Litchfield County, CT Homes

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  /40

  $795,000

  • 4 Beds
  • 4 Baths
  • 3,856 Sq Ft

  59 J Ryan Way, Watertown, CT 06795

  Welcome to 59 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,800 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized

  

  Ken Demirs

  Regency Real Estate, LLC

  59 J Ryan Way, Watertown, CT 06795
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  /29

  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft
  • House for Rent

  6 Brunetto Grove, Morris, CT 06763

  FURNISHED RENTAL AVAILABLE SEPT 8, 2026 - MAY 21 2027. Lakeside living in this 2 bedroom, 2 full bath ranch-style bungalow a short walk to private beach access on Bantam Lake. Meticulously maintained and fully furnished. Cozy living room with propane fireplace insert. Kitchen, dining room, 2nd bedroom with double Murphy beds, primary bedroom with en-suite bathroom and separate "laundry room".

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  6 Brunetto Grove, Morris, CT 06763
• 

  $35,000

  Sold Dec 19, 2025

  93-95 Eastview Rd, Plymouth, CT 06786

  • Land
  • 8,712 Sq Ft
  • $175,000 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 325 Days On Market

  Last Listing Agent Richard Pavlik Pavlik Real Estate LLC

  93-95 Eastview Rd, Plymouth, CT 06786
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  Not Listed For Sale

  LOT#8 Wolf Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,320 Sq Ft
  • Built 2025

  LOT#8 Wolf Hill Rd, Watertown, CT 06795

  Last Sold Summary

  • 50 Days On Market
• 

  

  

  /35

  $1,640,000

  $150K PRICE DROP Under Contract

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

  32 Ferris Estates Rd, New Milford, CT 06776

  Nestled along the shores of Candlewood Lake, this masterpiece of mid-century modern design, blends timeless elegance with waterfront living. The home is a sanctuary of light and space, featuring clean lines, expansive windows, and an open floor plan that invites the outdoors in. Step inside to discover a sunlit open floor plan with warm wood finishes, and panoramic western views of the lake.

  

  Kevin Donovan

  Compass Connecticut, LLC

  32 Ferris Estates Rd, New Milford, CT 06776
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  /34

  Starting at $1,500 Plus Fees

  • 1 Bed

  101 Whiting St, Winsted, CT 06098

  By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

  Mill at Still River

  101 Whiting St, Winsted, CT 06098
• 

  $564,000

  Sold Apr 14, 2026

  22 Highmeadow Rd, Watertown, CT 06795

  • 3 Beds
  • 4 Baths
  • 2,728 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 48 Days On Market

  Current Estimated Value $567,426

  Last Listing Agent Heidi Matusik Evjen Agency

  22 Highmeadow Rd, Watertown, CT 06795
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  Not Listed For Sale

  101 Hat Shop Hill Rd, Bridgewater, CT 06752

  • 4 Beds
  • 2.5 Baths
  • 2,940 Sq Ft
  • Built 1998

  101 Hat Shop Hill Rd, Bridgewater, CT 06752

  Last Sold Summary

  • 196 Days On Market
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  /40

  $798,000

  $77K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  98 Carmel Hill Rd N, Bethlehem, CT 06751

  A turnkey Litchfield County retreat just 90 min from NYC, offering historic character, designer finishes, and effortless weekend living moments from Washington, Litchfield, and Woodbury.Originally an 1800s caretaker's cottage, this beautifully renovated antique has been thoughtfully expanded & extensively updated between 2023 and 2026, blending timeless New England charm w/modern luxury. Set on

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  98 Carmel Hill Rd N, Bethlehem, CT 06751
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  /8

  $1,595 Per Month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  19 Center St Unit 1, Winsted, CT 06098

  Three bedroom apartment on the first floor. Large kitchen, light filled living room and a recently remodeled bath. Washer/dryer can be added for an additional $75 per month. Pets considered. Off-street parking. First month and two months security, if applicable. Credit and background check required.

