46,122

Windham County, CT Homes

Section Image
    • 59 Broad St, Danielson, CT 06239

      Est $346,630 Not Listed For Sale

      59 Broad St, Danielson, CT 06239

      • 4 Beds
      • 3 Baths
      • 1,380 Sq Ft
      • Built 1920
      59 Broad St, Danielson, CT 06239

      Last Sold Summary

      • 7% Above List Price
      • $236/SF
      • 31 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Laurie Sullivan Hope Real Estate Group, Inc.

  • 0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
    /6

    $899,000

    • Land
    • 130.75 Acres
    • $6,876 per Acre

    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

    GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

    Margaret Memoli Memoli&Memoli Real Estate,LLC

    0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
  • 71 Vandale St, Putnam, CT 06260

    $440,000 Sold Apr 28, 2025

    71 Vandale St, Putnam, CT 06260

    • 5 Beds
    • 2.5 Baths
    • 2,632 Sq Ft
    • Built 1959

    Last Sold Summary

    • 10% Above List Price
    • $167/SF
    • 2 Days On Market

    Current Estimated Value $463,386

    Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

    71 Vandale St, Putnam, CT 06260
    • 739 Route 171, Woodstock, CT 06281

      Est $644,805 Not Listed For Sale

      739 Route 171, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 2,277 Sq Ft
      • Built 1977
      739 Route 171, Woodstock, CT 06281

      Last Sold Summary

      • 4% Below List Price
      • $296/SF
      • 20 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Mary Collins Berkshire Hathaway Home Services

  • 64 Westcott Rd, Killingly, CT 06239
    64 Westcott Rd, Killingly, CT 06239
    /2

    $65,000

    • Land
    • 0.28 Acre
    • $232,143 per Acre

    64 Westcott Rd, Killingly, CT 06239

    Vacant land, undeveloped. Buyers to do due diligence.

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    64 Westcott Rd, Killingly, CT 06239
  • 13 Plaza St, Brooklyn, CT 06234

    $319,000 Sold Jan 16, 2026

    13 Plaza St, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $332/SF
    • 68 Days On Market

    Current Estimated Value $312,595

    Last Listing Agent Renee McCammon Berkshire Hathaway NE Prop.

    13 Plaza St, Brooklyn, CT 06234
    • 135 Franklin St, Danielson, CT 06239

      Est $282,715 Not Listed For Sale

      135 Franklin St, Danielson, CT 06239

      • 3 Beds
      • 2 Baths
      • 1,758 Sq Ft
      • Built 1935
      135 Franklin St, Danielson, CT 06239

      Last Sold Summary

      • 20% Below List Price
      • $201/SF
      • 33 Days On Market

      Last Sold Price $352,900

      Last Listing Agent Coleen Brakenwagen Real Broker CT, LLC

  • 115 Grove St, Putnam, CT 06260
    115 Grove St, Putnam, CT 06260
    115 Grove St, Putnam, CT 06260
    /36

    $499,900

    • 9 Beds
    • 3.5 Baths
    • 5,046 Sq Ft

    115 Grove St, Putnam, CT 06260

    INSTANT EQUITY in this beautiful and incredibly spacious two-family home. Sellers just had the home independently appraised for more than their asking price! With 10 foot ceilings throughout this turn of the century manse, the first floor unit features over 2,100 sq ft of living space with 3 large bedrooms, formal dining room, 2 full baths (1 roll-in handicap accessible, fully tiled with shower

    Gerard Hartmann Rockoff Realty

    115 Grove St, Putnam, CT 06260
  • 33 Playground Dr, Woodstock, CT 06281

    $415,000 Sold Feb 24, 2026

    33 Playground Dr, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Above List Price
    • $269/SF
    • 6 Days On Market

    Current Estimated Value $403,310

    Last Listing Agent Joshua Somers P&H Property Consulting, Inc.

    33 Playground Dr, Woodstock, CT 06281
    • 184 Tripp Hollow Rd, Brooklyn, CT 06234

      Est $512,878 Not Listed For Sale

      184 Tripp Hollow Rd, Brooklyn, CT 06234

      • 4 Beds
      • 2.5 Baths
      • 2,480 Sq Ft
      • Built 2006
      184 Tripp Hollow Rd, Brooklyn, CT 06234

      Last Sold Summary

      • 14% Above List Price
      • $182/SF
      • 5 Days On Market

      Last Sold Price $451,200

      Last Listing Agent Kathleen Cooper Sposato Realty Group

  • 22 Jolley Rd, Plainfield, CT 06374
    22 Jolley Rd, Plainfield, CT 06374
    /2

    $275,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,105 Sq Ft

    22 Jolley Rd, Plainfield, CT 06374

    You will love this charming home featuring a large, updated kitchen with granite countertops, stainless steel appliances, and ample space for a dining area, plus easy access to the expansive backyard play area. The living room offers beautiful hardwood floors, a cozy pellet stove, and a bright picture window that fills the space with natural light. There are three nicely sized bedrooms, all with

