under Contract

12 Deep Hollow Road, Chester

3 Beds 1 Bath 912 SqFt Single Family For Sale MLS® # 24141147

Re/Max Valley Shore

Listing. $229,000. 15 Hazen Street, Chester. 3 Beds, 1 Baths, 748 SqFt, Single Family For Sale, MLS® # 24137397.

$229,000

Active

15 Hazen Street, Chester

3 Beds 1 Bath 748 SqFt Single Family For Sale MLS® # 24137397

eRealty Advisors, Inc.

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