Windham, CT Homes

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  /35

  $168,500

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

  28 Circle Dr, Windham, CT 06256

  As little or no down, 3 fixed (3.15 APR). Completely remodeled three bedroom, two full bathroom home in Stonegate Manor. Yes completely remodeled floor to ceiling home, new kitchen cabinets, new appliances gas range, dishwasher, microwave hood vent, washer and washer, garnet counter tops, everything new, walls flooring new rear steps, and full size deck. Have your agent provide list of upgrades.

  Clarence Russ Home Selling Team

  28 Circle Dr, Windham, CT 06256
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  /6

  $2,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  249 Church St Unit 3, Windham, CT 06226

  Newly renovated apartment very close to ECSU 3 bedroom off street parking

  249 Church St Unit 3, Windham, CT 06226
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  $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 $288,808

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
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  Est $344,322 Not Listed For Sale

  66 Lynwood Dr, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 2004

  66 Lynwood Dr, Willimantic, CT 06226

  Last Sold Summary

  • 4% Above List Price
  • $220/SF
  • 36 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Hilary Reid Coldwell Banker Realty
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  /35

  $240,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,180 Sq Ft

  291 Mansfield Ave, Willimantic, CT 06226

  Nicely appointed, and well maintained 4 bedroom home. Currently leased until 07/2026. Turnkey investment property, tenants in place. Nothing to do!

  Timothy Morse Alliance Realty LLC

  291 Mansfield Ave, Willimantic, CT 06226
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  /10

  $1,200 total monthly price

  • Studio
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  223 Jackson St Unit 2, Willimantic, CT 06226

  Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

  223 Jackson St Unit 2, Willimantic, CT 06226
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  $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 $297,886

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
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  Est $214,163 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

  • 7% Above List Price
  • $275/SF
  • 46 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Sue Esposito Home Selling Team
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  $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
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  /48

  $1,600 - $2,400 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 1,355 Sq Ft
  • Condo for Rent

  53 Tingley St, Willimantic, CT 06226

  Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

  53 Tingley St, Willimantic, CT 06226
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  $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 $377,702

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
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  Est $339,390 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

  • 15% Above List Price
  • $182/SF
  • 97 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Amy Rio Executive Real Estate
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  /26

  $439,000

  • 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
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  /19

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,203 Sq Ft
  • Condo for Rent

  341 Valley St Unit 10, Willimantic, CT 06226

  Unit 10 - 3 bedroom apartment for rent avail 6/1/2026. Close to ECSU/ UCONN, shopping malls, and highway. Students welcome. ALL utilities included. Tenant pays wifi/cable. Laundry machines in basement. Please call Frank if you have any questions.

  341 Valley St Unit 10, Willimantic, CT 06226
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  $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 $302,431

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
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  Est $396,563 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

  • 10% Above List Price
  • $196/SF
  • 8 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Amber Alcazar Coldwell Banker Realty
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  $240,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  69 Lynwood Dr, Willimantic, CT 06226

  Nicely updated cape in a great neighborhood, Currently rented until 08/2026. 3-4 bedrooms, with 1- 2 bedrooms on first floor (one of the downstairs bedrooms was converted to a dining area) and two more upstairs. Nothing to do, turnkey investment with tenants in place.

  Timothy Morse Alliance Realty LLC

  69 Lynwood Dr, Willimantic, CT 06226
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  /48

  $1,600 - $2,400 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 1,355 Sq Ft
  • Condo for Rent

  53 Tingley St, Willimantic, CT 06226

  Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

  53 Tingley St, Willimantic, CT 06226
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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

  Current Estimated Value $184,033

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  33 MacHine Shop Hill Rd, South Windham, CT 06266
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  Est $257,941 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

  • 12% Above List Price
  • $154/SF
  • 36 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC
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  /40

  $150,000

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

  64 Circle Dr, North Windham, CT 06256

  Move-in ready double wide mobile home in the heart of North Windham, offering comfortable single-level living with modern updates and a serene setting. This 3 bedroom, 2 bath layout spans just under 1,200 sqft of thoughtfully renovated space. Enjoy a bright living area with fresh new paint throughout and new flooring that flows seamlessly from room to room. The kitchen features stainless steel

  Britany Goyen BB Realty CT

  64 Circle Dr, North Windham, CT 06256
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  $3,200 total monthly price

  • 4 Beds
  • 1 Bath
  • 4,000 Sq Ft
  • Condo for Rent

  324 Valley St Unit 20, Willimantic, CT 06226

  Bright and spacious 4 bedroom apartment. Close to downtown, shopping malls, highway, the bus route and ECS/UCONN. All utilities included in the rent. Tenants pay Cable. Parking Fee $100 per spot. Please call for more details

  324 Valley St Unit 20, Willimantic, CT 06226
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  $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 $268,955

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, Windham, CT 06280
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  Est $289,169 Not Listed For Sale

  21 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,870 Sq Ft
  • Built 1955

  21 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 20% Above List Price
  • $128/SF
  • 27 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Cindy Craig RE/MAX
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  /15

