Litchfield County, CT Homes

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  /10

  $59,900

  • Land
  • 0.59 Acre
  • $101,525 per Acre

  55 E Washington Rd, Plymouth, CT 06786

  Build your dream home! Residential lot located in the desirable Oakwood Acres subdivision featuring 0.59 acres. Underground utilities, city water & sewer. Situated in an established quaint neighborhood. Close proximity to highways-Route 72 to I-84 and Route 8. **Multiple lots listed for sale-reach out and we can send a list of all options**

  

  Chloe White

  KW Legacy Partners

  (860) 385-8542

  55 E Washington Rd, Plymouth, CT 06786
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  /22

  $3,800 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • House for Rent

  62 Railroad St, Falls Village, CT 06031

  This distinctive 3-bedroom, 2.5-bath Falls Village home offers a rare blend of historic character and modern updates in a convenient in-town location. Originally dating back to the 1800s and later expanded, the residence has been extensively renovated and thoughtfully updated for comfortable, contemporary living. The main level features an easy, open layout with generous living and dining spaces

  Elyse Morris Elyse Harney Real Estate

  62 Railroad St, Falls Village, CT 06031
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  $522,475 Sold Mar 21, 2025

  25 Hearthstone Dr, Barkhamsted, CT 06063

  • 3 Beds
  • 3 Baths
  • 2,328 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Below List Price
  • $224/SF
  • 30 Days On Market

  Current Estimated Value $548,837

  Last Listing Agent Sharon Chase Coldwell Banker Realty

  25 Hearthstone Dr, Barkhamsted, CT 06063
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  Est $394,000 Not Listed For Sale

  220 Gilbert Ave, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft
  • Built 1900

  220 Gilbert Ave, Winsted, CT 06098

  Last Sold Summary

  • 5% Above List Price
  • $172/SF
  • 77 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Linda Muraski Century 21 Classic Homes
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  /2

  $69,900

  • Land
  • 0.44 Acre
  • $158,864 per Acre

  21 Coral Dr, Plymouth, CT 06786

  Build your dream home! Residential lot located in the desirable Oakwood Acres subdivision featuring 0.44 acres. Underground utilities, city water & sewer. Situated in an established quaint neighborhood. Close proximity to highways-Route 72 to I-84 and Route 8. Easement along west boundary for sewer and water to East Washington lot. **Multiple lots listed for sale-reach out and we can send a list

  

  Chloe White

  KW Legacy Partners

  (860) 419-7341

  21 Coral Dr, Plymouth, CT 06786
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  /20

  $2,200 per month plus fees

  Overlook at Fort Hill Apartments

  2 Beds

  45 Fort Hill Rd, New Milford, CT 06776

  Welcome to Overlook at Fort Hill Apartments, luxury living in one of Connecticut's most beautiful towns. Great schools, great downtown, around the block from Starbuck's and Big-Y Supermarket with easy access to main highways and the Danbury Mall. Your Overlook at Fort Hill apartment homes offers it all. Every unit features 2 spacious bedrooms, roomy bathroom with tub, a large cook's kitchen,

  45 Fort Hill Rd, New Milford, CT 06776
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  $460,000 Sold Jun 20, 2025

  288 Torringford St, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft
  • Built 1875

  Last Sold Summary

  • 14% Below List Price
  • $152/SF
  • 128 Days On Market

  Current Estimated Value $464,910

  Last Listing Agent Mark Porriello RE/MAX Right Choice

  288 Torringford St, Winsted, CT 06098
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  Est $375,047 Not Listed For Sale

  113 Preston Rd, Winsted, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 1993

  113 Preston Rd, Winsted, CT 06098

  Last Sold Summary

  • 9% Above List Price
  • $219/SF
  • 53 Days On Market

  Last Sold Price $343,000

  Last Listing Agent Roberta LeJeune Marrin Santore Realty LLC
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  /19

  $305,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,287 Sq Ft

  63 Ridge Rd, Terryville, CT 06786

  This 2-3 bedroom Cape is located on a hard to find large lot in a great neighborhood! Inside, you'll love the open floorplan with the large open living room/dining room area with a wood burning fireplace, the generous closet space in both upstairs bedrooms, and there are hardwood floors throughout. There is a nice 3 season porch between the house and the attached 1 car garage, perfect extra

  

