46,345

Windham County, CT Homes

Section Image
  • 7 Lockwood St, Brooklyn, CT 06234

    $338,000

    Sold Mar 06, 2026

    7 Lockwood St, Brooklyn, CT 06234

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 49 Days On Market

    Current Estimated Value $329,555

    Last Listing Agent Shawn Mercer CT River Valley Homes LLC

    7 Lockwood St, Brooklyn, CT 06234
  • 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

    $249,999

    $159K PRICE DROP Pending
    • Land
    • 45 Acres
    • $5,556 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
  • 16-20 Lake St, Moosup, CT 06354

    $440,000

    Sold Jun 03, 2026

    16-20 Lake St, Moosup, CT 06354

    • 7 Beds
    • 3 Baths
    • 2,688 Sq Ft
    • Built 1927

    Last Sold Summary

    • 5% Above List Price
    • $164/SF
    • 9 Days On Market

    Last Listing Agent Nathan Cholewa Kazantzis Real Estate, LLC

    16-20 Lake St, Moosup, CT 06354
  • 0 Baxter Rd Unit 24177023, Woodstock, CT 06281
    0 Baxter Rd Unit 24177023, Woodstock, CT 06281
    0 Baxter Rd Unit 24177023, Woodstock, CT 06281
    /4

    $74,900

    $10K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $149,800 per Acre

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281

    Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and

    Donna Bertram Signature Properties of N.E.

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281
  • 47 Insalaco Dr, Windham, CT 06280

    $379,900

    Sold Dec 09, 2025

    47 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1970

    Last Sold Summary

    • $180/SF
    • 30 Days On Market

    Current Estimated Value $389,316

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • 167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
    167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
    /2

    $475,000

    New Construction $25K PRICE INCREASE Pending
    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft

    167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234

    Welcome to Brooklyn's newest subdivision! Six beautiful lots in a peaceful, quiet country setting. This lovely ranch style home is on a front lot, with a spacious yard, and a private driveway. Bright, open floorplan features a custom kitchen with granite counters, an island, and a door to the back deck, a large dining area and living room, and first floor laundry. Also on the main level is the

    Barbara Diaz RE/MAX Bell Park Realty

    167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
  • 10 Tiffany St, Brooklyn, CT 06234

    $279,900

    Sold Aug 25, 2025

    10 Tiffany St, Brooklyn, CT 06234

    • 4 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • Built 1920

    Last Sold Summary

    • $184/SF
    • 10 Days On Market

    Current Estimated Value $259,906

    Last Listing Agent Christine Johnson RE/MAX One

    10 Tiffany St, Brooklyn, CT 06234
  • 81 Chestnut St, Willimantic, CT 06226
    81 Chestnut St, Willimantic, CT 06226
    81 Chestnut St, Willimantic, CT 06226
    /40

    $309,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft

    81 Chestnut St, Willimantic, CT 06226

    Step into timeless elegance with this beautiful Colonial home, nestled in the historic Hill section of town. Built in 1918, this character-filled residence showcases the original charm and craftsmanship that make historic homes so special. From the moment you enter, you'll appreciate the stunning original woodwork, period lighting fixtures, welcoming entryway, and classic fireplace. Large windows

    Jeanne Crum Home Selling Team

    81 Chestnut St, Willimantic, CT 06226
  • 44 Woodland Dr, Windham, CT 06280

    $310,000

    Sold Oct 08, 2025

    44 Woodland Dr, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $203/SF
    • 104 Days On Market

    Current Estimated Value $302,628

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • 17 Wayne Dr, North Windham, CT 06256
    17 Wayne Dr, North Windham, CT 06256
    17 Wayne Dr, North Windham, CT 06256
    /19

    $49,900

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft

    17 Wayne Dr, North Windham, CT 06256

    This is a well maintained, 1972, 2 Bedroom Bath and a half unit that has numerous updates that include updated kitchen and full bath, and replacement windows. There is enclosed porch, central air and large storage shed. There are some furnishings that can be included. Close to shopping, medical facilities and outdoor attractions. Park residence approval is required. the lot is $769 a month. This

    Clarence Russ Home Selling Team

    17 Wayne Dr, North Windham, CT 06256
  • 000 Green Rd, Woodstock, CT 06281

    $204,000

    Sold Aug 15, 2025

    000 Green Rd, Woodstock, CT 06281

    • Land
    • 19 Acres
    • $10,737 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 350 Days On Market

    Last Listing Agent Dennis Duga Northeast Realty

    000 Green Rd, Woodstock, CT 06281
  • 106 Church St, Brooklyn, CT 06234
    106 Church St, Brooklyn, CT 06234
    /2

    $79,000

    $20K PRICE DROP
    • Land
    • 2.6 Acres
    • $30,385 per Acre

    106 Church St, Brooklyn, CT 06234

    Approved building lot on desirable street. Property is on a shared driveway.

