Windham, CT Homes

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  /9

  $13,000

  $17K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $76,471 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
• 

  

  

  /17

  $2,800 Per Month

  • 4 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • House for Rent

  248 Ivan Hill St, Willimantic, CT 06226

  Experience the unbeatable convenience of this beautifully refreshed home, situated just steps from Eastern Connecticut State University and Windham Technical High School. This property shines with a brand-new kitchen, refinished hardwood floors, 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,

  Jacob Essig William Pitt Sotheby's Int'l

  248 Ivan Hill St, Willimantic, CT 06226
• 

  $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 $298,672

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
• 

  Est $289,769

  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
• 

  

  

  /40

  $249,999

  Pending

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  22 Spring View Ln, Willimantic, CT 06226

  Charming 3-bedroom, 1-bath ranch-style home offering the convenience of single-level living. This home features a spacious layout with great functionality throughout-perfect for easy, comfortable living. Enjoy a large kitchen with plenty of space for cooking, gathering, and entertaining. Whether you're a first-time buyer or looking to downsize, this home is a fantastic opportunity.

  David Gamboa Bordenave The Hive Real Estate LLC

  22 Spring View Ln, Willimantic, CT 06226
• 

  

  /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
• 

  $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

  Current Estimated Value $310,994

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
• 

  Est $244,525

  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
• 

  

  /22

  $389,999

  Pending

  • 8 Beds
  • 3 Baths
  • 3,192 Sq Ft

  21 Lewiston Ave, Willimantic, CT 06226

  Discover the perfect blend of owner-occupant comfort and income-generating potential at 21 Lewiston Ave. This versatile property is an ideal house hack opportunity, offering Unit 1 in true move-in condition-perfect for an end user looking to offset their living expenses or an investor seeking to maximize cash flow from day one. Unit 1 has been thoughtfully maintained and is essentially turnkey,

  Gary Crawford RE/MAX RISE

  21 Lewiston Ave, Willimantic, CT 06226
• 

  

  /16

  $2,500 Per Month

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  173 Mansfield Ave, Willimantic, CT 06226

  Clean and bright spacious apartment minutes from Eastern and the Windham Hospital. Offers 3 large bedrooms, one full bath. Kitchen has a space for dinning and the livingroom has built ins. Hardwood floors and lots of sunshine.

  Sondra Reid Home Selling Team

  173 Mansfield Ave, Willimantic, 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

  Current Estimated Value $398,173

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  Est $281,475

  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
• 

  

  /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
• 

  

  /5

  $1,150

  Total Monthly Price

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

  3 Milk St Unit 2A, Windham, CT 06226

  3 Milk St Unit 2A, Windham, CT 06226
• 

  $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 $313,386

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
• 

  Est $261,573

  Not Listed For Sale

  159 Prospect St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 3,768 Sq Ft
  • Built 1900

  159 Prospect St, Willimantic, CT 06226

  Last Sold Summary

  • 6 Days On Market
• 

  

  /23

  $199,900

  Pending

  • 5 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  19 Boston Post Rd, North Windham, CT 06256

  Older-style Cape offering 1,480sf of living space with 5 bedrooms and 2.1 bathrooms. Features include a covered front porch, hardwood floors in the living and dining room, and an eat-in kitchen. The first floor offers a primary bedroom with a full bathroom, while the upper level includes four additional bedrooms. Exterior highlights include a fenced-in rear yard, a large shed, and plenty of

  Jolanta Rojek eXp Realty

  19 Boston Post Rd, North Windham, CT 06256
• 

  

  /10

  $2,150 Per Month

  • 3 Beds
  • 1 Bath
  • 2,997 Sq Ft
  • House for Rent

  249 Church St, Willimantic, CT 06226

  Newly renovated apartment with a short walk to ECSU and a short drive to UCONN. 3 bedrooms, large eat-in kitchen, living room with hardwood floors, small porch, off street parking.

