South Windham, CT Homes

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  $199,900

  • 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
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  $1,195 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,792 Sq Ft
  • Condo for Rent

  446 Windham Rd Unit Windham rd, Windham, CT 06226

  Property Id: 2344321Welcome to this delightful 1-bedroom, 1-bathroom multi-family home located at 446 Windham Rd in the heart of Willimantic, CT. Spanning 700square feet, this property offers a cozy atmosphere perfect for individuals or couples. Enjoy the convenience of a range oven and refrigerator, making meal preparation a breeze in your kitchen. The home features comfortable carpet

  446 Windham Rd Unit Windham rd, Windham, CT 06226
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  $260,000 Sold Dec 23, 2025

  76 S Windham Rd, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,002 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 35 Days On Market

  Last Listing Agent Jason Kemp Five Stars Realty

  76 S Windham Rd, Willimantic, CT 06226
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  Est $111,136 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  270 S Windham Rd Unit 67, Willimantic, CT 06226
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  $199,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,152 Sq Ft

  21 Russ Rd, Willimantic, CT 06226

  Handyman Special - Investors Take Note! 1152 SQFT cape style home in quiet neighborhood situated between vibrant downtown Williamantic and the rural village of South Windham. Lots of potential here with hardwoods under carpeting on both floors, as well as newer seeming garage, vinyl siding, roof and replacement windows. ***This is a probate sale, subject to probate court approval. Buyer to do

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  21 Russ Rd, Willimantic, CT 06226
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  $3,000 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,704 Sq Ft
  • House for Rent

  11 Pigeon Swamp Rd, South Windham, CT 06266

  **The photos used are from the previous listing**. Looking for a spacious single-family home to rent near the Lebanon town line? This home, located on a quiet dead-end street, offers tranquility and access to three miles of level trails that take you through diverse natural habitats-perfect for nature lovers. This generously sized home has everything you need! As you approach, you'll notice the

  James Bradshaw Berkshire Hathaway NE Prop.

  11 Pigeon Swamp Rd, South Windham, CT 06266
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  $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

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  33 MacHine Shop Hill Rd, South Windham, CT 06266
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  Est $383,329 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,966 Sq Ft

  50 S Windham Rd, Willimantic, CT 06226

  50 S Windham Rd, Willimantic, CT 06226
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  $320,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  925 Windham Rd, South Windham, CT 06266

  Three bedroom, 1344 Square Foot home ready to move into. Consider the possibilities. Has a walk out basement which could set up for in-law usage. This are is a commerical use zone, could be a great place to set up a business and have a great place to live in or rent. Freshly painted, new hot water heater, new furnace, new chimney liner, new gas fired space heater, new large rear facing deck large

  Clarence Russ Home Selling Team

  925 Windham Rd, South Windham, CT 06266
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  $1,150 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  478 Windham Rd Unit 478 Windham rd, Willimantic, CT 06226

  Willimantic spacious 1 bedroom apartment near Windham Iga. This unit offers large rooms, privacy and completely updated.

  478 Windham Rd Unit 478 Windham rd, Willimantic, CT 06226
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  $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 $439,208

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
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  Est $326,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  190 S Windham Rd, Willimantic, CT 06226

  190 S Windham Rd, Willimantic, CT 06226
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  $219,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 994 Sq Ft

  80 Old Plains Rd, Willimantic, CT 06226

  Three Bedroom single level ranch for sale in desirable part of Windham. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  80 Old Plains Rd, Willimantic, CT 06226
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  /19

  $1,675 total monthly price

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

  270 S Windham Rd Unit 63, Willimantic, CT 06226

  Two bedroom condo for rent in South Windham located at Cedar Crest. Updated kitchen, Livingroom, one bath with washer and dryer in unit. two car only parking, one storage shed available. one year lease, no pets, background responsibility of applicant. must provide income and past rental references and positive credit score. This rental includes heat, hot water, lawn, snow, trash, water and sewer.

  Kathy Dubay I.M.A. Realty LLC

  270 S Windham Rd Unit 63, Willimantic, CT 06226
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  $485,000 Sold Dec 29, 2025

  4 Main St, Willimantic, CT 06226

  • 9 Beds
  • 5 Baths
  • 5,134 Sq Ft
  • Built 1830

  Last Sold Summary

  • 6% Below List Price
  • $94/SF
  • 186 Days On Market

  Last Listing Agent Tammy Arute Arute Realty Group LLC

  4 Main St, Willimantic, CT 06226
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  Est $309,236 Not Listed For Sale

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

  14 S Windham Rd, Willimantic, CT 06226

  14 S Windham Rd, Willimantic, CT 06226
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  $468,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  121 Highland View Dr, Windham, CT 06266

  As of 1/21/2026 Under Construction, close to being finished, end of February, expected completion. Weekend and late afternoon showings available. Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Lower level will come complete with a large flex

  Timothy Morse Alliance Realty LLC

  121 Highland View Dr, Windham, CT 06266
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  $1,800 total monthly price

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

  270 S Windham Rd Unit 68, Willimantic, CT 06226

  Fully FURNISHED END UNIT in small condo complex in South Windham. Heat, hot water and trash included in rent! Easy driving distance to ECSU and UCONN. 2 Bedroom unit, fully applianced kitchen, Living room furniture and 1-bedroom fully furnished. 2- wall mounted TVs provided. Unit has been remodeled, laundry (washer & Dryer) in unit. 2-assigned parking spaces with overflow parking to the left of

  Roberta Cardinal RbRE, LLC

  270 S Windham Rd Unit 68, Willimantic, CT 06226
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  $335,000 Sold May 02, 2025

