Windham County, CT Homes

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  /40

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,285 Sq Ft

  245 Brooklyn Rd, Canterbury, CT 06331

  Tucked along a quiet country road, the Isaac Backus House (c.1787) is a beautifully preserved New England Colonial on 45 private acres with stone walls, walking trails, and a pond. This 4-bed, 3-bath home offers 3,259 sq ft of timeless charm-wide-plank floors, hand-sawn beams, and six working fireplaces, two with pizza and bread ovens. A spacious kitchen with gas cooktop, stainless appliances,

  Cary Marcoux RE/MAX Bell Park Realty

  245 Brooklyn Rd, Canterbury, CT 06331
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  /38

  $1,000 - $1,350 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 899 Sq Ft
  • Condo for Rent

  92 South St, Willimantic, CT 06226

  Willimantic, CT 23bedroom 1 bath 3rd floor unit ready for occupancy located at 92 South st Willimantic, CT. This unit offers off street parking and several updates including newer windows. There is efficient electric heat and hot water which is NOT INCLUDED! Friendly pets permitted. We accept sect 8 as well. We do background checks. Please contact us today to set up an in person tour.We

  92 South St, Willimantic, CT 06226
• 

  $270,000 Sold Aug 08, 2025

  285 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1951

  Last Sold Summary

  • 6% Above List Price
  • $250/SF
  • 31 Days On Market

  Current Estimated Value $264,640

  Last Listing Agent Corrinne Lomazzo Berkshire Hathaway NE Prop.

  285 Jackson St, Willimantic, CT 06226
• 

  Est $361,776 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  123 Ashford Rd Unit 6, Eastford, CT 06242

  123 Ashford Rd Unit 6, Eastford, CT 06242
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  /16

  $39,900 Pending

  • Land
  • 0.12 Acre
  • $332,500 per Acre

  4 Paradise Dr, Brooklyn, CT 06234

  Two adjoining lots available for sale Lot 4 & 5, being offered together as a package totaling 0.23 acres. Located near the tranquil setting of Paradise Lake, this is a great opportunity to build your dream getaway or invest in a peaceful retreat.Enjoy the natural surroundings and serene atmosphere-perfect for outdoor enthusiasts or those seeking a quiet escape.

  Amber Alcazar Coldwell Banker Realty

  4 Paradise Dr, Brooklyn, CT 06234
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  /38

  $1,000 - $1,350 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 899 Sq Ft
  • Condo for Rent

  92 South St, Willimantic, CT 06226

  Willimantic, CT 23bedroom 1 bath 3rd floor unit ready for occupancy located at 92 South st Willimantic, CT. This unit offers off street parking and several updates including newer windows. There is efficient electric heat and hot water which is NOT INCLUDED! Friendly pets permitted. We accept sect 8 as well. We do background checks. Please contact us today to set up an in person tour.We

  92 South St, Willimantic, CT 06226
• 

  $625,000 Sold Sep 02, 2025

  658 Allen Hill Rd, Brooklyn, CT 06234

  • 4 Beds
  • 3.5 Baths
  • 2,606 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 8 Days On Market

  Current Estimated Value $620,686

  Last Listing Agent Rebecca Gadbois RE/MAX Bell Park Realty

  658 Allen Hill Rd, Brooklyn, CT 06234
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  Est $342,409 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,673 Sq Ft

  85-87 Community Ave, Plainfield, CT 06374

  85-87 Community Ave, Plainfield, CT 06374
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  /34

  $440,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  10 School Street Extension, Plainfield, CT 06374

  Beautiful new-construction raised ranch located on a quiet dead-end street overlooking the river. This bright and modern home features an open floor plan with a stunning kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level offers three large bedrooms, including a spacious primary suite with its own full bath. The finished lower level

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  10 School Street Extension, Plainfield, CT 06374
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  /12

  $1,650 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,235 Sq Ft
  • Condo for Rent

  237 Valley St Unit 30, Willimantic, CT 06226

  Unit 30 available for Rent. Beautiful 2 bedroom apartment! Tenant pays Gas & Electricity. Located within walking distance to ECSU, 10 min drive to UCONN. Close to shops and Bus line. Available 12/1/25, contact Frank for showings

  237 Valley St Unit 30, Willimantic, CT 06226
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  $505,000 Sold Jun 17, 2025

