Chaplin, CT Homes

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  /39

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  293 Willimantic Rd, Chaplin, CT 06235

  All offers due at midnight tonight 9/8/2025. Welcome home to your countryside house on a hill. 1.9 acres nestled up and away from the rush of traffic, a place to hear the world go by, while you appreciate all the nature that surrounds you. Your lovingly maintained ranch home backs directly but discretely onto the scenic Airline Trail-perfect for hiking, biking, and horseback riding right from

  

  Stephen Daly

  KW Legacy Partners

  (860) 485-7414

  293 Willimantic Rd, Chaplin, CT 06235
• Explore Chaplin

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  /20

  $3,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,769 Sq Ft
  • House for Rent

  114 Palmer Rd, Chaplin, CT 06235

  Rare opportunity to rent this charming single family, four bedroom two bath fully updated home, with land. Remodeled and freshly painted, all original hardwood floors refinished. All other rooms have new floors. Full basement with washer, dryer and dehumidifier. Come relax on your covered porch or unwind on your BIG back deck. Plenty of off street parking. Schedule you showing soon, won't last

  Roberta Cardinal RbRE, LLC

  114 Palmer Rd, Chaplin, CT 06235
• 

  $38,000 Sold Oct 17, 2025

  • Land
  • 1.5 Acres
  • $25,333 per Acre

  • 66 Days On Market

  284 Willimantic Rd, Chaplin, CT 06235

  Build your dream home on this approved 1.5-acre lot.

  Lisa Sader-Goede Aspen Realty Group

  284 Willimantic Rd, Chaplin, CT 06235
• 

  Est $354,080 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,090 Sq Ft

  9 Ridge Rd, Chaplin, CT 06235

  9 Ridge Rd, Chaplin, CT 06235
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  /40

  $599,000 Under Contract

  • 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

  

  Tammy Lucier

  eXp Realty

  (860) 553-9423

  69 N Bedlam Rd, Chaplin, CT 06235
• 

  $150,000 Sold Oct 15, 2025

  • 733 Sq Ft
  • $205/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  52 Park Dr, Chaplin, CT 06235

  Remodeled Mobile Home at the End of a Private Road on a Gorgeous 1.25 Acres! Private Level Lot with Two Bedrooms Plus Office!

  Antonio Incontro Countryside Realty

  52 Park Dr, Chaplin, CT 06235
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  Est $196,025 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  257 Willimantic Rd, Chaplin, CT 06235

  257 Willimantic Rd, Chaplin, CT 06235
• 

  

  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,438 Sq Ft

  60 Chaplin St, Chaplin, CT 06235

  Welcome to the original parsonage of the Chaplin Congregational Church in the historic district in Chaplin! In 1837, the land was purchased from Luther Ridley. This spacious home was constructed in 1840. The parsonage has been home to many ministers and their families. The front parlor has seen many functions through the years, including weddings. The Ladies Aid Society has used the upstairs

  Deb Chabot RE/MAX One

  60 Chaplin St, Chaplin, CT 06235
• 

  $375,000 Sold Oct 15, 2025

  • 1,848 Sq Ft
  • $203/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1790

  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
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  Est $348,681 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  73 Bolduc Ln, Chaplin, CT 06235

  73 Bolduc Ln, Chaplin, CT 06235
• 

  

  /37

  $369,900 Pending

  • 5 Beds
  • 2 Baths
  • 2,224 Sq Ft

  20 Carefree Ln, Chaplin, CT 06235

  Meticulously Maintained Ranch Surrounded by Nature! Tucked away at the end of a quiet dead-end road, this beautifully cared for Ranch offers both comfort and versatility. The main level features an inviting open concept layout with a center island kitchen with all new stainless appliances, spacious dining area, and living room, all accented by gleaming hardwood floors. Off the kitchen, enjoy

  Rich Marouski Weichert,REALTORS-Four Corners

  20 Carefree Ln, Chaplin, CT 06235
• 

  $365,000 Sold Oct 08, 2025

  • 2,440 Sq Ft
  • $150/SF
  • 67 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  52 Singleton Rd, Chaplin, CT 06235

  ***Highest and best by 8pm on Monday 08/04/25***Welcome to your private retreat in Chaplin! This spacious 3-bedroom, 2-full bathroom ranch is set on just over 5 acres of peaceful, secluded land-perfect for those seeking privacy and a connection to nature. A small pond borders the property, adding charm and tranquility to the setting. The lower level features a large recreational room, ideal for a

  Alexis John RE/MAX One

  52 Singleton Rd, Chaplin, CT 06235
• 

  Est $508,941 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  128 S Bear Hill Rd, Chaplin, CT 06235

