Windham County, CT Homes

• 

  $275,000 Sold Nov 18, 2025

  987 Upper Maple St, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,258 Sq Ft
  • Built 1910

  Last Sold Summary

  • 4% Below List Price
  • $219/SF
  • 53 Days On Market

  Last Listing Agent Kristen Moore RE/MAX Properties

  987 Upper Maple St, Dayville, CT 06241
• 

  Est $333,174 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  190 Underwood Rd, Putnam, CT 06260

  190 Underwood Rd, Putnam, CT 06260
• 

  

  

  /27

  $330,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,069 Sq Ft

  30 Valley Rd, North Grosvenordale, CT 06255

  Welcome home to this charming raised ranch tucked away in a serene neighborhood in Northeast Connecticut's beloved Quiet Corner. Here, you'll find the perfect blend of tranquil living and everyday convenience - minutes from the Massachusetts line, with easy highway access and close proximity to local shops and amenities. Inside, the open floor plan invites you to gather and entertain. The custom

  Vivian Kozey CR Premier Properties

  30 Valley Rd, North Grosvenordale, CT 06255
• 

  $241,000 Sold May 23, 2025

  56 Island Rd, Dayville, CT 06241

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $502/SF
  • 15 Days On Market

  Current Estimated Value $236,740

  Last Listing Agent Rachael Johnston Johnston & Associates Real Estate, LLC

  56 Island Rd, Dayville, CT 06241
• 

  Est $360,334 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  8 Beechwood Blvd, Plainfield, CT 06374

  8 Beechwood Blvd, Plainfield, CT 06374
• 

  

  /22

  $76,500 Pending

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  10 Conrad's Park, Killingly, CT 06241

  Don't miss out on this newly renovated two bedroom home. If quiet, modest living is what you're looking for, look no further. Equipped with central air wall units for those hot summer days. Enjoy the deck along side of the home for entertaining guests. A newly six year electric water heater was installed in 2023. Worry no more about snow removal because that will be included with the monthly hoa

  Nicole Loiselle Byrnes Real Estate Company

  10 Conrad's Park, Killingly, CT 06241
• 

  $507,000 Sold Jun 13, 2025

  233 Squaw Rock Rd, Moosup, CT 06354

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $251/SF
  • 5 Days On Market

  Current Estimated Value $497,968

  Last Listing Agent Lori Ciccarelli RE/MAX One

  233 Squaw Rock Rd, Moosup, CT 06354
• 

  Est $350,909 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,229 Sq Ft

  189 Main St, Sterling, CT 06377

  189 Main St, Sterling, CT 06377
• 

  

  /13

  $395,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  127 Plains Rd, Windham, CT 06280

  Amazing opportunity to own this 2-family built in 1985 with 2 acres of flat open usable land. Excellent condition and recently updated with no city water/sewer expenses or lead paint issues! 2 bedrooms, 1 bath each side. Separate driveways and parking. Both units have their own meters for electric. Just an overall great location and investment. Close to UCONN & EASTERN. Centrally located for

  Pat Malek First Choice Realty

  127 Plains Rd, Windham, CT 06280
• 

  $283,000 Sold Nov 14, 2025

  36 Water St, Plainfield, CT 06374

  • 3 Beds
  • 1.5 Baths
  • 1,113 Sq Ft
  • Built 1810

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 62 Days On Market

  Last Listing Agent Joshua Rodriguez CENTURY 21 Shutters & Sails

  36 Water St, Plainfield, CT 06374
• 

  Est $266,771 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  170 Laurel Hill Dr, Woodstock Valley, CT 06282

  170 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  /31

  $319,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,597 Sq Ft

  21 Bennett Pond Rd, Canterbury, CT 06331

  Set on a peaceful 3.4-acre lot, this one-owner ranch offers privacy, space, and exciting potential. The main level features approximately 1,222 square feet with an open kitchen and living room layout, creating a welcoming central gathering space. A slider off the living area leads to a deck overlooking the wooded surroundings, perfect for enjoying the natural setting. The primary level includes a

  Carl Guild Carl Guild & Associates

  21 Bennett Pond Rd, Canterbury, CT 06331
• 

  $605,000 Sold May 02, 2025

  11 Hickey Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2000

  Last Sold Summary

  • 12% Below List Price
  • $252/SF
  • 55 Days On Market

  Current Estimated Value $609,617

  Last Listing Agent Brooke Coughlin Lamacchia Realty

  11 Hickey Rd, Pomfret Center, CT 06259
• 

  Est $360,997 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft

  16 Liberty Ln, Thompson, CT 06277

  16 Liberty Ln, Thompson, CT 06277
• 

  

