89,854

Litchfield County, CT Homes

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  • /38

    $850,000

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

    47 South St, Roxbury, CT 06783

    Own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic property and make it your

    Agent Photo

    Michelle Alvord

    Berkshire Hathaway NE Prop.

    47 South St, Roxbury, CT 06783
  • /21

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • House for Rent

    17 Colebrook Rd, Norfolk, CT 06058

    Located in scenic Norfolk, this well-maintained 3-bedroom, 2-bath single-family home offers 1,394 square feet of comfortable living space with flexibility to suit your needs. The home may be rented furnished or unfurnished, depending on tenant preference. The spacious layout includes a primary bedroom with its own full bath, split-unit heating and cooling systems for year-round comfort, and a

    Agent Photo

    Jeffrey Liskin

    Northwest CT Realty

    17 Colebrook Rd, Norfolk, CT 06058
  • 136 Wildcat Hill Rd, Harwinton, CT 06791

    $491,000

    Sold Sep 21, 2026

    136 Wildcat Hill Rd, Harwinton, CT 06791

    • 3 Beds
    • 2.5 Baths
    • 2,021 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Above List Price
    • $243/SF
    • 4 Days On Market

    Current Estimated Value $526,014

    Last Listing Agent Erin Giguiere Regall Realty, LLC

    136 Wildcat Hill Rd, Harwinton, CT 06791
    • 159 E Litchfield Rd, Litchfield, CT 06759

      Est $764,858

      Not Listed For Sale

      159 E Litchfield Rd, Litchfield, CT 06759

      • 4 Beds
      • 6 Baths
      • 2,797 Sq Ft
      • Built 2016
      159 E Litchfield Rd, Litchfield, CT 06759

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Jeff Colt Showcase Realty, Inc.

  • /29

    $475,000

    $24K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft

    4 Mountain View Ln, Canaan, CT 06018

    Nestled on a quiet cul-de-sac, this beautifully maintained Cape-style home offers privacy, character, and exceptional outdoor space on a level 2.37-acre lot. Featuring an attractive chateau-inspired exterior with a combination of stucco and wood siding, this home blends timeless charm with modern updates. Inside, you'll find four bedrooms, including a convenient first-floor bedroom and three

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    4 Mountain View Ln, Canaan, CT 06018
  • /34

    Starting at $1,800 Plus Fees

    • 2 Beds

    101 Whiting St, Winsted, CT 06098

    By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

    Mill at Still River

    101 Whiting St, Winsted, CT 06098
  • 204 E Wakefield Blvd, Winsted, CT 06098

    $960,000

    Sold Sep 01, 2026

    204 E Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,472 Sq Ft
    • Built 1948

    Last Sold Summary

    • $652/SF
    • 1 Day On Market

    Current Estimated Value $876,368

    Last Listing Agent David Sartirana Northwest CT Realty

    204 E Wakefield Blvd, Winsted, CT 06098
    • 10 Fiddlehead Dr Unit 10, New Milford, CT 06776

      Est $408,276

      Not Listed For Sale

      10 Fiddlehead Dr Unit 10, New Milford, CT 06776

      • 1 Bed
      • 3 Baths
      • 1,543 Sq Ft
      • Built 2017
      10 Fiddlehead Dr Unit 10, New Milford, CT 06776

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Michelle Gentile William Raveis Real Estate

  • /27

    $349,000

    $36K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    348 Norfolk Rd Unit US, East Canaan, CT 06024

    Charming 1935 Cape full of character and timeless craftsmanship on 2.87 acres! This well-built home features custom carpentry throughout, including beautiful built-ins, classic woodworking details, and a built-in dining room hutch that adds warmth and charm. The flexible first-floor layout offers a possible bedroom or den, along with a full bath, kitchen, dining room, and inviting living room.

