Windham County, CT Homes

• 

  Est $689,520

  Not Listed For Sale

  30 Bates Pond Rd, Canterbury, CT 06331

  • 3 Beds
  • 4 Baths
  • 3,296 Sq Ft
  • Built 1995

  30 Bates Pond Rd, Canterbury, CT 06331

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Christa Haveles Berkshire Hathaway NE Prop.
• 

  

  

  /40

  $499,900

  Pending

  • 3 Beds
  • 3 Baths
  • 2,148 Sq Ft

  394 Killingly Ave, Putnam, CT 06260

  Welcome to 394 Killingly Ave! This expansive single-level ranch has something for everyone; those looking to settle in to a spacious home with plenty of space for all with a finished basement with in-law potential, those hoping to downsize into first floor living, or anyone looking for a private retreat on over 3 acres within close proximity to all that Putnam and Dayville have to offer. The main

  Geoff Smith RE/MAX on the Bay

  394 Killingly Ave, Putnam, CT 06260
• 

  $107,000

  Sold Oct 09, 2025

  9 Sunshine Terrace, North Grosvenordale, CT 06255

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1981

  Last Sold Summary

  • 1% Above List Price
  • $136/SF
  • 26 Days On Market

  Last Listing Agent Pamela Therrien The Neighborhood Realty Group

  9 Sunshine Terrace, North Grosvenordale, CT 06255
• 

  Est $282,545

  Not Listed For Sale

  446 High St, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1950

  446 High St, Willimantic, CT 06226

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Renata Jocaite eXp Realty
• 

  

  

  /40

  $349,000

  • 1 Bed
  • 1 Bath
  • 918 Sq Ft

  157 Paradise Dr, Brooklyn, CT 06234

  Escape to your own private lakeside retreat at 157 Paradise Drive. Tucked away and set directly on the water, this charming one-bedroom home offers a peaceful setting that feels worlds away from the everyday. Warm wood interiors and vaulted ceilings give the home an inviting, rustic character, while the newly updated kitchen adds a fresh, modern touch with new cabinetry, stainless steel

  Jennifer Petreccia RE/Max Advantage Group

  157 Paradise Dr, Brooklyn, CT 06234
• 

  $340,000

  Sold Mar 13, 2026

  385 Hampton Rd, Chaplin, CT 06235

  • 5 Beds
  • 3.5 Baths
  • 2,496 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $136/SF
  • 126 Days On Market

  Current Estimated Value $360,148

  Last Listing Agent Jolanta Rojek eXp Realty

  385 Hampton Rd, Chaplin, CT 06235
• 

  Est $386,999

  Not Listed For Sale

  531 Providence Pike, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 1968

  531 Providence Pike, Putnam, CT 06260

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Joann Hall RE/MAX Bell Park Realty
• 

  

  /35

  $795,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,920 Sq Ft

  50 Red Oak Dr, Killingly, CT 06239

  Welcome to this impressive, custom Colonial set on a lovely landscaped lot in a desirable neighborhood. Offering 3102 sq ft, this spacious home features 4 bedrooms, 3 1/2 bathrooms and a thoughtfully designed floor plan ideal for both everyday living and entertaining. Step inside to bright, cathedral ceilings and stone fireplace in the living room. First-floor office and dining room. The

  Amy Brunet Brunet and Company Real Estate

  50 Red Oak Dr, Killingly, CT 06239
• 

  $220,000

  Sold Sep 19, 2025

  61 Perry St Unit 101, Putnam, CT 06260

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $183/SF
  • 5 Days On Market

  Current Estimated Value $239,695

  Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

  61 Perry St Unit 101, Putnam, CT 06260
• 

  Est $322,860

  Not Listed For Sale

  38 Ference Rd, Ashford, CT 06278

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1971

  38 Ference Rd, Ashford, CT 06278

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners
• 

  

  /11

  $550,000

  • Land
  • 43.3 Acres
  • $12,702 per Acre

  0 N Canterbury Rd, Canterbury, CT 06331

  Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National

  Danielle Bakanowsky Kazantzis Real Estate, LLC

  0 N Canterbury Rd, Canterbury, CT 06331
• 

  $383,800

  Sold Oct 15, 2025

  170 Lake St, Moosup, CT 06354

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $325/SF
  • 26 Days On Market

  Current Estimated Value $394,836

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  170 Lake St, Moosup, CT 06354
• 

  Est $270,732

  Not Listed For Sale

  13 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,495 Sq Ft
  • Built 1940

  13 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC
• 

  

  /18

  $415,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  15 Susie Ave, Moosup, CT 06354

