46,122

Windham County, CT Homes

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  • 159 Walnut St, Putnam, CT 06260

    $195,000 Sold Sep 19, 2025

    159 Walnut St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft
    • Built 1877

    Last Sold Summary

    • 20% Below List Price
    • $170/SF
    • 158 Days On Market

    Current Estimated Value $216,922

    Last Listing Agent Danielle Bakanowsky Kazantzis Real Estate, LLC

    159 Walnut St, Putnam, CT 06260
    • 45 Salmon Dr, Brooklyn, CT 06234

      Est $454,513 Not Listed For Sale

      45 Salmon Dr, Brooklyn, CT 06234

      • 3 Beds
      • 2.5 Baths
      • 1,912 Sq Ft
      • Built 2009
      45 Salmon Dr, Brooklyn, CT 06234

      Last Sold Summary

      • 7% Above List Price
      • $222/SF
      • 10 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Jennifer Jackson Berkshire Hathaway Home Services

  • 10 First St, North Grosvenordale, CT 06255
    10 First St, North Grosvenordale, CT 06255
    10 First St, North Grosvenordale, CT 06255
    /28

    $320,000 Pending

    • 3 Beds
    • 1 Bath
    • 958 Sq Ft

    10 First St, North Grosvenordale, CT 06255

    Well-maintained 3-bedroom ranch offering single-level living in North Grosvenordale. Features hardwood floors, an unfinished basement with storage and potential, and a sun porch/mudroom entry. Recent updates include a new roof (2025), new windows throughout, boiler installed 2013 and serviced in 2024, and a new oil tank. A leased solar system is in place - transfer to new owner required, subject

    Sarji Properties Team Gold Door Realty

    10 First St, North Grosvenordale, CT 06255
  • 140 Groveland Ave, Putnam, CT 06260

    $440,000 Sold May 16, 2025

    140 Groveland Ave, Putnam, CT 06260

    • 3 Beds
    • 3.5 Baths
    • 2,429 Sq Ft
    • Built 2012

    Last Sold Summary

    • $181/SF
    • 13 Days On Market

    Current Estimated Value $469,525

    Last Listing Agent Georgi Morin S.C.E. Real Estate

    140 Groveland Ave, Putnam, CT 06260
    • 159 Hartford Rd, Brooklyn, CT 06234

      Est $495,460 Not Listed For Sale

      159 Hartford Rd, Brooklyn, CT 06234

      • 4 Beds
      • 1 Bath
      • 2,126 Sq Ft
      • Built 1704
      159 Hartford Rd, Brooklyn, CT 06234

      Last Sold Summary

      • 52% Above List Price
      • $153/SF
      • 42 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Brecken Ellsworth Kazantzis Real Estate, LLC

  • 0 Lyon Hill Rd, Woodstock, CT 06281
    0 Lyon Hill Rd, Woodstock, CT 06281
    0 Lyon Hill Rd, Woodstock, CT 06281
    /22

    $99,900

    • Land
    • 13.6 Acres
    • $7,346 per Acre

    0 Lyon Hill Rd, Woodstock, CT 06281

    Woodstock 13.60-Acre Residential Home Lot With 643-FT Frontage Located At The Intersection Of Rte-197, Center Road, And The Beginning Of Lyon Hill Road, Woodstock. Build Site Is Very Accessible, Cleared, Level, Open, And Already Has Two Access Ways / Drives In And Out. Plenty Of Room For House, Well And Septic. Please Do Not Go On The Property Without An Appointment.

