Windham County, CT Homes

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  /40

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,126 Sq Ft

  97 Cushman Rd, Ashford, CT 06278

  Here's your opportunity to have the feeling of a little piece of Vermont while being in Connecticut. About 7 minutes to the highway and 10 minutes to UConn. 17.3 acres creating such a unique setting. Knowlton Brook Runs through the property feeding a beautiful pond. The property is surrounded by treed areas with a lot of nature's feeling integrated into the living areas of the property. Tranquil

  

  Dan Keune

  Campbell-Keune Realty Inc

  97 Cushman Rd, Ashford, CT 06278
• 

  

  

  /23

  $2,200 Per Month

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • House for Rent

  223 High St, Willimantic, CT 06226

  Open to a short term rental, this well maintained 4 bedroom, 2 bath home is situated in the hill section of Willimantic. This house offers ample storage as well as a washer/dryer, central air, and economical oil heat, with room for up to 5 tenants. Located adjacent to ECSU, on the bus route to UConn, with grocery stores, gyms and nightlife nearby. Rent includes water, trash, lawn maintenance, and

  

  Rick Nassiff

  KW Legacy Partners

  223 High St, Willimantic, CT 06226
• 

  $460,000

  Sold Sep 01, 2026

  263 Starkweather Rd, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Above List Price
  • $197/SF
  • 26 Days On Market

  Current Estimated Value $391,350

  Last Listing Agent Lorena Childress REMAX Revolution

  263 Starkweather Rd, Plainfield, CT 06374
• 

  Est $841,697

  Not Listed For Sale

  5 Kies Rd, Killingly, CT 06239

  • 3 Beds
  • 3.5 Baths
  • 2,209 Sq Ft
  • Built 2015

  5 Kies Rd, Killingly, CT 06239

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Rene Barbeau RE/MAX Bell Park Realty
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  /32

  $199,900

  Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  187 Eastford Rd, Eastford, CT 06242

  Welcome to this charming 1836 antique colonial house with a center chimney, located in the center of town. Excellent home business location. This house's annex once housed the local post office, which is now across the street. The home features two fireplaces (not functional), wide board floors, and a large updated kitchen, as well as updated boiler, windows and siding. The first floor offers a

  

  Rick Nassiff

  KW Legacy Partners

  187 Eastford Rd, Eastford, CT 06242
• 

  

  /19

  Starting at $1,695

  Total Monthly Price

  • 2 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.

  Ashford Hills

  95 Varga Rd, Ashford, CT 06278
• 

  $510,000

  Sold Sep 15, 2026

  39 Cannon Rd, Hampton, CT 06247

  • 3 Beds
  • 2.5 Baths
  • 2,071 Sq Ft
  • Built 1989

  Last Sold Summary

  • 13% Above List Price
  • $246/SF
  • 25 Days On Market

  Current Estimated Value $306,374

  Last Listing Agent Amber Jones KW Legacy Partners

  39 Cannon Rd, Hampton, CT 06247
• 

  Est $268,777

  Not Listed For Sale

  34 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • Built 1915

  34 S Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Stephen Girouard CENTURY 21 Shutters & Sails
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  /40

  $519,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  56 Sundale Dr, Windham, CT 06280

  Welcome home to your own private retreat! Set on 1.09 beautifully landscaped acres in a quiet neighborhood, this well built and thoughtfully maintained home offers 4 bedrooms, 2.5 bathrooms, an attached 2 car garage, an inground pool and a private tennis court. Lovingly maintained and ready for your own personal touches, this home offers an incredible opportunity to make it truly your own. The

  

  Melissa DiPiazza

  RE/MAX One

  56 Sundale Dr, Windham, CT 06280
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  /11

  $2,250 Per Month

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

  80 North St Unit 2, Willimantic, CT 06226

  This renovated 4-Bedroom Apartment in the heart of Willimantic is available. The apartment spans the top two floors of 80 North Street and is approximately 1,632 sq. ft. It features four generous bedrooms, one full modern bathroom, a living room and an open eat-in kitchen with a pantry. There is a deck located off of the living room and plenty of interior storage. This location offers quick