  304 Lathrop Rd, Plainfield, CT 06374

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 3 Days On Market

  Current Estimated Value $500,708

  Last Listing Agent Benjamin Carbone Lamacchia Realty

  304 Lathrop Rd, Plainfield, CT 06374
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  Est $470,223 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  51 Tayler Trail, Woodstock Valley, CT 06282

  51 Tayler Trail, Woodstock Valley, CT 06282
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  /30

  $38,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  3 Terrace Dr, Plainfield, CT 06374

  Halfway done renovating. Stills needs some things: Wiring Insulation Drywall Ceilings Kitchen Skirting installed. Very large lot, off street parking fits 3 cars. Must be approved by park. Very quite and peaceful area.

  Steven Koleno BEYCOME OF FLORIDA LLC

  3 Terrace Dr, Plainfield, CT 06374
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  /10

  $1,200 total monthly price

  • Studio
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  223 Jackson St Unit 2, Willimantic, CT 06226

  Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

  223 Jackson St Unit 2, Willimantic, CT 06226
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  $120,000 Sold Dec 01, 2025

  0 Sunnyside Dr, Thompson, CT 06277

  • Land
  • 10.3 Acres
  • $11,650 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 103 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  0 Sunnyside Dr, Thompson, CT 06277
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  Est $325,654 Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280
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  /23

  $389,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  1 First St, North Grosvenordale, CT 06255

  Welcome to Thompson's newest subdivision! These 4 homes are newly constructed with a functional floor plan and much thought into flexibility. 1800 sq ft of Colonial style, this home offers an open concept through the kitchen and living room. Dining room/flex room can be used for not only dining but office, playroom, or whatever your needs may be on the first floor. Half bath with laundry.

  Amy Brunet Brunet and Company Real Estate

  1 First St, North Grosvenordale, CT 06255
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  /16

  $1,150 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  478 Windham Rd Unit 478 Windham rd, Willimantic, CT 06226

  Willimantic spacious 1 bedroom apartment near Windham Iga. This unit offers large rooms, privacy and completely updated.

  478 Windham Rd Unit 478 Windham rd, Willimantic, CT 06226
• 

  $715,000 Sold Jul 25, 2025

  105 Mashentuck Rd, Danielson, CT 06239

  • 4 Beds
  • 3.5 Baths
  • 5,408 Sq Ft
  • Built 2006

  Last Sold Summary

  • $132/SF
  • 35 Days On Market

  Current Estimated Value $701,054

  Last Listing Agent Yvonne Sousa RISE REC

  105 Mashentuck Rd, Danielson, CT 06239
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  Not Listed For Sale

  221 Mansfield Rd, Ashford, CT 06278

  221 Mansfield Rd, Ashford, CT 06278
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  /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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  $422,000 Sold Jan 10, 2025

  50 North St, Putnam, CT 06260

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Above List Price
  • $191/SF
  • 36 Days On Market

  Current Estimated Value $422,054

  Last Listing Agent Brenda Chubbuck CR Premier Properties

  50 North St, Putnam, CT 06260
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  /50

  Est $428,354 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  109 Boston Turnpike, Eastford, CT 06259

  109 Boston Turnpike, Eastford, CT 06259
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  /40

  $545,000

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  414 Canterbury Rd, Brooklyn, CT 06234

  New Price Improvement. Motivated Seller! Come visit and fall in love with the possibilities. This property must be seen to be fully appreciated. Prepare to be enchanted & immersed in nature. Here is your opportunity to own property on Blackwell Brook. This sprawling ranch sits on 6.18 acres. Built to last & adorned with shelves & built in's.The main bedroom has it's own full bathroom, built in

  Jennifer Metivier Diversified Real Estate, LLC

  414 Canterbury Rd, Brooklyn, CT 06234
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  $450,000 Sold Oct 27, 2025

  31 Bob White Way, Moosup, CT 06354

  • 4 Beds
  • 3.5 Baths
  • 2,075 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 35 Days On Market

  Last Listing Agent Maria Marcotte RE/MAX One

  31 Bob White Way, Moosup, CT 06354
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  Est $427,705 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  37 Tuckie Rd, Windham, CT 06280

  37 Tuckie Rd, Windham, CT 06280
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  /24

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  261 Old Colony Rd, Eastford, CT 06242

