45,768

Windham County, CT Homes

Section Image
  • 27 Hawkins St, Danielson, CT 06239

    $412,000

    Sold Sep 30, 2025

    27 Hawkins St, Danielson, CT 06239

    • 4 Beds
    • 3 Baths
    • 3,870 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $106/SF
    • 4 Days On Market

    Current Estimated Value $436,521

    Last Listing Agent Kristen Tarryk Duprey Real Estate, LLC

    27 Hawkins St, Danielson, CT 06239
    • 5 Julian Cir, Sterling, CT 06377

      Not Listed For Sale

      5 Julian Cir, Sterling, CT 06377

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 2023
      5 Julian Cir, Sterling, CT 06377

      Last Sold Summary

      • 333 Days On Market

      Last Listing Agent Christine Johnson RE/MAX One

  • 32 Indian Inn Rd, Thompson, CT 06277
    32 Indian Inn Rd, Thompson, CT 06277
    32 Indian Inn Rd, Thompson, CT 06277
    /39

    $549,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    32 Indian Inn Rd, Thompson, CT 06277

    Welcome to Your Private Oasis: Discover this well maintained raised ranch, blending modern luxury with expansive outdoor living on 1.95 cleared acres. Inside, gleaming hardwood floors flow through the bright, sun-drenched eat-in kitchen and dining area which features premium granite countertops, vaulted ceiling and sliders opening directly to a 12x12 low-maintenance composite deck. Down the hall,

    Dianne Barrett Johnston & Associates Real Estate, LLC

    32 Indian Inn Rd, Thompson, CT 06277
  • 894 Route 169, Woodstock, CT 06281

    $357,000

    Sold Jun 26, 2026

    894 Route 169, Woodstock, CT 06281

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Above List Price
    • $372/SF
    • 3 Days On Market

    Current Estimated Value $361,855

    Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC

    894 Route 169, Woodstock, CT 06281
    • 395 Tripp Hollow Rd, Brooklyn, CT 06234

      Not Listed For Sale

      395 Tripp Hollow Rd, Brooklyn, CT 06234

      • 3 Beds
      • 2.5 Baths
      • 2,656 Sq Ft
      • Built 2023
      395 Tripp Hollow Rd, Brooklyn, CT 06234

      Last Sold Summary

      • 156 Days On Market

      Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  • 249 Pond Hill Rd, Moosup, CT 06354
    249 Pond Hill Rd, Moosup, CT 06354
    249 Pond Hill Rd, Moosup, CT 06354
    /38

    $429,900

    Open Sat 12:30PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    249 Pond Hill Rd, Moosup, CT 06354

    249 Pond Hill Road, Moosup, CT Discover relaxed water-community living in this beautifully renovated ranch offering just under 2,000 sq. ft. of finished living space with seasonal views of Moosup Pond. Just a short distance from the community beach and boat launch, enjoy convenient access to swimming, boating, fishing, and all that pond life has to offer. Bright and inviting, the main level

    Jennifer Mahr RE/MAX Bell Park Realty

    249 Pond Hill Rd, Moosup, CT 06354
  • 108 Aldrich Rd, Putnam, CT 06260

    $170,000

    Sold Jan 16, 2026

    108 Aldrich Rd, Putnam, CT 06260

    • Land
    • 3.62 Acres
    • $46,961 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 7 Days On Market

    Last Listing Agent Scott McGee RE/MAX Properties

    108 Aldrich Rd, Putnam, CT 06260
    • 506 Rickey Way, Dayville, CT 06241

      Est $397,568

      Not Listed For Sale

      506 Rickey Way, Dayville, CT 06241

      • 3 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 2009
      506 Rickey Way, Dayville, CT 06241

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Pamela Therrien The Neighborhood Realty Group

  • 85 Wauregan Rd, Danielson, CT 06239
    85 Wauregan Rd, Danielson, CT 06239
    85 Wauregan Rd, Danielson, CT 06239
    /12

    $194,500

    $21K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    85 Wauregan Rd, Danielson, CT 06239