  Jim Treanor Jr

  ERA Treanor Real Estate

  (860) 238-3886

  63 Ridge Rd, Terryville, CT 06786
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  /36

  $18,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,506 Sq Ft
  • House for Rent

  177 W Hyerdale Dr, Goshen, CT 06756

  Unique opportunity to rent a Waterfront Home at Woodridge Lake! This home sleeps 10 and will provide ample spaces for a large group to relax, entertain and enjoy. With two bedrooms on the main level, and only two steps into the home, there is easy accessibility. There are 3 full baths, two living areas, one on each level, eat-in Kitchen as well as a Dining Room and a study for work from home

  Heather Turri E.J. Murphy Realty

  177 W Hyerdale Dr, Goshen, CT 06756
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  $180,000 Sold Jul 15, 2025

  2 Blueberry Ln, Terryville, CT 06786

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2015

  Last Sold Summary

  • $161/SF
  • 8 Days On Market

  Last Listing Agent Annie Gura Coldwell Banker Premier Real Estate

  2 Blueberry Ln, Terryville, CT 06786
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  Est $333,742 Not Listed For Sale

  319 Thomaston Rd Unit 79, Watertown, CT 06795

  • 2 Beds
  • 3 Baths
  • 1,684 Sq Ft
  • Built 1989

  319 Thomaston Rd Unit 79, Watertown, CT 06795

  Last Sold Summary

  • 11% Above List Price
  • $178/SF
  • 105 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Corky Plourde RE/MAX RISE
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  /12

  $213,000

  • Land
  • 5.94 Acres
  • $35,859 per Acre

  33 Tyler Ridge Dr, Goshen, CT 06756

  Discover the perfect blend of privacy, natural beauty, and convenience with this approved building lot located on a quiet cul-de-sac in the sought-after Tyler Ridge subdivision in Goshen. Lightly wooded and offering easy access, this homesite includes full engineering-making it an ideal setting for your custom dream home. A standout feature is the deeded access to tranquil Tyler Lake, providing a

  

  David Sartirana

  Northwest CT Realty

  (860) 758-2087

  33 Tyler Ridge Dr, Goshen, CT 06756
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  /12

  $2,200 per month plus fees

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

  907 Bantam Rd Unit A, Litchfield, CT 06750

  Property Id: 12463602 bedroom 1 bathroom apartment on the main rd in bantam ct ,freshly remodeled ,new kitchen cabinetry and countertop, new plumbing fixtures, new flooring throughout ,fresh paint,washer/dryer in unit,riverfront property with waterfall,walk to everything close to arethusa ice cream and coffee shop bantam river park,bantam market,restaurants $2200/mth first month and

  907 Bantam Rd Unit A, Litchfield, CT 06750
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  $176,000 Sold Mar 06, 2025

  245 Cherry Ave Unit B16, Watertown, CT 06795

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $147/SF
  • 6 Days On Market

  Current Estimated Value $214,979

  Last Listing Agent Amy Boisvert Regency Real Estate, LLC

  245 Cherry Ave Unit B16, Watertown, CT 06795
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  Est $624,135 Not Listed For Sale

  1091 Guernseytown Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft
  • Built 2017

  1091 Guernseytown Rd, Watertown, CT 06795

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 60 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Robert Disapio Dave Jones Realty, LLC
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  /8

  $179,900

  • Land
  • 3.04 Acres
  • $59,178 per Acre

  34 Front of the Mountain Rd, New Milford, CT 06776

  34 Front of The Mountain Road in New Milford is a premier parcel where you can enjoy the tranquility of Litchfield County. This scenic location offers a peaceful setting with stunning views, serving up a perfect blend of natural beauty and New England charm. Situated in New Milford, Front of the Mountain Road has a rural feel while still providing easy access to the amenities in town and nearby

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 752-1571

  34 Front of the Mountain Rd, New Milford, CT 06776
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  /25

  $24,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft
  • House for Rent

  11 Rolling Hills Dr, Sharon, CT 06069

  This beautiful summer rental home nestled in a charming neighborhood and surrounded by lush gardens is the perfect place to spend your summer vacation. From the moment you step inside, you'll be struck by the open and airy layout, flooded with natural light and decorated with a tasteful mix of modern and traditional accents. The home is equipped with everything you need to have a comfortable and

