46,049

Windham County, CT Homes

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  • /39

    $525,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,364 Sq Ft

    698 Brayman Hollow Rd, Pomfret Center, CT 06259

    Spacious 8-Room Cape in a Peaceful Pomfret Setting. Set on 1.3 acres, this 4-bedroom, 2.5-bath Cape offers 2,364 sq. ft. of living space with a thoughtful and flexible layout. The main level features a formal living room, a den with a Pellet stove, a dining area, and a kitchen with granite countertops, tile flooring, and plenty of cabinet space. The first-floor primary bedroom includes a full

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 901-8373

    698 Brayman Hollow Rd, Pomfret Center, CT 06259
  • /18

    $1,600 - $1,800 per month plus fees

    16 Bradley St

    2 Beds

    16 Bradley St, Putnam, CT 06260

    Modern 2-Bedroom Apartment for Rent – 16 Bradley St, Apt 2, Putnam, CT 06260DescriptionWelcome home to this newly renovated and modern 2-bedroom apartment in the heart of Putnam. Located at 16 Bradley Street, Apartment 2, this sleek, updated unit offers the perfect balance of style, comfort, and convenience. Just minutes from Day Kimball Hospital, and close to I-395, Route 44, Route 12,

    16 Bradley St, Putnam, CT 06260
  • 601 Whetstone Mills Unit 601, Dayville, CT 06241

    $285,000 Sold Aug 01, 2025

    601 Whetstone Mills Unit 601, Dayville, CT 06241

    • 2 Beds
    • 1.5 Baths
    • 1,240 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $230/SF
    • 36 Days On Market

    Current Estimated Value $282,711

    Last Listing Agent Jarrod Lewis J. Christopher Real Estate Group

    601 Whetstone Mills Unit 601, Dayville, CT 06241
  • /30

    $449,000

    • 4 Beds
    • 2 Baths
    • 2,760 Sq Ft

    102 Krapf Rd, Ashford, CT 06278

    Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 792-3716

    102 Krapf Rd, Ashford, CT 06278
  • /28

    $3,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft
    • House for Rent

    246 N Shore Rd, Dayville, CT 06241

    The best things in life should include renting this absolutely beautiful home on ALEXANDERS LAKE! This is the perfect escape from the hustle and bustle of everyday life. With this open concept floor plan, you will enjoy the spectacular crystal-clear lake views from the kitchen, dining, living room, enclosed porch and patio! Enjoy a spacious primary bedroom suite with a large walk in closet and

    Belinda Culp Berkshire Hathaway NE Prop.

    246 N Shore Rd, Dayville, CT 06241
  • 118 Lewis Blvd, Danielson, CT 06239

    $181,000 Sold Jan 28, 2025

    118 Lewis Blvd, Danielson, CT 06239

    • 5 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Above List Price
    • $78/SF
    • 22 Days On Market

    Current Estimated Value $221,918

    Last Listing Agent John Oliveri Property Works New England

    118 Lewis Blvd, Danielson, CT 06239
  • /40

    $575,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,538 Sq Ft

    89 John Perry Rd, Eastford, CT 06242

    Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and

    Agent Photo

    Mary Collins

    Berkshire Hathaway NE Prop.

    (860) 590-4951

    89 John Perry Rd, Eastford, CT 06242
  • /20

    $1,000 - $1,450 per month plus fees

    Moosup Gardens Townhomes

    1 - 3 Beds

    10 Gorman St, Moosup, CT 06354

    Welcome to Moosup Gardens, a serene oasis nestled in the picturesque town of Moosup, Connecticut. Conveniently located near Mohegan Sun Casino, Foxwoods Casino, and Rhode Island, our community offers the perfect balance of accessibility and tranquility. Step into our elegant residences, where each home features private entrances, generously proportioned bedrooms, and sleek, contemporary layouts.