    Check out this antique Cape just minutes from downtown Danielson! This home has 3 bedrooms located on the upper floor, with plenty of flexible space. The primary floor has many wonderful features including a large kitchen that opens up to the back deck, a full bath, and a dining space. Enjoy overlooking the yard from the enclosed deck! Plumbing did not hold positive air pressure at the time of

    Ryan King Aspen Realty Group

    85 Wauregan Rd, Danielson, CT 06239
  • 92 Lake St, Moosup, CT 06354

    $364,000

    Sold Dec 05, 2025

    92 Lake St, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Above List Price
    • $292/SF
    • 5 Days On Market

    Current Estimated Value $377,266

    Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

    92 Lake St, Moosup, CT 06354
    • 103 School St, Danielson, CT 06239

      Est $273,215

      Not Listed For Sale

      103 School St, Danielson, CT 06239

      • 3 Beds
      • 3 Baths
      • 1,806 Sq Ft
      • Built 1900
      103 School St, Danielson, CT 06239

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cathy Duprey Duprey Real Estate, LLC

  • 307 Mansfield Rd, Ashford, CT 06278
    307 Mansfield Rd, Ashford, CT 06278
    307 Mansfield Rd, Ashford, CT 06278
    /34

    $425,000

    • 3 Beds
    • 3 Baths
    • 1,996 Sq Ft

    307 Mansfield Rd, Ashford, CT 06278

    Fully remodeled from top to bottom in 2021, this beautiful 1,996-square-foot Colonial seamlessly blends modern updates with timeless charm. Featuring 3 spacious bedrooms and 3 full bathrooms, this inviting home offers plenty of space for comfortable everyday living and entertaining. The open lower-level floor plan creates a warm, welcoming flow with flexible living spaces designed to fit a

    Stephen Galinat Home Selling Team

    307 Mansfield Rd, Ashford, CT 06278
  • 1226 Route 169, Wood Stock, CT 06281

    $199,900

    Sold Jul 24, 2026

    1226 Route 169, Wood Stock, CT 06281

    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1890

    Last Sold Summary

    • $160/SF
    • 57 Days On Market

    Current Estimated Value $195,902

    Last Listing Agent Amy Vinal Pine Knoll Real Estate

    1226 Route 169, Wood Stock, CT 06281
    • 45 Salmon Dr, Brooklyn, CT 06234

      Est $495,086

      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

      • 10 Days On Market

      Last Listing Agent Jennifer Jackson Berkshire Hathaway NE Prop.

  • 104 Hanover Rd, Canterbury, CT 06331
    104 Hanover Rd, Canterbury, CT 06331
    104 Hanover Rd, Canterbury, CT 06331
    /36

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    104 Hanover Rd, Canterbury, CT 06331

    Experience the perfect blend of timeless charm and upscale finishes in this nearly brand new* custom home. Best of all, there's still time to select some of the finishing touches and make this home uniquely yours. Designed with everyday living and entertaining in mind, this exceptional home offers 3 bedrooms, 2.5 baths, plus a versatile flex room ideal for a home office, fitness room, playroom,

    Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

    104 Hanover Rd, Canterbury, CT 06331
  • 34 Pleasant St Unit 4, Plainfield, CT 06374

    $264,900

    Sold Jul 08, 2026

    34 Pleasant St Unit 4, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft
    • Built 1877

    Last Sold Summary

    • $202/SF
    • 0 Days On Market

    Last Listing Agent Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 4, Plainfield, CT 06374
    • 159 Hartford Rd, Brooklyn, CT 06234

      Est $516,968

      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

      • 42 Days On Market

      Last Listing Agent Brecken Ellsworth Kazantzis Real Estate, LLC

  • 10 Indian Run Dr, Thompson, CT 06277
    10 Indian Run Dr, Thompson, CT 06277
    /2

    $415,000

    New Construction $65K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 644 Sq Ft

    10 Indian Run Dr, Thompson, CT 06277

    Brand new construction offering easy, modern living! This thoughtfully designed home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan perfect for today's lifestyle. The spacious kitchen showcases a center island, ideal for entertaining, and flows seamlessly into the living and dining areas. Enjoy an abundance of natural light from the many windows throughout. The primary

