Litchfield County, CT Homes

• 

  

  

  /23

  $329,900

  • 2 Beds
  • 2 Baths
  • 1,702 Sq Ft

  42 N Main St, Terryville, CT 06786

  Discover this charming colonial nestled in a serene setting, offering the perfect blend of character and modern updates. Set on nearly half an acre, the property provides plenty of room for gardening, entertaining, and outdoor activities. Inside, custom wide trim and natural light highlight the home's warm and inviting feel. The spacious kitchen is fully equipped with stainless steel appliances

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 544-5332

  42 N Main St, Terryville, CT 06786
• 

  

  

  /31

  $3,950 per month

  • 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
• 

  $1,225,500 Sold Sep 19, 2025

  • 2,740 Sq Ft
  • $447/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1901

  87 Cathole Rd, Bantam, CT 06750

  Set on 6.43 scenic acres at the foot of Cathole Mountain, this quintessential New England Colonial is paired with a beautifully restored barn-style guest house. Both antique structures have been thoughtfully renovated with a significant investment in energy-efficient infrastructure, blending historic charm with modern performance. The main house-lovingly known as Thyme Haven Farmhouse-features

  Matt McElhone William Pitt Sotheby's Int'l

  87 Cathole Rd, Bantam, CT 06750
• 

  Est $460,973 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  145 Bunker Hill Rd, Watertown, CT 06795

  145 Bunker Hill Rd, Watertown, CT 06795
• 

  

  

  /25

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  319 Thomaston Rd Unit 33, Watertown, CT 06795

  Welcome to Old Farms unit 33, Watertown. Discover this beautifully maintained 3-bedroom, 2.5-bath Dartmouth Model offering 1,518+ sq ft of comfortable living space in the highly sought-after Old Farms community. Nestled in a serene, tree-lined section of the neighborhood, this condo boasts a desirable private location with easy access to everything Watertown has to offer. The inviting kitchen

  

  Dawn Cabral

  West View Properties, LLC

  (860) 926-0135

  319 Thomaston Rd Unit 33, Watertown, CT 06795
• 

  

  /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 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
• 

  $500,000 Sold Sep 19, 2025

  • 1,932 Sq Ft
  • $259/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  123 Second Hill Rd, New Milford, CT 06776

  Welcome home to this well-maintained and updated 3-bedroom, 2-full-bath Ranch-style home, custom-built from the original owner. Set on a stunning 3.4 acres, the property showcases hand-built stone walls and hundreds of Hemlock trees, all planted over the years with care and vision. Special features include a charming front porch perfect for nature watching, gleaming hardwood floors in all

  Lorraine Amaral William Pitt Sotheby's Int'l

  123 Second Hill Rd, New Milford, CT 06776
• 

  Est $538,554 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  36 Bridle Rd, New Milford, CT 06776

  36 Bridle Rd, New Milford, CT 06776
• 

  

  /35

  $750,000

  • 2 Beds
  • 1.5 Baths
  • 2,201 Sq Ft

  100 Belden St, Falls Village, CT 06031

  Set high on a hill and privately tucked back from the road, this custom-built Post & Beam home is a rare blend of craftsmanship, comfort, and sustainability. Constructed with Murus Structural Insulated Panels (SIPs), the home offers a high-performance, tightly sealed envelope-three to five times more efficient than standard construction. This advanced building method enhances energy efficiency

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 744-5966

  100 Belden St, Falls Village, CT 06031
• 

  

  /25

  $4,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft
  • House for Rent

  35 Highpoint Rd, Woodbury, CT 06798

  Prime commuter location! This beautifully maintained Center Hall Colonial, minutes from I-84, offers 4 spacious bedrooms, 2.5 bathrooms, 2 family rooms, and a sunroom. The home features hardwood floors, 3 fireplaces, and a large finished basement, blending charm with modern amenities. Ideal for a home office, it also includes 2 storage sheds, a front porch, a ground-level deck, and a level yard.

