Windham County, CT Homes

• 

  

  

  /40

  $700,000

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  310 S Bigelow Rd, Hampton, CT 06247

  Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
• 

  

  

  /19

  $1,850 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft
  • Townhouse for Rent

  37 Buckley Hill Rd, North Grosvenordale, CT 06255

  The available unit at 37 Buckley Hill Rd, Thompson offers comfortable living in a freshly updated space. Recent improvements include new appliances, featuring a convenient stackable washer and dryer, adding modern ease to everyday routines. The home provides a clean, functional layout with plenty of natural light. Additional upgrades are scheduled for April, including exterior painting, deck

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (866) 384-4393

  37 Buckley Hill Rd, North Grosvenordale, CT 06255
• 

  $627,500 Sold Jul 29, 2025

  407 Starkweather Rd, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 2,668 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 7 Days On Market

  Current Estimated Value $573,677

  Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

  407 Starkweather Rd, Plainfield, CT 06374
• 

  Est $290,263 Not Listed For Sale

  7 Bristol St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft
  • Built 1990

  7 Bristol St, Willimantic, CT 06226

  Last Sold Summary

  • 4% Above List Price
  • $175/SF
  • 109 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Catherine Hinckley Countryside Realty
• 

  

  

  /22

  $67,900 Open Sun 1PM - 3PM

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

  16 Pond Way, North Windham, CT 06256

  3% Interest, $0 Down Financing Available! Welcome home to your spacious 2 bedroom, 2 full bathroom open floor plan at 16 Pond Way, North Windham (Stonegate Manor). First floor laundry, mudroom with backyard access, and 1,218 sqft (rarely found at this affordable price point). This home is perfect for first-time buyers, downsizers, and value-seekers looking for affordable homeownership in a

  

  Stephen Daly

  KW Legacy Partners

  (860) 864-5536

  16 Pond Way, North Windham, CT 06256
• 

  

  /16

  $1,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,652 Sq Ft
  • House for Rent

  80 North St, Willimantic, CT 06226

  Available for rent! This renovated 2-Bedroom Apartment in the heart of Willimantic. This updated 2-bedroom, 1-bathroom apartment is located on the first floor of 80 North Street and is approximately 1,020 sq. ft. It features 2 generous bedrooms, 1 full modern bathroom, and a separate dining and living room. On-street parking is available. There is quick access to local shops, dining, ECSU, and a

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 364-6311

  80 North St, Willimantic, CT 06226
• 

  $271,000 Sold Aug 15, 2025

  30 Mcdermott Ave, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Above List Price
  • $269/SF
  • 4 Days On Market

  Current Estimated Value $263,436

  Last Listing Agent Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $310,408 Not Listed For Sale

  371 Woodstock Ave, Putnam, CT 06260

  • 4 Beds
  • 2.5 Baths
  • 2,724 Sq Ft
  • Built 1907

  371 Woodstock Ave, Putnam, CT 06260

  Last Sold Summary

  • 21% Below List Price
  • $145/SF
  • 12 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Donna Copeland William Raveis Real Estate
• 

  

  /24

  $435,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  11 Stone House Dr, Plainfield, CT 06374

  In the Highland Court subdivision off of High Street, you'll find this lovely Cape Cod (a one-owner home built in 2017). Gorgeous new homes are currently under construction in this limited cul-de-sac neighborhood. The home offers a flexible floorplan. On the upper level, you'll find 2 generously-sized bedrooms and a full bath. On the main level, you'll find a beautiful dining room adjacent to the

  

  Joan Casey

  RE/MAX Legends

  (860) 850-2035

  11 Stone House Dr, Plainfield, CT 06374
• 

  

  /35

  $1,085 - $1,830 per month plus fees

  Colonial Townhouse Apartments

  Studio - 2 Beds

  29 Foster Dr, Willimantic, CT 06226

  Come experience life at Colonial Townhouse Apartments! Lots of improvements have been made to the property to make us energy efficient with a modern appearance. This includes new windows, new siding, new EV chargers, fresh signage, and upgraded apartments. You'll get the most value for your money around! Located on the WRTD bus line for easy access to all the area has to offer. **Screening Fee is

