Litchfield County CT Homes under $400,000

• 

  

  

  /25

  $335,000

  • 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
• 

  

  

  /34

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  45 S Eagle St, Terryville, CT 06786

  Looking for a home with plenty of land and centrally located? A combined 9.2 acres is what you will find with this charming cape. welcome to this 3 bedroom, 2 bath Cape. Front to back living room with fireplace, hardwood floors throughout, a few finishing touches are all you need to make this home your own. Land 8.98 acres is on Plymouth land records as 39 S. Eagle St. but will convey with 45 S.

  

  Janet Laviero

  Select Realty Associates, LLC

  (860) 500-1677

  45 S Eagle St, Terryville, CT 06786
• 

  

  

  /25

  $379,900

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

  319 Thomaston Rd Unit 33, Watertown, CT 06795

  Welcome to 54 Old Farms Road, 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
• 

  

  

  /18

  $389,900

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

  35 Buckingham Ct, Oakville, CT 06779

  Nestled on a tranquil, low-traffic dead-end street, this beautifully updated antique colonial offers a rare blend of timeless character and modern sophistication. Thoughtfully updated throughout, the home welcomes you with a large front porch-perfect for morning coffees, evening relaxation, or simply enjoying the peaceful neighborhood ambiance. The heart of the home is the stunning, brand new

  

  Jim Treanor Jr

  ERA Treanor Real Estate

  (860) 477-2163

  35 Buckingham Ct, Oakville, CT 06779
• 

  

  

  /37

  $370,000

  • 3 Beds
  • 1.5 Baths
  • 1,863 Sq Ft

  230 White Oak Way, Torrington, CT 06790

  Looking for a well-maintained home in a desirable East Side Torrington location? Look no further! This inviting 3-bedroom colonial is nestled on a quiet cul-de-sac within a friendly planned unit development, offering both comfort and convenience. Step inside to discover an open floor plan that promotes easy, carefree living-perfect for entertaining or relaxing with loved ones. The spacious

  

  Sharon Chase

  Coldwell Banker Realty

  (860) 775-7260

  230 White Oak Way, Torrington, CT 06790
• 

  

  /16

  $325,000

  • 1 Bed
  • 1 Bath
  • 1,042 Sq Ft

  174 Bunker Hill Rd, West Cornwall, CT 06796

  This charming one-bedroom bungalow is set back from the main road in a peaceful and private location near the Cornwall/Goshen line, making it ideal for a full-time residence or a weekend getaway. The home features classic wood paneling throughout and includes a generously sized bedroom, a cozy living room with a wood stove and vaulted ceiling, a full kitchen, a dining area, and a full bathroom.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 300-2185

  174 Bunker Hill Rd, West Cornwall, CT 06796
• 

  

  /10

  $345,000

  • Land
  • 37 Acres
  • $9,215 per Acre

  0 Old Turnpike Rd N, Canaan, CT 06018

  37.437 acres bordering the Konkapot River. A small portion of this land on the back side is in Massachusetts. New survey is complete. Nice location with great possibilities!

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 609-6471

  0 Old Turnpike Rd N, Canaan, CT 06018
• 

  /2

  $399,900

  • Land
  • 56 Acres
  • $7,104 per Acre

  0 Main St N Unit 24072824, Woodbury, CT 06798

  56 acres in the heart of Woodbury. The perfect spot for a compound or subdivide and create an open space subdivision or a few large parcels. Potential for terrific views over the Nonnewaug Valley. Located a few minutes from downtown and 5 minutes from Nonnewaug High School. Build your dream house and enjoy the views!

