Windham, CT Homes

• 

  $293,000 Sold Aug 11, 2025

  34 Hilltop Dr, North Windham, CT 06256

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Above List Price
  • $152/SF
  • 5 Days On Market

  Current Estimated Value $305,330

  Last Listing Agent Sean Seigel RE/MAX Coast and Country

  34 Hilltop Dr, North Windham, CT 06256
• 

  Est $290,263 Not Listed For Sale

  7 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft
  • Built 1990

  7 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 4% Above List Price
  • $175/SF
  • 109 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Catherine Hinckley Countryside Realty
• 

  

  

  /7

  $309,000 Under Contract

  • 7 Beds
  • 3 Baths
  • 3,419 Sq Ft

  26 Maple Ave, Willimantic, CT 06226

  Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added

  Heather Meehan Meehan & Daughters Real Estate

  26 Maple Ave, Willimantic, CT 06226
• 

  $490,000 Sold Jul 10, 2025

  9 Earl Dr, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft
  • Built 1963

  Last Sold Summary

  • $193/SF
  • 23 Days On Market

  Current Estimated Value $461,103

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  9 Earl Dr, Windham, CT 06280
• 

  Est $270,965 Not Listed For Sale

  211 North St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1900

  211 North St, Willimantic, CT 06226

  Last Sold Summary

  • 14% Above List Price
  • $131/SF
  • 3 Days On Market

  Last Sold Price $237,000

  Last Listing Agent Monica Palmerie RE/MAX
• 

  

  /11

  $799,900

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
• 

  $240,000 Sold Oct 31, 2025

  209 Church St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,275 Sq Ft
  • Built 1879

  Last Sold Summary

  • 14% Below List Price
  • $105/SF
  • 84 Days On Market

  Current Estimated Value $246,981

  Last Listing Agent Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226
• 

  Est $294,333 Not Listed For Sale

  123 Chapman St, Willimantic, CT 06226

  • 9 Beds
  • 3 Baths
  • 2,340 Sq Ft
  • Built 1866

  123 Chapman St, Willimantic, CT 06226

  Last Sold Summary

  • 13% Above List Price
  • $111/SF
  • 6 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Jill Dutton Weichert Corporate
• 

  

  /15

  $200,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  24 Schoolhouse Ln, Willimantic, CT 06226

  **MULTIPLE OFFERS IN HAND-HIGHEST AND BEST BY 7PM 3/25/26. Adorable, updated Cape Cod in Windham, CT. This move-in ready home offers 3 bedrooms and 1 full bath, with efficient comfort from a mini-split heating and cooling system. A brand-new roof provides peace of mind, and the low-maintenance yard is perfect for easy living. Situated just down the road from Eastern Connecticut State University,

  Alexcia Merritt RE/MAX Bell Park Realty

  24 Schoolhouse Ln, Willimantic, CT 06226
• 

  $85,500 Sold Dec 03, 2025

  17 Jacqueline Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1987

  Last Sold Summary

  • 22% Below List Price
  • $69/SF
  • 117 Days On Market

  Last Listing Agent Anne Newmyer Simply Sold Real Estate

  17 Jacqueline Ln, North Windham, CT 06256
• 

  Est $267,224 Not Listed For Sale

  57 Serwan Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1950

  57 Serwan Ave, Willimantic, CT 06226

  Last Sold Summary

  • 75% Above List Price
  • $116/SF
  • 15 Days On Market

  Last Sold Price $152,500

  Last Listing Agent Lindsey Niarhakos RE/MAX
• 

  

  /19

  $265,000

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft

  80 Old Plains Rd, Willimantic, CT 06226

  Three Bedroom single level ranch for sale in desirable part of Windham. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  80 Old Plains Rd, Willimantic, CT 06226
• 

  $284,000 Sold May 13, 2025

  11 Lovers Ln, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Below List Price
  • $201/SF
  • 168 Days On Market

  Current Estimated Value $285,140

  Last Listing Agent Rolando Navarro KW Legacy Partners

  11 Lovers Ln, Windham, CT 06280
• 

  Est $289,701 Not Listed For Sale

  14 Chestnut St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 2,762 Sq Ft
  • Built 1890

  14 Chestnut St, Willimantic, CT 06226

  Last Sold Summary

  • 24% Above List Price
  • $84/SF
  • 32 Days On Market

  Last Sold Price $233,000

  Last Listing Agent Sheryl Kupec CT Comm. Realty & Select Homes
• 

  

