Windham County, CT Homes

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  /37

  $700,000

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  310 S Bigelow Rd, Hampton, CT 06247

  Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
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  /16

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  736 Main St, Willimantic, CT 06226

  Downtown Willimantic apartment located on Main Street within walking distance to restaurants, shops, and local amenities. Features new energy-efficient mini split heating and cooling for year-round comfort and lower utility costs. Convenient location just minutes from Eastern Connecticut State University and a short drive to UConn Storrs. Easy access to Route 66 and Route 32 for commuting. Enjoy

  

  Adam Duffy

  O'Rourke Grp RE Professionals

  (860) 321-6587

  736 Main St, Willimantic, CT 06226
• 

  $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 $229,423

  Last Listing Agent Derek Greene Derek Greene

  40 S Prospect St, Putnam, CT 06260
• 

  Est $620,823 Not Listed For Sale

  9 Logans Way, Sterling, CT 06377

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2024

  9 Logans Way, Sterling, CT 06377

  Last Sold Summary

  • $277/SF
  • 0 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Jeffrey Castle REMAX Revolution
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  /22

  $67,900 Pending

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

  16 Pond Way, North Windham, CT 06256

  3% Interest, $0 Down Financing Available! Welcome home to your spacious 2 bedroom, 2 full bathroom open floor plan at 16 Pond Way, North Windham (Stonegate Manor). First floor laundry, mudroom with backyard access, and 1,218 sqft (rarely found at this affordable price point). This home is perfect for first-time buyers, downsizers, and value-seekers looking for affordable homeownership in a

  

  Stephen Daly

  KW Legacy Partners

  (860) 864-5536

  16 Pond Way, North Windham, CT 06256
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  /16

  $1,650 per month

  • 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
• 

  $525,000 Sold Jul 08, 2025

  124 Elmdale Rd, Canterbury, CT 06331

  • 4 Beds
  • 4 Baths
  • 2,712 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $194/SF
  • 94 Days On Market

  Current Estimated Value $534,263

  Last Listing Agent Christine Johnson RE/MAX One

  124 Elmdale Rd, Canterbury, CT 06331
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  Est $109,246 Not Listed For Sale

  70 Stearns St, Killingly, CT 06239

  70 Stearns St, Killingly, CT 06239

  Last Sold Summary

  • 4% Above List Price
  • $0/SF
  • 179 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Ray Preece Signature Properties of N.E.
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  /40

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional bedrooms and a full bath are

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 809-5749

  815 Mashamoquet Rd, Pomfret Center, CT 06259
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  /10

  $1,850 per month

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

  3 Colonial Ave Unit 2, Thompson, CT 06277

  Located on the Webster town line. The town line goes through the property. 4 rooms 2bedrooms 1 newly renovated bath freshly painted, new flooring throughout, granite counters. 3 season porch. Laundry. Nice yard. Beach rights to Webster lake. Rent includes heat and hot-water!

  

  Maria Hopkins

  Maria Gruber Hopkins Associates

  (860) 780-8270

  3 Colonial Ave Unit 2, Thompson, CT 06277
• 

  $412,000 Sold Apr 17, 2025

  33 Quinebaug Dr, Danielson, CT 06239

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $250/SF
  • 96 Days On Market

  Current Estimated Value $446,454

  Last Listing Agent David Leal Noble Realty & Consulting

  33 Quinebaug Dr, Danielson, CT 06239
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  Est $514,151 Not Listed For Sale

  85 Chase Rd, Thompson, CT 06277

  • 5 Beds
  • 2 Baths
  • 2,391 Sq Ft
  • Built 1971

  85 Chase Rd, Thompson, CT 06277

  Last Sold Summary

  • $215/SF
  • 173 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Jim Black Real Broker CT, LLC
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  /40

  $739,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  349 S Bigelow Rd, Hampton, CT 06247

  Beautiful Post and Beam design home, Tranquil setting nestled on 25+ acres with pond,babbling brook, and hiking trails nature at it best. This home has a unique design spoiling you with Private Hot tub, sauna, and solarium leading to outdoor patio with fireplace overlooking the pond side. Dramatic open layout with Swedish style stucco fireplace. This design offers the ability to have 2 or 3

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 831-4269

  349 S Bigelow Rd, Hampton, CT 06247
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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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  $70,000 Sold Aug 18, 2025