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 255-2991

  0 Main St N Unit 24072824, Woodbury, CT 06798
• 

  

  /8

  $329,900 Coming Soon

  • 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
• 

  

  /35

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  468 Hamilton Ave, Watertown, CT 06795

  Come and see this move-in ready home on the desirable Hamilton Avenue in Watertown, This lovely property has a generous open floor plan with a large airy kitchen, living room and dining room.The eat-in kitchen has a granite counter top, and a breakfast bar, stainleess steel appliances finish the look. The kitchen open into the dining area and living room. They open into a lovely private deck and

  Florence DeDampierre W. Raveis Lifestyles Realty

  468 Hamilton Ave, Watertown, CT 06795
• 

  

  /34

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  535 Torrington Rd, Litchfield, CT 06759

  One floor living unfolds dreamy pastoral views and is minutes to Historic Litchfield Center. This stylishly updated Ranch with unique architectural features is meticulously maintained, and features Oak and Brazilian Cherry floors, abundant custom-built storage and handpicked finishes. Great flow for entertaining and gathering guests around the living room fireplace with a Bluestone hearth and

  Diane Barry William Pitt Sotheby's Int'l

  535 Torrington Rd, Litchfield, CT 06759
• 

  

  /20

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft

  39 Orchard Hill Rd, Harwinton, CT 06791

  Wonderful mid-century modern style ranch with vaulted ceilings, large rooms and set back from the road on a level lot with a nice mix of lawn and wooded area. This house is solidly built with lots of natural light from large windows, an amazing stone fireplace in the living room and a beautiful wood paneled feature wall in the living/dining room. Designed with entertaining in mind, the foyer

  Jeff Geddes Borla & Associates Real Estate

  39 Orchard Hill Rd, Harwinton, CT 06791
• 

  

  /40

  $359,900

  • 3 Beds
  • 3 Baths
  • 1,292 Sq Ft

  43 Woodvine Ave, Oakville, CT 06779

  Welcome to this beautifully maintained and inviting 3 bedroom home, ideally situated in a convenient Watertown location! Recent updates include a new roof and boiler, offering peace of mind for years to come! Enjoy reduced utility costs with newly installed solar panels! Step inside to find gleaming hardwood floors throughout, complemented by an updated kitchen featuring granite countertops and

  Jennifer Abousada Connecticut Real Estate Group LLC

  43 Woodvine Ave, Oakville, CT 06779
• 

  

  /40

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,351 Sq Ft

  52 Chestnut Grove Rd, Watertown, CT 06795

  Looking for main level bedrooms? You found them in this 4 Bedroom Colonial set on a quiet 1.04 acre lot with generator hook-up. Pre-wired for outdoor hot tub. Oversized 2 level barn with electricity for all your tinkering and room for all your lawn maintenance equipment! Bonus - entire backyard fully fenced in with large deck for entertaining or BBQing. Enter into the enclosed porch/mudroom

  Dawn Rousseau Showcase Realty, Inc.

  52 Chestnut Grove Rd, Watertown, CT 06795
• 

  

  /31

  $349,900

  • 4 Beds
  • 3 Baths
  • 1,802 Sq Ft

  23 Norfolk Rd, Torrington, CT 06790

  Fabulous, move-in ready 4 Bedroom Colonial with 3 full baths and Gleaming hardwood floors thru-out., !st floor bedroom and full bath. Large, fenced-in private back yard. Close to downtown shopping and restaurants. Fully renovated in 2023, with all new stainless steel appliances; new plumbing, heating and electrical.New kitchens and baths. New Roof 2023, furnace and flooring. Nearby to Still Water

  Christine Hunter Hunter Real Estate, LLC

  23 Norfolk Rd, Torrington, CT 06790
• 

  

  /35

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  265 Lake Plymouth Blvd, Plymouth, CT 06782

  Enjoy STUNNING lakefront views from this charming ranch-style home offering comfort, functionality, and thoughtful updates throughout. The main level features 3 bedrooms, a full bath, convenient laundry area off the primary bedroom, and a versatile bonus room perfect for a home office, guest space, or playroom. The spacious eat-in kitchen has plenty of room for gathering. An enclosed mudroom

  Carrie Vass Brainerd Carbutti & Co., Realtors

  265 Lake Plymouth Blvd, Plymouth, CT 06782
• 

  

  /36

  $354,900

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  149 Heights Dr, Torrington, CT 06790

  Welcome to 149 Heights Drive - A Well-Cared-For Raised Ranch with Smart Upgrades and Flexible Space Set on a quiet street in Torrington, this 3-bedroom, 2-bathroom home offers over 1,800 square feet of comfortable living with room to grow. The open-concept main level features a custom kitchen with quality cabinetry, a dining area filled with natural light, and access to an enclosed four-season