    Robert Arute Arute Realty Group LLC

    0 Lyon Hill Rd, Woodstock, CT 06281
  • 153 Bluebird Ln, Brooklyn, CT 06234

    $545,000 Sold Jan 09, 2026

    153 Bluebird Ln, Brooklyn, CT 06234

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $345/SF
    • 46 Days On Market

    Last Listing Agent Mark Tetreault, II RE/MAX Bell Park Realty

    153 Bluebird Ln, Brooklyn, CT 06234
    • 50 Anderson Rd, Brooklyn, CT 06234

      Not Listed For Sale

      50 Anderson Rd, Brooklyn, CT 06234

      • 4 Beds
      • 1 Bath
      • 1,454 Sq Ft
      • Built 1950
      50 Anderson Rd, Brooklyn, CT 06234

      Last Sold Summary

      • $156/SF
      • 24 Days On Market

      Last Sold Price $227,000

      Last Listing Agent Cary Marcoux RE/MAX

  • 80 Aldrich Rd, Putnam, CT 06260
    80 Aldrich Rd, Putnam, CT 06260
    80 Aldrich Rd, Putnam, CT 06260
    /22

    $769,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    80 Aldrich Rd, Putnam, CT 06260

    *Pictures are similar to built* Discover the convenience of one-level living in this beautifully crafted new to-be-built construction ranch offering 2,032 square feet of thoughtfully designed space. Featuring 3 bedrooms and 2 full baths, this home blends comfort and style with an open-concept kitchen, dining, and living area - perfect for entertaining or everyday living. A stunning four-season

    Georgi Morin S.C.E. Real Estate

    80 Aldrich Rd, Putnam, CT 06260
  • 7 Shelby Cir, Dayville, CT 06241

    $310,000 Sold Feb 13, 2026

    7 Shelby Cir, Dayville, CT 06241

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $323/SF
    • 91 Days On Market

    Current Estimated Value $310,249

    Last Listing Agent Carol Ryniewicz CR Premier Properties

    7 Shelby Cir, Dayville, CT 06241
    • 20 Old Putnam Road Extension, Danielson, CT 06239

      Est $293,071 Not Listed For Sale

      20 Old Putnam Road Extension, Danielson, CT 06239

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1984
      20 Old Putnam Road Extension, Danielson, CT 06239

      Last Sold Summary

      • 11% Above List Price
      • $291/SF
      • 2 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Kelsie Griffin Wolfburg Kazantzis Real Estate, LLC

  • 170 Smith Rd, Woodstock, CT 06281
    170 Smith Rd, Woodstock, CT 06281
    170 Smith Rd, Woodstock, CT 06281
    /34

    $350,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft

    170 Smith Rd, Woodstock, CT 06281

    Set on 4.3 private acres along a quiet country road, this well-located Woodstock property offers peaceful, nature-filled surroundings with exceptional privacy and 872 feet of road frontage. The home features 1,754 square feet of living space with 3 bedrooms and 2 full baths, designed for comfortable everyday living. A standout feature is the newer in-law apartment on the lower level, complete

    John Downs Berkshire Hathaway NE Prop.

    170 Smith Rd, Woodstock, CT 06281
  • 409 Main St, Danielson, CT 06239

    $460,000 Sold Jan 16, 2026

    409 Main St, Danielson, CT 06239

    • 8 Beds
    • 5.5 Baths
    • 4,670 Sq Ft
    • Built 1800

    Last Sold Summary

    • 16% Below List Price
    • $99/SF
    • 56 Days On Market

    Current Estimated Value $459,437

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    409 Main St, Danielson, CT 06239
    • 441 Putnam Rd, Danielson, CT 06239

      Est $333,367 Not Listed For Sale

      441 Putnam Rd, Danielson, CT 06239

      • 3 Beds
      • 1.5 Baths
      • 1,748 Sq Ft
      • Built 1955
      441 Putnam Rd, Danielson, CT 06239

      Last Sold Summary

      • 11% Above List Price
      • $171/SF
      • 4 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Joseph Bonneau eXp Realty

  • 0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
    /6

    $359,900

    • Land
    • 45 Acres
    • $7,998 per Acre

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239

    Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

    Joseph Bonneau eXp Realty

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
  • 121 Highland View Dr, Windham, CT 06266

