Windham, CT Homes

• 

  Est $289,416

  Not Listed For Sale

  109 South St, Willimantic, CT 06226

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft
  • Built 2006

  109 South St, Willimantic, CT 06226

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /5

  $65,000

  Under Contract

  • Land
  • 2 Acres
  • $32,500 per Acre

  98 Babcock Hill Rd, South Windham, CT 06266

  2 Acre approved building lot with 125 feet of frontage on Babcock Hill Road. Partially cleared field leads to wooded building site. Gorgeous stone wall borders the front. A-2 survey was done when lot was originally subdivided - buyer and buyers agent to do due diligence.

  Kathleen Holland KW Legacy Partners

  98 Babcock Hill Rd, South Windham, CT 06266
• 

  $140,000

  Sold May 14, 2026

  5 Charles St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft
  • Built 1902

  Last Sold Summary

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

  Current Estimated Value $152,122

  Last Listing Agent Missy Willard Carl Guild & Associates

  5 Charles St, Willimantic, CT 06226
• 

  Est $254,037

  Not Listed For Sale

  167 Ash St, Willimantic, CT 06226

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

  167 Ash St, Willimantic, CT 06226

  Last Sold Summary

  • 8 Days On Market
• 

  

  

  /40

  $399,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,289 Sq Ft

  74 Pigeon Rd, Willimantic, CT 06226

  This is the one you've been waiting for! Offered for the first time in 38 years, this lovingly maintained home blends thoughtful updates with charming retro touches - welcome to 74 Pigeon Road! Filled with natural light, the sprawling layout features 4 bedrooms, including a sunken primary suite with walk-in closet on the second floor, and 2.5 baths. The updated kitchen is a total standout,

  Sue Esposito Home Selling Team

  74 Pigeon Rd, Willimantic, CT 06226
• 

  $366,000

  Sold Aug 28, 2025

  244,278,286R Indian Hollow Rd, Windham, CT 06280

  • Land
  • 65.27 Acres
  • $5,607 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 29 Days On Market

  Last Listing Agent Amber Alcazar Coldwell Banker Realty

  244,278,286R Indian Hollow Rd, Windham, CT 06280
• 

  Est $346,267

  Not Listed For Sale

  34 Gordon Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft
  • Built 1920

  34 Gordon Ave, Willimantic, CT 06226

  Last Sold Summary

  • 33 Days On Market
• 

  

  /40

  $164,900

  $10K PRICE DROP

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

  25 Kitty Ln, North Windham, CT 06256

  Move right into this bright & spacious 3BR, 2 bth home ideally located on a cul-de-sac. Newer roof (1 yr) & hot water heater (2 yrs). Brand New W&D! Featuring an open floor plan. Large LR offers a gas FP & flows seamlessly into the dining area. New laminate flooring in the LR, DR, hall, & primary bath adds a fresh, modern touch. Primary suite includes new carpeting, a WIC, full bath with dual

  Sheri Shvonski List N Show LLC

  25 Kitty Ln, North Windham, CT 06256
• 

  $59,900

  Sold Aug 14, 2025

  51 James Dr, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Below List Price
  • $71/SF
  • 14 Days On Market

  Last Listing Agent Nancy Bard Bard Real Estate, LLC

  51 James Dr, North Windham, CT 06256
• 

  Est $322,055

  Not Listed For Sale

  9 Ann St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1900

  9 Ann St, Willimantic, CT 06226

  Last Sold Summary

  • 75 Days On Market
• 

  

  /16

  $130,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 996 Sq Ft

  23 James Dr, Windham, CT 06256

  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 space. With recent upgrades throughout, this

  Arielle Ruffin Choice Realty

  23 James Dr, Windham, CT 06256
• 

  $315,000

  Sold Nov 24, 2025

  378 Mansfield Ave, Willimantic, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $241/SF
  • 4 Days On Market

  Current Estimated Value $321,116

  Last Listing Agent Kristen Merrill Countryside Realty

  378 Mansfield Ave, Willimantic, CT 06226
• 

  Est $313,762

  Not Listed For Sale

  40 Beacon Rd, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1965

  40 Beacon Rd, Windham, CT 06280

  Last Sold Summary

  • 20 Days On Market
• 

  

  /24

  $78,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  337 Tuckie Rd, North Windham, CT 06256

  Well maintained Mobile Home that boasts 3 bedrooms, two full bathrooms, two skylights, and a large side yard with shed. Conveniently located near many amenities. All buyers are subject to approval by Country Club Estates.