    10 Gorman St, Moosup, CT 06354
  • 179 Hill Rd, Thompson, CT 06277

    $650,000 Sold Oct 08, 2025

    179 Hill Rd, Thompson, CT 06277

    • 4 Beds
    • 3.5 Baths
    • 4,016 Sq Ft
    • Built 2000

    Last Sold Summary

    • 13% Below List Price
    • $162/SF
    • 38 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    179 Hill Rd, Thompson, CT 06277
  • /34

    $315,000 New Construction

    • 1 Bed
    • 1.5 Baths
    • 1,167 Sq Ft

    6 Nahaco Hill Ln, Eastford, CT 06242

    Brand New Construction- Move in ready! Welcome to Nahaco Hills, a private community of 24 single family ranch homes with no age restrictions. This stunning new home is ready for its new owners! Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect

    Agent Photo

    Valerie MacNeil

    Kazantzis Real Estate, LLC

    (860) 718-4364

    6 Nahaco Hill Ln, Eastford, CT 06242
  • /12

    $1,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Apartment for Rent

    201 Whetstone Mills, Dayville, CT 06241

    Welcome to Whetstone Mills! This charming condo offers 972 square feet of comfortable living space, featuring 2 bedrooms and 1 full bath. Enjoy the rare luxury of two private balconies - one off the kitchen with views of the spacious yard and gazebo, and another off the primary bedroom. This is a locked and secure building offering two convenient entrances, including one with accessible ramps.

    Kayla Picciarelli RE/MAX Bell Park Realty

    201 Whetstone Mills, Dayville, CT 06241
  • 36 Fairway Dr, Windham, CT 06256

    $50,000 Sold Jul 29, 2025

    36 Fairway Dr, Windham, CT 06256

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $74/SF
    • 81 Days On Market

    Last Listing Agent Erica Molochnick RbRE, LLC

    36 Fairway Dr, Windham, CT 06256
  • /40

    $299,900 Under Contract

    • 1 Bed
    • 1.5 Baths
    • 1,167 Sq Ft

    5 Nahaco Hill Ln, Eastford, CT 06242

    Brand-New, Finished, and Priced to Sell! Welcome to Nahaco Hills, a private community of 24 single family ranch homes. This stunning new home is ready for its new owners! Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect for relaxing and

    Agent Photo

    Valerie MacNeil

    Kazantzis Real Estate, LLC

    (860) 891-2131

    5 Nahaco Hill Ln, Eastford, CT 06242
  • /13

    $1,300 per month plus fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    40 Hewitt St Unit 3, Windham, CT 06226

    Property Id: 227935840 Hewitt Street sits on a nice level lot with an open back and side yard and nice front porches. With lots of off street parking. Located on a desirable street close to Eastern and up in the hills. Brand new roof and water heater. This is a 2 bedroom 1 bath unit with renovations including to the new tenant, redone hardwood floors throughout, new appliances, new

    40 Hewitt St Unit 3, Windham, 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
  • /19

    $895,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    36 Olde Meadow Rd, Woodstock, CT 06281

    TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

    Agent Photo

    Tina Lajoie

    William Raveis Real Estate

    (860) 407-5265

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /20

    $2,500 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 3,132 Sq Ft
    • House for Rent

    85 Maple St, Danielson, CT 06239

    Welcome to this meticulous 3-4 bedroom home, offering 2 1/2 bathrooms and a host of charming features. The eat-in kitchen provides a cozy space while the formal dining room is perfect for hosting gatherings. Enjoy the beauty of nice hardwood floors and built-ins throughout the home, adding both style and functionality. Stay comfortable year-round with air conditioning. Outside, the paved driveway

    Cary Marcoux RE/MAX Bell Park Realty

    85 Maple St, Danielson, CT 06239
  • 124 New Rd, Thompson, CT 06277

    $654,000 Sold Jun 06, 2025

    124 New Rd, Thompson, CT 06277

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $308/SF
    • 8 Days On Market

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

    124 New Rd, Thompson, CT 06277
  • /8

    $597,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    0 Rr 197 Rd, Woodstock, CT 06281

    Brand New Construction at an amazingly affordable price! This 4 bedroom 2.5 Colonial will be set on a knoll in the meadows in the picturesque Town of Woodstock. It is private and secluded, yet minutes away from the interstate with easy access to Boston, Worcester and Hartford. The home will have gleaming hardwood oak floors throughout the first floor with an open concept plan. The kitchen will

