46,234

Windham County, CT Homes

Section Image
  • 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
  • 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 $339,165

    Last Listing Agent Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
  • 00 Ide Perrin Rd, Woodstock, CT 06281
    00 Ide Perrin Rd, Woodstock, CT 06281
    00 Ide Perrin Rd, Woodstock, CT 06281
    /22

    $299,900

    • Land
    • 79 Acres
    • $3,796 per Acre

    00 Ide Perrin Rd, Woodstock, CT 06281

    On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness

    Catherine Howard Berkshire Hathaway NE Prop.

    00 Ide Perrin Rd, Woodstock, CT 06281
  • 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 $515,350

    Last Listing Agent James Duffer RISE REC

    71 Rawson Rd, Woodstock, CT 06281
  • 186 Brickyard Rd, Woodstock, CT 06281
    186 Brickyard Rd, Woodstock, CT 06281
    186 Brickyard Rd, Woodstock, CT 06281
    /33

    $589,000

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    186 Brickyard Rd, Woodstock, CT 06281

    Enjoy the beautiful landscaping of this custom oversized ranch. Located on 6 acres, Recently cleared, private back yard perfect for entertaining, recreation and maybe a chicken or two. Double deck off the kitchen, that leads to above ground pool. This is your perfect summer spot! Kitchen with breakfast nook updated cabinets and stainless appliances, tile... Dining room follows kitchen to a one

    Amy Vinal Pine Knoll Real Estate

    186 Brickyard Rd, Woodstock, CT 06281
  • 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 $425,286

    Last Listing Agent Matthew Huberdault Byrnes Real Estate Company

    351 Brandy Hill Rd, Thompson, CT 06277
  • 44 Ballamahack Rd, Windham, CT 06280
    44 Ballamahack Rd, Windham, CT 06280
    44 Ballamahack Rd, Windham, CT 06280
    /40

    $365,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,988 Sq Ft

    44 Ballamahack Rd, Windham, CT 06280

    A rare offering, this beautifully preserved circa 1766 Cape-style residence blends timeless New England character with thoughtful modern updates on just under 4 picturesque acres in Connecticut's Quiet Corner. Rich in historic detail, the home showcases wide plank floors, exposed hand-hewn beams, decorative wood paneling, and three fireplaces with gas inserts that create warmth and ambiance

    Sue Esposito Home Selling Team

    44 Ballamahack Rd, Windham, CT 06280
  • 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
  • 25 Klocek Rd, Killingly, CT 06239
    25 Klocek Rd, Killingly, CT 06239
    /2

    $450,000

    Pending
    • Land
    • 22.51 Acres
    • $19,991 per Acre

    25 Klocek Rd, Killingly, CT 06239

    Experience the quintessential beauty of the New England countryside on this breathtaking 22.51 acres. Defined by rolling emerald pastures and sweeping scenic vistas, this property offers a rare sense of pastoral peace without sacrificing convenience. Located less than a quarter-mile from I-395, you can enjoy a quiet, rural lifestyle with seamless transit to Boston, Providence, and NYC right at

    Jill Pilgrim William Pitt Sotheby's Int'l

    25 Klocek Rd, Killingly, CT 06239
  • 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
  • 232 Paradise Dr, Brooklyn, CT 06234
    232 Paradise Dr, Brooklyn, CT 06234
    /2

    $24,900

    Pending
    • Land
    • 28,314 Sq Ft
    • $38,308 per Acre

    232 Paradise Dr, Brooklyn, CT 06234

    Bring your vision to life on this **expansive 0.65-acre lot**-a rare find offering plenty of space and flexibility for your next custom build or development project. Located on peaceful Paradise Drive, this property provides a quiet setting while still being close to area amenities and growth. With generous dimensions and growing interest in the neighborhood, this is the perfect opportunity for

    Catherine Howard Berkshire Hathaway NE Prop.

    232 Paradise Dr, Brooklyn, CT 06234
  • 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 $205,231

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    33 MacHine Shop Hill Rd, South Windham, CT 06266
  • 38-82 Ballouville Rd, Killingly, CT 06241
    38-82 Ballouville Rd, Killingly, CT 06241
    /2

    $750,000

    $450K PRICE DROP
    • Land
    • 19.37 Acres
    • $38,720 per Acre

    38-82 Ballouville Rd, Killingly, CT 06241

    41 lot approved sub-division (detached single family units). Town water & sewer reserved for project. Close to I-395 and Route 12. Total of 19.37 acres. For Sale $750,000. DIRECTIONS: I-395 S Exit 43. Turn left on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past Church St. on left. I-395 N Exit 43. Turn right on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past

    Norm Peck Signature Properties of N.E.