  

  Sharon Watson Stokland

  List N Show LLC

  80 North St Unit 2, Willimantic, CT 06226
• 

  $325,000

  Sold Jul 01, 2026

  124 S Main St, Brooklyn, CT 06234

  • 4 Beds
  • 1.5 Baths
  • 1,644 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $198/SF
  • 17 Days On Market

  Current Estimated Value $327,182

  Last Listing Agent Heather Ash Spadola RE/MAX One

  124 S Main St, Brooklyn, CT 06234
• 

  Est $655,906

  Not Listed For Sale

  156 Ballamahack Rd, Windham, CT 06280

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

  156 Ballamahack Rd, Windham, CT 06280

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners
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  /40

  $579,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  22 Kingsbury Rd, Thompson, CT 06277

  Custom-built Cape with an Accessory Dwelling Unit (ADU) on 1.62 acres in a peaceful country setting, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase,

  

  Shiloh Therrien

  The Neighborhood Realty Group

  22 Kingsbury Rd, Thompson, CT 06277
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  /24

  Starting at $1,625

  Total Monthly Price

  • 2 Beds

  84 Ash St, Willimantic, CT 06226

  Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

  Ivy Garden Apartments

  

  84 Ash St, Willimantic, CT 06226
• 

  $580,000

  Sold Jul 27, 2026

  161 Burlingame Rd, Danielson, CT 06239

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 50 Days On Market

  Current Estimated Value $580,909

  Last Listing Agent Diane White Berkshire Hathaway NE Prop.

  161 Burlingame Rd, Danielson, CT 06239
• 

  Est $386,824

  Not Listed For Sale

  1897 Upper Maple St, Dayville, CT 06241

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 2001

  1897 Upper Maple St, Dayville, CT 06241

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Colleen Crowley Lamacchia Realty
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  /39

  $584,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  Step into the Quiet Corner's storied past at this beautifully renovated 1814 Greek Revival and Italianate farmhouse, set on nearly an acre in the heart of the Thompson Hill Historic District, a 550-acre National Register district anchored by the town green. This 4-bedroom, 3.5-bath antique colonial blends original detail with modern comfort, including a grand entry staircase, two fireplace-warmed

  

  Shiloh Therrien

  The Neighborhood Realty Group

  369 Thompson Rd, Thompson, CT 06277
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  /26

  Starting at $995

  Total Monthly Price

  • Studio - 2 Beds

  804 Main St, Willimantic, CT 06226

  Students. Receive 1-month free rent on a 2 Bedroom when you bring a friend along to sign a lease!!!!New Construction Move in Ready. Minutes from UCONN and ECSU! Fully Furnished with Covered Parking Spot Included/Fitness center/Laundry Room/ Storage Units and Golf Simulator Lounge (ALL INCLUDED!!) plus, many more amenities. NO HIDDEN FEES!!!Great for college students, faculty,

  Residences on Main

  804 Main St, Willimantic, CT 06226
• 

  $570,000

  Sold Jun 17, 2026

  153 Mansfield Rd, Ashford, CT 06278

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $271/SF
  • 69 Days On Market

  Current Estimated Value $559,176

  Last Listing Agent Noah King Home Selling Team

  153 Mansfield Rd, Ashford, CT 06278
• 

  Est $357,750

  Not Listed For Sale

  68 Bailey Hill Rd, Danielson, CT 06239

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 1973

  68 Bailey Hill Rd, Danielson, CT 06239

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Matthew Noren RE/MAX Bell Park Realty
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  /39

