Litchfield County CT Homes under $400,000

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  /40

  $369,000

  • 3 Beds
  • 1 Bath
  • 1,644 Sq Ft

  39 Sullivan Rd, New Milford, CT 06776

  **Highest and Best due by Monday May 18 at 11 am.** Welcome to 39 Sullivan Rd. This three bedroom, ranch-style home, is conveniently located in southern New Milford just off of Route 7 making commuting as easy as possible. The finished lower level adds 500 SqFt. Additional features include a one-car garage, enclosed back deck and central air conditioning. Whether you are looking for a nice

  

  Chris LaCava

  Coldwell Banker Realty

  (860) 901-1260

  39 Sullivan Rd, New Milford, CT 06776
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  /5

  $389,900

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,439 Sq Ft

  61 Prospect St, Watertown, CT 06795

  Coming Soon, Welcome to 61 Prospect Street in Watertown. This Well-maintained 6-room home blends timeless character with a prime location in the highly desirable Taft School area, all within walking distance to downtown Watertown. Situated on a level .28-acre corner lot, this charming home is ideal for buyers who appreciate the craftsmanship and charm of homes built in the 1930s. The first floor

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 813-2954

  61 Prospect St, Watertown, CT 06795
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  /8

  $389,000

  • 4 Beds
  • 2 Baths
  • 2,395 Sq Ft

  25 High St, Torrington, CT 06790

  Two-family property located in Torrington featuring separate tenant-paid utilities and off-street parking. Property will convey fully vacant at closing, providing flexibility for both investors and owner-occupants. Opportunity to renovate, lease at market rents, or occupy one unit while generating additional income from the second unit. With strong rental demand throughout Torrington and the

  

  Anthony Velez

  VC Property Group, LLC

  (860) 718-4961

  25 High St, Torrington, CT 06790
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  /27

  $385,000

  Open Sat 12PM - 2PM

  • 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.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 831-4221

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

  

  

  /31

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft

  214 Cedar Ln, Torrington, CT 06790

  Welcome to 214 Cedar Lane, Torrington, CT-a versatile and spacious single-family home offering 3 bedrooms with the potential for a 4th bedroom or bonus room, 2 full bathrooms, and 1,832 square feet of living space on a generous 0.79-acre lot. This unique home offers a flexible layout ideal for a variety of living arrangements. With separate living areas on the main and upper levels, each

  

  Maria Prussin

  YellowBrick Real Estate LLC

  (860) 787-8821

  214 Cedar Ln, Torrington, CT 06790
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  /33

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,716 Sq Ft

  60 Belden St, Watertown, CT 06795

  Welcome to 60 Belden Street in Watertown, Whether you're just starting out, downsizing, or searching for a home with flexible living space, this charming four-bedroom Cape offers endless potential and opportunity. Thoughtfully maintained by the same family for decades, this well-cared-for home sits proudly on a beautiful half-acre corner lot in a desirable neighborhood.The main level features two

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 981-0609

  60 Belden St, Watertown, CT 06795
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  /10

  $345,000

  • Land
  • 37.44 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
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  /34

  $374,900

  • 4 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  46 Raiano St, Torrington, CT 06790

  Rare Two-Building Property on One Lot - Live and collect rent! Exceptional opportunity for the savvy buyer or investor. This unique property features a charming 3-bedroom Cape Cod and a separate 1-bedroom Ranch cottage, both situated on a single lot. Whether you're looking for the perfect in-law setup, a mortgage-offsetting rental income stream, or a true multi-generational living arrangement -

  Stephen Mele Houlihan Lawrence

  46 Raiano St, Torrington, CT 06790
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  /38

  $359,000

  • 3 Beds
  • 2 Baths
  • 2,179 Sq Ft

  119 High St, Terryville, CT 06786

  Welcome Home to 119 High Street. This cozy ranch has been loved and well maintained for many years. The great bones you would expect from a home built in 1957 and the 2179 square feet of living space will accommodate all of your needs. The main level offers two beds, a full bath, two good sized living areas (one with a wood burning stove to keep you warm on chilly nights), the kitchen, a sunken

