Windham, CT Homes

• 

  Est $386,386 Not Listed For Sale

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

  99 South St, Willimantic, CT 06226

  99 South St, Willimantic, CT 06226
• 

  

  

  /19

  $219,000 Pre-Foreclosure

  • 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
• 

  $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 $297,782

  Last Listing Agent Sean Seigel RE/MAX Coast and Country

  34 Hilltop Dr, North Windham, CT 06256
• 

  Est $378,460 Not Listed For Sale

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

  50 S Windham Rd, Willimantic, CT 06226

  50 S Windham Rd, Willimantic, CT 06226
• 

  

  

  /17

  $74,900

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft

  23 Pond Way, North Windham, CT 06256

  Welcome Home! Step inside this beautifully updated mobile home offering a bright and open floor plan that's both spacious and inviting. The vaulted ceilings and skylights fill the home with natural light, creating a warm and airy atmosphere throughout. Enjoy easy living with a large open kitchen and living area-ideal for relaxing or entertaining. Outside, you'll find a private backyard with a

  Krystal Delorge Countryside Realty

  23 Pond Way, North Windham, CT 06256
• 

  $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 $468,547

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  9 Earl Dr, Windham, CT 06280
• 

  Est $402,039 Not Listed For Sale

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

  71 Lovers Ln, Windham, CT 06280

  71 Lovers Ln, Windham, CT 06280
• 

  

  /40

  $329,900 Under Contract

  • 6 Beds
  • 2 Baths
  • 2,576 Sq Ft

  295 Jackson St, Willimantic, CT 06226

  Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU,

  Michelle Garabedian Home Selling Team

  295 Jackson St, Willimantic, CT 06226
• 

  $315,000 Sold Mar 04, 2025

  410 Valley St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 2,484 Sq Ft
  • Built 1925

  Last Sold Summary

  • 13% Above List Price
  • $127/SF
  • 6 Days On Market

  Current Estimated Value $324,065

  Last Listing Agent Elaine Abouakar CENTURY 21 AllPoints Realty

  410 Valley St, Willimantic, CT 06226
• 

  Est $264,122 Not Listed For Sale

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

  105 Friendship St, Willimantic, CT 06226

  105 Friendship St, Willimantic, CT 06226
• 

  

  /32

  $299,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft

  586 Back Rd, North Windham, CT 06256

  Enjoy easy, one-level living in this charming 2-bed, 1-bath ranch tucked away on a private lot in Windham. A 2-car garage adds convenience, while the spacious yard offers room to relax, garden, or entertain. Step inside to a bright, open layout with comfortable living and dining areas that flow naturally together. Just steps from Bibbins Pond and Beaver Brook Park trails, this home is a nature

  Jeremy Oliver William Raveis Real Estate

  586 Back Rd, North Windham, CT 06256
• 

  $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

  Last Listing Agent Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226
• 

  Est $308,681 Not Listed For Sale

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

  33 Jennings Ln, Windham, CT 06280

  33 Jennings Ln, Windham, CT 06280
• 

  

  /32

  $355,000

  • 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 features four residential units-two currently occupied and generating income, and two gutted units with plumbing in place ready to be finished into one 2-bedroom and one 1-bedroom apartment. Additional income opportunities include five rentable rooms, two garage bays, and a commercial

  Kyle West eXp Realty

  129 Valley St, Windham, 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 $301,065 Not Listed For Sale

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

  260 Jackson St, Willimantic, CT 06226

  260 Jackson St, Willimantic, CT 06226
• 

  

  /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
• 

  $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 $281,673

  Last Listing Agent Rolando Navarro KW Legacy Partners

  11 Lovers Ln, Windham, CT 06280
• 

  Est $325,892 Not Listed For Sale

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

  190 S Windham Rd, Willimantic, CT 06226

  190 S Windham Rd, Willimantic, CT 06226
• 

  

  /28

  $245,000

  • 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 Carl Guild & Associates

  363 Windham Rd, Willimantic, CT 06226
• 

  $309,000 Sold Dec 23, 2024

  340 Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 3 Baths
  • 1,533 Sq Ft
  • Built 1941

