Litchfield County, CT Homes

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  /15

  $990,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  523 Main St N, Woodbury, CT 06798

  To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 284-8768

  523 Main St N, Woodbury, CT 06798
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  /13

  $1,700 per month

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

  304 Buckingham St, Oakville, CT 06779

  FIRST FLOOR UNIT 2 Bedroom very well kept apartment with hardwood floors throughout. Comes with Washer/Dryer. Close to all major amenities Private terrace in back. Pleas allow a little notice when requesting a showing. The tenant is in the process of moving out.

  David McDuff West View Properties, LLC

  304 Buckingham St, Oakville, CT 06779
• 

  $370,000 Sold Mar 25, 2026

  171 Wallens St, Winchester, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $290/SF
  • 23 Days On Market

  Current Estimated Value $343,810

  Last Listing Agent Meagan Albert Tier 1 Real Estate

  171 Wallens St, Winchester, CT 06098
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  Not Listed For Sale

  0 Highland & Westside Rd, Torrington, CT 06790

  0 Highland & Westside Rd, Torrington, CT 06790

  Last Sold Summary

  • 135 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Marshall Cohen Cohen Agency
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  /39

  $1,100,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,885 Sq Ft

  12 Meadowcrest Dr N, Goshen, CT 06756

  It's ready for move-in! Quality built! Stunning New Construction! This brand-new Modern Farmhouse combines timeless curb appeal with today's most desirable features. Designed with symmetry and character in mind, the exterior showcases a welcoming covered front porch, a central gable, and expansive multi-panel windows that flood the home with natural light. Step inside to a vaulted family room

  

  Dawn Cabral

  West View Properties, LLC

  (860) 809-5095

  12 Meadowcrest Dr N, Goshen, CT 06756
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  /40

  $20,000 per month

  • 4 Beds
  • 2 Baths
  • 2,165 Sq Ft
  • House for Rent

  594 Skiff Mountain Rd, Kent, CT 06757

  Spend your summer atop Skiff Mountain with a jaw-dropping views, hidden privacy a poolside paradise! Situated at over 1300 feet of elevation and beside expansive hay fields, this is the spot only the envied get to enjoy. Generations have enjoyed these breathtaking views from sunrise to sunset. Relax and take in the pastoral setting over a 10 acre hayfield that expands to miles of viewshed across

  Chris Garrity Bain Real Estate

  594 Skiff Mountain Rd, Kent, CT 06757
• 

  $385,000 Sold Aug 13, 2025

  69 Sills Dr, Oakville, CT 06779

  • 3 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 45 Days On Market

  Current Estimated Value $395,408

  Last Listing Agent Arthur Alsdorf Showcase Realty, Inc.

  69 Sills Dr, Oakville, CT 06779
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  Not Listed For Sale

  318 Hunter Dr Unit 318, Litchfield, CT 06759

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • Built 2013

  318 Hunter Dr Unit 318, Litchfield, CT 06759

  Last Sold Summary

  • $279/SF
  • 24 Days On Market

  Last Sold Price $549,500

  Last Listing Agent Karrie Sharr Showcase Realty, Inc.
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  /39

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 3,545 Sq Ft

  45 N Gate Rd, Woodbury, CT 06798

  Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

  Jeff Colt Showcase Realty, Inc.

  45 N Gate Rd, Woodbury, CT 06798
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  /10

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 3,200 Sq Ft
  • House for Rent

  96 Neill Dr, Watertown, CT 06795

  Newly remodeled space. Lower Level 1 Bedroom, Living Rm/Dining area/ Kitchen area, 1 Full Bath w/ Bluetooth. Tile flooring & newer appliances. No Pets & No smoking. heat/hot water & Electricity included. Short term or 1 Year lease. We will require credit and background check along with references and proof of employment.

  Christina Moulthrop Showcase Realty, Inc.

