Windham, CT Homes

• 

  

  

  /7

  $9,400

  $21K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $55,294 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
• 

  

  

  /3

  $2,495 Per Month

  • 3 Beds
  • 1 Bath
  • 1,606 Sq Ft
  • House for Rent

  42 Gordon Ave, Willimantic, CT 06226

  Beautiful, completely renovated Raised Ranch style single family home for rent! This 3-bedroom, 1-bathroom home features fresh paint throughout, LED lighting throughout, stainless steel appliances including a microwave hood and dishwasher, and elegant quartz countertops. The home offers a big backyard and a huge new deck, accessible through a sliding door - perfect for grilling, summer games, or

  Angela Espinoza CT Homes Real Estate

  42 Gordon Ave, 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 $347,268

  Last Listing Agent Sue Esposito Home Selling Team

  96 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $229,457

  Not Listed For Sale

  71 Gordon Ave, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 728 Sq Ft
  • Built 1960

  71 Gordon Ave, Willimantic, CT 06226

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Sue Esposito Home Selling Team
• 

  

  

  /34

  $126,900

  $13K PRICE DROP Under Contract

  • 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
• 

  

  /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
• 

  $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 $275,681

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

  80 Old Plains Rd, Willimantic, CT 06226
• 

  Est $352,710

  Not Listed For Sale

  35 Jordan Ln, North Windham, CT 06256

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft
  • Built 2007

  35 Jordan Ln, North Windham, CT 06256

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate
• 

  

  /39

  $374,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  45 Whittemore St, Willimantic, CT 06226

  Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step

  Nadia Kachwaha KW Legacy Partners

  45 Whittemore St, Willimantic, CT 06226
• 

  

  /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
• 

  $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 $417,592

  Last Listing Agent Sue Esposito Home Selling Team

  44 Ballamahack Rd, Windham, CT 06280
• 

  Est $427,086

  Not Listed For Sale

  329 South St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1900

  329 South St, Willimantic, CT 06226

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Amber Alcazar Coldwell Banker Realty
• 

  

  /38

  $265,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  512 Pleasant St, Willimantic, CT 06226

  Welcome to 512 Pleasant Street, a move-in ready single-family home offering comfort, convenience, and modern updates. The beautifully updated kitchen serves as the heart of the home, featuring stylish finishes and a functional layout that's perfect for everyday living and entertaining. This well-maintained property is ready for its next owner to move right in and enjoy. With inviting living

  Sondra Reid Home Selling Team

  512 Pleasant St, Willimantic, CT 06226
• 

  

  /39

  $2,800 Per Month

  • 5 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • House for Rent

  185 Walnut St, Willimantic, CT 06226

  Available now! Stunning and spacious 5 bedroom 1.5 bath house perched at the top of the historic hill secretion of "romantic Willimantic"! Heat and hot water included! Located just 2 blocks from ECSU and a few blocks from main street, this house is convenient and accessible to so much the beautiful town has to offer. Within a mile of tons of restaurants, bars, stores, the food co-op, and tons of

  Jake Cordelli Cordelli Realty LLC

  185 Walnut St, Willimantic, CT 06226
• 

  $290,000

  Sold Aug 06, 2026

  19 Washburn St, Willimantic, CT 06226

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Above List Price
  • $153/SF
  • 4 Days On Market

  Current Estimated Value $283,019

  Last Listing Agent Gregory LaFlam LaFlam Group

  19 Washburn St, Willimantic, CT 06226
• 

  Est $282,545

  Not Listed For Sale

  446 High St, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1950

  446 High St, Willimantic, CT 06226

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Renata Jocaite eXp Realty
• 

  

  /31

  $489,000

  • 5 Beds
  • 3 Baths
  • 2,674 Sq Ft

  28 Pleasant St, Willimantic, CT 06226

  3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

  Kathy Dubay I.M.A. Realty LLC

  28 Pleasant St, Willimantic, CT 06226
• 

  

  /13

  $2,700 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
• 

  $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 $286,674

  Last Listing Agent Brianne Carrington William Raveis Real Estate

  6 Skyline Dr, North Windham, CT 06256
• 

  Est $270,732

  Not Listed For Sale

  13 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,495 Sq Ft
  • Built 1940