  /21

  $699,000

  • Land
  • 84.5 Acres
  • $8,272 per Acre

  61 Deerwood Dr, Killingly, CT 06239

  51 fully approved 55+ housing units to be built in Phases III & IV of the Briarwood Falls development property. within minutes of Killingly Center & Killingly Commons, and a half-hour to the casinos. All utilities and full site plans including architectural drawings for 1,250, 1,450, and 1,600 square foot designs of the first two phases are available. A 2025 revised estimate for the road &

  Ron Lyman Lyman Real Estate

  61 Deerwood Dr, Killingly, CT 06239
• 

  $266,000 Sold Feb 12, 2025

  6 Woodstock Meadows, Woodstock, CT 06281

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1985

  Last Sold Summary

  • $249/SF
  • 6 Days On Market

  Current Estimated Value $273,349

  Last Listing Agent Tracie Gagnon Berkshire Hathaway NE Prop.

  6 Woodstock Meadows, Woodstock, CT 06281
• 

  Est $265,359 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 948 Sq Ft

  352 Mountain St, Willimantic, CT 06226

  352 Mountain St, Willimantic, CT 06226
• 

  

  /12

  $199,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  21 Russ Rd, Willimantic, CT 06226

  Handyman Special - Investors Take Note! 1152 SQFT cape style home in quiet neighborhood situated between vibrant downtown Williamantic and the rural village of South Windham. Lots of potential here with hardwoods under carpeting on both floors, as well as newer seeming garage, vinyl siding, roof and replacement windows. ***This is a probate sale, subject to probate court approval. Buyer to do

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  21 Russ Rd, Willimantic, CT 06226
• 

  $374,900 Sold Jun 18, 2025

  41 Elaine St, Thompson, CT 06277

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft
  • Built 1950

  Last Sold Summary

  • $288/SF
  • 17 Days On Market

  Current Estimated Value $369,228

  Last Listing Agent Lori Berry The Neighborhood Realty Group

  41 Elaine St, Thompson, CT 06277
• 

  Est $310,382 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft

  274 Mansfield Ave, Willimantic, CT 06226

  274 Mansfield Ave, Willimantic, CT 06226
• 

  

  /32

  $725,000

  • 3 Beds
  • 1.5 Baths
  • 2,232 Sq Ft

  204 Paine Rd, Pomfret, CT 06259

  First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

  Lynn Converse RE/MAX Bell Park Realty

  204 Paine Rd, Pomfret, CT 06259
• 

  $210,000 Sold Aug 15, 2025

  30 School St, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1849

  Last Sold Summary

  • $170/SF
  • 2 Days On Market

  Current Estimated Value $211,459

  Last Listing Agent Belinda Culp Berkshire Hathaway NE Prop.

  30 School St, Putnam, CT 06260
• 

  Est $359,683 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  66 Lynwood Dr, Willimantic, CT 06226

  66 Lynwood Dr, Willimantic, CT 06226
• 

  

  /16

  $299,900

  • 6 Beds
  • 2 Baths
  • 2,040 Sq Ft

  983 Riverside Dr, North Grosvenordale, CT 06255

  Fantastic 2 family with one side newly renovated. 3 bedrooms in each unit. Parking next to each unit and full basement.

  Alexis Devlin Coldwell Banker Realty

  983 Riverside Dr, North Grosvenordale, CT 06255
• 

  $440,000 Sold Apr 28, 2025

  71 Vandale St, Putnam, CT 06260

  • 5 Beds
  • 2.5 Baths
  • 2,632 Sq Ft
  • Built 1959

  Last Sold Summary

  • 10% Above List Price
  • $167/SF
  • 2 Days On Market

  Current Estimated Value $442,540

  Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

  71 Vandale St, Putnam, CT 06260
• 

  Est $395,439 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  7 Charles St, Plainfield, CT 06374

  7 Charles St, Plainfield, CT 06374
• 

  

  /7

  $345,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  25 Korpita Rd, Danielson, CT 06239

  Ranch style home with many recent updates. Offered here is kitchen, living room, 3 bedrooms and 2 full bathrooms. The Seller has completed the updates so all you have to do is move in. New kitchen with stainless steel appliances, updated bathrooms, new flooring, freshly painted. Do not miss out on this adorable home !!

