Litchfield County, CT Homes

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  /37

  $799,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft

  804 W Wakefield Blvd, Winsted, CT 06098

  Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead

  

  Pamela Dostilio

  Coldwell Banker Realty

  804 W Wakefield Blvd, Winsted, CT 06098
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  /15

  $1,595

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,095 Sq Ft
  • 21-02 Mountain View Terrace

  21 Mountain View Terrace Unit 21-02, Winchester, CT 06098

  Nestled in the Hills of Litchfield County, our Large Town Homes Offer:• Updated eat in kitchen with dishwasher and modern flooring. • Spacious bedrooms with new six panel doors and sliders.• Remodeled Bathroom.• Private Entrances with walk out basements and washer/dryer hookups.• Over 1000 square feet of living space with heat and hot water included.Please come see

  21 Mountain View Terrace Unit 21-02, Winchester, CT 06098
• 

  $480,000

  Sold Nov 04, 2025

  145 Cat Swamp Rd, Woodbury, CT 06798

  • 3 Beds
  • 1.5 Baths
  • 1,792 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $268/SF
  • 51 Days On Market

  Current Estimated Value $504,708

  Last Listing Agent Nancy Langrock William Raveis Real Estate

  145 Cat Swamp Rd, Woodbury, CT 06798
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  Not Listed For Sale

  163 White Hollow Rd, Lakeville, CT 06039

  163 White Hollow Rd, Lakeville, CT 06039

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent David Mallison William Pitt Sotheby's Int'l
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  /37

  $410,000

  $140K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 5,016 Sq Ft

  55 Walnut St, Winsted, CT 06098

  Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

  

  David Sartirana

  Northwest CT Realty

  55 Walnut St, Winsted, CT 06098
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  /11

  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 1,728 Sq Ft
  • House for Rent

  152 Chestnut Ave Unit 1, Torrington, CT 06790

  Cozy 2-bedroom apartment with stylish vinyl plank flooring and abundant natural light. The updated kitchen boasts shaker cabinets, brand-new appliances, and ample counter space, while the refreshed bathroom includes modern tile and a shower/tub combo. Extra space for storage or a small office, plus in-unit laundry hookups. This move-in-ready home provides both comfort and convenience!

  Antonio Ford Weichert Realtors MRG

  152 Chestnut Ave Unit 1, Torrington, CT 06790
• 

  $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 $596,408

  Last Listing Agent Derek Greene Derek Greene

  56 Valley View Rd, Thomaston, CT 06787
• 

  Est $927,463

  Not Listed For Sale

  35 College St, Litchfield, CT 06759

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • Built 1991

  35 College St, Litchfield, CT 06759

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent P. Leslie Slater Northwest CT Realty
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  /39

  $199,000

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  478 Evergreen Rd, Torrington, CT 06790

  Don't miss this opportunity to own in the private gated community of Lakeridge at an incredible price! Whether you're searching for a year-round residence or a vacation retreat, Lakeridge offers resort-style living in every season. Ideally located at the gateway to the Berkshires and just a couple of hours from both NYC and Boston, this unique community features outstanding amenities including

  

  Sharon Chase

  Coldwell Banker Realty

  478 Evergreen Rd, Torrington, CT 06790
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  /13

  $1,795

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • House for Rent

  280 Hillside Ave, Torrington, CT 06790

  Welcome home to this spacious 2-3 bedroom, 1-bathroom two-level apartment located in Torrington, CT. The unique two-level layout offers a comfortable separation between living and sleeping spaces, providing plenty of room to relax and make the apartment your own.The apartment features 1 bedroom on the main level and an additional 1-2 on 2nd level, one full bathroom, and a functional

  280 Hillside Ave, Torrington, CT 06790
• 

  $450,000

  Sold Jul 10, 2026

  78 Shaw Farm Rd, Oakville, CT 06779

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 47 Days On Market

  Current Estimated Value $441,386

  Last Listing Agent Dawn Cabral West View Properties, LLC

  78 Shaw Farm Rd, Oakville, CT 06779
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  Not Listed For Sale

  15 Stonewall, Kent, CT 06757

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 2025

  15 Stonewall, Kent, CT 06757

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Meo VELDHUIZEN Fieldhouse Country Properties, LLC
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  /24

  $269,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 922 Sq Ft

  205 Old North Rd, Barkhamsted, CT 06063

  Highest and Best due by 9 am July 17....Opportunity awaits at this charming A-frame home nestled on a private 1.4-acre lot on scenic Wallens Hill in Barkhamsted. Offering 4 rooms, 2 bedrooms, and 1 full bath, this property is ready for your vision and updates. Whether you're looking to renovate for year-round living or create a weekend getaway, this home offers plenty of potential. The property

  