  Cape-style home built in 1767, offering 6 rooms, 2 bedrooms, and 2 full bathrooms across 1,359 square feet. Features include a full basement and a one-car detached garage. The house and detached garage both have a new roof. Built in 1767, the property offers original architectural features alongside functional living space on a rural lot. This property is eligible under the Freddie Mac First Look

  Michael Calabro Coldwell Banker Calabro

  261 Old Colony Rd, Eastford, CT 06242
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  $476,500 Sold Jul 11, 2025

  18 Perrin Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft
  • Built 1832

  Last Sold Summary

  • 6% Above List Price
  • $224/SF
  • 3 Days On Market

  Current Estimated Value $463,154

  Last Listing Agent Amy Archambault CR Premier Properties

  18 Perrin Rd, Woodstock, CT 06281
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /40

  $509,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  93 Jericho Rd, Pomfret Center, CT 06259

  This Log sided, Cape/Colonial, home has had a complete renovation in the last 3 years. Starting with a 2022 complete addition including an oversized 2 car garage, this home features a new roof, new vinyl siding, exterior paint, new decking, new hybrid 80 gallon water heater and much more. The renovated kitchen with eating space features s/s appliances, along with granite counters, a large

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  93 Jericho Rd, Pomfret Center, CT 06259
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  $250,000 Sold Jan 07, 2025

  14 Graham Ave, Moosup, CT 06354

  • 4 Beds
  • 1 Bath
  • 1,256 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Above List Price
  • $199/SF
  • 0 Days On Market

  Current Estimated Value $271,535

  Last Listing Agent Christine Johnson RE/MAX One

  14 Graham Ave, Moosup, CT 06354
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  11 Carey Ave, Plainfield, CT 06374

  11 Carey Ave, Plainfield, CT 06374
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  /40

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

  The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

  Alan Berman Signature Properties of NewEng

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
• 

  $199,900 Sold Jul 21, 2025

  94 Canterbury Rd Unit D, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1977

  Last Sold Summary

  • $158/SF
  • 10 Days On Market

  Current Estimated Value $197,879

  Last Listing Agent Kerri Mullen CR Premier Properties

  94 Canterbury Rd Unit D, Plainfield, CT 06374
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  Est $325,745 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft

  370 Valley St, Willimantic, CT 06226

  370 Valley St, Willimantic, CT 06226
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  /33

  $329,900 Pending

  • 3 Beds
  • 1 Bath
  • 2,016 Sq Ft

  30 Huntley Rd, Dayville, CT 06241

  Welcome to this 3-bedroom, 1-bath Ranch nestled on a Cul-de-sac. Situated on almost a half-acre lot, this property offers a blend of privacy and convenience- just minutes to 1-395 North and South, shopping, dining, and local amenities. Enjoy easy access to Rhode Island (10 minutes) and Massachusetts (14 minutes). Inside you will find an updated kitchen featuring granite countertops, SS

  Lucy Reid United Properties/Davida Ltd.

  30 Huntley Rd, Dayville, CT 06241
• 

  $700,000 Sold Jun 27, 2025

  4 Jackson Ln, Mansfield, CT 06250

  • 4 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 2025

  Last Sold Summary

  • $278/SF
  • 54 Days On Market

  Last Listing Agent Sheri Shvonski List N Show LLC

  4 Jackson Ln, Mansfield, CT 06250
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  Not Listed For Sale

  1-11 Westford Rd, Eastford, CT 06242

  1-11 Westford Rd, Eastford, CT 06242
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  /32

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  56 Laurel Hill Dr, Woodstock Valley, CT 06282

  Charming 3-Bedroom Home on Double Lot - Lake Bunggee Waterfront Access! Discover the potential of this charming 3-bedroom home nestled in the heart of Connecticut's Quiet Corner, just steps from beautiful Lake Bunggee. Set on a spacious double lot, this property is waiting for your personal touches-bring your tools and imagination to make it your own! Enjoy lake life year-round with a walk-out

  Vivian Kozey CR Premier Properties

  56 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  $409,900 Sold May 15, 2025

  298 Norwich Rd, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft
  • Built 2025

  Last Sold Summary

  • $339/SF
  • 26 Days On Market

  Current Estimated Value $410,472

  Last Listing Agent Andrew Kausch Kazantzis Real Estate, LLC

  298 Norwich Rd, Plainfield, CT 06374

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