Windham County, CT Homes

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  /39

  $435,000

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft

  102 Krapf Rd, Ashford, CT 06278

  Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 792-3716

  102 Krapf Rd, Ashford, CT 06278
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  /40

  $1,500 - $1,750 plus fees

  Birch Hill Apartments

  2 Beds

  149 Ashford Center Rd, Ashford, CT 06278

  Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

  149 Ashford Center Rd, Ashford, CT 06278
• 

  $285,000 Sold Aug 01, 2025

  601 Whetstone Mills Unit 601, Dayville, CT 06241

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $230/SF
  • 36 Days On Market

  Current Estimated Value $288,894

  Last Listing Agent Jarrod Lewis J. Christopher Real Estate Group

  601 Whetstone Mills Unit 601, Dayville, CT 06241
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  Est $139,654 Not Listed For Sale

  64 Elm St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1865

  64 Elm St, Willimantic, CT 06226

  Last Sold Summary

  • 7% Above List Price
  • $92/SF
  • 3 Days On Market

  Last Sold Price $130,000

  Last Listing Agent Tammy Lucier eXp Realty
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  /40

  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,538 Sq Ft

  89 John Perry Rd, Eastford, CT 06242

  Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 590-4951

  89 John Perry Rd, Eastford, CT 06242
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  /10

  $2,000 per month

  • 6 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Apartment for Rent

  54 Litchfield Ave, Killingly, CT 06241

  54A is available For Rent! Newly Renovated 3 Bed / 1 Bath Duplex. This freshly updated home features a bright and inviting layout with modern finishes, spacious bedrooms, and a stylish kitchen and bath. Enjoy a nice yard for outdoor space, off-street parking for convenience, and a prime location close to shopping, dining, schools, and other local amenities-making it the perfect home. HEAT

  Jennifer Lehto Kazantzis Real Estate, LLC

  54 Litchfield Ave, Killingly, CT 06241
• 

  $403,000 Sold Feb 06, 2026

  668 Quinebaug Rd, North Grosvenordale, CT 06255

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Above List Price
  • $233/SF
  • 8 Days On Market

  Current Estimated Value $397,076

  Last Listing Agent Elissa Comeau Lamacchia Realty

  668 Quinebaug Rd, North Grosvenordale, CT 06255
• 

  Est $250,332 Not Listed For Sale

  497 Pleasant St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1951

  497 Pleasant St, Willimantic, CT 06226

  Last Sold Summary

  • 5% Above List Price
  • $220/SF
  • 73 Days On Market

  Last Sold Price $239,000

  Last Listing Agent Jessica Duhaime Pledge Property Management
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  /40

  $500,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,378 Sq Ft

  113A Paine Rd, Pomfret Center, CT 06259

  Quiet peaceful paradise awaits you on your private 10+acres overlooking 100 acres of open town designated space. Beautiful water views and sunrises can be seen from your back screened porch or ceiling to floor wall of windows. Contemporary flair as you walk into family room with floor to ceiling widows, shelving, and plenty of closet space & storage, perfect for a studio or craft room. The Hall

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 846-7128

  113A Paine Rd, Pomfret Center, CT 06259
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  /5

  $1,290 - $2,386 plus fees

  Artspace Windham

  1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  480 Main St, Willimantic, CT 06226
• 

  $331,000 Sold Mar 16, 2026

  165 Ballamahack Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Built 1953

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 7 Days On Market

  Current Estimated Value $254,159

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
• 

  Est $255,504 Not Listed For Sale

  68 Battey St, Putnam, CT 06260

  • 5 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1887

  68 Battey St, Putnam, CT 06260

  Last Sold Summary

  • 6% Above List Price
  • $132/SF
  • 5 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Kerri Mullen CR Premier Properties
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  /39

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  81 Floeting Rd, Ashford, CT 06278

  Comfortable Dutch Colonial set in a private country setting on 1.29 acres with a level backyard ideal for outdoor enjoyment. This 3-bedroom, 2 full bath home offers a flexible floor plan and inviting natural light throughout. The sunny living room features a large bay window that welcomes summer breezes and views of the surrounding landscape. The updated kitchen includes granite countertops,

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 697-9732

  81 Floeting Rd, Ashford, CT 06278
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  /14

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Property for Rent

  216 Angel Rd, Pomfret Center, CT 06259

  Wonderful country location. This 2 bedroom mobile home with a detached 2 car garage area sits with fields all around it. Easy country living. Large heated room off the back.

