Watertown, CT Homes

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  $795,000

  • 4 Beds
  • 4 Baths
  • 3,856 Sq Ft

  59 J Ryan Way, Watertown, CT 06795

  "Coming Soon" Welcome to 59 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,800 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 792-5668

  59 J Ryan Way, Watertown, CT 06795
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  /23

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 2,496 Sq Ft
  • House for Rent

  383 Davis St Unit 2, Oakville, CT 06779

  This beautifully updated 2-bedroom, 1-bath unit is located in a well-maintained multi-family home in Oakville. The unit features an updated interior with a functional layout and the convenience of an in-unit washer and dryer. Off-street parking is available, and the property is pet-friendly. It's conveniently located near shopping, restaurants, and major routes, making commuting easy. The unit is

  

  Amerra Ziyadeh

  William Pitt Sotheby's Int'l

  (860) 288-3983

  383 Davis St Unit 2, Oakville, CT 06779
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  $564,000 Sold Apr 14, 2026

  22 Highmeadow Rd, Watertown, CT 06795

  • 3 Beds
  • 4 Baths
  • 2,728 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 48 Days On Market

  Current Estimated Value $573,903

  Last Listing Agent Heidi Matusik Evjen Agency

  22 Highmeadow Rd, Watertown, CT 06795
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  Est $366,205 Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft
  • Built 1938

  Unlisted Address

  Last Sold Summary

  • $238/SF
  • 62 Days On Market

  • Last Sold Price $365,000
  • May 08, 2025

  Last Listing Agent David Calandro Coldwell Banker Realty
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  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,926 Sq Ft

  195 Hinman Rd, Watertown, CT 06795

  Custom-built in 2015, this 3,900 sq ft property combines modern comfort with timeless heritage. The 3,200 sq ft main residence features 3 bedrooms, a private office (or 4th bedroom), and an open-concept layout that flows from a custom kitchen-complete with a brick backsplash, live-edge island, and coffee bar-into a cathedral family room with a granite-hearth fireplace. A standout feature is the

  

  Greg DeFazio

  Greg DeFazio

  (860) 898-1735

  195 Hinman Rd, Watertown, CT 06795
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  $1,700 Per Month

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • House for Rent

  304 Buckingham St, Oakville, CT 06779

  FIRST FLOOR UNIT 2 Bedroom very well kept apartment with hardwood floors throughout. Comes with Washer/Dryer. Close to all major amenities Private terrace in back. There is a barn in the back that can be optionally rented for extra $100/month(parking or storage)

  David McDuff West View Properties, LLC

  304 Buckingham St, Oakville, CT 06779
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  $764,500 Sold Aug 21, 2025

  327 Winding Brook Farm Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $283/SF
  • 70 Days On Market

  Current Estimated Value $774,344

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  327 Winding Brook Farm Rd, Watertown, CT 06795
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  Est $328,883 Not Listed For Sale

  19 Frederick St, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,231 Sq Ft
  • Built 1922

  19 Frederick St, Oakville, CT 06779

  Last Sold Summary

  • $268/SF
  • 61 Days On Market

  • Last Sold Price $330,000
  • Apr 30, 2025

  Last Listing Agent Judith Caputo Advantage Realty Group, Inc.
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  $780,000

  • 4 Beds
  • 4 Baths
  • 3,687 Sq Ft

  47 J Ryan Way, Watertown, CT 06795

  "Coming Soon" Welcome to 47 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,600 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 499-4020

  47 J Ryan Way, Watertown, CT 06795
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  $1,500

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  701 Main St Unit 1-4, Watertown, CT 06795

  Two bedroom apartment, full bath, living room and large size kitchen. Located in Watertown CT. Heat and hot water is included. No Pets. Private parking.

