Colebrook, CT Homes

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  $259,000

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  312 Colebrook River Rd, Colebrook, CT 06021

  Charming Colonial on a 2-acre lot. Inside, you'll find an updated kitchen featuring granite countertops and newer appliances. The large, sunny family room on the first floor is filled with natural light, creating a warm and inviting atmosphere. A combined living and dining room with a cozy wood stove adds charm and functionality to the main level. Recent upgrades to the home include a new roof in

  

  Amanda Balaski

  Northwest CT Realty

  (860) 891-2072

  312 Colebrook River Rd, Colebrook, CT 06021
• Explore Colebrook

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  $240,000 Sold Jun 12, 2025

  43 Flagg Hill Rd, Colebrook, CT 06021

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $375/SF
  • 24 Days On Market

  Current Estimated Value $241,614

  Last Listing Agent Geraldine Mattera Luxe Realty LLC

  43 Flagg Hill Rd, Colebrook, CT 06021
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  Est $207,285 Not Listed For Sale

  • 4 Beds

  14 Pine Rd, Colebrook, CT 06021

  14 Pine Rd, Colebrook, CT 06021
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  $980,000

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  11 Shantry Rd, Colebrook, CT 06021

  Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods, old logging roads, hiking trails, a brook and frontage on 3 roads. House is in need of TLC or tear down and rebuild your dream house, many outbuildings include chicken coop, large livestock barn and sheds. Property is unique and will need work but possibilities are endless.

  LAURA BARTLETT Northwest CT Realty

  11 Shantry Rd, Colebrook, CT 06021
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  $380,000 Sold Mar 17, 2025

  238 Colebrook River Rd, Colebrook, CT 06021

  • 4 Beds
  • 5 Baths
  • 3,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $126/SF
  • 410 Days On Market

  Current Estimated Value $407,380

  Last Listing Agent Tracy Gallagher Coldwell Banker Realty

  238 Colebrook River Rd, Colebrook, CT 06021
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  Est $286,482 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  460 Colebrook Rd, Colebrook, CT 06021

  460 Colebrook Rd, Colebrook, CT 06021
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  $49,900

  • Land
  • 1.91 Acres
  • $26,126 per Acre

  50 Pine Rd, Colebrook, CT 06098

  This spacious 1.91-acre lot is located in the rural surroundings of Colebrook, offering the perfect setting for building your home. With 380 feet of road frontage, this property provides easy access and ample space for construction. Whether you're looking for a peaceful retreat or a place to build a home, this land offers plenty of possibilities. Testing will need to be redone

  Austin Brochu Sullivan Real Estate Inc

  50 Pine Rd, Colebrook, CT 06098
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  $200,000 Sold Jun 06, 2025

  118 Stillman Hill Rd, Colebrook, CT 06021

  • 3 Beds
  • 2 Baths
  • 2,481 Sq Ft
  • Built 1960

  Last Sold Summary

  • 17% Below List Price
  • $81/SF
  • 9 Days On Market

  Last Listing Agent Michael Price KW Legacy Partners

  118 Stillman Hill Rd, Colebrook, CT 06021
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  Est $386,819 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,934 Sq Ft

  24 Simons Pond Rd, Colebrook, CT 06021

  24 Simons Pond Rd, Colebrook, CT 06021
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  $1,350,000

  • Land
  • 124.92 Acres
  • $10,807 per Acre

  0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

  Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

  Marshall Cohen Cohen Agency

  0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
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  $319,900 Sold Aug 29, 2025

  389 Colebrook River Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,034 Sq Ft
  • Built 1950

  Last Sold Summary

  • $309/SF
  • 57 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  389 Colebrook River Rd, Winsted, CT 06098
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  Est $788,894 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,860 Sq Ft

  404 Colebrook Rd, Colebrook, CT 06021

  404 Colebrook Rd, Colebrook, CT 06021
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  $295,000

  • Land
  • 43.96 Acres
  • $6,711 per Acre

  0 Prock Hill Rd, Colebrook, CT 06021

  Come Enjoy Life at a Slower Pace at this Quiet & Private 43+ Acre Lightly Wooded Parcel. A Gently Sloping Roughed in Road Leads to A Mountain Peak Set at 1,500 Elevation. Potential BIG Southern Views. Old Stone Walls & Easily Walkable Woods are to Be Discovered. Easy Access to Great Barrington MA, Winsted CT, Norfolk CT & all of NW CT/Southern Mass. Excellent Value for Such a Large Parcel, Only