    Cary Marcoux RE/MAX Bell Park Realty

    10 Indian Run Dr, Thompson, CT 06277
  • 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 $226,608

    Last Listing Agent Danielle Bakanowsky Kazantzis Real Estate, LLC

    159 Walnut St, Putnam, CT 06260
    • 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

      • 24 Days On Market

      Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  • 89 Broad St, Danielson, CT 06239
    89 Broad St, Danielson, CT 06239
    89 Broad St, Danielson, CT 06239
    /37

    $350,000

    • 4 Beds
    • 3 Baths
    • 1,184 Sq Ft

    89 Broad St, Danielson, CT 06239

    Fabulous two family!! Rare offering! This charming duplex offers incredible flexibility-perfect for an owner-occupant looking to offset expenses, an investment opportunity, or a multi-generational setup that brings the whole family together while maintaining separate living spaces. The spacious main residence features a large kitchen, generous dining room, and inviting living room with beautiful

    Skyla Gagnon RE/MAX Bell Park Realty

    89 Broad St, Danielson, CT 06239
  • 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
    • 30 Supina Rd, Ashford, CT 06278

      Est $563,467

      Not Listed For Sale

      30 Supina Rd, Ashford, CT 06278

      • 3 Beds
      • 2.5 Baths
      • 2,415 Sq Ft
      • Built 2009
      30 Supina Rd, Ashford, CT 06278

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Lindsey Niarhakos RE/MAX One

  • 792 Sterling Rd, Sterling, CT 06377
    792 Sterling Rd, Sterling, CT 06377
    792 Sterling Rd, Sterling, CT 06377
    /39

    $470,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 2,389 Sq Ft

    792 Sterling Rd, Sterling, CT 06377

    An excellent opportunity for equestrian enthusiasts. Welcome to your own private retreat in Sterling CT ! Set on 2.65 picturesque acres and surrounded by nature and mature trees, this charming 3-bedroom, 1.5-bath home offers over 2,000 square feet of living space and the perfect blend of rustic character, modern updates, and country living. Tucked away on a private road minutes from RI line, this

    Jennifer Jackson Berkshire Hathaway NE Prop.

    792 Sterling Rd, Sterling, CT 06377
  • 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 $317,494

    Last Listing Agent Carol Ryniewicz CR Premier Properties

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

      Est $311,878

      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

      • 2 Days On Market

      Last Listing Agent Kelsie Griffin Wolfburg Kazantzis Real Estate, LLC

  • 26 Old Putnam Road Extension, Plainfield, CT 06374
    26 Old Putnam Road Extension, Plainfield, CT 06374
    26 Old Putnam Road Extension, Plainfield, CT 06374
    /37

    $479,000

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    26 Old Putnam Road Extension, Plainfield, CT 06374

    Welcome to 26 Old Putnam Road Extension, Plainfield-an impeccably maintained raised ranch offering nearly 2,000 square feet of finished living space in a quiet, convenient location. The bright, open-concept main level features a soaring vaulted ceiling, hardwood flooring, and abundant natural light. The updated kitchen boasts brand-new quartz countertops, newer appliances, and flows seamlessly

    Jennifer Mahr RE/MAX Bell Park Realty

    26 Old Putnam Road Extension, Plainfield, CT 06374
  • 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 $490,605

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

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

      Est $349,978

      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

      • 4 Days On Market

      Last Listing Agent Joseph Bonneau eXp Realty

  • 373 Chase Rd, Thompson, CT 06277
    373 Chase Rd, Thompson, CT 06277
    373 Chase Rd, Thompson, CT 06277
    /39

    $599,900

    $30K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 3,340 Sq Ft

    373 Chase Rd, Thompson, CT 06277

    Welcome to your private, beautifully landscaped retreat in Thompson. This meticulous colonial offers generous space inside and out, featuring a stunning granitetopped kitchen with undercabinet lighting, JennAir cooktop, cabinetpacked storage, and a slider leading to the Trex deck. The open layout flows into a bright living room with a large island, plus a charming dining room and a cozy family

