Litchfield County CT Homes under $400,000

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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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  /35

  $339,900 Coming Soon

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  621 Wynne Rd, Winsted, CT 06098

  Tucked away on a private road in the sought-after Highland Lake district, this impeccably maintained Ranch offers the perfect blend of privacy, simplicity, and natural beauty. Built in 1995 and set on a .59-acre lot, the home is surrounded by over 500 acres of preserved land, creating a peaceful, nature-filled setting that is increasingly hard to find. Inside, the home features 975 square feet of

  

  David Sartirana

  Northwest CT Realty

  (860) 385-6622

  621 Wynne Rd, Winsted, CT 06098
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  /39

  $319,900 Open House 4/11

  • 4 Beds
  • 1 Bath
  • 1,315 Sq Ft

  80 Baron Ln, Torrington, CT 06790

  Welcome to this charming and beautiful home in a highly desirable prime Torrington location. Set on 0.81 acres, it's just minutes from downtown and major highways. Inside, there are 4 bedrooms and a spacious living room that opens onto a large deck with a gazebo, leading to a generous backyard with a shed, raised garden beds, fire pit, and playset-perfect for gatherings with friends and family.

  

  Annie Valentin

  Great Estates, CT

  (860) 300-2679

  80 Baron Ln, Torrington, CT 06790
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  /32

  $379,900 Open Sat 11:30AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  99 Cannon Ridge Dr Unit 99, Watertown, CT 06795

  "Coming Soon" Completely renovated and move-in ready, this exceptional 3-bedroom residence at 99 Cannon Ridge Drive offers refined living across three thoughtfully designed levels. The main level showcases a beautifully remodeled eat-in kitchen, seamlessly flowing into an expansive living and dining area anchored by a fireplace creating a warm yet sophisticated space for both everyday living and

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 467-7430

  99 Cannon Ridge Dr Unit 99, Watertown, CT 06795
• 

  

  

  /25

  $309,990 Open Sat 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,316 Sq Ft

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798

  Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

  Henrik K Kjaer Keller Williams Realty

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798
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  /29

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  1 Hamill Dr, Winsted, CT 06098

  Step into luxury in this nicely updated 3-bedroom raised ranch, perfectly positioned on a quiet cul-de-sac. The interior shines with hardwood floors and a designer kitchen boasting new custom cabinetry, quartz countertops and stainless-steel appliances. Lower level is completely finished featuring a large family room with natural gas stove. Enjoy maintenance-free living with a newer roof (less

  Paul Duh Realty ONE Group Connect

  1 Hamill Dr, Winsted, CT 06098
• 

  

  /16

  $315,000

  • 6 Beds
  • 2 Baths
  • 1,709 Sq Ft

  213 Funston Ave, Torrington, CT 06790

  Well maintained two family home in Torrington offering a fantastic opportunity for both investors and owner occupants. Each unit provides comfortable living space with convenient washer and dryer hookups in basement. The property features efficient gas heat and ample off-street parking, adding to its everyday practicality. A great option for rental income or anyone looking for a live in

  Austin Brochu Sullivan Real Estate Inc

  213 Funston Ave, Torrington, CT 06790
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  /37

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft

  86 Hyde St, Torrington, CT 06790

  Welcome to this well-maintained raised ranch in Torrington, built in 2006 and offering the perfect blend of comfort, functionality, and privacy. Situated on a quiet street, this 3-bedroom, 2-bathroom home features 1,357 square feet of thoughtfully designed living space. The main level offers a bright and open layout with spacious living and dining areas, ideal for both everyday living and

  Victor Santana Santana Realty Group LLC

  86 Hyde St, Torrington, CT 06790
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  /24

  $319,000

  • 2 Beds
  • 3 Baths
  • 1,059 Sq Ft

  3 Tamarack Ln Unit 3, Woodbury, CT 06798

  Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

  Stephen Mele Houlihan Lawrence

  3 Tamarack Ln Unit 3, Woodbury, CT 06798
• 

  