  

  Amanda Balaski

  Northwest CT Realty

  19 Center St Unit 1, Winsted, CT 06098
• 

  $305,000

  Sold Nov 14, 2025

  2233 Norfolk Rd, Torrington, CT 06790

  • 2 Beds
  • 1 Bath
  • 1,237 Sq Ft
  • Built 1940

  Last Sold Summary

  • 13% Above List Price
  • $247/SF
  • 44 Days On Market

  Current Estimated Value $315,554

  Last Listing Agent Brierley Hannan William Pitt Sotheby's Int'l

  2233 Norfolk Rd, Torrington, CT 06790
• 

  Est $236,163

  Not Listed For Sale

  143 Pine Hill Rd Unit 9F, Thomaston, CT 06787

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1986

  143 Pine Hill Rd Unit 9F, Thomaston, CT 06787

  Last Sold Summary

  • 22 Days On Market
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  /38

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 2,129 Sq Ft

  752 Lake Dr, Winsted, CT 06098

  Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including

  

  Pam Famiglietti

  William Raveis Real Estate

  752 Lake Dr, Winsted, CT 06098
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  /35

  Starting at $1,599 Plus Fees

  • Studio - 2 Beds

  302 Tuttle Rd, Woodbury, CT 06798

  Welcome to Woodbury Knoll Apartments, where modern comfort meets tranquil, lakeside living. Life unfolds at a different pace here — mornings are inspired by nature's quiet beauty, and evenings unwind in serene surroundings. In our apartments in Woodbury, CT, you'll discover a lifestyle that's vibrant yet peaceful, perfectly balanced, and endlessly welcoming.

  Woodbury Knoll

  302 Tuttle Rd, Woodbury, CT 06798
• 

  $764,500

  Sold Aug 21, 2025

  327 Winding Brook Farm Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $283/SF
  • 70 Days On Market

  Current Estimated Value $776,074

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  327 Winding Brook Farm Rd, Watertown, CT 06795
• 

  Est $559,268

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 2,585 Sq Ft
  • Built 1900

  Unlisted Address

  Last Sold Summary

  • 26 Days On Market
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  /38

  $425,000

  $50K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  89 Route 7 S, Falls Village, CT 06031

  Beautifully maintained home sits above the road with nicely landscaped, private yard, paved driveway and two car garage with an additional car port. Currently set up with an Eat-in Kitchen, Living Room (this could also be used as a formal dining room), Full Bath, Office & Den (could be a dining room or living room) on the first floor. Upstairs are three generously sized bedrooms and another full

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  89 Route 7 S, Falls Village, CT 06031
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  /39

  $5,250 Per Month

  • 3 Beds
  • 2.5 Baths
  • 3,626 Sq Ft
  • House for Rent

  23 Cornwall Rd, Warren, CT 06754

  AVAILABLE SEPT 8- MAY 21 @5,250/MONTH. Sit back, relax and enjoy all that Litchfield County has to offer in this 3 bedroom, 3 and 1/2 bath mid century modern ranch home. Completely renovated kitchen with an easy open concept and flow includes new stainless steel appliances and convenient wine chiller for entertaining. Formal dining room with bonus dining peninsula seating. Large all-season

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  23 Cornwall Rd, Warren, CT 06754
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  $575,000

  Sold Dec 18, 2025

  22 Mountain View Terrace, New Milford, CT 06776

  • 3 Beds
  • 2.5 Baths
  • 3,052 Sq Ft
  • Built 1988

  Last Sold Summary

  • $188/SF
  • 37 Days On Market

  Current Estimated Value $583,681

  Last Listing Agent Lori Campbell Coldwell Banker Realty

  22 Mountain View Terrace, New Milford, CT 06776
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  Est $395,564

  Not Listed For Sale

  413 Hickory Hill Rd, Thomaston, CT 06787

  • 4 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1962

  413 Hickory Hill Rd, Thomaston, CT 06787

  Last Sold Summary

  • 7 Days On Market
• 

  

  /33

  $494,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  38 Mountain Rd, Woodbury, CT 06798

  Welcome to 38 Mountain Road, a perfect blend of functional living space and privacy while still offering a close proximity to town. Upon entering you are greeted with a warm and welcoming living room. This space flows into the dining room which is right next to the remodeled kitchen making dinner hosting a breeze! The kitchen offers a view of your private back yard from the window and beautiful

  

  Tami Hoxhallari

  Lotus Realty Group, LLC.

