5

Chaplin, CT Homes for Sale with Acreage

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  • 287 S Bear Hill Rd, Chaplin, CT 06235
    287 S Bear Hill Rd, Chaplin, CT 06235
    287 S Bear Hill Rd, Chaplin, CT 06235
    /38

    $789,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    287 S Bear Hill Rd, Chaplin, CT 06235

    Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses,

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    287 S Bear Hill Rd, Chaplin, CT 06235
  • 21 Linkkila Ln, Chaplin, CT 06235
    21 Linkkila Ln, Chaplin, CT 06235
    21 Linkkila Ln, Chaplin, CT 06235
    /35

    $599,000

    • 5 Beds
    • 4 Baths
    • 2,220 Sq Ft

    21 Linkkila Ln, Chaplin, CT 06235

    Private Country Retreat with In-Law Suite on Nearly 4 Acres. Welcome to 21 Linkkila Lane in Chaplin, Windham County, Connecticut-a beautifully updated log home offering exceptional privacy, flexible living space, and modern upgrades on nearly four picturesque acres. The main residence features three spacious bedrooms and three full bathrooms, highlighted by an extensively renovated kitchen,

    Derek Greene Derek Greene

    21 Linkkila Ln, Chaplin, CT 06235
  • 13 Bates Rd, Chaplin, CT 06235
    13 Bates Rd, Chaplin, CT 06235
    13 Bates Rd, Chaplin, CT 06235
    /36

    $429,900

    $20K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • 0 Scotland Rd Unit 24160798, Chaplin, CT 06235
    0 Scotland Rd Unit 24160798, Chaplin, CT 06235
    /2

    $335,000

    • Land
    • 62.27 Acres
    • $5,380 per Acre

    0 Scotland Rd Unit 24160798, Chaplin, CT 06235

    **Builders Take Notice** This is a beautiful 62.273 acres with subdivision opportunities. A-2 Survey is available. Owner financing is available.

    Sherry Borgeson Berkshire Hathaway NE Prop.

    0 Scotland Rd Unit 24160798, Chaplin, CT 06235
  • 222 Tower Hill Rd, Chaplin, CT 06235
    222 Tower Hill Rd, Chaplin, CT 06235
    222 Tower Hill Rd, Chaplin, CT 06235
    /23

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    222 Tower Hill Rd, Chaplin, CT 06235

    Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a

    Lisa Therecka Therecka & Associates LLC

    222 Tower Hill Rd, Chaplin, CT 06235
Connecticut Windham County

Homes for Sale with Acreage in Chaplin, CT

Home Prices in Chaplin, CT

The median home sale price in Chaplin, CT is $356,250, up 2% year-over-year. Homes in Chaplin sell in 53 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$356,250
Median Single Family Sale Price
$365,000
Median 2 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$250
Number of Homes for Sale
5
Last 12 months Home Sales
28
Months of Supply
2.10
Median List Price
$349,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chaplin, 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 Chaplin, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chaplin and discover the potential and freedom that comes with owning your own piece of property.

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