    $50,000 Sold Sep 26, 2025

    121 Highland View Dr, Windham, CT 06266

    • Land
    • 0.92 Acre
    • $54,348 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Last Listing Agent Jeanne Crum Home Selling Team

    121 Highland View Dr, Windham, CT 06266
    • 10 1st St Unit 12, Plainfield, CT 06374

      Est $333,034 Not Listed For Sale

      10 1st St Unit 12, Plainfield, CT 06374

      • 5 Beds
      • 3 Baths
      • 2,630 Sq Ft
      • Built 1906
      10 1st St Unit 12, Plainfield, CT 06374

      Last Sold Summary

      • 31% Above List Price
      • $97/SF
      • 0 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Christine Johnson RE/MAX

  • 43 Fall Brook Rd, Danielson, CT 06239
    43 Fall Brook Rd, Danielson, CT 06239
    /2

    $75,000

    • Land
    • 8.5 Acres
    • $8,824 per Acre

    43 Fall Brook Rd, Danielson, CT 06239

    lovely 8.5 acre lot buildable, raw land

    Ned Murtha Coastal Properties Group

    43 Fall Brook Rd, Danielson, CT 06239
  • 256 Pine Hill Rd, Sterling, CT 06377

    $135,000 Sold Aug 18, 2025

    256 Pine Hill Rd, Sterling, CT 06377

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $188/SF
    • 5 Days On Market

    Current Estimated Value $145,081

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    256 Pine Hill Rd, Sterling, CT 06377
    • 111 Day St, Brooklyn, CT 06234

      Est $496,460 Not Listed For Sale

      111 Day St, Brooklyn, CT 06234

      • 4 Beds
      • 3 Baths
      • 3,030 Sq Ft
      • Built 1960
      111 Day St, Brooklyn, CT 06234

      Last Sold Summary

      • 24% Above List Price
      • $132/SF
      • 95 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Joanne Putnam DB Associates of CT, LLC

  • 96 Mcdermott Ave, Willimantic, CT 06226
    96 Mcdermott Ave, Willimantic, CT 06226
    96 Mcdermott Ave, Willimantic, CT 06226
    /37

    $299,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    96 Mcdermott Ave, Willimantic, CT 06226

    *Highest & Best Offer Deadline on Tuesday, 3/10/26, 10:00 am.* This beautifully updated and wellmaintained home offers a flexible layout in a convenient neighborhood setting. The main level features comfortable living spaces and three bedrooms with a full bath, while the finished lower level includes a spacious additional room that works perfectly as a fourth bedroom, family room, or multipurpose

    Sue Esposito Home Selling Team

    96 Mcdermott Ave, Willimantic, CT 06226
  • 245 Brooklyn Rd, Canterbury, CT 06331

    $725,000 Sold Jan 23, 2026

    245 Brooklyn Rd, Canterbury, CT 06331

    • 4 Beds
    • 2.5 Baths
    • 3,285 Sq Ft
    • Built 1787

    Last Sold Summary

    • 8% Below List Price
    • $221/SF
    • 64 Days On Market

    Current Estimated Value $719,618

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    245 Brooklyn Rd, Canterbury, CT 06331
    • 429 Child Rd, Woodstock, CT 06281

      Est $695,412 Not Listed For Sale

      429 Child Rd, Woodstock, CT 06281

      • 3 Beds
      • 4 Baths
      • 3,076 Sq Ft
      • Built 2008
      429 Child Rd, Woodstock, CT 06281

      Last Sold Summary

      • 5% Below List Price
      • $239/SF
      • 7 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Jared Meehan RE/MAX

  • 19 Bolles St, Putnam, CT 06260
    19 Bolles St, Putnam, CT 06260
    19 Bolles St, Putnam, CT 06260
    /23

    $299,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    19 Bolles St, Putnam, CT 06260