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    106 Church St, Brooklyn, CT 06234
  • 987 Upper Maple St, Dayville, CT 06241

    $275,000

    Sold Nov 18, 2025

    987 Upper Maple St, Dayville, CT 06241

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Below List Price
    • $219/SF
    • 53 Days On Market

    Current Estimated Value $306,038

    Last Listing Agent Kristen Moore RE/MAX Properties

    987 Upper Maple St, Dayville, CT 06241
  • 44 Richmond Rd, Putnam, CT 06260
    44 Richmond Rd, Putnam, CT 06260
    44 Richmond Rd, Putnam, CT 06260
    /22

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    44 Richmond Rd, Putnam, CT 06260

    Welcome to this totally re-built ranch done with new homeowners in mind. This home has been taken down to the studs and had the floor plan redesigned and put back together with brand new everything. The home features a very open and bright floor plan for the kitchen, dining, and living room space. The main level has two very good-sized rooms with the primary having its own bath with main level

    David White OwnerEntry.com

    44 Richmond Rd, Putnam, CT 06260
  • 170 Smith Rd, Woodstock, CT 06281

    $327,000

    Sold Jun 09, 2026

    170 Smith Rd, Woodstock, CT 06281

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $186/SF
    • 8 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    170 Smith Rd, Woodstock, CT 06281
  • 1250 Route 171, Woodstock, CT 06281
    1250 Route 171, Woodstock, CT 06281
    1250 Route 171, Woodstock, CT 06281
    /40

    $245,000

    $105K PRICE DROP Under Contract
    • 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
  • 51 Bailey St, Brooklyn, CT 06234

    $310,000

    Sold Feb 27, 2026

    51 Bailey St, Brooklyn, CT 06234

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1945

    Last Sold Summary

    • 3% Above List Price
    • $277/SF
    • 32 Days On Market

    Current Estimated Value $300,411

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    51 Bailey St, Brooklyn, CT 06234
  • 32 Wright Rd, Danielson, CT 06239
    32 Wright Rd, Danielson, CT 06239
    32 Wright Rd, Danielson, CT 06239
    /40

    $550,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    32 Wright Rd, Danielson, CT 06239

    Experience the perfect blend of comfort and modern reliability in this meticulously maintained 2005 home! Situated on a private lot, this property offers a spacious and functional layout designed for ease of living. Enjoy a massive 23' x 23' extra room, perfect for a home theater, gym, or playroom, featuring a cozy propane space heater. A well-lit, modern kitchen with matching appliances and

    Luke Norman RE/MAX One

    32 Wright Rd, Danielson, CT 06239
  • 36 Water St, Plainfield, CT 06374

    $283,000

    Sold Nov 14, 2025

    36 Water St, Plainfield, CT 06374

    • 3 Beds
    • 1.5 Baths
    • 1,113 Sq Ft
    • Built 1810

    Last Sold Summary

    • 3% Above List Price
    • $254/SF
    • 62 Days On Market

    Last Listing Agent Joshua Rodriguez CENTURY 21 Shutters & Sails

    36 Water St, Plainfield, CT 06374
  • 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
  • 56 Laurel Hill Dr, Woodstock Valley, CT 06282

    $385,000

    Sold Feb 26, 2026

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1981

    Last Sold Summary

    • 45% Below List Price
    • $382/SF
    • 268 Days On Market

    Current Estimated Value $377,361

    Last Listing Agent Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • 186 Brickyard Rd, Woodstock, CT 06281
    186 Brickyard Rd, Woodstock, CT 06281
    186 Brickyard Rd, Woodstock, CT 06281
    /30

    $579,000

    $10K PRICE DROP
    • 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
  • 30 School St, Putnam, CT 06260

    $210,000

    Sold Aug 15, 2025

    30 School St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1849

    Last Sold Summary

    • $170/SF
    • 2 Days On Market

    Current Estimated Value $224,337

    Last Listing Agent Belinda Culp Berkshire Hathaway NE Prop.

    30 School St, Putnam, CT 06260
  • 25 Horse Hill Rd, Danielson, CT 06239
    25 Horse Hill Rd, Danielson, CT 06239
    25 Horse Hill Rd, Danielson, CT 06239
    /30

    $399,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,108 Sq Ft

    25 Horse Hill Rd, Danielson, CT 06239

    Move right into this beautifully updated 4-bedroom, 2-full-bath raised ranch situated on just under 5 acres. Recent updates include fresh paint, new flooring, updated fixtures, a new roof, and a new boiler (November 2025). The open-concept living and dining area features vaulted ceilings, a pellet stove, and abundant natural light, while the kitchen offers a sliding glass door leading to the

    Meaghan Lewis Stone & Vale, LLC

    25 Horse Hill Rd, Danielson, 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 $309,313

    Last Listing Agent Renee McCammon Berkshire Hathaway NE Prop.

    13 Plaza St, Brooklyn, CT 06234
  • 19 Washburn St, Willimantic, CT 06226
    19 Washburn St, Willimantic, CT 06226
    19 Washburn St, Willimantic, CT 06226
    /26

    $275,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    19 Washburn St, Willimantic, CT 06226

    Great location in the Hill Section of Willimantic. Private rear yard. 2 car detached garage. Short walk to High scroll fields. Eastern CT State University is a short walk. 4 4 Bedrooms on the upper level. Large front to back living room , dining room , half bath and small office area all on the first floor. The home is a must see!

    Gregory LaFlam LaFlam Group

    19 Washburn St, Willimantic, CT 06226
  • 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 $398,909

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

    33 Playground Dr, Woodstock, CT 06281

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