46,122

Windham County, CT Homes

Section Image
    • 54 Stone Rd, Dayville, CT 06241

      Est $641,000 Not Listed For Sale

      54 Stone Rd, Dayville, CT 06241

      • 3 Beds
      • Built 2000
      54 Stone Rd, Dayville, CT 06241

      Last Sold Summary

      • 701% Above List Price
      • $1/SF
      • 411 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Dan Contino eXp Realty

  • 29 Tripp Hollow Rd, Brooklyn, CT 06234
    29 Tripp Hollow Rd, Brooklyn, CT 06234
    29 Tripp Hollow Rd, Brooklyn, CT 06234
    /20

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,306 Sq Ft

    29 Tripp Hollow Rd, Brooklyn, CT 06234

    Nearly new Raised Ranch featuring Open Living Area with Cathedral Ceilings, Kitchen has granite countertops and Stainless Appliances. Hardwood Oak Flooring Throughout. Plus 3 Bedrooms and 2 Full Baths on Main Level. Lower level is all set up for finishing a Family room or 4th Bedroom. Finished Utility room with Laundry and Half Bath. Large two car Garage. Back deck off kitchen. All set on nice

    Mae Lyons Stonehouse Real Estate Co., LLC

    29 Tripp Hollow Rd, Brooklyn, CT 06234
  • 46 Pomfret Landing Rd, Brooklyn, CT 06234

    $380,000 Sold Feb 27, 2026

    46 Pomfret Landing Rd, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 1,492 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Below List Price
    • $255/SF
    • 24 Days On Market

    Current Estimated Value $391,748

    Last Listing Agent Robin Smith RE/MAX Bell Park Realty

    46 Pomfret Landing Rd, Brooklyn, CT 06234
    • 0 Lovers Ln, Plainfield, CT 06374

      Not Listed For Sale

      0 Lovers Ln, Plainfield, CT 06374

      0 Lovers Ln, Plainfield, CT 06374

      Last Sold Summary

      • 50 Days On Market

      Last Sold Price $32,500

      Last Listing Agent Tony Martin Home Pro Real Estate

  • 34 Pleasant St Unit 4, Plainfield, CT 06374
    34 Pleasant St Unit 4, Plainfield, CT 06374
    34 Pleasant St Unit 4, Plainfield, CT 06374
    /25

    $264,900

    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft

    34 Pleasant St Unit 4, Plainfield, CT 06374

    You can own this 3 bed home with NO money down and gain a pool for a little more than your monthly rent at nearly $2234 a month....all taxes, insurance and HOA fees included. Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 4, Plainfield, CT 06374
  • 106 Oxbow Dr, Willimantic, CT 06226

    $290,000 Sold Aug 29, 2025

    106 Oxbow Dr, Willimantic, CT 06226

    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $163/SF
    • 61 Days On Market

    Current Estimated Value $304,586

    Last Listing Agent Sondra Reid Home Selling Team

    106 Oxbow Dr, Willimantic, CT 06226
    • Unlisted Address

      Est $619,436 Not Listed For Sale

      Unlisted Address

      • 15 Beds
      • 6 Baths
      • 3,900 Sq Ft
      • Built 1915
      Unlisted Address

      Last Sold Summary

      • 15% Above List Price
      • $138/SF
      • 18 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Lisa Cozzi Century 21 AllPoints Realty

  • 7 Devotion Rd, Windham, CT 06280
    7 Devotion Rd, Windham, CT 06280
    7 Devotion Rd, Windham, CT 06280
    /26

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,787 Sq Ft

    7 Devotion Rd, Windham, CT 06280

    Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

    Alexia Andrade US Asset Realty

    7 Devotion Rd, Windham, CT 06280
  • 29 Horn Rd, Windham, CT 06280

    $360,000 Sold Jun 03, 2025

    29 Horn Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Above List Price
    • $238/SF
    • 3 Days On Market

    Current Estimated Value $347,788

    Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

    29 Horn Rd, Windham, CT 06280
    • 260 Phoenixville Rd, Chaplin, CT 06235

      Est $425,583 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

      • 6% Below List Price
      • $171/SF
      • 4 Days On Market

      Last Sold Price $453,000

      Last Listing Agent Cathyann Schulte Countryside Realty

  • 1 John's Cir Unit Lot 37, Sterling, CT 06377
    1 John's Cir Unit Lot 37, Sterling, CT 06377
    1 John's Cir Unit Lot 37, Sterling, CT 06377
    /9

    $419,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    1 John's Cir Unit Lot 37, Sterling, CT 06377

    * NEW CONSTRUCTION * Last Remaning Lot *. Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Colonial offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do

