45,757

Windham County, CT Homes

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  • /38

    $524,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    321 Day St, Brooklyn, CT 06234

    Welcome to this beautiful 2019 Raised Ranch, offering the perfect blend of modern comfort and peaceful country living. This inviting home features 3 generously sized bedrooms, 2 full bathrooms, hardwood floors and central air. The heart of the home is the stunning kitchen, complete with granite countertops, a large center island, stainless steel appliances, and plenty of space for cooking,

    Agent Photo

    Christine Costa

    Kazantzis Real Estate, LLC

    321 Day St, Brooklyn, CT 06234
  • /10

    $1,150 Per Month

    • Studio
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    223 Jackson St Unit 2, Willimantic, CT 06226

    Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

    223 Jackson St Unit 2, Willimantic, CT 06226
  • 26 Hummingbird Way Unit 26, Killingly, CT 06241

    $322,000

    Sold Oct 27, 2025

    26 Hummingbird Way Unit 26, Killingly, CT 06241

    • 2 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 2018

    Last Sold Summary

    • 8% Below List Price
    • $281/SF
    • 15 Days On Market

    Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

    26 Hummingbird Way Unit 26, Killingly, CT 06241
    • 17 Mantup Rd, Putnam, CT 06260

      Est $566,274

      Not Listed For Sale

      17 Mantup Rd, Putnam, CT 06260

      • 3 Beds
      • 2.5 Baths
      • 1,845 Sq Ft
      • Built 2018
      17 Mantup Rd, Putnam, CT 06260

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Scott McGee RE/MAX Properties

  • /34

    $409,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft

    21 Fairmount St, Putnam, CT 06260

    Welcome to 21 Fairmont Street, a remarkably solid and lovingly maintained 1959 ranch set on 1.32 beautiful acres in Putnam. From the moment you step inside, you'll feel the warmth and comfort of Grandmom's home. Features include hardwood floors, an inviting eat-in kitchen, three bedrooms, two full baths, a spacious living room, and a cozy family room with a fireplace. The property also offers a

    Agent Photo

    Dan Contino

    eXp Realty

    21 Fairmount St, Putnam, CT 06260
  • /10

    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    65 Old Brooklyn Turnpike, Windham, CT 06280

    **Updated 3-Bedroom Ground-Level Apartment in a Private Setting** Enjoy the best of both worlds in this beautifully updated 3-bedroom, 1-bath ground-level apartment, tucked away on 1.5 acres at the end of a quiet dead-end road in South Windham on the Scotland line. Surrounded by a peaceful, private setting, it feels like you're miles from everything-yet shopping, restaurants, and other amenities

    Justine Santos Lyon Malek Real Estate

    65 Old Brooklyn Turnpike, Windham, CT 06280
  • 37 Pulpit Rock Rd, Woodstock, CT 06281

    $625,000

    Sold Sep 22, 2025

    37 Pulpit Rock Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 2,682 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $233/SF
    • 129 Days On Market

    Last Listing Agent Carol Ryniewicz CR Premier Properties

    37 Pulpit Rock Rd, Woodstock, CT 06281
    • 39-43 Main St, Plainfield, CT 06374

      Est $394,998

      Not Listed For Sale

      39-43 Main St, Plainfield, CT 06374

      • 5 Beds
      • 3 Baths
      • 2,864 Sq Ft
      • Built 1910
      39-43 Main St, Plainfield, CT 06374

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Wendy McDonald Century 21 AllPoints Realty

  • /7

    $39,900

    • Land
    • 4.2 Acres
    • $9,500 per Acre

    46 North Rd, Windham, CT 06280

    Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    46 North Rd, Windham, CT 06280
  • /6

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    249 Church St Unit 3, Windham, CT 06226

    Newly renovated apartment very close to ECSU 3 bedroom off street parking

    249 Church St Unit 3, Windham, CT 06226
  • 792 Wrights Crossing Rd, Pomfret Center, CT 06259

    $735,000

    Sold Jun 17, 2026

    792 Wrights Crossing Rd, Pomfret Center, CT 06259

    • 4 Beds
    • 2.5 Baths
    • 3,231 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $227/SF
    • 8 Days On Market

    Current Estimated Value $729,065

    Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.