  Graham Klemm Klemm Real Estate Inc

  0 Prock Hill Rd, Colebrook, CT 06021
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  $700,000 Sold Jun 06, 2025

  92 Old Colebrook Rd, Colebrook, CT 06021

  • 4 Beds
  • 3.5 Baths
  • 2,946 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Above List Price
  • $238/SF
  • 9 Days On Market

  Current Estimated Value $698,935

  Last Listing Agent Mimi Harson WILLIAM PITT SOTHEBY'S - SALISBURY

  92 Old Colebrook Rd, Colebrook, CT 06021
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  Est $360,160 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft

  268 Smith Hill Rd, Colebrook, CT 06021

  268 Smith Hill Rd, Colebrook, CT 06021
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  $450,000 Under Contract

  • Land
  • 160 Acres
  • $2,812 per Acre

  430 Smith Hill Rd, Colebrook, CT 06021

  A rare opportunity to create your own private retreat in the peaceful foothills of Colebrook. Includes 18.7 acres of buildable land with the possibility to subdivide into two parcels, giving you options for your dream home or future investment. Tucked well off the beaten path, the setting is surrounded by natural beauty, offering unmatched privacy and a sense of seclusion. With selective

  Rodney Motta Berkshire Hathaway NE Prop.

  430 Smith Hill Rd, Colebrook, CT 06021
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  $500,000 Sold Jan 31, 2025

  368 Sandy Brook Rd, Colebrook, CT 06021

  • 3 Beds
  • 1.5 Baths
  • 2,532 Sq Ft
  • Built 1830

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 11 Days On Market

  Current Estimated Value $525,232

  Last Listing Agent Nick Palazzo Century 21 Clemens Group

  368 Sandy Brook Rd, Colebrook, CT 06021
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  Est $460,916 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  143 Prock Hill Rd, Colebrook, CT 06021

  143 Prock Hill Rd, Colebrook, CT 06021
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  $549,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  106A Pinney St, Colebrook, CT 06021

  Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

  Kelly Sullivan Sullivan Real Estate Inc

  106A Pinney St, Colebrook, CT 06021
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  $440,000 Sold Dec 18, 2025

  64 Bunnell St, Colebrook, CT 06021

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1983

  Last Sold Summary

  • $286/SF
  • 38 Days On Market

  Last Listing Agent Linda Ganem Borla & Associates Real Estate

  64 Bunnell St, Colebrook, CT 06021
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  Est $470,338 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,744 Sq Ft

  603 Colebrook Rd, Colebrook, CT 06021

  603 Colebrook Rd, Colebrook, CT 06021
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  $295,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  36 Flagg Hill Rd, Colebrook, CT 06021

  Welcome to this charming Ranch-style, 3-bedroom home tucked away on a beautifully wooded cul-de-sac in desirable Colebrook. The open floor plan features an expanded primary bedroom with direct access to the backyard deck-perfect for relaxing afternoons overlooking the peaceful, private yard. The home includes numerous updates such as newer windows, roof, kitchen, bathroom, hot water heater, and

  LeeAnn Asklar E.J. Murphy Realty

  36 Flagg Hill Rd, Colebrook, CT 06021
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  $695,000 Sold Oct 28, 2025

  114 Pinney St, Colebrook, CT 06021

  • 3 Beds
  • 3 Baths
  • 3,110 Sq Ft
  • Built 1998

  Last Sold Summary

  • $223/SF
  • 55 Days On Market

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  114 Pinney St, Colebrook, CT 06021
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  Est $331,607 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,262 Sq Ft

  657 Colebrook Rd, Colebrook, CT 06021

  657 Colebrook Rd, Colebrook, CT 06021
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  $350,000 Pending

  • 3 Beds
  • 1 Bath
  • 2,038 Sq Ft

  33 Shantry Rd, Colebrook, CT 06021

  One of the best properties in colebrook. The perfect piece of land. Level yard with a pond on the property. Oversized 2 car garage. Stone fireplace. 30X26 great room that's Great for entertaining. New roof installed 2024. Don't miss out on this one, won't last long.

