Litchfield County, CT Homes

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  /39

  $1,295,000

  Open Sat 1PM - 3PM $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft

  73 Dublin Rd, Falls Village, CT 06031

  Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open

  Roxanne Belter William Pitt Sotheby's Int'l

  73 Dublin Rd, Falls Village, CT 06031
• 

  

  

  /15

  $5,000 Per Month

  • 7 Beds
  • 3 Baths
  • 3,144 Sq Ft
  • House for Rent

  264 Twin Lakes Rd, Salisbury, CT 06068

  Available: April 10, 2026 - November 1, 2026 - Twin Lakes Lodge - Twin Lakes Lodge is a Landmark building located next to O'Hara's Marina. Features of this rental include a primary suite on the first and second floor, living room with a wood burning fireplace and a recently renovated kitchen. Enjoy entertaining or relaxing on the wrap around porch there is also a boat slip available to use at the

  KATHLEEN DEVANEY Elyse Harney Real Estate

  264 Twin Lakes Rd, Salisbury, CT 06068
• 

  $187,500

  Sold Sep 04, 2026

  220 Main St Unit 2H, New Hartford, CT 06057

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft
  • Built 1973

  Last Sold Summary

  • $165/SF
  • 19 Days On Market

  Current Estimated Value $187,678

  Last Listing Agent Marie Matta-Isona iVision Real Estate

  220 Main St Unit 2H, New Hartford, CT 06057
• 

  Est $189,000

  Not Listed For Sale

  14 Pine Rd, Colebrook, CT 06021

  • 4 Beds
  • Built 1998

  14 Pine Rd, Colebrook, CT 06021

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent LAURA BARTLETT Northwest CT Realty
• 

  

  

  /17

  $399,500

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  15 Legion Rd, New Milford, CT 06776

  Updated high ranch (including heating and central ac)with oversized 2 car garage ,public sewer and private water. Very private back yard setting with large patio. 3 bedroom 3 full bath.(public records only show 2 full bath). Oversized finished lower level family room with full bath that can easily accommodate man cave , gym or additional sleeping area. While oil prices continue to climb, you will

  Vito Uva Scalzo Real Estate

  15 Legion Rd, New Milford, CT 06776
• 

  

  /12

  $2,900 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • House for Rent

  29 E Main St, Canaan, CT 06018

  Spacious, beautifully renovated, and full of character! This charming 4-bedroom, 2 full-bath single-family home offers the perfect blend of modern updates and timeless appeal. Recently renovated throughout, the home features generous living spaces, an updated kitchen and baths, and plenty of room for comfortable everyday living. Enjoy the flexibility of four well-sized bedrooms, bright and

  Annie Q Simard LPT Realty

  29 E Main St, Canaan, CT 06018
• 

  $1,825,000

  Sold Dec 16, 2025

  102 North St, Litchfield, CT 06759

  • 3 Beds
  • 3.5 Baths
  • 4,888 Sq Ft
  • Built 1830

  Last Sold Summary

  • 11% Below List Price
  • $373/SF
  • 248 Days On Market

  Last Listing Agent Roland Leal William Pitt Sotheby's Int'l

  102 North St, Litchfield, CT 06759
• 

  Est $362,923

  Not Listed For Sale

  268 Smith Hill Rd, Colebrook, CT 06021

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Built 1955

  268 Smith Hill Rd, Colebrook, CT 06021

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
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  /39

  $995,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,527 Sq Ft

  175 Main St, Salisbury, CT 06068

  Meet Daphne. An 1865 farmhouse brimming with old-world charm on the exterior, yet step inside and it's clear that great care was taken to weave in modern touches throughout. The mudroom offers a lovely, tidy landing spot - complete with a door to close off when you'd rather hide the mess - perfect for dropping outdoor gear, with custom moulding details that make it beautiful enough to welcome

  Lenore Mallett William Pitt Sotheby's Int'l

  175 Main St, Salisbury, CT 06068
• 

  

  /9

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Townhouse for Rent

  188 E Lake St, Winsted, CT 06098

  Fully Furnished Top-Floor Retreat with Beautiful Lake Views Enjoy beautiful lake views and easy, turnkey living from the top floor of 188 E Lake Street in Winsted. This fully furnished 2-bedroom, 1-bath rental offers a comfortable, private place to call home with everything you need already in place. The bright and inviting living space takes advantage of the elevated setting and wonderful views