  96 Neill Dr, Watertown, CT 06795
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  $250,000 Sold Apr 09, 2026

  20 Greystone Road Extension, Plymouth, CT 06782

  • 1 Bed
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Below List Price
  • $235/SF
  • 39 Days On Market

  Current Estimated Value $252,695

  Last Listing Agent Bethany Lydem Stone Crest Realty LLC

  20 Greystone Road Extension, Plymouth, CT 06782
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  Not Listed For Sale

  243 Echo Lake Rd Unit C-7, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2024

  243 Echo Lake Rd Unit C-7, Watertown, CT 06795

  Last Sold Summary

  • $213/SF
  • 68 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
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  /25

  $309,990 Open Sat 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,316 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
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  /9

  $1,600 per month

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  57 Maple St, Thomaston, CT 06787

  Beautiful 3 bed 1 full bath rental available in Thomaston. This home features high ceilings and gleaming hardwood floor throughout. Enjoy a spacious layout with a large living room, dining room, and kitchen, along with an updated full bathroom. Located in a quiet neighborhood, the property is conveniently close to shopping, dining, and local amenities, with easy access to Routes 8 and 6.

  Katie Breitkreutz Dave Jones Realty, LLC

  57 Maple St, Thomaston, CT 06787
• 

  $296,000 Sold May 19, 2025

  109 Aspetuck Village Unit 109, New Milford, CT 06776

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 54 Days On Market

  Current Estimated Value $290,670

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  109 Aspetuck Village Unit 109, New Milford, CT 06776
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  Est $305,090 Not Listed For Sale

  6 Hickory Ln Unit 6, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 1974

  6 Hickory Ln Unit 6, Woodbury, CT 06798

  Last Sold Summary

  • 5% Above List Price
  • $153/SF
  • 45 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Joan Oricchio Berkshire Hathaway Home Services
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  /29

  $479,000

  • 2 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  185 Oak Meadow Ln, Harwinton, CT 06791

  Rarely available 2290 SF stunning Townhouse nestled in the sought after 55+ community of Oak Meadow Estates in Harwinton. This beautifully appointed and meticulously maintained home built in 2018 is set within a well established community and offers timeless charm and a thoughtful design throughout. The heart of this home is the main level open floor plan featuring a dream kitchen, with granite

  Jody Viola The Joseph J. Gustin Company

  185 Oak Meadow Ln, Harwinton, CT 06791
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  /13

  $1,995 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  18 Canterbury Arms Unit 18, New Milford, CT 06776

  A beautifully renovated 2bedroom condo is now available for rent, featuring brandnew appliances, new flooring throughout, and new AC units for spring & summer comfort. This bright and modern unit includes additional private storage and convenient onsite laundry located in the basement. Ideally situated within walking distance to the wonderful Town Green, you'll be close to local restaurants,

  Indira Goris Coldwell Banker Realty

  18 Canterbury Arms Unit 18, New Milford, CT 06776
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  $625,500 Sold Jul 17, 2025

  13 Seneca Ln, Salisbury, CT 06031

  • 3 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 1998

  Last Sold Summary

  • 16% Below List Price
  • $267/SF
  • 306 Days On Market

  Last Listing Agent Anne Peck Elyse Harney Real Estate

  13 Seneca Ln, Salisbury, CT 06031
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  Est $1,156,883 Not Listed For Sale

  24 Roxbury Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 4,012 Sq Ft
  • Built 1987

  24 Roxbury Rd, Woodbury, CT 06798

  Last Sold Summary

  • 50% Above List Price
  • $192/SF
  • 313 Days On Market

  Last Sold Price $769,000

  Last Listing Agent Debbie Kranidis Preston Gray Real Estate
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  /27

  $178,000

  • 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
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  /25

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • House for Rent

  36 Washington Ave, Woodbury, CT 06798

  Charming 2BR,2BA Home, located on a private 1/2 acre lot is available in the Heart of Woodbury, and just 90 minutes away from the hustle and bustle of NYC. This home offers almost 1300 sf of living space featuring a modern, updated kitchen, a cozy living room with FP, a large dining area perfect for entertaining, 2 generous bedrooms and 2 full, updated bathrooms. In addition, there is LL Bonus

  Sharon Rinaldi Showcase Realty, Inc.

