Litchfield County, CT Homes

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  /24

  $1,175,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  159 Merryall Rd, New Milford, CT 06776

  Escape the noise of the city... Located in the scenic Merryall section of New Milford, this fully renovated riverfront estate offers a rare opportunity to own a private retreat where luxury, nature, and lifestyle converge. Set on 6 acres with the West Aspetuck River flowing through the property, this home delivers the kind of tranquility and privacy that's increasingly sought after-yet just a

  

  Arian Hoxha

  Serhant Connecticut, LLC

  (860) 419-0370

  159 Merryall Rd, New Milford, CT 06776
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  /5

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 4,668 Sq Ft
  • Apartment for Rent

  440 Main St Unit B, Winchester, CT 06098

  Second Floor two Bedroom room apartment set in town. Convenient to stores, restaurants and medical facility.

  Linda Ganem Borla & Associates Real Estate

  440 Main St Unit B, Winchester, CT 06098
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  $585,000 Sold Sep 29, 2025

  56 Valley View Rd, Thomaston, CT 06787

  • 3 Beds
  • 2.5 Baths
  • 2,801 Sq Ft
  • Built 2000

  Last Sold Summary

  • $209/SF
  • 49 Days On Market

  Current Estimated Value $593,980

  Last Listing Agent Derek Greene Derek Greene

  56 Valley View Rd, Thomaston, CT 06787
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  Est $385,749 Not Listed For Sale

  84 Dutton Rd, New Hartford, CT 06057

  • 3 Beds
  • 1 Bath
  • 1,244 Sq Ft
  • Built 1959

  84 Dutton Rd, New Hartford, CT 06057

  Last Sold Summary

  • 4% Above List Price
  • $299/SF
  • 41 Days On Market

  Last Sold Price $371,500

  Last Listing Agent Marshall Cohen Cohen Agency
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  /2

  $23,900 Pending

  • Land
  • 0.15 Acre
  • $159,333 per Acre

  48 Bridge St, Winsted, CT 06098

  Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the

  

  David Sartirana

  Northwest CT Realty

  (860) 453-5624

  48 Bridge St, Winsted, CT 06098
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  /2

  $1,050 plus fees

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  12 Beach St Unit 7, Winsted, CT 06098

  Property Id: 1615805Total 8 - 1 BED ROOM UNITS in the building CLOSE to Route 8 & WINSTED Mainstreet, on-site parking, coin operated laundry, REAR BALCONY.

  12 Beach St Unit 7, Winsted, CT 06098
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  $575,000 Sold Aug 04, 2025

  7 Summit St, New Milford, CT 06776

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Above List Price
  • $356/SF
  • 10 Days On Market

  Current Estimated Value $567,553

  Last Listing Agent Kerri Kaylor Williams Real Estate

  7 Summit St, New Milford, CT 06776
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  Est $634,017 Not Listed For Sale

  301 Transylvania Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,628 Sq Ft
  • Built 1930

  301 Transylvania Rd, Woodbury, CT 06798

  Last Sold Summary

  • 7% Above List Price
  • $225/SF
  • 8 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Jane Spino Showcase Realty, Inc.
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  /39

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  339 Main St S, Woodbury, CT 06798

  One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 405-2250

  339 Main St S, Woodbury, CT 06798
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  /13

  $2,495 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  8 Burnham St Unit 2-A, Terryville, CT 06786

  "RENTAL INCLUDES ALL UTILITIES, HEAT, HOT WATER, AND ELECTRICITY". THE UNIT IS A LARGE 3 BEDROOM 1 BATH UPDATED APARTMENT WITH EAT-IN KITCHEN AND LIVING ROOM. MUST HAVE GOOD CREDIT SCORE AND PROOF OF INCOME AND EMPLOYMENT.

  Bob Camillone Berkshire Hathaway NE Prop.