  Annie Q Simard LPT Realty

  188 E Lake St, Winsted, CT 06098
• 

  $290,000

  Sold Dec 01, 2025

  42 Bartram Rd, Sharon, CT 06069

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $426/SF
  • 33 Days On Market

  Current Estimated Value $319,728

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

  42 Bartram Rd, Sharon, CT 06069
• 

  Est $114,314

  Not Listed For Sale

  11 Gibbs St Unit 9, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1985

  11 Gibbs St Unit 9, Winsted, CT 06098

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
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  /40

  $549,900

  Open Sun 12PM - 2PM $50K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,814 Sq Ft

  220 Jackson St, Thomaston, CT 06787

  Welcome to 220 Jackson Street. This is a beautifully renovated home with an in-law suite. This spacious property offers an exceptional opportunity for generational living, investors and owner-occupants. Originally built in 1845, the home blends timeless character with modern updates and features two well-designed living areas, generous living space, and a large 1.8-acre lot. This versatile

  Dawn Ciappetta Coldwell Banker Realty

  220 Jackson St, Thomaston, CT 06787
• 

  

  /13

  $1,900 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,658 Sq Ft
  • Townhouse for Rent

  187 Lovers Ln Unit 63, Torrington, CT 06790

  Upper Level 2 Bedroom condo available for immediate occupancy. Open floor plan with an over-sized kitchen with both bar style and tabled seating. The carpeted family room has a fireplace, vaulted ceilings and access to the balcony. Both bedroom are located on the 3rd floor. Garage included. Easy access to RT 4. Application, References, Credit/Background Check, 2 months security, Insurance.

  Marcus Santore Marrin Santore Realty LLC

  187 Lovers Ln Unit 63, Torrington, CT 06790
• 

  $672,500

  Sold Aug 28, 2026

  169 Wellsford Dr, Goshen, CT 06756

  • 3 Beds
  • 2.5 Baths
  • 2,574 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $261/SF
  • 37 Days On Market

  Current Estimated Value $716,272

  Last Listing Agent Heather Turri E.J. Murphy Realty

  169 Wellsford Dr, Goshen, CT 06756
• 

  Est $123,042

  Not Listed For Sale

  11 Gibbs St Unit 7, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1984

  11 Gibbs St Unit 7, Winsted, CT 06098

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
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  /4

  $300,000

  Pending

  • Land
  • 41.68 Acres
  • $7,198 per Acre

  45 Eddy Rd, Barkhamsted, CT 06063

  Welcome to country living in Barkhamsted Connecticut! Large interior lot with multiple access points. Gently rolling topography with no visible wetlands, proposed subdivision and area maps and older test data available. Realtor has other abutting lots and portions of available if looking for a larger area up to approximately 152 acres. ---- Live on site Drone tours available

  Tracy Gallagher Coldwell Banker Realty

  45 Eddy Rd, Barkhamsted, CT 06063
• 

  

  /20

  $4,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  4 Main St, New Preston Marble Dale, CT 06777

  Available for Academic or Annual Rental! This New Preston gem is just 2 hours from NYC and has been newly renovated to perfection. A 1910 Washington Lake Cottage offers a rare opportunity to enjoy New Preston Village and Lake Waramaug with it's great shopping and dining just a short walk away! High design and a Perfect combination of Old and New, the open concept layout with a combined living

  Kathryn Clair William Pitt Sotheby's Int'l

  4 Main St, New Preston Marble Dale, CT 06777
• 

  $1,200,000

  Sold Jul 09, 2026

  184 Todd Hill Rd, Bethlehem, CT 06751

  • 2 Beds
  • 4 Baths
  • 10,000 Sq Ft
  • Built 2009

  Last Sold Summary

  • 25% Below List Price
  • $120/SF
  • 155 Days On Market

  Current Estimated Value $1,807,912

  Last Listing Agent Andrew Murphy E.J. Murphy Realty

  184 Todd Hill Rd, Bethlehem, CT 06751
• 

  Est $113,659

  Not Listed For Sale

  11 Gibbs St Unit 6, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1985

  11 Gibbs St Unit 6, Winsted, CT 06098

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Amanda Cole Carol Cole Real Estate, LLC
• 

