Windham, CT Homes

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  /29

  $250,000

  $49K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  119 Quercus Ave, Willimantic, CT 06226

  Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

  Kristen Kaskela Berkshire Hathaway NE Prop.

  119 Quercus Ave, Willimantic, CT 06226
• 

  

  

  /7

  $1,600

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • Condo for Rent

  3 Milk St Unit 1A, Windham, CT 06226

  3 Milk St Unit 1A, Windham, CT 06226
• 

  $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 $284,747

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  Est $278,685

  Not Listed For Sale

  21 Carey St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,513 Sq Ft
  • Built 1940

  21 Carey St, Willimantic, CT 06226

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Dara Dominique Ferrigno-Storrs, REALTORS LLC
• 

  

  

  /34

  $639,777

  $10K PRICE DROP

  • 10 Beds
  • 5 Baths
  • 3,389 Sq Ft

  120 North St, Willimantic, CT 06226

  Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

  Michelle Mandel Carl Guild & Associates

  120 North St, Willimantic, CT 06226
• 

  

  /14

  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 5,750 Sq Ft
  • Apartment for Rent

  736 Main St Unit 3, Willimantic, CT 06226

  Wonderfully updated and fully furnished top-floor 3-bedroom, 2 full bath apartment in the heart of downtown Willimantic! This spacious 1,000-square-foot, single-level unit blends classic charm with modern finishes, featuring original hardwood floors, crisp white walls, recessed lighting, and large windows that fill the home with natural light. The stylish kitchen offers white cabinetry, quartz

  Heather Meehan Meehan & Daughters Real Estate

  736 Main St Unit 3, Willimantic, CT 06226
• 

  $335,000

  Sold Apr 13, 2026

  96 Mcdermott Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Above List Price
  • $196/SF
  • 38 Days On Market

  Current Estimated Value $335,017

  Last Listing Agent Sue Esposito Home Selling Team

  96 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $287,183

  Not Listed For Sale

  261 Back Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1962

  261 Back Rd, Windham, CT 06280

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Jessica Boswell LPT Realty
• 

  

  /21

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft

  39 Selden St, Willimantic, CT 06226

  Welcome home to this inviting ranch, offering the ease and convenience of one-level living just outside the city. Inside, you'll find hardwood floors, a freshly painted interior, a beautiful stone fireplace, and a bright sunroom with skylights the perfect place to relax year-round. Recent improvements include new flooring in the foyer, kitchen, and hallway, an updated bathroom, and a new water

  Cassie Ryniewicz CR Premier Properties

  39 Selden St, Willimantic, CT 06226
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  /11

  $2,500

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Condo for Rent

  199 Church St Unit 201, Windham, CT 06226

  Beautiful fully renovated 4 Bed, 2 Bath apartment only 4 blocks from ECSU campus and a 12-minute drive to UCONN! New appliances, large bedrooms with ceiling fans, remodeled bathrooms, spacious living room and rear deck. Available beginning August 3rd!FREE laundry in each apartment. FREE off-street parking. Water, Sewer, Trash and snow removal included!More photos as

  199 Church St Unit 201, Windham, CT 06226
• 

  $270,000

  Sold Jun 10, 2026

  80 Old Plains Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $272/SF
  • 4 Days On Market

  Current Estimated Value $273,649

  Last Listing Agent Rachel Uhlig Lion's Head Real Estate Group

  80 Old Plains Rd, Willimantic, CT 06226
• 

  Est $243,942

  Not Listed For Sale

  9 Mayo St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft
  • Built 1866

  9 Mayo St, Willimantic, CT 06226

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Daniel Stocker KW Legacy Partners
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  /40

  $319,900

  Under Contract

  • 5 Beds
  • 2 Baths
  • 2,036 Sq Ft

  194 Ivan Hill St, Willimantic, CT 06226

  Welcome home to this spacious and well-maintained ranch offering 5 bedrooms and 2 full baths in one of the area's most desirable neighborhoods. The bright and inviting kitchen features a new tile floor, granite-topped island, and opens seamlessly to the comfortable living room with beautiful hardwood floors and abundant natural light. The main level includes three generously sized bedrooms and a

