Windham, CT Homes

• 

  

  

  /40

  $475,000

  Under Contract

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

  3 North Rd, Windham, CT 06280

  It's BACK!! This is your moment. 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 inside and you

  

  Stephen Daly

  KW Legacy Partners

  (860) 943-5201

  3 North Rd, Windham, CT 06280
• 

  

  

  /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
• 

  $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
• 

  Est $307,824

  Not Listed For Sale

  126 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1971

  126 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /35

  $299,000

  Under Contract

  • 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
• 

  

  /41

  Starting at $1,085

  Total Monthly Price

  • 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

  Colonial Townhouse Apartments

  (860) 809-5254

  

  29 Foster Dr, Willimantic, CT 06226
• 

  $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 $297,021

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
• 

  Est $337,790

  Not Listed For Sale

  185 High St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • Built 1900

  185 High St, Willimantic, CT 06226

  Last Sold Summary

  • 15 Days On Market
• 

  

  /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

  (860) 390-5090

  90 Serwan Ave, Windham, CT 06226
• 

  

  /5

  Starting at $1,290 Plus Fees

  • 1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  Artspace Windham

  (959) 210-6686

  480 Main St, Willimantic, CT 06226
• 

  $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 $312,516

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
• 

  Est $246,848

  Not Listed For Sale

  4 Handfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft
  • Built 1937

  4 Handfield Ave, Willimantic, CT 06226

  Last Sold Summary

  • 23 Days On Market
• 

  

  /30

  $199,900

  Pending

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  235 S Windham Rd, Willimantic, CT 06226

  Bring your vision for this charming 2-bedroom, 1 bath Ranch in South Windham, set on an expansive 6.2-acre lot with plenty of room to enjoy privacy and outdoor space. Built in 1948 and offering 950+ sq ft of comfortable one-level living, this home features vinyl siding, a classic gable roof with asphalt shingles, and a simple, functional layout that is easy to maintain. A full unfinished basement

  

  Anthony D'Amore

  eXp Realty

  (860) 530-6511

  235 S Windham Rd, Willimantic, CT 06226
• 

  

  /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

  (860) 809-4918

  140 Plains Rd, Windham, CT 06280
• 

  $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
• 

  Not Listed For Sale

  17 Pond Way, Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft
  • Built 1988

  17 Pond Way, Windham, CT 06256

  Last Sold Summary

  • 60 Days On Market
• 

  

  /35

  $299,900

  Under Contract

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

  50 Selden St, Willimantic, CT 06226

  Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

  Patrizia Puccia KW Legacy Partners

  50 Selden St, Willimantic, CT 06226
• 

  

  /24

  Starting at $1,625

  Total Monthly Price

  • 2 Beds

  84 Ash St, Willimantic, CT 06226

  Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

  Ivy Garden Apartments

  (959) 210-1550

  

  84 Ash St, Willimantic, CT 06226
• 

  $45,000

  Sold Jun 23, 2025

  206 Boston Post Rd, Windham, CT 06256

  • Land
  • 17,859 Sq Ft
  • $109,756 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 12 Days On Market

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  206 Boston Post Rd, Windham, CT 06256
• 

  Est $113,485

  Not Listed For Sale

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft
  • Built 1968

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  Last Sold Summary

  • 13 Days On Market
• 

  

  /40

  $365,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft

  44 Ballamahack Rd, Windham, CT 06280

  A rare offering, this beautifully preserved circa 1766 Cape-style residence blends timeless New England character with thoughtful modern updates on just under 4 picturesque acres in Connecticut's Quiet Corner. Rich in historic detail, the home showcases wide plank floors, exposed hand-hewn beams, decorative wood paneling, and three fireplaces with gas inserts that create warmth and ambiance

  Sue Esposito Home Selling Team

  44 Ballamahack Rd, Windham, CT 06280
• 

  

  /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

  (959) 210-5321

  804 Main St, Willimantic, CT 06226
• 

  $154,000

  Sold Jul 18, 2025

  1 Circle Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $107/SF
  • 252 Days On Market

  Last Listing Agent Ryan Smithwick eRealty Advisors, Inc.

  1 Circle Dr, North Windham, CT 06256
• 

  Est $313,287

  Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280

  Last Sold Summary

  • 281 Days On Market
• 

  

  /37

  $325,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft

  12 George St, Windham, CT 06280

  Well maintained ranch in move-in condition. This 3-bedroom 1-bath property offers single level living comfort and convenience. the living room features a wood burning fireplace for those cold New England nights. The large eat-in kitchen is equipped with newer stainless appliances. All 3 bedrooms have double closets. the lower level, with ample shelving and storage, is the perfect area for the

  Bob Seele Coldwell Banker Realty

  12 George St, Windham, CT 06280
• 

  