    792 Wrights Crossing Rd, Pomfret Center, CT 06259
    • 298 Cranberry Bog Rd, Danielson, CT 06239

      Est $551,453

      Not Listed For Sale

      298 Cranberry Bog Rd, Danielson, CT 06239

      • 3 Beds
      • 2.5 Baths
      • 1,690 Sq Ft
      • Built 2022
      298 Cranberry Bog Rd, Danielson, CT 06239

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

  • /5

    $225,000

    • Land
    • 3.86 Acres
    • $58,290 per Acre

    00 Mashamoquet Rd, Pomfret, CT 06259

    Approved, shovel ready Commercial Building Site. Engineering initial plans to accommodate a 5000SF building. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.02 It has 3.86 acres. Boarders the popular Airline State Park Trail in Back. It is directly on US Route 44. Just after the Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers &

    Agent Photo

    Mary Collins

    Berkshire Hathaway NE Prop.

    00 Mashamoquet Rd, Pomfret, CT 06259
  • /16

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 1,536 Sq Ft
    • House for Rent

    67 Lake Dr, Eastford, CT 06242

    Fully furnished 1-bedroom, 1-bathroom basement apartment on beautiful Crystal Pond in Eastford. Approximately 1,600 sq. ft. of living space with a private entrance & shared laundry. All utilities are included. Enjoy peaceful lakefront living with stunning views and access to Crystal Pond. A great opportunity for someone looking for a quiet, furnished rental in a beautiful setting. Ready for

    Darcy Green Brunet and Company Real Estate

    67 Lake Dr, Eastford, CT 06242
  • 23 Birchwood Dr, Dayville, CT 06241

    $440,000

    Sold Nov 21, 2025

    23 Birchwood Dr, Dayville, CT 06241

    • 3 Beds
    • 3.5 Baths
    • 2,646 Sq Ft
    • Built 1986

    Last Sold Summary

    • 12% Below List Price
    • $166/SF
    • 50 Days On Market

    Current Estimated Value $462,707

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    23 Birchwood Dr, Dayville, CT 06241
    • 520 Bailey Hill Rd, Dayville, CT 06241

      Est $4,406,172

      Not Listed For Sale

      520 Bailey Hill Rd, Dayville, CT 06241

      • Built 2013
      520 Bailey Hill Rd, Dayville, CT 06241

      Last Sold Summary

      • 3,558 Days On Market

      Last Listing Agent J. Thomas Mettling J. Thomas Mettling

  • /2

    $299,900

    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /60

    $2,200 - $2,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    736 Main St, Willimantic, CT 06226

    Wonderfully Updated 3-Bedroom, 2-Bath Apartment in the Heart of Downtown Willimantic ( Unit 2 & 3)Experience modern living in this beautifully updated and fully furnished 3-bedroom, 2-bathroom apartment located in the heart of downtown Willimantic. This spacious unit features high-end finishes throughout, including elegant quartz countertops, stainless steel appliances, and a dishwasher

    736 Main St, Willimantic, CT 06226
  • 247 Green Hollow Rd, Danielson, CT 06239

    $499,000

    Sold Jul 31, 2026

    247 Green Hollow Rd, Danielson, CT 06239

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 2025

    Last Sold Summary

    • $365/SF
    • 244 Days On Market

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

    247 Green Hollow Rd, Danielson, CT 06239
    • 34 Schoonman Ave, Danielson, CT 06239

      Est $336,377

      Not Listed For Sale

      34 Schoonman Ave, Danielson, CT 06239

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1999
      34 Schoonman Ave, Danielson, CT 06239

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Amy Archambault Berkshire Hathaway NE Prop.

  • /39

    $199,900

    • 2 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    29 Kathleen Dr Unit 3B, Willimantic, CT 06226

    Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining.

