Windham County, CT Homes

• 

  

  

  /22

  $299,900

  • Land
  • 79 Acres
  • $3,796 per Acre

  00 Ide Perrin Rd, Woodstock, CT 06281

  On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  00 Ide Perrin Rd, Woodstock, CT 06281
• 

  

  

  /17

  $2,150

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Townhouse for Rent

  49 Otis St, Killingly, CT 06241

  Beautiful property featuring a fully updated three-bedroom, 1 1/2 bath townhouse with granite counter tops, fully applianced kitchen / all stainless-steel appliances, newer flooring & vanities, ceiling fans, private basement with washer and dryer hookups, assigned parking & a private back yard. Conveniently located, just minutes to I-395, Rt. 6 and Killingly Commons. No pets please.

  49 Otis St, Killingly, CT 06241
• 

  $400,000

  Sold Sep 24, 2025

  614 Hartford Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • Built 1929

  Last Sold Summary

  • $354/SF
  • 26 Days On Market

  Current Estimated Value $415,448

  Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  614 Hartford Rd, Brooklyn, CT 06234
• 

  Est $388,894

  Not Listed For Sale

  25 Logans Way, Sterling, CT 06377

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Built 2020

  25 Logans Way, Sterling, CT 06377

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Pasquale Corso RI Real Estate Services
• 

  

  /2

  $24,900

  Pending

  • Land
  • 28,314 Sq Ft
  • $38,308 per Acre

  232 Paradise Dr, Brooklyn, CT 06234

  Bring your vision to life on this **expansive 0.65-acre lot**-a rare find offering plenty of space and flexibility for your next custom build or development project. Located on peaceful Paradise Drive, this property provides a quiet setting while still being close to area amenities and growth. With generous dimensions and growing interest in the neighborhood, this is the perfect opportunity for

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  232 Paradise Dr, Brooklyn, CT 06234
• 

  

  /9

  $1,250 Per Month

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

  136 Chapman St Unit 2B, Windham, CT 06226

  Available 2-bedroom apartment in Willimantic offering a comfortable layout with spacious living areas and convenient access to local shopping, dining, public transportation, and nearby amenities. Tenant responsible for electric heat/electricity and gas for cooking. Landlord covers water, sewer, trash, and grounds maintenance. One-year lease preferred, negotiable upon request.

  Troy Thibedeau Berkshire Hathaway NE Prop.

  136 Chapman St Unit 2B, Windham, CT 06226
• 

  $400,000

  Sold May 28, 2026

  110 South St, Brooklyn, CT 06234

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1960

  Last Sold Summary

  • $350/SF
  • 6 Days On Market

  Current Estimated Value $394,154

  Last Listing Agent Mark Benard Brunet and Company Real Estate

  110 South St, Brooklyn, CT 06234
• 

  Est $509,214

  Not Listed For Sale

  9 Logans Way, Sterling, CT 06377

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2024

  9 Logans Way, Sterling, CT 06377

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jeffrey Castle REMAX Revolution
• 

  

  /40

  $655,000

  $45K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,301 Sq Ft

  38 Madison Ave, Thompson, CT 06277

  Custom-built in 2020 and perfectly situated at the end of a cul-de-sac, this exceptional home offers the ideal blend of modern design, comfort, and privacy. Set on nearly 2 acres, the open-concept floor plan features a stunning kitchen with quartz countertops, a large center island, black stainless steel appliances, and abundant cabinetry flowing seamlessly into the spacious living and dining

  

  Lora Savage

  XSell Realty, LLC

  38 Madison Ave, Thompson, CT 06277
• 

  

  /6

  $1,300

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  123 Valley St Unit 2-3, Windham, CT 06226

  123 Valley St Unit 2-3, Windham, CT 06226
• 

  $225,000

  Sold Nov 11, 2025

  366 Ash St Unit 2, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 57 Days On Market

  Current Estimated Value $242,645

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  

  /50

  Est $435,237

  Not Listed For Sale

  109 Boston Turnpike, Eastford, CT 06259

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 2003

  109 Boston Turnpike, Eastford, CT 06259

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent David Sepulveda Real Broker, LLC
• 