  36 Washington Ave, Woodbury, CT 06798
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  $440,000 Sold Jul 11, 2025

  53B Elizabeth St, Kent, CT 06757

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1962

  Last Sold Summary

  • $399/SF
  • 70 Days On Market

  Current Estimated Value $452,154

  Last Listing Agent Leigh Ann Lengyel Clarke RE/MAX Heritage

  53B Elizabeth St, Kent, CT 06757
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  Est $980,135 Not Listed For Sale

  102 Quanopaug Trail, Woodbury, CT 06798

  • 4 Beds
  • 3.5 Baths
  • 3,786 Sq Ft
  • Built 2008

  102 Quanopaug Trail, Woodbury, CT 06798

  Last Sold Summary

  • 6% Above List Price
  • $244/SF
  • 4 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Nan Jane Keough William Pitt
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  /25

  $279,990 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  4 Fox Run Unit 4, Woodbury, CT 06798

  Welcome to this beautifully refreshed townhome in the highly desirable Woodlake Condominium Complex in Woodbury. Freshly painted throughout and filled with natural light, the main level features hardwood floors, a spacious living and dining area with a cozy fireplace, and a sliding door that opens to a private deck overlooking peaceful wooded surroundings. The updated kitchen includes granite

  Henrik K Kjaer Keller Williams Realty

  4 Fox Run Unit 4, Woodbury, CT 06798
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  /11

  $1,675 per month

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

  2 Straits Turnpike Ln Unit A, Morris, CT 06763

  Don't miss out on this. Centrally located, intersection of RT 109 and RT 63. This condo is on the second floor,4 Rooms 2 bedroom, one bath ranch style. Large deck to sit out on. Credit & background check, References. Use forms that are attached. $30.00 per person over 18yrs old. Cash or Venmo (which is on the bottom of the Residential Apartment Rental Application) First months rent 2 months

  PATRICIA SHERWIN Dave Jones Realty, LLC

  2 Straits Turnpike Ln Unit A, Morris, CT 06763
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  $770,000 Sold Sep 04, 2025

  17 Candlewood Heights, New Milford, CT 06776

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft
  • Built 1932

  Last Sold Summary

  • 7% Above List Price
  • $294/SF
  • 37 Days On Market

  Current Estimated Value $758,292

  Last Listing Agent Kathleen Harrison Coldwell Banker Realty

  17 Candlewood Heights, New Milford, CT 06776
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  Not Listed For Sale

  42 Yuzi-Mini Ln, Kent, CT 06757

  42 Yuzi-Mini Ln, Kent, CT 06757

  Last Sold Summary

  • 263 Days On Market

  Last Sold Price $440,000

  Last Listing Agent David Bain Bain Real Estate
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  /40

  $570,000 Under Contract

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

  22 Highmeadow Rd, Watertown, CT 06795

  Welcome to 22 Highmeadow Road, tucked in a quiet cul-de-sac and offering the perfect blend of comfort, privacy, and pride of ownership. Set on a picturesque parcel, this meticulously maintained home has been lovingly cared for by one owner and is ready for its next chapter. A brand-new Trane 2.5-ton air handler and heat pump provide efficient year-round comfort. Inside, sun-filled living spaces

  Heidi Matusik Evjen Agency

  22 Highmeadow Rd, Watertown, CT 06795
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  /33

  $3,750 per month

  • 3 Beds
  • 2.5 Baths
  • 2,824 Sq Ft
  • House for Rent

  5 Elena Dr, New Milford, CT 06776

  Nicely kept 3 bedroom, 2 full and 2 half bath 2824 sq. ft. colonial with 2+ car garage. Located on 2.11 acres with stone walls and gazebo in a private, rural setting. Primary bedroom has full bath with Jacuzzi and walk-in-closet. There is a large family room with fireplace, cathedral ceiling, beams, ceiling fan. Sliders open off the eat-in-kitchen to an oversize deck. The finished, walk out