  128 S Bear Hill Rd, Chaplin, CT 06235
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  /24

  $369,900 Pre-Foreclosure

  • 5 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  385 Hampton Rd, Chaplin, CT 06235

  Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its

  Jolanta Rojek eXp Realty

  385 Hampton Rd, Chaplin, CT 06235
• 

  $260,000 Sold Sep 19, 2025

  • 893 Sq Ft
  • $291/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1935

  8 Chappell St, Chaplin, CT 06235

  All offers due at midnight tonight 8/25/2025. Welcome to 8 Chappell Street! Welcome to your next chapter; where countryside charm meets modern comfort and one level living. Everything has been taken care of for you. All you have to do is move right in. New Roof, new siding, new heating and cooling mini-splits, new wood stove, new electrical, new septic system (tank and leech field!), new shed,

  Stephen Daly KW Legacy Partners

  8 Chappell St, Chaplin, CT 06235
• 

  Est $497,912 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 1,800 Sq Ft

  285 Willimantic Rd, Chaplin, CT 06235

  285 Willimantic Rd, Chaplin, CT 06235
• 

  

  /25

  $460,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,963 Sq Ft

  80 Lynch Rd, Chaplin, CT 06235

  Chaplin: Two approved lots on 25 private acres. Lot A-2: Existing Home Site Secluded 4.5 acres with a flat, 2-acre hilltop situated 350 ft from road. This classic mid-Century Modern Ranch is surrounded by woods and overlooks a neighboring pond. Over 1,800 sq ft of living space with ample closets and cabinets, this home has two bedrooms, plus additional living area in basement: a 375 sq/ft bedroom

  Derek Greene Derek Greene

  80 Lynch Rd, Chaplin, CT 06235
• 

  $401,000 Sold Aug 22, 2025

  • 2,726 Sq Ft
  • $147/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1840

  5 Chaplin St, Chaplin, CT 06235

  Amazing opportunity to own this charming 1800's antique Colonial farmhouse, blending timeless character with modern updates, set on a beautiful, level 6.06-acre lot in a peaceful historic district. Offering 2,726 sq ft of living space, this serene property features two horse stalls, perfect for equestrian lovers or those simply seeking open space and quiet countryside living. Inside, you'll find

  Oz Pariser Premier Re Group LLC

  5 Chaplin St, Chaplin, CT 06235
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  Est $414,353 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  20 Park Dr, Chaplin, CT 06235

  20 Park Dr, Chaplin, CT 06235
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  /34

  $499,900 Under Contract

  • 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
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  $510,000 Sold Aug 18, 2025

  • 1,638 Sq Ft
  • $311/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  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
• 

  Est $528,494 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  90 N Bedlam Rd, Chaplin, CT 06235

  90 N Bedlam Rd, Chaplin, CT 06235
• 

  

  /11

  $329,000

  • 3 Beds
  • 1 Bath
  • 2,931 Sq Ft

  Unlisted Address

  Beautiful farmhouse-style home on 3.7 acres, ideal for animal lovers. This property includes a detached 3-bay garage and numerous recent updates: brand new roof, new chimney, updated vinyl siding, and replacement windows. The interior features a fully renovated kitchen with granite countertops and brand new appliances (includes 1-year warranty), a new bathroom, enclosed front porch, and new

  Paula Smith Coldwell Banker Realty

  Unlisted Address
• 

  $365,000 Sold Aug 15, 2025

  • 1,444 Sq Ft
  • $253/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  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
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  Est $287,963 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  89 Chewink Rd, Chaplin, CT 06235

  89 Chewink Rd, Chaplin, CT 06235
• 

  

  /40

  $789,000

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

  287 S Bear Hill Rd, Chaplin, CT 06235

  If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the

  Jeanne Crum Home Selling Team

  287 S Bear Hill Rd, Chaplin, CT 06235
• 

  $442,000 Sold Jul 10, 2025

  • 2,754 Sq Ft
  • $160/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1945

  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
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  Est $333,859 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  304 S Bear Hill Rd, Chaplin, CT 06235

  304 S Bear Hill Rd, Chaplin, CT 06235
• 

  

  /11

  $324,900

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  140 Federal Rd, Chaplin, CT 06235

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $3,249 back in closing costs credits OR $1,921 per month at an exceptional financing rate of 5.87% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Beautiful home in a highly sought-after location! Featuring a stunning granite

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  140 Federal Rd, Chaplin, CT 06235
• 