  /16

  $130,000

  • 3 Beds
  • 2 Baths
  • 996 Sq Ft

  23 James Dr, Windham, CT 06256

  Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this

  Arielle Ruffin Choice Realty

  23 James Dr, Windham, CT 06256
• 

  $118,000 Sold Mar 27, 2025

  19 Carolyn Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $78/SF
  • 22 Days On Market

  Last Listing Agent Sue Esposito Home Selling Team

  19 Carolyn Ln, North Windham, CT 06256
• 

  Est $238,394 Not Listed For Sale

  4 Babcock Ct, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 1850

  4 Babcock Ct, Willimantic, CT 06226

  Last Sold Summary

  • 138% Above List Price
  • $66/SF
  • 150 Days On Market

  Last Sold Price $100,000

  Last Listing Agent Amy Brunet Brunet and Company Real Estate
• 

  

  /40

  $159,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  16 Circle Dr, North Windham, CT 06256

  Welcome to this beautifully updated and impeccably maintained double-wide home offering 1,620 square feet of modern, comfortable living. With about $35,000 in thoughtful upgrades since purchase, this home is truly move-in ready and designed for both style and convenience. Step inside to a spacious, open layout that feels airy, welcoming, and immaculate throughout. The updated kitchen features

  Danielle Fortier Coldwell Banker Realty

  16 Circle Dr, North Windham, CT 06256
• 

  $320,000 Sold Jun 02, 2025

  294 North St, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Above List Price
  • $267/SF
  • 8 Days On Market

  Current Estimated Value $324,635

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  294 North St, Willimantic, CT 06226
• 

  Est $355,213 Not Listed For Sale

  99 South St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft
  • Built 2004

  99 South St, Willimantic, CT 06226

  Last Sold Summary

  • 12% Above List Price
  • $228/SF
  • 62 Days On Market

  Last Sold Price $318,500

  Last Listing Agent Rick Nassiff KW Legacy Partners
• 

  

  /30

  $240,000

  • 4 Beds
  • 1 Bath
  • 1,158 Sq Ft

  7 Ardman Dr, Willimantic, CT 06226

  Currently Rented until 08/2026. Turnkey investment property, tenant in place, close to Eastern Ct State U. Clean Four bedroom home at the end of the road, lot backs up to ECSU. Full kitchen, Full bath, Living room, and two bedrooms on the main level, with two more bedrooms upstairs.

  Timothy Morse Alliance Realty LLC

  7 Ardman Dr, Willimantic, CT 06226
• 

  $252,000 Sold Apr 21, 2025

  498 Prospect St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $171/SF
  • 35 Days On Market

  Current Estimated Value $259,799

  Last Listing Agent janet krohn ERA Blanchard & Rossetto

  498 Prospect St, Willimantic, CT 06226
• 

  Est $359,638 Not Listed For Sale

  50 S Windham Rd, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,966 Sq Ft
  • Built 1975

  50 S Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 9% Above List Price
  • $168/SF
  • 33 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Tonya Hughes Coldwell Banker Realty
• 

  

  /32

  $355,000 Pending

  • 7 Beds
  • 4 Baths
  • 3,963 Sq Ft

  129 Valley St, Windham, CT 06226

  Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

  Kyle West eXp Realty

  129 Valley St, Windham, CT 06226
• 

  $310,000 Sold Sep 12, 2025

  19 Impala Dr, Willimantic, CT 06226

  • 4 Beds
  • 3.5 Baths
  • 2,257 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $137/SF
  • 49 Days On Market

  Current Estimated Value $317,399

  Last Listing Agent Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
• 

  Est $388,524 Not Listed For Sale

  71 Lovers Ln, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2002

  71 Lovers Ln, Windham, CT 06280

  Last Sold Summary

  • 6% Above List Price
  • $188/SF
  • 4 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Mark Tetreault, II RE/MAX
• 

  

  /6

  $150,000 Pending

  • Land
  • 3.1 Acres
  • $48,387 per Acre

  335 Pleasant St, Windham, CT 06226

  This is a rare opportunity to own over 3 acres of land in the heart of Willimantic. This parcel offers a private setting, views of the Willimantic River, and has excellent proximity to town amenities. It is zoned NPR2, with access by easement from Mountain St. Buyers to do due diligence on future development potential.