  Mark Benard Brunet and Company Real Estate

  216 Angel Rd, Pomfret Center, CT 06259
• 

  $650,000 Sold Oct 08, 2025

  179 Hill Rd, Thompson, CT 06277

  • 4 Beds
  • 3.5 Baths
  • 4,016 Sq Ft
  • Built 2000

  Last Sold Summary

  • 13% Below List Price
  • $162/SF
  • 38 Days On Market

  Current Estimated Value $664,830

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  179 Hill Rd, Thompson, CT 06277
• 

  Est $245,912 Not Listed For Sale

  18 Ballou St Unit 5, Putnam, CT 06260

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1987

  18 Ballou St Unit 5, Putnam, CT 06260

  Last Sold Summary

  • 5% Above List Price
  • $216/SF
  • 8 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Kerri Mullen CR Premier Properties
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  /36

  $365,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  10 Texas Heights Rd, Plainfield, CT 06374

  Charming farmhouse-style home offering 4 bedrooms and 4 bathrooms, perfectly set on a flat, scenic lot overlooking the Moosup River. This spacious property blends classic character with modern updates, featuring an updated kitchen, updated flooring, and upgraded lighting throughout. The inviting living room showcases a cozy fireplace and a beautiful bow window that fills the space with natural

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 743-1138

  10 Texas Heights Rd, Plainfield, CT 06374
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  /35

  $1,835 - $2,220 total monthly price

  Wyndham Park

  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

  140 Plains Rd, Windham, CT 06280
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  $802,375 Sold Jan 08, 2026

  309 E Putnam Rd, Putnam, CT 06260

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $343/SF
  • 109 Days On Market

  Current Estimated Value $856,000

  Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC

  309 E Putnam Rd, Putnam, CT 06260
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  Est $430,717 Not Listed For Sale

  686 Squaw Rock Rd, Moosup, CT 06354

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • Built 1961

  686 Squaw Rock Rd, Moosup, CT 06354

  Last Sold Summary

  • 4% Above List Price
  • $219/SF
  • 12 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Joan Casey RE/MAX
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  /10

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  85 Soap St, Dayville, CT 06241

  Spacious Colonial home with 2160 sq. ft and a 2 car garage. Built in 2006, this home offers comfortable living space, scenic surroundings, and a convenient location close to local shopping, restaurants, and commuting routes. This home features hardwood flooring throughout much of the main living areas and a functional layout designed for everyday living and entertaining. The kitchen includes an

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 737-9677

  85 Soap St, Dayville, CT 06241
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  /15

  $1,590 per month

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

  15 Kent Ct Unit 4, Ashford, CT 06278

  This. Wont. Last. Beautiful 2 bedroom 1 bathroom quiet condo with nice updates. Laundry available in the condo complex. Text Listing agent for showing. Not far from UCONN, EASTERN, etc. Beautiful serene area.

  Geoff Luxenberg Century 21 Classic Homes

  15 Kent Ct Unit 4, Ashford, CT 06278
• 

  $50,000 Sold Jul 29, 2025

  36 Fairway Dr, Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $74/SF
  • 81 Days On Market

  Last Listing Agent Erica Molochnick RbRE, LLC

  36 Fairway Dr, Windham, CT 06256
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  Not Listed For Sale

  102 Canterbury Rd Unit D, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1977

  102 Canterbury Rd Unit D, Plainfield, CT 06374

  Last Sold Summary

  • $188/SF
  • 48 Days On Market

  Last Sold Price $198,000

  Last Listing Agent Viagnehy LIma William Raveis Real Estate
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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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  /24

  $1,600 - $1,750 total monthly price

  Ivy Garden Apartments

  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

  84 Ash St, Willimantic, CT 06226
• 

  $322,000 Sold Oct 27, 2025

  26 Hummingbird Way Unit 26, Killingly, CT 06241

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $281/SF
  • 15 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  26 Hummingbird Way Unit 26, Killingly, CT 06241
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  Not Listed For Sale

  0 Logans Ln Unit 24073973, Thompson, CT 06277

  0 Logans Ln Unit 24073973, Thompson, CT 06277

  Last Sold Summary

  • 18 Days On Market

  Last Sold Price $74,900

  Last Listing Agent Jared Meehan RE/MAX
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  /31