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    348 Norfolk Rd Unit US, East Canaan, CT 06024
  • /14

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 4,480 Sq Ft
    • Apartment for Rent

    90 Burton St Unit 3, Watertown, CT 06795

    Welcome home to this well-designed three-level apartment offering comfortable living space and a versatile floor plan. The main level features a bright, open-concept layout with a spacious living room and kitchen, plus a convenient half bath. A back door leads directly to the deck and private garden space-perfect for relaxing or enjoying the outdoors. Upstairs, you'll find two comfortable

    Agent Photo

    Gina Cavallo

    Regency Real Estate, LLC

    90 Burton St Unit 3, Watertown, CT 06795
  • 93-95 Eastview Rd, Plymouth, CT 06786

    $35,000

    Sold Dec 19, 2025

    93-95 Eastview Rd, Plymouth, CT 06786

    • Land
    • 8,712 Sq Ft
    • $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
    • 00 Hall Meadow Rd, Goshen, CT 06756

      Not Listed For Sale

      00 Hall Meadow Rd, Goshen, CT 06756

      00 Hall Meadow Rd, Goshen, CT 06756

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Linda Ganem Borla & Associates Real Estate

  • /39

    $359,999

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,318 Sq Ft

    234 East St, Litchfield, CT 06759

    An increasingly rare opportunity to own a detached home in Litchfield for under $400,000! Just moments from the town Green, restaurants, shops, and everything that makes this historic New England town so special. Built in 1875, this charming three-bedroom, two-bath Cape offers a warm, character-filled interior and a surprisingly functional layout. The main level features a comfortable living room

    Agent Photo

    John Daikus

    eXp Realty

    234 East St, Litchfield, CT 06759
  • /6

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft
    • Condo for Rent

    81 N Main St Unit 4, Kent, CT 06757

    This 1-bedroom, 1-bathroom apartment at 81 N Main St offers 630 square feet of living space. It is nicely renovated with new kitchen, bathroom, windows and appliances.The living room provides ample room for relaxation, while the bedroom is designed for comfort and privacy. The bathroom includes a shower tub combo and is conveniently located near the living area. The kitchen is

    81 N Main St Unit 4, Kent, CT 06757
  • 22 Highmeadow Rd, Watertown, CT 06795

    $564,000

    Sold Apr 14, 2026

    22 Highmeadow Rd, Watertown, CT 06795

    • 3 Beds
    • 4 Baths
    • 2,728 Sq Ft
    • Built 1982

    Last Sold Summary

    • 1% Below List Price
    • $207/SF
    • 48 Days On Market

    Current Estimated Value $569,328

    Last Listing Agent Heidi Matusik Evjen Agency

    22 Highmeadow Rd, Watertown, CT 06795
    • 37 Legion Rd, New Milford, CT 06776

      Est $67,000

      Not Listed For Sale

      37 Legion Rd, New Milford, CT 06776

      37 Legion Rd, New Milford, CT 06776

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Dawn Hough Coldwell Banker Realty

  • /39

    $599,999

    $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,457 Sq Ft

    3 Burger Rd, Terryville, CT 06786

    Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding,

    Agent Photo

    Amanda Nemense

    Showcase Realty, Inc.

    3 Burger Rd, Terryville, CT 06786
  • /40

    $6,500 Per Month

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

    110 Geer Mountain Rd, South Kent, CT 06785

    FURNISHED RENTAL AVAILABLE for October 2026 @ $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 train. 90 min

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    110 Geer Mountain Rd, South Kent, CT 06785
  • 3 Woodcock Ln, New Hartford, CT 06057

    $295,000

    Sold Jul 24, 2026

    3 Woodcock Ln, New Hartford, CT 06057

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Above List Price
    • $205/SF
    • 5 Days On Market

    Current Estimated Value $286,052

    Last Listing Agent Fawn Murray Coldwell Banker Realty

    3 Woodcock Ln, New Hartford, CT 06057
    • 357 D Welton Way, Thomaston, CT 06787

      Est $553,677

      Not Listed For Sale

      357 D Welton Way, Thomaston, CT 06787

      • 3 Beds
      • 2.5 Baths
      • 1,940 Sq Ft
      • Built 2000
      357 D Welton Way, Thomaston, CT 06787

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Simon Sharrock RE/MAX One

  • /34

    $359,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,571 Sq Ft

    20 Cannon Ridge Dr Unit 20, Watertown, CT 06795

    Three-bedroom condominiums are a rare find in Watertown, and this spacious end-unit townhouse at Artillery Hill offers an exceptional combination of space, flexibility, and low-maintenance living. With more than 1,500 square feet, 2.5 baths, an attached garage, central air, and a full basement, the home provides many of the features of a single-family residence with the convenience of condominium

