Windham County, CT Homes

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  /39

  $525,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  433 Fabyan Rd, North Grosvenordale, CT 06255

  OPEN HOUSES HAVE BEEN CANCELLED!!!! Stunning Thompson Cape with Exceptional Features! Welcome to this beautiful Thompson home built in 2004, offering 4 spacious bedrooms, 2.5 baths, and a 2-car garage. The open-concept floor plan seamlessly connects the oversized kitchen-complete with granite countertops, stainless steel appliances, a large center island, and hardwood cabinetry-to the inviting

  

  Holly Regoli

  HomeSmart Professionals Real Estate

  (855) 803-1893

  433 Fabyan Rd, North Grosvenordale, CT 06255
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  /17

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,652 Sq Ft
  • House for Rent

  80 North St, Willimantic, CT 06226

  Available for rent! This renovated 2-Bedroom Apartment in the heart of Willimantic. This updated 2-bedroom, 1-bathroom apartment is located on the first floor of 80 North Street and is approximately 1,020 sq. ft. It features 2 generous bedrooms, 1 full modern bathroom, and a separate dining and living room. On-street parking is available. There is quick access to local shops, dining, ECSU, and a

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 364-6311

  80 North St, Willimantic, CT 06226
• 

  $627,500 Sold Jul 29, 2025

  407 Starkweather Rd, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 2,668 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 7 Days On Market

  Current Estimated Value $555,321

  Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

  407 Starkweather Rd, Plainfield, CT 06374
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  /2

  Est $337,768 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  128 Woodstock Ave, Putnam, CT 06260

  128 Woodstock Ave, Putnam, CT 06260
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  /28

  $250,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,425 Sq Ft

  27 Ash Ave, Willimantic, CT 06226

  Welcome to 27 Ash Ave - a charming older home offering generous space, character, a sprawling yard, and excellent potential!! The main level features large, bright living areas, beautiful kitchen, and a convenient first-floor bedroom and bath. A ramp from the back deck provides easy access to the beautiful double lot-ideal for entertaining, gardening, or simply enjoying the outdoors. With just a

  

  Amber Jones

  KW Legacy Partners

  (860) 743-1124

  27 Ash Ave, Willimantic, CT 06226
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  /13

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft
  • Apartment for Rent

  1153 Main St Unit 3A, Willimantic, CT 06226

  BRAND NEW 2 bedroom, 1 bathroom apartment for rent in the heart of downtown Willimantic. This fully renovated unit features new appliances, modern finishes, and spacious off-street parking. Enjoy the convenience of a laundromat right across the street and all utilities included in the rent (except electricity). Prime location close to everyday essentials: just 0.5 miles to Stop & Shop, under 1

  

  Olivia Crable

  Berkshire Hathaway NE Prop.

  (860) 773-4545

  1153 Main St Unit 3A, Willimantic, CT 06226
• 

  $271,000 Sold Aug 15, 2025

  30 Mcdermott Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Above List Price
  • $269/SF
  • 4 Days On Market

  Current Estimated Value $265,023

  Last Listing Agent Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
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  Est $628,596 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  239 Turnpike Rd, Ashford, CT 06278

  239 Turnpike Rd, Ashford, CT 06278
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  /40

  $819,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft

  309 E Putnam Rd, Putnam, CT 06260

  Equestrian property in beautiful east Putnam, CT. This 2338 sf cape sits on 53 acres! Trails for horseback riding, ATV/dirt bikes, & hunting. There's a private shooting range & start of a hunting cabin that could potentially be used as an Airbnb when finished. The timber framed horse barn has 4 stalls w/materials for a 5th, plus plenty of room for hay/tack, & has heat, water and electricity.

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 744-5196

  309 E Putnam Rd, Putnam, CT 06260
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  /12

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 805 Sq Ft
  • Apartment for Rent

  1153 Main St Unit 3B, Willimantic, CT 06226

  BRAND NEW 2 bedroom, 1 bathroom apartment for rent in the heart of downtown Willimantic. This fully renovated unit features new appliances, modern finishes, and spacious off-street parking. Enjoy the convenience of a laundromat right across the street and all utilities included in the rent (except electricity). Prime location close to everyday essentials: just 0.5 miles to Stop & Shop, under 1

  

  Olivia Crable

  Berkshire Hathaway NE Prop.

  (860) 791-4104

  1153 Main St Unit 3B, Willimantic, CT 06226
• 

  $357,500 Sold Oct 15, 2025

  293 Willimantic Rd, Chaplin, CT 06235

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Above List Price
  • $340/SF
  • 4 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners

  293 Willimantic Rd, Chaplin, CT 06235
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  Est $314,691 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,339 Sq Ft

  44 Corrinne St, Danielson, CT 06239

  44 Corrinne St, Danielson, CT 06239
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  /18

  $149,000

  • Land
  • 1.01 Acres
  • $147,525 per Acre

  66 Bates Ave, Putnam, CT 06260

  Prime location in Putnam, CT. You'll appreciate the easy access to local shops, dining, and major routes - combining small town charm with everyday convenience. Approved site plans for two duplexes containing 2 side by side units each on this 1.01 acre lot. Ideal for a multigenerational compound or an owner occupant looking build and live on site while generating rental income. Rough driveway