  David Sartirana

  Northwest CT Realty

  205 Old North Rd, Barkhamsted, CT 06063
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  /28

  $2,500 Per Month

  • 4 Beds
  • 2 Baths
  • 1,405 Sq Ft
  • Townhouse for Rent

  684 Main St, Plymouth, CT 06782

  Welcome to this spacious, recently renovated 4-bedroom, 2-full-bath apartment. Updated and ready for its next chapter. This is the larger unit in a well-maintained, recently renovated side-by-side two-family house, offering a comfortable townhouse-style, duplex layout with an upper-level primary bedroom with its own ensuite bath. The interior has been refreshed throughout and presents itself as

  Anthony Santiago ERA Treanor Real Estate

  684 Main St, Plymouth, CT 06782
• 

  $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 $457,219

  Last Listing Agent Owen Evans William Raveis Real Estate

  71 Upper Reservoir Rd, New Milford, CT 06776
• 

  Est $447,927

  Not Listed For Sale

  128 S Kent Rd, South Kent, CT 06785

  • 2 Beds
  • 2 Baths
  • 2,480 Sq Ft
  • Built 1955

  128 S Kent Rd, South Kent, CT 06785

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Dave Fairty E.J. Murphy Realty
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  /32

  $390,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  127 Eaton St, Oakville, CT 06779

  Well-maintained 3-bedroom, 2 full bath home situated on a desirable corner lot. The interior offers a warm, inviting layout with great natural light and a beautifully kept living space. Two pellet stoves provide efficient supplemental heat to help offset winter heating costs. The attached 2-car garage adds convenience and storage. The lower level includes a second kitchen, creating excellent

  

  Doreen Gagnon

  Coldwell Banker Realty

  127 Eaton St, Oakville, CT 06779
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  /9

  $1,550

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Condo for Rent

  24 Christine St Unit 3, Torrington, CT 06790

  Spacious third-floor apartment available at 24 Christine St in Torrington. This comfortable top-floor unit offers a practical layout with plenty of living space and added privacy with no neighbors above. Conveniently located near shopping, restaurants, schools, parks, and major roadways, making everyday living easy and convenient. The property features forced-air heating, and the apartment is

  24 Christine St Unit 3, Torrington, CT 06790
• 

  $749,500

  Sold Sep 10, 2026

  65 Island Trail, Morris, CT 06763

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1984

  Last Sold Summary

  • $466/SF
  • 89 Days On Market

  Current Estimated Value $736,444

  Last Listing Agent William Downes Gooseboro Realty

  65 Island Trail, Morris, CT 06763
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  Not Listed For Sale

  36 Bueford Ct, Goshen, CT 06756

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft
  • Built 2025

  36 Bueford Ct, Goshen, CT 06756

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Jasen Meto William Pitt Sotheby's Int'l
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  /37

  $199,000

  Open Sat 12PM - 2PM $16K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  56 Hunter Ct, Torrington, CT 06790

  Don't wait... this could be your NEXT home, your FIRST home, or your FOREVER home! Move right into this beautifully maintained townhouse in Torrington's desirable Squire Hill complex. This inviting home offers 2 bedrooms, 1 full bath, and 1 half bath, along with a remodeled kitchen featuring granite countertops, stainless steel appliances, and unique custom finishes. The dining area opens to a

  

  Sharon Chase

  Coldwell Banker Realty

  56 Hunter Ct, Torrington, CT 06790
• 

  

  /14

  $5,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  5 Birch Ln, New Milford, CT 06776

  Welcome to 5 Birch Lane, a beautifully appointed home nestled within the highly sought-after Candlewood Lake Club community. This spacious 4-bedroom, 3-bath residence offers a perfect blend of comfort, elegance, and seasonal lake living. Step inside to find an airy open-concept layout filled with natural light, a modern kitchen with stainless steel appliances, and inviting living spaces ideal for

  Alice Fitzsimons Coldwell Banker Realty

  5 Birch Ln, New Milford, CT 06776
• 

  $925,000

  Sold Jul 15, 2026

  67 Kinney Hill Rd, New Preston Marble Dale, CT 06777

  • 1 Bed
  • 1 Bath
  • 948 Sq Ft
  • Built 1931

  Last Sold Summary

  • 2% Below List Price
  • $976/SF
  • 8 Days On Market

  Current Estimated Value $908,229

  Last Listing Agent Carla Mascaro William Pitt Sotheby's Int'l

  67 Kinney Hill Rd, New Preston Marble Dale, CT 06777
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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

  Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.
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  /2

  $45,000

  Pending

  • Land
  • 17,859 Sq Ft
  • $109,756 per Acre

  32 Hubbard St, Winsted, CT 06098

  Rare opportunity to build in a convenient in-town location! This level 0.41-acre lot is ideally situated close to downtown amenities while offering easy access to Highland Lake's public beach and boat launch. Formerly improved with a three-story Colonial home, the property presents a unique opportunity to redevelop an established homesite. Public water, public sewer, and natural gas are available

  