    38-82 Ballouville Rd, Killingly, CT 06241
  • 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
  • 24 Providence Rd, Brooklyn, CT 06234
    24 Providence Rd, Brooklyn, CT 06234
    24 Providence Rd, Brooklyn, CT 06234
    /34

    $568,000

    $21K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,946 Sq Ft

    24 Providence Rd, Brooklyn, CT 06234

    Welcome to this charming antique home in Brooklyn, Connecticut, where antique character meets a modern, open feel. This spacious 5-bedroom, 2 full and 1 half bath home offers incredible flexibility for living, working, multi-generational needs or even a potential business opportunity. Step inside and enjoy a unique blend of old and new, featuring an open, flowing layout with sightlines from one

    Ashley Walker Kazantzis Real Estate, LLC

    24 Providence Rd, Brooklyn, CT 06234
  • 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
  • 115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    /15

    $215,000

    $10K PRICE DROP
    • Land
    • 1.34 Acres
    • $160,448 per Acre

    115 Groveland Ave, Putnam, CT 06260

    Development Opportunity! Town-approved condominium project with fully engineered plans available by request, set on a private lot with views. This offering conveys development rights only for an approved condominium complex consisting of two existing townhouses and approvals for eight additional units to be built. Prior approvals are in place with the Town, underground utilities are on site, and

    Jennie Kesselman Berkshire Hathaway NE Prop.

    115 Groveland Ave, Putnam, CT 06260
  • 128 Spaulding Rd, Brooklyn, CT 06234

    $650,000

    Sold Jul 23, 2025

    128 Spaulding Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $299/SF
    • 66 Days On Market

    Current Estimated Value $648,124

    Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.

    128 Spaulding Rd, Brooklyn, CT 06234
  • 187-189 Prospect St, Plainfield, CT 06354
    187-189 Prospect St, Plainfield, CT 06354
    187-189 Prospect St, Plainfield, CT 06354
    /40

    $275,000

    Pending
    • 8 Beds
    • 4 Baths
    • 2,033 Sq Ft

    187-189 Prospect St, Plainfield, CT 06354

    This well-designed 2-family property in Moosup, CT presents a strong investment opportunity. Each unit features spacious living areas with large windows that bring in plenty of natural light, creating bright and inviting spaces for tenants. The property includes a large backyard with potential to create an attractive outdoor living area, adding additional appeal and value. Convenient location

    Anthony Chabot Chabot & Associates Real Estate

    187-189 Prospect St, Plainfield, CT 06354
  • 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
  • 13 Fox Rd, Putnam, CT 06260
    13 Fox Rd, Putnam, CT 06260
    13 Fox Rd, Putnam, CT 06260
    /39

    $650,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 2,359 Sq Ft

    13 Fox Rd, Putnam, CT 06260

    Set on a country road in Putnam with easy access to Route 44, this extensively updated Gambrel Colonial offers the kind of space, flexibility, and improvements that are becoming harder to find at this price point. The current owners have invested heavily in both the functionality and efficiency of the property, creating a home that feels comfortable, practical, and move-in ready. Offering more

    Kristen Kaskela Berkshire Hathaway NE Prop.

    13 Fox Rd, Putnam, CT 06260
  • 1261 Norwich Rd, Plainfield, CT 06374

    $370,000

    Sold May 04, 2026

    1261 Norwich Rd, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,711 Sq Ft
    • Built 1910

    Last Sold Summary

    • 7% Below List Price
    • $216/SF
    • 2 Days On Market

    Current Estimated Value $392,993

    Last Listing Agent Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

    1261 Norwich Rd, Plainfield, CT 06374
  • 107 Mantup Rd, Putnam, CT 06260
    107 Mantup Rd, Putnam, CT 06260
    107 Mantup Rd, Putnam, CT 06260
    /4

    $125,000

    Pending
    • Land
    • 3.35 Acres
    • $37,313 per Acre

    107 Mantup Rd, Putnam, CT 06260

    Welcome to 107 Mantup Road, Putnam, Connecticut - a private country retreat set on 3.5 beautiful acres. Tucked away as a rear lot, this property offers the peace, privacy, and quiet you've been searching for. Surrounded by scenic farmland and open skies, you'll enjoy sweeping rural views that capture the essence of true country living. Whether you're looking to build your dream home or simply

    Scott Pempek Berkshire Hathaway NE Prop.

    107 Mantup Rd, Putnam, CT 06260
  • 77 Plains Rd, Windham, CT 06280

    $259,900

    Sold Sep 12, 2025

    77 Plains Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft
    • Built 1984

    Last Sold Summary

    • $160/SF
    • 11 Days On Market

    Current Estimated Value $281,832

    Last Listing Agent Lisa Barstow Simply Sold Real Estate

    77 Plains Rd, Windham, CT 06280
  • 187 Old Colony Rd, Eastford, CT 06242
    187 Old Colony Rd, Eastford, CT 06242
    187 Old Colony Rd, Eastford, CT 06242
    /34

    $389,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    187 Old Colony Rd, Eastford, CT 06242

    Welcome to the beauty of country charm with this bigger than you think cape! Level back yard perfect for barbecues, campfires and enjoying the stonewalls and adjoining farmland. Walk into your home through the three seasons entry way perfect for shoes and boots or maybe small table and place to enjoy your morning coffee! An up-to-date kitchen will make cooking a breeze! The exposed beams and

    Amy Vinal Pine Knoll Real Estate

    187 Old Colony Rd, Eastford, CT 06242
  • 26 N Society Rd, Canterbury, CT 06331

    $620,000

    Sold Dec 01, 2025

    26 N Society Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 1,062 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Above List Price
    • $584/SF
    • 4 Days On Market

    Current Estimated Value $584,903

    Last Listing Agent Heather Bassett Team Bassett Realty LLC

    26 N Society Rd, Canterbury, CT 06331

Showing Results 441 - 480, Page 12 of 18

Connecticut Windham County

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