  26 Jacqueline Ln, North Windham, CT 06256

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1987

  Last Sold Summary

  • $76/SF
  • 34 Days On Market

  Last Listing Agent Derek Greene Derek Greene

  26 Jacqueline Ln, North Windham, CT 06256
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  Est $259,328 Not Listed For Sale

  167 Ash St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1910

  167 Ash St, Willimantic, CT 06226

  Last Sold Summary

  • 7% Above List Price
  • $193/SF
  • 8 Days On Market

  Last Sold Price $243,500

  Last Listing Agent Gabriella Navick Navick Properties LLC
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  /40

  $549,900

  • 5 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  4 Perrin Rd, Woodstock, CT 06281

  House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

  

  Divya Kataria

  Berkshire Hathaway NE Prop.

  (860) 410-4201

  4 Perrin Rd, Woodstock, CT 06281
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  /15

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,113 Sq Ft
  • House for Rent

  50 Richmond Rd Unit 36, Putnam, CT 06260

  Very rare find...Richmond Rd Condo for rent. Located at the very end. This wonderful ranch style condo has a large living/dining room with sliders to a deck, wood floors, nice kitchen with all of the appliances, 2 bedrooms and 2 full bathrooms. Primary bedroom with a private bathroom. First floor laundry. Attached 1 car garage. Full basement.

  Mark Benard Brunet and Company Real Estate

  50 Richmond Rd Unit 36, Putnam, CT 06260
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  $426,000 Sold May 23, 2025

  441 Allen Hill Rd, Brooklyn, CT 06234

  • 4 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1970

  Last Sold Summary

  • 14% Above List Price
  • $169/SF
  • 29 Days On Market

  Current Estimated Value $448,728

  Last Listing Agent Kara Mazzola First Choice Realty

  441 Allen Hill Rd, Brooklyn, CT 06234
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  Est $400,577 Not Listed For Sale

  20 Center St, Thompson, CT 06277

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft
  • Built 1955

  20 Center St, Thompson, CT 06277

  Last Sold Summary

  • $397/SF
  • 223 Days On Market

  Last Sold Price $402,250

  Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC
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  /40

  $475,000

  • 4 Beds
  • 3.5 Baths
  • 3,639 Sq Ft

  3 North Rd, Windham, CT 06280

  Highest/Best Offers due end of day, Monday, 4/13. There's something about the Windham Center green that just feels like home. Whether it's the people, the library, or the history, the moment you arrive, you know that it's special. And the standout on the Green? 3 North Road. Built in 1885 and loved every year since, it is the kind of place that has passerbys slowing down to take it all in. Step

  

  Stephen Daly

  KW Legacy Partners

  (860) 943-5201

  3 North Rd, Windham, CT 06280
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  /9

  $1,695 - $1,950 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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  $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 $268,344

  Last Listing Agent Michael Collins Berkshire Hathaway NE Prop.

  214 Park Rd, Putnam, CT 06260
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  Est $539,679 Not Listed For Sale

  75 Valley View Rd, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 2005

  75 Valley View Rd, Woodstock Valley, CT 06282

  Last Sold Summary

  • 3% Above List Price
  • $269/SF
  • 30 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Jennie Kesselman Berkshire Hathaway Home Services
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  /35

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  63 Whittemore St, Willimantic, CT 06226

  OFFER DEADLINE: The seller is asking for all offers to be in by Tuesday, 04/14, at 6 pm. THANK YOU! Welcome to this well-maintained 3-bedroom, 2-bath ranch offering comfort, convenience, and modern updates throughout. Ideally located near Route 6, this home provides easy access to shopping, dining, and is just a short drive to Eastern Connecticut State University and UCONN. Inside, you'll find

  

  Barbara Royea

  Carl Guild & Associates

  (860) 845-1170

  63 Whittemore St, Willimantic, CT 06226
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  /17

  $1,800 per month

  • 3 Beds
  • 1 Bath
  • 2,392 Sq Ft
  • Townhouse for Rent

  387 Putnam Pike, Dayville, CT 06241

  1,100+ square feet! Clean second floor 3 bedroom apartment! It has 1 full bathroom with a tub. This space is just waiting for a homemakers touch. Lots of natural light with a sunroom open to the living room. This unit is just minutes from downtown Killingly, downtown Putnam and 2 large area industrial parks. A very convenient location. Proof of renter's insurance must be obtained before move in.