  

  William Rodriguez

  West-Green & Assoc RE Brokers

  (917) 370-9205

  35 Highpoint Rd, Woodbury, CT 06798
• 

  $605,000 Sold Sep 19, 2025

  • 2,158 Sq Ft
  • $280/SF
  • 35 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  51 Hamilton Ln, Watertown, CT 06795

  Meticulously maintained 4 bedroom Colonial located in one of Watertown's most sought after neighborhoods near The Taft School. Set on just under 1 acre, this beautiful home features, oversized Formal living room with french doors to the Formal dining area, remodeled kitchen with stainless steel appliances, spacious family room with built in bookcases and new propane fireplace. Walk out to the

  Deb Smolley Dave Jones Realty, LLC

  51 Hamilton Ln, Watertown, CT 06795
• 

  /2

  Est $214,381 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,459 Sq Ft

  73 Sharon Ave, Torrington, CT 06790

  73 Sharon Ave, Torrington, CT 06790
• 

  

  /39

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  22 Standish Rd, New Milford, CT 06776

  Location, location, location!! Great opportunity to buy this well maintained 4-Bedroom 2.5-Bathrooms in the heart of New Milford, CT. Features one acre lot with privacy fence, 2 fireplaces, central A/C, hardwood floors, MBR Bath. Book your appointment before it's gone.

  

  Santiago Jaraba

  Whitestone Real Estate Group

  (860) 579-6206

  22 Standish Rd, New Milford, CT 06776
• 

  

  /38

  $2,950 per month

  • 4 Beds
  • 2 Baths
  • 2,472 Sq Ft
  • House for Rent

  134 East St, Litchfield, CT 06759

  Walk to Litchfield Green! Discover the perfect blend of history and comfort in this spacious 2,500 sq ft home, brimming with character and charm. Ideally located just a short stroll from the iconic Litchfield Green, this residence offers flexible living with multiple main-floor rooms to suit your lifestyle-including a bright primary bedroom featuring double closets and an abundance of windows

  

  Sharon Chase

  Coldwell Banker Realty

  (860) 598-3332

  134 East St, Litchfield, CT 06759
• 

  $380,000 Sold Sep 19, 2025

  • 2,260 Sq Ft
  • $168/SF
  • 42 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 2024

  344 Main St, Terryville, CT 06786

  An investment w/ limitless potential awaits with this newly reconstructed spectacular two family in the heart of Terryville. No expense was spared when the owner painstakingly rebuilt this unit to boast an appealing, open concept layout with a spacious eat-in kitchen laden w/ engineered hardwood flooring, granite countertops and ample cabinetry. A grand fully carpeted living room w/ front porch

  Jason Malagutti Regency Real Estate, LLC

  344 Main St, Terryville, CT 06786
• 

  Est $612,083 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  8 W Mountain Rd, Sharon, CT 06069

  8 W Mountain Rd, Sharon, CT 06069
• 

  

  /40

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 7,490 Sq Ft

  176 Hidden Pond Dr, Watertown, CT 06795

  Experience elevated living in this stunning and fully custom 5-bedroom, 4.5-bath home. Bespoke woodwork throughout; seamlessly blends modern design and welcoming comfort around every corner. As you step inside, the grand staircase sets a tone of elegance that resonates throughout this exceptional residence. The great room draws you in with soaring ceilings, a built-in bar and the first of four

  

  Matthew Egan

  Regency Real Estate, LLC

  (860) 735-3714

  176 Hidden Pond Dr, Watertown, CT 06795
• 

  

  /10

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Apartment for Rent

  169 West St Unit 2nd Floor, Litchfield, CT 06759

  Welcome to 169 West St. in beautiful Litchfield, CT! This charming second-floor apartment is a real gem, offering a comfortable and convenient living space with plenty of desirable features. With five rooms: Kitchen, living room, dining room, two bedrooms, and one bath, this 1120 square foot unit provides ample space for you to make it your home. One of the standout features of this apartment is

  

  David Keyser

  Dave Jones Realty, LLC

  (860) 957-8074

  169 West St Unit 2nd Floor, Litchfield, CT 06759
• 

  $270,000 Sold Sep 19, 2025

  • 1,316 Sq Ft
  • $205/SF
  • 40 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1972

  48 Clubhouse Dr, Woodbury, CT 06798

  Nestled in a serene, nature-filled setting and just a short walk to the pond, this beautifully maintained townhome offers comfort, space, and convenience in the sought-after Woodlake community. The main level features a bright kitchen with breakfast bar, a dining area lined with windows, and a cozy office nook. Step out onto your private, wooded deck-ideal for relaxing or entertaining. The living

  Taylor O'Keefe Drakeley Real Estate, Inc.