    Welcome to 19 Bolles St, in the heart of Putnam, Connecticut. This fully occupied, well maintained two family home offers two spacious units, with ample off street parking, and a large, private backyard area. Newer vinyl siding and deck off the back of the property to the first floor unit. Washer/dryer hookups in each unit. Easy access to I-395. Easy commute to Providence, Hartford, Worcester,

    Casey Hardell CR Premier Properties

    19 Bolles St, Putnam, CT 06260
  • 43 Hiawatha Heights, Woodstock Valley, CT 06282

    $789,000 Sold Aug 15, 2025

    43 Hiawatha Heights, Woodstock Valley, CT 06282

    • 2 Beds
    • 2 Baths
    • 1,918 Sq Ft
    • Built 1988

    Last Sold Summary

    • $411/SF
    • 42 Days On Market

    Current Estimated Value $803,500

    Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

    43 Hiawatha Heights, Woodstock Valley, CT 06282
    • 7 Spring St, Willimantic, CT 06226

      Est $281,517 Not Listed For Sale

      7 Spring St, Willimantic, CT 06226

      • 6 Beds
      • 2 Baths
      • 2,364 Sq Ft
      • Built 1900
      7 Spring St, Willimantic, CT 06226

      Last Sold Summary

      • 22% Above List Price
      • $97/SF
      • 8 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Luis Torres RE/MAX

  • 1250 Route 171, Woodstock, CT 06281
    1250 Route 171, Woodstock, CT 06281
    1250 Route 171, Woodstock, CT 06281
    /40

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1250 Route 171, Woodstock, CT 06281

    Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

    Kara Mazzola First Choice Realty

    1250 Route 171, Woodstock, CT 06281
  • 16 Porter Plain Rd, Thompson, CT 06277

    $400,000 Sold Oct 03, 2025

    16 Porter Plain Rd, Thompson, CT 06277

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Above List Price
    • $204/SF
    • 3 Days On Market

    Current Estimated Value $407,474

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    16 Porter Plain Rd, Thompson, CT 06277
    • 10 Zoldak Dr, North Windham, CT 06256

      Est $387,631 Not Listed For Sale

      10 Zoldak Dr, North Windham, CT 06256

      • 3 Beds
      • 2.5 Baths
      • 1,957 Sq Ft
      • Built 2008
      10 Zoldak Dr, North Windham, CT 06256

      Last Sold Summary

      • 19% Above List Price
      • $166/SF
      • 6 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jonathan King Aspen Realty Group

  • 106 Riley Chase Rd, Killingly, CT 06241
    106 Riley Chase Rd, Killingly, CT 06241
    106 Riley Chase Rd, Killingly, CT 06241
    /4

    $100,000

    • Land
    • 10.9 Acres
    • $9,174 per Acre

    106 Riley Chase Rd, Killingly, CT 06241

    Discover the perfect opportunity to build your dream home or create a private retreat on this beautiful 10.9-acre parcel located at 106 Riley Chase Road, Killingly, CT. Nestled in a quiet, rural setting, this expansive property offers plenty of space, privacy, and natural beauty. The gently rolling terrain provides multiple potential building sites, while the mature trees and natural landscape

    Anthony Chabot Chabot & Associates Real Estate

    106 Riley Chase Rd, Killingly, CT 06241
  • 5 Chappell St, Chaplin, CT 06235

    $355,000 Sold Jan 14, 2026

    5 Chappell St, Chaplin, CT 06235

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $203/SF
    • 53 Days On Market

    Current Estimated Value $344,419

    Last Listing Agent Gregory Hanner Garden Realty

    5 Chappell St, Chaplin, CT 06235
    • 6 Courtney Ln, Sterling, CT 06377

      Est $530,332 Not Listed For Sale

      6 Courtney Ln, Sterling, CT 06377

      • 3 Beds
      • 2.5 Baths
      • 2,137 Sq Ft
      • Built 2007
      6 Courtney Ln, Sterling, CT 06377