  $485,000

  $15K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,655 Sq Ft

  53 Colleen St, Danielson, CT 06239

  Welcome to this spacious Colonial, ideally situated on a corner lot in a quiet neighborhood in Killingly. Offering over 2,600 square feet of living space, this home features generously sized rooms, a flexible layout, and plenty of space to fit a variety of needs. The updated kitchen and bathrooms provide modern convenience, while the dining room fireplace adds warmth and character. An oversized

  

  Monique Frigon

  Toro Real Estate LLC

  53 Colleen St, Danielson, CT 06239
• 

  

  /20

  Starting at $1,115

  Total Monthly Price

  • 1 - 2 Beds

  466 Ash St, Willimantic, CT 06226

  Spacious 1, 2 and 3 bedroom apartments in a convenient location to major highways in a pedestrian friendly neighborhood. Kingswood offers it's tenants free heat, hot water and electricity. The property includes a landscaping plan that provides for seasonal color with the grounds professionally maintained by Carabetta's Maintenance Team.There is no application fee. Income Restrictions Apply.

  Kingswood Apartments

  

  466 Ash St, Willimantic, CT 06226
• 

  $380,000

  Sold May 15, 2026

  3 Oriole Dr, Danielson, CT 06239

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Above List Price
  • $265/SF
  • 2 Days On Market

  Current Estimated Value $393,024

  Last Listing Agent Jennifer Mahr RE/MAX Bell Park Realty

  3 Oriole Dr, Danielson, CT 06239
• 

  Est $532,801

  Not Listed For Sale

  150 Fabyan Rd, North Grosvenordale, CT 06255

  • 3 Beds
  • 2.5 Baths
  • 3,502 Sq Ft
  • Built 1990

  150 Fabyan Rd, North Grosvenordale, CT 06255

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Jennifer Jackson Berkshire Hathaway NE Prop.
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  /40

  $599,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  120 Cushman Rd, Ashford, CT 06278

  Tucked away on more than 12 acres in the peaceful countryside of Ashford, this contemporary 4-bedroom, 2.5-bath home offers an incredible sense of privacy while still providing plenty of space both inside and out. Surrounded by mature trees and natural beauty, the property feels like its own private retreat. Inside, hardwood flooring mini split systems for central air, and abundant natural light

  

  Maxwell Castrogiovanni

  eXp Realty

  120 Cushman Rd, Ashford, CT 06278
• 

  

  /5

  Starting at $1,300 Plus Fees

  • 1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  Artspace Windham

  480 Main St, Willimantic, CT 06226
• 

  $225,000

  Sold Oct 30, 2025

  214 Park Rd, Putnam, CT 06260

  • Land
  • 5.41 Acres
  • $41,590 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 790 Days On Market

  Current Estimated Value $280,541

  Last Listing Agent Michael Collins Berkshire Hathaway NE Prop.

  214 Park Rd, Putnam, CT 06260
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  /2

  Not Listed For Sale

  326 Route 169, Wood Stock, CT 06281

  • 3 Beds
  • 3 Baths
  • 3,008 Sq Ft
  • Built 1833

  326 Route 169, Wood Stock, CT 06281
• 

  

  /33

  $399,900

  $75K PRICE DROP Under Contract

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

  39 Jefferson Dr, Danielson, CT 06239

  $9 electric bill! Owned outright solar panels and generator ready. HEATED GARAGE! Spacious living room with separate dining room. End of cul-de-sac near Route 6, yet you don't hear it! Private backyard with sparkling above-ground pool & spacious deck. Primary suite offers walk-in closet & full en-suite bath. Finished lower level wired for home theater. Security system & irrigation. Walk to town,

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  39 Jefferson Dr, Danielson, CT 06239
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  /35

  Starting at $1,855

  Total Monthly Price

  • 2 Beds

  140 Plains Rd, Windham, CT 06280

  Nestled in a wooded corner of Windham, CT, the two-bedroom townhome apartments at Wyndham Park offer an elevated living experience in a scenic neighborhood. Our community’s mature trees and lush landscapes provide the backdrop for a life you’ll truly love. From the moment you open your front door, an expansive layout, complete with modern conveniences, make you feel right at home. Contemporary