  701 Main St Unit 1-4, Watertown, CT 06795
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  $325,400 Sold Mar 05, 2026

  243 Echo Lake Rd Unit B-12, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $217/SF
  • 54 Days On Market

  Last Listing Agent Debbie Lupo The Agency

  243 Echo Lake Rd Unit B-12, Watertown, CT 06795
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  Est $608,862 Not Listed For Sale

  248 Concord Dr, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft
  • Built 1976

  248 Concord Dr, Watertown, CT 06795

  Last Sold Summary

  • 3% Above List Price
  • $156/SF
  • 63 Days On Market

  • Last Sold Price $590,000
  • Apr 25, 2025

  Last Listing Agent Shane Kropo RE/MAX
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  $759,000

  • 4 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  50 J Ryan Way, Watertown, CT 06795

  "Coming Soon" Welcome to 50 J. Ryan Way, Watertown, a stunning, newly built 4-bedroom Colonial set on a beautifully level 0.95-acre lot at the end of a quiet cul-de-sac in one of Watertown's newest subdivisions. From the moment you step inside, you're greeted by a dramatic two-story grand foyer that sets the tone for the rest of the home. The formal dining room flows seamlessly into a spacious

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 530-6136

  50 J Ryan Way, Watertown, CT 06795
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  $1,800 Per Month

  • 1 Bed
  • 1 Bath
  • 3,200 Sq Ft
  • House for Rent

  96 Neill Dr, Watertown, CT 06795

  Newly remodeled space. Lower Level 1 Bedroom, Living Rm/Dining area/ Kitchen area, 1 Full Bath w/ Bluetooth. Tile flooring & newer appliances. No Pets & No smoking. heat/hot water & Electricity included. Short term or 1 Year lease. We will require credit and background check along with references and proof of employment.

  Christina Moulthrop Showcase Realty, Inc.

  96 Neill Dr, Watertown, CT 06795
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  $90,000 Sold Apr 10, 2026

  Lot#14D Litchfield Rd, Watertown, CT 06795

  • Land
  • 7.76 Acres
  • $11,598 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 48 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  Lot#14D Litchfield Rd, Watertown, CT 06795
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  Est $350,472 Not Listed For Sale

  45 Litchfield Rd, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • Built 1930

  45 Litchfield Rd, Watertown, CT 06795

  Last Sold Summary

  • 6% Above List Price
  • $156/SF
  • 7 Days On Market

  • Last Sold Price $330,000
  • May 09, 2025

  Last Listing Agent Ryan Braunagel Keller Williams Realty Prtnrs.
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  $340,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,096 Sq Ft

  88 Cannon Ridge Dr, Watertown, CT 06795

  Welcome to 88 Cannon Ridge Drive in the highly desirable Artillery Hill Condominium Complex in Watertown. "Coming Soon" This well-maintained and rarely available 3 Bedroom ranch-style unit offers comfortable, one-level living at its best. The home features an eat-in kitchen with tile flooring, granite countertops, and stainless steel appliances. The spacious living room with fireplace flows

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 850-8237

  88 Cannon Ridge Dr, Watertown, CT 06795
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  $2,450

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft
  • Condo for Rent

  207 Burton Street Extension Unit 2nd floor, Watertown, CT 06795

  New Construction | Garage | Central Air | Quiet Dead-End StreetBe the first to live in this beautifully constructed 3-bedroom, 1.5-bath apartment, ideally situated on a peaceful dead-end street. Offering a perfect balance of modern comfort and privacy, this home includes a garage, off-street parking, a private back deck, and a spacious, tree-lined backyard.Enjoy year-round comfort with

  207 Burton Street Extension Unit 2nd floor, Watertown, CT 06795
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  $700,000 Sold Jul 14, 2025

  31 Woodbury Rd, Watertown, CT 06795

  • 5 Beds
  • 3.5 Baths
  • 4,303 Sq Ft
  • Built 1928

  Last Sold Summary

  • 7% Below List Price
  • $163/SF
  • 30 Days On Market

  Current Estimated Value $716,336

  Last Listing Agent Tim Drakeley Drakeley Real Estate, Inc.