  /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

  (959) 210-6726

  560 Main St, Willimantic, CT 06226
• 

  $225,000

  Sold Nov 11, 2025

  366 Ash St Unit 2, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 57 Days On Market

  Current Estimated Value $231,756

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  Est $437,207

  Not Listed For Sale

  37 Tuckie Rd, Windham, CT 06280

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft
  • Built 2005

  37 Tuckie Rd, Windham, CT 06280

  Last Sold Summary

  • 5 Days On Market
• 

  

  /40

  $374,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  128 MacHine Shop Hill Rd, South Windham, CT 06266

  Charming New England Cape offering the perfect blend of timeless character and modern updates. Set on a nice-sized lot with a private yard, this beautifully maintained home features thoughtful renovations while preserving its original charm. The bright updated kitchen showcases white cabinetry, granite countertops, new stainless steel appliances, and fresh paint, creating a clean and inviting

  Nikki Defrancesco Coldwell Banker Realty

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

  

  /3

  $1,150 Plus Fees

  • Studio
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  287 Main St Unit 101, Willimantic, CT 06237

  Property Id: 2462465Willimantic Studio apartment with heat and hot water inuded. This spacious Studio apartment was recently removated with new paint, windows, flooring, kitchen cabinets with upgraded granite counters and stainless steel appliances. There are coin operated washer and dryers on site. There is ample off street parking and the building is secure with a camera security

  (959) 210-5155

  287 Main St Unit 101, Willimantic, CT 06237
• 

  $470,000

  Sold Mar 23, 2026

  97 Bass Rd, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Above List Price
  • $191/SF
  • 39 Days On Market

  Current Estimated Value $459,529

  Last Listing Agent Lindsey Niarhakos RE/MAX One

  97 Bass Rd, Windham, CT 06280
• 

  Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1987

  Unlisted Address

  Last Sold Summary

  • 29 Days On Market
• 

  

  /28

  $324,900

  Pending

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  21 Russ Rd, Willimantic, CT 06226

  Welcome to this beautifully presented 4bedroom Cape-style home on a generous lot - an entertainer's dream and a peaceful everyday retreat. Inside, gleaming hardwood floors and abundant natural light flow through an open, thoughtfully updated interior. The kitchen shines with stunning new cabinetry, granite countertops, a stylish backsplash and stainless steel appliances - perfect for casual meals

  Ryan Newport Social & Co Realty

  21 Russ Rd, Willimantic, CT 06226
• 

  

  /11

  $1,375 Plus Fees

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft
  • Condo for Rent

  7 W Park St Unit E, Windham, CT 06226

  Property Id: 992155Great location! 2 bedroom 3rd floor apartment. Very efficient apartment offering new mini split heating and cooling unit, new insulation and recess led lighting throughout. The kitchen has granite counter tops and new appliances. Large yard with plenty of room for kids to play. 5 minute drive to Eastern university. All serious applicants will be screened for a credit

  (959) 210-6522

  7 W Park St Unit E, Windham, CT 06226
• 

  $280,000

  Sold Jun 11, 2025

  211 Roanoak Ave, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1979

  Last Sold Summary

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

  Current Estimated Value $289,758

  Last Listing Agent Sharon Watson Stokland List N Show LLC

  211 Roanoak Ave, Willimantic, CT 06226
• 

  Est $338,198

  Not Listed For Sale

  370 Valley St, Willimantic, CT 06226

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft
  • Built 1900

  370 Valley St, Willimantic, CT 06226

  Last Sold Summary

  • 157 Days On Market
• 

  

  /37

  $385,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  66 Lynwood Dr, Willimantic, CT 06226

  Welcome to this ranch home in excellent condition offering true one level living and worry free with a new HVAC system for heat and central air, as well as a new hot water heater - both for efficient and reliable comfort. The home is clean, functional, and easy to navigate - perfect for buyers seeking a low maintenance lifestyle or planning ahead for aging in place. Located in a residential area

  Lindsey Niarhakos RE/MAX One

  66 Lynwood Dr, Willimantic, CT 06226
• 

  

  /23

  $2,600

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  69 Lynwood Dr, Willimantic, CT 06226

  This property at 69 lynwood drive is located within a few minutes walk to ECSU and a 15 minute drive to UCONN Campus. It features 4 bedrooms and 1 bathroom within a total living space of 1,100 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination. Each bedroom provides sufficient room for furniture and personal

  69 Lynwood Dr, Willimantic, CT 06226
• 

  $281,000

  Sold Mar 20, 2026

  5 Kathleen Dr, Willimantic, CT 06226

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $260/SF
  • 40 Days On Market

  Current Estimated Value $274,938

  Last Listing Agent Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
• 

  Est $618,516

  Not Listed For Sale

  Unlisted Address

  • 15 Beds
  • 6 Baths
  • 3,900 Sq Ft
  • Built 1915

  Unlisted Address

  Last Sold Summary

  • 18 Days On Market

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