  

  /40

  $353,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  524 Christopher Way, Killingly, CT 06241

  Welcome to this charming 2009-built Country Ranch, perfectly situated in a peaceful section of Killingly. This inviting 2-bedroom, 1-bathroom home features a very open floor plan that seamlessly connects the living spaces. The bright kitchen and dining area boast beautiful vinyl tile flooring, while the primary offers the convenience of double closets. Downstairs, you will find a famed out

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  524 Christopher Way, Killingly, CT 06241
• 

  

  /28

  $1,600 Per Month

  • 2 Beds
  • 1 Bath
  • 4,057 Sq Ft
  • Apartment for Rent

  41 Spring St, Willimantic, CT 06226

  Available right now! Updated and spacious 2 bedroom apartment on one of the largest lots in the historic hill secretion of "romantic Willimantic"! Located just 4 blocks from ECSU and 2 blocks from main street, this house is convenient and accessible to so much the beautiful town has to offer. Within a mile of tons of restaurants, bars, stores, the food co-op, Shaboo stage, and tons of culture.

  Jake Cordelli Cordelli Realty LLC

  41 Spring St, Willimantic, CT 06226
• 

  $470,000

  Sold Mar 23, 2026

  97 Bass Rd, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Above List Price
  • $191/SF
  • 39 Days On Market

  Current Estimated Value $482,379

  Last Listing Agent Lindsey Niarhakos RE/MAX One

  97 Bass Rd, Windham, CT 06280
• 

  Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1987

  Unlisted Address

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Clarence Russ Home Selling Team
• 

  

  /9

  $285,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  37 Ruth St, Danielson, CT 06239

  Discover the potential in this fixer-upper featuring an ideal floor plan with spacious, flowing living areas and endless possibilities to make it your own. The open and functional layout offers great bones for a renovation project, with generously sized rooms, abundant natural light, and a seamless flow perfect for modern living and entertaining. Whether you're an investor, flipper, or buyer

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  37 Ruth St, Danielson, CT 06239
• 

  

  /7

  $1,075 Per Month

  • 1 Bed
  • 1 Bath
  • 802 Sq Ft
  • Apartment for Rent

  168 Brick Top Rd Unit 1, Windham, CT 06280

  This adorable 1 bedroom, efficiency style unit awaits. Located just minutes from downtown and shopping. Upon entry you are welcomed by the Three Season Room; drenched in sunlight during the day, with slate style flooring, you'll enjoy countless months relaxing in this beautiful space. Hardwood flooring throughout the unit. Enjoy days and nights relaxing in the back yard which sits on over an acre

  Michelle Garabedian Home Selling Team

  168 Brick Top Rd Unit 1, Windham, CT 06280
• 

  $524,000

  Sold Oct 20, 2025

  36 Dunleavy Dr, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 62 Days On Market

  Current Estimated Value $552,136

  Last Listing Agent Diane White Berkshire Hathaway NE Prop.

  36 Dunleavy Dr, Woodstock, CT 06281
• 

  Not Listed For Sale

  11 Carey Ave, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft
  • Built 1915

  11 Carey Ave, Plainfield, CT 06374

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Leo Chomen Signature Properties of N.E.
• 

  

  /18

  $145,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  65 R And r Park, Killingly, CT 06241

  Welcome to this beautifully maintained 3-bedroom, 2-bath park model home located in a desirable community in Killingly, CT. Offering an inviting open-concept floor plan, this home features a spacious living area that flows seamlessly into the kitchen and dining space, creating the perfect setting for everyday living and entertaining. Pride of ownership is evident throughout with its well-kept

  

  Michael Nugent

  RE/MAX Professional Associates

  65 R And r Park, Killingly, CT 06241
• 

  

  /21

  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 605 Sq Ft
  • House for Rent

  502 Stearns St, Danielson, CT 06239

  This cozy, one bedroom cottage has had many upgrades since ownership and is now ready to rent!! Fully applianced kitchen, washer and dryer hook-up, private yard and driveway! Great for commuters! Close to I-395 and shopping!