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 300-2164

  66 Bates Ave, Putnam, CT 06260
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  /20

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft
  • House for Rent

  100 Bradford Corner Rd, Woodstock Valley, CT 06282

  No Pets. Quaint 1800s Antique Home for Rent. Step back in time with this charming 2-bedroom, 1-bath antique home that blends character and comfort. A mini-split system on the main level provides efficient heating and cooling, and a mini-split system will also be installed on the upper level, which includes the two bedrooms. If you appreciate the warmth and charm of a true New England antique,

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 718-4492

  100 Bradford Corner Rd, Woodstock Valley, CT 06282
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  $635,000 Sold Sep 15, 2025

  156 Ballamahack Rd, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1800

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 51 Days On Market

  Current Estimated Value $621,669

  Last Listing Agent Stephen Daly KW Legacy Partners

  156 Ballamahack Rd, Windham, CT 06280
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  Est $470,771 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  82 Thompson Pike, Dayville, CT 06241

  82 Thompson Pike, Dayville, CT 06241
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  /24

  $239,925 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,002 Sq Ft

  76 S Windham Rd, Willimantic, CT 06226

  Nestled on a beautiful and secluded lot, this 3-bedroom, 2-bath home is a rare combination of privacy, tranquility, and potential. Tucked away from the bustle yet still convenient to local amenities, it provides the perfect backdrop for creating your dream retreat. Inside, the home features a spacious layout filled with natural light, generous living areas and flexible spaces ready for your

  

  Jason Kemp

  Five Stars Realty

  (860) 351-4298

  76 S Windham Rd, Willimantic, CT 06226
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  /35

  $1,085 - $1,830 total monthly price

  Colonial Townhouse Apartments

  Studio - 2 Beds

  29 Foster Dr, Willimantic, CT 06226

  Come experience life at Colonial Townhouse Apartments! Lots of improvements have been made to the property to make us energy efficient with a modern appearance. This includes new windows, new siding, new EV chargers, fresh signage, and upgraded apartments. You'll get the most value for your money around! Located on the WRTD bus line for easy access to all the area has to offer. **Screening Fee is

  29 Foster Dr, Willimantic, CT 06226
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  $471,000 Sold Aug 21, 2025

  53 Windham Rd, Hampton, CT 06247

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Above List Price
  • $200/SF
  • 45 Days On Market

  Current Estimated Value $460,466

  Last Listing Agent Stephanie Rush RE/MAX Legends

  53 Windham Rd, Hampton, CT 06247
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  Est $356,416 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  17 Oakview Dr, Ashford, CT 06278

  17 Oakview Dr, Ashford, CT 06278
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  /21

  $400,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,583 Sq Ft

  171 David Cir, Putnam, CT 06260

  Welcome to this warm and inviting four bedroom one and a half bath, raised ranch, proudly cared for by its original owners for more than half a century. Set on a beautifully landscaped lot, this home radiates pride of ownership. Step inside to discover updated flooring throughout the main living areas (2024). Replacement windows with a lifetime warranty fill the space with natural light and offer

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 735-3351

  171 David Cir, Putnam, CT 06260
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  /7

  $1,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,770 Sq Ft
  • House for Rent

  319 Valley St Unit 3, Willimantic, CT 06226

  Bright & comfortable 4 rooms,2 bedrooms ( upper level), painted, newer kitchen, bath, mini split wall,heating / air conditioning, close proximity to ECSU, and Uconn, highways, main routes. No smoking in unit,no pets,2 months security deposit, credit and background check. Tenants to carry renters insurance and have good credit.

  Robert Ferrigno Ferrigno-Willimantic REALTORS

  319 Valley St Unit 3, Willimantic, CT 06226
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  $260,000 Sold Sep 19, 2025

  8 Chappell St, Chaplin, CT 06235

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Built 1935

  Last Sold Summary

  • 4% Above List Price
  • $291/SF
  • 25 Days On Market

  Current Estimated Value $244,805

  Last Listing Agent Stephen Daly KW Legacy Partners

  8 Chappell St, Chaplin, CT 06235
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  Est $511,528 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,270 Sq Ft

  276 Snake Meadow Rd, Danielson, CT 06239

  276 Snake Meadow Rd, Danielson, CT 06239
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  /16

  $325,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  7 Shelby Cir, Dayville, CT 06241

  Welcome home to this charming 3-bedroom, 1-bath ranch situated on a desirable corner lot. Step inside to find freshly painted interiors and stainless steel appliances that complement the bright, inviting kitchen. The home features public water and sewer, electric baseboard heating, and a new roof installed in 2015, and new water heater 2022. Enjoy outdoor living on the deck overlooking the

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 321-0694

  7 Shelby Cir, Dayville, CT 06241
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  /9

  $1,550 - $1,825 total monthly price

  Ashford Hills

  2 - 3 Beds

  95 Varga Rd, Ashford, CT 06278

  Conveniently located, but full of quiet country charm, Ashford Hills offers one, two, and three-bedroom apartments, perfect to match any lifestyle! Located just six miles from the University of Connecticut right off route 44.Ashford Hills is an apartment community located in Windham County and the 06278 ZIP Code. This area is served by the Mansfield attendance zone.

