Litchfield County, CT Homes

• 

  

  

  /40

  $359,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,416 Sq Ft

  492 Circle Dr, Torrington, CT 06790

  Welcome home to this well maintained 4-bedroom, 2.5 bath Cape located on a very low traveled circle on the desirable upper east side. This spacious home offers many updates and features throughout including hardwood floors in most living areas, updated kitchen counters, updated bathrooms, and a bright sunroom overlooking the backyard. The living space is complemented by two fireplaces, including

  

  David Sartirana

  Northwest CT Realty

  (860) 650-1616

  492 Circle Dr, Torrington, CT 06790
• 

  

  

  /27

  $12,000 Per Month

  • 2 Beds
  • 2 Baths
  • 4,190 Sq Ft
  • House for Rent

  47 Still River Dr, New Milford, CT 06776

  Step into summer at this incredible home, where modern design meets nature's tranquility. Nestled right on the Still River and just a stone's throw from the picturesque Lake Lillinonah, this brand-new summer rental is your perfect escape. With sleek architecture including endless floor-to-ceiling glass walls, this 2-bedroom, 2-bathroom retreat invites the outdoors in, bathing every corner in

  

  Kevin Donovan

  Compass Connecticut, LLC

  (860) 259-2268

  47 Still River Dr, New Milford, CT 06776
• 

  $350,000

  Sold May 22, 2026

  9 Colony Dr, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Above List Price
  • $221/SF
  • 27 Days On Market

  Current Estimated Value $328,189

  Last Listing Agent David Sartirana Northwest CT Realty

  9 Colony Dr, Winsted, CT 06098
• 

  Est $290,428

  Not Listed For Sale

  142 Amherst St, Torrington, CT 06790

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1951

  142 Amherst St, Torrington, CT 06790

  Last Sold Summary

  • 33 Days On Market
• 

  

  

  /22

  $310,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  22 Pease St, Canaan, CT 06018

  Surprisingly spacious and full of charm, this well-maintained home offers comfortable living on a small in-town lot in a highly convenient sidewalk neighborhood. Enter through the welcoming enclosed porch into a warm and inviting interior featuring beautifully refinished hardwood floors throughout and freshly painted rooms. The main living area includes a bright living room with built-in shelving

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 787-8325

  22 Pease St, Canaan, CT 06018
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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

  (860) 744-5205

  101 Whiting St, Winsted, CT 06098
• 

  $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
• 

  Est $223,022

  Not Listed For Sale

  65 West St Unit 502, New Milford, CT 06776

  • 1 Bed
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1987

  65 West St Unit 502, New Milford, CT 06776

  Last Sold Summary

  • 12 Days On Market
• 

  

  /38

  $519,900

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  14 Highland Rd, Bethlehem, CT 06751

  A little touch of heaven in a sweet Bethlehem Lake community, nestled in sought after Litchfield County. Completely rebuilt and completed in 2025, this 900+ sq ft home is perfect as a weekend getaway, year-round retreat, or an ideal option for short-term rental use. Designed with an eye for detail, the great room blends living, dining, and kitchen spaces under vaulted ceilings with beams,

  

  Mary Ann Hebert

  BHGRE Gaetano Marra Homes

  (475) 265-7228

  14 Highland Rd, Bethlehem, CT 06751
• 

  

  /21

  $1,200 Per Month

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

  888 Main St Unit 2-F, Torrington, CT 06790

  Well-maintained one-bedroom, second-floor apartment located in a desirable 12-unit building in Torrington's North End. This bright and spacious unit features an open living/dining area with wall-to-wall carpeting and a large slider leading to your deck. The kitchen offers a gas stove, and the unit is equipped with efficient natural gas heat and central air (tenant responsible for utilities). The

  

  Sharon Chase

  Coldwell Banker Realty

  (860) 813-2467

  888 Main St Unit 2-F, Torrington, CT 06790
• 

  $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 $572,143

  Last Listing Agent Heidi Matusik Evjen Agency

  22 Highmeadow Rd, Watertown, CT 06795
• 

  Est $290,737

  Not Listed For Sale

  53 Doman Dr, Torrington, CT 06790

  • 3 Beds
  • 1 Bath
  • 1,856 Sq Ft
  • Built 1990

  53 Doman Dr, Torrington, CT 06790

  Last Sold Summary

  • 7 Days On Market
• 

  