    Agent Photo

    John Daikus

    eXp Realty

    20 Cannon Ridge Dr Unit 20, Watertown, CT 06795
  • /35

    Starting at $1,739

    Total Monthly Price

    • Studio - 2 Beds

    302 Tuttle Rd, Woodbury, CT 06798

    Welcome to Woodbury Knoll Apartments, where modern comfort meets tranquil, lakeside living. Life unfolds at a different pace here — mornings are inspired by nature's quiet beauty, and evenings unwind in serene surroundings. In our Woodbury, CT apartments you'll discover a lifestyle that's vibrant yet peaceful, perfectly balanced, and endlessly welcoming.

    Woodbury Knoll

    302 Tuttle Rd, Woodbury, CT 06798
  • 2233 Norfolk Rd, Torrington, CT 06790

    $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 $319,762

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

    2233 Norfolk Rd, Torrington, CT 06790
    • 14 Arrowhead Way Unit 6, Woodbury, CT 06798

      Est $133,749

      Not Listed For Sale

      14 Arrowhead Way Unit 6, Woodbury, CT 06798

      • 1 Bed
      • 1 Bath
      • 546 Sq Ft
      • Built 1965
      14 Arrowhead Way Unit 6, Woodbury, CT 06798

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.

  • /36

    $799,000

    $51K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,946 Sq Ft

    394 Winchester Rd, Norfolk, CT 06058

    Formerly known as Breezy Hill Farm, this exceptional 12.38-acre property lives up to its name, offering peaceful surroundings and refreshing breezes year-round. Set on two parcels, the beautifully renovated post-and-beam home seamlessly blends historic character with modern amenities. Completed in 2017, the extensive renovation included all new electrical, plumbing, spray foam insulation,

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    394 Winchester Rd, Norfolk, CT 06058
  • /8

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 3,726 Sq Ft
    • House for Rent

    24 Rock St, Winsted, CT 06098

    Beautiful second-floor two-bedroom apartment located on a quiet street. Features include hardwood floors, two spacious porches, and newer appliances. Comfortable layout with plenty of natural light. No pets and no smoking. Credit and background checks are conducted by the listing office.

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    24 Rock St, Winsted, CT 06098
  • 143 Pine Hill Rd Unit 2E, Thomaston, CT 06787

    $220,000

    Sold Aug 17, 2026

    143 Pine Hill Rd Unit 2E, Thomaston, CT 06787

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $202/SF
    • 29 Days On Market

    Current Estimated Value $229,350

    Last Listing Agent Debbie Lupo Regency Real Estate, LLC

    143 Pine Hill Rd Unit 2E, Thomaston, CT 06787
    • 68 Aspetuck Village, New Milford, CT 06776

      Est $169,958

      Not Listed For Sale

      68 Aspetuck Village, New Milford, CT 06776

      • 1 Bed
      • 1 Bath
      • 598 Sq Ft
      • Built 1982
      68 Aspetuck Village, New Milford, CT 06776

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Joe Chemero Coldwell Banker Realty

  • /16

    $389,900

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    122 Standard Ave, Winsted, CT 06098

    Welcome home to this well-maintained 4-bedroom Colonial tucked away on a quiet dead-end street. The newly renovated eat-in kitchen features updated cabinetry, countertops, and finishes, creating a great space for everyday living and gathering. The spacious living room and dining area offer plenty of room to make the home your own, while four bedrooms provide flexibility for family, guests, or a

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    122 Standard Ave, Winsted, CT 06098
  • /17

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • House for Rent

    527 Long Mountain Rd, New Milford, CT 06776

    Available for a Minimum 6-Month Lease starting October 1. Showings begin September 1. Flexible furnishing options available: furnished, semi-furnished or unfurnished.Tucked away on a quiet, scenic road in the Upper Merryall section of New Milford, this charming converted barn originally built in 1770 offers a wonderful place to escape and unwind. Clean, comfortable, and light-filled, this

    527 Long Mountain Rd, New Milford, CT 06776
  • 31 Sterling Dr, New Milford, CT 06776

    $475,000

    Sold Mar 23, 2026

    31 Sterling Dr, New Milford, CT 06776

    • 4 Beds
    • 1.5 Baths
    • 1,872 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Above List Price
    • $254/SF
    • 10 Days On Market