  Susan Tyler The Tyler Realty Group, LLC

  119 High St, Terryville, CT 06786
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  /37

  $385,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft

  121 Wedgewood Dr, Torrington, CT 06790

  Beautiful split-level home in a highly desirable neighborhood! This move-in ready property offers 4 bedrooms and 2 full bathrooms, featuring a brand-new kitchen with new appliances and cabinets, stunning hardwood floors, and a spacious 21x22 great room perfect for entertaining or relaxing. The home also features efficient gas heat for year-round comfort. Enjoy the fenced-in backyard-ideal for

  Raelyn Lawrence Coldwell Banker Realty

  121 Wedgewood Dr, Torrington, CT 06790
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  /34

  $395,500

  $4K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,746 Sq Ft

  1520 Torringford West St, Torrington, CT 06790

  GOLF COURSE VIEWS & TURN-KEY COMFORT! This sun-drenched 3BR/3BA home offers the perfect blend of space, flexibility, and lifestyle. Designed with today's living in mind, the home features a highly desirable first-floor bedroom and beautifully updated full bath, ideal for single-level living or hosting guests. At the heart of the home, a bright and inviting living room showcases oversized windows

  Alberto Cortes Berkshire Hathaway NE Prop.

  1520 Torringford West St, Torrington, CT 06790
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  /27

  $385,000

  $40K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  47 E Main St, Salisbury, CT 06068

  The key to this Hidden Charm is location, privately tucked away in a cozy area with in town access and bike path access, you have the option to venture to all the amenities offered close at hand. A cozy single level 2 bed, 1 bath, home on .67 acres has much for the owner with a vision. See the upside potential, resale value, and or rental value. Nestled in a desirable area of Salisbury, Ct. enjoy

  Roberta Green Elyse Harney Real Estate

  47 E Main St, Salisbury, CT 06068
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  /2

  $369,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,784 Sq Ft

  287 W Main St, Canaan, CT 06018

  Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with

  Brooke Sherwood Turning Point Realty, LLC

  287 W Main St, Canaan, CT 06018
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  /34

  $375,000

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  245 Martha St, Torrington, CT 06790

  Tucked away on 1.1 acres of secluded land near the Litchfield town line, this exciting homestead opportunity offers privacy, space, and versatility in a desirable location off Route 202. Built in 2005, this well-maintained Ranch-style home features 3 bedrooms, 3 full bathrooms, and a spacious layout designed for comfortable everyday living. A standout feature is the oversized attached 2-car

  Jared Tedesco Litchfield County Real Estate

  245 Martha St, Torrington, CT 06790
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  /40

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  36 Sageway, Torrington, CT 06790

  Nestled on a spacious corner lot in the highly desired east side of Torrington, this charming 3-bedroom, 1.5-bath Cape offers the perfect blend of comfort, convenience, and curb appeal. Set on a quiet dead-end street in a well-established neighborhood, this property boasts a welcoming presence with ample yard space, a tranquil koi pond, and an oversized deck-ideal for outdoor entertaining,

  Kim Trumbull William Raveis Real Estate

  36 Sageway, Torrington, CT 06790
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  /23

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  1004 Hickory Hill Rd, Thomaston, CT 06787

  Introducing 1004 Hickory Hil Road, Thomaston to bhe market for the first time in over 12 years. Enjoy all that Thomaston has to offer including Nystroms Park, Thomaston Opera House, historic downtown district with shops, restaurants, outdoor concerts, arts & crafts and car shows and a beautiful bandstand where the holidays are always kicked off with Light Up the Town. Home of the renowned

  Rosemary Jacob Borla & Associates Real Estate

  1004 Hickory Hill Rd, Thomaston, CT 06787
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  /23

  $369,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  341 Mountain Laurel Ln, Torrington, CT 06790

