Windham, CT Homes

• 

  

  

  /23

  $300,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  29 Shetucket Dr, Windham, CT 06280

  Highest and Best Offers must be submitted by Tuesday June 23rd 6pm. Ranch style home set on a culdesac location with a little over an acre of land. Private back yard. The home has 3 bedrooms on the main level. There is also 2 more bedrooms and a full bath in the lower level. The home has central air and a whole house propane generator. Septic system was replaced in 2021.

  Gregory LaFlam LaFlam Group

  29 Shetucket Dr, Windham, CT 06280
• 

  

  

  /4

  $1,900

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  128 Birch St Unit 2 floor, Windham, CT 06226

  Recently renovated 3 bedroom apartment. . Tenant pays utilities

  128 Birch St Unit 2 floor, Windham, CT 06226
• 

  $81,400

  Sold Feb 20, 2026

  27 Haley Ln, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $88/SF
  • 17 Days On Market

  Last Listing Agent Katherine Hernandez Lantigua KW Legacy Partners

  27 Haley Ln, North Windham, CT 06256
• 

  Est $447,681

  Not Listed For Sale

  10 Zoldak Dr, North Windham, CT 06256

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft
  • Built 2008

  10 Zoldak Dr, North Windham, CT 06256

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jonathan King Aspen Realty Group
• 

  

  

  /28

  $309,900

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  30 Russ Rd, Willimantic, CT 06226

  Affordable & Move-in ready 4-bedroom, 1.5-bath Cape offering over 1,300 sq. ft. of comfortable living space, with potential to add more sqft in the semi-finished basement. Conveniently located near shopping, dining, and everyday amenities, as well as Eastern Connecticut State University and the University of Connecticut. Eligible for USDA financing, making homeownership more accessible for

  Viviana Penson-Rodriguez Leaf Realty Group, LLC

  30 Russ Rd, Willimantic, CT 06226
• 

  

  /37

  $2,400

  Total Monthly Price

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

  53 Tingley St Unit 20, Willimantic, CT 06226

  Large 3 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. If you have any questions, please call Frank for more details.

  53 Tingley St Unit 20, Willimantic, CT 06226
• 

  $235,000

  Sold Jul 08, 2026

  50 Selden St, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft
  • Built 1910

  Last Sold Summary

  • 22% Below List Price
  • $93/SF
  • 160 Days On Market

  Current Estimated Value $249,604

  Last Listing Agent Patrizia Puccia KW Legacy Partners

  50 Selden St, Willimantic, CT 06226
• 

  Est $266,131

  Not Listed For Sale

  352 Mountain St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1971

  352 Mountain St, Willimantic, CT 06226

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Heather Morrone Coldwell Banker Coastal Homes
• 

  

  /23

  $330,000

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  156 Brick Top Rd, Windham, CT 06280

  Welcome home to this charming 3-bedroom, 2 full bath colonial set on a picturesque 1.68-acre lot offering privacy, space, and tranquility. The bright and inviting kitchen feature a new dishwasher and beautiful french doors that open to an expansive private deck - Perfect for outdoor entertaining or relaxing while enjoying the wooded views. A sun filled dining room with a bay window flows

  Patricia Scarpa Marino Realty LLC

  156 Brick Top Rd, Windham, CT 06280
• 

  

  /62

  $2,300 - $2,500

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 5,057 Sq Ft
  • Condo for Rent

  736 Main St, Willimantic, CT 06226

  Wonderfully Updated 3-Bedroom, 2-Bath Apartment in the Heart of Downtown WillimanticExperience modern living in this beautifully updated and fully furnished 3-bedroom, 2-bathroom apartment located in the heart of downtown Willimantic. This spacious unit features high-end finishes throughout, including elegant quartz countertops, stainless steel appliances, and a dishwasher for added