    Current Estimated Value $481,087

    Last Listing Agent Santiago Jaraba Whitestone Real Estate Group

    31 Sterling Dr, New Milford, CT 06776
    • 25 Echo Dr, New Milford, CT 06776

      Est $2,831,498

      Not Listed For Sale

      25 Echo Dr, New Milford, CT 06776

      • 4 Beds
      • 3.5 Baths
      • 2,655 Sq Ft
      • Built 1934
      25 Echo Dr, New Milford, CT 06776

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Barbara Sivba Coldwell Banker Realty

  • /27

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    368 Hamilton Ave, Watertown, CT 06795

    Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.37-acre setting with calm stream & large lawn space, classic character, and plenty of opportunity. The park-like yard, small stream, fruit trees, and garden areas create a peaceful backdrop, while the location puts you close to amenities, downtown Watertown, and the Watertown Country Club. Inside, the home

    Agent Photo

    Zach Nichols

    West View Properties, LLC

    368 Hamilton Ave, Watertown, CT 06795
  • /8

    $5,750 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,558 Sq Ft
    • House for Rent

    15 Hopkins Rd, Warren, CT 06777

    AVAILABLE SEPT 3 2026 - MAY 2027 @ $5,750/Month. Classic European Farmhouse overlooking beautiful Lake Waramaug with deeded beach rights to the lake. This property is walking distance to the lake, a winery and restaurant. The amenities in the area include; hiking, kayaking, biking around the lake, shared access to Lake Waramaug, swimming and much more. Large bedroom with full bath on main floor.

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    15 Hopkins Rd, Warren, CT 06777
  • 22 Mountain View Terrace, New Milford, CT 06776

    $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 $598,632

    Last Listing Agent Lori Campbell Coldwell Banker Realty

    22 Mountain View Terrace, New Milford, CT 06776
    • 11 Mare Ln, New Milford, CT 06776

      Est $511,550

      Not Listed For Sale

      11 Mare Ln, New Milford, CT 06776

      • 3 Beds
      • 2.5 Baths
      • 2,550 Sq Ft
      • Built 1976
      11 Mare Ln, New Milford, CT 06776

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Alex De Camargo eXp Realty

  • /26

    $599,900

    $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,972 Sq Ft

    348 Hoop Pole Hill Rd, Woodbury, CT 06798

    Exceptional opportunity to renovate and create your dream country estate on 12.69 private acres in the heart of Woodbury. Privately sited along a quiet country road with seasonal long views, this 2,972 sq. ft. contemporary offers an outstanding combination of acreage, privacy, and potential rarely found at this price point. Designed for comfortable living, the home features a dramatic sunken

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    348 Hoop Pole Hill Rd, Woodbury, CT 06798
  • /17

    $2,150 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    907 Bantam Rd, Litchfield, CT 06750

    Property Id: 1194985 Nice 1st floor apartment freshly painted and remodeled.New kitchen cabinetry and counters, new lvp flooring throughout and trim work,2 nice size bedrooms 1 full bathroom with tub/shower new fixtures, new propane forced air heating, see and hear the river /waterfall from your small patio.Plenty of parking walk to arethusa farms ice cream shop ,restaurants,bantam market

    907 Bantam Rd, Litchfield, CT 06750
  • 214 Scoville Hill Rd, Harwinton, CT 06791

    $297,500

    Sold Oct 27, 2025

    214 Scoville Hill Rd, Harwinton, CT 06791

    • 2 Beds
    • 1 Bath
    • 1,243 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 48 Days On Market

    Current Estimated Value $308,795

    Last Listing Agent Carl Thompson First Capital Realty, LLC

    214 Scoville Hill Rd, Harwinton, CT 06791
    • 383 Davis St, Oakville, CT 06779

      Est $443,307

      Not Listed For Sale

      383 Davis St, Oakville, CT 06779

      • 7 Beds
      • 3 Baths
      • 2,496 Sq Ft
      • Built 1900
      383 Davis St, Oakville, CT 06779

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Nicholas Burrus Roundtree Realty LLC

Showing Results 1 - 40, Page 1 of 18

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