    Agent Photo

    Morris Lewis

    Northeast Realty

    (860) 943-4776

    0 Rr 197 Rd, Woodstock, CT 06281
  • /3

    $1,450 per month plus fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    72 Chapman St Unit 4, Windham, CT 06226

    Property Id: 1615599Spacious and cozy 4th floor unit ready to move inLandlord pays for lawn and snow removal, water and sewer Tenant pays electric and internet More pictures coming soon Schedule for showing

    72 Chapman St Unit 4, Windham, CT 06226
  • 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

    Current Estimated Value $598,000

    Last Listing Agent Carol Ryniewicz CR Premier Properties

    37 Pulpit Rock Rd, Woodstock, CT 06281
  • /24

    $459,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    14 South St, Brooklyn, CT 06234

    Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late December 2025! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

    Bill Heenan William Raveis Real Estate

    14 South St, Brooklyn, CT 06234
  • /38

    $2,000 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,378 Sq Ft
    • Townhouse for Rent

    3 Water St, Danielson, CT 06239

    This second-floor, two-bedroom apartment has been totally remodeled and is ready for rent. The space has been restored to pristine condition. Beautiful hardwood floor, new windows, granite counters, totally guttered bath with a laundry hookup. New appliances installed. Nearby is the Quinebaug trail; it is popular for birding, running, and walking, but you can still enjoy some solitude during

    James Bradshaw Berkshire Hathaway NE Prop.

    3 Water St, Danielson, CT 06239
  • 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

    Last Listing Agent Amy Brunet Brunet and Company Real Estate

    23 Birchwood Dr, Dayville, CT 06241
  • /40

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft

    69 N Bedlam Rd, Chaplin, CT 06235

    Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

    Tammy Lucier eXp Realty

    69 N Bedlam Rd, Chaplin, CT 06235
  • /16

    $2,250 per month plus fees

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    93 Prospect Ave Unit B 2nd Floor, Killingly, CT 06239

    Property Id: 1585333Second floor with oversized rooms 4-5 bedroom possibilities, 1 bathroom. Off street parking, basement storage and separate garage included. Good condition quiet Street with yard. On site washer and dryer hookupsClose to close Schools, shopping, bus lines.

    93 Prospect Ave Unit B 2nd Floor, Killingly, CT 06239
  • 1264 Hartford Pike, Dayville, CT 06241

    $297,000 Sold Jul 11, 2025

    1264 Hartford Pike, Dayville, CT 06241

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1880

    Last Sold Summary

    • 2% Above List Price
    • $186/SF
    • 5 Days On Market

    Last Listing Agent Tina Lajoie William Raveis Real Estate

    1264 Hartford Pike, Dayville, CT 06241
  • /10

    $50,000

    • Land
    • 0.71 Acre
    • $70,423 per Acre

    251 Park Rd, Putnam, CT 06260

    Seller financing is available on all of our properties. Low down payments, low monthly payments and no credit check. Everyone qualifies.Incredible opportunity awaits you with this great property in a sweet town. Nestled in a serene setting, this spacious parcel offers the perfect canvas for your dream home or investment project. Enjoy the charm of small-town living with easy access to

    LandCentral LandCentral LandCentral

    251 Park Rd, Putnam, CT 06260
  • /10

    $1,000 total monthly price

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

    35 Salisbury Ave, Moosup, CT 06354

    Smoke & pet free home - Charming cottage with one-floor living at its best! Enjoy the comfort and convenience of this stand-alone home, featuring both gas and electric heat - giving you the best of both worlds. The cottage includes a stove, refrigerator, and access to a lovely backyard for relaxing. Cozy and efficient, with limited indoor storage, this home is perfect for those seeking easy

    Ron Sweet Kazantzis Real Estate, LLC

    35 Salisbury Ave, Moosup, CT 06354
  • 206 Boston Post Rd, Windham, CT 06256

    $45,000 Sold Jun 23, 2025

    206 Boston Post Rd, Windham, CT 06256

    • Land
    • 0.41 Acre
    • $109,756 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 12 Days On Market

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

    206 Boston Post Rd, Windham, CT 06256

Showing Results 81 - 120, Page 3 of 18

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