  /17

  $379,000

  • 8 Beds
  • 2 Baths
  • 2,995 Sq Ft

  43 Evans St, Torrington, CT 06790

  Great investment or owner-occupant opportunity in Torrington! This well-maintained two-family property at 43 Evans Street offers spacious units with functional layouts, providing flexibility for rental income or multi-generational living. Each unit features generous living areas, ample natural light, and comfortable-sized bedrooms. Separate utilities add convenience and ease for both owner and

  Levi Judqin Brass Moon Realty

  43 Evans St, Torrington, CT 06790
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  /40

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,246 Sq Ft

  269 Greenwoods Rd, Torrington, CT 06790

  Charming and solidly built brick ranch located in the highly desirable Upper East End! This well-maintained 3-bedroom, 1.5 bath home offers timeless construction and comfortable single-level living. Featuring a spacious layout with bright living areas, this home is perfect for both everyday living and entertaining. Central air, new kitchen appliances, newer backsplash,counter tops as well under

  Diane Carroll The Washington Agency

  269 Greenwoods Rd, Torrington, CT 06790
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  /2

  $395,000

  • Land
  • 15.69 Acres
  • $25,175 per Acre

  235 Melius Rd, Warren, CT 06754

  15+ acres on desirable Melius Road in Warren, CT. Mix of old hay field and woods, gentle sloping lot from road. Nearby hiking trails, not far to Warren town center, Cornwall Bridge and Mohawk Mountain. Access to Warren town beach on Lake Waramaug. Plans available for house concept and construction package from one of areas finest builders and their partner architect. All deeps and percs recently

  Pels Matthews W. Raveis Lifestyles Realty

  235 Melius Rd, Warren, CT 06754
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  /20

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,198 Sq Ft

  176 Lake Dr, Bethlehem, CT 06751

  Waterfront Opportunity on Long Meadow Pond - Discover the rare chance to own a waterfront home on beautiful Long Meadow Pond, a serene 110-acre retreat where gas engines are not allowed-making it perfect for kayaking, fishing, and truly enjoying the peaceful natural surroundings. Take in the fantastic water views from this inviting property, complete with its own dock for easy access to the pond.

  Rebecca Zandvliet Coldwell Banker Realty 2000

  176 Lake Dr, Bethlehem, CT 06751
• 

  

  /13

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,792 Sq Ft

  6A Birch Hill Ln, Kent, CT 06757

  Welcome to 6A Birch Hill Lane in Kent, a rare opportunity to own a home with direct frontage on the scenic Housatonic River. If you have been dreaming about peaceful views, the sound of the water, and a setting that truly feels like an escape, this is it. This 4 bedroom, 1.5 bathroom home offers 1,792 square feet of living space with a layout that is both practical and full of potential. The main

  Mark Mermelstein eXp Realty

  6A Birch Hill Ln, Kent, CT 06757
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  /21

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  262 Holabird Ave, Winsted, CT 06098

  Discover the perfect blend of small time charm with many conveniences close at hand! This well maintained, warm and inviting, 1 owner home offers it all! Having beautiful Highland Lake in this community is certainly one of many pluses! The renovated eat in kitchen offers granite counter tops, stainless steel appliances and access to a beautiful new Trex deck! Along with new decking, new windows

  Mary Anne Casey D. Beckley Realty

  262 Holabird Ave, Winsted, CT 06098
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  /27

  $395,000

  • 5 Beds
  • 4 Baths
  • 2,253 Sq Ft

  302 Cliffside Dr Unit + Garage G82, Torrington, CT 06790

  A rare offering at Lakeridge. One of only eight ranch models has come on the market. This end unit model has 5 bedrooms and 4 baths. The living room has a vaulted ceiling with skylights, corner field stone fireplace & a separate pellet stove. The dining room has a slider to the main level deck, perfect for outdoor dining and stairs to the lower deck. Two bedrooms and two baths complete the main