  Tanya McDermott Berkshire Hathaway NE Prop.

  502 Stearns St, Danielson, CT 06239
• 

  $345,000

  Sold Sep 16, 2026

  13 South St, Plainfield, CT 06374

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1975

  Last Sold Summary

  • 10% Above List Price
  • $359/SF
  • 7 Days On Market

  Current Estimated Value $312,701

  Last Listing Agent Kendra Bonette Coldwell Banker Realty

  13 South St, Plainfield, CT 06374
• 

  Est $119,796

  Not Listed For Sale

  202 Brayman Hollow Rd, Pomfret Center, CT 06259

  • 3 Beds
  • Built 1988

  202 Brayman Hollow Rd, Pomfret Center, CT 06259

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.
• 

  

  /20

  $193,500

  Pending

  • 1 Bed
  • 1 Bath
  • 970 Sq Ft

  45 Main St Unit 111, Plainfield, CT 06374

  Enjoy convenient one-level living in this charming sun-filled first-floor, one-bedroom condominium overlooking the scenic Moosup River. High ceilings and exposed beams add character throughout the unit. The spacious living and dining area offers plenty of room for relaxing and entertaining, while the galley kitchen includes appliances that will convey with the sale. The bedroom features a large

  

  Christine Costa

  Kazantzis Real Estate, LLC

  45 Main St Unit 111, Plainfield, CT 06374
• 

  

  /11

  $2,600 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  139 South St, Willimantic, CT 06226

  Welcome home to stylish, effortless living in this turn-key, 4-bedroom, 1.5-bath Windham rental, perfectly designed for comfort and immediate move-in. This inviting home features a chic, thoughtfully refreshed layout that beautifully balances style with everyday functionality. Situated in a convenient location, the property is just steps away from Windham's vibrant local dining scene, cozy coffee

  Alison Anton RE/MAX One

  139 South St, Willimantic, CT 06226
• 

  $260,000

  Sold Jun 23, 2026

  18 Addison St, Putnam, CT 06260

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1907

  Last Sold Summary

  • 5% Below List Price
  • $123/SF
  • 3 Days On Market

  Current Estimated Value $275,196

  Last Listing Agent Donna Navarro Signature Properties of N.E.

  18 Addison St, Putnam, CT 06260
• 

  Est $356,466

  Not Listed For Sale

  370 Valley St, Willimantic, CT 06226

  • 7 Beds
  • 3 Baths
  • 2,976 Sq Ft
  • Built 1900

  370 Valley St, Willimantic, CT 06226

  Last Sold Summary

  • 157 Days On Market

  Last Listing Agent Sue Esposito Home Selling Team
• 

  

  /38

  $615,000

  • 5 Beds
  • 3 Baths
  • 3,643 Sq Ft

  189 Butts Bridge Rd, Canterbury, CT 06331

  A rare 16-acre country property in Canterbury's Rural District - a private residence rich with timeless New England character, set on extraordinary grounds. The home pairs a 1934 original (stone foundation, knotty pine ceilings, deep farm-style kitchen) with a spacious 1989 addition featuring a double-sided fireplace, wide-plank floors, and a one-of-a-kind cut-out balustrade staircase. Configured

  

  Tim Bray

  Seaport Real Estate Services

  189 Butts Bridge Rd, Canterbury, CT 06331
• 

  

  /17

  $1,700 Per Month

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft
  • Townhouse for Rent

  21 Gallup St, Plainfield, CT 06374

  nice and freshly updated townhouse with 2 levels and a full basement 2 bedrooms and 1.5 bathrooms separate dining room *tenant responsible for electric and internet (electric Heat) *landlord responsible for landscaping, snow, trash, water & sewer shared laundry in the building no dogs allowed, cats might be considered good credit, income and no eviction history is a must 1 year lease & 2 months