  736 Main St, Willimantic, CT 06226
• 

  $300,000

  Sold Sep 04, 2025

  36 Lebanon Ave, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 2,594 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $116/SF
  • 69 Days On Market

  Current Estimated Value $310,688

  Last Listing Agent Deb Chabot RE/MAX One

  36 Lebanon Ave, Willimantic, CT 06226
• 

  Est $310,891

  Not Listed For Sale

  274 Mansfield Ave, Willimantic, CT 06226

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1953

  274 Mansfield Ave, Willimantic, CT 06226

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Rick Nassiff KW Legacy Partners
• 

  

  /40

  $309,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,412 Sq Ft

  81 Chestnut St, Willimantic, CT 06226

  Step into timeless elegance with this beautiful Colonial home, nestled in the historic Hill section of town. Built in 1918, this character-filled residence showcases the original charm and craftsmanship that make historic homes so special. From the moment you enter, you'll appreciate the stunning original woodwork, period lighting fixtures, welcoming entryway, and classic fireplace. Large windows

  Jeanne Crum Home Selling Team

  81 Chestnut St, Willimantic, CT 06226
• 

  

  /97

  $800 - $900

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  324 Valley St, Willimantic, CT 06226

  Unit 20: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 for annul parking fee. Please call for more details.Unit 30:ROOM FOR RENT. Sharing the kitchen, living room and bathroom. Close to downtown, shopping malls, highway, the bus route

  324 Valley St, Willimantic, CT 06226
• 

  $50,000

  Sold Sep 26, 2025

  121 Highland View Dr, Windham, CT 06266

  • Land
  • 40,075 Sq Ft
  • $54,348 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 8 Days On Market

  Last Listing Agent Jeanne Crum Home Selling Team

  121 Highland View Dr, Windham, CT 06266
• 

  Est $215,876

  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
• 

  

  /19

  $45,000

  $15K PRICE DROP Pending

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft

  17 Wayne Dr, North Windham, CT 06256

  This is a well maintained, 1972, 2 Bedroom Bath and a half unit that has numerous updates that include updated kitchen and full bath, and replacement windows. There is enclosed porch, central air and large storage shed. There are some furnishings that can be included. Close to shopping, medical facilities and outdoor attractions. Park residence approval is required. the lot is $769 a month. This

  Clarence Russ Home Selling Team

  17 Wayne Dr, North Windham, CT 06256
• 

  

  /6

  $2,100

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  27 Ash Ave, Willimantic, CT 06226

  Newly renovated farmhouse from 1890 has a large yard with some lawn furniture, and plenty of off-street parking. Upstairs are two bedrooms. The larger one has a walk-in closet and a queen sized bed as well as a dresser and desk for studying/working. High speed internet is included. The smaller bedroom has a twin bed, small desk and a dresser. Both rooms have window unit air conditioners.

  27 Ash Ave, Willimantic, CT 06226
• 

  $72,000

  Sold Apr 30, 2026

  16 Pond Way, North Windham, CT 06256

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $59/SF
  • 5 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners

  16 Pond Way, North Windham, CT 06256
• 

  Est $344,704

  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
• 

  

  /26

  $275,000

  Pending

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

  19 Washburn St, Willimantic, CT 06226

  Great location in the Hill Section of Willimantic. Private rear yard. 2 car detached garage. Short walk to High scroll fields. Eastern CT State University is a short walk. 4 4 Bedrooms on the upper level. Large front to back living room , dining room , half bath and small office area all on the first floor. The home is a must see!

  Gregory LaFlam LaFlam Group

  19 Washburn St, Willimantic, CT 06226
• 

  

  /13

  $2,175

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,163 Sq Ft
  • Condo for Rent

  384 Valley St Unit 10, Windham, CT 06226

  Charming 3 bedroom apartment for rent. Unit has beautiful kitchen with granite counter tops and high end appliances. A lot of natural wood including floors, trim, and doors. Enjoy the three season enclosed front porch, off street parking, and extra storage in the basement. Unit also includes use of washer and dryer in basement. All utilities and Wi-Fi included in rent. Call today for a showing.