  Jeanne Crum Home Selling Team

  194 Ivan Hill St, Willimantic, CT 06226
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  /6

  $1,950 Per Month

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • House for Rent

  242-r Valley St, Willimantic, CT 06226

  Welcome to this beautifully renovated single-family home with the perfect blend of comfort, convenience, and modern living. This inviting residence features 2 spacious bedrooms, a large office that is ideal for working from home, a guest room, or additional flex space, a bright living room, a functional updated kitchen, and a full bathroom designed for everyday convenience. Additional amenities

  Maria Pirulli Five Stars Realty

  242-r Valley St, Willimantic, CT 06226
• 

  $430,000

  Sold Jun 05, 2026

  44 Ballamahack Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,988 Sq Ft
  • Built 1766

  Last Sold Summary

  • 18% Above List Price
  • $216/SF
  • 14 Days On Market

  Current Estimated Value $396,242

  Last Listing Agent Sue Esposito Home Selling Team

  44 Ballamahack Rd, Windham, CT 06280
• 

  Est $285,841

  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

  • 109 Days On Market

  Last Listing Agent Catherine Hinckley Countryside Realty
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  /34

  $289,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,535 Sq Ft

  143 Southridge Dr, Willimantic, CT 06226

  Pride of ownership shines throughout this beautifully updated 3-bedroom, 1.1 bath ranch, ideally situated in a convenient neighborhood setting. The bright, freshly painted interior features gleaming hardwood floors, newer carpeting in all three bedrooms, freshly painted doors with updated hardware, custom window treatments, and stylish new lighting throughout. The updated kitchen offers newer

  Doreen Amata Coldwell Banker Realty

  143 Southridge Dr, Willimantic, CT 06226
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  /9

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  49 Brook St Unit 6, Windham, CT 06226

  49 Brook St Unit 6, Windham, CT 06226
• 

  $270,000

  Sold Apr 24, 2026

  6 Skyline Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • Built 2002

  Last Sold Summary

  • 26% Above List Price
  • $233/SF
  • 10 Days On Market

  Current Estimated Value $276,834

  Last Listing Agent Brianne Carrington William Raveis Real Estate

  6 Skyline Dr, North Windham, CT 06256
• 

  Est $285,477

  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

  • 3 Days On Market

  Last Listing Agent Monica Palmerie RE/MAX RISE
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  /7

  $10,990

  $19K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $64,647 per Acre

  28 Cloran St, Windham, CT 06226

  Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

  Derek Greene Derek Greene

  28 Cloran St, Windham, CT 06226
• 

  

  /7

  $1,075 Per Month

  • 1 Bed
  • 1 Bath
  • 802 Sq Ft
  • Apartment for Rent

  168 Brick Top Rd Unit 1, Windham, CT 06280

  This adorable 1 bedroom, efficiency style unit awaits. Located just minutes from downtown and shopping. Upon entry you are welcomed by the Three Season Room; drenched in sunlight during the day, with slate style flooring, you'll enjoy countless months relaxing in this beautiful space. Hardwood flooring throughout the unit. Enjoy days and nights relaxing in the back yard which sits on over an acre

  Michelle Garabedian Home Selling Team

  168 Brick Top Rd Unit 1, Windham, CT 06280
• 

  $250,000

  Sold Jul 24, 2026

  264 South St, Willimantic, CT 06226

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1965

  Last Sold Summary

  • $208/SF
  • 5 Days On Market

  Current Estimated Value $252,808

  Last Listing Agent Christine Costa Kazantzis Real Estate, LLC

  264 South St, Willimantic, CT 06226
• 

  Est $303,266

  Not Listed For Sale

  438 High St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1948

  438 High St, Willimantic, CT 06226

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Melody Barr William Raveis Real Estate
• 

  

  /40

  $529,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,808 Sq Ft

  280 Gager Hill Rd, Windham, CT 06280

  Steeped in New England old-world charm, this circa-1900 farmhouse sits on over 6 picturesque acres and offers the perfect blend of historic character, equestrian amenities, and country living. The spacious home features 5 bedrooms, a dedicated office, 2.5 baths, high ceilings, abundant natural light, hardwood floors throughout, and a flexible floor plan that includes a main-level bedroom and full

  Jay Kelly William Raveis Real Estate

  280 Gager Hill Rd, Windham, CT 06280
• 

  

  /11

  $2,600 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  139 South St, Willimantic, CT 06226

  Welcome home to stylish, effortless living in this turn-key, 4-bedroom, 1.5-bath Windham rental, perfectly designed for comfort and immediate move-in. This inviting home features a chic, thoughtfully refreshed layout that beautifully balances style with everyday functionality. Situated in a convenient location, the property is just steps away from Windham's vibrant local dining scene, cozy coffee