    Patrick Farrell Compass Connecticut, LLC

    1 John's Cir Unit Lot 37, Sterling, CT 06377
  • 333 Snake Meadow Rd, Killingly, CT 06239

    $429,900 Sold Apr 04, 2025

    333 Snake Meadow Rd, Killingly, CT 06239

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 2024

    Last Sold Summary

    • $413/SF
    • 1 Day On Market

    Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

    333 Snake Meadow Rd, Killingly, CT 06239
    • 189 Coomer Hill Rd, Dayville, CT 06241

      Est $78,505 Not Listed For Sale

      189 Coomer Hill Rd, Dayville, CT 06241

      189 Coomer Hill Rd, Dayville, CT 06241

      Last Sold Summary

      • 12% Above List Price
      • $1/SF
      • 274 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Lexie Brunet Brunet and Company Real Estate

  • 164 Paradise Dr, Brooklyn, CT 06234
    164 Paradise Dr, Brooklyn, CT 06234
    164 Paradise Dr, Brooklyn, CT 06234
    /35

    $399,900 Under Contract

    • 2 Beds
    • 3 Baths
    • 1,490 Sq Ft

    164 Paradise Dr, Brooklyn, CT 06234

    King of the Hill-enjoy sweeping water views from this beautifully remodeled contemporary home filled with natural light from skylights, oversized windows, and French doors. High ceilings and exposed beams create an open, airy feel throughout. The efficient cook's kitchen and dining area are ideal for everyday living and entertaining. Two-bedroom suites offer private retreats, each featuring

    Catherine Howard Berkshire Hathaway NE Prop.

    164 Paradise Dr, Brooklyn, CT 06234
  • 25 Lori Dr, Plainfield, CT 06374

    $315,000 Sold Jul 18, 2025

    25 Lori Dr, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1989

    Last Sold Summary

    • 26% Above List Price
    • $300/SF
    • 0 Days On Market

    Current Estimated Value $318,205

    Last Listing Agent Christine Johnson RE/MAX One

    25 Lori Dr, Plainfield, CT 06374
    • 5 Brookside Landing, Putnam, CT 06260

      Est $653,316 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

      • 14% Above List Price
      • $190/SF
      • 8 Days On Market

      Last Sold Price $575,000

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

  • 159 Old Tatnic Hill Rd, Brooklyn, CT 06234
    159 Old Tatnic Hill Rd, Brooklyn, CT 06234
    /2

    $449,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    159 Old Tatnic Hill Rd, Brooklyn, CT 06234

    Lovely single level ranch to be built in Brooklyn's newest subdivision. This six lot subdivision is located on a quiet, country road in an excellent Brooklyn location. Enjoy one level living in this modern farmhouse style ranch. The plan features a bright open eat-in kitchen with granite counters and a farmer's sink, and a large family room. The primary bedroom has a private full bath with stand

    Barbara Diaz RE/MAX Bell Park Realty

    159 Old Tatnic Hill Rd, Brooklyn, CT 06234
  • 183 Thompson Rd, Thompson, CT 06277

    $525,000 Sold Dec 01, 2025

    183 Thompson Rd, Thompson, CT 06277

    • 3 Beds
    • 3 Baths
    • 1,724 Sq Ft
    • Built 1850

    Last Sold Summary

    • 4% Below List Price
    • $305/SF
    • 19 Days On Market

    Current Estimated Value $514,183

    Last Listing Agent The Schlesman Realty Group ERA Key Realty Services

    183 Thompson Rd, Thompson, CT 06277
    • 8 Erin Dr, Plainfield, CT 06374

      Not Listed For Sale

      8 Erin Dr, Plainfield, CT 06374

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1983
      8 Erin Dr, Plainfield, CT 06374

      Last Sold Summary

      • $63/SF
      • 2 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Irene Adams Signature Properties of N.E.

  • 1370 Plainfield Pike, Sterling, CT 06377
    1370 Plainfield Pike, Sterling, CT 06377
    1370 Plainfield Pike, Sterling, CT 06377
    /25

    $399,000 Pending

    • 5 Beds
    • 2 Baths
    • 1,498 Sq Ft

    1370 Plainfield Pike, Sterling, CT 06377

    Just over the Connecticut line, this fully renovated 5 bedroom home sits on nearly 2 acres and offers Rhode Island buyers the opportunity to get more space and land without sacrificing convenience. Located minutes from the RI border along Plainfield Pike, the property provides easy access to Coventry, Foster, Scituate, and I 395 while still enjoying the charm and space of rural eastern

