Windham County, CT Homes

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  /40

  $659,900

  $40K PRICE DROP

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

  38 Madison Ave, Thompson, CT 06277

  Modern Luxury meets timeless design on a Cul-De-Sac in Thompson, CT! 38 Madison Ave was custom-built home in 2020 and set on nearly 2 private acres, this masterpiece redefines move-in ready. Located in a subdivision with underground utilities, this home offers an impeccable blend of curb appeal and sophisticated design. The Exquisite Interior Design boosts the heart of the home a chef's dream

  

  Lora Savage

  XSell Realty, LLC

  (860) 318-9138

  38 Madison Ave, Thompson, CT 06277
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  /12

  $1,900 Per Month

  • 3 Beds
  • 1 Bath
  • 2,689 Sq Ft
  • Apartment for Rent

  17-19 2nd St, Plainfield, CT 06374

  Do not miss out on the opportunity to rent this well-maintained property that offers 3 bedrooms and 1 full bathroom. Private basement ideal for storage with laundry hookups. Other improvements include fenced in yard, off street parking with designated spot with convenient location just minutes away from i-395, shopping, restaurants, and more! Rental application required, no pets, 2 month security

  Joseph Bonneau eXp Realty

  17-19 2nd St, Plainfield, CT 06374
• 

  $280,000

  Sold Jun 11, 2025

  211 Roanoak Ave, Willimantic, CT 06226

  • 4 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Above List Price
  • $213/SF
  • 2 Days On Market

  Current Estimated Value $268,761

  Last Listing Agent Sharon Watson Stokland List N Show LLC

  211 Roanoak Ave, Willimantic, CT 06226
• 

  Est $538,043

  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
• 

  

  

  /40

  $424,900

  Pending

  • 1 Bed
  • 2 Baths
  • 1,644 Sq Ft

  467 Providence Turnpike, Hampton, CT 06247

  This is a rare, ultra private setting in a solid raised ranch home that offers one level living. Expansive open floor plan, cathedral ceiling great room flows to a dining area to the kitchen. Adjoining full primary suite is on the same level. Set on a private lot, set way back from the road, with a paved drive, this property has room to roam. There is a small pond to the right of the driveway on

  

  Rick Nassiff

  KW Legacy Partners

  (860) 517-4111

  467 Providence Turnpike, Hampton, CT 06247
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  /11

  $1,800

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Townhouse for Rent

  52 Carol Ave, Killingly, CT 06239

  Beautiful property featuring a fully remodeled two-bedroom townhouse apartment with granite counter tops, fully applianced kitchen / all stainless-steel appliances, brand new floors throughout, new vanity, spacious living room, full private basement, two electric fireplaces, ceiling fans, off street parking, coin op laundry onsite & a large yard. Close to the highway, restaurants, shopping,

  52 Carol Ave, Killingly, CT 06239
• 

  $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 $412,384

  Last Listing Agent Joseph Murphy CR Premier Properties

  250 Child Rd, Woodstock, CT 06281
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  /50

  Est $410,889

  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
• 

  

  /40

  $425,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  20 Crooked Trail, Woodstock, CT 06281

  Enjoy lake living in this charming Woodstock retreat located directly across the street from Witches Woods Lake, a fully recreational lake offering boating, fishing, swimming, kayaking, and year-round enjoyment. Set on a beautifully landscaped and oversized .60-acre lot with mature gardens, fruit trees, and peaceful outdoor spaces, this property perfectly blends relaxation, recreation, and

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 255-2882

  20 Crooked Trail, Woodstock, CT 06281
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  /12

  $1,595 Per Month

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • House for Rent

  13 Kent Ct Unit 4, Ashford, CT 06278

  end unit condo for rent located at Ashford Park Condo Assoc. 2 bedroom, one level living with deck. two car only parking, one year lease, no pets. 2 mo sec deposit, rental references required. coin op on site. see agent remarks

  Kathy Dubay I.M.A. Realty LLC

  13 Kent Ct Unit 4, Ashford, CT 06278
• 

  $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 $583,356

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  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
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  /7