  MARY CLANCEY William Pitt Sotheby's Int'l

  302 Cliffside Dr Unit + Garage G82, Torrington, CT 06790
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  /27

  $349,900

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

  16 Abbott Ave, Terryville, CT 06786

  Solid 2-Family Home on a quiet street. Each floor has 2 Bedrooms & 1 Full Bath along with Laundry Hook up. First Floor completely remodeled with new flooring and walls. Each Unit has an Electric Heat Pump w/Central air conditioning. Oil heat as back up. Large Detached 2 Car Garage with large side porch. House is Public Water connected and a brand new Septic system installed March, 2026.

  Steven Acri Showcase Realty, Inc.

  16 Abbott Ave, Terryville, CT 06786
• 

  

  /23

  $339,000

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

  11 Conklin St, Salisbury, CT 06068

  This antique-style 3-bedroom, 2-bathroom home sits in one of Litchfield County's most coveted corners, surrounded by Salisbury's rolling hills and storied charm. Fully cleared and ready for your vision, the property features an updated kitchen, wrap-around porch, back deck, private exterior upper entrance, and a generous front and backyard - all minutes from Lakeville and Lime Rock villages, Lake

  Elizabeth Mattern Berkshire Hathaway NE Prop.

  11 Conklin St, Salisbury, CT 06068
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  /38

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  81 Elm St, Thomaston, CT 06787

  Nestled in the charming town of Thomaston, this inviting property at 81 Elm Street offers a perfect blend of classic New England character and everyday comfort. Situated on a quiet, tree-lined street, the home provides a peaceful residential setting while remaining conveniently close to local shops, dining, and community amenities. The property features a spacious layout with abundant natural

  Lynn Attella Marrin Santore Realty LLC

  81 Elm St, Thomaston, CT 06787
• 

  

  /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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  /38

  $389,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  123 Mill Ln Unit 123, Torrington, CT 06790

  Condo Living Near the Pond Move right into this beautifully maintained six-room end-unit condo located in a small welcoming community just a short walk to Stillwater Pond. This home features a primary bedroom suite on the first floor, offering comfort and convenience with a slider to the back deck. The remodeled interior provides a fresh update feel, with spacious living areas perfect for

  Joanne Donne The Washington Agency

  123 Mill Ln Unit 123, Torrington, CT 06790
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  /40

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  24 Woods Way Unit 122A, Woodbury, CT 06798

  An updated condo w/modern overtones for you! Comfort and updated style greet you in this spacious, airy, end unit! 3 Spacious Bedrooms and 2.5 oversized bathrooms for your living enjoyment. The Condo has been tastefully renovated and professionally cleaned for your move-in-day! The Homestead floor plan provides a Galley Kitchen with a "great-room application". This is a lovely space to utilize as

  Terry Lee Adams Adams & Adams Real Estate

  24 Woods Way Unit 122A, Woodbury, CT 06798
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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
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  /39

  $339,000

  • 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
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  /29

  $315,000

  • 4 Beds
  • 3.5 Baths
  • 2,073 Sq Ft

  330 Ledge Dr, Torrington, CT 06790

  Four bedroom in excellent condition. The entryway has slate flooring and built-ins for storage. The kitchen has been remodeled with corian counters, upgraded appliances and redesigned to accommodate the laundry. The dining room has built in storage and has sliders to the large expanded deck. The living room has a field stone fireplace, built-in bookcases and storage. The primary bedroom is

  MARY CLANCEY William Pitt Sotheby's Int'l

  330 Ledge Dr, Torrington, CT 06790
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  /36

  $384,900

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  88 Elmira Ave, Torrington, CT 06790

  Welcome to this well-maintained ranch built in 2012, located on a quiet cul-de-sac in Torrington. Offering 1,508 square feet of single-level living, this home features a bright and functional open layout designed for comfort and convenience. The kitchen includes granite countertops, a center island, hardwood flooring, and opens to the spacious dining room with sliders leading to the deck-perfect