    Derek Greene The Greene Realty Group

    1370 Plainfield Pike, Sterling, CT 06377
  • 72 South St, Brooklyn, CT 06234

    $474,900 Sold Dec 05, 2025

    72 South St, Brooklyn, CT 06234

    • 3 Beds
    • 3 Baths
    • 1,795 Sq Ft
    • Built 2025

    Last Sold Summary

    • $265/SF
    • 56 Days On Market

    Last Listing Agent Christine Johnson RE/MAX One

    72 South St, Brooklyn, CT 06234
    • 705 Ekonk Hill Rd, Sterling, CT 06354

      Est $453,454 Not Listed For Sale

      705 Ekonk Hill Rd, Sterling, CT 06354

      • 3 Beds
      • 1.5 Baths
      • 2,844 Sq Ft
      • Built 2000
      705 Ekonk Hill Rd, Sterling, CT 06354

      Last Sold Summary

      • 1% Above List Price
      • $158/SF
      • 26 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Belinda Culp Berkshire Hathaway Home Services

  • 124 S Main St, Brooklyn, CT 06234
    124 S Main St, Brooklyn, CT 06234
    124 S Main St, Brooklyn, CT 06234
    /23

    $295,000 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    124 S Main St, Brooklyn, CT 06234

    Charming bungalow-style home offering 4 bedrooms and 1.5 baths with 1,644 square feet of living space. Fully renovated in 2009, this home features a surprisingly spacious layout with a large living room and a generously sized eat-in kitchen. Don't let the exterior fool you-there's more space inside than meets the eye. A great opportunity for those looking for space and value in a well-maintained

    Heather Ash Spadola RE/MAX One

    124 S Main St, Brooklyn, CT 06234
  • 222 Route 197, Woodstock, CT 06281

    $565,000 Sold Jul 18, 2025

    222 Route 197, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft
    • Built 1991

    Last Sold Summary

    • $289/SF
    • 8 Days On Market

    Current Estimated Value $573,551

    Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC

    222 Route 197, Woodstock, CT 06281
    • 262 S Shore Rd, Dayville, CT 06241

      Not Listed For Sale

      262 S Shore Rd, Dayville, CT 06241

      • 2 Beds
      • 1 Bath
      • 1,134 Sq Ft
      • Built 1981
      262 S Shore Rd, Dayville, CT 06241

      Last Sold Summary

      • $123/SF
      • 3 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Christine Johnson RE/MAX

  • 70 Walnut St, Putnam, CT 06260
    70 Walnut St, Putnam, CT 06260
    70 Walnut St, Putnam, CT 06260
    /20

    $350,000

    • 5 Beds
    • 2 Baths
    • 1,998 Sq Ft

    70 Walnut St, Putnam, CT 06260

    Charming Victorian 2-family set up high and framed by a classic stone wall, situated on a spacious .45-acre lot and fully occupied with strong cash flow from day one. Both tenants are in yearly leases, providing stability and consistent income, and each unit features separate utilities with individual boilers, with tenants paying their own heat and electric to help maximize returns. The

    Tyrone Murphy REMAX Revolution

    70 Walnut St, Putnam, CT 06260
  • 30 Sterling Ridge Ln, Sterling, CT 06377
    30 Sterling Ridge Ln, Sterling, CT 06377
    30 Sterling Ridge Ln, Sterling, CT 06377
    /5

    $399,900 Sold May 16, 2025

    30 Sterling Ridge Ln, Sterling, CT 06377

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft
    • Built 2025

    Last Sold Summary

    • $225/SF
    • 0 Days On Market

    Last Listing Agent Nicole Maine Lila Delman Compass

    30 Sterling Ridge Ln, Sterling, CT 06377
    • 141 State Ave, Killingly, CT 06263

      Est $236,488 Not Listed For Sale

      141 State Ave, Killingly, CT 06263

      • 2 Beds
      • 1 Bath
      • 814 Sq Ft
      • Built 1915
      141 State Ave, Killingly, CT 06263

      Last Sold Summary

      • 2% Below List Price
      • $297/SF
      • 20 Days On Market

      Last Sold Price $242,000

      Last Listing Agent Coleen Brakenwagen Real Broker CT, LLC

  • 70 Hawkins Rd, Woodstock Valley, CT 06282
    70 Hawkins Rd, Woodstock Valley, CT 06282
    70 Hawkins Rd, Woodstock Valley, CT 06282
    /38

    $375,000

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    70 Hawkins Rd, Woodstock Valley, CT 06282

    Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

    Joyce Teixeira Dream Living Realty, LLC

    70 Hawkins Rd, Woodstock Valley, CT 06282
  • 30 Brunswick Ave, Plainfield, CT 06354

    $399,000 Sold Oct 21, 2025

    30 Brunswick Ave, Plainfield, CT 06354

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Above List Price
    • $369/SF
    • 14 Days On Market

    Last Listing Agent Paige Collelo Taber Realty, LLC

    30 Brunswick Ave, Plainfield, CT 06354
    • 30 Pond St Unit 30, Plainfield, CT 06374

      Not Listed For Sale

      30 Pond St Unit 30, Plainfield, CT 06374

      • 2 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 2006
      30 Pond St Unit 30, Plainfield, CT 06374

      Last Sold Summary

      • $183/SF
      • 11 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Amy Rio Executive Real Estate

  • 5 Woods Way Unit WOOD005, Windham, CT 06256
    5 Woods Way Unit WOOD005, Windham, CT 06256
    5 Woods Way Unit WOOD005, Windham, CT 06256
    /13

    $134,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    5 Woods Way Unit WOOD005, Windham, CT 06256

    Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

    Nichole Boisvert Stonegate Manor

    5 Woods Way Unit WOOD005, Windham, CT 06256
  • 195 Quarry St, Willimantic, CT 06226

    $320,000 Sold Aug 13, 2025

    195 Quarry St, Willimantic, CT 06226

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1979

    Last Sold Summary

    • $152/SF
    • 6 Days On Market

    Current Estimated Value $321,000

    Last Listing Agent Jasmine Baker RE/MAX One

    195 Quarry St, Willimantic, CT 06226
    • 164 Gorman Rd, Brooklyn, CT 06234

      Est $606,343 Not Listed For Sale

      164 Gorman Rd, Brooklyn, CT 06234

      • 3 Beds
      • 2.5 Baths
      • 2,357 Sq Ft
      • Built 2017
      164 Gorman Rd, Brooklyn, CT 06234

      Last Sold Summary

      • 2% Below List Price
      • $263/SF
      • 9 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Skyla Gagnon RE/MAX

  • 402 Perrin Rd, Woodstock, CT 06281
    402 Perrin Rd, Woodstock, CT 06281
    402 Perrin Rd, Woodstock, CT 06281
    /40

    $679,000

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    402 Perrin Rd, Woodstock, CT 06281

    Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

    Kelly Ryan William Raveis Real Estate

    402 Perrin Rd, Woodstock, CT 06281
  • 1340B Connecticut 169, Woodstock, CT 06281
    1340B Connecticut 169, Woodstock, CT 06281
    1340B Connecticut 169, Woodstock, CT 06281
    /24

    $49,900 Sold Jul 13, 2025

    1340B Connecticut 169, Woodstock, CT 06281

    • Land
    • 3.6 Acres
    • $13,861 per Acre

    Last Sold Summary

    • 58 Days On Market

    Last Listing Agent Dennis Duga Dr. LAND

    1340B Connecticut 169, Woodstock, CT 06281
    • 297 Sabin St Unit 36, Putnam, CT 06260

      Est $376,327 Not Listed For Sale

      297 Sabin St Unit 36, Putnam, CT 06260

      • 2 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 2017
      297 Sabin St Unit 36, Putnam, CT 06260

      Last Sold Summary

      • 4% Above List Price
      • $273/SF
      • 22 Days On Market

      Last Sold Price $362,500

      Last Listing Agent Mary Collins Berkshire Hathaway Home Services

  • 22 Westford Rd, Eastford, CT 06242
    22 Westford Rd, Eastford, CT 06242
    22 Westford Rd, Eastford, CT 06242
    /34

    $349,900

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

    22 Westford Rd, Eastford, CT 06242

    A rare opportunity to own a piece of early New England history, this circa 1780 antique Cape is set in Eastford's quiet village setting, surrounded by open fields and timeless charm. Sited on nearly an acre with classic stone walls, this 3-bedroom, 2-bath home offers over 1800 square feet of character-filled living space. Original details include wide plank floors, exposed masonry, and multiple

    Robin Delaney Robin Delaney Real Estate

    22 Westford Rd, Eastford, CT 06242
  • 27 Haley Ln, North Windham, CT 06256

    $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
    • 128 Orchard Hill Rd, Pomfret Center, CT 06259

      Est $584,132 Not Listed For Sale

      128 Orchard Hill Rd, Pomfret Center, CT 06259

      • 3 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2024
      128 Orchard Hill Rd, Pomfret Center, CT 06259

      Last Sold Summary

      • 3% Below List Price
      • $301/SF
      • 9 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Mary Collins Berkshire Hathaway Home Services

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