  Amru Abo-Alaial RE/MAX One

  21 Gallup St, Plainfield, CT 06374
• 

  $413,000

  Sold Mar 09, 2026

  250 Child Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 1981

  Last Sold Summary

  • 18% Above List Price
  • $178/SF
  • 2 Days On Market

  Current Estimated Value $463,894

  Last Listing Agent Joseph Murphy CR Premier Properties

  250 Child Rd, Woodstock, CT 06281
• 

  Est $452,938

  Not Listed For Sale

  154 Margaret Henry Rd, Danielson, CT 06239

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1966

  154 Margaret Henry Rd, Danielson, CT 06239

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Lauren Robarge Vylla Home (CT) LLC
• 

  

  /8

  $99,900

  • Land
  • 2.17 Acres
  • $46,037 per Acre

  26 Bass Ln, Brooklyn, CT 06234

  Rare opportunity to build your dream home on over 2 acres of beautiful, mostly cleared land! It's becoming increasingly difficult to find high, dry, level parcels like this that are ready for your vision. A survey will be available on July 7th. Offering approximately 250 feet of road frontage on Happy Lane, this private interior lot is shared by only two neighboring homes, providing exceptional

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  26 Bass Ln, Brooklyn, CT 06234
• 

  

  /21

  $1,495 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  49 High St Unit C, Danielson, CT 06239

  Welcome to 49 High Street, Unit C in the Danielson section of Killingly! This 1-bedroom, 1-bath apartment offers approximately 700 square feet of comfortable living space with a bright, functional layout and plenty of natural light. The kitchen features abundant white cabinetry, generous counter space, a double-basin sink, and a gas range, while the separate living area provides plenty of room to

  Peter Vamvilis Coldwell Banker Realty

  49 High St Unit C, Danielson, CT 06239
• 

  $590,000

  Sold Feb 13, 2026

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft
  • Built 1890

  Last Sold Summary

  • 9% Below List Price
  • $232/SF
  • 77 Days On Market

  Current Estimated Value $608,132

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  Not Listed For Sale

  1-11 Westford Rd, Eastford, CT 06242

  1-11 Westford Rd, Eastford, CT 06242

  Last Sold Summary

  • 325 Days On Market

  Last Listing Agent Kelly Chicoine Simply Sold Real Estate
• 

  /2

  $7,900

  Pending

  • Land
  • 6,098 Sq Ft
  • $56,429 per Acre

  4 Short St, Brooklyn, CT 06234

  Affordable opportunity for builders and investors! Bring your plans and creativity to this 0.14-acre lot located off of the peaceful Paradise Drive. This property offers an excellent entry point for a new build or small development project, with nearby amenities and continued neighborhood growth adding to its value. Easy access, manageable lot size, and placement within the Paradise Drive Overlay

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  4 Short St, Brooklyn, CT 06234
• 

  

  /20

  $1,100 Per Month

  • 3 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  366 Hartford Pike Unit A, Dayville, CT 06241

  Welcome to 366 Hartford Pike, Unit A. The property offers convenient access to I-395 and the local amenities of Dayville's shops and restaurants. The apartment can comfortably fit 3 bedrooms with extra space for an office or hobby space in the upstairs loft. A bonus room off of the kitchen provides an additional flex-space or storage. The deck and backyard are generous enough to facilitate

  Keegan McLeod RE/MAX Bell Park Realty

  366 Hartford Pike Unit A, Dayville, CT 06241
• 

  $281,000

  Sold Mar 20, 2026

  5 Kathleen Dr, Willimantic, CT 06226

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $260/SF
  • 40 Days On Market

  Current Estimated Value $298,115

  Last Listing Agent Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
• 

  Not Listed For Sale

  00 Brook Rd, Scotland, CT 06264

  00 Brook Rd, Scotland, CT 06264

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Joseph Murphy CR Premier Properties

Showing Results 121 - 160, Page 4 of 18