  Matthew Noren RE/MAX Bell Park Realty

  387 Putnam Pike, Dayville, CT 06241
• 

  $295,000 Sold Sep 02, 2025

  118 Ashford Rd Unit 6, Eastford, CT 06242

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 9 Days On Market

  Current Estimated Value $305,067

  Last Listing Agent Brittany Kimlingen First Choice Realty

  118 Ashford Rd Unit 6, Eastford, CT 06242
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  Est $245,800 Not Listed For Sale

  75 Gallup St, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 812 Sq Ft
  • Built 1927

  75 Gallup St, Plainfield, CT 06374

  Last Sold Summary

  • 1% Above List Price
  • $299/SF
  • 18 Days On Market

  Last Sold Price $242,500

  Last Listing Agent Jennifer Jackson Berkshire Hathaway Home Services
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  /10

  $314,000

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  114 S Main St, Putnam, CT 06260

  Charming Cape-style home featuring 3 bedrooms, a spacious living room, eat-in kitchen, and full bath all on the main level, with hardwood floors throughout much of the home. The unfinished second floor provides great potential to add additional living space. This home also has a large full basement with laundry and plenty of storage, and a detached 1-car garage all on a level lot. With some

  

  Kiki Sydnor

  Choice Realty

  (860) 962-6251

  114 S Main St, Putnam, CT 06260
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  /14

  $1,650 - $2,700 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
• 

  $255,000 Sold Jan 22, 2026

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1969

  Last Sold Summary

  • 18% Below List Price
  • $113/SF
  • 205 Days On Market

  Current Estimated Value $278,106

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
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  Est $340,245 Not Listed For Sale

  19 Davis St, Danielson, CT 06239

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1963

  19 Davis St, Danielson, CT 06239

  Last Sold Summary

  • 11% Above List Price
  • $175/SF
  • 7 Days On Market

  Last Sold Price $306,000

  Last Listing Agent Thomas Mele Dorrance Realty
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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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  /13

  $1,700 per month

  • 3 Beds
  • 1 Bath
  • 2,447 Sq Ft
  • Apartment for Rent

  21 Lewiston Ave Unit 1, Willimantic, CT 06226

  First-floor 3-bedroom, 1-bath apartment with a practical and functional layout, featuring a comfortable living area and an eat-in kitchen with space for dining. Convenient first-floor access adds to the ease of everyday living, with off-street parking available. Ideally located near local shopping, restaurants, parks, and everyday amenities, with easy access to major routes for commuting.

  Michelle Mandel Carl Guild & Associates

  21 Lewiston Ave Unit 1, Willimantic, CT 06226
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  $359,000 Sold Sep 23, 2025

  12 John St, Danielson, CT 06239

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1951

  Last Sold Summary

  • $288/SF
  • 107 Days On Market

  Current Estimated Value $363,054

  Last Listing Agent Nicholas Tomanelli Coldwell Banker Realty

  12 John St, Danielson, CT 06239
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  Est $438,316 Not Listed For Sale

  395 Main St, Sterling, CT 06377

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft
  • Built 1993

  395 Main St, Sterling, CT 06377

  Last Sold Summary

  • 4% Above List Price
  • $187/SF
  • 69 Days On Market

  Last Sold Price $419,900

  Last Listing Agent Rich Jenkins Real Broker CT, LLC
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  /22

  $389,999

  • 8 Beds
  • 3 Baths
  • 3,192 Sq Ft

  21 Lewiston Ave, Willimantic, CT 06226

  Discover the perfect blend of owner-occupant comfort and income-generating potential at 21 Lewiston Ave. This versatile property is an ideal house hack opportunity, offering Unit 1 in true move-in condition-perfect for an end user looking to offset their living expenses or an investor seeking to maximize cash flow from day one. Unit 1 has been thoughtfully maintained and is essentially turnkey,

  

  Gary Crawford

  RE/MAX RISE

  (860) 847-8869

  21 Lewiston Ave, Willimantic, CT 06226
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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
• 

  Est $254,978 Not Listed For Sale

  509 Main St, Danielson, CT 06239

  • 5 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • Built 1880

  509 Main St, Danielson, CT 06239

  Last Sold Summary

  • 11% Above List Price
  • $121/SF
  • 162 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Luke Norman RE/MAX

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