  $400,000 Sold Jul 03, 2025

  • 1,596 Sq Ft
  • $251/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2000

  31 Pumpkin Hill Rd, Chaplin, CT 06235

  Welcome to this beautifully updated 1,596 SF Cape-style home, perfectly situated on 2 peaceful acres along a non-through road. Completely turnkey and move-in ready, this charming 4-bedroom, 2-bath residence blends classic style with modern comfort. The main level offers incredible convenience with two spacious bedrooms, a full bath with laundry, and a stunning brand-new kitchen featuring stylish

  Jared Meehan RE/MAX Bell Park Realty

  31 Pumpkin Hill Rd, Chaplin, CT 06235
• 

  Est $462,832 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  277 Parish Hill Rd, Chaplin, CT 06235

  277 Parish Hill Rd, Chaplin, CT 06235
• 

  /2

  $139,000

  • Land
  • 12.1 Acres
  • $11,488 per Acre

  0 Hampton Rd Unit 170523717, Chaplin, CT 06235

  12.1 acre lot with frontage on Route 6 and Cross Road. Button Ball Brook runs through property. Could be a great home site, or potential commercial development with zone change. Rolling hills of gravel, mostly wooded.

  David Mieczynski National Realty Advisors LLC

  0 Hampton Rd Unit 170523717, Chaplin, CT 06235
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  $700,000 Sold Jun 27, 2025

  • 2,518 Sq Ft
  • $278/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  4 Jackson Ln, Mansfield, CT 06250

  95% COMPLETE. MOVE-IN, IN JUNE to this stunning 4-bedroom, 2.5-bath Colonial which offers an impressive open floor plan with a spacious feeling & easy flow. The foyer welcomes you with French doors leading to a formal study, a spacious coat closet, & a convenient guest bath. The open staircase runs parallel to the entry, adding a unique design touch. Enjoy everyday easy living or entertaining in

  Sheri Shvonski List N Show LLC

  4 Jackson Ln, Mansfield, CT 06250
• 

  Est $278,579 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  8 Chappell Street Extension, Chaplin, CT 06235

  8 Chappell Street Extension, Chaplin, CT 06235
• 

  

  /36

  $310,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  85 England Rd, Chaplin, CT 06235

  One level living with many nice features. Ranch style home on a nice, ready to make yours many places for gardens. One car detached garage with area for workshop. Walk into the family room with new flooring opens into kitchen and dining area. Kitchen is large with newer cabinets offering lots of storage. Eat in dining area offers lots of space for large table. Living room has beautiful stone

  Jeanne Crum Home Selling Team

  85 England Rd, Chaplin, CT 06235
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  $335,000 Sold Jun 20, 2025

  • 1,388 Sq Ft
  • $241/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1954

  5 Chappell St, Chaplin, CT 06235

  This is the one - almost completely updated - turn key house ready for you! Almost 1400 sq ft, newly painted, refinished hard wood floors, brand new stainless steel appliances, Large living room with fireplace. Main level has full bath, 3 bedrooms with additional master bath. Bonus - heated finished basement with another half bath! Great for man cave, kids playroom etc. Large corner lot, level

  Glenn Stavens Aspen Realty Group

  5 Chappell St, Chaplin, CT 06235
• 

  Est $312,976 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  128 Willimantic Rd, Chaplin, CT 06235

  128 Willimantic Rd, Chaplin, CT 06235
• 

  

  /36

  $329,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  144 Phoenixville Rd, Chaplin, CT 06235

  Welcome to Paradise! This beautifully updated home is move-in ready and filled with charm. Freshly painted throughout, newer heating/AC and well and featuring newly refinished hardwood floors, it offers a warm and inviting atmosphere. Abundant natural light pours in through large windows, many of which provide peaceful views of the pond. The main floor supports two spacious bedrooms, with the

  Glenn Stavens Aspen Realty Group

  144 Phoenixville Rd, Chaplin, CT 06235
• 

  $360,000 Sold Jun 05, 2025

  • 1,282 Sq Ft
  • $281/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  108 S Bedlam Rd, Chaplin, CT 06235

  Welcome to this quaint colonial home full of charm and updates. The interior has been fully remodeled over recent years. The warmth of the refinished hardwood floors, neutral color palette & flat ceilings give this home a sense of calm & tranquility. There are built-ins throughout the 1st floor in each room. The living room has a newer picture window, built-in shelves & a fireplace that once had

  Lindsey L. Niarhakos RE/MAX One

  108 S Bedlam Rd, Chaplin, CT 06235
• 

  Est $461,676 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,950 Sq Ft

  10 Davis Rd, Chaplin, CT 06235

  10 Davis Rd, Chaplin, CT 06235

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