    Michelle Fanion Century 21 North East

    373 Chase Rd, Thompson, CT 06277
  • 121 Highland View Dr, Windham, CT 06266

    $50,000

    Sold Sep 26, 2025

    121 Highland View Dr, Windham, CT 06266

    • Land
    • 40,075 Sq Ft
    • $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
    • 15 Sand Hill Rd, Ashford, CT 06278

      Est $438,913

      Not Listed For Sale

      15 Sand Hill Rd, Ashford, CT 06278

      • 3 Beds
      • Built 2003
      15 Sand Hill Rd, Ashford, CT 06278

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Mary Ingalls Mary Ingalls Real Estate

  • 25 Provost Ln, Dayville, CT 06241
    25 Provost Ln, Dayville, CT 06241
    25 Provost Ln, Dayville, CT 06241
    /34

    $449,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,597 Sq Ft

    25 Provost Ln, Dayville, CT 06241

    BACK ON MARKET - NO FAULT OF THE PROPERTY! Buyer's circumstances changed prior to inspections being completed, giving you a second opportunity to make this home yours. Don't miss your chance! Welcome to 25 Provost Lane in Killingly! This charming 3-bedroom, 1.5-bath home is set on a beautiful, spacious lot with a peaceful brook running along the property, creating a wonderful backyard setting.

    Courtney Ravenelle RE/MAX Bell Park Realty

    25 Provost Ln, Dayville, CT 06241
  • 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 $760,141

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    245 Brooklyn Rd, Canterbury, CT 06331
    • 111 Day St, Brooklyn, CT 06234

      Est $547,888

      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

      • 95 Days On Market

      Last Listing Agent Joanne Putnam DB Associates of CT, LLC

  • 0 Hampton Rd Unit 170523717, Chaplin, CT 06235
    0 Hampton Rd Unit 170523717, Chaplin, CT 06235
    /2

    $139,000

    Pending
    • Land
    • 12.1 Acres
    • $11,488 per Acre

    0 Hampton Rd Unit 170523717, Chaplin, CT 06235

    12.1 acre lot with frontage on Route 6 and Cross Road. Button Ball Brook runs through property. Could be a great home site, or potential commercial development with zone change. Rolling hills of gravel, mostly wooded.

    David Mieczynski National Realty Advisors LLC

    0 Hampton Rd Unit 170523717, Chaplin, CT 06235
  • 4 Paradise Dr, Brooklyn, CT 06234

    $20,000

    Sold Jun 15, 2026

    4 Paradise Dr, Brooklyn, CT 06234

    • Land
    • 5,227 Sq Ft
    • $166,667 per Acre

    Last Sold Summary

    • 50% Below List Price
    • 122 Days On Market

    Last Listing Agent Amber Alcazar Coldwell Banker Realty

    4 Paradise Dr, Brooklyn, CT 06234
    • 429 Child Rd, Woodstock, CT 06281

      Est $703,038

      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

      • 7 Days On Market

      Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  • 123 Ashford Rd Unit 4, Eastford, CT 06242
    123 Ashford Rd Unit 4, Eastford, CT 06242
    123 Ashford Rd Unit 4, Eastford, CT 06242
    /37

    $359,900

    Open Sat 1PM - 2:30PM $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    123 Ashford Rd Unit 4, Eastford, CT 06242

    Modern, low-maintenance living meets the tranquility of Eastford in this beautifully appointed 2-bedroom, 2-bath stand-alone condo offering approximately 1,513 square feet of thoughtfully designed living space. Built in 2019, this home offers the feel of a newer property with the convenience of condo living and no exterior maintenance to worry about. The bright, open-concept layout features

    Joshua Somers P&H Property Consulting, Inc.

    123 Ashford Rd Unit 4, Eastford, CT 06242
  • 1350 Thompson Rd, Thompson, CT 06277

    $620,000

    Sold May 11, 2026

    1350 Thompson Rd, Thompson, CT 06277

    • 3 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 2004

    Last Sold Summary

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

    Current Estimated Value $640,520

    Last Listing Agent Christine Johnson RE/MAX One

    1350 Thompson Rd, Thompson, CT 06277

Showing Results 281 - 320, Page 8 of 18

Connecticut

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group