  $375,000 Under Contract

  • 9 Beds
  • 3.5 Baths
  • 4,057 Sq Ft

  41 Spring St, Willimantic, CT 06226

  This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

  Stephen Galinat Home Selling Team

  41 Spring St, Willimantic, CT 06226
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  $243,500 Sold Mar 28, 2025

  167 Ash St, Willimantic, CT 06226

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

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 8 Days On Market

  Current Estimated Value $260,537

  Last Listing Agent Gabriella Navick Navick Properties LLC

  167 Ash St, Willimantic, CT 06226
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  Est $230,422 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

  • 11% Above List Price
  • $108/SF
  • 2 Days On Market

  Last Sold Price $207,500

  Last Listing Agent Matthew Noren RE/MAX
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  /20

  $439,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  121 Insalaco Dr, Windham, CT 06280

  Perched up on this scenic lot at the end of a cut-de-sac sits this beautiful dormered cape ready to be moved into and enjoyed! You will love the views from the full front porch as well as the privacy of the back deck overlooking farmlands. Interior features an open floor plan with eat-in kitchen to living room with a gas fireplace. Kitchen boasts granite countertops, and stainless steel

  Mike Thompson Countryside Realty

  121 Insalaco Dr, Windham, CT 06280
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  $321,130 Sold Jul 25, 2025

  95 Lauter Ave, Willimantic, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Above List Price
  • $176/SF
  • 44 Days On Market

  Current Estimated Value $327,994

  Last Listing Agent Jerome Zolobkowski Real Broker CT, LLC

  95 Lauter Ave, Willimantic, CT 06226
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  Est $278,811 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

  • 21% Above List Price
  • $152/SF
  • 44 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Dara Dominique Ferrigno-Storrs, REALTORS LLC
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  /35

  $170,000

  • 7 Beds
  • 3 Baths
  • 1,668 Sq Ft

  57 Chapman St, Willimantic, CT 06226

  Investment opportunity at 57 Chapman St, Willimantic, CT. This 3-unit features a spacious 3-bedroom, 1-bathroom unit and two 2-bedroom, 1-bathroom units. Ideal for investors or those looking to create a multi-family residence, this property has great potential with ample space for renovations. Located in a convenient area close to amenities, this property is perfect for those looking to maximize

  Anthony Chabot Chabot & Associates Real Estate

  57 Chapman St, Willimantic, CT 06226
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  $308,000 Sold Apr 15, 2025

  153 North Rd, Windham, CT 06280

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 38 Days On Market

  Current Estimated Value $313,530

  Last Listing Agent Stephen Daly KW Legacy Partners

  153 North Rd, Windham, CT 06280
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  Est $266,222 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

  • 39% Above List Price
  • $51/SF
  • 6 Days On Market

  Last Sold Price $192,000

  Last Listing Agent Andrew Blovish KW Legacy Partners
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  /18

  $85,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  60 Lions Way, North Windham, CT 06256

  Move right into this beautifully maintained 2 bedroom, 2 bath mobile home! Nearby to shopping and the Mansfield Hollow Walking Path and Dam. Filled with natural light, the inviting living room features a ceiling fan and plenty of sunshine, creating a warm and welcoming space. The large eat-in kitchen offers abundant cabinet storage, and convenient access to a laundry room just off the kitchen.

  Brandon Cramer KW Legacy Partners

  60 Lions Way, North Windham, CT 06256
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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 $447,793

  Last Listing Agent Timothy Morse Alliance Realty LLC

  1157 Windham Rd, Windham, CT 06266
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  Est $277,690 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

  • 5% Above List Price
  • $228/SF
  • 60 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Jessica Boswell LPT Realty
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  /40

  $439,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  5 Insalaco Dr, Windham, CT 06280

  Welcome to 5 Insalaco Drive in Windham - a stunning, meticulously maintained 4-bedroom, 2-bath ranch style home located in a desirable countryside neighborhood, just minutes from Windham Center, Windham Shetucket Pickleball Park, Windham Fish & Game Club, and Mansfield Hollow State Park. This move-in ready home features hardwood floors throughout, large bedrooms with ample closet space, and an

  Joseph Snell Luxe Realty LLC

  5 Insalaco Dr, Windham, CT 06280
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  $370,000 Sold Jun 27, 2025

  46 Boulevard Rd, North Windham, CT 06256

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 79 Days On Market

  Current Estimated Value $367,294

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

  46 Boulevard Rd, North Windham, CT 06256
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  Est $234,284 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

  • 17% Above List Price
  • $199/SF
  • 114 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Daniel Stocker KW Legacy Partners
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  /36

  $145,000

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

  7 Circle Dr, North Windham, CT 06256

  Open Floor plan, 1152 SF, 3 bedrooms, 2 full baths. Vaulted ceilings, Kitchen offers plenty of cabinet and counter spaces, breakfast bar, dining area, Primary bedroom with full bath and walk in closet, 2 additional bedrooms both with walk in closets, Living room with vaulted ceiling, propane fireplace and is open to dining area and kitchen. Covered deck/porch, large private yard, storage shed.

  Karen Martin Century 21 AllPoints Realty

  7 Circle Dr, North Windham, CT 06256

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