Windham County, CT Homes

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  /10

  $79,700

  • Land
  • 1.92 Acres
  • $41,510 per Acre

  36 Olde Meadow Rd, Woodstock, CT 06281

  Rare opportunity to secure the last premium homesite in one of Woodstock's most desirable areas, Eastwood Estates. This approved building lot is being offered as part of a custom home package with a local established builder. It is not being offered for sale as "land only" and requires a build contract with the designated builder, PMR Home Design and Expansion. Buyers may choose from thoughtfully

  

  Tina Lajoie

  Signature Properties of N.E.

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /7

  Starting at $1,295 Plus Fees

  • Studio - 2 Beds

  804 Main St, Willimantic, CT 06226

  New Construction Move in Ready this August. Minutes from college and shops! Fitness center/Laundry and Golf simulator on site. Lots of room for storage and many more amenities. Great for college student/working professional and families. Contact us for a tour!

  Residences on Main

  804 Main 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 $372,556

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

  140 Tripp Rd, Woodstock, CT 06281
• 

  Est $285,956

  Not Listed For Sale

  80 North St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 2,652 Sq Ft
  • Built 1910

  80 North St, Willimantic, CT 06226

  Last Sold Summary

  • 50 Days On Market
• 

  

  

  /17

  $419,900

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  22 Barber St, Putnam, CT 06260

  Welcome to this move-in ready 4 bedroom, 2.5 bath colonial in the heart of Putnam, offering space, comfort, and modern convenience throughout. This home features an open concept floor plan designed for today's lifestyle, with seamless flow between living, dining, and kitchen areas. Enjoy year-round comfort with energy efficient mini split system in every room. The spacious primary suite includes

  

  Mandy Gruslin

  Kazantzis Real Estate, LLC

  22 Barber St, Putnam, CT 06260
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  /17

  $1,750

  Total Monthly Price

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

  105 Cushman Rd, Ashford, CT 06278

  Beautiful setting. Nice lawn and wooded areas. Recently renovated townhome with bonus room in the basement. Heat and hot water included.

  105 Cushman 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 $287,769

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
• 

  Est $436,866

  Not Listed For Sale

  34 Bonnette Ave, Thompson, CT 06277

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • Built 1970

  34 Bonnette Ave, Thompson, CT 06277

  Last Sold Summary

  • 34 Days On Market
• 

  

  /3

  $339,900

  Under Contract

  • 5 Beds
  • 2 Baths
  • 1,602 Sq Ft

  59-61 Gallup St, Plainfield, CT 06374

  Spacious multi-family duplex located in the desirable Plainfield Village area! This well-maintained property features two units-one side offers 3 bedrooms and 1 full bathroom, while the other includes 2 bedrooms and 1 full bathroom-perfect for owner-occupants or investors. Both units come equipped with laundry hookups and separate driveways, providing added convenience and privacy for tenants.

  

  Nicole Cournoyer

  RE/MAX Bell Park Realty

  59-61 Gallup St, Plainfield, CT 06374
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  /13

  Starting at $1,050 Plus Fees

  • Studio - 2 Beds

  560 Main St, Willimantic, CT 06226

  Overlooking scenic Willimantic Falls and adjacent to the famous Frog Bridge, 560 On Main features spacious apartments complete with an artistic, warehouse, loft feel and unique floor plans thoughtfully designed within the walls of the historic Willimantic thread mill. 560 on Main provides each resident with the ultimate in comfort and enjoyment by offering state of the art amenities, outstanding

  560 On Main

  560 Main St, Willimantic, CT 06226
• 

  $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 $350,160

  Last Listing Agent Nicholas Tomanelli Coldwell Banker Realty

  12 John St, Danielson, CT 06239
• 

  Est $351,779

  Not Listed For Sale

  636 Thompson Rd, Thompson, CT 06277

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1960

  636 Thompson Rd, Thompson, CT 06277

  Last Sold Summary

  • 35 Days On Market
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  /40

  $599,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,768 Sq Ft

  244 Paine Rd, Pomfret, CT 06259

  Discover the best of country living on 2.35 private acres in desirable Pomfret, where a quality-built custom Colonial offers space, comfort, and a peaceful lifestyle. Built by Woodstock Builders Association, the home welcomes you with a bright front living room featuring refinished hardwood floors and French doors leading to the dining room. The updated kitchen offers quartz countertops, a cozy