  Mary Beth Malin Brunet and Company Real Estate

  25 Korpita Rd, Danielson, CT 06239
• 

  $319,000 Sold Jan 16, 2026

  13 Plaza St, Brooklyn, CT 06234

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $332/SF
  • 68 Days On Market

  Last Listing Agent Renee McCammon Berkshire Hathaway NE Prop.

  13 Plaza St, Brooklyn, CT 06234
• 

  Est $314,963 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  30 Jackson Rd, Plainfield, CT 06374

  30 Jackson Rd, Plainfield, CT 06374
• 

  

  /40

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  383 Lathrop Rd, Plainfield, CT 06374

  Welcome to this charming Cape Cod-style home featuring a beautifully unique floor plan and an abundance of natural light throughout. The spacious layout offers a large dining area, living room, and kitchen-perfect for entertaining or everyday living. A generous mudroom/laundry room and a dedicated office space provide both function and flexibility. The inviting three-season room off the back of

  Madelyn Pope RE/MAX One

  383 Lathrop Rd, Plainfield, CT 06374
• 

  $50,000 Sold Nov 19, 2025

  217 Orchard Hill Rd, Pomfret, CT 06258

  • Land
  • 4.7 Acres
  • $10,638 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 13 Days On Market

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  217 Orchard Hill Rd, Pomfret, CT 06258
• 

  Est $223,441 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 728 Sq Ft

  71 Gordon Ave, Willimantic, CT 06226

  71 Gordon Ave, Willimantic, CT 06226
• 

  

  /3

  $150,000 Pending

  • Land
  • 22.8 Acres
  • $6,579 per Acre

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255

  0 Thompson Road offers a picturesque 22.8 acre mixed-use commercial land opportunity located in the BDD (Business Development District) zone, allowing for energy storage, agricultural operations, multi-family housing (special permit), and light manufacturing, subject to Town Planning & Zoning approval. Gentle Slopping Bordered by the French River and North Grosvenordale Pond, the site includes

  Michael Collins Berkshire Hathaway NE Prop.

  0 W Thompson Rd Unit 24146108, Thompson, CT 06255
• 

  $330,000 Sold Dec 05, 2025

  331 Pond Hill Rd, Moosup, CT 06354

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $207/SF
  • 36 Days On Market

  Last Listing Agent Rob Perillo Robert A. Perillo Jr

  331 Pond Hill Rd, Moosup, CT 06354
• 

  Est $344,112 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft

  35 Jordan Ln, North Windham, CT 06256

  35 Jordan Ln, North Windham, CT 06256
• 

  /2

  $35,000 Pending

  • Land
  • 3.36 Acres
  • $10,417 per Acre

  627 Bailey Rd, Sterling, CT 06377

  Rear lot with shared access. This lot was part of an approved subdivision in 1982. Updated testing may be required. Buyer and Buyers Agent to do all due diligence with the town and the health department.

  Cary Marcoux RE/MAX Bell Park Realty

  627 Bailey Rd, Sterling, CT 06377
• 

  $510,000 Sold Dec 19, 2025

  71 Rawson Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 1,887 Sq Ft
  • Built 1800

  Last Sold Summary

  • 7% Below List Price
  • $270/SF
  • 81 Days On Market

  Last Listing Agent James Duffer RISE REC

  71 Rawson Rd, Woodstock, CT 06281
• 

  Est $397,416 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  10 Henry Rd, Danielson, CT 06239

  10 Henry Rd, Danielson, CT 06239
• 

  

  /23

  $285,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,178 Sq Ft

  69 Wauregan Rd, Danielson, CT 06239

  It is so rare today to be offered a home from the 1950's era that is a 1 owner home. This meticulously kept ranch home, which is located just minutes from downtown shopping & amenities, offers 3 bedrooms (2 with hardwood floors), as well as a sizeable living room (also hardwood floors) and a cozy kitchen which has ample room for dining. The bath is also located on this main level. The lower level

  Rachael Johnston Johnston & Associates Real Estate, LLC

  69 Wauregan Rd, Danielson, CT 06239
• 

  $625,000 Sold Jan 02, 2026

  26 Main St, Thompson, CT 06255

  • 5 Beds
  • 4 Baths
  • 24,256 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Above List Price
  • $26/SF
  • 11 Days On Market

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

  26 Main St, Thompson, CT 06255

Showing Results 441 - 480, Page 12 of 18