  Derek Savoy Coldwell Banker Realty

  149 Heights Dr, Torrington, CT 06790
• 

  /2

  $349,900 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft

  28 Barnes Rd, Watertown, CT 06795

  Welcome to 28 Barnes Road-a well-cared-for ranch home nestled on just under an acre in a desirable Watertown neighborhood. With a comfortable layout, thoughtful updates, and inviting outdoor space, this home offers the perfect combination of character and convenience. A brick front facade pairs with vinyl siding for classic curb appeal and low-maintenance living. Mature trees and a gently

  Justin Cabral West View Properties, LLC

  28 Barnes Rd, Watertown, CT 06795
• 

  

  /6

  $339,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  54 Mountain Rd, Woodbury, CT 06798

  Home is only half completed,owner working on finishing home

  Gayle Forster Century 21 AllPoints Realty

  54 Mountain Rd, Woodbury, CT 06798
• 

  

  /30

  $314,900

  • 3 Beds
  • 1.5 Baths
  • 1,543 Sq Ft

  14 Northfield Rd, Watertown, CT 06795

  Welcome to 14 Northfield Rd. in the desired setting of Watertown, CT. This custom Colonial features a mix of old-world charm with a splash of modern updates. Sitting on either one of the open front porches the home overlooks wooded area with views and sounds from Steele Brook. Completely repainted interior with gleaming hardwood floors just scratches the surface. 1st floor boasts open floor plan,

  Michael Ferris eXp Realty

  14 Northfield Rd, Watertown, CT 06795
• 

  

  /24

  $344,900

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  319 Thomaston Rd Unit 78, Watertown, CT 06795

  Appealing nice quiet location within Watertown Old Farms well maintained complex. This 2BR 2Bath Ranch unit offers the ease and convenience of one level living and the desirability of an end unit. The home offers an open floor plan framed with skylights that add to the abundance of warm and inviting natural light year round. The living area feels spacious with a slider to a outside deck that

  Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

  319 Thomaston Rd Unit 78, Watertown, CT 06795
• 

  

  /32

  $350,000

  • 3 Beds
  • 3 Baths
  • 1,612 Sq Ft

  239 Ledge Dr, Torrington, CT 06790

  This expanded Tanglewood model has extra space on both the main and upper level. The living room has a wood burning field stone fireplace and is open to the dining room and kitchen. The dining room has a french door to the expanded deck, perfect for outdoor entertaining. The kitchen has both wood and glass fronted cabinets and stainless appliances. It also has a breakfast bar and additional

  MARY CLANCEY William Pitt Sotheby's Int'l

  239 Ledge Dr, Torrington, CT 06790
• 

  

  /39

  $399,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  17 Lake Plymouth Blvd, Plymouth, CT 06782

  This beautifully remodeled 3-bedroom home, which was torn down and completely rebuilt in 2020, offers the perfect blend of modern style and serene waterfront living, located directly on Lake Plymouth. Step inside this masterfully crafted contemporary space and discover a bright, open layout featuring new stainless steel appliances, updated finishes throughout, and thoughtful details that make

  Akenmisire Musa The Agency

  17 Lake Plymouth Blvd, Plymouth, CT 06782
• 

  

  /24

  $399,311

  • 1 Bed
  • 3 Baths
  • 1,543 Sq Ft

  10 Fiddlehead Dr Unit 10, New Milford, CT 06776

  Welcome to easy living at Laurel Ridge, a community nestled just minutes from the historic New Milford Green, shopping, restaurants, and the scenic beauty of Candlewood Lake. This beautifully maintained townhouse features a bright and open floor plan with a spacious living room that flows seamlessly into the kitchen, perfect for entertaining. The kitchen is equipped with stainless steel

  Michelle Gentile William Raveis Real Estate

  10 Fiddlehead Dr Unit 10, New Milford, CT 06776
• 

  

