Litchfield County, CT Homes

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  /26

  $399,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,054 Sq Ft

  180 Ascot Ln, Torrington, CT 06790

  This beautifully maintained 3-bedroom, 2.5-bath home offers comfort, efficiency, and thoughtful upgrades throughout. The exterior features a meticulously landscaped yard with a fully programmable underground sprinkler system, outdoor yard lighting, and a 10x10 storage shed. An attached two-car garage includes a new energy-efficient garage door. Inside, the home is heated by two pellet stoves and

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (959) 215-5580

  180 Ascot Ln, Torrington, CT 06790
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  /31

  $3,750 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • House for Rent

  33 Washington Ave, Woodbury, CT 06798

  AVAILABLE FOR $3,950/MONTH. Stunning over-sized Cape on serene, park-like grounds adjacent to a nature preserve. Fully furnished, this inviting 2 bedroom home has been lovingly renovated with a great eye for detail. Quiet street centrally located in historic Woodbury. Newly finished hardwood oak flooring throughout. Two full bathrooms. The large living room with fireplace also includes a bright

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (203) 872-6274

  33 Washington Ave, Woodbury, CT 06798
• 

  $375,000 Sold Aug 22, 2025

  39 Brownstone Dr, Torrington, CT 06790

  • 4 Beds
  • 3 Baths
  • 1,948 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $193/SF
  • 4 Days On Market

  Current Estimated Value $373,888

  Last Listing Agent Linda Mayfield RE/MAX RISE

  39 Brownstone Dr, Torrington, CT 06790
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  Not Listed For Sale

  0 Hemlock Rd, Roxbury, CT 06783

  0 Hemlock Rd, Roxbury, CT 06783

  Last Sold Summary

  • 173 Days On Market

  Last Sold Price $299,000

  Last Listing Agent Jay McGorty McGorty Real Estate Services
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  /31

  $339,000 Pending

  • 6 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  157 Elm St, Winsted, CT 06098

  Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and

  

  Doreen Gagnon

  Coldwell Banker Realty

  (860) 590-8606

  157 Elm St, Winsted, CT 06098
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  /40

  $6,500 total monthly price

  • 5 Beds
  • 2.5 Baths
  • 3,586 Sq Ft
  • House for Rent

  110 Geer Mountain Rd, South Kent, CT 06785

  FURNISHED RENTAL AVAILABLE for academic term or annual @ $6,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC metro north

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 845-6883

  110 Geer Mountain Rd, South Kent, CT 06785
• 

  $430,000 Sold Nov 13, 2025

  77 Clayton Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Above List Price
  • $256/SF
  • 14 Days On Market

  Current Estimated Value $415,227

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  77 Clayton Rd, Canaan, CT 06018
• 

  Est $888,334 Not Listed For Sale

  23 Stone Oak Dr, New Milford, CT 06776

  • 4 Beds
  • 2.5 Baths
  • 3,072 Sq Ft
  • Built 2024

  23 Stone Oak Dr, New Milford, CT 06776

  Last Sold Summary

  • 2% Above List Price
  • $283/SF
  • 159 Days On Market

  Last Sold Price $869,000

  Last Listing Agent Holly Mullins Coldwell Banker Realty
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  /21

  $309,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  58 Eggleston St, Torrington, CT 06790

  You'll fall in love with this 3-bedroom, 2-bath Cape that perfectly blends charm and modern updates. The remodeled kitchen features quartz countertops, brand-new cabinets, and stainless steel appliances. Both bathrooms have been updated, the hardwood floors shine like new, and the fresh interior and exterior paint make everything move-in ready. Enjoy the peaceful backyard from your private deck

  

  Jim Treanor Jr

  ERA Treanor Real Estate

  (860) 697-9772

  58 Eggleston St, Torrington, CT 06790
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  /38

  $4,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft
  • House for Rent

  3 Burnett Rd, New Milford, CT 06776

  FURNISHED RENTAL AVAILABLE SEPT 2025- MAY 2026 @$4,500/month plus expenses. 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

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 864-5105

  3 Burnett Rd, New Milford, CT 06776
• 

  $897,000 Sold Jun 27, 2025

  332 Good Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 2,894 Sq Ft
  • Built 2015

  Last Sold Summary

  • 12% Above List Price
  • $310/SF
  • 27 Days On Market

  Current Estimated Value $900,350

  Last Listing Agent Rebecca Doh W. Raveis Lifestyles Realty

  332 Good Hill Rd, Woodbury, CT 06798
• 

  Est $235,490 Not Listed For Sale

  4 Upper Main St Unit 7, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1973

  4 Upper Main St Unit 7, Sharon, CT 06069

  Last Sold Summary

  • 12% Above List Price
  • $177/SF
  • 186 Days On Market

  Last Sold Price $210,000

  Last Listing Agent MICHAEL CONLOGUE William Pitt
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  /38

  $425,000

  • 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

  (860) 530-2734

  89 Route 7 S, Falls Village, CT 06031
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  /14

  $2,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft
  • Apartment for Rent

  160 North St, Roxbury, CT 06783

  FURNISHED RENTAL AVAILABLE SEPT 2, 2025- MAY 2026 @ $2,500/MONTH. Spacious one bedroom apartment above garage on large, private estate. Clean, updated and comfortable. Bright living room with built ins and mini bar. Dining room and kitchen. Stackable washer/dryer in unit. Excellent credit, references and application required. Electricity included. Oil heat paid for by tenant.

