Windham County, CT Homes

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  /40

  $500,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  30 Grant Hill Rd, Brooklyn, CT 06234

  Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  30 Grant Hill Rd, Brooklyn, CT 06234
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  /6

  $1,550 Per Month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  27 Pleasant St Unit 2nd floor, Putnam, CT 06260

  Welcome to this spacious and sun-filled second-floor apartment located in a quiet residential neighborhood of Putnam. Offering three generous bedrooms and one full bath, this classic New England home features gleaming hardwood floors throughout and timeless charm. Enjoy the unique character of a vintage butler's pantry, perfect for extra storage or prepping meals with style. The bright and airy

  Kate Sullivan Compass Connecticut, LLC

  27 Pleasant St Unit 2nd floor, Putnam, CT 06260
• 

  $520,000

  Sold Jul 10, 2026

  43 High Meadow Dr, Plainfield, CT 06374

  • 4 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Above List Price
  • $220/SF
  • 25 Days On Market

  Current Estimated Value $511,929

  Last Listing Agent Kelsie Griffin Wolfburg Kazantzis Real Estate, LLC

  43 High Meadow Dr, Plainfield, CT 06374
• 

  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
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  /9

  $34,900

  Under Contract

  • Land
  • 1.95 Acres
  • $17,897 per Acre

  77-R Windham Center Rd, Windham, CT 06280

  Delightful lot of record, a rear lot that will convey with a right of way over 79 Windham Rd. A great opportunity at a great price. This lot offers wonderful privacy, in a central location, close to shopping, schools, recreation and more!

  

  Rick Nassiff

  KW Legacy Partners

  77-R Windham Center Rd, Windham, CT 06280
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  /39

  $2,800 Per Month

  • 5 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • House for Rent

  185 Walnut St, Willimantic, CT 06226

  Available now! Stunning and spacious 5 bedroom 1.5 bath house perched at the top of the historic hill secretion of "romantic Willimantic"! Heat and hot water included! Located just 2 blocks from ECSU and a few 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, and tons of

  Jake Cordelli Cordelli Realty LLC

  185 Walnut St, Willimantic, CT 06226
• 

  $450,000

  Sold Aug 31, 2026

  83 Kate Downing Rd, Plainfield, CT 06374

  • 3 Beds
  • 2.5 Baths
  • 2,847 Sq Ft
  • Built 1993

  Last Sold Summary

  • $158/SF
  • 183 Days On Market

  Last Listing Agent Kara Mazzola First Choice Realty

  83 Kate Downing Rd, Plainfield, CT 06374
• 

  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
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  /2

  $69,900

  • Land
  • 36,154 Sq Ft
  • $84,217 per Acre

  0 Collelo Ave Unit 24192702, Plainfield, CT 06354

  Bring your vision to life on this approved building lot. This parcel provides the flexibility to build a home that fits your lifestyle. This lot is a conveniently located near local amenities, 395 and the Rhode Island border.

  

  Mandy Gruslin

  Kazantzis Real Estate, LLC

  0 Collelo Ave Unit 24192702, Plainfield, CT 06354
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  /21

  $3,850 Per Month

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • House for Rent

  10 Railroad St, Pomfret Center, CT 06259

  This spacious 4-bedroom, 2-bathroom rental offers approximately 2000 sq ft of living area that has been recently renovated in the last few years, large kitchen with stainless steel appliances opens to dining area with wood burning stove for an additional heat source, also open to living room which has plenty of seating for your family. First floor has 2 bedrooms with 1 full bathroom and second

  Darcy Green Brunet and Company Real Estate

  10 Railroad St, Pomfret Center, CT 06259
• 

  $720,000

  Sold Jul 31, 2026

  271 Putnam Rd, Pomfret Center, CT 06259

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $280/SF
  • 14 Days On Market

  Current Estimated Value $701,969

  Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.

  271 Putnam Rd, Pomfret Center, CT 06259
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  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
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  /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
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  /13

  $1,800 Per Month

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

  269 Old Colony Rd, Eastford, CT 06242

  Lovely 3 bedroom, second floor apartment located in the heart of Eastford. Newly painted, beautifully finished wood floors, bright and clean. Eat in kitchen, perfect place to spread out. Peaceful yard with stone walls and trees. Close to the center of town. no pets, no smoking.