  48 Clubhouse Dr, Woodbury, CT 06798
• 

  Est $146,600 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  34 Belair Dr, New Milford, CT 06776

  34 Belair Dr, New Milford, CT 06776
• 

  

  /36

  $825,000

  • 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 one-level home with room for expansion, 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 offers privacy and peaceful

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
• 

  

  /19

  $3,300 per month

  • 1 Bed
  • 1.5 Baths
  • 1,900 Sq Ft
  • House for Rent

  174 Weatogue Rd, Salisbury, CT 06068

  Enjoy a unique retreat at the Lodge! This fully furnished rental boasts a large open floor plan that includes kitchen/dining area, seating area in front of large stone fireplace, sleigh bed, tv area and a beautiful custom bar. One full bath and one half bath. Plenty of space for a gathering or just a few. Vacation at the Lodge and enjoy the beauty of the Northwest Corner of Connecticut.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 734-4642

  174 Weatogue Rd, Salisbury, CT 06068
• 

  $240,000 Sold Sep 19, 2025

  • 1,085 Sq Ft
  • $221/SF
  • 49 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1947

  81 Eno Ave, Torrington, CT 06790

  Welcome to this charming brick cape, perfectly situated in a quiet neighborhood on the east side of Torrington. This home offers a blend of classic character and modern convenience. The updated kitchen is a highlight, featuring light wood cabinetry, stainless steel appliances, and ample counter space. It flows nicely into the living area, creating an open feel. The living room is spacious and

  Michelle Grant Coldwell Banker Premier Real Estate

  81 Eno Ave, Torrington, CT 06790
• 

  Not Listed For Sale

  57 Anita Way, Warren, CT 06754

  57 Anita Way, Warren, CT 06754
• 

  

  /25

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  182 Church St, Canaan, CT 06018

  Welcome to this classic 3-bedroom Colonial, ideally situated on the outskirts of town yet just a short stroll to the sidewalk district. This home blends timeless charm with functional living spaces, perfect for families or anyone looking for a comfortable setting with easy access to town amenities. Step inside to discover hardwood floors that flow throughout the home, adding warmth and character

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 295-3073

  182 Church St, Canaan, CT 06018
• 

  

  /27

  $3,850 per month

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • House for Rent

  7 Owls Nest, New Milford, CT 06776

  AVAILABLE @ $3,850/MONTH. Furnished or Unfurnished, stylish year-round rental in beautiful Litchfield County. With an updated master bath and wrap-around deck, enjoy the best of both worlds in this contemporary 3-bed, 2-bath home for peaceful living just minutes from local amenities. Stylishly furnished with a hip, modern vibe, the home features an open floor plan, vaulted ceilings with beams,

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 792-5836

  7 Owls Nest, New Milford, CT 06776
• 

  $2,875,000 Sold Sep 19, 2025

  • 2,655 Sq Ft
  • $1,083/SF
  • 36 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1934

  25 Echo Dr, New Milford, CT 06776

  Quintessential Candlewood Lake Stone & Cedar expanded cottage exudes authenticity with modern day amenities and a plethora of quality updates! Dramatic west exposure, sunset views, deep water harbor & park-like grounds create the captivating setting for this exquisite home w/157 ft frontage & expansive views of the lake & hills. Set on a pristine 1/2 ac waterfront with meandering paths, stone

  Barbara Sivba Coldwell Banker Realty

  25 Echo Dr, New Milford, CT 06776
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  4 Esthers Lane Extension, Morris, CT 06763

  4 Esthers Lane Extension, Morris, CT 06763
• 

  

  /40

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  239 Old Farms Rd, Watertown, CT 06795

  Price-Improved....Location, Location, Location! Don't miss this opportunity to own a Well-Maintained, custom-built Colonial located in one of Watertown's most desirable neighborhoods. Built by its current and only owner with entertaining in mind, this spacious 4-bedroom, 2.5-bath home is ideally situated at the end of a quiet cul-de-sac on a level 1.51 acre lot. Enjoy the peaceful feel of country

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 775-7430

  239 Old Farms Rd, Watertown, CT 06795
• 

  

  /28

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • House for Rent

  47 Still River Dr, New Milford, CT 06776

  Welcome to 47 Still River Drive - a stunning, modern summer rental nestled directly on the Still River, just off scenic Lake Lillinonah. This new construction home offers a peaceful retreat with glass walls that bring the beauty of the water right into your living space. Designed for nature lovers and outdoor enthusiasts, this sleek 2-bedroom, 2-bathroom home is perfect for kayaking, paddle

