Moving to Chaplin CT | real estate for sale in Chaplin Connecticut | Property Statistics of living in Chaplin

Current Real Estate Statistics for Homes in Chaplin CT as of Saturday, August 8, 2026
8 Active Homes Listed
56 Avg. DOM
$187 Avg. $ / Sq.Ft.
$429900 Med. List Price
7/28/2026 11:30:06 PM
Active
222 Tower Hill Road Chaplin CT
222 Tower Hill Road

Chaplin, Connecticut 06235

$389,000 | Active

3 Beds | 2 Baths | 1610 Sqft | 4.2 Acres | 49 Days on Market

Property Type: Single Family For Sale

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 ...

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7/28/2026 11:08:54 PM
Active
13 Bates Road Chaplin CT
13 Bates Road

Chaplin, Connecticut 06235

$429,900 | Active

5 Beds | 3 Baths | 2887 Sqft | 11 Acres | 60 Days on Market

Property Type: Single Family For Sale

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, youll find hardwood flooring throughout and two cozy fireplaces that ...

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7/24/2026 5:23:14 PM
Active
21 Linkkila Lane Chaplin CT
21 Linkkila Lane

Chaplin, Connecticut 06235

$599,000 | Active

5 Beds | 4 Baths | 2220 Sqft | 3.78 Acres | 7 Days on Market

Property Type: Single Family For Sale

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 resi...

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7/17/2026 3:46:39 PM
Under Contract
7-9 Bates Road Chaplin CT
7-9 Bates Road

Chaplin, Connecticut 06235

$434,000 | Under Contract

4 Beds | 4 Baths | 3522 Sqft | 0.89 Acres | 76 Days on Market

Property Type: Single Family For Sale

Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butlers pantry, while the formal dining room and inviting living room each showcase stunnin...

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6/26/2026 9:30:49 PM
Active
60 Chaplin Street Chaplin CT
60 Chaplin Street

Chaplin, Connecticut 06235

$350,000 | Active

3 Beds | 2 Baths | 2438 Sqft | 0.88 Acres | 49 Days on Market

Property Type: Single Family For Sale

Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe its the hardwood plank floors that have held two centuries of footsteps. Maybe its the way the morning light hits the window...

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6/3/2026 5:22:36 PM
Under Contract CTS
58 Tower Hill Road Chaplin CT
58 Tower Hill Road

Chaplin, Connecticut 06235

$399,000 | Under Contract - Continue

3 Beds | 2 Baths | 1871 Sqft | 2.9 Acres | 66 Days on Market

Property Type: Single Family For Sale

Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins ...

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5/14/2026 7:04:19 PM
Active
287 Bear Hill Road Chaplin CT
287 Bear Hill Road

Chaplin, Connecticut 06235

$789,000 | Active

4 Beds | 3 Baths | 2900 Sqft | 3.39 Acres | 78 Days on Market

Property Type: Single Family For Sale

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 ...

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9/5/2025 6:47:18 PM
Under Contract
22 Linkkila Lane Chaplin CT
22 Linkkila Lane

Chaplin, Connecticut 06235

$229,000 | Under Contract

2 Beds | 1 Baths | 928 Sqft | 16.76 Acres | 59 Days on Market

Property Type: Single Family For Sale

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 houses driveway!...

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