Litchfield County, CT Homes

• 

  

  

  /40

  $774,900

  $25K PRICE DROP Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  17 Carriage Ln, Woodbury, CT 06798

  Center Hall Colonial with Full In-Law! This majestic brick facing home flaunts its location atop a private lot overlooking sprawling scenic views. Main level features a two-story foyer, formal dining room w/hardwoods & pocket doors leading to a high-end kitchen w/stainless steel appliances including a gas stove. The kitchen delivers with granite tops, upscale cabinetry, breakfast bar, & eat-in

  

  Shane Kropo

  RE/MAX RISE

  17 Carriage Ln, Woodbury, CT 06798
• 

  

  

  /8

  $5,750 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,558 Sq Ft
  • House for Rent

  15 Hopkins Rd, Warren, CT 06777

  AVAILABLE SEPT 3 2026 - MAY 2027 @ $5,750/Month. Classic European Farmhouse overlooking beautiful Lake Waramaug with deeded beach rights to the lake. This property is walking distance to the lake, a winery and restaurant. The amenities in the area include; hiking, kayaking, biking around the lake, shared access to Lake Waramaug, swimming and much more. Large bedroom with full bath on main floor.

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  15 Hopkins Rd, Warren, CT 06777
• 

  $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
• 

  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
• 

  

  

  /22

  $449,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft

  6 Lauren Ln, Harwinton, CT 06791

  Turnkey in Sunset Ridge 55+ Community! Tucked away in one of the community's most desirable locations, this beautifully maintained 2 bedroom 2 bath ranch offers easy one-level living with added privacy and surrounded by nature. The sun-filled floor plan features hardwood floors, a gas fireplace, a spacious primary suite, and a four-season sunroom that expands the living space year-round. Freshly

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  6 Lauren Ln, Harwinton, CT 06791
• 

  

  /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
• 

  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
• 

  

  /39

  $759,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  50 J Ryan Way, Watertown, CT 06795

  "Coming Soon" Welcome to 50 J. Ryan Way, Watertown, a stunning, newly built 4-bedroom Colonial set on a beautifully level 0.95-acre lot at the end of a quiet cul-de-sac in one of Watertown's newest subdivisions. From the moment you step inside, you're greeted by a dramatic two-story grand foyer that sets the tone for the rest of the home. The formal dining room flows seamlessly into a spacious

  

  Ken Demirs

  Regency Real Estate, LLC

  50 J Ryan Way, Watertown, CT 06795
• 

  

  /40

  $4,500 Per Month

  • 3 Beds
  • 4 Baths
  • 2,666 Sq Ft
  • House for Rent

  278 Woodchuck Ln, Harwinton, CT 06791

  Spacious Lindal Cedar contemporary set on over 20 acres offering complete privacy and a serene nature-filled setting. Picture your own nature perserve. This multi-level home features a primary ensuite on the main level with a spa-like bath and private patio. The living room impresses with a dramatic spiral staircase leading to the second floor, where you'll find two generous bedrooms, a full

  

  Sharon Chase

  Coldwell Banker Realty

  278 Woodchuck Ln, Harwinton, CT 06791
• 

  $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
• 

  

  /29

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  255 Dibble Hill Rd, West Cornwall, CT 06796

  Set on 18 picturesque acres in a tranquil country setting, this spacious ranch offers privacy, charm, and convenience-just moments from the covered bridge and village center. A long, welcoming driveway leads to the home. Inside, the sprawling floor plan features generously sized bedrooms and multiple rooms enhanced by large picture windows that fill the home with natural light. The living area is

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  255 Dibble Hill Rd, West Cornwall, CT 06796
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  

  /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
• 

  Not Listed For Sale

  108 Burgess Rd, Morris, CT 06763

  108 Burgess Rd, Morris, CT 06763

  Last Sold Summary

  • 104 Days On Market
• 

  

  /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
• 

  

  /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
• 

  $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
• 

  Not Listed For Sale

  57 Anita Way, Warren, CT 06754

  57 Anita Way, Warren, CT 06754

  Last Sold Summary

  • 763 Days On Market
• 

  

  /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
• 

  

  /7

  Starting at $1,170 Plus Fees

  • 1 - 3 Beds

  109 Sunny Ln, Torrington, CT 06790

  At Georgetown Gardens, you've discovered your new home. Located at 109 Sunny Ln. in Torrington, this community has much to offer to its residents. The professional leasing staff is waiting to show you all that this community has to offer. This community features 1 to 3 bedroom apartment floorplan options. Ask us about our current pricing. Drop by the leasing office to schedule your tour. We

  Georgetown Gardens

  

  109 Sunny Ln, 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
• 

  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
• 

  

  /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
• 

  

  /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
• 

  $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
• 

  

  /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
• 

  

  /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
• 

  $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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