  Ben Kruse Simply Sold Real Estate

  335 Pleasant St, Windham, CT 06226
• 

  $279,000 Sold Jun 12, 2025

  2 Skyline Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $213/SF
  • 4 Days On Market

  Current Estimated Value $283,751

  Last Listing Agent Lea Borgne Coldwell Banker Realty

  2 Skyline Dr, North Windham, CT 06256
• 

  Est $267,887 Not Listed For Sale

  105 Friendship St, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1958

  105 Friendship St, Willimantic, CT 06226

  Last Sold Summary

  • 9% Above List Price
  • $245/SF
  • 5 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Maricela Rivera Coldwell Banker Realty
• 

  

  /28

  $235,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,219 Sq Ft

  363 Windham Rd, Willimantic, CT 06226

  Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include one on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements: expansive rooms, tall

  Christine Homa Christine Homa

  363 Windham Rd, Willimantic, CT 06226
• 

  $366,000 Sold Aug 28, 2025

  244,278,286R Indian Hollow Rd, Windham, CT 06280

  • Land
  • 65.27 Acres
  • $5,607 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 29 Days On Market

  Last Listing Agent Amber Alcazar Coldwell Banker Realty

  244,278,286R Indian Hollow Rd, Windham, CT 06280
• 

  Est $296,785 Not Listed For Sale

  33 Jennings Ln, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1967

  33 Jennings Ln, Windham, CT 06280

  Last Sold Summary

  • 14% Above List Price
  • $250/SF
  • 31 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Shannon Slate Coldwell Banker Realty
• 

  

  /39

  $468,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  121 Highland View Dr, Windham, CT 06266

  As of 1/21/2026 Under Construction, close to being finished, end of February, expected completion. Weekend and late afternoon showings available. Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Lower level will come complete with a large flex

  Timothy Morse Alliance Realty LLC

  121 Highland View Dr, Windham, CT 06266
• 

  $59,900 Sold Aug 14, 2025

  51 James Dr, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Below List Price
  • $71/SF
  • 14 Days On Market

  Last Listing Agent Nancy Bard Bard Real Estate, LLC

  51 James Dr, North Windham, CT 06256
• 

  Est $293,530 Not Listed For Sale

  260 Jackson St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 2,464 Sq Ft
  • Built 1900

  260 Jackson St, Willimantic, CT 06226

  Last Sold Summary

  • 4% Above List Price
  • $115/SF
  • 8 Days On Market

  Last Sold Price $283,000

  Last Listing Agent Brian McCarthy Home Selling Team
• 

  

  /17

  $249,900

  • 4 Beds
  • 2 Baths
  • 2,085 Sq Ft

  17 Pearl St, Willimantic, CT 06226

  Charming 2-family investment or owner-occupy opportunity - nearly 2,100 sq ft total. Each unit offers 2 bedrooms and 1 bath with separate utilities and natural gas heat for easy management. The ground-floor unit is in move-in ready condition and features bright living spaces and well-maintained finishes. The upstairs unit needs some TLC, making this a great value-add opportunity to increase

  Ryan Newport Social & Co Realty

  17 Pearl St, Willimantic, CT 06226
• 

  $315,000 Sold Nov 24, 2025

  378 Mansfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $241/SF
  • 4 Days On Market

  Current Estimated Value $308,540

  Last Listing Agent Kristen Merrill Countryside Realty

  378 Mansfield Ave, Willimantic, CT 06226
• 

  Est $306,064 Not Listed For Sale

  190 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1987

  190 S Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 18% Above List Price
  • $212/SF
  • 2 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Kathleen Holland KW Legacy Partners
• 

  

  /21

  $136,500 Pending

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft

  39 Pleasant View Ave, Willimantic, CT 06226

  Neighborhood setting, Cape Cod style 5 rms, 2 Brs, lots of possibilities, suburban location on a cul-de-sac in a quiet neighborhood. This 2-bedroom, 1-bath home sits on a 0.23 acre wooded lot with wonderful potential. With a little paint, flooring, some remodeling and appliances, this will be a great home or investment; USDA Property-Seller, United States Department of Agriculture, Rural

  Alicia Mercer ERA Blanchard & Rossetto

  39 Pleasant View Ave, Willimantic, CT 06226
• 

  $275,000 Sold May 30, 2025

  32 Crystal Rd, North Windham, CT 06256

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 24 Days On Market

  Current Estimated Value $286,037

  Last Listing Agent Marta Lisowska Realtor KW KW Legacy Partners

  32 Crystal Rd, North Windham, CT 06256

Showing Results 121 - 160, Page 4 of 18