  Amy Vinal Pine Knoll Real Estate

  269 Old Colony Rd, Eastford, CT 06242
• 

  $450,000

  Sold Jun 24, 2026

  53 Prospect St, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $259/SF
  • 14 Days On Market

  Current Estimated Value $444,389

  Last Listing Agent Skyla Gagnon RE/MAX Bell Park Realty

  53 Prospect St, Woodstock, CT 06281
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  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
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  /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
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  /13

  $2,700 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • House for Rent

  18 Lynwood Dr, Willimantic, CT 06226

  Experience the unbeatable convenience of this beautifully refreshed home, situated just steps from Eastern Connecticut State. This property shines with a brand-new kitchen, new LVP flooring and fresh paint. Beyond the interior updates, you'll enjoy a rare outdoor find for the area: a massive, flat backyard perfect for hosting summer BBQs, gardening, or simply relaxing in the sun.

  Jacob Essig William Pitt Sotheby's Int'l

  18 Lynwood Dr, Willimantic, CT 06226
• 

  $340,000

  Sold Nov 14, 2025

  36 Connecticut Mills Ave, Danielson, CT 06239

  • 6 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1915

  Last Sold Summary

  • 3% Below List Price
  • $136/SF
  • 143 Days On Market

  Current Estimated Value $363,846

  Last Listing Agent Deb Kirkconnell Brunet and Company Real Estate

  36 Connecticut Mills Ave, Danielson, CT 06239
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  Est $220,397

  Not Listed For Sale

  40 S Prospect St, Putnam, CT 06260

  40 S Prospect St, Putnam, CT 06260

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Derek Greene Derek Greene
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  /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
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  /13

  $1,600 Per Month

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

  42-44 Chapman St Unit 2, Putnam, CT 06260

  Real nice second floor apartment that has been totally renovated. Nice eat-in kitchen with stove, refrigerator and dishwasher. 3/4 bath with shower stall. 2 generous size bedrooms. Primary bedroom has hook-up for washer and dryer in closet. Plenty of parking and very close to Rt. 395. Within walking distance to downtown Putnam for all the events that go on through the year. No pets are allowed.

  Joann Hall RE/MAX Bell Park Realty

  42-44 Chapman St Unit 2, Putnam, CT 06260
• 

  $527,500

  Sold May 01, 2026

  844 Wrights Crossing Rd, Pomfret Center, CT 06259

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1750

  Last Sold Summary

  • $236/SF
  • 3 Days On Market

  Current Estimated Value $561,203

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  844 Wrights Crossing Rd, Pomfret Center, CT 06259
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  Not Listed For Sale

  4 Jackson Ln, Mansfield, CT 06250

  • 4 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 2025

  4 Jackson Ln, Mansfield, CT 06250

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Sheri Shvonski List N Show LLC
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  /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
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  /15

  $1,700 Per Month

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

  42-44 Chapman St Unit 1, Putnam, CT 06260

  Beautiful first floor apartment that has been totally remodeled. Nice bright kitchen with stove, refrigerator and dishwasher with room for a kitchen table. Brand new bathroom with full-size tub. Living room has double doors to master bedroom with built-in closets. Nice size second bedroom. All floors, except bath and kitchen are hardwood and beautifully refinished. Great central location, which

  Joann Hall RE/MAX Bell Park Realty

  42-44 Chapman St Unit 1, Putnam, CT 06260
• 

  $310,000

  Sold Jun 12, 2026

  22 Westford Rd, Eastford, CT 06242

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft
  • Built 1780

  Last Sold Summary

  • 11% Below List Price
  • $171/SF
  • 43 Days On Market

  Current Estimated Value $314,691

  Last Listing Agent Robin Delaney Robin Delaney Real Estate

  22 Westford Rd, Eastford, CT 06242
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  Est $483,000

  Not Listed For Sale

  54 Stone Rd, Dayville, CT 06241

  • 3 Beds
  • Built 2000

  54 Stone Rd, Dayville, CT 06241

  Last Sold Summary

  • 411 Days On Market

  Last Listing Agent Dan Contino eXp Realty
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  /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
• 

