Windham, CT Homes

• 

  $290,000 Sold Oct 01, 2025

  269 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 3 Baths
  • 2,382 Sq Ft
  • Built 1910

  Last Sold Summary

  • $122/SF
  • 47 Days On Market

  Current Estimated Value $287,917

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
• 

  Est $270,070 Not Listed For Sale

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

  159 Prospect St, Willimantic, CT 06226

  159 Prospect St, Willimantic, CT 06226
• 

  

  

  /15

  $375,000 Under Contract

  • 9 Beds
  • 3.5 Baths
  • 4,057 Sq Ft

  41 Spring St, Willimantic, CT 06226

  This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

  Stephen Galinat Home Selling Team

  41 Spring St, Willimantic, CT 06226
• 

  $300,000 Sold Nov 13, 2025

  100 South St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1914

  Last Sold Summary

  • $155/SF
  • 85 Days On Market

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
• 

  Est $287,759 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  261 Back Rd, Windham, CT 06280

  261 Back Rd, Windham, CT 06280
• 

  

  /3

  $39,000

  • Land
  • 0.43 Acre
  • $90,698 per Acre

  0 Echo Dr, Windham, CT 06226

  Nestled in a quiet, rural setting, this parcel offers an excellent opportunity to build your dream home, weekend retreat, or long-term investment. The property provides a generous amount of open space surrounded by natural scenery, offering privacy and a classic country feel while still being within convenient reach of local amenities, lakes, and major routes. Whether you're seeking a fresh start

  Thomas Mele Dorrance Realty

  0 Echo Dr, Windham, CT 06226
• 

  $379,900 Sold Dec 09, 2025

  47 Insalaco Dr, Windham, CT 06280

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1970

  Last Sold Summary

  • $180/SF
  • 30 Days On Market

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  Est $238,622 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  9 Mayo St, Willimantic, CT 06226

  9 Mayo St, Willimantic, CT 06226
• 

  

  /22

  $269,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  96 Beacon Rd, Windham, CT 06280

  First time being offered. 3 bedroom 1.5 bath ranch home. Hardwood floors on the first floor. Formal dining room, large living room, eat in kitchen. 3 bedrooms and a full bath on the main floor. The lower level has a finished office/den, family room, laundry room and a half bath. The lower level rooms are not on the field card. 2 car garage under. Neighborhood setting. .89 acres

  Mark Benard Brunet and Company Real Estate

  96 Beacon Rd, Windham, CT 06280
• 

  $310,000 Sold Oct 08, 2025

  44 Woodland Dr, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Above List Price
  • $203/SF
  • 104 Days On Market

  Current Estimated Value $300,353

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
• 

  Est $285,304 Not Listed For Sale

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

  211 North St, Willimantic, CT 06226

  211 North St, Willimantic, CT 06226
• 

  

  /7

  $309,000

  • 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
• 

  $160,000 Sold Dec 24, 2025

  33 MacHine Shop Hill Rd, South Windham, CT 06266

  • 5 Beds
  • 1 Bath
  • 2,548 Sq Ft
  • Built 1850

  Last Sold Summary

  • 33% Below List Price
  • $63/SF
  • 145 Days On Market

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  33 MacHine Shop Hill Rd, South Windham, CT 06266
• 

  Est $274,667 Not Listed For Sale

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

  123 Chapman St, Willimantic, CT 06226

  123 Chapman St, Willimantic, CT 06226
• 

  

  /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
• 

  $259,900 Sold Sep 12, 2025

  77 Plains Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,624 Sq Ft
  • Built 1984

  Last Sold Summary

  • $160/SF
  • 11 Days On Market

  Current Estimated Value $260,802

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  Est $278,598 Not Listed For Sale

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

  57 Serwan Ave, Willimantic, CT 06226

  57 Serwan Ave, 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
• 

  $115,000 Sold Feb 24, 2025

  24 Haley Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Below List Price
  • $71/SF
  • 107 Days On Market

  Last Listing Agent Robert Ferrigno Ferrigno-Willimantic REALTORS

  24 Haley Ln, North Windham, CT 06256
• 

  Est $277,348 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  145 High St, Willimantic, CT 06226

  145 High St, 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
• 

  $243,500 Sold Mar 28, 2025

  167 Ash St, Willimantic, CT 06226

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

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 8 Days On Market

  Current Estimated Value $255,783

  Last Listing Agent Gabriella Navick Navick Properties LLC

  167 Ash St, Willimantic, CT 06226
• 

  Est $318,102 Not Listed For Sale

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

  14 Chestnut St, Willimantic, CT 06226

  14 Chestnut St, Willimantic, CT 06226
• 

  

  /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 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
• 

  $247,500 Sold Jan 31, 2025

  12 Spruce St, Willimantic, CT 06226

  • 7 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1880

  Last Sold Summary

  • 8% Below List Price
  • $125/SF
  • 41 Days On Market

  Current Estimated Value $260,777

  Last Listing Agent Rick Ziff Agnelli Real Estate

  12 Spruce St, Willimantic, CT 06226
• 

  Est $205,483 Not Listed For Sale

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

  4 Babcock Ct, Willimantic, CT 06226

  4 Babcock Ct, 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
• 

  $321,130 Sold Jul 25, 2025

  95 Lauter Ave, Willimantic, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Above List Price
  • $176/SF
  • 44 Days On Market

  Current Estimated Value $320,581

  Last Listing Agent Jerome Zolobkowski Real Broker CT, LLC

  95 Lauter Ave, Willimantic, CT 06226
• 

  Est $364,327 Not Listed For Sale

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

  99 South St, Willimantic, CT 06226

  99 South St, 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
• 

  $308,000 Sold Apr 15, 2025

  153 North Rd, Windham, CT 06280

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 38 Days On Market

  Current Estimated Value $305,342

  Last Listing Agent Stephen Daly KW Legacy Partners

  153 North Rd, Windham, CT 06280
• 

  Est $383,329 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
• 

  

  /13

  $468,500 New Construction

  • 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
• 

  $441,750 Sold Sep 02, 2025

  1157 Windham Rd, Windham, CT 06266

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $316/SF
  • 229 Days On Market

  Current Estimated Value $439,208

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
• 

  Est $402,080 Not Listed For Sale

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

  71 Lovers Ln, Windham, CT 06280

  71 Lovers Ln, Windham, CT 06280
• 

  

  /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
• 

  $370,000 Sold Jun 27, 2025

  46 Boulevard Rd, North Windham, CT 06256

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 79 Days On Market

  Current Estimated Value $363,745

  Last Listing Agent Ashley Walker Brunet and Company Real Estate

  46 Boulevard Rd, North Windham, CT 06256
• 

  Est $264,216 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
• 

  

  /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
• 

  $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 $297,910

  Last Listing Agent Sean Seigel RE/MAX Coast and Country

  34 Hilltop Dr, North Windham, CT 06256

Showing Results 81 - 120, Page 3 of 18