  $325,000

  • Land
  • 17.62 Acres
  • $18,445 per Acre

  0 New Rd Unit 24172039, Thompson, CT 06277

  Discover the perfect blend of privacy, nature, and opportunity with this expansive 17.62 acre parcel in Thompson, CT. Tucked away off a shared driveway, this beautiful property offers a peaceful, wooded setting with rolling terrain, ideal for your dream home, private estate, or future investment. Surrounded by scenic New England landscape, the land features mature trees and road frontage along a

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 407-5210

  0 New Rd Unit 24172039, Thompson, CT 06277
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  /11

  $2,500

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Condo for Rent

  199 Church St Unit 201, Windham, CT 06226

  Beautiful fully renovated 4 Bed, 2 Bath apartment only 4 blocks from ECSU campus and a 12-minute drive to UCONN! New appliances, large bedrooms with ceiling fans, remodeled bathrooms, spacious living room and rear deck. Available beginning August 3rd!FREE laundry in each apartment. FREE off-street parking. Water, Sewer, Trash and snow removal included!More photos as

  199 Church St Unit 201, Windham, CT 06226
• 

  $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 $278,017

  Last Listing Agent Sue Esposito Home Selling Team

  5 Kathleen Dr, Willimantic, CT 06226
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  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
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  /14

  $289,000

  $25K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  114 S Main St, Putnam, CT 06260

  Charming Cape-style home featuring 3 bedrooms, a spacious living room, eat-in kitchen, and full bath all on the main level, with hardwood floors throughout much of the home. The unfinished second floor provides great potential to add additional living space. This home also has a large full basement with laundry and plenty of storage, and a detached 1-car garage all on a level lot. With some

  

  Kiki Sydnor

  Choice Realty

  (860) 962-6251

  114 S Main St, Putnam, CT 06260
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  /17

  $1,800 Per Month

  • 3 Beds
  • 1 Bath
  • 2,392 Sq Ft
  • Townhouse for Rent

  387 Putnam Pike, Dayville, CT 06241

  1,100+ square feet! Clean second floor 3 bedroom apartment! It has 1 full bathroom with a tub. This space is just waiting for a homemakers touch. Lots of natural light with a sunroom open to the living room. This unit is just minutes from downtown Killingly, downtown Putnam and 2 large area industrial parks. A very convenient location. Proof of renter's insurance must be obtained before move in.

  Matthew Noren RE/MAX Bell Park Realty

  387 Putnam Pike, Dayville, CT 06241
• 

  $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 $343,138

  Last Listing Agent Deb Kirkconnell Brunet and Company Real Estate

  36 Connecticut Mills Ave, Danielson, CT 06239
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  Est $121,300

  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
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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

  (860) 926-3536

  37 Ruth St, Danielson, CT 06239
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  /5

  $1,150

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft
  • Condo for Rent

  3 Milk St Unit 2A, Windham, CT 06226

  3 Milk St Unit 2A, Windham, CT 06226
• 

  $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 $528,422

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  844 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  Est $328,227

  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
• 

  

  /24

  $595,000

  • Land
  • 100 Acres
  • $5,950 per Acre

  259 Quarry Rd, Woodstock, CT 06281

  Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 288-3922

  259 Quarry Rd, Woodstock, CT 06281
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  /40

  $3,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • House for Rent

  96 Indian Spring Rd, Woodstock, CT 06281

  Welcome to lakefront living at its finest. This beautifully remodeled 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless charm, all set against breathtaking waterfront views. The perfect space to relax and enjoy the peaceful surroundings. Inside, you'll find a thoughtfully updated interior featuring spacious living areas filled with natural light and designed for

  Amanda Mangene William Raveis Real Estate

  96 Indian Spring Rd, Woodstock, CT 06281
• 

  $270,000

  Sold Aug 08, 2025

  285 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1951

  Last Sold Summary

  • 6% Above List Price
  • $250/SF
  • 31 Days On Market

  Current Estimated Value $253,312

  Last Listing Agent Corrinne Lomazzo Berkshire Hathaway NE Prop.