  31 Woodbury Rd, Watertown, CT 06795
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  Est $847,833 Not Listed For Sale

  89 Deer Run Rd, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 4,702 Sq Ft
  • Built 1990

  89 Deer Run Rd, Watertown, CT 06795

  Last Sold Summary

  • $181/SF
  • 25 Days On Market

  • Last Sold Price $850,000
  • May 02, 2025

  Last Listing Agent Sabrina Rocha William Pitt
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  $515,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  5 Plungis Rd, Watertown, CT 06795

  Set on just over 4.5 beautiful acres, this updated 4 bedroom, 2.5 bath home offers a wonderful blend of comfortable living and outdoor enjoyment. The home features an updated kitchen, along with newer windows throughout the home and a newer boiler, providing both style and efficiency. Central air upstairs, mini splits 1st floor for complete comfort in the warmer months. Sliders lead out to a

  

  Doreen Gagnon

  Coldwell Banker Realty

  (860) 590-8257

  5 Plungis Rd, Watertown, CT 06795
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  $1,800 Per Month

  • 3 Beds
  • 1 Bath
  • 4,308 Sq Ft
  • House for Rent

  44 Bamford Ave, Oakville, CT 06779

  TO APPLY - CALL LISTING AGENT DIRECTLY 203-910-8618. Beautiful and well-maintained 1st floor apartment available for rent. This spacious unit features an updated kitchen, 3-4 bedrooms, hardwood floors throughout, gas heat and off-street parking. The apartment is in excellent condition and offers plenty of space for comfortable living. First month's rent + 2 months security deposit. Good credit,

  Lynn LaForme Regency Real Estate, LLC

  44 Bamford Ave, Oakville, CT 06779
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  $300,000 Sold Jul 02, 2025

  186 Greenwood St, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Below List Price
  • $291/SF
  • 53 Days On Market

  Current Estimated Value $307,357

  Last Listing Agent Hope Coniglio Hope Platinum Realty Inc.

  186 Greenwood St, Watertown, CT 06795
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  Est $353,448 Not Listed For Sale

  32 Fairview St, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1940

  32 Fairview St, Oakville, CT 06779

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 40 Days On Market

  • Last Sold Price $350,000
  • May 07, 2025

  Last Listing Agent Jason Malagutti Dave Jones Realty, LLC
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  $799,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,366 Sq Ft

  1729 Litchfield Rd, Watertown, CT 06795

  Exceptional custom contemporary set on a rare 9.4 acre private, interior lot, just minutes to Litchfield center! Offering approx. 3,400 sq ft, this home showcases custom woodwork and architectural detailing throughout. Upon entry, you're welcomed by a formal living room & dining room, defined by hardwood floors, soaring cathedral ceilings, a gas fireplace, & elegant custom pillars that create a

  

  Amanda Nemense

  Showcase Realty, Inc.

  (860) 753-5355

  1729 Litchfield Rd, Watertown, CT 06795
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  $1,795

  Total Monthly Price

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

  191 Davis St, Watertown, CT 06779

  Discover this inviting first-floor apartment located at 191 Davis Street, Watertown, CT. This spacious three-bedroom, one-bathroom home features a bright and open floor plan designed for modern living. The unit is currently being refreshed with a stylish silver-gray paint throughout and features updated flooring.The kitchen is fully equipped with essential appliances, including a

  191 Davis St, Watertown, CT 06779
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  $365,000 Sold Sep 23, 2025

  28 Barnes Rd, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $206/SF
  • 44 Days On Market

  Current Estimated Value $373,282

  Last Listing Agent Justin Cabral West View Properties, LLC

  28 Barnes Rd, Watertown, CT 06795
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  Est $490,552 Not Listed For Sale

  282 Oak Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,778 Sq Ft
  • Built 1978

  282 Oak Dr, Watertown, CT 06795

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 31 Days On Market

  • Last Sold Price $495,000
  • May 06, 2025

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
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  $599,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,106 Sq Ft

  173 Pond View Dr, Watertown, CT 06795

  Beautifully maintained colonial in sought-after Pond View Estates offering rich, dark hardwood flooring that beautifully contrasts the home's bright, sun-filled interiors, creating a warm and sophisticated atmosphere throughout the main living spaces. The main level offers a wonderful flow for both everyday living and entertaining with a spacious living room featuring a gas fireplace, and French

  

  Amanda Nemense

  Showcase Realty, Inc.