  38 Mountain Rd, Woodbury, CT 06798
• 

  

  /17

  Starting at $1,995

  Total Monthly Price

  • 2 Beds

  34 East St, New Milford, CT 06776

  Welcome to Barton Commons, a hidden gem nestled within a tranquil neighborhood. Our community offers an unparalleled environment for residents to enjoy a truly relaxed and peaceful way of living. At Barton Commons, we take pride in offering a wide selection of thoughtfully crafted apartments that cater to the unique needs of various households. From chic studios to spacious two-bedroom homes,

  Barton Commons

  

  34 East St, New Milford, CT 06776
• 

  $475,000

  Sold Mar 23, 2026

  31 Sterling Dr, New Milford, CT 06776

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $254/SF
  • 10 Days On Market

  Current Estimated Value $470,659

  Last Listing Agent Santiago Jaraba Whitestone Real Estate Group

  31 Sterling Dr, New Milford, CT 06776
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  Not Listed For Sale

  108 Burgess Rd, Morris, CT 06763

  108 Burgess Rd, Morris, CT 06763

  Last Sold Summary

  • 104 Days On Market
• 

  

  /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.

  339 Main St S, Woodbury, CT 06798
• 

  

  /3

  $1,495 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  88 Spencer St Unit 2, Winsted, CT 06098

  Two bedroom, 1st flr apartment close to town. Private front porch. A washer-dryer can be provided for an extra $75 per month. Pets considered, and a background and credit check are required. Minimum credit score required. Showings only in the evening or on Sundays.

  

  Amanda Balaski

  Northwest CT Realty

  88 Spencer St Unit 2, Winsted, CT 06098
• 

  $255,000

  Sold Jan 23, 2026

  85 New Harwinton Rd, Torrington, CT 06790

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft
  • Built 1919

  Last Sold Summary

  • $202/SF
  • 48 Days On Market

  Current Estimated Value $262,747

  Last Listing Agent Travis Lipinski W. Raveis Lifestyles Realty

  85 New Harwinton Rd, Torrington, CT 06790
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  Not Listed For Sale

  57 Anita Way, Warren, CT 06754

  57 Anita Way, Warren, CT 06754

  Last Sold Summary

  • 763 Days On Market
• 

  

  /33

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  39 South St, Washington, CT 06793

  Nestled on 4.36 beautiful acres along one of Washington's most prestigious country roads, this charming Cape presents a rare opportunity to own in a neighborhood where exceptional estates command multi-million-dollar values. Whether enjoyed exactly as it is today or transformed over time, the true value lies in the remarkable setting, privacy, and long-term potential. The existing home offers

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  39 South St, Washington, CT 06793
• 

  

  /10

  Starting at $1,150 Plus Fees

  • Studio - 1 Bed

  451 Harwinton Ave, Torrington, CT 06790

  At Brookgate Apartments , our designer-inspired amenities set us apart from the competition. We pride ourselves on providing top-quality apartments outfitted with the everyday amenities you expect as well as luxury amenities to delight your senses and enhance your modern life. Indulge your culinary instincts in your state-of-the-art kitchen, furnished with Beautiful and energy-efficient

  Brookgate Apartments

  

