Litchfield County, CT Homes

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  /37

  $525,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft

  41 River Rd, Washington Depot, CT 06794

  Nestled along the peaceful Shepaug River in Washington Depot, this marvelous mid-century Cape Cod blends timeless charm with natural beauty. Surrounded by scenic views and the calming sounds of the river, this home offers a setting that feels like a private retreat. Classic Cape Cod architecture pairs beautifully with mid-century character, creating a warm and inviting atmosphere with style that

  

  Safiya Swan

  Keller Williams Realty Group

  41 River Rd, Washington Depot, CT 06794
• 

  

  

  /9

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 5,815 Sq Ft
  • House for Rent

  85 Prospect Hill Rd Unit 3, New Milford, CT 06776

  Upper level 1 bedroom, 1 bath unit in Victorian home. Large sized rooms with many windows adding lots of natural light. Original hard wood floors, decorative fireplace & Eat-in Kitchen. Great location within reach to shopping & restaurants in the New Milford Village. Laundry on-site, both off and on-street parking available. Wrap around porch with a large usable yard. No smoking, pets for an

  Jennifer Pistone Coldwell Banker Realty

  85 Prospect Hill Rd Unit 3, New Milford, CT 06776
• 

  $700,000

  Sold Nov 07, 2025

  183 Torrington Rd, Goshen, CT 06756

  • 3 Beds
  • 3 Baths
  • 2,232 Sq Ft
  • Built 1790

  Last Sold Summary

  • 3% Below List Price
  • $314/SF
  • 37 Days On Market

  Current Estimated Value $698,785

  Last Listing Agent Dottie MacRitchie William Pitt Sotheby's Int'l

  183 Torrington Rd, Goshen, CT 06756
• 

  Est $305,014

  Not Listed For Sale

  4 Upper Main St Unit 2, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  4 Upper Main St Unit 2, Sharon, CT 06069

  Last Sold Summary

  • 19 Days On Market
• 

  

  

  /26

  $229,900

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  39 Evergreen Rd Unit 39, Torrington, CT 06790

  Welcome to Lakeridge, one of Torrington's most desirable condominium communities! This well-maintained 3-bedroom, 1 full bath and 1 half bath condo offers the perfect blend of comfort, convenience, and lifestyle. Featuring an updated kitchen with new appliances, propane heat, and public utilities, this move-in-ready home is designed for easy living. Enjoy the beautiful, scenic setting of

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  39 Evergreen Rd Unit 39, Torrington, CT 06790
• 

  

  /13

  $7,000 Per Month

  • 2 Beds
  • 3 Baths
  • 1,588 Sq Ft
  • House for Rent

  33 Sharon Rd, Lakeville, CT 06039

  Available: $7,000 for June, $10,000 for July and $10,000 for August. Discover this exceptional, fully furnished cottage, ideal for Summer. This two-bedroom, three-full-bath detached dwelling features all ground-floor living for maximum ease and comfort. Enjoy the sunlit, open-concept space defined by warm wood floors and high ceilings flowing through the living and dining rooms. The kitchen is

  Elyse Morris Elyse Harney Real Estate

  33 Sharon Rd, Lakeville, CT 06039
• 

  $115,000

  Sold Sep 05, 2025

  839 Main St Unit 17, Torrington, CT 06790

  • 1 Bed
  • 1 Bath
  • 629 Sq Ft
  • Built 1987

  Last Sold Summary

  • 21% Below List Price
  • $183/SF
  • 79 Days On Market

  Current Estimated Value $130,651

  Last Listing Agent Courtney LeBlanc Dave Jones Realty, LLC

  839 Main St Unit 17, Torrington, CT 06790
• 

  Est $291,384

  Not Listed For Sale

  8 Upper Main St Unit 13, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  8 Upper Main St Unit 13, Sharon, CT 06069

  Last Sold Summary

  • 6 Days On Market
• 

  

  /26

  $220,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft

  30 Upland Rd, Winsted, CT 06098

  Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for

  

  Jeffrey Liskin

  Northwest CT Realty

  30 Upland Rd, Winsted, CT 06098
• 

  

  /10

  $2,700 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,337 Sq Ft
  • Townhouse for Rent

  19 Twin Oaks Unit 19, New Milford, CT 06776

  Move-in-ready townhouse! Freshly painted, new carpet on stairs, and Luxury vinyl flooring installed in the basement level. Located minutes from Downtown New Milford, Shopping Plazas, Restaurants, Recreational Facilities, and Public Parks.