    Andrew Whitehead The Neighborhood Realty Group

    22 Jolley Rd, Plainfield, CT 06374
  • 217 Orchard Hill Rd, Pomfret, CT 06258

    $50,000 Sold Nov 19, 2025

    217 Orchard Hill Rd, Pomfret, CT 06258

    • Land
    • 4.7 Acres
    • $10,638 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 13 Days On Market

    Current Estimated Value $49,761

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    217 Orchard Hill Rd, Pomfret, CT 06258
    • 15 Rachel Dr, North Grosvenordale, CT 06255

      Est $342,304 Not Listed For Sale

      15 Rachel Dr, North Grosvenordale, CT 06255

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1963
      15 Rachel Dr, North Grosvenordale, CT 06255

      Last Sold Summary

      • 10% Above List Price
      • $300/SF
      • 10 Days On Market

      Last Sold Price $312,505

      Last Listing Agent Skyla Gagnon RE/MAX

  • 263 Christian Hill Rd, Brooklyn, CT 06234
    263 Christian Hill Rd, Brooklyn, CT 06234
    263 Christian Hill Rd, Brooklyn, CT 06234
    /20

    $265,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    263 Christian Hill Rd, Brooklyn, CT 06234

    Contractors take notice!! 1300 square foot Ranch style home solid bones and endless potential. Perfect for renovators or buyers looking to build sweat equity. Functional floor plan with great natural light. Master bedroom suite with 3/4 private bath with skylight. Large backyard with room to create your dream outdoor space.

    Kathy Rickey Signature Properties of N.E.

    263 Christian Hill Rd, Brooklyn, CT 06234
  • 331 Pond Hill Rd, Moosup, CT 06354

    $330,000 Sold Dec 05, 2025

    331 Pond Hill Rd, Moosup, CT 06354

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 36 Days On Market

    Current Estimated Value $337,656

    Last Listing Agent Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
    • 210 Mechanic St, Danielson, CT 06239

      Est $374,048 Not Listed For Sale

      210 Mechanic St, Danielson, CT 06239

      • 4 Beds
      • 2 Baths
      • 2,584 Sq Ft
      • Built 1900
      210 Mechanic St, Danielson, CT 06239

      Last Sold Summary

      • 4% Above List Price
      • $139/SF
      • 52 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Brecken Ellsworth Kazantzis Real Estate, LLC

  • 0 Bebbington Rd, Ashford, CT 06278
    0 Bebbington Rd, Ashford, CT 06278
    0 Bebbington Rd, Ashford, CT 06278
    /4

    $49,900

    • Land
    • 0.5 Acre
    • $99,800 per Acre

    0 Bebbington Rd, Ashford, CT 06278

    Half-Acre Parcel - Opportunity Awaits Discover the potential of this .50-acre parcel offering a peaceful setting with room to bring your vision to life. Whether you're exploring future development possibilities or seeking land as a long-term investment, this property presents a valuable opportunity in today's market. The lot is being sold as-is. Buildability and permitted uses are unknown. Buyers

    Lisa Burns KW Legacy Partners

    0 Bebbington Rd, Ashford, CT 06278
  • 71 Rawson Rd, Woodstock, CT 06281

    $510,000 Sold Dec 19, 2025

    71 Rawson Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1800

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 81 Days On Market

    Current Estimated Value $512,400

    Last Listing Agent James Duffer RISE REC

    71 Rawson Rd, Woodstock, CT 06281
    • 329 South St, Willimantic, CT 06226

      Est $410,956 Not Listed For Sale

      329 South St, Willimantic, CT 06226

      • 3 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 1900
      329 South St, Willimantic, CT 06226

      Last Sold Summary

      • 14% Above List Price
      • $196/SF
      • 8 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Amber Alcazar Coldwell Banker Realty

  • 26 Bass Ln, Brooklyn, CT 06234
    26 Bass Ln, Brooklyn, CT 06234
    26 Bass Ln, Brooklyn, CT 06234
    /8

    $99,900 Under Contract

    • Land
    • 1.83 Acres
    • $54,590 per Acre

    26 Bass Ln, Brooklyn, CT 06234

    Welcome to 26 Bass Lane. Total package consist of 8 lots consisting of 1.83 acres combined. Roughly 250 feet road frontage on Happy Lane while 26 Bass lane is the interior property sharing the road with just one other house. Property has been used for gardening and raising sheep. Mostly cleared dry, high and level land. Two sheds will remain. If you're looking for a quiet, spacious lot with lots

    Catherine Howard Berkshire Hathaway NE Prop.