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  244 Paine Rd, Pomfret, CT 06259
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  /5

  Starting at $1,300 Plus Fees

  • 1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  Artspace Windham

  480 Main St, Willimantic, CT 06226
• 

  $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 $276,368

  Last Listing Agent Jarrod Lewis J. Christopher Real Estate Group

  601 Whetstone Mills Unit 601, Dayville, CT 06241
• 

  Est $231,202

  Not Listed For Sale

  93 Pinch St, Hampton, CT 06247

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft
  • Built 1963

  93 Pinch St, Hampton, CT 06247

  Last Sold Summary

  • 6 Days On Market
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  /4

  $49,000

  • Land
  • 12,632 Sq Ft
  • $168,966 per Acre

  90 Serwan Ave, Windham, CT 06226

  This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential

  

  Sharon Watson Stokland

  List N Show LLC

  90 Serwan Ave, Windham, CT 06226
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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
• 

  $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 $388,920

  Last Listing Agent Elissa Comeau Lamacchia Realty

  668 Quinebaug Rd, North Grosvenordale, CT 06255
• 

  Est $355,168

  Not Listed For Sale

  738 Squaw Rock Rd, Moosup, CT 06354

  • 3 Beds
  • 2 Baths
  • 2,712 Sq Ft
  • Built 1969

  738 Squaw Rock Rd, Moosup, CT 06354

  Last Sold Summary

  • 48 Days On Market
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  $39,900

  $10K PRICE DROP

  • Land
  • 1,742 Sq Ft
  • $997,500 per Acre

  24 Center St, Killingly, CT 06239

  Prime Commercial land in the heart of Danielson! Unlock the potential of this parcel located in the center of town. Be part of the growing town.

  

  Mandy Gruslin

  Kazantzis Real Estate, LLC

  24 Center St, Killingly, CT 06239
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  /7

  $1,820 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  65 Lynch Rd Unit 4, Chaplin, CT 06235

  Property Id: 2739662Townhouse apartment available. Hardwood floors, private deck, private basement, on-site laundry, and off street parking. Heat and hot water included!

  65 Lynch Rd Unit 4, Chaplin, CT 06235
• 

  $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 $314,853

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
• 

  Est $314,420

  Not Listed For Sale

  25 Lori Dr, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1989

  25 Lori Dr, Plainfield, CT 06374

  Last Sold Summary

  • 0 Days On Market
• 

  

  /40

  $415,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,430 Sq Ft

  4 Bluebird Ln Unit 4, Dayville, CT 06241

  Welcome to Eagle Ridge Estates, a quiet, well-maintained community. This beautifully designed 2 bedroom, 2.5 bath ranch style condo offers refined comfort, flexible space, and open concept living. The living room features vaulted ceilings, a custom gas fireplace that serves as a warm focal point and hardwood floors. The kitchen includes updated appliances, abundant cabinets, granite countertops,

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  4 Bluebird Ln Unit 4, Dayville, CT 06241
• 

  

  /13

  $2,200 Plus Fees

  • 3 Beds
  • 3 Baths
  • 2,856 Sq Ft
  • Condo for Rent

  415 School St Unit 1, Putnam, CT 06260

  Freshly updated and ready for its next tenant! This first-floor 3-bedroom, 1-bath apartment offers a bright, spacious layout with a large living room, galley kitchen, gas heat, and in-unit washer and dryer hookups. Conveniently located near the MA and RI borders, you'll enjoy easy access to restaurants, shopping, and everyday conveniences while being close to major commuting routes.