  Fabulous opportunity to own in the Arbor Ridge subdivision. This 3-4 bedroom 2.5 bath home built in 1999 has updated mechanicals and large 2 car garage for storage. Central air, gas furnace & hot water, and architectural roof all replaced 11/2020. Thermal paned windows thru out. Living room has gas fireplace for cozy nights. Formal dining room or office also located on first floor. Enjoy the

  Christine Hunter Hunter Real Estate, LLC

  341 Mountain Laurel Ln, Torrington, CT 06790
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  /40

  $369,900

  • 4 Beds
  • 3.5 Baths
  • 2,314 Sq Ft

  147 Funston Ave, Torrington, CT 06790

  Welcome to 147 Funston Avenue, a warm and inviting home nestled in one of Torrington's most convenient and well-loved neighborhoods. Inside, you're greeted by a bright and spacious layout featuring beautiful hardwood floors and an abundance of natural light. The living room offers a cozy setting with oversized windows and a charming fireplace flanked by built-ins, creating a perfect atmosphere

  Deja Spearman eXp Realty

  147 Funston Ave, Torrington, CT 06790
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  /17

  $359,900

  $39K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,127 Sq Ft

  277 Ashley Falls Rd, Canaan, CT 06018

  A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the

  John Harney William Pitt Sotheby's Int'l

  277 Ashley Falls Rd, Canaan, CT 06018
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  /18

  $365,000

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  43 Bethlehem Ln, Bethlehem, CT 06751

  RARE OPPORTUNITY! Your True Lakefront Escape Awaits! Welcome to a rare opportunity to own a year-round 2-3 bedroom cottage directly on beautiful Long Meadow Lake-where you can step outside and dip your feet right in the water from your own property. Cherished by the same family for over 40 years, this home offers the perfect chance to CREATE your own lakeside retreat. Whether you envision simple

  Gabby Addison Keller Williams Realty

  43 Bethlehem Ln, Bethlehem, CT 06751
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  /31

  $349,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  232 High St, Thomaston, CT 06787

  Step into the warmth and character of this charming 3-bedroom, 1.5-bath old-style Colonial, filled with timeless details and cozy appeal. Gleaming hardwood floors, classic crown molding, elegant light medallions, and beautiful built-in shelving blend seamlessly with thoughtful updates including modern lighting fixtures. Gather around the inviting wood-burning fireplace or enjoy the flexibility of

  Lisa Novakowski Better Living Realty, LLC

  232 High St, Thomaston, CT 06787
• 

  

  /22

  $369,900

  $10K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,419 Sq Ft

  57 Workman Ave, Torrington, CT 06790

  Rarely does an opportunity like this come along! 57 Workman presents an exceptional chance for investors and owner occupants alike, offering a well maintained two family home with strong income potential and everyday practicality in a convenient location. One unit features 2 floors and 4 comfortable bedrooms and one full bathroom, While the other unit has 3 bedrooms and one bathroom providing

  Lauren Iraeta KW Legacy Partners

  57 Workman Ave, Torrington, CT 06790
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  /7

  $400,000

  • Land
  • 7.14 Acres
  • $56,022 per Acre

  11 Old Paddock Ln, Kent, CT 06757

  Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

  Jency Rojas William Raveis Real Estate

  11 Old Paddock Ln, Kent, CT 06757
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  /39

  $325,000

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  19 Club Ln, Terryville, CT 06786

  Located on a beautiful waterfront double lot on Fall Mountain Lake, this inviting ranch offers a unique opportunity for a private residence or investment property. Much of the significant work has already been completed, allowing for a seamless transition to personalize the space. Over the past two years, the home has been thoughtfully improved with a new roof, fully updated plumbing and

  Alayna Donofrio William Raveis Real Estate

  19 Club Ln, Terryville, CT 06786
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  /28

  $305,500

  Open Sat 12PM - 2PM $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  134 Roulin St, Torrington, CT 06790

  A charming and sun-filled split-level ranch ideally situated on a quiet cut-de-sac. Though it does require some TLC to reach its full potential, it has three bedrooms and two and a half baths. This inviting home features gleaming hardwood floors and an abundance of natural light throughout. The open-concept living and dining area creates an easy, comfortable flow - perfect for both everyday