  Welcome to this charming 3-bedroom, 2-full-bath ranch offering comfortable one-level living in a peaceful setting. Beautiful stone accents give this home timeless curb appeal. Inside, you'll find a functional layout and delightful sunroom filled with natural light-perfect for enjoying your morning coffee, relaxing, or entertaining guests. The spacious living areas offer plenty of room to make

  Derek Greene Derek Greene

  15 Susie Ave, Moosup, CT 06354
• 

  $300,000

  Sold Nov 07, 2025

  145 River St, Moosup, CT 06354

  • 2 Beds
  • 1 Bath
  • 1,261 Sq Ft
  • Built 1957

  Last Sold Summary

  • $238/SF
  • 7 Days On Market

  Current Estimated Value $302,259

  Last Listing Agent Gia Parmentier J. Christopher Real Estate Group

  145 River St, Moosup, CT 06354
• 

  Est $306,877

  Not Listed For Sale

  33 Cady St, Danielson, CT 06239

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft
  • Built 1957

  33 Cady St, Danielson, CT 06239

  Last Sold Summary

  • 245 Days On Market

  Last Listing Agent Frank Smith Keller Williams Coastal
• 

  

  /24

  $515,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft

  48 Lake St, Plainfield, CT 06354

  Almost new! Built in 2025 this stunning raised ranch is move- in ready. The bright, open concept main level features a living room and kitchen with cathedral ceilings and spacious primary suite, 2 additional bedrooms and an additional full bathroom. The fully finished lower level adds a versatile bedroom, another full bathroom-ideal for guests, hobbies, or a home office. The oversized, integrated

  Jonathan Boukarim The Virtual Realty Group

  48 Lake St, Plainfield, CT 06354
• 

  $270,000

  Sold Jun 10, 2026

  80 Old Plains Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $272/SF
  • 4 Days On Market

  Current Estimated Value $275,681

  Last Listing Agent Rachel Uhlig Lion's Head Real Estate Group

  80 Old Plains Rd, Willimantic, CT 06226
• 

  Est $647,095

  Not Listed For Sale

  1530 Route 169, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2005

  1530 Route 169, Woodstock, CT 06281

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.
• 

  

  /7

  $9,400

  $21K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $55,294 per Acre

  28 Cloran St, Windham, CT 06226

  Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

  Derek Greene Derek Greene

  28 Cloran St, Windham, CT 06226
• 

  $2,228,000

  Sold Jul 17, 2026

  5 Brookside Ln, Woodstock, CT 06281

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft
  • Built 1987

  Last Sold Summary

  • 22% Below List Price
  • $204/SF
  • 175 Days On Market

  Last Listing Agent Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281
• 

  Est $334,284

  Not Listed For Sale

  13 Kinney Hill Rd, Plainfield, CT 06374

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 2000

  13 Kinney Hill Rd, Plainfield, CT 06374

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Jessica Boswell LPT Realty
• 

  

  /34

  $275,000

  $5K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  259 Church St, Putnam, CT 06260

  Recently refreshed and priced aggressively for a fast sale, this move-in ready property is an incredible opportunity for both homeowners and investors. The home features light updates throughout, offering a clean, functional space while still leaving room to add value over time. Inside, you'll find a practical layout with comfortable living areas, updated finishes, and plenty of natural light.

  Marco Epifani The Hive Real Estate LLC

  259 Church St, Putnam, CT 06260
• 

  $375,000

  Sold Jan 07, 2026

  8 S Bigelow Rd, Hampton, CT 06247

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 14 Days On Market

  Current Estimated Value $385,956

  Last Listing Agent Alexcia Merritt RE/MAX Bell Park Realty

  8 S Bigelow Rd, Hampton, CT 06247
• 

  Est $315,375

  Not Listed For Sale

  855 Riverside Dr, North Grosvenordale, CT 06255

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1961

  855 Riverside Dr, North Grosvenordale, CT 06255

  Last Sold Summary

  • 137 Days On Market

  Last Listing Agent Michael Mitchell Carbutti & Co., Realtors
• 

  

  /20

  $315,000

  $15K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,262 Sq Ft

  517 Davis Rd, Danielson, CT 06239

  Don't miss this adorable, move-in-ready ranch! Offering just over 1,200 square feet of comfortable living space, this charming two-bedroom home features an inviting open floor plan filled with natural light and hardwood floors throughout much of the home. The spacious layout is perfect for everyday living and entertaining alike. Step outside to a generous backyard with a deck, ideal for summer

