Chaplin, CT Houses for Sale

/40
$439,999
- 4 Beds
- 2 Baths
- 2,754 Sq Ft
168 Miller Rd, Chaplin, CT 06235

Stunning 4-Bedroom Colonial with In-Law Apartment on 2.5 Acres - Fully Updated Welcome to this beautifully renovated 4-bedroom, 2-bath colonial offering over 2,700 sq ft of versatile living space, situated on a peaceful and private 2.5-acre lot. Boasting a stunning in-law apartment with its own private entrance and new appliances, this home is ideal for multigenerational living or added rental

Crystal Gebhardt Coldwell Banker Realty

168 Miller Rd, Chaplin, CT 06235
/35
$339,500
- 3 Beds
- 2.5 Baths
- 1,444 Sq Ft
108 Federal Rd, Chaplin, CT 06235

Great 3 bedroom home set on a private 3.99 acres! This home has so much to offer. As you enter into the fireplaced living room you'll notice the beautiful Brazilian teak hardwood floors that continue through the recently updated kitchen and into the large sun-filled great room. The kitchen features granite countertops, stainless steel appliances and plenty of of cabinet space. Off the kitchen is

Kathleen Holland KW Legacy Partners

108 Federal Rd, Chaplin, CT 06235
/33
$510,000
- 3 Beds
- 2 Baths
- 1,638 Sq Ft
6 S Bear Hill Rd, Chaplin, CT 06235

Welcome to Chaplin! Custom Built Ranch on 2.12 acres has 3 Bedrooms, 2 Full Bathrooms, Home Office, and First Floor Laundry. Large Open Floor Plan for the Family Room and Kitchen with Granite Countertops and Hardwood Floors. Primary Bedroom has Private Bath and Walk-in Closet. Central Air, Covered Front Porch, Deck, Large Walk-Out Basement, and 2 Car Attached Garage. Located on a quiet country

Mary Ann Bohonowicz Berkshire Hathaway NE Prop.

6 S Bear Hill Rd, Chaplin, CT 06235
/4
$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

Connecticut Chaplin

Why Live in Chaplin

Chaplin, located in the rolling hills of northeastern Connecticut, offers a rural lifestyle with a significantly low crime risk compared to the national average. This small community of less than 2,200 residents is surrounded by state-owned forests and features the Natchaug River running through its center. Homes in Chaplin are typically single-family residences, including ranch-style homes, Cape Cods, farmhouses, and historic properties from the early 19th century. These homes often come with several acres of land, providing ample space and privacy. The Chaplin Historic District, featuring Georgian, Federal, and Greek Revival-inspired houses, is a notable landmark recognized by the National Register of Historic Places. Nature enthusiasts will appreciate the numerous state forests, campgrounds, and public parks in and around Chaplin. Edward Garrison Park, located behind Town Hall, features a playground, baseball diamond, and disc golf course. Nearby, Hubbard Sanctuary and Agnes’ Pasture offer nearly 2 miles of trails for birdwatching and hiking. Diana’s Pool, a popular but technically prohibited swimming hole, and Mansfield Hollow State Park, with its 500-acre lake for kayaking and boating, provide additional outdoor activities. Dining options in Chaplin include The Baker’s Dozen and Blondie’s Country Diner, while shopping needs are met by nearby Windham, approximately 7 miles away, which hosts East Brook Mall and various national retailers. Chaplin is connected to larger towns via State Route 198 and U.S. Route 6, with Windham Region Transit District buses providing transportation to the University of Connecticut. The capital city of Hartford is a 35-mile drive west.

Learn more about living in Chaplin

Home Trends in Chaplin, CT

On average, homes in Chaplin, CT sell after 82 days on the market compared to the national average of 50 days. The median sale price for homes in Chaplin, CT over the last 12 months is $351,450, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$351,450

Median Single Family Sale Price

$353,000

Median Townhouse Sale Price

$439,999

Average Price Per Sq Ft

$249

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.40

Median List Price

$350,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

20%

How to Buy a Home How to Finance a Home How to Sell a Home

In Chaplin, there are currently 4 houses for sale, offering an array of options for potential buyers. With houses priced between $339,500 to $510,000, there's a range to accomodate every budget. As of June, 2025 the median home price in Chaplin is $350,000, while the average sale price is $370,290, offering insights into the local housing market. On average, houses spend 82 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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