46,074

Windham County, CT Homes

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  • /36

    $519,900

    • 9 Beds
    • 3.5 Baths
    • 5,046 Sq Ft

    115 Grove St, Putnam, CT 06260

    INSTANT EQUITY in this beautiful and incredibly spacious two-family home. Sellers just had the home independently appraised for more than their asking price! With 10 foot ceilings throughout this turn of the century manse, the first floor unit features over 2,100 sq ft of living space with 3 large bedrooms, formal dining room, 2 full baths (1 roll-in handicap accessible, fully tiled with shower

    Gerard Hartmann Rockoff Realty

    115 Grove St, Putnam, CT 06260
  • 23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    $559,000 Sold Feb 02, 2026

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $259/SF
    • 198 Days On Market

    Last Listing Agent Alan Berman Signature Properties of NewEng

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • /9

    $259,900 Pending

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    17 Auburn St, Putnam, CT 06260

    Welcome to 17 Auburn Street, a charming and move-in ready home perfectly suited for first-time buyers or those looking to downsize. This well-maintained property offers a comfortable and functional layout with bright living spaces and inviting natural light throughout. Enjoy easy living with manageable space, efficient design, and low-maintenance outdoor areas. Conveniently located near downtown

    Courtney Ravenelle RE/MAX Bell Park Realty

    17 Auburn St, Putnam, CT 06260
  • 625 Riverside Dr, North Grosvenordale, CT 06255

    $430,000 Sold Jun 30, 2025

    625 Riverside Dr, North Grosvenordale, CT 06255

    • 4 Beds
    • 2 Baths
    • 2,271 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Above List Price
    • $189/SF
    • 8 Days On Market

    Current Estimated Value $412,047

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    625 Riverside Dr, North Grosvenordale, CT 06255
  • /39

    $2,995,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 5,977 Sq Ft

    66 Bebbington Rd, Ashford, CT 06278

    PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry

    Kiara Rusconi William Raveis Real Estate

    66 Bebbington Rd, Ashford, CT 06278
  • 18 Mary Ave, Moosup, CT 06354

    $357,000 Sold Feb 07, 2025

    18 Mary Ave, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1951

    Last Sold Summary

    • 2% Above List Price
    • $273/SF
    • 37 Days On Market

    Current Estimated Value $355,384

    Last Listing Agent Sheena Ruggirello Real Broker CT, LLC

    18 Mary Ave, Moosup, CT 06354
  • /8

    $99,900 Under Contract

    • Land
    • 1.83 Acres
    • $54,590 per Acre

    26 Bass Ln, Brooklyn, CT 06234

    Welcome to 26 Bass Lane. Total package consist of 8 lots consisting of 1.83 acres combined. Roughly 250 feet road frontage on Happy Lane while 26 Bass lane is the interior property sharing the road with just one other house. Property has been used for gardening and raising sheep. Mostly cleared dry, high and level land. Two sheds will remain. If you're looking for a quiet, spacious lot with lots

    Catherine Howard Berkshire Hathaway NE Prop.

    26 Bass Ln, Brooklyn, CT 06234
  • 72 Old Canterbury Rd, Hampton, CT 06247

    $430,000 Sold Aug 21, 2025

    72 Old Canterbury Rd, Hampton, CT 06247

    • 3 Beds
    • 2 Baths
    • 2,508 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $171/SF
    • 82 Days On Market

    Current Estimated Value $435,072

    Last Listing Agent Jennifer Lehto Kazantzis Real Estate, LLC

    72 Old Canterbury Rd, Hampton, CT 06247
  • /39

    $499,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 3,346 Sq Ft

    150 Broad St, Danielson, CT 06239

    Stunning home that has been extremely well loved over time with updates fatefully done paying tribute to its original character. Architectural details throughout have remained unaltered through the years. Grand foyer with 9ft ceilings is a warm welcome through the front door. Fireplace in living room with detailed hardwood floors. Dining room is a showpiece! Brand new kitchen with Corian

    Amy Brunet Brunet and Company Real Estate

    150 Broad St, Danielson, CT 06239
  • 10 Ralph St, Moosup, CT 06354

    $335,000 Sold Nov 21, 2025

    10 Ralph St, Moosup, CT 06354

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Below List Price
    • $317/SF
    • 17 Days On Market

    Last Listing Agent Ashley Walker Brunet and Company Real Estate

    10 Ralph St, Moosup, CT 06354
  • /39

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1669 Route 169, Woodstock, CT 06281

    Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

    Ryan De Lello William Pitt Sotheby's International Realty

    1669 Route 169, Woodstock, CT 06281
  • 35-37 N Chestnut St, Plainfield, CT 06374

    $367,000 Sold Jun 02, 2025

    35-37 N Chestnut St, Plainfield, CT 06374

    • 6 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Above List Price
    • $157/SF
    • 27 Days On Market

    Current Estimated Value $358,893

    Last Listing Agent Karly Worth Call It Closed Realty

    35-37 N Chestnut St, Plainfield, CT 06374
  • /10

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    25 Woodstock Meadows, Woodstock, CT 06281

    Charming 2-bedroom, 1.5-bath home in the heart of Woodstock Meadows! Bright, open living spaces with a cozy layout perfect for relaxing or entertaining. Kitchen offers ample storage and easy flow to the dining area. Enjoy the private yard, ideal for outdoor gatherings and gardening. Convenient location close to local amenities and scenic Connecticut charm.