  29 Foster Dr, Willimantic, CT 06226
• 

  $357,500 Sold Oct 15, 2025

  293 Willimantic Rd, Chaplin, CT 06235

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Above List Price
  • $340/SF
  • 4 Days On Market

  Current Estimated Value $361,939

  Last Listing Agent Stephen Daly KW Legacy Partners

  293 Willimantic Rd, Chaplin, CT 06235
• 

  Est $380,000 Not Listed For Sale

  671 Wauregan Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2.5 Baths
  • 1,519 Sq Ft
  • Built 1930

  671 Wauregan Rd, Brooklyn, CT 06234

  Last Sold Summary

  • 3% Above List Price
  • $244/SF
  • 3 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC
• 

  

  /40

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  Motivated seller! Bring an offer! This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 345-5906

  815 Mashamoquet Rd, Pomfret Center, CT 06259
• 

  

  /11

  $1,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  7 Market Ln Unit C, Thompson, CT 06255

  Welcome home to this beautifully updated 2-bedroom, 1-bath apartment featuring new luxury vinyl plank flooring throughout and generously sized rooms that provide both comfort and flexibility. The spacious layout offers a bright living area, well-proportioned bedrooms, and a functional kitchen perfect for everyday living. Enjoy the addition of a private fenced-in backyard, ideal for relaxing,

  Larry Bevilacqua Choice Realty

  7 Market Ln Unit C, Thompson, CT 06255
• 

  $635,000 Sold Sep 15, 2025

  156 Ballamahack Rd, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1800

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 51 Days On Market

  Current Estimated Value $632,987

  Last Listing Agent Stephen Daly KW Legacy Partners

  156 Ballamahack Rd, Windham, CT 06280
• 

  Est $386,921 Not Listed For Sale

  144 David Cir, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,535 Sq Ft
  • Built 1974

  144 David Cir, Putnam, CT 06260

  Last Sold Summary

  • 3% Above List Price
  • $244/SF
  • 14 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Russell Sabadosa Premier Choice Real Estate Inc
• 

  

  /30

  $394,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  230 Cemetery Rd, Plainfield, CT 06374

  Welcome to this thoughtfully updated 3-bedroom, 1.5 bath split-level home where comfort, efficiency, and long-term savings come together. A fully paid-off solar system will convey, offering little to no monthly electricity costs, a rare and powerful benefit in today's market. Inside the home features a warm and inviting living room with hardwood oak flooring and a fully usable fireplace, creating

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2726

  230 Cemetery Rd, Plainfield, CT 06374
• 

  

  /14

  $1,800 - $2,700 per month plus fees

  Woodlawn Apartments

  2 - 3 Beds

  80 Bicknell Rd, Ashford, CT 06278

  Can you hear the "birds chirping and woodpeckers pecking" in your current home? Woodlawn Apartments consists of 12 charming buildings on 11 beautiful acres. Our residents enjoy the peace and quiet of nature in a convenient location, along with a caring management and maintenance staff. Only five miles from UConn. Also, call us about our nearby Wood Edge Apartments in Mansfield Center 4 miles from

  80 Bicknell Rd, Ashford, CT 06278
• 

  $471,000 Sold Aug 21, 2025

  53 Windham Rd, Hampton, CT 06247

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Above List Price
  • $200/SF
  • 45 Days On Market

  Current Estimated Value $461,003

  Last Listing Agent Stephanie Rush RE/MAX Legends

  53 Windham Rd, Hampton, CT 06247
• 

  Est $156,825 Not Listed For Sale

  109 River St, Danielson, CT 06239

  • 1 Bed
  • 1 Bath
  • 541 Sq Ft
  • Built 1950

  109 River St, Danielson, CT 06239

  Last Sold Summary

  • 5% Above List Price
  • $277/SF
  • 14 Days On Market

  Last Sold Price $150,000

  Last Listing Agent Christine Johnson RE/MAX
• 

  

  /40

  $739,900

  • 2 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  349 S Bigelow Rd, Hampton, CT 06247