  114 Highland View Dr, South Windham, CT 06266

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

  Last Sold Summary

  • 2% Above List Price
  • $126/SF
  • 54 Days On Market

  Current Estimated Value $346,345

  Last Listing Agent Lawrence Ross Weichert,REALTORS-Four Corners

  114 Highland View Dr, South Windham, CT 06266
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  Est $383,969 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft

  160 Highland View Dr, South Windham, CT 06266

  160 Highland View Dr, South Windham, CT 06266
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  $240,000 Sold Dec 03, 2025

  84 MacHine Shop Hill Rd, South Windham, CT 06266

  • 2 Beds
  • 1.5 Baths
  • 2,396 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Above List Price
  • $100/SF
  • 17 Days On Market

  Last Listing Agent Scott Bayne Century 21 Bay-Mar Realty

  84 MacHine Shop Hill Rd, South Windham, CT 06266
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  Est $250,909 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  52 Old Plains Rd, Willimantic, CT 06226

  52 Old Plains Rd, Willimantic, CT 06226
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  $300,000 Sold Sep 29, 2025

  6 Old Plains Rd, Willimantic, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 2,018 Sq Ft
  • Built 1830

  Last Sold Summary

  • 7% Above List Price
  • $149/SF
  • 9 Days On Market

  Current Estimated Value $297,754

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

  6 Old Plains Rd, Willimantic, CT 06226
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  Est $283,872 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft

  41 Antrim Rd, Willimantic, CT 06226

  41 Antrim Rd, Willimantic, CT 06226
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  $235,000 Sold Feb 06, 2026

  8 Howard Dr, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Below List Price
  • $317/SF
  • 22 Days On Market

  Last Listing Agent Julienne Jaber KW Legacy Partners

  8 Howard Dr, Willimantic, CT 06226
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  Est $338,818 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  44 Pigeon Swamp Rd, South Windham, CT 06266

  44 Pigeon Swamp Rd, South Windham, CT 06266
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  $215,000 Sold Jul 25, 2025

  44 Old Plains Rd, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft
  • Built 1939

  Last Sold Summary

  • 4% Below List Price
  • $187/SF
  • 41 Days On Market

  Current Estimated Value $226,337

  Last Listing Agent Melinda Walencewicz eXp Realty

  44 Old Plains Rd, Willimantic, CT 06226
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  Est $310,348 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  12 Old Plains Rd, Willimantic, CT 06226

  12 Old Plains Rd, Willimantic, CT 06226
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  $495,000 Sold Jun 18, 2025

  102 MacHine Shop Hill Rd, South Windham, CT 06266

  • 4 Beds
  • 2.5 Baths
  • 2,966 Sq Ft
  • Built 1865

  Last Sold Summary

  • 1% Below List Price
  • $167/SF
  • 5 Days On Market

  Current Estimated Value $481,570

  Last Listing Agent Sherry Borgeson Berkshire Hathaway NE Prop.

  102 MacHine Shop Hill Rd, South Windham, CT 06266
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  Est $297,925 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  9 Highland View Dr, South Windham, CT 06266

  9 Highland View Dr, South Windham, CT 06266
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  $362,000 Sold Oct 31, 2025

  176 Bush Hill Rd, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,137 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 47 Days On Market

  Current Estimated Value $358,653

  Last Listing Agent Kara Mazzola First Choice Realty

  176 Bush Hill Rd, Willimantic, CT 06226
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  Est $266,961 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,022 Sq Ft

  59 MacHine Shop Hill Rd, South Windham, CT 06266

  59 MacHine Shop Hill Rd, South Windham, CT 06266
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  $115,000 Sold Apr 30, 2025

  270 S Windham Rd Unit 52, Willimantic, CT 06226

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

  Last Sold Summary

  • 8% Below List Price
  • $146/SF
  • 82 Days On Market

  Current Estimated Value $116,650

  Last Listing Agent Jacob Essig William Pitt Sotheby's Int'l

  270 S Windham Rd Unit 52, Willimantic, CT 06226
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  Est $400,010 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,527 Sq Ft

  101 Wadsworth Ln, Willimantic, CT 06226

  101 Wadsworth Ln, Willimantic, CT 06226
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  $450,000 Sold Sep 04, 2025

  1145 Windham Rd, Windham, CT 06266

  • 3 Beds
  • 2.5 Baths
  • 3,698 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $122/SF
  • 2 Days On Market

  Current Estimated Value $448,516

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1145 Windham Rd, Windham, CT 06266
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  Est $244,783 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft

  988 Windham Rd, South Windham, CT 06266

  988 Windham Rd, South Windham, CT 06266
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  $340,000 Sold Jul 08, 2025

  106 Highland View Dr, South Windham, CT 06266

  • 3 Beds
  • 1.5 Baths
  • 2,276 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $149/SF
  • 16 Days On Market

  Current Estimated Value $335,644

  Last Listing Agent Catherine Deschenes eXp Realty

  106 Highland View Dr, South Windham, CT 06266
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  Est $233,375 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,357 Sq Ft

  31 Abbe St, Willimantic, CT 06226

  31 Abbe St, Willimantic, CT 06226
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  $115,000 Sold Dec 17, 2025

  270 S Windham Rd Unit 53, Willimantic, CT 06226

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

  Last Sold Summary

  • $150/SF
  • 56 Days On Market

  Last Listing Agent Michael Price KW Legacy Partners

  270 S Windham Rd Unit 53, Willimantic, CT 06226
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  Est $273,437 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  354 S Windham Rd, Willimantic, CT 06226

  354 S Windham Rd, Willimantic, CT 06226

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