  SUSAN O'DELL William Raveis Real Estate

  134 Roulin St, Torrington, CT 06790
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  /11

  $349,500

  • 2 Beds
  • 1.5 Baths
  • 1,337 Sq Ft

  19 Twin Oaks Unit 19, New Milford, CT 06776

  Move-in ready townhouse! Freshly painted, renovated full bathroom, new carpet on stairs, and Luxury vinyl flooring installed in the basement level. Located minutes from Downtown New Milford, Shopping Plazas, Restaurants, Recreational Facilities, and Public Parks.

  Jency Rojas William Raveis Real Estate

  19 Twin Oaks Unit 19, New Milford, CT 06776
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  /40

  $377,750

  • 3 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  2 South Meadows Unit 2, Woodbury, CT 06798

  Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is

  Terry Lee Adams Adams & Adams Real Estate

  2 South Meadows Unit 2, Woodbury, CT 06798
• 

  

  /23

  $390,000

  • 6 Beds
  • 2 Baths
  • 2,500 Sq Ft

  493 Migeon Ave, Torrington, CT 06790

  Don't miss this incredible opportunity to own a 2-family investment property with strong income potential! This as-is property features a spacious first floor with a 2 bedroom with an extra room for an office or another bedroom, and a second floor with 4 bedrooms, offering excellent rental possibilities for maximizing cash flow. With a 3-car garage, there is added value for tenants or additional

  Arlene Gonzalez The Gonzalez Property Group

  493 Migeon Ave, Torrington, CT 06790
• 

  

  /31

  $334,000

  • 2 Beds
  • 1 Bath
  • 1,112 Sq Ft

  4 Sunny Ln, Harwinton, CT 06791

  Dreaming of living in the country in a one-level home tucked away on a dead-end road? This lovely ranch home is for you! Filled with an abundance of sunlight that brightens the spacious and inviting rooms all throughout the day. Designed for comfort and easy care where you can view the surrounding tranquility of nature all year long. This is a perfect blend of comfort, privacy and relaxation!

  Sandra Marchetti The Washington Agency

  4 Sunny Ln, Harwinton, CT 06791
• 

  

  /22

  $360,000

  • Land
  • 21.5 Acres
  • $16,744 per Acre

  405 Route 7 Route, Sharon, CT 06069

  Sharon CT Acreage! Nice parcel on a main road near the Housatonic River. Two or three home sites are possible and lot access is granted by Rights of Way over existing driveways. A majority of this parcel abuts State of CT land to the north and west. Must be seen to be appreciated!

  David Mallison William Pitt Sotheby's Int'l

  405 Route 7 Route, Sharon, CT 06069
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  /8

  $389,000

  • Land
  • 20.87 Acres
  • $18,639 per Acre

  7 Stadler Heights, Winsted, CT 06098

  Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39 minutes

  Hector Ortiz KW Legacy Partners

  7 Stadler Heights, Winsted, CT 06098
• 

  

  /31

  $354,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,499 Sq Ft

  33 Chestnut Grove Rd, Watertown, CT 06795

  Welcome home to this well-maintained colonial offering 4 Bedrooms and 2 full bathrooms with approximately 1,500 sq ft of living space. Situated on a .45-acre level lot, this home features a functional layout with spacious living areas, abundant natural light and flexible floor plan. Wide Plank Hardwood Floors give this house Character, Formal Living Room with Pine Ceilings and Recessed Lighting,

  Joe Moreira Clearview Realty LLC

  33 Chestnut Grove Rd, Watertown, CT 06795
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  /37

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  188 Litchfield St, Thomaston, CT 06787

  Updated antique located and nicely situated on a hill with street on a cul-de-sac with views of the Litchfield Hills. Plenty of space and character including hardwoods, original staircase and newly updated porch and vaulted ceilings in a modern renovated Kitchen. The property is suited for a pool with upper-level terrace. The property has 2 outbuildings. 1 of which is a 2-car garage. Newer