  8 Burnham St Unit 2-A, Terryville, CT 06786
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  $300,000 Sold Sep 05, 2025

  7 Pheasant Run Rd Unit 1, Kent, CT 06757

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1981

  Last Sold Summary

  • $192/SF
  • 56 Days On Market

  Current Estimated Value $318,881

  Last Listing Agent Doug Hagen LPT Realty

  7 Pheasant Run Rd Unit 1, Kent, CT 06757
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  Est $820,242 Not Listed For Sale

  896 Main St S, Woodbury, CT 06798

  • 3 Beds
  • 4.5 Baths
  • 3,367 Sq Ft
  • Built 1958

  896 Main St S, Woodbury, CT 06798

  Last Sold Summary

  • 6% Above List Price
  • $231/SF
  • 33 Days On Market

  Last Sold Price $776,400

  Last Listing Agent Heather Crabtree RE/MAX RISE
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  /40

  $475,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,652 Sq Ft

  22 Jotham Rd, New Milford, CT 06776

  Meticulously maintained raised ranch, owned by only one family, hitting the market for the first time since being built in 1978! This house is situated on a peaceful, sprawling 1.4 acre lot located on a cul de sac. With over 2600 square feet of living space, this 3 bedroom, 2 bath home is sure to check all the boxes. The main level features a heated sunroom that leads to a deck overlooking the

  

  Allysa DeRosa

  Mapleridge Realty

  (860) 731-8587

  22 Jotham Rd, New Milford, CT 06776
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  /19

  $1,450 total monthly price

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

  59 Blake St Unit 2nd floor, Torrington, CT 06790

  Beautiful 2nd floor apartment with recently upgraded kitchen and bath. Light and inviting. Some rooms feature original hardwood floors. Washer/dryer hook ups. Plenty of closet space, including a small walk-in. Beautiful porch in the trees. You have sole use of the attic for storage. You get one bay in a shared two-car garage. You pay your own gas and electric. Absolutely no pets and no smoking

  59 Blake St Unit 2nd floor, Torrington, CT 06790
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  $108,000 Sold May 14, 2025

  26 Church St N, New Hartford, CT 06057

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft
  • Built 1956

  Last Sold Summary

  • 23% Below List Price
  • $144/SF
  • 3 Days On Market

  Current Estimated Value $114,039

  Last Listing Agent Brenda Drzewiecki William Raveis Real Estate

  26 Church St N, New Hartford, CT 06057
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  Est $407,597 Not Listed For Sale

  102 Sunny Ridge Dr, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1990

  102 Sunny Ridge Dr, Winsted, CT 06098

  Last Sold Summary

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

  Last Sold Price $395,000

  Last Listing Agent David Sartirana Northwest CT Realty
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  /23

  $319,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,747 Sq Ft

  78 Kearney St, Terryville, CT 06786

  Two-family property situated close to everything! A great option for owner-occupants or investors alike, this well-maintained two-family home offers two spacious units on separate floors, each with its own porch and comfortable layout. The first-floor unit features 1 bedroom and 1 full bath, plus a nice eat-in kitchen/living room combo and is leased at $1,400/month through April 2026. The

  

  Zach Nichols

  West View Properties, LLC

  (860) 421-9145

  78 Kearney St, Terryville, CT 06786
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  /25

  $3,800 per month

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • House for Rent

  11 Reservoir Rd, Lakeville, CT 06039

  Charming Renovated Home for Rent in Salisbury - Discover the perfect blend of countryside charm and modern comfort in this beautifully renovated 3-bedroom, 2-bathroom home located on a quiet road in highly desirable Salisbury, CT. Step inside to find a warm and welcoming interior, featuring a wood-burning fireplace and a cozy gas propane stove ideal for New England evenings. The screened-in porch

  Tanner Sneed Elyse Harney Real Estate

  11 Reservoir Rd, Lakeville, CT 06039
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  $441,244 Sold Oct 31, 2025

  71 Upper Reservoir Rd, New Milford, CT 06776

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Above List Price
  • $381/SF
  • 3 Days On Market

  Current Estimated Value $446,065

  Last Listing Agent Owen Evans William Raveis Real Estate

  71 Upper Reservoir Rd, New Milford, CT 06776
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  Est $405,217 Not Listed For Sale