  Gera Delavega KW Legacy Partners

  88 Elmira Ave, Torrington, CT 06790
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  /33

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  24 Fox Run, Woodbury, CT 06798

  Nestled in the serene Woodlake community of Woodbury, Connecticut, this charming 2-bedroom, 2-bath townhouse at 24 Fox Run offers 1,542 square feet of beautifully updated living space. With a renovated kitchen, gleaming hardwood floors, and a private deck, this home is perfect for comfort and relaxation, especially being an end unit. Plus, the finished basement offers flexible space for a guest

  Sindy Butkus Klemm Real Estate Inc

  24 Fox Run, Woodbury, CT 06798
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  /22

  $329,900

  • 3 Beds
  • 4 Baths
  • 3,828 Sq Ft

  118 Migeon Ave, Torrington, CT 06790

  "This stunning Victorian home sits on a level 0.28-acre corner lot, spanning 3,828 sq ft. The property includes two apartments, each with three rooms, one bedroom, and one bathroom, at 806 square feet each. Dedicated parking is provided-two spaces per unit. The downstairs space was previously a thriving 2216 sq ft hair salon with a breakroom, half bath and ample parking. Although fully renovated

  Diane Lanese Vitale Realty

  118 Migeon Ave, Torrington, CT 06790
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  /36

  $395,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  10 Bonnybrook Dr, New Milford, CT 06776

  Freshley painted 3 bedroom 1 bath ranch thats ready to move in! Home features all hardwood floors throughout. Home shows bright with a full unfinished walk out lower level with washer and dryer, Shed for ample storage and a whole house generator Flat yard perfect for gardening!

  Larry Corrow Coldwell Banker Realty

  10 Bonnybrook Dr, New Milford, CT 06776
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  /30

  $330,000

  • 2 Beds
  • 2.5 Baths
  • 1,504 Sq Ft

  319 Thomaston Rd Unit 13, Watertown, CT 06795

  Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a

  Taylor O'Keefe Drakeley Real Estate, Inc.

  319 Thomaston Rd Unit 13, Watertown, CT 06795
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  /27

  $304,900

  • 2 Beds
  • 3.5 Baths
  • 1,762 Sq Ft

  13 Clubhouse Dr Unit 13, Woodbury, CT 06798

  Welcome to this well-maintained 3-level condo in the desirable Woodlake community. This spacious unit offers 2 bedrooms, 3 full baths and 1 half bath, plenty of natural light, and a large private deck off the main living area. The kitchen features stainless steel appliances, with washer and dryer conveniently located on the upper level. A fully finished walkout lower level with a full bathroom

  Lance Camby Robert C White & Company LLC

  13 Clubhouse Dr Unit 13, Woodbury, CT 06798
• 

  

  /40

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  483 Charles St, Torrington, CT 06790

  Not just updated - upgraded. This isn't your typical Cape. This 3-bedroom, 2-full-bath home has been thoughtfully renovated from top to bottom and is completely move-in ready. Fresh paint and newly refinished hardwood floors create a clean, modern feel the moment you walk in. The kitchen has been beautifully updated with brand-new granite countertops, stainless steel appliances, and a new sink -

  Christopher Valenzuela King Realty Group LLC

  483 Charles St, Torrington, CT 06790
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  /27

  $369,900

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  374 Torrington Rd, Litchfield, CT 06759

  This inviting ranch home offers convenient single-story living with a practical layout, comfortable bedrooms, and a welcoming atmosphere that makes daily life easy and enjoyable. This well-maintained home features three comfortable bedrooms and one full bathroom. The single-story design provides convenient living with all spaces on one level. The property's location offers proximity to both

  Barry Mackiewicz A-Gold Action Realty

  374 Torrington Rd, Litchfield, CT 06759
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  /26

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  163 Pawnee Rd, Watertown, CT 06795