  

  /11

  $1,000,000

  $400K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
• 

  

  /17

  $1,700 Per Month

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

  182 Beechwood Ave, Torrington, CT 06790

  Welcome to 182 Beechwood Avenue! This spacious and inviting second-floor apartment is available for immediate occupancy. The apartment features 2 bedrooms, a bright, spacious kitchen, a separate dining room perfect for sharing meals, a comfortable living room, and the convenience of in-unit laundry. You'll also enjoy your own private one-car garage, along with additional parking for two vehicles

  Kasia Galazyn The Washington Agency

  182 Beechwood Ave, Torrington, CT 06790
• 

  $575,000

  Sold Oct 03, 2025

  85 Lillis Rd, New Milford, CT 06776

  • 4 Beds
  • 3 Baths
  • 2,186 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 19 Days On Market

  Current Estimated Value $596,660

  Last Listing Agent Christina King Connecticut Real Estate Group LLC

  85 Lillis Rd, New Milford, CT 06776
• 

  Est $1,403,074

  Not Listed For Sale

  15 Skyline Dr, Sherman, CT 06784

  • 3 Beds
  • 4 Baths
  • 3,068 Sq Ft
  • Built 2003

  15 Skyline Dr, Sherman, CT 06784

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Irit Granger William Pitt Sotheby's Int'l
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  /39

  $899,000

  $86K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,654 Sq Ft

  3 Weldon Ct, Goshen, CT 06756

  Rare opportunity to own in one of Connecticut's most sought-after private lake communities-welcome to 3 Weldon Court at Woodridge Lake. Perfect for year-round living or a second-home retreat, this beautifully maintained Colonial offers quality 2x6 construction and a whole-house generator. Enjoy lake access, clubhouse amenities, and seasonal lake views, with beach just across the street-swim,

  Pels Matthews W. Raveis Lifestyles Realty

  3 Weldon Ct, Goshen, CT 06756
• 

  

  /35

  $4,800 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft
  • House for Rent

  259 Main St S, Woodbury, CT 06798

  Expansive main house with frontage on quintessential historic Main Street. RESIDENTIAL or COMMERCIAL space! Walk the sidewalks to the antique shops, parks, & restaurants. Enjoy the wineries and farm markets. Have a front row seat for the summer parades and the Christmas Eve luminaries that adorn Main Street. Deep lot with ample parking in the rear of the house. All four bedrooms have en-suite

  Gina Jacobs Gina Jacobs Real Estate

  259 Main St S, Woodbury, CT 06798
• 

  $288,990

  Sold Sep 02, 2026

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798

  • 2 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $151/SF
  • 150 Days On Market

  Last Listing Agent Henrik K Kjaer Keller Williams Realty

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798
• 

  Est $963,381

  Not Listed For Sale

  17 Birchwood Ln, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 3,283 Sq Ft
  • Built 2008

  17 Birchwood Ln, Woodbury, CT 06798

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Christian Jensen William Pitt Sotheby's Int'l
• 

  

  /40

  $485,000

  Pending

  • 10 Beds
  • 4 Baths
  • 2,992 Sq Ft

  14 Cooper St, Torrington, CT 06790

  Welcome to this beautifully renovated and well-maintained legal 2-family home offering exceptional space, flexibility, and investment potential! The first and second floors feature similar layouts, each offering 5 rooms, 2 spacious bedrooms, and 1 full bathroom. Each unit has separate utilities, including oil heat, individual furnaces, electricity, and hot water, providing convenience for both

  Arlene Gonzalez The Gonzalez Property Group

  14 Cooper St, Torrington, CT 06790
• 

  

  /31

  $3,625 Per Month

  • 2 Beds
  • 1.5 Baths
  • 2,088 Sq Ft
  • House for Rent

  48 Old Middle St Unit 1, Goshen, CT 06756

  Experience the ultimate in Litchfield Hills living with this gorgeous, fully furnished rental at 48 Old Middle Street, Unit 1, in Goshen, CT. Steeped in historic pedigree, this impressive residence built in 1800 beautifully showcases classic architectural details, including stunning wide-board flooring, original exposed beams, and a cozy fireplace. Offering 2,088 square feet of comfortable living