    26 Bass Ln, Brooklyn, CT 06234
  • 351 Brandy Hill Rd, Thompson, CT 06277

    $420,000 Sold Jun 06, 2025

    351 Brandy Hill Rd, Thompson, CT 06277

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • Built 1982

    Last Sold Summary

    • 1% Below List Price
    • $197/SF
    • 47 Days On Market

    Current Estimated Value $416,809

    Last Listing Agent Matthew Huberdault Byrnes Real Estate Company

    351 Brandy Hill Rd, Thompson, CT 06277
    • 196 Main St, Hampton, CT 06247

      Est $378,542 Not Listed For Sale

      196 Main St, Hampton, CT 06247

      • 2 Beds
      • 1 Bath
      • 1,632 Sq Ft
      • Built 1967
      196 Main St, Hampton, CT 06247

      Last Sold Summary

      • 17% Above List Price
      • $198/SF
      • 20 Days On Market

      Last Sold Price $323,000

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

  • 0 Scotland Rd Unit 24160798, Chaplin, CT 06235
    0 Scotland Rd Unit 24160798, Chaplin, CT 06235
    /2

    $335,000

    • Land
    • 62.27 Acres
    • $5,380 per Acre

    0 Scotland Rd Unit 24160798, Chaplin, CT 06235

    **Builders Take Notice** This is a beautiful 62.273 acres with subdivision opportunities. A-2 Survey is available. Owner financing is available.

    Sherry Borgeson Berkshire Hathaway NE Prop.

    0 Scotland Rd Unit 24160798, Chaplin, CT 06235
  • 26 Main St, Thompson, CT 06255

    $625,000 Sold Jan 02, 2026

    26 Main St, Thompson, CT 06255

    • 5 Beds
    • 4 Baths
    • 24,256 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $26/SF
    • 11 Days On Market

    Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

    26 Main St, Thompson, CT 06255
    • 1115 Route 169, Woodstock, CT 06281
      1115 Route 169, Woodstock, CT 06281
      1115 Route 169, Woodstock, CT 06281
      /39

      Est $483,612 Not Listed For Sale

      1115 Route 169, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 2,644 Sq Ft
      • Built 1986
      1115 Route 169, Woodstock, CT 06281

      Last Sold Summary

      • 15% Above List Price
      • $160/SF
      • 214 Days On Market

      Last Sold Price $422,000

      Last Listing Agent VIvian Kozey CR Premier Properties

  • 1669 Route 169, Woodstock, CT 06281
    1669 Route 169, Woodstock, CT 06281
    1669 Route 169, Woodstock, CT 06281
    /39

    $1,250,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1669 Route 169, Woodstock, CT 06281

    Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

    Ryan De Lello William Pitt Sotheby's International Realty

    1669 Route 169, Woodstock, CT 06281
  • 25 Connecticut 197, Woodstock, CT 06281

    $28,500 Sold Jun 17, 2025

    25 Connecticut 197, Woodstock, CT 06281

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft
    • Built 1990

    Last Sold Summary

    • 59% Below List Price
    • $31/SF
    • 49 Days On Market

    Last Listing Agent Melanie Taylor Berkshire Hathaway NE Prop.

    25 Connecticut 197, Woodstock, CT 06281
    • 35 King St, Putnam, CT 06260

      Est $326,227 Not Listed For Sale

      35 King St, Putnam, CT 06260

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1978
      35 King St, Putnam, CT 06260

      Last Sold Summary

      • 14% Above List Price
      • $297/SF
      • 3 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Kendra Bonette Coldwell Banker Realty

  • 25 Woodstock Meadows, Woodstock, CT 06281
    25 Woodstock Meadows, Woodstock, CT 06281
    25 Woodstock Meadows, Woodstock, CT 06281
    /10

    $238,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    25 Woodstock Meadows, Woodstock, CT 06281

    Charming 2-bedroom, 1.5-bath home in the heart of Woodstock Meadows! Bright, open living spaces with a cozy layout perfect for relaxing or entertaining. Kitchen offers ample storage and easy flow to the dining area. Enjoy the private yard, ideal for outdoor gatherings and gardening. Convenient location close to local amenities and scenic Connecticut charm.

    Derek Greene Derek Greene

    25 Woodstock Meadows, Woodstock, CT 06281
  • 33 MacHine Shop Hill Rd, South Windham, CT 06266

    $160,000 Sold Dec 24, 2025

    33 MacHine Shop Hill Rd, South Windham, CT 06266

    • 5 Beds
    • 1 Bath
    • 2,548 Sq Ft
    • Built 1850

    Last Sold Summary

    • 33% Below List Price
    • $63/SF
    • 145 Days On Market

    Current Estimated Value $184,033

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    33 MacHine Shop Hill Rd, South Windham, CT 06266
    • 140 Katherine Ave, Danielson, CT 06239

