4

Chaplin, CT Homes for Sale

Section Image
  • /14

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    337 Hampton Rd, Chaplin, CT 06235

    Welcome to this 7 room, 2 bath, ranch style home, with a detached garage, located on 2 Acres. set back off the road. If you have been looking for country living, this may be your home. Fully applianced kitchen (laundry set-up conveniently located), Kitchen eating nook, plus a formal dining room. All located on one floor living. Bring your ideas. lots of potential to make it your own. Notice

    Shirley Schoeneberger Berkshire Hathaway NE Prop.

    337 Hampton Rd, Chaplin, CT 06235
  • /34

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,396 Sq Ft

    36 Nollett Rd, Chaplin, CT 06250

    NEW ROOF 2025! Very Nice Country Setting 2.93-Acres Two Main Level Bedrooms And Two (2) Additional Rooms Upstairs Provides Floor Plan Flexibility. The Second Floor Has New LED Lighting, New Baseboard Heating, New Electrical Outlets And Switches. There Is Also A Heated Basement Area, New Garage Door, New Livestock Fence / Pen As well. Buy With Confidence, Septic System Inspected, Pumped, Cleaned.

    Robert Arute Arute Realty Group LLC

    36 Nollett Rd, Chaplin, CT 06250
  • /40

    $535,000

    $44K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,604 Sq Ft

    21 Linkkila Ln, Chaplin, CT 06235

    Set on nearly 4 private acres, 21 Linkkila Lane offers the space, flexibility, and peaceful setting that make country living feel special. Start your morning with coffee on the deck while taking in the surrounding landscape and watching the horses at the neighboring horse farm. Inside, this beautifully updated log home strikes the perfect balance between cozy character and clean, modern updates.

    Amanda Polansky RE/MAX Coast and Country

    21 Linkkila Ln, Chaplin, CT 06235
  • /27

    $369,900

    $25K PRICE INCREASE
    • 3 Beds
    • 1 Bath
    • 1,710 Sq Ft

    288 Bedlam Rd, Chaplin, CT 06235

    Step into a beautifully restored piece of history with this enchanting 1830s home, nestled on a serene, private acre. This property perfectly captures the balance of historic character and modern ease, offering a warm, welcoming retreat from the everyday. The main level features a flexible, sun-drenched layout highlighted by a convenient primary bedroom and a fully renovated bathroom with new

    Georgia LaBonne William Pitt Sotheby's Int'l

    288 Bedlam Rd, Chaplin, CT 06235

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.

Chaplin, CT Home Prices

Chaplin, CT
Median Home Price
$345,000
Median Sale Price
$357,500
+2% YoY
Avg. Price per Square Foot
$246
Median Single Family Price
$357,500
Total Active Listings
4 listings
Market Conditions
2 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Chaplin, CT?
Homes for sale in Chaplin, CT have an average home price of $386,119.
How many homes have sold over the last 12 months in Chaplin, CT?
27 homes have sold in Chaplin, CT over the last 12 months.
What are the most popular zip codes in Chaplin, CT?
The most popular zip codes in Chaplin, CT include 06247, 06250, 06242, 06278 and 06268.
How much do you need to make to afford a house in Chaplin?
The median home price in Chaplin is $345,000. If you put a 20% down payment of $69,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $1,830 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K a year to afford the median home price in Chaplin. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chaplin, CT?
Chaplin, CT has highly rated public and private schools. Some of the best schools in Chaplin based on Niche Grades are E.O. Smith High School, Eastford Elementary School and Ashford School. Browse all the schools in Chaplin, CT to learn more.
How to Buy a Home How to Finance a Home How to Sell a Home