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 750-8200

  160 North St, Roxbury, CT 06783
• 

  $355,000 Sold Aug 08, 2025

  425 E Cotton Hill Rd, New Hartford, CT 06057

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • Built 1934

  Last Sold Summary

  • 10% Above List Price
  • $307/SF
  • 45 Days On Market

  Current Estimated Value $354,551

  Last Listing Agent Erin Giguiere Regall Realty, LLC

  425 E Cotton Hill Rd, New Hartford, CT 06057
• 

  Est $989,409 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

  • 18% Above List Price
  • $211/SF
  • 221 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.
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  /8

  $464,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  31 Sterling Dr, New Milford, CT 06776

  Move right in to this fully renovated 4-bedroom, 1.5-bath home at 31 Sterling Dr, New Milford, CT! Featuring 1,900 sq ft of modern living space, this home offers a bright and open layout, a beautiful backyard with a deck to enjoy nature, and a 1-car garage with a spacious driveway. Located in a peaceful area just minutes from highways and the town center - this turn-key home perfectly combines

  

  Santiago Jaraba

  Whitestone Real Estate Group

  (860) 591-8028

  31 Sterling Dr, New Milford, CT 06776
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  /2

  $1,695 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,059 Sq Ft
  • House for Rent

  139 N Main St, Winsted, CT 06098

  Large 3 bedroom apartment with sun porch. Eat-in kitchen, dining room, living room and attic storage. Washer/dryer can be added for an additional $75 per month. No off street parking. Close to town, walk to NCCC. Pets considered. Credit and background check required.

  

  Amanda Balaski

  Northwest CT Realty

  (959) 207-8517

  139 N Main St, Winsted, CT 06098
• 

  $1,179,000 Sold Oct 22, 2025

  76 French Mountain Rd, Watertown, CT 06795

  • 6 Beds
  • 6.5 Baths
  • 8,437 Sq Ft
  • Built 2002

  Last Sold Summary

  • $140/SF
  • 27 Days On Market

  Current Estimated Value $1,180,623

  Last Listing Agent Alan Stewart Jr. ASJ Realty Partners

  76 French Mountain Rd, Watertown, CT 06795
• 

  Est $482,048 Not Listed For Sale

  178 Main St N, Bridgewater, CT 06752

  • 2 Beds
  • 1 Bath
  • 1,373 Sq Ft
  • Built 1920

  178 Main St N, Bridgewater, CT 06752

  Last Sold Summary

  • 6% Above List Price
  • $331/SF
  • 4 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Kayla O'Grady William Raveis Real Estate
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  /36

  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  48 Preston Ln, Salisbury, CT 06068

  Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-level home, with a septic system that can service up to FOUR bedrooms, offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /26

  $4,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • House for Rent

  220 Upper Grassy Hill Rd, Woodbury, CT 06798

  Recently renovated single-family home on the Woodbury/Roxbury town line. Completely rebuilt from the studs up, this three-bedroom ranch features brand-new electrical, HVAC, spray-foam insulation, trim, drywall, hardwood floors, plus a new kitchen and three new baths. Rare opportunity to rent a truly "like-new" home available immediately. Enjoy a spacious main level with three bedrooms, a living

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 281-3909

  220 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  $550,000 Sold Feb 05, 2026

  4 High Trail, New Milford, CT 06776

  • 4 Beds
  • 2.5 Baths
  • 3,253 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $169/SF
  • 108 Days On Market

  Current Estimated Value $567,306

  Last Listing Agent Jean Flynn Luks Realty

  4 High Trail, New Milford, CT 06776
• 

  Est $150,558 Not Listed For Sale

  53 Harwinton Ave Unit 6, Torrington, CT 06790

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Built 1988

  53 Harwinton Ave Unit 6, Torrington, CT 06790

  Last Sold Summary

  • 5% Above List Price
  • $170/SF
  • 171 Days On Market

  Last Sold Price $143,000

  Last Listing Agent Sabrina McIntyre Tier 1 Real Estate
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  $315,000 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  131 Greenwood St, Watertown, CT 06795

  Welcome to this inviting Colonial-style home located in the heart of Watertown! This 3-bedroom, 1.5-bath home combines timeless character with an opportunity to update and make it your own. Step inside to find warm hardwood floors throughout, a spacious living room, and a cozy den perfect for a home office. The eat-in kitchen offers plenty of space to gather and cook, while a convenient half bath

  

  Arlinda Gesner

  Arlinda Gesner Realty LLC

  (860) 295-4864

  131 Greenwood St, Watertown, CT 06795
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  /11

  $1,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  516 Main St Unit D, New Hartford, CT 06057