  /39

  $329,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,390 Sq Ft

  650 Norfolk Rd, Torrington, CT 06790

  I'm excited to share this exceptional property hitting the market for the first time since 1956, having been lovingly cared for by its orignal owners. This meticulously crafted mid-century modern home was ahead of its time, with every detail thoughtfully considered. It boasts a unique, quality built structure with 3 cozy bedrooms and a full bath with Jacuzzi tub. The large open living and dining

  LeeAnn Asklar E.J. Murphy Realty

  650 Norfolk Rd, Torrington, CT 06790
• 

  

  /22

  $340,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  167 Davis St, Oakville, CT 06779

  Beautifully updated and maintained colonial...step into this tastefully updated colonial featuring a comfortable living room with custom shades and hardwood floors. The dining room, also with hardwood flooring, flows into an oversized kitchen boasting ceramic tile floors and counters, plus sliders that open to a deck - perfect for outdoor dining and entertaining. Upstairs, you'll find a large

  Dot Dorso Weichert REALTORS Briotti Group

  167 Davis St, Oakville, CT 06779
• 

  

  /32

  $399,999

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  29 New Milford Rd W, Bridgewater, CT 06752

  Charming 3-Bedroom Ranch in the Heart of Bridgewater Welcome to this adorable 3-bedroom, 1-bath ranch nestled in the heart of Bridgewater! This home has seen some thoughtful updates, including beautifully refinished hardwood floors and new Pergo-style flooring in the bedrooms and hallway. The bathroom has been tastefully redone, offering a fresh and modern touch. One of the bedrooms currently

  Brandy Granata Coldwell Banker Realty

  29 New Milford Rd W, Bridgewater, CT 06752
• 

  

  /27

  $375,000

  • 3 Beds
  • 3,660 Sq Ft

  57 Main St, Winsted, CT 06098

  Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

  Stacy LaQuerre Regall Realty, LLC

  57 Main St, Winsted, CT 06098
• 

  

  /36

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  14 Charlotte St, Oakville, CT 06779

  For the first time on the market, this lovingly maintained ranch in desirable Oakville, Connecticut, is ready for its next chapter! Offering approximately 1,500 square feet of comfortable living space with three bedrooms and a finished basement, the home features a renovated kitchen with beautiful solid hardwood cabinetry, hardwood floors throughout, and carpeted bedrooms that conceal hardwood

  Soraida Valentin-Trotman Showcase Realty, Inc.

  14 Charlotte St, Oakville, CT 06779
• 

  

  /40

  $349,900

  • 2 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  1302 Winslow Dr Unit 1302, Watertown, CT 06795

  A very quaint, peaceful and desirable complex that offers ample visitor parking, a huge common area that includes a Gazebo and space for your outdoor functions not to mention a fabulous view of the sunsets!! Streets are newly paved, grounds are pristine. Enter to a spacious foyer leading to the dining and living room area. Living room has a gas fireplace and sliders to a 16x13 deck that overlooks

  Janice Peluso G & W Real Estate

  1302 Winslow Dr Unit 1302, Watertown, CT 06795
• 

  

  /28

  $358,999

  • 3 Beds
  • 1.5 Baths
  • 1,348 Sq Ft

  26 Silano Dr, Harwinton, CT 06791

  Open Concept Easy Living 3-bedroom Ranch in a desirable neighborhood in Harwinton on a level lot! Upgrades include a primary/den addition with cathedral ceilings and slider that leads to tiered walk out deck. Skylights, walk in shower, 2 Bathrooms, and plenty of closet space. High efficiency wall mounted split unit HVAC. Comfortable living, and dining room with rustic feel wood beams and a wood

  Travis Lipinski W. Raveis Lifestyles Realty

  26 Silano Dr, Harwinton, CT 06791
• 

  

  /13

  $329,900

  • 2 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  143 Beard Dr, New Milford, CT 06776

  Welcome to 143 Beard Dr., a spacious 2-bedroom condo located in the desirable Prospect Commons community in New Milford. This well-maintained unit features a two-car tandem garage, washer/dryer hookup, and solid bones-just waiting for your personal touch. The complex offers beautifully landscaped grounds, a seasonal swimming pool, and a unique clubhouse for residents to enjoy. A great opportunity