  PATRICIA SHERWIN Dave Jones Realty, LLC

  33 Shantry Rd, Colebrook, CT 06021
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  $860,000 Sold Jun 24, 2025

  399 Colebrook Rd, Colebrook, CT 06021

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Below List Price
  • $285/SF
  • 90 Days On Market

  Current Estimated Value $899,915

  Last Listing Agent David Taylor Elyse Harney Real Estate

  399 Colebrook Rd, Colebrook, CT 06021
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  Est $325,392 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  653 Colebrook Rd, Colebrook, CT 06021

  653 Colebrook Rd, Colebrook, CT 06021
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  $649,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  474 Smith Hill Rd, Colebrook, CT 06021

  Check out this unique opportunity to own a historical gem in the heart of Colebrook. This beautiful antique Colonial sits on five fairly level acres which encompasses a pond, many fruit trees and berry bushes. Perfect for a growing family or someone looking for a country retreat with Norman Rockwell views. The ''Cooper House'' is a historical icon in this town; a perfectly located corner lot that

  Ashley Canger LANCE VERMEULEN RE, INC

  474 Smith Hill Rd, Colebrook, CT 06021
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  $379,000 Sold May 09, 2025

  244 Colebrook Rd, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $248/SF
  • 90 Days On Market

  Current Estimated Value $376,528

  Last Listing Agent Carol York For Sale By Owner Connecticut

  244 Colebrook Rd, Winsted, CT 06098
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  Est $547,007 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,501 Sq Ft

  17 Prock Hill Rd, Colebrook, CT 06021

  17 Prock Hill Rd, Colebrook, CT 06021
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  $165,000

  • Land
  • 2 Acres
  • $82,500 per Acre

  425 Colebrook River Rd, Colebrook, CT 06021

  1.8 Acres of Commercial real estate for sale. Hard to find private spot surrounded by state forest. Located by state forest. Located in the general business zone, many options are available such as manufacturing and contractor business. Potential 75' by 100 foot building, with parking lot, three phase power, communications, septic and well. Some excavation site work and permits are included in

  Margaret Alexson Elyse Harney Real Estate

  425 Colebrook River Rd, Colebrook, CT 06021
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  $551,000 Sold Jul 02, 2025

  848 Colebrook Rd, Colebrook, CT 06021

  • 3 Beds
  • 2 Baths
  • 2,334 Sq Ft
  • Built 1954

  Last Sold Summary

  • 11% Above List Price
  • $236/SF
  • 37 Days On Market

  Current Estimated Value $553,368

  Last Listing Agent Elvia Gignoux William Pitt Sotheby's Int'l

  848 Colebrook Rd, Colebrook, CT 06021
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  Est $496,076 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,296 Sq Ft

  26 Silhouette Dr, Colebrook, CT 06021

  26 Silhouette Dr, Colebrook, CT 06021
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  $850,000

  • Land
  • 116.5 Acres
  • $7,296 per Acre

  82 Riverton Rd, Colebrook, CT 06021

  Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

  Suzie Larson Turning Point Realty, LLC

  82 Riverton Rd, Colebrook, CT 06021
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  $360,000 Sold Nov 19, 2025

  52 Bricklemaier Rd, Colebrook, CT 06021

  • 3 Beds
  • 3 Baths
  • 1,304 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $276/SF
  • 41 Days On Market

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  52 Bricklemaier Rd, Colebrook, CT 06021
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  Est $551,698 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,746 Sq Ft

  16 Eno Hill Rd, Colebrook, CT 06021

  16 Eno Hill Rd, Colebrook, CT 06021
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  /40

  $565,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  793 Colebrook Rd, Colebrook, CT 06021

  Set on a stunning, open lot with fields, wildflowers, stone walls, and a babbling brook, this oversized Cape offers the perfect blend of cozy living and scenic surroundings. A sprawling front porch and wrap-around back deck provide ideal outdoor space for relaxing or entertaining. Inside, the main floor features a wide, open entry with a dramatic two-story ceiling and winding staircase leading to

  Sheena Ruggirello Real Broker CT, LLC

  793 Colebrook Rd, Colebrook, CT 06021
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  $440,000 Sold Oct 29, 2025

  159 Sandy Brook Rd, Colebrook, CT 06021

  • 4 Beds
  • 1.5 Baths
  • 1,940 Sq Ft
  • Built 1800

  Last Sold Summary

  • 11% Below List Price
  • $227/SF
  • 73 Days On Market

  Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

  159 Sandy Brook Rd, Colebrook, CT 06021
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  Est $292,782 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  120 Winsted Norfolk Rd, Colebrook, CT 06021

  120 Winsted Norfolk Rd, Colebrook, CT 06021
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  $77,000 Sold Jun 05, 2025

  0 Riverton Rd Unit 24097291, Colebrook, CT 06065

  • Land
  • 3.13 Acres
  • $24,601 per Acre

  Last Sold Summary

  • 18% Above List Price
  • 7 Days On Market

  Last Listing Agent Rosemary Lovelace KW Legacy Partners

  0 Riverton Rd Unit 24097291, Colebrook, CT 06065

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