  /30

  $299,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft

  487 S Eagle St, Terryville, CT 06786

  Set along South Eagle Street in Terryville, 487 South Eagle Street sits on just over an acre, offering privacy, space, and a strong connection to nature. A long driveway leads to the home, surrounded by mature trees that bring shade in summer, vibrant color in fall, and quiet beauty in winter. The yard is open and versatile-ideal for gardening, entertaining, or simply enjoying the outdoors-with

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (860) 852-6343

  487 S Eagle St, Terryville, CT 06786
• 

  

  /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

  (860) 590-8441

  302 Tuttle Rd, Woodbury, CT 06798
• 

  $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 $307,575

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

  2233 Norfolk Rd, Torrington, CT 06790
• 

  Est $864,575

  Not Listed For Sale

  1846 Weed Rd, Torrington, CT 06790

  • 4 Beds
  • 3.5 Baths
  • 4,496 Sq Ft
  • Built 1999

  1846 Weed Rd, Torrington, CT 06790

  Last Sold Summary

  • 45 Days On Market
• 

  

  /38

  $600,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  3 Burnett Rd, New Milford, CT 06776

  Stylish and well appointed 3 bedroom 2 and 1/2 bath contemporary cape surrounded by nature. Set back on a scenic road, this home offers bright and airy spaces including dramatic 16ft ceilings in the living room with wood burning stove. Large, modern kitchen with brand new island with seating and convenient access to outdoor deck for entertaining. Primary bedroom with ensuite 1/2 bath, additional

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 321-6520

  3 Burnett Rd, New Milford, CT 06776
• 

  

  /21

  $2,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • House for Rent

  17 Colebrook Rd, Norfolk, CT 06058

  Located in scenic Norfolk, this well-maintained 3-bedroom, 2-bath single-family home offers 1,394 square feet of comfortable living space with flexibility to suit your needs. The home may be rented furnished or unfurnished, depending on tenant preference. The spacious layout includes a primary bedroom with its own full bath, split-unit heating and cooling systems for year-round comfort, and a

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 891-3132

  17 Colebrook Rd, Norfolk, CT 06058
• 

  $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 $766,927

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  327 Winding Brook Farm Rd, Watertown, CT 06795
• 

  Est $861,063

  Not Listed For Sale

  4 Possum Ln, New Milford, CT 06776

  • 4 Beds
  • 3.5 Baths
  • 4,132 Sq Ft
  • Built 1989

  4 Possum Ln, New Milford, CT 06776

  Last Sold Summary

  • 27 Days On Market
• 

  

  /38

  $780,000

  Pending

  • 4 Beds
  • 4 Baths
  • 3,687 Sq Ft

  47 J Ryan Way, Watertown, CT 06795

  "Coming Soon" Welcome to 47 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,600 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

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 499-4020

  47 J Ryan Way, Watertown, CT 06795
• 

  

  /10

  Starting at $1,450 Plus Fees

  • 2 Beds

  15 Mountain View Terrace, Winsted, CT 06098

  Litchfield Heights Apartments is nestled quietly in the greenery of the Berkshires. We are situated close to the border of Massachusetts with easy access from Routes 8 & 44. We offer generously sized 1 bedroom flats, and 2 or 3 bedroom Townhouse. Enjoy the ease of maintenance free living when you make Litchfield Heights Apartments your home. Call Litchfield Heights Apartments today for further

  Litchfield Heights

  (860) 909-8188

  

  15 Mountain View Terrace, Winsted, CT 06098
• 

  $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 $569,508

  Last Listing Agent Lori Campbell Coldwell Banker Realty

  22 Mountain View Terrace, New Milford, CT 06776
• 

  Est $475,132

  Not Listed For Sale

  203 Honey Hill Rd, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,968 Sq Ft
  • Built 1974

  203 Honey Hill Rd, Watertown, CT 06795

  Last Sold Summary

  • 44 Days On Market
• 

  