  Jency Rojas William Raveis Real Estate

  19 Twin Oaks Unit 19, New Milford, CT 06776
• 

  $1,057,000

  Sold Aug 26, 2025

  101 Tallmadge Ln, Litchfield, CT 06759

  • 5 Beds
  • 3.5 Baths
  • 3,264 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $324/SF
  • 51 Days On Market

  Current Estimated Value $1,062,835

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

  101 Tallmadge Ln, Litchfield, CT 06759
• 

  Est $294,785

  Not Listed For Sale

  4 Upper Main St Unit 1, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1973

  4 Upper Main St Unit 1, Sharon, CT 06069

  Last Sold Summary

  • 13 Days On Market
• 

  

  /6

  $115,000

  $15K PRICE DROP Pending

  • Land
  • 2 Acres
  • $57,500 per Acre

  Lot 2 Birch Hill Rd, Harwinton, CT 06791

  Discover the perfect setting for your dream home on this beautiful 2.0-acre approved building lot, nestled on a quiet country lane. A full feasibility study and septic design are already in place, making it easier to bring your vision to life. This lightly wooded lot features a gentle slope, ideal for a walk-out design, and offers both privacy and convenience. Enjoy the tranquility of rural

  

  David Sartirana

  Northwest CT Realty

  Lot 2 Birch Hill Rd, Harwinton, CT 06791
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  /37

  $5,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • House for Rent

  68 Hopkins Rd, Warren, CT 06777

  Available April/May 2026 or Sept 2026-May 2027 at $5,500/month. Barn style with open floor plan, stone fireplace, barn wood paneling and hardwood floors throughout. 3 bedrooms, 3.5 baths with office nook and separate media room. Beautiful gardens, tree swing, level lot and pond. Walk to Hopkins Inn for brunch and the vineyard's summer wine festivals while over looking Lake Waramaug. Enjoy

  Stacey Matthews W. Raveis Lifestyles Realty

  68 Hopkins Rd, Warren, CT 06777
• 

  $285,000

  Sold Jun 05, 2026

  112 Linden St, Torrington, CT 06790

  • 4 Beds
  • 2 Baths
  • 2,251 Sq Ft
  • Built 1910

  Last Sold Summary

  • 22% Above List Price
  • $127/SF
  • 14 Days On Market

  Current Estimated Value $233,679

  Last Listing Agent Kristin Videtto Reed Berkshire Hathaway NE Prop.

  112 Linden St, Torrington, CT 06790
• 

  Est $900,433

  Not Listed For Sale

  44 Jackson Rd, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1975

  44 Jackson Rd, Sharon, CT 06069

  Last Sold Summary

  • 162 Days On Market
• 

  

  /31

  $389,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft

  61 Prospect St, Watertown, CT 06795

  Coming Soon, Welcome to 61 Prospect Street in Watertown. This Well-maintained 6-room home blends timeless character with a prime location in the highly desirable Taft School area, all within walking distance to downtown Watertown. Situated on a level .28-acre corner lot, this charming home is ideal for buyers who appreciate the craftsmanship and charm of homes built in the 1930s. The first floor

  

  Ken Demirs

  Regency Real Estate, LLC

  61 Prospect St, Watertown, CT 06795
• 

  

  /16

  $1,850 Per Month

  • 2 Beds
  • 1.5 Baths
  • 884 Sq Ft
  • Townhouse for Rent

  84 Wilmot St, Torrington, CT 06790

  Nicely updated 2-bedroom, 1.5-bath townhouse-style apartment located on a low traffic street in Torrington's highly desirable Upper East Side! The main level offers a spacious living room with sliding doors to a private front porch, a convenient half bath, and a remodeled kitchen featuring granite countertops with access to a rear patio-perfect for relaxing or entertaining. Upstairs, you'll find

  Mike Gregor Cohen Agency SiM, LLC

  84 Wilmot St, Torrington, CT 06790
• 

  $691,000

  Sold May 21, 2026

  156 Shore Dr, Winsted, CT 06098

  • 5 Beds
  • 1.5 Baths
  • 1,258 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $549/SF
  • 31 Days On Market

  Current Estimated Value $720,011

  Last Listing Agent Bryan Palladino Showcase Realty, Inc.