  Beautiful Post and Beam design home, Tranquil setting nestled on 25+ acres with pond,babbling brook, and hiking trails nature at it best. This home has a unique design spoiling you with Private Hot tub, sauna, and solarium leading to outdoor patio with fireplace overlooking the pond side. Dramatic open layout with Swedish style stucco fireplace. This design offers the ability to have 2 or 3

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 831-4269

  349 S Bigelow Rd, Hampton, CT 06247
• 

  

  /7

  $1,250 per month

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

  Unlisted Address

  This updated, adorable one bedroom is located just steps from the river and to the wonderful shops and restaurants of downtown Danielson.

  Kate Sullivan Compass Connecticut, LLC

  Unlisted Address
• 

  $242,000 Sold Jan 28, 2026

  27 Ash Ave, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,425 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $170/SF
  • 9 Days On Market

  Current Estimated Value $256,302

  Last Listing Agent Amber Jones KW Legacy Partners

  27 Ash Ave, Willimantic, CT 06226
• 

  Est $327,230 Not Listed For Sale

  14 Ware Rd, Dayville, CT 06241

  • 2 Beds
  • 1.5 Baths
  • 1,019 Sq Ft
  • Built 1890

  14 Ware Rd, Dayville, CT 06241

  Last Sold Summary

  • 4% Above List Price
  • $309/SF
  • 27 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC
• 

  

  /18

  $139,000

  • Land
  • 1.01 Acres
  • $137,624 per Acre

  66 Bates Ave, Putnam, CT 06260

  Prime location in Putnam, CT. You'll appreciate the easy access to local shops, dining, and major routes - combining small town charm with everyday convenience. Approved site plans for two duplexes containing 2 side by side units each on this 1.01 acre lot. Ideal for a multigenerational compound or an owner occupant looking build and live on site while generating rental income. Rough driveway

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 300-2164

  66 Bates Ave, Putnam, CT 06260
• 

  

  /5

  $1,290 - $2,386 per month plus fees

  Artspace Windham

  1 - 3 Beds

  480 Main St, Willimantic, CT 06226

  480 Main St, Willimantic, CT 06226
• 

  $260,000 Sold Sep 19, 2025

  8 Chappell St, Chaplin, CT 06235

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Built 1935

  Last Sold Summary

  • 4% Above List Price
  • $291/SF
  • 25 Days On Market

  Current Estimated Value $245,583

  Last Listing Agent Stephen Daly KW Legacy Partners

  8 Chappell St, Chaplin, CT 06235
• 

  Est $420,598 Not Listed For Sale

  51 Harris Rd, Moosup, CT 06354

  • 2 Beds
  • 2 Baths
  • 1,465 Sq Ft
  • Built 1978

  51 Harris Rd, Moosup, CT 06354

  Last Sold Summary

  • 5% Above List Price
  • $272/SF
  • 3 Days On Market

  Last Sold Price $399,090

  Last Listing Agent Alexcia Merritt RE/MAX
• 

  

  /39

  $375,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  81 Floeting Rd, Ashford, CT 06278

  Comfortable Dutch Colonial set in a private country setting on 1.29 acres with a level backyard ideal for outdoor enjoyment. This 3-bedroom, 2 full bath home offers a flexible floor plan and inviting natural light throughout. The sunny living room features a large bay window that welcomes summer breezes and views of the surrounding landscape. The updated kitchen includes granite countertops,

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 697-9732

  81 Floeting Rd, Ashford, CT 06278
• 

  

  /5

  $1,600 per month

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

  Unlisted Address

  Discover this main level, two bedroom unit just footsteps to the riverfront and to all the shops and restaurants to downtown Danielson.