  Last Sold Summary

  • 12% Below List Price
  • $202/SF
  • 125 Days On Market

  Current Estimated Value $325,289

  Last Listing Agent Heather Meehan Meehan & Daughters Real Estate

  340 Windham Rd, Willimantic, CT 06226
• 

  Est $231,078 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft

  366 Ash St Unit 3, Willimantic, CT 06226

  366 Ash St Unit 3, Willimantic, CT 06226
• 

  

  /13

  $454,000 New Construction

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

  121 Highland View Dr, Windham, CT 06266

  To Be Built- Expected completion December-2025-January 2026 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. Also includes a 2 car garage, rear deck and Potential to finish lower level All set on a flat lot in an existing subdivision. Still time to

  Timothy Morse Alliance Realty LLC

  121 Highland View Dr, Windham, CT 06266
• 

  $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 $396,152 Not Listed For Sale

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

  201 Lewiston Ave, Willimantic, CT 06226

  201 Lewiston Ave, Willimantic, CT 06226
• 

  

  /40

  $330,000 Open Sat 11AM - 11:30AM

  • 4 Beds
  • 2 Baths
  • 1,294 Sq Ft

  34 N Windham Rd, Windham, CT 06280

  Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

  Marco Epifani The Hive Real Estate LLC

  34 N Windham Rd, Windham, CT 06280
• 

  $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 $317,529

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  294 North St, Willimantic, CT 06226
• 

  Est $292,606 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  25 Roanoak Ave, Willimantic, CT 06226

  25 Roanoak Ave, Willimantic, CT 06226
• 

  

  /3

  $40,000 Pending

  • Land
  • 1.08 Acres
  • $37,037 per Acre

  248 Tuckie Rd, Windham, CT 06256

  Buildable 1.08 acre lot in a nice location in North Windham. Close to conveniences, yet off the beaten path. Just minutes to shopping and dining, the Mansfield Hollow Dam Walk, Joshuas Trust land, and Windham Golf Course, just to name a few nearby amenities. A wonderful spot to build your new home!

  Sue Esposito Home Selling Team

  248 Tuckie Rd, Windham, CT 06256
• 

  $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 $254,549

  Last Listing Agent janet krohn ERA Blanchard & Rossetto

  498 Prospect St, Willimantic, CT 06226
• 

  Est $296,837 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  109 South St, Willimantic, CT 06226

  109 South St, Willimantic, CT 06226
• 

  

  /9

  $84,900

  • Land
  • 1.1 Acres
  • $77,182 per Acre

  38 Elm St, Willimantic, CT 06226

  1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

  Tammy Lucier eXp Realty

  38 Elm St, Willimantic, 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 $313,609

  Last Listing Agent Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
• 

  Est $354,712 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft

  34 Gordon Ave, Willimantic, CT 06226

  34 Gordon Ave, Willimantic, CT 06226
• 

  

  /29

  $299,900 Pending

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft

  205 Ballamahack Rd, Windham, CT 06280

  One of A kind 2 family set out in the Country on 1.05 acre! Each side has hardwood floors in living room on main floor and spacious 2 bedrooms on upper level with hardwood and a full bathroom . Appliances eat in kitchen with door out to private back yard with LARGE outbuilding for STORAGE! Left side has NEW $22,000 FINISHED basement with GORGEOUS NEW bathroom w/ HEATED floor and tiled GLASS

  Christine Johnson RE/MAX One

  205 Ballamahack Rd, Windham, CT 06280
• 

  $240,000 Sold Jan 17, 2025

  37 Bain St, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft
  • Built 1910

  Last Sold Summary

  • 7% Above List Price
  • $286/SF
  • 32 Days On Market

  Current Estimated Value $241,975

  Last Listing Agent Sue Esposito Home Selling Team

  37 Bain St, Willimantic, CT 06226
• 

  Est $296,450 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  9 Ann St, Willimantic, CT 06226

  9 Ann St, Willimantic, CT 06226
• 

  

  /4

  $149,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  33 Woods Way Unit WOOD033, Windham, CT 06256

  Welcome to Stonegate Manor an active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1356 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts stainless

  Jude Gray Stonegate Manor

  33 Woods Way Unit WOOD033, Windham, CT 06256
• 

  $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 $278,291

  Last Listing Agent Lea Borgne Coldwell Banker Realty

  2 Skyline Dr, North Windham, CT 06256
• 

  Est $309,121 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  4 George St, Windham, CT 06280

  4 George St, Windham, CT 06280

Showing Results 121 - 160, Page 4 of 18