  $393,500

  Sold Jun 30, 2026

  4 Johns Cir Unit Lot 31, Sterling, CT 06377

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $344/SF
  • 6 Days On Market

  Last Listing Agent Patrick Farrell Compass Connecticut, LLC

  4 Johns Cir Unit Lot 31, Sterling, CT 06377
• 

  Est $112,939

  Not Listed For Sale

  70 Stearns St, Killingly, CT 06239

  70 Stearns St, Killingly, CT 06239

  Last Sold Summary

  • 179 Days On Market

  Last Listing Agent Ray Preece Signature Properties of N.E.
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  /29

  $325,000

  New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,167 Sq Ft

  7 Nahaco Hill Ln, Eastford, CT 06242

  Construction completed! Last one at this price! Welcome to Nahaco Hills, a private, all ages community of 24 single family ranch homes. Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect for relaxing and enjoying the peaceful surroundings. The

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  7 Nahaco Hill Ln, Eastford, CT 06242
• 

  $335,000

  Sold Jun 05, 2026

  34 Prince St, Danielson, CT 06239

  • 1 Bed
  • 1 Bath
  • 832 Sq Ft
  • Built 1945

  Last Sold Summary

  • 12% Above List Price
  • $403/SF
  • 9 Days On Market

  Current Estimated Value $264,696

  Last Listing Agent Claritza Fong Torres Coldwell Banker Realty

  34 Prince St, Danielson, CT 06239
• 

  Est $429,230

  Not Listed For Sale

  260 Phoenixville Rd, Chaplin, CT 06235

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft
  • Built 2024

  260 Phoenixville Rd, Chaplin, CT 06235

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Cathyann Schulte Countryside Realty
• 

  

  /13

  $799,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  36 Olde Meadow Rd, Woodstock, CT 06281

  TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to BUILD a custom home in one of the area's most desirable neighborhoods. Partner with an

  

  Tina Lajoie

  Signature Properties of New England

  36 Olde Meadow Rd, Woodstock, CT 06281
• 

  $120,000

  Sold Dec 01, 2025

  0 Sunnyside Dr, Thompson, CT 06277

  • Land
  • 10.3 Acres
  • $11,650 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 103 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  0 Sunnyside Dr, Thompson, CT 06277
• 

  Est $519,715

  Not Listed For Sale

  189 Coomer Hill Rd, Dayville, CT 06241

  189 Coomer Hill Rd, Dayville, CT 06241

  Last Sold Summary

  • 274 Days On Market

  Last Listing Agent Lexie Brunet Brunet and Company Real Estate
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  /40

  $745,000

  Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,840 Sq Ft

  175 Cranberry Bog Rd, Danielson, CT 06239

  Wow! 14 acres and 5 bedrooms! This stunning property is secluded yet close to amenities. Sweeping gravel drive brings you to this sunny oasis in the woods. An impeccably maintained home with many updates, including a new roof in 2025. A large entry foyer showcases the hardwood flooring that runs throughout the majority of the main level. and opens to an expansive tiled kitchen on one side and

  Valerie Edwards CR Premier Properties

  175 Cranberry Bog Rd, Danielson, CT 06239
• 

  $450,000

  Sold Oct 27, 2025

  31 Bob White Way, Moosup, CT 06354

  • 4 Beds
  • 3.5 Baths
  • 2,075 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 35 Days On Market

  Current Estimated Value $495,240

  Last Listing Agent Maria Marcotte RE/MAX One

  31 Bob White Way, Moosup, CT 06354
• 

  Est $672,551

  Not Listed For Sale

  5 Brookside Landing, Putnam, CT 06260

  • 3 Beds
  • 3.5 Baths
  • 3,027 Sq Ft
  • Built 2015

  5 Brookside Landing, Putnam, CT 06260

  Last Sold Summary

  • 8 Days On Market

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

Showing Results 161 - 200, Page 5 of 18