  June Vaine Real Broker CT, LLC

  337 Tuckie Rd, North Windham, CT 06256
• 

  $275,000

  Sold May 30, 2025

  32 Crystal Rd, North Windham, CT 06256

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 24 Days On Market

  Current Estimated Value $290,339

  Last Listing Agent Marta Lisowska KW Legacy Partners

  32 Crystal Rd, North Windham, CT 06256
• 

  Est $255,434

  Not Listed For Sale

  33 Roanoak Ave, Willimantic, CT 06226

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

  33 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 42 Days On Market
• 

  

  /40

  $375,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  267 High St, Willimantic, CT 06226

  Where timeless charm meets modern elegance, this beautifully reimagined Cape-style home is a rare find. Dramatically rebuilt and expanded with a stylishy fusion of antique character and contemporary upgrades, highlights include a first-floor master bedroom suite, fully renovated kitchen with granite countertops, newer skylights, and a brand-new Trex deck surrouned by professional landscaping.

  Deb Chabot RE/MAX One

  267 High St, Willimantic, CT 06226
• 

  $142,000

  Sold Oct 08, 2025

  363 Tuckie Rd, Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $148/SF
  • 38 Days On Market

  Last Listing Agent Michelle Garabedian Home Selling Team

  363 Tuckie Rd, Windham, CT 06256
• 

  Est $298,094

  Not Listed For Sale

  4 George St, Windham, CT 06280

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1961

  4 George St, Windham, CT 06280

  Last Sold Summary

  • 28 Days On Market
• 

  

  /32

  $299,000

  $76K PRICE DROP

  • 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
• 

  $300,000

  Sold Nov 18, 2025

  98 Windham St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,673 Sq Ft
  • Built 1890

  Last Sold Summary

  • 8% Above List Price
  • $112/SF
  • 118 Days On Market

  Current Estimated Value $310,382

  Last Listing Agent Sue Esposito Home Selling Team

  98 Windham St, Willimantic, CT 06226
• 

  Est $292,429

  Not Listed For Sale

  14 S Windham Rd, Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Built 1951

  14 S Windham Rd, Willimantic, CT 06226

  Last Sold Summary

  • 5 Days On Market
• 

  

  /30

  $84,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  6 Woods Way, North Windham, CT 06256

  Welcome home to 6 Woods Way! Well maintained and bright home in Stonegate Manor awaits! Enjoy new hot water heater, newer kerosene tank, Castle windows (2023) with transferrable warranty, built-ins, updated flooring, generously sized bathrooms, eat-in kitchen with island and new appliances, open floor plan, air conditioning, access to dog park and so much more! Sit out on your large deck to grill

  Justin Wagner Berkshire Hathaway NE Prop.

  6 Woods Way, North Windham, CT 06256
• 

  $310,000

  Sold Apr 24, 2026

  39 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1949

  Last Sold Summary

  • 11% Above List Price
  • $277/SF
  • 4 Days On Market

  Current Estimated Value $277,128

  Last Listing Agent Susan Walsh RE/MAX One

  39 S Windham Rd, Willimantic, CT 06226
• 

  Est $338,205

  Not Listed For Sale

  103 Bass Rd, Windham, CT 06280

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1960

  103 Bass Rd, Windham, CT 06280

  Last Sold Summary

  • 37 Days On Market
• 

  

  /34

  $249,900

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft

  54 Manners Ave, Willimantic, CT 06226

  Welcome to 54 Manners Avenue! This move-in ready 3-bedroom ranch offers easy single-level living with hardwood floors throughout and a bright, functional layout. Built in 1955 and offering 852 square feet, this well-maintained home makes the most of every space. Inside, you'll find a comfortable living room, three bedrooms, a full bathroom, and an eat-in kitchen. The full unfinished basement