  384 Valley St Unit 10, Windham, 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 $298,095

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
• 

  Est $407,618

  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
• 

  

  /29

  $224,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  147 Orchard Hill Ln, Willimantic, CT 06226

  Well-maintained 3-bedroom ranch located on a quiet dead-end street. This 960 sq. ft. home offers convenient one-level living with an eat-in kitchen, spacious living area, and a full unfinished basement providing ample storage and future potential. Situated on a level lot, the property features a fenced backyard, mature shade trees that enhance curb appeal, and a wooded backdrop beyond the rear

  Heather Meehan Meehan & Daughters Real Estate

  147 Orchard Hill Ln, Willimantic, CT 06226
• 

  

  /12

  $700

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  69 Oak St, Willimantic, CT 06226

  Available now is one very spacious sunny room within this three bedroom house.Please note, the price is for just one bedroom, not the whole house.. How wonderful would it be to call this lovely house your home. This is a beautiful, spacious, furnished house with lots of vintage charm located within the lovely hill section of town. This house is a reminder of the stately grandeur

  69 Oak St, Willimantic, 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 $308,541

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
• 

  Est $287,081

  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
• 

  

  /40

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  415 Jerusalem Rd, Windham, CT 06280

  Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining

  Rick Loranger Coldwell Banker Realty

  415 Jerusalem Rd, Windham, CT 06280
• 

  

  /16

  $650

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  323 Valley St Unit 2, Willimantic, CT 06226

  Available now is 1 large furnished room within an 3 bedroom apartment.PLEASE NOTE….this is NOT $650 for the whole apartment, it is for just ONE bedroom with this three bedroom apartment.The bedrooms are private, and the common areas are shared. The apartment is furnished and has beds, bureaus, pots pans and dishes so all you need to bring all your personal

  323 Valley St Unit 2, 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 $396,870

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  Est $254,403

  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
• 

  

  /28

  $115,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  37 Pond Way, North Windham, CT 06256

  Welcome to this well-maintained 2008 mobile home located in the desirable Stonegate Manor community. This inviting home offers a bright, open floor plan filled with natural light, creating a warm and welcoming atmosphere throughout. The spacious kitchen flows seamlessly into the living room, making it perfect for everyday living and entertaining. Offering three bedrooms and two full baths, this

  Jeanne Crum Home Selling Team

  37 Pond Way, North Windham, CT 06256
• 

  

  /97

  $800 - $900

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  324 Valley St, Willimantic, CT 06226

  Unit 20: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 for annul parking fee. Please call for more details.Unit 30:ROOM FOR RENT. Sharing the kitchen, living room and bathroom. Close to downtown, shopping malls, highway, the bus route

  324 Valley St, Willimantic, 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 $310,880

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, Windham, CT 06280
• 

  Est $292,545

  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.
• 

  

  /32

  $239,900

  $20K PRICE DROP Under Contract

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

  26 Plains Rd, Windham, CT 06280

  *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

  Christy Lofstrom Driscoll ERA Blanchard & Rossetto

  26 Plains Rd, Windham, CT 06280
• 

  

  /11

  $1,400 Per Month

  • 3 Beds
  • 1 Bath
  • 3,389 Sq Ft
  • Apartment for Rent

  120 North St Unit 3, Willimantic, CT 06226

  3-bedroom, 1-bath third-floor apartment with an eat-in kitchen and a comfortable living area. The layout is straightforward and functional, with the added privacy of a top-floor unit. Off-street parking available. Conveniently located near local shopping, restaurants, and major routes. Immediate availability. Pets considered on a case-by-case basis. No smoking.

  Michelle Mandel Carl Guild & Associates

  120 North St Unit 3, 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 $195,969

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

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

  Est $232,431

  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

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