  Alison Anton RE/MAX One

  139 South St, Willimantic, CT 06226
• 

  $362,900

  Sold Mar 27, 2026

  91 Insalaco Dr, Windham, CT 06280

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $171/SF
  • 98 Days On Market

  Current Estimated Value $386,235

  Last Listing Agent Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
• 

  Est $289,000

  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

  • 6 Days On Market

  Last Listing Agent Jill Dutton Weichert,REALTORS-Four Corners
• 

  

  /40

  $310,000

  $15K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  125 Mountain St, Willimantic, CT 06226

  Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

  Lisa Antrum KW Legacy Partners

  125 Mountain St, Willimantic, CT 06226
• 

  

  /7

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  82 Boston Post Rd Unit B2, North Windham, CT 06256

  This cozy one-bedroom apartment is located on the first floor and offers easy access to nearby shopping, dining, and local amenities. The unit features a comfortable living space, a separate bedroom, a full kitchen, and a private bathroom. All utilities are included, making it a convenient and affordable choice. Perfect for anyone seeking low-maintenance living in a well-situated location.

  Reese Griffin Kazantzis Real Estate, LLC

  82 Boston Post Rd Unit B2, North Windham, CT 06256
• 

  $135,000

  Sold May 15, 2026

  10 Elizabeth Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Above List Price
  • $117/SF
  • 39 Days On Market

  Last Listing Agent Clarence Russ Home Selling Team

  10 Elizabeth Ln, North Windham, CT 06256
• 

  Est $301,794

  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

  • 15 Days On Market

  Last Listing Agent Lindsey Niarhakos RE/MAX One
• 

  

  /34

  $139,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  57 James Dr, North Windham, CT 06256

  Totally remodeled conveniently located in N. Windham in the much desired Stonegate Park. 2 bedroom, one bath with a new Trex Deck with new solar lighting installed in 2026. This deck overlooks a beautifully landscaped yard. The home is located on a dead-end and close to many amenities. You won't be disappointed, inside you will find a freshly painted home, new rugs, new appliances ranging from

  Susan Ouellet RbRE, LLC

  57 James Dr, North Windham, CT 06256
• 

  

  /13

  $2,800 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • House for Rent

  18 Lynwood Dr, Willimantic, CT 06226

  Experience the unbeatable convenience of this beautifully refreshed home, situated just steps from Eastern Connecticut State. This property shines with a brand-new kitchen, new LVP flooring and fresh paint. Beyond the interior updates, you'll enjoy a rare outdoor find for the area: a massive, flat backyard perfect for hosting summer BBQs, gardening, or simply relaxing in the sun.

  Jacob Essig William Pitt Sotheby's Int'l

  18 Lynwood Dr, Willimantic, CT 06226
• 

  $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 $466,398

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
• 

  Est $233,045

  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

  • 150 Days On Market

  Last Listing Agent Amy Brunet Brunet and Company Real Estate
• 

  

  /29

  $250,000

  Pending

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  360 South St, Willimantic, CT 06226

  Some homes just feel welcoming from the moment you arrive-and this is one of them. Nestled on a beautiful corner lot, this lovingly maintained home has been the heart of countless neighborhood gatherings, from summer cookouts to evenings spent relaxing on the oversized wooden swing, built for making memories with family and friends. Perfect for first-time homebuyers or anyone looking for a home

  Carol Wanat Rockoff Realty

  360 South 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 $308,897

  Last Listing Agent Sean Seigel RE/MAX Coast and Country

  34 Hilltop Dr, North Windham, CT 06256
• 

  Est $361,349

  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

  • 62 Days On Market

  Last Listing Agent Daniel Kildea Sellstate Leading Edge Realty
• 

  

  /39

  $299,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  41 Lauter Ave, Willimantic, CT 06226

  Coming Soon - Don't Miss This One! Completely remodeled from top to bottom, this beautifully updated 3-bedroom, 2 full bathroom ranch is the one you've been waiting for! Every detail has been thoughtfully renovated, offering today's buyers the perfect blend of style, comfort, and peace of mind. Extensive improvements in 2019 include an energy-efficient tankless natural gas heating and hot water

  Tammy Lucier eXp Realty

  41 Lauter Ave, Willimantic, CT 06226

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