  451 Harwinton Ave, Torrington, CT 06790
• 

  $297,500

  Sold Oct 27, 2025

  214 Scoville Hill Rd, Harwinton, CT 06791

  • 2 Beds
  • 1 Bath
  • 1,243 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Below List Price
  • $239/SF
  • 48 Days On Market

  Current Estimated Value $301,166

  Last Listing Agent Carl Thompson First Capital Realty, LLC

  214 Scoville Hill Rd, Harwinton, CT 06791
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  Not Listed For Sale

  4 Esthers Lane Extension, Morris, CT 06763

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft
  • Built 1988

  4 Esthers Lane Extension, Morris, CT 06763

  Last Sold Summary

  • 64 Days On Market
• 

  

  /36

  $375,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  122 Chestnut Grove Rd, Watertown, CT 06795

  Welcome home to this beautifully maintained 3-bedroom, 1.5-bath Colonial where pride of ownership shines throughout. Thoughtfully updated and move-in ready, this home offers the perfect blend of classic charm and modern convenience. The main level features a spacious living room, dining area, and an updated kitchen complete with stainless steel appliances. A convenient half bath with main-level

  

  Matthew Egan

  Regency Real Estate, LLC

  122 Chestnut Grove Rd, Watertown, CT 06795
• 

  

  /11

  $1,300 Per Month

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

  46 Pulaski St Unit Third Floor, Torrington, CT 06790

  Available now! This third-floor, one-bedroom, one-bath apartment is located in a three-family home on Torrington's west-central side. The unit features an eat-in kitchen, a comfortable living room, and a full bathroom with a shower stall. Enjoy the convenience of basement laundry, a small porch, and one garage space with an additional parking spot directly in front of the garage. Ideally situated

  

  Chris Callahan

  Berkshire Hathaway NE Prop.

  46 Pulaski St Unit Third Floor, Torrington, CT 06790
• 

  $550,000

  Sold Nov 06, 2025

  1551 Highland Ave, Torrington, CT 06790

  • 4 Beds
  • 3 Baths
  • 2,980 Sq Ft
  • Built 1995

  Last Sold Summary

  • 11% Above List Price
  • $185/SF
  • 45 Days On Market

  Current Estimated Value $571,127

  Last Listing Agent Kim D'Andrea William Pitt Sotheby's Int'l

  1551 Highland Ave, Torrington, CT 06790
• 

  Est $375,928

  Not Listed For Sale

  112 Woodruff Ave Unit A, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • Built 2019

  112 Woodruff Ave Unit A, Watertown, CT 06795

  Last Sold Summary

  • 71 Days On Market
• 

  

  /36

  $750,000

  $49K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  48 Preston Ln, Salisbury, CT 06068

  Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-level home, offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  48 Preston Ln, Salisbury, CT 06068
• 

  

  /20

  Starting at $2,200 Plus Fees

  • 2 Beds

  45 Fort Hill Rd, New Milford, CT 06776

  Welcome to Overlook at Fort Hill Apartments, luxury living in one of Connecticut's most beautiful towns. Great schools, great downtown, around the block from Starbuck's and Big-Y Supermarket with easy access to main highways and the Danbury Mall. Your Overlook at Fort Hill apartment homes offers it all. Every unit features 2 spacious bedrooms, roomy bathroom with tub, a large cook's kitchen,

  Overlook at Fort Hill Apartments

  45 Fort Hill Rd, New Milford, CT 06776
• 

  $775,000

  Sold Jul 01, 2026

  4 Hard Hill Rd S, Bethlehem, CT 06751

  • 4 Beds
  • 2.5 Baths
  • 3,603 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $215/SF
  • 75 Days On Market

  Current Estimated Value $794,707

  Last Listing Agent Amanda Balaski Northwest CT Realty

  4 Hard Hill Rd S, Bethlehem, CT 06751
• 

  Not Listed For Sale

  31 Woods Way Unit 31, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1980

  31 Woods Way Unit 31, Woodbury, CT 06798

  Last Sold Summary

  • 213 Days On Market

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