    Derek Greene Derek Greene

    25 Woodstock Meadows, 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

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • /4

    $499,900

    • Land
    • 11.15 Acres
    • $44,834 per Acre

    117 Riverside Dr, North Grosvenordl, CT 06255

    Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

    Cary Marcoux RE/MAX Bell Park Realty

    117 Riverside Dr, North Grosvenordl, CT 06255
  • Unlisted Address

    $160,000 Sold May 20, 2025

    Unlisted Address

    • Land
    • 16.75 Acres
    • $9,552 per Acre

    Last Sold Summary

    • 54% Below List Price
    • 241 Days On Market

    Last Listing Agent Clarence Russ Home Selling Team

    Unlisted Address
  • /19

    $249,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    15 Bristol St, Willimantic, CT 06226

    Looking for your First home? Move right into this well-maintained 3 bedroom, 1 bath cape offering 1170 sq feet of comfortable living space located on a dead end street making this a quiet no traffic neighborhood. Recently stained exterior (2024) and a charming farmers porch adds great curb appeal, while solar panels provide energy efficiency and savings. Inside you'll find hardwood floors

    Ted Jarrett Berkshire Hathaway NE Prop.

    15 Bristol St, Willimantic, CT 06226
  • 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 $255,061

    Last Listing Agent Christine Johnson RE/MAX One

    10 Tiffany St, Brooklyn, CT 06234
  • /2

    $7,900 Pending

    • Land
    • 0.14 Acre
    • $56,429 per Acre

    4 Short St, Brooklyn, CT 06234

    Affordable opportunity for builders and investors! Bring your plans and creativity to this 0.14-acre lot located off of the peaceful Paradise Drive. This property offers an excellent entry point for a new build or small development project, with nearby amenities and continued neighborhood growth adding to its value. Easy access, manageable lot size, and placement within the Paradise Drive Overlay

    Catherine Howard Berkshire Hathaway NE Prop.

    4 Short St, Brooklyn, CT 06234
  • 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 $300,353

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • /39

    $875,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,668 Sq Ft

    95 Old Breakneck Hill Rd, Dayville, CT 06241

    Horse property. Private setting. Custom built Colonial home. 3 bedrooms, 3 full bathrooms, open floor plan, formal dining room, Large kitchen with a center island, granite counters, SS appliances. Living room with a gas fireplace, cathedral ceiling and sliders to your private deck. Home office on the first floor. Full bathroom with laundry on the first floor. Hardwoods throughout the house.

    Mark Benard Brunet and Company Real Estate

    95 Old Breakneck Hill Rd, Dayville, CT 06241
  • 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
  • /20

    $289,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    47 Texas Heights Rd, Plainfield, CT 06374

    RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

    Doug Taber Taber Realty, LLC

    47 Texas Heights Rd, Plainfield, CT 06374
  • 86 Latici St, Putnam, CT 06260

    $333,000 Sold Jun 03, 2025

    86 Latici St, Putnam, CT 06260

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $347/SF
    • 51 Days On Market

    Current Estimated Value $338,512

    Last Listing Agent Kerri Mullen CR Premier Properties

    86 Latici St, Putnam, CT 06260
  • /9

    $129,900 Pending

    • Land
    • 4.02 Acres
    • $32,313 per Acre

    1394 North Rd, Killingly, CT 06241

    Prime Building Lot with Endless Potential. Discover this exceptional building lot located in a desirable North Road neighborhood, perfect for designing your dream home. Adjacent to a private landing strip that is also for sale under (MLS # 24118955 1450 North RD). This 4.02 Acre lot offers enough room for a home, garage, and hangar if one is so inclined., Underground utilities have already been

    Scott Pempek Berkshire Hathaway NE Prop.

    1394 North Rd, Killingly, CT 06241
  • 193 Pickett Rd, Plainfield, CT 06374

    $485,000 Sold Jun 30, 2025

    193 Pickett Rd, Plainfield, CT 06374

    • 3 Beds
    • 2.5 Baths
    • 1,843 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $263/SF
    • 19 Days On Market

    Current Estimated Value $480,464

    Last Listing Agent Kayla Morin First Choice Realty

    193 Pickett Rd, Plainfield, CT 06374
  • /21

    $475,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    360 Paine District Rd, Woodstock, CT 06281

    Located in a highly desirable, idyllic, and relaxing setting, this 2019-built, single-owner home has been meticulously maintained and remains in pristine condition. Designed for easy one-level ranch living, the entire home is thoughtfully laid out on a single floor. The open living space features dramatic vaulted ceilings accented by expansive A-frame-style windows, flooding the home with natural

    Skyla Gagnon RE/MAX Bell Park Realty

    360 Paine District Rd, Woodstock, CT 06281

Showing Results 401 - 440, Page 11 of 18

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