  95 Varga Rd, Ashford, CT 06278
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  $350,000 Sold Jul 02, 2025

  183 Prospect St, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 3,970 Sq Ft
  • Built 1890

  Last Sold Summary

  • $88/SF
  • 2 Days On Market

  Current Estimated Value $354,946

  Last Listing Agent Stephen Daly KW Legacy Partners

  183 Prospect St, Willimantic, CT 06226
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  Est $502,509 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,641 Sq Ft

  167 Stone Bridge Rd, Woodstock, CT 06281

  167 Stone Bridge Rd, Woodstock, CT 06281
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  /40

  $345,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  5 Chappell St, Chaplin, CT 06235

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Updated ranch on a cul-de-sac corner lot offers 3 BRs, 2.5 Baths, 1,748 SF of living space, and an attached 1-car Garage. The light-filled main level has an open Living Room and Dining Room with no wall between them, hardwood flooring that extends through the Hall and all three BRs, large windows, and a brick chimney wall with a wood-burning

  

  Gregory Hanner

  Garden Realty

  (860) 590-9454

  5 Chappell St, Chaplin, CT 06235
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  /20

  $1,700 total monthly price

  • 3 Beds
  • 1 Bath
  • 4,128 Sq Ft
  • Apartment for Rent

  61 Main St Unit B, Thompson, CT 06255

  Very nice well cared for rental unit. 3 bedroom w/ ceiling fans and closets 1 bath with new tub/shower, a panty/storage area, updated kitchen cabinets, living room with exterior access. private deck and its own laundry hookups. .

  Dianne Barrett Johnston & Associates Real Estate, LLC

  61 Main St Unit B, Thompson, CT 06255
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  $275,000 Sold Sep 25, 2025

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft
  • Built 2007

  Last Sold Summary

  • $270/SF
  • 7 Days On Market

  Last Listing Agent Melissa DiPiazza RE/MAX One

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374
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  Est $276,766 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  655 Brooklyn Turnpike, Hampton, CT 06247

  655 Brooklyn Turnpike, Hampton, CT 06247
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  /39

  $515,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  27 Windy Hill Rd, Hampton, CT 06247

  Welcome to this beautifully maintained Colonial built in 1998 and set on a private rear lot. This home offers a warm and inviting layout with a spacious living room, dining area, and an updated farmhouse-style kitchen featuring quartz countertops, farmhouse sink, tile backsplash, lighting, and updated appliances. Oak flooring has been recently refreshed, and the deck has also been stained. A

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2113

  27 Windy Hill Rd, Hampton, CT 06247
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  /14

  $1,800 - $2,700 per month plus fees

  Woodlawn Apartments

  2 - 3 Beds

  80 Bicknell Rd, Ashford, CT 06278

  Can you hear the "birds chirping and woodpeckers pecking" in your current home? Woodlawn Apartments consists of 12 charming buildings on 11 beautiful acres. Our residents enjoy the peace and quiet of nature in a convenient location, along with a caring management and maintenance staff. Only five miles from UConn. Also, call us about our nearby Wood Edge Apartments in Mansfield Center 4 miles from

  80 Bicknell Rd, Ashford, CT 06278
• 

  $365,000 Sold Dec 17, 2025

  201 Main St, Hampton, CT 06247

  • 4 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • Built 1949

  Last Sold Summary

  • 4% Above List Price
  • $186/SF
  • 52 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners

  201 Main St, Hampton, CT 06247
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  Est $309,611 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  14 Plainfield Rd, Canterbury, CT 06331

  14 Plainfield Rd, Canterbury, CT 06331
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  /10

  $225,000

  • Land
  • 3.72 Acres
  • $60,484 per Acre

  80 Averill Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery Stores & Convenience

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 791-1920

  80 Averill Rd, Pomfret, CT 06259
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  /19

  $1,675 total monthly price

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft
  • House for Rent

  270 S Windham Rd Unit 63, Willimantic, CT 06226

  Two bedroom condo for rent in South Windham located at Cedar Crest. Updated kitchen, Livingroom, one bath with washer and dryer in unit. two car only parking, one storage shed available. one year lease, no pets, background responsibility of applicant. must provide income and past rental references and positive credit score. This rental includes heat, hot water, lawn, snow, trash, water and sewer.

  Kathy Dubay I.M.A. Realty LLC

  270 S Windham Rd Unit 63, Willimantic, CT 06226
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  $22,000 Sold Aug 07, 2025

  40 S Prospect St, Putnam, CT 06260

  • Land
  • 1.05 Acres
  • $20,952 per Acre

  Last Sold Summary

  • 72 Days On Market

  Current Estimated Value $185,028

  Last Listing Agent Derek Greene Derek Greene

  40 S Prospect St, Putnam, CT 06260
• 

  Est $322,234 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft

  870 N Main St, Danielson, CT 06239

  870 N Main St, Danielson, CT 06239

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