  Jennifer Bradley Benton Real Estate Company

  517 Davis Rd, Danielson, CT 06239
• 

  $350,000

  Sold Sep 30, 2025

  9 Isabellas Place, Danielson, CT 06239

  • 2 Beds
  • 2.5 Baths
  • 1,268 Sq Ft
  • Built 2005

  Last Sold Summary

  • $276/SF
  • 2 Days On Market

  Current Estimated Value $318,705

  Last Listing Agent Kara Mazzola First Choice Realty

  9 Isabellas Place, Danielson, CT 06239
• 

  Est $300,081

  Not Listed For Sale

  157 S Main St, Brooklyn, CT 06234

  • 6 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • Built 1890

  157 S Main St, Brooklyn, CT 06234

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Anthony Chabot Chabot & Associates Real Estate
• 

  

  /38

  $379,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,575 Sq Ft

  290 Ference Rd, Ashford, CT 06278

  Lake Life! Year-round Home! Welcome to Ashford CT. 2mi to Rte 84 E/W entrance/exit to Boston, NY or Mass, 12mi to Sturbridge, MA. Easy commute. This home offers spectacular lake access and views. Sunrise to sunset enjoy the amenities of Lake Chaffee Beaches, kayaking, small boats, walks, fishing and much more! The 2009 home shines from head to toe. Enter through the front patio door with room to

  Roberta Cardinal RbRE, LLC

  290 Ference Rd, Ashford, CT 06278
• 

  $285,000

  Sold Oct 06, 2025

  6 James St E, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 10 Days On Market

  Current Estimated Value $309,112

  Last Listing Agent Thomas Mele Social & Co Realty

  6 James St E, Putnam, CT 06260
• 

  Est $330,573

  Not Listed For Sale

  21 Railroad Ave, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1987

  21 Railroad Ave, Sterling, CT 06377

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Christine Johnson RE/MAX One
• 

  

  /38

  $429,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  55 Glebas Rd, Plainfield, CT 06374

  Welcome to 55 Glebas Road, a charming Cape-style home offering comfortable living, desirable amenities, and plenty of space both inside and out. This inviting 3-bedroom home features an open and welcoming layout, 2.5 bathrooms, and a finished walk-out lower level providing additional living space and flexibility for a home office, recreation room, guests, or extended living. Enjoy the convenience

  Alexa Mantovani Social & Co Realty

  55 Glebas Rd, Plainfield, CT 06374
• 

  $38,000

  Sold May 01, 2026

  0 Hanover Rd, Canterbury, CT 06331

  • Land
  • 1.2 Acres
  • $31,667 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 148 Days On Market

  Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

  0 Hanover Rd, Canterbury, CT 06331
• 

  Est $309,024

  Not Listed For Sale

  120 Broad St, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1780

  120 Broad St, Danielson, CT 06239

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Brian Hammett Hammett Real Estate
• 

  

  /38

  $350,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft

  81 Hawkins St, Danielson, CT 06239

  Filled with character and timeless Craftsman details, this spacious bungalow offers a floor plan as unique as the home itself. The open living and dining area features hardwood floors, original wood columns, detailed built-ins, and a fireplace. French doors open to a sun-filled inglenook-one of two in the home-perfect for an office, reading nook, or play space. The oversized kitchen features a

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  81 Hawkins St, Danielson, CT 06239
• 

  $431,000

  Sold Aug 10, 2026

  25 Horse Hill Rd, Danielson, CT 06239

  • 4 Beds
  • 2 Baths
  • 1,108 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Above List Price
  • $389/SF
  • 4 Days On Market

  Current Estimated Value $400,911

  Last Listing Agent Meaghan Lewis Stone & Vale, LLC

  25 Horse Hill Rd, Danielson, CT 06239
• 

  Not Listed For Sale

  72 Perry St Unit 150, Putnam, CT 06260

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1989

  72 Perry St Unit 150, Putnam, CT 06260

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Deb Kirkconnell Brunet and Company Real Estate
• 

  

  /10

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  10 Clover Ct, Killingly, CT 06241

  ANOTHER REFINED LIVING EXCLUSIVE New Construction home to be completed in 70 days or less!!! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's

  Robert Letskus Platinum Associates

  10 Clover Ct, Killingly, CT 06241
• 

  $430,000

  Sold Jun 05, 2026

  44 Ballamahack Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft
  • Built 1766

  Last Sold Summary

  • 18% Above List Price
  • $216/SF
  • 14 Days On Market

  Current Estimated Value $417,592

  Last Listing Agent Sue Esposito Home Selling Team

  44 Ballamahack Rd, Windham, CT 06280
• 

  Est $312,339

  Not Listed For Sale

  147 Spring St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 1,955 Sq Ft
  • Built 1840

  147 Spring St, Willimantic, CT 06226

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

Showing Results 521 - 560, Page 14 of 18