      Last Sold Summary

      • 2% Above List Price
      • $243/SF
      • 40 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Crystal Dionne Kazantzis Real Estate, LLC

  • 5 Brookside Ln, Woodstock, CT 06281
    5 Brookside Ln, Woodstock, CT 06281
    5 Brookside Ln, Woodstock, CT 06281
    /40

    $2,840,000

    • 6 Beds
    • 3.5 Baths
    • 10,908 Sq Ft

    5 Brookside Ln, Woodstock, CT 06281

    Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

    Lisa Cozzi Century 21 AllPoints Realty

    5 Brookside Ln, Woodstock, CT 06281
  • 50 Crooked Trail, Woodstock, CT 06281

    $395,000 Sold Nov 03, 2025

    50 Crooked Trail, Woodstock, CT 06281

    • 3 Beds
    • 3 Baths
    • 2,339 Sq Ft
    • Built 1993

    Last Sold Summary

    • 6% Below List Price
    • $169/SF
    • 16 Days On Market

    Current Estimated Value $437,451

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    50 Crooked Trail, Woodstock, CT 06281
    • 244 Snake Meadow Hill Rd, Sterling, CT 06377

      Est $421,179 Not Listed For Sale

      244 Snake Meadow Hill Rd, Sterling, CT 06377

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft
      • Built 2007
      244 Snake Meadow Hill Rd, Sterling, CT 06377

      Last Sold Summary

      • 3% Above List Price
      • $232/SF
      • 22 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Christine Johnson RE/MAX

  • 0 Boston Turnpike, Eastford, CT 06242
    0 Boston Turnpike, Eastford, CT 06242
    /2

    $180,000

    • Land
    • 17.36 Acres
    • $10,369 per Acre

    0 Boston Turnpike, Eastford, CT 06242

    17.3 wooded acres in a rural Eastford location right on Route 244. The property features a stone wall and ample space to build your dream home. Quiet setting, convenient to nearby towns and amenities. A great opportunity to build in a peaceful country area.

    Nicole Gleason CR Premier Properties

    0 Boston Turnpike, Eastford, CT 06242
  • 10 School Street Extension, Plainfield, CT 06374

    $399,000 Sold Feb 20, 2026

    10 School Street Extension, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $219/SF
    • 63 Days On Market

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

    10 School Street Extension, Plainfield, CT 06374
    • 125 Main St, Sterling, CT 06377

      Est $279,283 Not Listed For Sale

      125 Main St, Sterling, CT 06377

      • 3 Beds
      • 1 Bath
      • 2,016 Sq Ft
      • Built 1900
      125 Main St, Sterling, CT 06377

      Last Sold Summary

      • 10% Above List Price
      • $126/SF
      • 8 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Skyla Gagnon RE/MAX

  • 216 Sabin St, Putnam, CT 06260
    216 Sabin St, Putnam, CT 06260
    216 Sabin St, Putnam, CT 06260
    /4

    $199,000

    • Land
    • 7.97 Acres
    • $24,969 per Acre

    216 Sabin St, Putnam, CT 06260

    ATTENTION ALL DEVELOPERS!!! This price includes a total of two lots, 99 Underwood Rd .70 Acres and 216 Sabin St 7.97 Acres. For a development parcel. Plans/Survey outline the potential for a total of 21 condo units (Davis Estates) utilizing 99 Underwood Rd as access and UG utilities.

    Dale Bunn Riverview Realty, LLC

    216 Sabin St, Putnam, CT 06260
  • 0 Lustig Rd, Ashford, CT 06278

    $80,000 Sold Aug 29, 2025

    0 Lustig Rd, Ashford, CT 06278

    • Land
    • 13.18 Acres
    • $6,070 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 10 Days On Market

    Last Listing Agent Amy Rio Executive Real Estate Inc.

    0 Lustig Rd, Ashford, CT 06278

Showing Results 281 - 320, Page 8 of 18

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