  Elyse Morris Elyse Harney Real Estate

  11 Rolling Hills Dr, Sharon, CT 06069
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  $480,000 Sold Jul 14, 2025

  2 Juniper Meadow Rd, Washington Depot, CT 06794

  • 2 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $290/SF
  • 118 Days On Market

  Current Estimated Value $493,403

  Last Listing Agent Pels Matthews W. Raveis Lifestyles Realty

  2 Juniper Meadow Rd, Washington Depot, CT 06794
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  Est $701,464 Not Listed For Sale

  172 Apple Hill Dr, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 2,953 Sq Ft
  • Built 1996

  172 Apple Hill Dr, Watertown, CT 06795

  Last Sold Summary

  • 8% Above List Price
  • $220/SF
  • 67 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Sherry Borgeson Berkshire Hathaway Home Services
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  /8

  $139,000

  • Land
  • 6.87 Acres
  • $20,233 per Acre

  0 Sally Burr Rd, Litchfield, CT 06759

  Prime land to build your dream home at the end of Sally Burr Road in Litchfield. There is 1 buildable lot on the 6.87 acres of land border by a land trust. Available for your review is the Site Development Plan, the Construction Notes and Details and the Sedimentation and Erosion Control Plan.

  

  Don Orsini

  Don Orsini Realty, LLC

  (860) 406-7674

  0 Sally Burr Rd, Litchfield, CT 06759
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  /15

  $1,800 per month plus fees

  • 3 Beds
  • 1 Bath
  • 1,900 Sq Ft
  • Condo for Rent

  50 Norfolk St Unit 1, Torrington, CT 06790

  Property Id: 2383438Welcome home to this spacious space,3 bathrooms and 1 bath with a river view. Comfortable living area perfect for relaxing or entertaining. This price included Fiber internet and pet-friendly.Tenant pay own utilities. Located in a desirable neighborhood close to shopping area like TJ Max ,Aldi and Etc. Schedule for showing today and also I will selling all or some

  50 Norfolk St Unit 1, Torrington, CT 06790
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  $380,000 Sold Sep 19, 2025

  344 Main St, Terryville, CT 06786

  • 5 Beds
  • 2 Baths
  • 2,260 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $168/SF
  • 42 Days On Market

  Current Estimated Value $347,728

  Last Listing Agent Jason Malagutti Regency Real Estate, LLC

  344 Main St, Terryville, CT 06786
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  Est $416,885 Not Listed For Sale

  208 Sylvan Lake Rd, Oakville, CT 06779

  • 5 Beds
  • 2 Baths
  • 2,540 Sq Ft
  • Built 1985

  208 Sylvan Lake Rd, Oakville, CT 06779

  Last Sold Summary

  • 4% Above List Price
  • $157/SF
  • 31 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Vasco Silva Great Estates, CT
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  /25

  $279,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  44 Lewis St, Winsted, CT 06098

  Enjoy years of maintenance-free living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a quiet side street just minutes from the beach at Highland Lake and the shops, restaurants, and conveniences of downtown Winsted. Completely remodeled in 2017, this home offers a long list of updates at that time including a new roof, updated baths, remodeled kitchen, all new

  

  David Sartirana

  Northwest CT Realty

  (860) 318-9799

  44 Lewis St, Winsted, CT 06098
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  /17

  $30,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • House for Rent

  75 Lake Lillinonah Rd N, Bridgewater, CT 06752

  Charming waterfront cottage, situated on Lake Lillinonah in beautiful Litchfield County in quintessential Bridgewater CT, Completely renovated with country kitchen, inviting living room, sun filled dining area and newly added full bath. Upper level offers 2 bedrooms, sitting area with pull out sofa for extra sleeping options and newly renovated bath The front porch, wonderful for outdoor

  Maureen Burmann William Raveis Real Estate

  75 Lake Lillinonah Rd N, Bridgewater, CT 06752
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  $490,000 Sold Jan 30, 2026

  14 Cambridge Cir, New Milford, CT 06776

  • 4 Beds
  • 2.5 Baths
  • 2,603 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $188/SF
  • 100 Days On Market

  Current Estimated Value $507,333

  Last Listing Agent Carole Sansone William Raveis Real Estate

  14 Cambridge Cir, New Milford, CT 06776
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  Est $540,483 Not Listed For Sale

  11 Pleasant View Dr, New Preston Marble Dale, CT 06777

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • Built 1969

  11 Pleasant View Dr, New Preston Marble Dale, CT 06777

  Last Sold Summary

  • 4% Above List Price
  • $371/SF
  • 41 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Brandy Granata Coldwell Banker Realty
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  /26

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,042 Sq Ft

  27 Middle Quarter Rd, Woodbury, CT 06798

  Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 457-8490

  27 Middle Quarter Rd, Woodbury, CT 06798
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  /2

  $1,150 per month plus fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  12 Beach St Unit 1, Winchester, CT 06098

  Property Id: 2249382One bedroom one bath 2nd floor apartment with balcony on rear. On site parking, coin operated laundry.