  156 Shore Dr, Winsted, CT 06098
• 

  Est $751,829

  Not Listed For Sale

  65 Lambert Rd, Sharon, CT 06069

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 2004

  65 Lambert Rd, Sharon, CT 06069

  Last Sold Summary

  • 139 Days On Market
• 

  

  /37

  $1,800,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  76 Cowles Rd, Woodbury, CT 06798

  Rare opportunity to own a spectacular 40-acre estate designed for exceptional horse care, training, and country living-while also offering the flexibility to create a private escape tucked away from it all. This remarkable property features a 150' x 80' indoor riding arena with excellent lighting and three overhead doors, along with an immaculate 9-stall barn complete with concrete floors and

  

  Pam Famiglietti

  William Raveis Real Estate

  76 Cowles Rd, Woodbury, CT 06798
• 

  

  /13

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft
  • Apartment for Rent

  31 Sharon Rd Unit 3, Salisbury, CT 06039

  Available: $6,000 for June, $8,000 for July & $8,000 for August. Experience this exceptional, turnkey residence designed for effortless upscale living. This fully furnished, two-bedroom, two-bath dwelling offers high ceilings and is flooded with natural light. This unit has direct elevator access to the second floor, ensuring maximum convenience and privacy. The open-concept living area flows

  Elyse Morris Elyse Harney Real Estate

  31 Sharon Rd Unit 3, Salisbury, CT 06039
• 

  $660,000

  Sold Feb 05, 2026

  38 Barnhill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $233/SF
  • 134 Days On Market

  Current Estimated Value $675,333

  Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  38 Barnhill Rd, Woodbury, CT 06798
• 

  Est $1,753,811

  Not Listed For Sale

  60 Good Hill Rd, Roxbury, CT 06783

  • 4 Beds
  • 3.5 Baths
  • 4,928 Sq Ft
  • Built 1996

  60 Good Hill Rd, Roxbury, CT 06783

  Last Sold Summary

  • 49 Days On Market
• 

  

  /20

  $288,990

  $21K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798

  Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

  Henrik K Kjaer Keller Williams Realty

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798
• 

  

  /11

  $1,575 Per Month

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

  74 Belair Dr, New Milford, CT 06776

  Spacious 1 bedroom Belair rental on the first floor! New stove & refrigerator, but some work in progress to make this in move in condition. Large living room, eat-in kitchen & 2 entry doors in the unit, along with a convenient reserved parking space. Common laundry is right across the hall and a good location along the HART bus line!

  Lori Campbell Coldwell Banker Realty

  74 Belair Dr, New Milford, CT 06776
• 

  $225,000

  Sold Dec 10, 2025

  32 Charles St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 41 Days On Market

  Current Estimated Value $241,178

  Last Listing Agent David Sartirana Northwest CT Realty

  32 Charles St, Winsted, CT 06098
• 

  Est $1,640,557

  Not Listed For Sale

  130 E Flag Swamp Rd, Roxbury, CT 06783

  • 2 Beds
  • 2.5 Baths
  • 3,123 Sq Ft
  • Built 2000

  130 E Flag Swamp Rd, Roxbury, CT 06783

  Last Sold Summary

  • 103 Days On Market
• 

  

  /40

  $1,025,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  336 South St, Roxbury, CT 06783

  Beautiful 4 bedroom, 2.5-bath Colonial set on a picturesque, park-like property in desirable southern Roxbury. A dramatic two-story foyer welcomes you into a thoughtfully designed layout featuring a formal dining room, a spacious living room with custom built-in bookshelves, and an impressive family room highlighted by a floor-to-ceiling fireplace and custom built-ins. The kitchen is

  Karen Gilmore Redfin Corporation

  336 South St, Roxbury, CT 06783
• 

  

  /33

  $6,850 Per Month

  • 3 Beds
  • 4 Baths
  • 4,139 Sq Ft
  • House for Rent

  250 Westledge Dr, Torrington, CT 06790

  Discover this unmatched mid-century contemporary marvel, a unique estate in the beauiful Westledge neighborhood that perfectly blends architectural sophistication with modern comfort. Designed with elegant, professionally curated interiors and featuring signature walls of glass, the home frames stunning, sweeping views while flooding every space with natural light. Nestled on 6.6 private acres of

