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Chester, CT Homes for Sale with Acreage

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  • 47 E Kings Hwy, Chester, CT 06412
    47 E Kings Hwy, Chester, CT 06412
    47 E Kings Hwy, Chester, CT 06412
    /40

    $1,900,000

    $300K PRICE DROP
    • 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
  • 55 Wig Hill Rd, Chester, CT 06412
    55 Wig Hill Rd, Chester, CT 06412
    55 Wig Hill Rd, Chester, CT 06412
    /38

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    55 Wig Hill Rd, Chester, CT 06412

    Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser,

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    55 Wig Hill Rd, Chester, CT 06412
  • 0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • 13 High Field Ln, Chester, CT 06412
    13 High Field Ln, Chester, CT 06412
    13 High Field Ln, 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
  • 38 Main St, Deep River, CT 06417
    38 Main St, Deep River, CT 06417
    38 Main St, Deep River, CT 06417
    /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
Connecticut Middlesex County

Homes for Sale with Acreage in Chester, CT

Home Prices in Chester, CT

The median home sale price in Chester, CT is $565,000, up 5% year-over-year. Homes in Chester sell in 63 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$565,000
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$269,900
Average Price Per Sq Ft
$337
Number of Homes for Sale
8
Last 12 months Home Sales
38
Months of Supply
2.50
Median List Price
$567,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 5 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Chester, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chester and discover the potential and freedom that comes with owning your own piece of property.

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