  Holly Mullins Coldwell Banker Realty

  143 Beard Dr, New Milford, CT 06776
• 

  

  /37

  $309,000

  • 4 Beds
  • 1.5 Baths
  • 1,533 Sq Ft

  42 Litchfield St, Thomaston, CT 06787

  Welcome to this fully renovated 4-bedroom, 1.5-bath home in the heart of Thomaston, CT! Enjoy a brand-new kitchen with modern finishes, updated bathrooms, fresh flooring throughout, and a bright, open layout perfect for today's lifestyle. Conveniently located near downtown, local parks, schools, and major highways. Home is being sold as-is, but the seller is offering peace of mind with a 1-year

  Ellen Shuff Cornerstone Homes Plus, Inc.

  42 Litchfield St, Thomaston, CT 06787
• 

  

  /21

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  25 Ginger Ln, Torrington, CT 06790

  Welcome to this lovely 3-bedroom, 1.5-bath home located in a quiet neighborhood of Torrington. Built in 2000, this home offers a perfect blend of comfort, functionality, and outdoor enjoyment. Step inside to find a bright and open main level with a spacious living room and kitchen, ideal for everyday living and entertaining. The kitchen features ample cabinet space and leads directly to a large

  Jessica Faust Tier 1 Real Estate

  25 Ginger Ln, Torrington, CT 06790
• 

  

  /32

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  226 Birchwood Dr, Torrington, CT 06790

  Welcome to this beautifully maintained 3- bedroom home located on a quiet street in a peaceful residential area. This charming property offers a perfect blend of confort, style, and convenience.Features include: Bright and open living room with large windows and plenty of natural light. Updated kitchen with modern appliances, ample cabinet space, and cozy dining area. Spacious bedrooms with

  Jimmy Rodriguez Quality Homes of Waterbury

  226 Birchwood Dr, Torrington, CT 06790
• 

  

  /29

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  14 Church St, Terryville, CT 06786

  Welcome to this beautifully maintained 3-bedroom, 1.5-bath ranch nestled on a quiet dead-end street, one minute from Route 6! The home offers easy, single-level sun filled living with gleaming wood floors throughout, central air conditioning, and efficient gas heat for year-round comfort. Plus a partially finished basement that provides additional space. The heart of the home opens to a large

  James Kaniewski Town & Country Real Estate

  14 Church St, Terryville, CT 06786
• 

  

  /32

  $349,900

  • 5 Beds
  • 2 Baths
  • 2,531 Sq Ft

  41 Lovely St, Winsted, CT 06098

  Highest and Best by Wednesday at 1 pm. Lovely 2 family home on a side street ,not far from Highland lake, parks, town hall, restaurants and shopping . The home is in move in condition and features updated ,fully applianced kitchens & updated baths, wood floors and Vinyl windows.The 1st floor features 6 rooms , 3 bedrooms and 1 bath with access to the basement. The second floor features 5 rooms ,

  Mary Mary LeBlanc Realty

  41 Lovely St, Winsted, CT 06098
• 

  

  /33

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  129 Housatonic Ave, New Milford, CT 06776

  Cute as a button with brand new mini split system for heating and cooling!! This charming cape has been cherished by its current owners for nearly 50 years. Their pride and love for the home are evident in the custom woodwork found throughout the house. The home features 2 bedrooms and 1 1/2 bathrooms and is conveniently located close to downtown New Milford, offering easy access to shops,

  Julie Hartmann Coldwell Banker Realty

  129 Housatonic Ave, New Milford, CT 06776
• 

  

  /40

  $397,999

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  216 Morro St, Oakville, CT 06779

  Striking, Sprawling, 1700 SF+, 3 Bedroom, 2 Bath, Resounding Ranch w/ unparalleled curbside appeal in the heart of Watertown. The spacious, meticulously maintained, main level boasts a recently renovated kitchen w/ custom cabinetry, breath taking corian countertops and full appliance package. Stately, recently installed forever flooring runs rampant and a masonry fireplace further enhance the

  Jason Malagutti Regency Real Estate, LLC

  216 Morro St, Oakville, CT 06779
• 

  

  /38

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  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

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