      Est $332,283 Not Listed For Sale

      140 Katherine Ave, Danielson, CT 06239

      • 3 Beds
      • 1 Bath
      • 1,132 Sq Ft
      • Built 2004
      140 Katherine Ave, Danielson, CT 06239

      Last Sold Summary

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

      Last Sold Price $345,000

      Last Listing Agent Kara Mazzola First Choice Realty

  • 94 Little Pond Rd, Woodstock, CT 06281
    94 Little Pond Rd, Woodstock, CT 06281
    94 Little Pond Rd, Woodstock, CT 06281
    /20

    $369,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,118 Sq Ft

    94 Little Pond Rd, Woodstock, CT 06281

    Welcome home to this beautifully maintained 3-bedroom, 1-bath residence nestled on a generous half-acre lot. Perfectly situated for privacy and room to roam, the expansive yard offers endless possibilities-whether you dream of a lush garden, a fire-pit or gathering spot. Step inside and be greeted by warm hardwood floors that flow seamlessly throughout the entire home, creating a bright, cohesive

    Jessica Deojay RE/MAX Bell Park Realty

    94 Little Pond Rd, Woodstock, CT 06281
  • 0 Red Bridge Rd, Thompson, CT 06255

    $70,000 Sold Jun 30, 2025

    0 Red Bridge Rd, Thompson, CT 06255

    • Land
    • 2 Acres
    • $35,000 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 26 Days On Market

    Last Listing Agent Rachael Johnston Johnston & Associates Real Estate, LLC

    0 Red Bridge Rd, Thompson, CT 06255
    • 30 Bates Pond Rd, Canterbury, CT 06331

      Est $681,762 Not Listed For Sale

      30 Bates Pond Rd, Canterbury, CT 06331

      • 3 Beds
      • 4 Baths
      • 3,296 Sq Ft
      • Built 1995
      30 Bates Pond Rd, Canterbury, CT 06331

      Last Sold Summary

      • 5% Above List Price
      • $197/SF
      • 3 Days On Market

      Last Sold Price $649,900

      Last Listing Agent Christa Haveles Berkshire Hathaway Home Services

  • 39 S Windham Rd, Willimantic, CT 06226
    39 S Windham Rd, Willimantic, CT 06226
    39 S Windham Rd, Willimantic, CT 06226
    /33

    $279,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    39 S Windham Rd, Willimantic, CT 06226

    We have had a lot of interest on this property therefor we are asking for HIGHEST/BEST BY TUES. 3/10 AT NOON. Charming and well-maintained Cape set on a private 1.1-acre lot, offering peaceful surroundings while remaining close to local amenities and major commuter routes. This home features 1,120 sq ft of living space with 9ft ceilings. Town records reflect a 3-bedroom home; however, one bedroom

    Susan Walsh RE/MAX One

    39 S Windham Rd, Willimantic, CT 06226
  • 90 Putnam Pike, Killingly, CT 06241

    $600,000 Sold Sep 05, 2025

    90 Putnam Pike, Killingly, CT 06241

    • Land
    • 54 Acres
    • $11,111 per Acre

    Last Sold Summary

    • 316 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    90 Putnam Pike, Killingly, CT 06241
    • 28 Prospect St, Woodstock, CT 06281

      Est $729,775 Not Listed For Sale

      28 Prospect St, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 2,832 Sq Ft
      • Built 1750
      28 Prospect St, Woodstock, CT 06281

      Last Sold Summary

      • 10% Above List Price
      • $235/SF
      • 45 Days On Market

      Last Sold Price $665,000

      Last Listing Agent Stephanie Gosselin Berkshire Hathaway Home Services

  • 117 Riverside Dr, North Grosvenordl, CT 06255
    117 Riverside Dr, North Grosvenordl, CT 06255
    117 Riverside Dr, North Grosvenordl, CT 06255
    /4

    $499,900

    • Land
    • 11.15 Acres
    • $44,834 per Acre

    117 Riverside Dr, North Grosvenordl, CT 06255

    Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

    Cary Marcoux RE/MAX Bell Park Realty

    117 Riverside Dr, North Grosvenordl, CT 06255
  • 0 Connecticut 169, Woodstock, CT 06281

    $130,000 Sold Oct 28, 2025

    0 Connecticut 169, Woodstock, CT 06281

    • Land
    • 3.96 Acres
    • $32,828 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 22 Days On Market

    Last Listing Agent Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281
    • 531 Providence Pike, Putnam, CT 06260

      Est $393,477 Not Listed For Sale

      531 Providence Pike, Putnam, CT 06260

      • 3 Beds
      • 1.5 Baths
      • 1,332 Sq Ft
      • Built 1968
      531 Providence Pike, Putnam, CT 06260

      Last Sold Summary

      • 8% Above List Price
      • $274/SF
      • 54 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Joann Hall RE/MAX

Showing Results 441 - 480, Page 12 of 18

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