  Josph Malone Coldwell Banker Realty

  54 Manners Ave, Willimantic, CT 06226
• 

  $275,000

  Sold Oct 15, 2025

  96 South St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1914

  Last Sold Summary

  • 5% Below List Price
  • $158/SF
  • 129 Days On Market

  Current Estimated Value $285,744

  Last Listing Agent Amber Jones KW Legacy Partners

  96 South St, Willimantic, CT 06226
• 

  Est $292,642

  Not Listed For Sale

  26 Baker Rd, North Windham, CT 06256

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 1970

  26 Baker Rd, North Windham, CT 06256

  Last Sold Summary

  • 72 Days On Market
• 

  

  /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
• 

  $245,000

  Sold Mar 12, 2026

  15 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $209/SF
  • 26 Days On Market

  Current Estimated Value $242,475

  Last Listing Agent Ted Jarrett Berkshire Hathaway NE Prop.

  15 Bristol St, Willimantic, CT 06226
• 

  Est $278,471

  Not Listed For Sale

  235 S Park St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Built 1900

  235 S Park St, Willimantic, CT 06226

  Last Sold Summary

  • 24 Days On Market
• 

  

  /21

  $258,950

  Pending

  • 5 Beds
  • 2 Baths
  • 2,145 Sq Ft

  7 Turner St, Willimantic, CT 06226

  Fully occupied two family for sale in Willimantic. Full unfinished basement and walk up unfinished attic. each floor long term residents. close to Main Street and university. sale is "as is" condition. inspections for knowledge only. back yard with off street parking. must give days notice for all showings.

  Kathy Dubay I.M.A. Realty LLC

  7 Turner St, Willimantic, CT 06226
• 

  $270,000

  Sold Jul 23, 2025

  41 Gifford Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Above List Price
  • $173/SF
  • 5 Days On Market

  Current Estimated Value $281,466

  Last Listing Agent Amber Alcazar Coldwell Banker Realty

  41 Gifford Ave, Willimantic, CT 06226
• 

  Est $368,054

  Not Listed For Sale

  114 Highland View Dr, South Windham, CT 06266

  • 5 Beds
  • 2.5 Baths
  • 2,660 Sq Ft
  • Built 1973

  114 Highland View Dr, South Windham, CT 06266

  Last Sold Summary

  • 54 Days On Market
• 

  

  /40

  $449,000

  • 5 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  7 Sycamore Terrace, Windham, CT 06280

  Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sun-filled living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, the bright 3-season

  John M Varrone, Terry Varrone eXp Realty

  7 Sycamore Terrace, Windham, CT 06280
• 

  $340,000

  Sold Jun 13, 2025

  241 Ballamahack Rd, Windham, CT 06280

  • 4 Beds
  • 1 Bath
  • 1,878 Sq Ft
  • Built 1954

  Last Sold Summary

  • 5% Above List Price
  • $181/SF
  • 42 Days On Market

  Current Estimated Value $355,929

  Last Listing Agent Sonja Perpignan ERA Key Realty Services

  241 Ballamahack Rd, Windham, CT 06280
• 

  Est $254,827

  Not Listed For Sale

  268 Roanoak Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • Built 1979

  268 Roanoak Ave, Willimantic, CT 06226

  Last Sold Summary

  • 128 Days On Market
• 

  

  /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
• 

  $100,000

  Sold Oct 17, 2025

  8 Haley Ln, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 20% Below List Price
  • $77/SF
  • 54 Days On Market

  Last Listing Agent Jason Boice eXp Realty

  8 Haley Ln, North Windham, CT 06256
• 

  Est $360,043

  Not Listed For Sale

  332 Brick Top Rd, Windham, CT 06280

  • 7 Beds
  • 3 Baths
  • 2,595 Sq Ft
  • Built 1900

  332 Brick Top Rd, Windham, CT 06280

  Last Sold Summary

  • 23 Days On Market

Showing Results 161 - 200, Page 5 of 18