  285 Jackson St, Willimantic, CT 06226
• 

  Est $395,071

  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
• 

  

  /26

  $289,900

  Open Sat 10:30AM - 12:30PM Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft

  43 Hilltop Dr Unit 43, North Windham, CT 06256

  This charming 3bedroom home blends fresh updates with future possibilities. The remodeled kitchen and new flooring (main level) create a bright, modern feel from the moment you walk in. Enjoy morning coffee on the deck, easy parking with the attached garage, and the freedom to design the lower level into whatever space you've been dreaming of. A home that fits your life today-and tomorrow. There

  

  Joan Casey

  RE/MAX Legends

  (860) 879-3551

  43 Hilltop Dr Unit 43, North Windham, CT 06256
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  /12

  $3,600

  Total Monthly Price

  • 6 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  73 Maple Ave, Windham, CT 06226

  Beautiful fully renovated 6 Bed, 2 Bath student rental home only 6 blocks from Eastern's campus and a 12-minute drive to UCONN! That is $600 per student per bedroom. Situated on the 2nd and 3rd floors of the home in a safe and friendly neighborhood. Huge deck, new appliances, large bedrooms with ceiling fans, remodeled bathrooms, spacious living room and rear deck. Also

  73 Maple Ave, Windham, CT 06226
• 

  $625,000

  Sold Sep 02, 2025

  658 Allen Hill Rd, Brooklyn, CT 06234

  • 4 Beds
  • 3.5 Baths
  • 2,606 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 8 Days On Market

  Current Estimated Value $612,991

  Last Listing Agent Rebecca Gadbois RE/MAX Bell Park Realty

  658 Allen Hill Rd, Brooklyn, CT 06234
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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
• 

  

  /10

  $499,900

  $20K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  85 Soap St, Dayville, CT 06241

  Spacious Colonial home with 2160 sq. ft and a 2 car garage. Built in 2006, this home offers comfortable living space, scenic surroundings, and a convenient location close to local shopping, restaurants, and commuting routes. This home features hardwood flooring throughout much of the main living areas and a functional layout designed for everyday living and entertaining. The kitchen includes an

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 737-9677

  85 Soap St, Dayville, CT 06241
• 

  

  /16

  $2,300 Per Month

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

  173 Mansfield Ave, Willimantic, CT 06226

  Clean and bright spacious apartment minutes from Eastern and the Windham Hospital. Offers 3 large bedrooms, one full bath. Kitchen has a space for dinning and the livingroom has built ins. Hardwood floors and lots of sunshine.

  Sondra Reid Home Selling Team

  173 Mansfield Ave, Willimantic, CT 06226
• 

  $505,000

  Sold Jun 17, 2025

  304 Lathrop Rd, Plainfield, CT 06374

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 3 Days On Market

  Current Estimated Value $505,900

  Last Listing Agent Benjamin Carbone Lamacchia Realty

  304 Lathrop Rd, Plainfield, CT 06374
• 

  Not Listed For Sale

  00 Brook Rd, Scotland, CT 06264

  00 Brook Rd, Scotland, CT 06264

  Last Sold Summary

  • 4 Days On Market
• 

  /2

  $369,900

  Open Sat 10AM - 1PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  13 Fernwood St, Plainfield, CT 06374

  Welcome home to this lovely 3-bedroom, 2-bath, Raised Ranch nestled in a desirable Plainfield neighborhood with excellent curb appeal and numerous updates throughout. The spacious primary bedroom suite, added approximately 20 years ago, offers a private retreat complete with a large walk-in closet, full bath featuring a relaxing Jacuzzi tub and separate shower, and newer flooring. The main level

  

  Tina Lajoie

  Signature Properties of N.E.

  (860) 255-2925

  13 Fernwood St, Plainfield, CT 06374
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  /13

  $1,690

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  91 Willowbrook St Unit 1, Windham, CT 06226

  Located at 91 Willowbrook Unit 1, this spacious three-bedroom, one-bath apartment offers comfort, convenience, and plenty of room to spread out. Featuring two separate entrances for added flexibility and privacy, the home welcomes you into a large, bright living room filled with natural light that flows seamlessly into the oversized eat-in kitchen — perfect for gatherings, cooking, and everyday

  91 Willowbrook St Unit 1, Windham, CT 06226
• 

  $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
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  Not Listed For Sale

  0 Cornell Rd, Plainfield, CT 06374

  0 Cornell Rd, Plainfield, CT 06374

  Last Sold Summary

  • 8 Days On Market

Showing Results 121 - 160, Page 4 of 18