  Travis Lipinski W. Raveis Lifestyles Realty

  188 Litchfield St, Thomaston, CT 06787
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  /37

  $355,900

  $44K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,969 Sq Ft

  52 Wickett St, New Hartford, CT 06057

  Price Improvement. Welcome home to this beautifully redone Colonial featuring 10 rooms ,4 bedrooms, (possibly 5), 2 full bathrooms. The main floor features a brand new kitchen with Corian countertops, self close cabinets, stainless steel appliances, gas stove, new flooring. Dining area and full bath with walk in shower. Also on the main level is the living room featuring hardwood flooring and

  Sandra Basso Coldwell Banker Premier Real Estate

  52 Wickett St, New Hartford, CT 06057
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  /5

  $399,000

  • Land
  • 4.01 Acres
  • $99,501 per Acre

  Lot 1 Chalybes Rd W, Roxbury, CT 06783

  Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best

  Kathryn Clair William Pitt Sotheby's Int'l

  Lot 1 Chalybes Rd W, Roxbury, CT 06783
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  /33

  $324,900

  • 2 Beds
  • 1.5 Baths
  • 1,651 Sq Ft

  182 Willow Springs, New Milford, CT 06776

  Welcome to Willow Springs! This is the one you've been waiting for. Light, bright, and beautifully maintained, this 1,651 SF townhouse offers a unique and functional layout. The main level features a spacious open floor plan where the kitchen flows seamlessly into the dining area. Right off the kitchen you'll find a great flex space that works perfectly as a home office or den. This level also

  Svetlana Mastrogiannis William Raveis Real Estate

  182 Willow Springs, New Milford, CT 06776
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  /24

  $354,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  163 Trotters Way, Torrington, CT 06790

  Welcome to this spacious 3-bedroom, 2-bath home located in the highly sought-after Torringford Farms neighborhood of Torrington. This inviting property features hardwood floors, vaulted ceilings, an eat-in kitchen, and a separate dining area-perfect for everyday living and entertaining. The primary suite offers a walk-in closet along with a luxurious bathroom complete with a jetted tub and

  MELISSA JANCO Sullivan Real Estate Inc

  163 Trotters Way, Torrington, CT 06790
• 

  

  /36

  $379,900

  • 6 Beds
  • 2 Baths
  • 2,584 Sq Ft

  29 Whiting Ave, Torrington, CT 06790

  Spacious two-family home in Torrington offering a great opportunity for owner-occupants or investors. Each main unit features 3 bedrooms and 1 full bath, with bright living space and functional kitchens. The property also offers additional finished attic space with 2 additional bedrooms and bathroom. Exterior features include covered porches, off-street parking for multiple vehicles, public

  Karen Castillo Oxford Realty

  29 Whiting Ave, Torrington, CT 06790
• 

  

  /40

  $329,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  47 Fall Mountain Terrace, Terryville, CT 06786

  Welcome to this stunningly renovated 3bd/2bath home in the peaceful lake community. This turnkey gem sits on an expansive, private lot and is completely move-in ready. The interior shines with a brand-new kitchen featuring granite countertops, a stylish tile backsplash, and modern fixtures. Enjoy luxury plank flooring throughout and two beautifully updated bathrooms. Major mechanical upgrades

  Igor Teleshevsky Telesh Realty LLC

  47 Fall Mountain Terrace, Terryville, CT 06786
• 

  

  /36

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  86 Bird St, Torrington, CT 06790

  Freshly painted, lovingly cared for, move in ready level ranch with full capability for a home business or additional living space in a finished walk in /out basement! Zoned Local Business. Lower level was a beauty salon for years. Keep cool and help out on heating costs with a very efficient AC/Heat pump mini split system. This home has Real Hardwood floors, a bright and sunny kitchen with open

  Travis Lipinski W. Raveis Lifestyles Realty

  86 Bird St, Torrington, CT 06790

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