    Agent Photo

    Stephanie Rush

    RE/MAX Legends

    29 Kathleen Dr Unit 3B, Willimantic, CT 06226
  • /17

    $1,395 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    49 High St Unit B, Danielson, CT 06239

    Welcome to 49 High Street, Unit B in the Danielson section of Killingly! This 1-bedroom, 1-bath apartment offers approximately 600 square feet of comfortable living space with plenty of natural light and a practical layout. The unit features a spacious kitchen with white cabinetry, generous counter space, along with a separate living area and well-sized bedroom. The full bath includes a

    Peter Vamvilis Coldwell Banker Realty

    49 High St Unit B, Danielson, CT 06239
  • Unlisted Address

    $150,000

    Sold Jan 14, 2026

    Unlisted Address

    • 3 Beds
    • 1 Bath
    • 1,614 Sq Ft
    • Built 1835

    Last Sold Summary

    • 25% Below List Price
    • $93/SF
    • 10 Days On Market

    Current Estimated Value $171,521

    Last Listing Agent Jeanne Crum Home Selling Team

    Unlisted Address
    • 85-87 Community Ave, Plainfield, CT 06374

      Est $310,212

      Not Listed For Sale

      85-87 Community Ave, Plainfield, CT 06374

      • 6 Beds
      • 2 Baths
      • 2,673 Sq Ft
      • Built 1916
      85-87 Community Ave, Plainfield, CT 06374

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Nicholas Tomanelli Coldwell Banker Realty

  • /14

    $550,000

    • Land
    • 56.38 Acres
    • $9,755 per Acre

    121 Walker Rd, Canterbury, CT 06331

    56.38 Acres * 2,900 Feet of Combined Road Frontage * Outstanding Subdivision Potential .... Exceptional opportunity to own 56.38 acres in the scenic countryside of Canterbury. Offering approximately 1,900 feet of frontage on Walker Road and an additional 1,000 feet of frontage on John Brook Road, this beautiful parcel features gently rolling to mostly level terrain, mature hardwoods, picturesque

    Agent Photo

    Barbara Royea

    Carl Guild & Associates

    121 Walker Rd, Canterbury, CT 06331
  • /16

    $1,675

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Condo for Rent

    21 Otis St Unit B, Killingly, CT 06241

    Beautiful property offering: A fully remodeled 2nd floor two bedroom apartment, granite counter tops, Stainless steel appliances, dishwasher, Large island, ice maker, brand new floors throughout, dual vanities, new tub & Shower, new toilet, large living room, off street parking, brand new coin op laundry onsite & a large yard that runs alongside "Little River" in Dayville. Walking distance to

    21 Otis St Unit B, Killingly, CT 06241
  • 24 Blumenthal Dr, Dayville, CT 06241

    $385,000

    Sold Oct 02, 2025

    24 Blumenthal Dr, Dayville, CT 06241

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $308/SF
    • 8 Days On Market

    Current Estimated Value $401,665

    Last Listing Agent Kara Mazzola First Choice Realty

    24 Blumenthal Dr, Dayville, CT 06241
    • 65 Hemlock Dr, Woodstock Valley, CT 06282

      Est $441,000

      Not Listed For Sale

      65 Hemlock Dr, Woodstock Valley, CT 06282

      • 3 Beds
      • 2 Baths
      • 1,263 Sq Ft
      • Built 2018
      65 Hemlock Dr, Woodstock Valley, CT 06282

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC

  • /40

    $500,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft

    30 Grant Hill Rd, Brooklyn, CT 06234

    Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer

    Agent Photo

    Mary Collins

    Berkshire Hathaway NE Prop.

    30 Grant Hill Rd, Brooklyn, CT 06234
  • /18

    $1,100 Per Month

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Apartment for Rent

    220 Babbitt Hill Rd Unit 5, Pomfret Center, CT 06259

    This rare rental opportunity in Pomfret combines the region's patented tranquility with the convenience of being just off of a main road. It is just a short drive away from local parks, hiking trails, Killingly Commons, and I-395. The kitchen offers enough room to comfortably fit an eating area. The living room could provide the same function while being the access point to the newly rebuilt