  Don Fleming Coldwell Banker Realty

  5 Elena Dr, New Milford, CT 06776
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  $208,900 Sold Jul 18, 2025

  39 Orchard St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1875

  Last Sold Summary

  • 9% Below List Price
  • $174/SF
  • 131 Days On Market

  Current Estimated Value $288,669

  Last Listing Agent Michael J Flaherty Jr Sullivan Real Estate Inc

  39 Orchard St, Winsted, CT 06098
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  Not Listed For Sale

  0 Hageman Shean Rd Unit 170595067, Goshen, CT 06756

  0 Hageman Shean Rd Unit 170595067, Goshen, CT 06756

  Last Sold Summary

  • 586 Days On Market

  Last Sold Price $115,000

  Last Listing Agent Todd Carusillo Todd M Carusillo RE, LLC
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  /24

  $675,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft

  166 E Cotton Hill Rd, New Hartford, CT 06057

  Rare opportunity!! Welcome to this thoughtfully designed custom ranch. Presenting the ease of one-level living on a peaceful 2-acre setting. Built with comfort, efficiency, and accessibility in mind, this 3-bedroom, 2 full bath home is fully ADA compliant and carefully crafted to support both everyday living and long-term convenience. Designed for energy efficiency, the home features solar power

  Stephanie Plaza Lamacchia Realty

  166 E Cotton Hill Rd, New Hartford, CT 06057
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  /12

  $1,850 per month

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

  6 Hillside Ave Unit B, New Milford, CT 06776

  All utilities included in this rental! Sweet 1 bedroom second floor apartment with lots of light is conveniently located within walking distance to town. Laundry is located within the unit for your convenience, spacious living room with a closet, and eat in kitchen with gas stove. This easy to budget apartment is on the HART bus line!

  Lori Campbell Coldwell Banker Realty

  6 Hillside Ave Unit B, New Milford, CT 06776
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  $575,000 Sold Jun 18, 2025

  329 Litchfield Rd, Morris, CT 06763

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1859

  Last Sold Summary

  • $252/SF
  • 44 Days On Market

  Current Estimated Value $619,519

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

  329 Litchfield Rd, Morris, CT 06763
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  Est $781,963 Not Listed For Sale

  29 Fawn Meadow Ln, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,042 Sq Ft
  • Built 2022

  29 Fawn Meadow Ln, Woodbury, CT 06798

  Last Sold Summary

  • 6% Above List Price
  • $360/SF
  • 45 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Gregory Cohen William Pitt
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  /35

  $800,000 Open Sat 11AM - 2PM

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

  19 Reservoir Rd, New Milford, CT 06776

  Tucked on a private 1.5-acre interior lot in New Milford, this beautifully maintained 4-bedroom, 2.5-bath colonial delivers the space, style, and setting today's buyers are looking for, only minutes from the New Milford Green. With 2,726 square feet of thoughtfully designed living space, every detail has been refreshed within the last three years, giving you true move-in condition without

  Alex De Camargo eXp Realty

  19 Reservoir Rd, New Milford, CT 06776
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  /8

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 2,669 Sq Ft
  • House for Rent

  118 Pullen Ave, Oakville, CT 06779

  Ground-level 1-bedroom, 1-bath unit available for rent at 118 Pullen Ave in Watertown, CT. This private and well-maintained space offers a comfortable layout with a functional living area, spacious bedroom, and full bathroom. The unit provides convenient access and a cozy atmosphere, perfect for anyone seeking an affordable and low-maintenance living option. Located in a quiet residential

  Sebastian Campos Ideal Real Estate, Inc.

  118 Pullen Ave, Oakville, CT 06779
• 

  $135,000 Sold May 28, 2025

  4 Bostwick Arms Unit 4, New Milford, CT 06776

  • 1 Bed
  • 1 Bath
  • 477 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Below List Price
  • $283/SF
  • 9 Days On Market

  Current Estimated Value $138,189

  Last Listing Agent Rick Pinto Pinto Real Estate Group LLC

  4 Bostwick Arms Unit 4, New Milford, CT 06776
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  Est $554,305 Not Listed For Sale

  245 Chestnut Land Rd, New Milford, CT 06776

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 2020

  245 Chestnut Land Rd, New Milford, CT 06776

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 40 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Kristie Perry William Pitt

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