  Rick Loranger Coldwell Banker Realty

  249 Church St, 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

  Current Estimated Value $191,835

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

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

  Est $285,252

  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
• 

  /2

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  12 Ardman Dr, Willimantic, CT 06226

  Charming and inviting, this 3bedroom Cape sits peacefully at the end of a culdesac, offering both privacy and convenience. The level backyard is ideal for outdoor living, from summer barbecues to quiet evenings under the stars. Walk to Eastern, or take a quick drive to nearby shops and restaurants. With a brandnew roof and furnace, the major updates are already done. A great fit for firsttime

  Lisa Sader-Goede Aspen Realty Group

  12 Ardman Dr, Willimantic, CT 06226
• 

  

  /12

  $3,600

  Total Monthly Price

  • 6 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  73 Maple Ave, Windham, CT 06226

  Beautiful fully renovated 6 Bed, 2 Bath student rental home only 6 blocks from Eastern's campus and a 12-minute drive to UCONN! That is $600 per student per bedroom. Situated on the 2nd and 3rd floors of the home in a safe and friendly neighborhood. Huge deck, new appliances, large bedrooms with ceiling fans, remodeled bathrooms, spacious living room and rear deck. Also

  73 Maple Ave, 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 $291,861

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
• 

  Est $232,211

  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
• 

  

  /40

  $135,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft

  17 Haley Ln, North Windham, CT 06256

  Move right into this meticulously kept, immaculate home. 3 BR's, 2 full baths. There is an abundance of natural light in this open, bright and airy home with a spacious floor plan. Many updates including all new carpeting, LR laminate flooring, painting, cabinet hardware and more. A skylight in each of the bathrooms floods these rooms with light. The Washer & Dryer is conveniently located off the

  Sheri Shvonski List N Show LLC

  17 Haley Ln, North Windham, CT 06256
• 

  

  /20

  $3,600 Per Month

  • 6 Beds
  • 2 Baths
  • 3,180 Sq Ft
  • House for Rent

  371 Prospect St, Willimantic, CT 06226

  6-bedroom, 2 full bath rental located just steps from Eastern Connecticut State University, offering an unbeatable location with direct access to ECSU campus nearby. With over 3,000 square feet of living space, this home provides large bedrooms, flexible common areas, and plenty of room to spread out. Set on a .41-acre lot, the property also offers outdoor space to enjoy along with exceptional

  Jason Boice eXp Realty

  371 Prospect St, 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 $297,709

  Last Listing Agent Sue Esposito Home Selling Team

  96 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $281,216

  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
• 

  

  /39

  $999,000

  • 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
• 

  

  /13

  $1,750

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  91 Willowbrook St Unit 1, Windham, CT 06226

  Located at 91 Willowbrook Unit 1, this spacious three-bedroom, one-bath apartment offers comfort, convenience, and plenty of room to spread out. Featuring two separate entrances for added flexibility and privacy, the home welcomes you into a large, bright living room filled with natural light that flows seamlessly into the oversized eat-in kitchen — perfect for gatherings, cooking, and everyday

  91 Willowbrook St Unit 1, 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 $230,815

  Last Listing Agent Brianne Carrington William Raveis Real Estate

  6 Skyline Dr, North Windham, CT 06256
• 

  Est $271,751

  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
• 

  

  /24

  $250,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,404 Sq Ft

  300 Mansfield Ave, Willimantic, CT 06226

  Perfect opportunity to own this functional, quant and affordable home not far from the downtown, schools, shops and hospital. Minutes to ECSU by foot. This home is just in need of a little sweat equity to make it the perfect home. Great back yard in a quiet neighborhood. So much to do in a town filled with arts and entertainment.

  Chris Grant Christopher F. Grant Broker

  300 Mansfield Ave, Willimantic, CT 06226
• 

  

  /8

  $2,300 Per Month

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • House for Rent

  1 Ardman Dr, Willimantic, CT 06226

  Welcome to this charming 4-bedroom, 1-bathroom single-family home ideally located near both the University of Connecticut and Eastern Connecticut State University. This residence offers a comfortable and functional layout. Recent updates include new flooring, windows and a new furnace, providing improved energy efficiency and year-round comfort. The home's layout provides flexibility for shared

  Timothy Johnson Starr Team at LPT Realty

  1 Ardman Dr, 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 $360,390

  Last Listing Agent Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
• 

  Est $264,333

  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
• 

  

  /11

  $118,999

  Pending

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  5 Fairway Dr, Windham, CT 06256

  Double wide spaces mobile home must see. 2 full bath. Open floor plan for living room, kitchen dining and island. Updated to propane in 2024. Near shopping centers, super Wal-mart, Homedepot etc. closed by colleges: 6 minutes to Eastern University, 15 minutes to UCONN. Mobile park approval require.

  Antoine Vo A Vo Real Estate

  5 Fairway Dr, Windham, CT 06256
• 

  

  /19

  $2,399

  Total Monthly Price

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Bolivia St

  22-24 Bolivia St Unit Flr 1, Windham, CT 06226

  22-24 Bolivia St Unit Flr 1, Windham, 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 $291,819

  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

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