  Charming two-bedroom Colonial tucked away in a sought-after private area of Watertown with picturesque views of Lake Winnemaug. Step inside to a cozy living room featuring a beautiful stone, wood-burning fireplace, perfect for relaxing evenings. The bright kitchen offers pine cabinetry, stainless steel appliances and luxury Formica countertops. The main level is complete with a laundry area and

  David Aurigemma Regency Real Estate, LLC

  163 Pawnee Rd, Watertown, CT 06795
• 

  

  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  41 South St, Plymouth, CT 06782

  Welcome to this delightful updated 3-bedroom, 1-bath Cape Cod full of character in the heart of Plymouth. This well-built home offers great living space and sits on a sprawling 0.70-acre lot, providing a perfect blend of indoor comfort and outdoor possibilities. Step inside to a light-filled living room featuring warm wood flooring and a layout that flows easily into the dining area and kitchen -

  JEAN-PAUL JEAN-LOUIS One 11 Realty

  41 South St, Plymouth, CT 06782
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  /38

  $325,000

  • Land
  • 20.31 Acres
  • $16,002 per Acre

  115 Mcbride Rd, Litchfield, CT 06759

  Approved Building Lot! Your Countryside Dream Starts Here! Knock, Knock, Knock! That's not your imagination-it's opportunity at your door! Get ready to embrace a lifestyle you've only dreamed of on 20.31 pristine acres of prime countryside. It's your chance to create something truly extraordinary. Imagine waking up in your custom-built dream home, surrounded by rolling meadows, wooded serenity,

  Gabby Addison Keller Williams Realty

  115 Mcbride Rd, Litchfield, CT 06759
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  /29

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,776 Sq Ft

  156 Lone Oak Dr, New Milford, CT 06776

  -------------------------------------So affordable and convenient located on a quiet cul-de-sac in Southern New Milford very close to schools (walking distance to Hill and Plain Elementary), Candlewood Lake, Route 7, wonderful shopping and major commuting highways. You'll love the big picture window overlooking your amazingly sprawling back yard. Enjoy hardwood floors, 2 bedrooms, one and a half

  Victor Vescera Keller Williams Realty

  156 Lone Oak Dr, New Milford, CT 06776
• 

  

  /34

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  67 E Litchfield Rd S, Litchfield, CT 06759

  Set in a peaceful, wooded setting, this charming residence offers a sense of privacy and timeless New England appeal. The home features an inviting layout with warm, comfortable living spaces and classic details that create an effortless balance between character and comfort. Surrounded by natural beauty, the property provides a tranquil retreat while remaining conveniently located near

  Aharon Cowen Roundtree Realty LLC

  67 E Litchfield Rd S, Litchfield, CT 06759
• 

  

  /10

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,003 Sq Ft

  279 E Elm St, Torrington, CT 06790

  Large two-family home situated on an oversized lot just under half an acre. Both units include a full kitchen, living room, dining room, and two bedrooms. The attic is partially finished, providing extra versatility. Roof updated in 2014. Strong rental potential and solid long-term value.

  Dawn Ciappetta Coldwell Banker Realty

  279 E Elm St, Torrington, CT 06790
• 

  

  /20

  $395,000

  • Land
  • 21.14 Acres
  • $18,685 per Acre

  0 Swaller Hill Rd Unit 24141946, Sharon, CT 06796

  Discover a rare opportunity to own over 21 acres of private forestland with potential views overlooking the Housatonic River Valley, directly adjoining hundreds of acres of Connecticut State Forest. Tucked away on a private road, this secluded property features a network of wood roads and hiking trails, perfect for exploration and outdoor adventure. A rustic campsite complete with a lean-to and

  Steve Pener William Pitt Sotheby's Int'l

  0 Swaller Hill Rd Unit 24141946, Sharon, CT 06796

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