  47 Orchard St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • Built 1875

  47 Orchard St, Winsted, CT 06098

  Last Sold Summary

  • 3% Above List Price
  • $217/SF
  • 106 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Bryan Palladino Showcase Realty, Inc.
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  /38

  $3,900,000

  • 4 Beds
  • 2.5 Baths
  • 2,073 Sq Ft

  23 Echo Dr, New Milford, CT 06776

  Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home

  

  Kevin Donovan

  Compass Connecticut, LLC

  (860) 730-9560

  23 Echo Dr, New Milford, CT 06776
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  /36

  $2,150 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  76 Benham St Unit Second and third floor, Torrington, CT 06790

  76 Benham St Unit Second and third floor, Torrington, CT 06790
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  $375,000 Sold Aug 29, 2025

  24 Zappula Dr, Torrington, CT 06790

  • 3 Beds
  • 1.5 Baths
  • 1,876 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 5 Days On Market

  Current Estimated Value $388,677

  Last Listing Agent Meghan Van Ormer Town & Country Real Estate

  24 Zappula Dr, Torrington, CT 06790
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  Est $311,806 Not Listed For Sale

  178 Boyd St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1900

  178 Boyd St, Winsted, CT 06098

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 62 Days On Market

  Last Sold Price $305,000

  Last Listing Agent David Sartirana Northwest CT Realty
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  /8

  $299,900 Pending

  • 6 Beds
  • 2 Baths
  • 2,699 Sq Ft

  77 Hubbard St, Winsted, CT 06098

  Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 452-3957

  77 Hubbard St, Winsted, CT 06098
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  /29

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 2,498 Sq Ft
  • House for Rent

  48 Keeler Rd, Sharon, CT 06069

  Over forty private wooded acres, a mountain stream, and hiking trails that lead to your own waterfall. This three-bedroom rustic stone cottage in the heart of the Litchfield Hills is the kind of country rental that's hard to find and harder to leave. A screen porch overlooks the running water, the living room has handsome exposed beams and opens to a covered porch, and wood-burning fireplaces

  Steve Pener William Pitt Sotheby's Int'l

  48 Keeler Rd, Sharon, CT 06069
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  $460,000 Sold Apr 10, 2026

  31 Main St, Northfield, CT 06778

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft
  • Built 1870

  Last Sold Summary

  • 7% Below List Price
  • $246/SF
  • 150 Days On Market

  Current Estimated Value $468,867

  Last Listing Agent David Luzi E.J. Murphy Realty

  31 Main St, Northfield, CT 06778
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  Est $283,133 Not Listed For Sale

  325 E Wakefield Blvd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1930

  325 E Wakefield Blvd, Winsted, CT 06098

  Last Sold Summary

  • 5% Above List Price
  • $227/SF
  • 39 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Brigitte Richter William Pitt
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  /6

  $149,900 Pending

  • Land
  • 0.23 Acre
  • $651,739 per Acre

  429 Main St, Watertown, CT 06795

  Attention Developers - Prime Mixed-Use Opportunity in the Heart of Watertown! A rare find on Main Street. This centrally located property is approved for mixed-use commercial and residential development, offering incredible potential in one of Watertown's most visible and active areas. The previous building featured two commercial spaces and three residential apartments, all lost in a fire, but

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 744-5730

  429 Main St, Watertown, CT 06795
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  /43

  $1,600 total monthly price

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

  31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798

  Impeccable large 2nd floor end unit, bright, cheerful and safe location with beautiful views. Freshly painted and professionally cleaned with new carpeting throughout. Rent includes heat, hot water and appliances. Tenant pays electric, cable/internet, renters insurance. Trash and recycling services and all grounds maintenance also included. New mini blinds throughout. Neighborhood is quiet and

  31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798
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  $285,000 Sold Jan 13, 2026

  393 S Main St, Torrington, CT 06790

  • 6 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 1910

  Last Sold Summary

  • 16% Below List Price
  • $110/SF
  • 176 Days On Market

  Last Listing Agent Douglas Yeomans Higgins Group Bedford Square

  393 S Main St, Torrington, CT 06790
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  Est $551,384 Not Listed For Sale