  Phil Fox William Pitt Sotheby's Int'l

  250 Westledge Dr, Torrington, CT 06790
• 

  $850,000

  Sold Jul 02, 2026

  24 Ethan Allen St, Salisbury, CT 06039

  • 4 Beds
  • 2.5 Baths
  • 1,926 Sq Ft
  • Built 1890

  Last Sold Summary

  • $441/SF
  • 43 Days On Market

  Current Estimated Value $846,229

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

  24 Ethan Allen St, Salisbury, CT 06039
• 

  Est $969,341

  Not Listed For Sale

  208 E Flag Swamp Rd, Roxbury, CT 06783

  • 4 Beds
  • 3.5 Baths
  • 3,974 Sq Ft
  • Built 1986

  208 E Flag Swamp Rd, Roxbury, CT 06783

  Last Sold Summary

  • 221 Days On Market
• 

  

  /40

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,384 Sq Ft

  65 Dawes Ave, Torrington, CT 06790

  Welcome to 65 Dawes Ave, a classic French Tudor full of timeless 1930s character, nestled in one of Torrington's most charming, established neighborhoods. Tree-lined streets and sidewalks add to the neighborhood's appeal, while the location offers the perfect blend of history and convenience, just minutes from shopping, Route 8, the Warner Theatre, restaurants, schools, and everyday amenities.

  Ashley Pushee eXp Realty

  65 Dawes Ave, Torrington, CT 06790
• 

  

  /19

  $7,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • House for Rent

  75 Lake Lillinonah Rd N, Bridgewater, CT 06752

  AVAILABLE MEMORIAL DAY THRU LABOR DAY Charming waterfront summer rental is situated on picturesque Lake Lillinonah in beautiful Litchfield County in quintessential Bridgewater CT, Completely renovated with country kitchen, inviting living room, sun filled dining area and newly added full bath. Upper level offers 2 bedrooms, sitting area with pull out sofa for extra sleeping options and newly

  Maureen Burmann William Raveis Real Estate

  75 Lake Lillinonah Rd N, Bridgewater, CT 06752
• 

  $370,000

  Sold Mar 12, 2026

  159 Main St N, Bethlehem, CT 06751

  • 4 Beds
  • 3 Baths
  • 2,498 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $148/SF
  • 100 Days On Market

  Current Estimated Value $418,562

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  159 Main St N, Bethlehem, CT 06751
• 

  Est $321,919

  Not Listed For Sale

  225 Pine Hill Blvd, Plymouth, CT 06782

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • Built 2006

  225 Pine Hill Blvd, Plymouth, CT 06782

  Last Sold Summary

  • 15 Days On Market
• 

  

  /27

  $178,000

  $7K PRICE DROP Under Contract

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  45 West St Unit 13, New Milford, CT 06776

  Welcome to 45 West St Unit 202A in New Milford, a beautifully maintained apartment filled with natural light and distinctive character. Exposed beams throughout create a warm, inviting atmosphere, perfectly complemented by newer flooring that adds a fresh, modern touch. The open layout offers comfortable living and dining spaces, ideal for both everyday living and entertaining. Large windows

  Karen Gilmore Redfin Corporation

  45 West St Unit 13, New Milford, CT 06776
• 

  

  /5

  $1,450 Per Month

  • 1 Bed
  • 1 Bath
  • 1,512 Sq Ft
  • House for Rent

  34 Bradbury Rd Unit 2C, New Milford, CT 06776

  Cozy and efficient 1-bedroom, 1-bath apartment in a well-maintained multifamily home in New Milford, just minutes from New Milford Hospital, shopping, the historic town green, and Candlewood Lake. This charming unit features a bright living area, functional kitchen, private entrance, and off-street parking, offering a comfortable and convenient lifestyle in a quiet neighborhood. Ideal for a

  Ben Keeney RE/MAX Right Choice

  34 Bradbury Rd Unit 2C, New Milford, CT 06776
• 

  $1,400,000

  Sold Aug 27, 2025

  277 E Hyerdale Dr, Goshen, CT 06756

  • 5 Beds
  • 4.5 Baths
  • 2,852 Sq Ft
  • Built 2024

  Last Sold Summary

  • $491/SF
  • 2 Days On Market

  Last Listing Agent Jasen Meto William Pitt Sotheby's Int'l

  277 E Hyerdale Dr, Goshen, CT 06756
• 

  Est $297,816

  Not Listed For Sale

  140 W Main St, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1920

  140 W Main St, Canaan, CT 06018

  Last Sold Summary

  • 66 Days On Market

Showing Results 441 - 480, Page 12 of 18