5

Chaplin, CT Houses for Sale

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  • 69 N Bedlam Rd, Chaplin, CT 06235
    69 N Bedlam Rd, Chaplin, CT 06235
    69 N Bedlam Rd, Chaplin, CT 06235
    /40

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft

    69 N Bedlam Rd, Chaplin, CT 06235

    Welcome to your Quintessential New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved forest land and trails. Mansfield Hollow State Park is

    Agent Photo

    Tammy Lucier

    eXp Realty

    (860) 553-9423

    69 N Bedlam Rd, Chaplin, CT 06235
  • 184 Phoenixville Rd, Chaplin, CT 06235
    184 Phoenixville Rd, Chaplin, CT 06235
    184 Phoenixville Rd, Chaplin, CT 06235
    /28

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    184 Phoenixville Rd, Chaplin, CT 06235

    A unique blend of old-world charm and modern conveniences. Featuring 3 bedrooms and 2 baths, and 1,848 sqft sitting on 1.3 acres. Perfect for those looking for a piece of history with all the comforts of modern living. New windows, new garage roof, landscaping, a large garage and work shop with an above storage loft and parking for 6+. Also an outdoor shower and some beautiful river views steps

    Derek Greene Derek Greene

    184 Phoenixville Rd, Chaplin, CT 06235
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /6

    $242,000

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    Unlisted Address

    House, garage and 3 additional lots being sold as 1-sale. House is in very poor condition and not livable as it sits. Total acres are 19.46. Do not access the house without permission! Driveway turn around is available, do not proceed to last house's driveway!

    Roberta Cardinal RbRE, LLC

    Unlisted Address
  • 192 Palmer Rd, Chaplin, CT 06235
    192 Palmer Rd, Chaplin, CT 06235
    192 Palmer Rd, Chaplin, CT 06235
    /34

    $499,900

    • 2 Beds
    • 1.5 Baths
    • 2,954 Sq Ft

    192 Palmer Rd, Chaplin, CT 06235

    Tucked away at the end of a long, private driveway, this sprawling 2-bedroom ranch offers the ultimate in privacy and tranquility. Set on a picturesque 4-acre lot surrounded by nature, this home is perfect for those seeking a peaceful retreat with room to roam. Inside, you'll find a spacious and flexible floor plan with generous living areas, large windows that bring the outdoors in, and the ease

    Lisa Barstow Simply Sold Real Estate

    192 Palmer Rd, Chaplin, CT 06235
  • 648 N Windham Rd, Windham, CT 06256
    648 N Windham Rd, Windham, CT 06256
    648 N Windham Rd, Windham, CT 06256
    /39

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 2,530 Sq Ft

    648 N Windham Rd, Windham, CT 06256

    Move right into this meticulously maintained Colonial in the heart of North Windham. This spacious home has a lovely open floorplan, combing charming antique features with many modern conveniences. The eat-in kitchen is centrally located, with both the large family room and formal dining room conveniently abutting, just perfect for entertaining! Wooden beams, delightful built-ins and beautiful

    Gina Wentworth Lebanon Green Real Estate

    648 N Windham Rd, Windham, CT 06256
Connecticut Windham County Chaplin

Houses for Sale in Chaplin, CT

Why Live in Chaplin

Chaplin, nestled in the rolling hills of northeastern Connecticut, provides a rural lifestyle with the Natchaug River running through its center. This small Windham County community, home to fewer than 2,200 residents, is surrounded by state-owned forests, offering a peaceful setting. Properties in Chaplin are spacious, often covering several acres, and feature a variety of home styles including ranch-style homes, Cape Cods, farmhouses, and historic 19th-century houses in the Chaplin Historic District. The crime risk in Chaplin is lower than the national average. For higher education, the University of Connecticut and Eastern Connecticut State University are less than 10 miles away. Outdoor activities abound with Edward Garrison Park, which includes a playground, baseball diamond, and disc golf course, as well as Hubbard Sanctuary and Agnes’ Pasture with nearly 2 miles of trails. Diana’s Pool, a popular spot along the Natchaug River, and Mansfield Hollow State Park, just over 5 miles away, offer additional recreational opportunities. Dining options in Chaplin include The Baker’s Dozen and Blondie’s Country Diner, while shopping needs are met in nearby Windham, about 7 miles away. Chaplin is accessible via State Route 198 and U.S. Route 6, with regional bus services and a park-and-ride lot available for commuters.

Learn more about living in Chaplin

Home Trends in Chaplin, CT

On average, homes in Chaplin, CT sell after 30 days on the market compared to the national average of 70 days. The median sale price for homes in Chaplin, CT over the last 12 months is $369,000.

Housing Trends

Median Sale Price
$369,000
Median Single Family Sale Price
$369,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
0
Last 12 months Home Sales
6
Months of Supply
0.00
Median List Price
$369,000
Median Change From 1st List Price
0%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chaplin, there are currently 5 houses for sale, offering an array of options for potential buyers. With houses priced between $242,000 to $599,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Chaplin is $369,000, while the average sale price is $360,416, offering insights into the local housing market. On average, houses spend 30 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chaplin, CT and find the perfect place to call home.

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