  415 School St Unit 1, Putnam, CT 06260
• 

  $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 $672,201

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  179 Hill Rd, Thompson, CT 06277
• 

  Est $322,859

  Not Listed For Sale

  114 Lillibridge Rd, Plainfield, CT 06374

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1978

  114 Lillibridge Rd, Plainfield, CT 06374

  Last Sold Summary

  • 5 Days On Market
• 

  

  /39

  $299,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  349 Route 197, Woodstock, CT 06281

  Bring your vision to this 3-bedroom, 2-bath Cape set on a 2.5-acre corner lot in Woodstock. Offering a functional layout, hardwood floors throughout much of the home, an attached garage, enclosed porch, and rear deck overlooking the private backyard, this property presents an excellent opportunity for buyers looking to build equity through updates and improvements. The home features a spacious

  

  Carol Ryniewicz

  CR Premier Properties

  349 Route 197, Woodstock, CT 06281
• 

  

  /7

  $1,600 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  80 Prospect St Unit 80A, Plainfield, CT 06354

  Property Id: 2276011HEAT AND ELECTRICITY INCLUDED. One bedroom apartment, nice, clean, first floor. Off street parking.

  80 Prospect St Unit 80A, Plainfield, CT 06354
• 

  $400,000

  Sold Jun 24, 2026

  50 Old Sawmill Rd, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 26 Days On Market

  Current Estimated Value $400,746

  Last Listing Agent Darius Baturo Berkshire Hathaway NE Prop.

  50 Old Sawmill Rd, Woodstock, CT 06281
• 

  Est $85,526

  Not Listed For Sale

  309 Coomer Hill Rd, Dayville, CT 06241

  • Built 1900

  309 Coomer Hill Rd, Dayville, CT 06241

  Last Sold Summary

  • 58 Days On Market
• 

  

  /16

  $104,000

  Pending

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  8 Erin Dr, Plainfield, CT 06374

  Affordable and easy-to-maintain living awaits in this well-kept 1983 mobile home located in a well-maintained 55+ community in Plainfield, Connecticut. Offering 924 square feet of living space plus an additional 240-square-foot enclosed porch, this home provides plenty of room to relax and enjoy. Inside, you'll find 2 bedrooms, 1 full bath, an eat-in kitchen, and a comfortable living area.

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  8 Erin Dr, Plainfield, CT 06374
• 

  

  /8

  $1,525 Plus Fees

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  3 Putnam Place Unit 4, Brooklyn, CT 06234

  Property Id: 2611829Welcome to the historic section of Brooklyn, CT. Historically beautiful and unique apartment building. A recently remodeled large one/two bedroom apartment and one bath on the second floor with all utilities included (heat, cold / hot water, sewer, trash and internet) except electricity (lights). Shared coin-op washer and dryer unit on the first floor. Ample parking

  3 Putnam Place Unit 4, Brooklyn, CT 06234
• 

  $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 $833,000

  Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC

  309 E Putnam Rd, Putnam, CT 06260
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  Not Listed For Sale

  15 Bunny Ln, Brooklyn, CT 06234

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 1971

  15 Bunny Ln, Brooklyn, CT 06234

  Last Sold Summary

  • 23 Days On Market
• 

  /2

  $29,900

  Pending

  • Land
  • 10,018 Sq Ft
  • $130,000 per Acre

  13 Cricket Ln, Brooklyn, CT 06234

  Build your dream home on this prime, buildable lot just a short distance from the lake! With home plans included in the sale, you have the flexibility to create a beautiful single-family home with a possible in-law suite, or a spacious two-family dwelling. The design also offers the option for a garage underneath, providing convenient storage and parking. This is a fantastic opportunity to build

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  13 Cricket Ln, Brooklyn, CT 06234
• 

  

  /8

  $1,700 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  120 Main St Unit 2, Windham, CT 06226

  Property Id: 1098059The 2 bedroom 1 bath apartment in the heart of Willimantic has been newly renovated. Available for immediate move in. No pets. Quiet location close to restaurants, shopping, gas, amenities, highways and bus line.

  120 Main St Unit 2, Windham, CT 06226
• 

  $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
• 

  Est $281,854

  Not Listed For Sale

  605 Whetstone Mills Unit 605, Dayville, CT 06241

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1989

  605 Whetstone Mills Unit 605, Dayville, CT 06241

  Last Sold Summary

  • 11 Days On Market

Showing Results 41 - 80, Page 2 of 18