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Colonial Homes for Sale in Chester, CT

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  • /40

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,957 Sq Ft

    47 E Kings Hwy, Chester, CT 06412

    A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American

    Agent Photo

    Al Chiarito

    Chiarito Real Estate LLC

    47 E Kings Hwy, Chester, CT 06412
  • /30

    $284,900

    • 3 Beds
    • 1 Bath
    • 1,217 Sq Ft

    92 Water St, Chester, CT 06412

    Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views -

    Ryan O'Keeffe Salzillo Realty Company

    92 Water St, Chester, CT 06412
  • /38

    $2,995,000

    • 4 Beds
    • 6 Baths
    • 4,926 Sq Ft

    288 Middlesex Ave, Chester, CT 06412

    Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /40

    $764,900

    Open House 9/19 Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,662 Sq Ft

    13 High Field Ln, Chester, CT 06412

    Privacy, space, and location come together in this classic custom colonial nestled on over two private acres at the end of a quiet cul-de-sac just minutes from the heart of Chester Village. Lovingly cared for by its original owners, this 2,662-square-foot home offers a rare opportunity to enjoy the tranquility of a tucked-away setting without sacrificing proximity to downtown. An inviting covered

    Susan Malan William Pitt Sotheby's Int'l

    13 High Field Ln, Chester, CT 06412
  • /39

    $625,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,560 Sq Ft

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

    38 Main St, Deep River, CT 06417
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