    Keegan McLeod RE/MAX Bell Park Realty

    220 Babbitt Hill Rd Unit 5, Pomfret Center, CT 06259
  • 131 Squaw Rock Rd, Moosup, CT 06354

    $450,000

    Sold Jul 06, 2026

    131 Squaw Rock Rd, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • Built 2010

    Last Sold Summary

    • 5% Above List Price
    • $220/SF
    • 3 Days On Market

    Current Estimated Value $448,828

    Last Listing Agent Barbara Diaz RE/MAX Bell Park Realty

    131 Squaw Rock Rd, Moosup, CT 06354
    • 51 Tayler Trail, Woodstock Valley, CT 06282

      Est $482,674

      Not Listed For Sale

      51 Tayler Trail, Woodstock Valley, CT 06282

      • 3 Beds
      • 2.5 Baths
      • 1,950 Sq Ft
      • Built 2016
      51 Tayler Trail, Woodstock Valley, CT 06282

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Nathan Daniel Boston MetroWest, LLC

  • /9

    $34,900

    Under Contract
    • Land
    • 1.95 Acres
    • $17,897 per Acre

    77-R Windham Center Rd, Windham, CT 06280

    Delightful lot of record, a rear lot that will convey with a right of way over 79 Windham Rd. A great opportunity at a great price. This lot offers wonderful privacy, in a central location, close to shopping, schools, recreation and more!

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    77-R Windham Center Rd, Windham, CT 06280
  • /20

    $3,200

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    71 Donovan Dr, Quinebaug, CT 06262

    Rent to own our newly constructed 1,800 sq ft raised ranch, move-in ready now! This open-concept home features vaulted ceilings, hardwood floors, granite countertops, stainless steel appliances, and recessed lighting throughout — modern finishes, zero updates needed. Stay comfortable year-round with efficient Mitsubishi mini-split heating and cooling. Located in the desirable Green Valley View

    71 Donovan Dr, Quinebaug, CT 06262
  • 56 Thompson Hill Rd, North Grosvenordale, CT 06255

    $440,000

    Sold Jun 12, 2026

    56 Thompson Hill Rd, North Grosvenordale, CT 06255

    • 2 Beds
    • 2 Baths
    • 974 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Above List Price
    • $452/SF
    • 3 Days On Market

    Current Estimated Value $438,547

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

    56 Thompson Hill Rd, North Grosvenordale, CT 06255
    • 40 Airport Rd, Danielson, CT 06239

      Est $541,917

      Not Listed For Sale

      40 Airport Rd, Danielson, CT 06239

      • 3 Beds
      • 2.5 Baths
      • 1,691 Sq Ft
      • Built 2018
      40 Airport Rd, Danielson, CT 06239

      Last Sold Summary

      • 8 Days On Market

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

  • /2

    $69,900

    • Land
    • 36,154 Sq Ft
    • $84,217 per Acre

    0 Collelo Ave Unit 24192702, Plainfield, CT 06354

    Bring your vision to life on this approved building lot. This parcel provides the flexibility to build a home that fits your lifestyle. This lot is a conveniently located near local amenities, 395 and the Rhode Island border.

    Agent Photo

    Mandy Gruslin

    Kazantzis Real Estate, LLC

    0 Collelo Ave Unit 24192702, Plainfield, CT 06354
  • /20

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    164 Union Rd, Eastford, CT 06242

    Beautifully updated 1BR/1BA duplex nestled on 2 acres of peaceful, private grounds in Eastford. The open-concept kitchen, dining and living area offers a bright, comfortable space with a great flow for everyday living and entertaining. Convenient main-level laundry adds to the ease of living. Enjoy the outdoors in the spacious backyard, shared with the landlord, featuring two gazebos with dining

    Justine Santos Lyon Malek Real Estate

    164 Union Rd, Eastford, CT 06242
  • 29 Shetucket Dr, Windham, CT 06280

    $365,000

    Sold Jul 08, 2026

    29 Shetucket Dr, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Built 1967

    Last Sold Summary

    • 22% Above List Price
    • $260/SF
    • 7 Days On Market

    Current Estimated Value $305,181

    Last Listing Agent Gregory LaFlam LaFlam Group

    29 Shetucket Dr, Windham, CT 06280
    • 131 Lovers Ln, Windham, CT 06280

      Est $339,234

      Not Listed For Sale

      131 Lovers Ln, Windham, CT 06280

      131 Lovers Ln, Windham, CT 06280

      Last Sold Summary

      • 281 Days On Market

      Last Listing Agent Brian McCarthy Home Selling Team

Showing Results 81 - 120, Page 3 of 18

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