  Kate Sullivan Compass Connecticut, LLC

  Unlisted Address
• 

  $350,000 Sold Jul 02, 2025

  183 Prospect St, Willimantic, CT 06226

  • 6 Beds
  • 3 Baths
  • 3,970 Sq Ft
  • Built 1890

  Last Sold Summary

  • $88/SF
  • 2 Days On Market

  Current Estimated Value $369,768

  Last Listing Agent Stephen Daly KW Legacy Partners

  183 Prospect St, Willimantic, CT 06226
• 

  Est $431,651 Not Listed For Sale

  92 Collelo Ave, Moosup, CT 06354

  • 2 Beds
  • 2 Baths
  • 2,772 Sq Ft
  • Built 1988

  92 Collelo Ave, Moosup, CT 06354

  Last Sold Summary

  • 5% Above List Price
  • $148/SF
  • 63 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Holly Bellucci Keller Williams Realty Leading Edge
• 

  

  /10

  $225,000

  • Land
  • 3.72 Acres
  • $60,484 per Acre

  80 Averill Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery Stores & Convenience

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 791-1920

  80 Averill Rd, Pomfret, CT 06259
• 

  

  /24

  $1,600 - $1,750 total monthly price

  Ivy Garden Apartments

  2 Beds

  84 Ash St, Willimantic, CT 06226

  Ivy Gardens is a gorgeous Townhouse-style community located in the heart of Willimantic, close to ECSU and UConn. Our rent pricing includes heat, hot water, assigned parking and visitors parking which is through out the community. We also have laundry on-site and feature some units with private laundry centers. Ivy Gardens features on-site management and maintenance, as well as emergency

  84 Ash St, Willimantic, CT 06226
• 

  $275,000 Sold Sep 25, 2025

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft
  • Built 2007

  Last Sold Summary

  • $270/SF
  • 7 Days On Market

  Current Estimated Value $278,002

  Last Listing Agent Melissa DiPiazza RE/MAX One

  28 Cross Creek Rd Unit 28, Plainfield, CT 06374
• 

  Est $374,208 Not Listed For Sale

  82 Woodside St, Putnam, CT 06260

  • 3 Beds
  • 1.5 Baths
  • 1,183 Sq Ft
  • Built 1947

  82 Woodside St, Putnam, CT 06260

  Last Sold Summary

  • 47% Above List Price
  • $216/SF
  • 5 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Jennie Kesselman Berkshire Hathaway Home Services
• 

  

  /37

  $629,000

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  63 Buck Hill Rd, Canterbury, CT 06331

  SELLER ENJOYS A ZERO ELECTRIC BILL AND A QUARTERLY CHECK! The BEST of country living and modern design, all on 10 PRIVATE ACRES. Land is well suited for hunting, agricultural use, gardening and outdoor recreation. This SINGLE-LEVEL RANCH with 2238 sq ft of living space and a 3 CAR GARAGE offers HARDWOOD FLOORS, spacious eat-in kitchen with STAINLESS STEEL appliances and a 32 x 27 GREAT ROOM -

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 787-0628

  63 Buck Hill Rd, Canterbury, CT 06331
• 

  

  /26

  $2,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 3,132 Sq Ft
  • Townhouse for Rent

  85 Maple St, Danielson, CT 06239

  Huge 3-bedroom, 2.5-bath duplex, featuring beautiful hardwood floors and new carpeting upstairs. This home offers built-ins with classic charm, that has been thoughtfully, and lovingly remodeled throughout. Enjoy tons of natural light, a well-appointed kitchen with appliances included, washer/dryer hook ups, a full basement and a 1-car garage with two additional parking spaces. Step out back to a

  Danielle Bakanowsky Kazantzis Real Estate, LLC

  85 Maple St, Danielson, CT 06239
• 

  $305,000 Sold Jan 30, 2026

  887 Sterling Rd, Sterling, CT 06377

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 59 Days On Market

  Current Estimated Value $326,717

  Last Listing Agent Miles LaFemina Drawbridge Realty

  887 Sterling Rd, Sterling, CT 06377
• 

  Est $300,640 Not Listed For Sale

  44 Courtney Ln, Dayville, CT 06241

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1990

  44 Courtney Ln, Dayville, CT 06241

  Last Sold Summary

  • 4% Above List Price
  • $302/SF
  • 9 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Kendra Bonette Coldwell Banker Realty

Showing Results 1 - 40, Page 1 of 18