  12 Beach St Unit 1, Winchester, CT 06098
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  $1,700,000 Sold Jan 20, 2026

  225 Old Sherman Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 4.5 Baths
  • 4,517 Sq Ft
  • Built 1969

  Last Sold Summary

  • 19% Below List Price
  • $376/SF
  • 345 Days On Market

  Current Estimated Value $1,780,404

  Last Listing Agent Maria Taylor Klemm Real Estate Inc

  225 Old Sherman Hill Rd, Woodbury, CT 06798
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  Est $659,395 Not Listed For Sale

  54 Wilbur Rd, New Preston Marble Dale, CT 06777

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft
  • Built 1866

  54 Wilbur Rd, New Preston Marble Dale, CT 06777

  Last Sold Summary

  • 1% Above List Price
  • $381/SF
  • 21 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Sharon McGuire William Pitt
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  /40

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  337 Main St S, Woodbury, CT 06798

  A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 255-3184

  337 Main St S, Woodbury, CT 06798
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  /8

  $1,900 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  340 Brightwood Ave Unit 2, Torrington, CT 06790

  Beautifully fully renovated second floor apartment featuring a brand-new kitchen, bathroom, modern finishes, new flooring throughout, and fresh paint. Bright recessed lights, clean, and move-in ready with updated systems for low-maintenance living. Convenient location close to local amenities and highways. Schedule your showing today!

  Jonathan Arteaga eXp Realty

  340 Brightwood Ave Unit 2, Torrington, CT 06790
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  $360,000 Sold Jul 10, 2025

  110 Mount Tobe Rd, Plymouth, CT 06782

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $216/SF
  • 85 Days On Market

  Current Estimated Value $361,684

  Last Listing Agent Jessica Boswell LPT Realty

  110 Mount Tobe Rd, Plymouth, CT 06782
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  Est $296,654 Not Listed For Sale

  232 Wyoming Ave, Torrington, CT 06790

  • 3 Beds
  • 1.5 Baths
  • 1,197 Sq Ft
  • Built 1955

  232 Wyoming Ave, Torrington, CT 06790

  Last Sold Summary

  • 6% Above List Price
  • $235/SF
  • 41 Days On Market

  Last Sold Price $281,000

  Last Listing Agent Kim D'Andrea William Pitt
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  /2

  $29,000

  • Land
  • 0.44 Acre
  • $65,909 per Acre

  124 Rockwell St, Winsted, CT 06098

  124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

  

  David Sartirana

  Northwest CT Realty

  (860) 891-6121

  124 Rockwell St, Winsted, CT 06098
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  /10

  $1,850 per month plus fees

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  259 Main St S Unit 4, Woodbury, CT 06798

  Property Id: 2072922Light and bright 2 Story 1 Bedroom Condo available for immediate occupancy. This unit comes with a spacious and open first floor lay out, kitchen with extra cabinet space and more. The second floor has a full bathroom and spacious Bedroom with ample closet space. This condo is located on Woodbury most desirable areas and will not last long so dont wait schedule a tour

  259 Main St S Unit 4, Woodbury, CT 06798
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  $595,000 Sold Jun 03, 2025

  43 Cook St, Washington Depot, CT 06794

  • 3 Beds
  • 1.5 Baths
  • 1,864 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $319/SF
  • 25 Days On Market

  Current Estimated Value $602,757

  Last Listing Agent Sandra Natale William Pitt Sotheby's Int'l

  43 Cook St, Washington Depot, CT 06794
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  Est $276,073 Not Listed For Sale

  18 Iowa St, Torrington, CT 06790

  • 4 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • Built 1900

  18 Iowa St, Torrington, CT 06790

  Last Sold Summary

  • 6% Above List Price
  • $152/SF
  • 36 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Joanne Donne The Washington Agency

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