  Now available in downtown New Hartford, this updated 1-bedroom apartment offers convenient living in a prime location. The unit features brand-new laminate flooring throughout, along with new kitchen cabinets, countertops, and appliances, providing a clean, modern feel. Heat and hot water are included in the rent for added value and simplicity. Enjoy access to a rear covered porch with views of

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 512-9989

  516 Main St Unit D, New Hartford, CT 06057
• 

  $35,000 Sold Dec 19, 2025

  93-95 Eastview Rd, Plymouth, CT 06786

  • Land
  • 0.2 Acre
  • $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 $909,807 Not Listed For Sale

  62 Whittlesey Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 3,205 Sq Ft
  • Built 2002

  62 Whittlesey Rd, Woodbury, CT 06798

  Last Sold Summary

  • 7% Above List Price
  • $265/SF
  • 34 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Brianna Carvalho Compass Connecticut, LLC
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  /40

  $1,390,000

  • 4 Beds
  • 3.5 Baths
  • 3,901 Sq Ft

  75 Green Hill Rd, Washington, CT 06793

  Step into timeless elegance with this impeccably restored and beautifully partially furnished Queen Anne Shingle-style home, available for immediate occupancy. Located in one of Washington's most coveted neighborhoods, this historic gem is just a short walk to the Frederick Gunn School, the Mayflower Inn, and the charming shops and cafes of Washington Depot. Originally built in the 1880s and

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (860) 775-6127

  75 Green Hill Rd, Washington, CT 06793
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  /30

  $2,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft
  • House for Rent

  434 Main St, New Hartford, CT 06057

  Located on Main Street in the Pine Meadow section of New Hartford, this well-maintained single-family home offers comfortable living with convenient access to local amenities and outdoor recreation. The home features an updated kitchen with modern finishes and ample cabinet space. A main-level laundry room with additional pantry storage adds everyday convenience. Hardwood flooring runs throughout

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 323-0027

  434 Main St, New Hartford, CT 06057
• 

  $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 $296,903

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

  2233 Norfolk Rd, Torrington, CT 06790
• 

  Est $577,966 Not Listed For Sale

  48 Ratlum Mountain Rd, Barkhamsted, CT 06063

  • 3 Beds
  • 3 Baths
  • 2,424 Sq Ft
  • Built 2003

  48 Ratlum Mountain Rd, Barkhamsted, CT 06063

  Last Sold Summary

  • 5% Above List Price
  • $226/SF
  • 1 Day On Market

  Last Sold Price $548,500

  Last Listing Agent Tara Rahmy Century 21 AllPoints Realty
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  /31

  $350,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  151 Highview Dr, Harwinton, CT 06791

  Mechanically updated Cape Cod home in the desirable Scoville Hill section of Harwinton, CT, set on a private 0.86-acre, lightly wooded lot. This 3-bedroom, 1.5-bath Cape offers 1,382 sq ft of above-grade living space with a flexible layout. The main level has an open kitchen flowing into the dining room and a fireplaced living room with hardwood flooring and a bow window. A first-floor primary

  

  Heike Severine

  Coldwell Banker Realty

  (860) 864-5580

  151 Highview Dr, Harwinton, CT 06791
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  /40

  $4,700 total monthly price

  • 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
• 

  $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 $760,495

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  327 Winding Brook Farm Rd, Watertown, CT 06795
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  /2

  Est $1,258,438 Not Listed For Sale

  12 Birch Ln, New Milford, CT 06776

  • 3 Beds
  • 4 Baths
  • 2,326 Sq Ft
  • Built 2004

  12 Birch Ln, New Milford, CT 06776

  Last Sold Summary

  • 5% Below List Price
  • $516/SF

  Last Sold Price $1,200,000

  Last Listing Agent Shanna Fischer Berkshire Hathaway Home Services
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  /39

  $875,000

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  47 South St, Roxbury, CT 06783

  OPEN HOUSE POSTPONED FOR 2/22!! A colonial antique home on a level scenic lot in sought-after Litchfield County. As you enter through the front door, you're welcomed by an original staircase & hickory wood floors. The living room features an exposed wood beam, a fireplace & hickory flooring. A formal dining room with classic pine floors & french doors that lead to a 4 season room. The 4 season

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (860) 390-4127

  47 South St, Roxbury, CT 06783
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  /4

  $165 total monthly price

  • 200 Sq Ft
  • House for Rent

  113 Elm St Unit Left, Winsted, CT 06098

  One of two available storage units. Each unit is 200 square feet and can be used as extra storage or as a garage.

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 735-3947

  113 Elm St Unit Left, 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 $569,276

  Last Listing Agent Lori Campbell Coldwell Banker Realty

  22 Mountain View Terrace, New Milford, CT 06776
• 

  Est $183,012 Not Listed For Sale

  26 Candlewood Lake Rd S Unit 2, New Milford, CT 06776

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1968

  26 Candlewood Lake Rd S Unit 2, New Milford, CT 06776

  Last Sold Summary

  • 5% Above List Price
  • $243/SF
  • 25 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Toni Riordan Berkshire Hathaway Home Services

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