  13 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 36 Days On Market

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

  

  /39

  $874,000

  $125K PRICE DROP Under Contract

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

  254 Beaver Hill Rd, North Windham, CT 06256

  Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

  Lori Vogel William Raveis Real Estate

  254 Beaver Hill Rd, North Windham, CT 06256
• 

  $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 $252,123

  Last Listing Agent Christine Costa Kazantzis Real Estate, LLC

  264 South St, Willimantic, CT 06226
• 

  Est $312,339

  Not Listed For Sale

  147 Spring St, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 1,955 Sq Ft
  • Built 1840

  147 Spring St, Willimantic, CT 06226

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.
• 

  

  /30

  $70,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  30 Haley Ln, Windham, CT 06256

  One level living in this mobile home located in Stone Gate Manor. Home offers large, covered deck, nice shed for storage and backs up to woods. Home has a nice open floor plan with a large living room open into the eat in kitchen with lots of good cabinet space. Laundry off kitchen, Primary bedroom has private full bath with shower stall and garden tub, walk in closet. On the other side of Mobile

  Jeanne Crum Home Selling Team

  30 Haley Ln, Windham, CT 06256
• 

  $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 $403,222

  Last Listing Agent Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
• 

  Est $247,833

  Not Listed For Sale

  97 North St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1915

  97 North St, Willimantic, CT 06226

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Matthew Noren RE/MAX Bell Park Realty
• 

  

  /15

  $299,900

  Pending

  • 4 Beds
  • 1.5 Baths
  • 2,006 Sq Ft

  232 North St, Willimantic, CT 06226

  Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic

  Derek Eisenberg Continental Real Estate

  232 North St, Willimantic, CT 06226
• 

  $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 $295,270

  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
• 

  

  /40

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  207 Summit St, Willimantic, CT 06226

  Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

  Sue Esposito Home Selling Team

  207 Summit St, Willimantic, CT 06226
• 

  $139,000

  Sold Jun 24, 2026

  11 Circle Dr, North Windham, CT 06256

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $92/SF
  • 27 Days On Market

  Last Listing Agent Roberta Cardinal RbRE, LLC

  11 Circle Dr, North Windham, CT 06256
• 

  Est $241,095

  Not Listed For Sale

  78 Lauter Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1956

  78 Lauter Ave, Willimantic, CT 06226

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Jenny Adamo KW Legacy Partners
• 

  

  /6

  $198,500

  Pending

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  50 South St, Willimantic, CT 06226

  No entry into this property will be available to the public due to the inhabitable condition and all offers will be submitted sight unseen. This property is being sold as is, in an Estate, and will require Probate Court approval. The sale of this property is a short sale.

  Franchesca Pescatello Prue Realty LLC

  50 South St, Willimantic, CT 06226
• 

  $122,000

  Sold Sep 08, 2026

  37 Pond Way, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 2008

  Last Sold Summary

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

  Last Listing Agent Jeanne Crum Home Selling Team

  37 Pond Way, North Windham, CT 06256
• 

  Est $296,826

  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
• 

  

  /26

  $439,000

  $4K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,787 Sq Ft

  7 Devotion Rd, Windham, CT 06280

  Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

  Alexia Andrade US Asset Realty

  7 Devotion Rd, Windham, CT 06280
• 

  $190,000

  Sold Aug 17, 2026

  26 Plains Rd, Windham, CT 06280

  • 4 Beds
  • 1.5 Baths
  • 2,758 Sq Ft
  • Built 1732

  Last Sold Summary

  • 27% Below List Price
  • $69/SF
  • 135 Days On Market

  Current Estimated Value $237,235

  Last Listing Agent Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  26 Plains Rd, Windham, CT 06280
• 

  Est $292,232

  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
• 

  

  /18

  $160,000

  $6K PRICE DROP

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

  28 Circle Dr, Windham, CT 06256

  *** Highest and Best due 12pm Monday 8/10/2026 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

  Arielle Ruffin Choice Realty

  28 Circle Dr, 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

  Current Estimated Value $272,873

  Last Listing Agent Rick Nassiff KW Legacy Partners

  209 Church St, Willimantic, CT 06226

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