  Wyndham Park

  140 Plains Rd, Windham, CT 06280
• 

  $52,000

  Sold Nov 05, 2025

  16 Conrad's Park, Killingly, CT 06241

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Built 1961

  Last Sold Summary

  • 26% Below List Price
  • $95/SF
  • 23 Days On Market

  Last Listing Agent Tina Luft Kazantzis Real Estate, LLC

  16 Conrad's Park, Killingly, CT 06241
• 

  Est $219,801

  Not Listed For Sale

  29 Kathleen Dr Unit 1B, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1987

  29 Kathleen Dr Unit 1B, Willimantic, CT 06226

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Leslie Tapia-Bernal Northwest CT Realty
• 

  

  /40

  $319,990

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  58 Viens St, Putnam, CT 06260

  Back on Market! || Welcome to 58 Viens Street in Putnam, offering a fantastic opportunity to build equity and make it your own. This home features a flexible layout with two generously sized bedrooms upstairs and a first-floor primary bedroom, providing convenient living options for a variety of needs. Inside, you'll find hardwood floors throughout much of the home and a kitchen layout that

  

  Kostas Travisano

  Sailpoint Property Group

  58 Viens St, Putnam, CT 06260
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  /13

  $850 - $950 Per Month

  • 1 Bed
  • 1 Bath
  • 112 Sq Ft
  • House for Rent

  52 Park St, Willimantic, CT 06226

  Multiple Furnished Rooms for Rent Near UConn/Eastern | Clean, Comfortable, Affordable, and FunLooking for a comfortable and clean off-campus housing option? The Big Yellow House offers furnished private rooms in a well-maintained, cooperative living environment designed for grad students and professionals who value cleanliness, respect, and convenience. The house is located in

  52 Park St, Willimantic, CT 06226
• 

  $360,000

  Sold Jun 26, 2026

  140 Tripp Rd, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1840

  Last Sold Summary

  • 4% Below List Price
  • $283/SF
  • 3 Days On Market

  Current Estimated Value $362,741

  Last Listing Agent Heather Sawyer William Pitt Sotheby's Int'l

  140 Tripp Rd, Woodstock, CT 06281
• 

  Not Listed For Sale

  641 5 Mile River Rd, Putnam, CT 06260

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1940

  641 5 Mile River Rd, Putnam, CT 06260

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty
• 

  

  /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. Engineering plans will accommodate a 5000SF building. 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,

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  80 Averill Rd, Pomfret, CT 06259
• 

  

  /6

  $1,650 Per Month

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Townhouse for Rent

  59 Anderson Rd, Brooklyn, CT 06234

  BROOKLYN TOWNHOUSE-FULLY UPDATED END UNIT ON A QUIET 5 ACRES. {HEAT, WATER, SEWER, ALL MAINTENANCE INCLUDED!!}. ASSIGNED PARKING, ENCLOSED STORAGE ROOM, ON-SITE LAUNDRY.CREDIT CKS/BACKGROUND CKS REQUIRED. (NO PETS, NO EXCEPTIONS), NO SMOKING. CALL FOR MORE INFO.

  59 Anderson Rd, Brooklyn, CT 06234
• 

  $388,000

  Sold Aug 10, 2026

  105 Brick Top Rd, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft
  • Built 1950

  Last Sold Summary

  • $191/SF
  • 26 Days On Market

  Current Estimated Value $385,640

  Last Listing Agent Chely Rivera Rivera Realty LLC

  105 Brick Top Rd, Windham, CT 06280
• 

  Not Listed For Sale

  634 Parcel A 5 Mile River Rd, Putnam, CT 06260

  634 Parcel A 5 Mile River Rd, Putnam, CT 06260

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

Showing Results 1 - 40, Page 1 of 18