  Phil Fox William Pitt Sotheby's Int'l

  48 Old Middle St Unit 1, Goshen, CT 06756
• 

  $240,000

  Sold Oct 27, 2025

  2596 Mountain Rd, Torrington, CT 06790

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1937

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 25 Days On Market

  Current Estimated Value $258,831

  Last Listing Agent Adriana Morrell Higgins Group Real Estate

  2596 Mountain Rd, Torrington, CT 06790
• 

  Est $3,051,575

  Not Listed For Sale

  40 Music Mountain Rd, Falls Village, CT 06031

  • 6 Beds
  • 5.5 Baths
  • 3,798 Sq Ft
  • Built 1948

  40 Music Mountain Rd, Falls Village, CT 06031

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Liza Reiss Elyse Harney Real Estate
• 

  

  /38

  $289,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft

  6 Upper Commons, Woodbury, CT 06798

  Welcome to sought-after Woodlake Estates! A peaceful, resort-like community surrounded by nature and recreational amenities. This spacious Townhouse-style end unit offers 9 rooms, 3+ bedrooms, 2.5 baths, a finished basement, and a detached 1-car garage. The main level features a generous sized living room with sliders leading to your private deck, kitchen with separate dining area, convenient

  Vasco Silva Great Estates, CT

  6 Upper Commons, Woodbury, CT 06798
• 

  

  /22

  $1,595 Per Month

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

  96 Belair Dr, New Milford, CT 06776

  Top-Floor One Bedroom in Belair - Immediate Occupancy! Crisp, clean, and move-in ready! This spacious 1-bedroom, 1-bath condominium offers one of the best rental opportunities in town for a well-qualified tenant. Located in the desirable Belair Condominium Community, this top-floor unit ensures peace and quiet-no neighbors above you! The unit features a large living room, oversized bedroom, and

  Todd Sargent Coldwell Banker Realty

  96 Belair Dr, New Milford, CT 06776
• 

  $565,000

  Sold May 20, 2026

  11 Willow Rd, New Milford, CT 06776

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1976

  Last Sold Summary

  • 9% Above List Price
  • $353/SF
  • 55 Days On Market

  Current Estimated Value $553,393

  Last Listing Agent Lori Campbell Coldwell Banker Realty

  11 Willow Rd, New Milford, CT 06776
• 

  Est $685,139

  Not Listed For Sale

  180 Apple Hill Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,073 Sq Ft
  • Built 2002

  180 Apple Hill Dr, Watertown, CT 06795

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC
• 

  

  /24

  $1,700,000

  Open Thu 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,650 Sq Ft

  55 Golf Dr, Norfolk, CT 06058

  Handsome 1935 Craftsman-style house on 2.79 acres surrounded by quiet, private land. There are 3,681 square feet of living area, a large living room with central fireplace, an equally large screened porch with stone pillars off the living room, a dining room/library room with secret office, a renovated kitchen, a main bedroom suite on the first floor and 3 additional bedrooms plus 2 additional

  Eliza Little Betsy Little Real Estate LLC

  55 Golf Dr, Norfolk, CT 06058
• 

  

  /8

  $1,900 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  174 Jordan Ave Unit 2, Oakville, CT 06779

  Spacious 2-bedroom apartment available. Conveniently located in Oakville section of Watertown with easy access to shopping, dining and major routes.

  Jennifer Gonzalez Showcase Realty, Inc.

  174 Jordan Ave Unit 2, Oakville, CT 06779
• 

  $530,000

  Sold Jul 02, 2026

  349 Litchfield Rd, New Milford, CT 06776

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1926

  Last Sold Summary

  • 6% Above List Price
  • $375/SF
  • 41 Days On Market

  Current Estimated Value $512,893

  Last Listing Agent Pat Catchpole William Raveis Real Estate

  349 Litchfield Rd, New Milford, CT 06776
• 

  Est $1,458,211

  Not Listed For Sale

  17 Gate Post Ln, Woodbury, CT 06798

  • 4 Beds
  • 4.5 Baths
  • 5,694 Sq Ft
  • Built 1998

  17 Gate Post Ln, Woodbury, CT 06798

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Russell Antonacci Realtyworx, LLC

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