  1023 Woodbury Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 2,306 Sq Ft
  • Built 1994

  1023 Woodbury Rd, Watertown, CT 06795

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 229 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Dave Jones Dave Jones Realty, LLC
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  /40

  $525,000

  • 2 Beds
  • 2 Baths
  • 2,963 Sq Ft

  26 Carlson Ridge Rd, New Milford, CT 06776

  Welcome to the highly sought-after Carlson Ridge 55+ community. This bright, beautifully maintained 2-bedroom, 2-bath condo offers an inviting layout, sun-filled living spaces, and a private primary suite. The oversized basement adds incredible flexibility-perfect for a vibrant family room, hobbies, or hosting grandchildren and unforgettable holiday gatherings. Enjoy easy, low-maintenance living

  

  Robert Leonard

  William Raveis Real Estate

  (860) 606-4406

  26 Carlson Ridge Rd, New Milford, CT 06776
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  /22

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Apartment for Rent

  4 Main St S Unit 2, Woodbury, CT 06798

  Enjoy an exceptionally renovated historic apartment in the heart of charming downtown Woodbury! Located on the second floor of an historic building, with a private staircase and deck, this apartment has it all. Private parking behind the building, close proximity to shops and restaurants, large bedrooms with well-apportioned closets, and a thoughtful layout are among the many characteristics that

  Matthew Amatruda Drakeley Real Estate, Inc.

  4 Main St S Unit 2, Woodbury, CT 06798
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  $712,000 Sold Jan 30, 2026

  21 Lakeview Ave, Lakeville, CT 06039

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 19 Days On Market

  Current Estimated Value $706,377

  Last Listing Agent Liza Reiss Elyse Harney Real Estate

  21 Lakeview Ave, Lakeville, CT 06039
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  Est $665,139 Not Listed For Sale

  59 Wheeler Farm Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 3,416 Sq Ft
  • Built 2001

  59 Wheeler Farm Rd, Watertown, CT 06795

  Last Sold Summary

  • 6% Above List Price
  • $184/SF
  • 43 Days On Market

  Last Sold Price $629,000

  Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.
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  /35

  $339,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  621 Wynne Rd, Winsted, CT 06098

  Tucked away on a private road in the sought-after Highland Lake district, this impeccably maintained Ranch offers the perfect blend of privacy, simplicity, and natural beauty. Built in 1995 and set on a .59-acre lot, the home is surrounded by over 500 acres of preserved land, creating a peaceful, nature-filled setting that is increasingly hard to find. Inside, the home features 975 square feet of

  

  David Sartirana

  Northwest CT Realty

  (860) 385-6622

  621 Wynne Rd, Winsted, CT 06098
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  /45

  $4,425 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • House for Rent

  123 Looking Glass Hill Rd, Morris, CT 06763

  Short term, long term options! Location, Location, Location......with sweeping distant views towards Mt. Tom and the Litchfield Hills the Lookout offers tranquility, peace, and quiet to recharge, lounge or work remotely. Explore this park-like setting with mowed trails with great breezes and sun that drenches the vast open lawn and field with mature plantings and various fruit trees. Listen

  123 Looking Glass Hill Rd, Morris, CT 06763
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  $325,000 Sold Sep 25, 2025

  46 Bellamy Ln, Bethlehem, CT 06751

  • 3 Beds
  • 2.5 Baths
  • 1,032 Sq Ft
  • Built 1930

  Last Sold Summary

  • 34% Below List Price
  • $315/SF
  • 68 Days On Market

  Current Estimated Value $366,579

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  46 Bellamy Ln, Bethlehem, CT 06751
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  Est $206,959 Not Listed For Sale

  201 Mount Vernon Ave, Oakville, CT 06779

  • 2 Beds
  • 1 Bath
  • 630 Sq Ft
  • Built 1940

  201 Mount Vernon Ave, Oakville, CT 06779

  Last Sold Summary

  • 1% Above List Price
  • $326/SF
  • 71 Days On Market

  Last Sold Price $205,485

  Last Listing Agent Zach Nichols West View Properties, LLC

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