  David Sartirana

  Northwest CT Realty

  32 Hubbard St, Winsted, CT 06098
• 

  

  /10

  $1,300

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  49 Washington Ave Unit 2R, Torrington, CT 06790

  Welcome to this beautifully updated 1-bedroom, 1-bathroom apartment located at 49 Washington Avenue in Torrington, CT. This bright and comfortable unit has been recently renovated, offering a clean, modern living space ready for immediate move-in.The apartment features brand new appliances, updated finishes, and a practical layout that makes the most of the space. The kitchen has been

  49 Washington Ave Unit 2R, Torrington, CT 06790
• 

  $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 $468,405

  Last Listing Agent David Luzi E.J. Murphy Realty

  31 Main St, Northfield, CT 06778
• 

  Est $376,656

  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

  Last Listing Agent Phil Giampietro Coldwell Banker Realty
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  /28

  $324,900

  $45K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft

  70 Walnut St, Winsted, CT 06098

  Step back in time and experience the timeless elegance of this spacious 2,722 sq. ft. Victorian offering 10 rooms, 5 bedrooms, and 1.5 baths. Rich in original character and architectural detail, this classic home showcases beautiful hardwood floors, impressive natural woodwork, pocket doors, built-ins, decorative moldings, and stunning stained-glass accents that capture the craftsmanship of a

  

  David Sartirana

  Northwest CT Realty

  70 Walnut St, Winsted, CT 06098
• 

  

  /25

  $1,600 Per Month

  • 3 Beds
  • 1 Bath
  • 2,299 Sq Ft
  • House for Rent

  13 Wood Ct Unit A, Terryville, CT 06786

  Move right into this beautifully updated first-floor rental offering three bedrooms, one full bathroom, and a versatile dining room that could potentially serve as a fourth bedroom, home office, or den. The entire unit has been tastefully renovated, creating a fresh, modern, and comfortable living space. Convenient first-floor living and immediate occupancy make this an excellent opportunity.

  Sheena Buck Better Homes and Gardens Real Estate Executive Real Estate

  13 Wood Ct Unit A, Terryville, CT 06786
• 

  $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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  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

  Last Listing Agent Eli Carneiro William Raveis Real Estate
• 

  

  /40

  $629,900

  • 3 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  837 E Wakefield Blvd, Winsted, CT 06098

  Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake

  

  David Sartirana

  Northwest CT Realty

  837 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /7

  $1,700

  Total Monthly Price

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

  463 Main St Unit 1, Torrington, CT 06790

  Welcome to 463 Main Street, Unit 1, a spacious and comfortable 3-bedroom, 1-bathroom apartment offering approximately 1,100 square feet of living space. With three bedrooms and a generous overall layout, this home provides plenty of room for comfortable everyday living, working from home, entertaining, or simply spreading out.The apartment offers a practical layout with ample living space

  463 Main St Unit 1, Torrington, CT 06790
• 

  $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 $365,386

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  46 Bellamy Ln, Bethlehem, CT 06751
• 

  Est $145,031

  Not Listed For Sale

  15 Grants Ln, New Milford, CT 06776

  15 Grants Ln, New Milford, CT 06776

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Jim LaPine William Raveis Real Estate
• 

  /2

  $99,000

  $21K PRICE DROP

  • Land
  • 2.07 Acres
  • $47,826 per Acre

  28 Fuller Rd, Barkhamsted, CT 06063

  Nestled on a serene country lane in the Pleasant Valley section of Barkhamsted, this prime 2.07-acre lot at 28 Fuller Road offers an idyllic setting for your dream home. Boasting 293 feet of frontage on Fuller Road, this property provides ample space and privacy. Enjoy stunning views of the valley, with close proximity to the Farmington River and the reservoir, making it perfect for nature

  

  David Sartirana

  Northwest CT Realty

  28 Fuller Rd, Barkhamsted, CT 06063
• 

  

  /31

  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft
  • Townhouse for Rent

  59 Rockledge Loop Unit 59, Torrington, CT 06790

  HELLO BEAUTIFUL! GREAT LOCATION! This lovely light & bright 2 bedroom, 2 full bathroom condo in the Fairways of Litchfield County is next to the wonderful Eastwoods Country Club on the east end of town. So nice & ready to go! The spacious living room has a gas fireplace, vaulted ceiling & lovely views thanks to the 3rd floor balcony deck. Gorgeous kitchen is a joy to cook in with its nice

  Melissa Karaffa William Raveis Real Estate

  59 Rockledge Loop Unit 59, Torrington, CT 06790
• 

  $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 $805,411

  Last Listing Agent Liza Reiss Elyse Harney Real Estate

  21 Lakeview Ave, Lakeville, CT 06039
• 

  Est $726,961

  Not Listed For Sale

  785 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 6 Baths
  • 8,747 Sq Ft
  • Built 1982

  785 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 371 Days On Market

  Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

Showing Results 201 - 240, Page 6 of 18