  

  Tara Hegarty

  Hegarty & Co Real Estate

  (203) 241-4119

  47 Still River Dr, New Milford, CT 06776
• 

  $880,000 Sold Sep 19, 2025

  • 1,843 Sq Ft
  • $477/SF
  • 49 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1991

  35 College St, Litchfield, CT 06759

  Secluded Homestead Retreat in Litchfield County. Just 10 minutes from Mohawk Mountain Ski Resort and Mohawk Pond, and under 15 minutes to the historic West Cornwall Covered Bridge, this 23-acre property offers the perfect blend of privacy and convenience in the rural town of Cornwall. Designed for self-sufficiency, the estate features solar and wood alternative energy systems, along with a

  P. Leslie Slater Northwest CT Realty

  35 College St, Litchfield, CT 06759
• 

  /2

  Est $850,006 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,600 Sq Ft

  1 Booth House Ln, New Milford, CT 06776

  1 Booth House Ln, New Milford, CT 06776
• 

  

  /39

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 4,025 Sq Ft

  354 Route 7 N, Falls Village, CT 06031

  Escape to a place where you can live, work, and play amidst the stunning natural beauty of Litchfield County. This exceptional property features a meticulously restored 4,025-sq ft house,built in 1790, offering 4 bedrooms and 3 full baths, on 6.29 acres of beautifully landscaped grounds. Complete with a new in-ground pool and a 3-car garage, the property is surrounded by pristine state land,

  

  Ann Stettner

  Neil Charles Real Estate

  (860) 404-9876

  354 Route 7 N, Falls Village, CT 06031
• 

  

  /38

  $4,500 per month

  • 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
• 

  $320,000 Sold Sep 19, 2025

  • 1,342 Sq Ft
  • $238/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1288 Old Northfield Rd, Thomaston, CT 06787

  Welcome to 1288 Old Northfield Rd, in the beautiful town of Thomaston. This charming, well kept, ranch style home boasts 3 Bedrooms and 2 full bathrooms, with several windows to let in plenty of natural light. So many great additions, hand crafted by this home's owner, of over 60 years. Built in storage, bookcases, dry bar, & a laundry chute, just to name a few. Enter the lovely yard, that offers

  Carla Onofrio Coldwell Banker Realty

  1288 Old Northfield Rd, Thomaston, CT 06787
• 

  Est $375,323 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  112 Woodruff Ave Unit A, Watertown, CT 06795

  112 Woodruff Ave Unit A, Watertown, CT 06795
• 

  

  /38

  $455,000 Open Sun 1PM - 3PM

  • 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

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 530-2734

  89 Route 7 S, Falls Village, CT 06031
• 

  

  /17

  $2,750 per month

  • 3 Beds
  • 1 Bath
  • 4,640 Sq Ft
  • Apartment for Rent

  93 Park Lane Rd Unit A, New Milford, CT 06776

  Charming 3-Bedroom Apartment with Patio & Parking! Lovely 3-bedroom, 1-bath second-floor apartment available above a quiet commercial office (solar business open during standard business hours). This well-maintained unit features hardwood floors, central A/C, oil heat, and in-unit washer/dryer. Enjoy your own private entrance, an outdoor patio, and three off-street parking spaces. All

  

  Tara Hegarty

  Hegarty & Co Real Estate

  (860) 735-3975

  93 Park Lane Rd Unit A, New Milford, CT 06776
• 

  $270,000 Sold Sep 19, 2025

  • 1,080 Sq Ft
  • $250/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1916

  2 Walnut St, Terryville, CT 06786

  Welcome to this delightful 3 bedroom ranch nestled in a peaceful setting in Terryville. Step inside to find a sunlit living room, opening to a dedicated dining area and galley style kitchen perfect for everyday living and entertaining. The true gem of this home is the screened-in back porch, offering tranquil views of the private back yard where a gentle babbling brook adds to the sense of

  Margaret Columb Showcase Realty, Inc.

  2 Walnut St, Terryville, CT 06786
• 

  Est $585,016 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,416 Sq Ft

  8 Pegs Way, Thomaston, CT 06787

  8 Pegs Way, Thomaston, CT 06787

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