  $599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  63 Buck Hill Rd, Canterbury, CT 06331

  SELLER ENJOYS A ZERO ELECTRIC BILL AND A QUARTERLY CHECK! The BEST of country living and modern design, all on 10 PRIVATE ACRES. Land is well suited for hunting, agricultural use, gardening and outdoor recreation. This SINGLE-LEVEL RANCH with 2238 sq ft of living space and a 3 CAR GARAGE offers HARDWOOD FLOORS, spacious eat-in kitchen with STAINLESS STEEL appliances and a 32 x 27 GREAT ROOM -

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 787-0628

  63 Buck Hill Rd, Canterbury, CT 06331
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  /13

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 2,784 Sq Ft
  • Townhouse for Rent

  6 Boys Ave, Killingly, CT 06241

  NEW to the market! This beautiful 2br unit is completely renovated, coming with 5 appliances and a full basement for extra storage with your very own washer, dryer on site and heat, hot water and trash included in the rent. All prospective tenants have to fill out an application. NO PETS, NO SMOKING

  Pat Malek First Choice Realty

  6 Boys Ave, Killingly, CT 06241
• 

  $654,000 Sold Jun 06, 2025

  124 New Rd, Thompson, CT 06277

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $308/SF
  • 8 Days On Market

  Last Listing Agent Joshua Somers P&H Property Consulting, Inc.

  124 New Rd, Thompson, CT 06277
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  Not Listed For Sale

  10 Halls Hill Rd, Killingly, CT 06239

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2024

  10 Halls Hill Rd, Killingly, CT 06239

  Last Sold Summary

  • $286/SF
  • 204 Days On Market

  Last Sold Price $499,900

  Last Listing Agent Kris Lippi Get Listed Realty
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  /14

  $650,000

  • Land
  • 153 Acres
  • $4,248 per Acre

  0 Kozey Rd, Eastford, CT 06242

  Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 454-6435

  0 Kozey Rd, Eastford, CT 06242
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  /26

  $1,983 plus fees

  Lofts at Cargill Falls Mill

  2 Beds

  58 Pomfret St, Putnam, CT 06260

  On the Quinebaug River, at the crossroads of vintage and modern flair, you’ll find historic Cargills Falls Mill in Putnam, Connecticut. Here in the heart of Putnam, is the 1807 site of one of Connecticut’s first successful cotton mills, now transformed into a unique apartment enclave. Fast-forward to the 21st Century: Putnam is a thriving, hip community with an eye to the future. This town has

  58 Pomfret St, Putnam, CT 06260
• 

  $625,000 Sold Sep 22, 2025

  37 Pulpit Rock Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 129 Days On Market

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  37 Pulpit Rock Rd, Woodstock, CT 06281
• 

  Est $350,133 Not Listed For Sale

  79 Old Turnpike Rd, Thompson, CT 06277

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1984

  79 Old Turnpike Rd, Thompson, CT 06277

  Last Sold Summary

  • $384/SF
  • 100 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Lexie Brunet Brunet and Company Real Estate
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  /40

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 553-9384

  483 North Rd, Ashford, CT 06278
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  /13

  $1,950 per month

  • 1 Bed
  • 1 Bath
  • 1,800 Sq Ft
  • House for Rent

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  Waterfront furnished apartment in excellent condition. Multi family home in a nice rural area. One bedroom one bath. Convenient location. Air conditioning.

  Cary Marcoux RE/MAX Bell Park Realty

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  $440,000 Sold Nov 21, 2025

  23 Birchwood Dr, Dayville, CT 06241

  • 3 Beds
  • 3.5 Baths
  • 2,646 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $166/SF
  • 50 Days On Market

  Current Estimated Value $453,568

  Last Listing Agent Amy Brunet Brunet and Company Real Estate

  23 Birchwood Dr, Dayville, CT 06241
• 

  Est $406,940 Not Listed For Sale

  20 Brookside Dr, Plainfield, CT 06374

  • 3 Beds
  • 2.5 Baths
  • 1,190 Sq Ft
  • Built 2015

  20 Brookside Dr, Plainfield, CT 06374

  Last Sold Summary

  • 2% Above List Price
  • $336/SF
  • 33 Days On Market

  Last Sold Price $399,900

  Last Listing Agent Denise Moore Kazantzis Real Estate, LLC

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