  /40

  $799,900

  • 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

  (203) 717-5671

  17 Carriage Ln, Woodbury, CT 06798
• 

  

  /40

  $4,700 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • House for Rent

  19 Candlewood Springs, New Milford, CT 06776

  Welcome to Candlewood Springs. Rent on Candlewood Lake with beach access. 4 bedroom home with 3 bedrooms on the upper level and 1 bedroom on the lower level, which is ground level. 2 full baths on the upper level including a primary bedroom suite with huge walk-in closet. Family room, mud room, laundry and half bath on lower level. 2 gar garage. Propane heat throughout and propane fireplace on

  

  Chris LaCava

  Coldwell Banker Realty

  (860) 554-7455

  19 Candlewood Springs, 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 $473,523

  Last Listing Agent Santiago Jaraba Whitestone Real Estate Group

  31 Sterling Dr, New Milford, CT 06776
• 

  Est $260,644

  Not Listed For Sale

  150 Meadow St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 1860

  150 Meadow St, Winsted, CT 06098

  Last Sold Summary

  • 80 Days On Market
• 

  

  /39

  $759,000

  Under Contract

  • 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

  (860) 530-6136

  50 J Ryan Way, Watertown, CT 06795
• 

  

  /20

  Starting at $1,200 Plus Fees

  • Studio - 2 Beds

  441 Winthrop St, Torrington, CT 06790

  At Winthrop Court 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

  Winthrop Court Apartments

  (959) 224-2945

  

  441 Winthrop St, 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 $293,288

  Last Listing Agent Carl Thompson First Capital Realty, LLC

  214 Scoville Hill Rd, Harwinton, CT 06791
• 

  Est $741,983

  Not Listed For Sale

  317 Winding Brook Farm Rd, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 3,202 Sq Ft
  • Built 1994

  317 Winding Brook Farm Rd, Watertown, CT 06795

  Last Sold Summary

  • 0 Days On Market
• 

  

  /35

  $585,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,838 Sq Ft

  11 Candlewood Springs, New Milford, CT 06776

  Welcome home! Set on a quiet, tree-lined street, this renovated, lake community home is the perfect quiet getaway with water views and lake access. Renovated down to the studs in 2013, the home presents a turnkey opportunity, timed perfectly to enjoy the full Candlewood Lake season ahead. The main level is designed for easy living, with three bedrooms, one and a half baths, and an open-concept

  

  Kevin Donovan

  Compass Connecticut, LLC

  (860) 813-3049

  11 Candlewood Springs, New Milford, CT 06776
• 

  

  /8

  $1,295 Per Month

  • 1 Bed
  • 1 Bath
  • 2,031 Sq Ft
  • House for Rent

  25 Lake St, Winsted, CT 06098

  Totally renovated one bedroom apartment with a new bathroom and new flooring throughout. Washer/dryer can be added for an additional $75 per month. Pets considered. Easy access to to shopping, restaurants, and college. First month and two months security and minimum credit score required.

  

  Amanda Balaski

  Northwest CT Realty

  (860) 891-6046

  25 Lake St, 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 $251,917

  Last Listing Agent Travis Lipinski W. Raveis Lifestyles Realty

  85 New Harwinton Rd, Torrington, CT 06790
• 

  Est $330,991

  Not Listed For Sale

  700 Buckingham St, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,273 Sq Ft
  • Built 1935

  700 Buckingham St, Oakville, CT 06779

  Last Sold Summary

  • 20 Days On Market
• 

  

  /29

  $849,000

  Open Sat 10AM - 12PM

  • 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

  (860) 752-1880

  255 Dibble Hill Rd, West Cornwall, CT 06796
• 

  

  /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

  (959) 224-2321

  

  109 Sunny Ln, 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 $564,251

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

  1551 Highland Ave, Torrington, CT 06790
• 

  Est $449,972

  Not Listed For Sale

  517 Wimbledon Gate N, Torrington, CT 06790

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft
  • Built 1999

  517 Wimbledon Gate N, Torrington, CT 06790

  Last Sold Summary

  • 41 Days On Market

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