  (860) 697-9941

  173 Pond View Dr, Watertown, CT 06795
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  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 2,669 Sq Ft
  • House for Rent

  118 Pullen Ave, Oakville, CT 06779

  Ground-level 1-bedroom, 1-bath unit available for rent at 118 Pullen Ave in Watertown, CT. This private and well-maintained space offers a comfortable layout with a functional living area, spacious bedroom, and full bathroom. The unit provides convenient access and a cozy atmosphere, perfect for anyone seeking an affordable and low-maintenance living option. Located in a quiet residential

  Sebastian Campos Ideal Real Estate, Inc.

  118 Pullen Ave, Oakville, CT 06779
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  $337,000 Sold Jan 02, 2026

  15 Roberts Ave, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 1918

  Last Sold Summary

  • 2% Below List Price
  • $283/SF
  • 63 Days On Market

  Current Estimated Value $332,681

  Last Listing Agent Barbara Peloquin G & W Real Estate

  15 Roberts Ave, Watertown, CT 06795
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  Est $351,998 Not Listed For Sale

  36 Camp St, Oakville, CT 06779

  • 4 Beds
  • 3.5 Baths
  • 1,485 Sq Ft
  • Built 1928

  36 Camp St, Oakville, CT 06779

  Last Sold Summary

  • 2% Above List Price
  • $232/SF
  • 208 Days On Market

  • Last Sold Price $344,000
  • May 02, 2025

  Last Listing Agent Bryan Guzman William Raveis Real Estate
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  $339,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  193 Plainfield Dr, Oakville, CT 06779

  Well-Maintained 5-room Ranch located on a quiet dead-end road in an established Oakville neighborhood. This home offers 3 bedrooms, a bright living room with bay window and a dining room with sliders leading to a deck overlooking the private backyard. The eat-in kitchen features ceramic tile flooring and an island. Hardwood floors are located under the living room, dining room and bedroom

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 400-3888

  193 Plainfield Dr, Oakville, CT 06779
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  /21

  $1,800

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  383 Davis St, Watertown, CT 06779

  This beautifully updated 2-bedroom, 1-bath unit is located in a well-maintained multi-family home in Oakville. The unit features an updated interior with a functional layout and the convenience of an in-unit washer and dryer. Off-street parking is available, and the property is pet-friendly. It's conveniently located near shopping, restaurants, and major routes, making commuting easy. The unit is

  383 Davis St, Watertown, CT 06779
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  $315,000 Sold Aug 13, 2025

  146 Williamson Cir, Oakville, CT 06779

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $188/SF
  • 36 Days On Market

  Current Estimated Value $320,833

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC

  146 Williamson Cir, Oakville, CT 06779
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  Est $331,716 Not Listed For Sale

  77 Morin St, Oakville, CT 06779

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1930

  77 Morin St, Oakville, CT 06779

  Last Sold Summary

  • 1% Below List Price
  • $307/SF
  • 25 Days On Market

  • Last Sold Price $335,000
  • May 07, 2025

  Last Listing Agent Ruth Zeiss William Raveis Real Estate
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  $379,900 Pending

  • 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
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  $3,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • House for Rent

  91 Prospect St, Watertown, CT 06795

  Turn-key, completely renovated home in the historic district of Watertown! Located .6 miles from the prestigious Taft School! Meticulous renovation of this home includes new drywall, windows, doors, electrical, plumbing, siding. All hard wood floors have been refurbished! Open floor plan on first floor with kitchen and living room. Designer wood stairwell accent and built-in wine rack in kitchen

  Matthew DeLong Mary Helen Levine Real Estate LLC

  91 Prospect St, Watertown, CT 06795
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  $350,000 Sold Jun 06, 2025

  125 Radnor Ln, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $302/SF
  • 15 Days On Market

  Current Estimated Value $357,942

  Last Listing Agent Karla Cappa Regency Real Estate, LLC

  125 Radnor Ln, Oakville, CT 06779
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  Est $326,120 Not Listed For Sale

  112 French St, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • Built 1890

  112 French St, Watertown, CT 06795

  Last Sold Summary

  • 2% Above List Price
  • $188/SF
  • 5 Days On Market

  • Last Sold Price $320,000
  • Apr 28, 2025

  Last Listing Agent Jason Arcuri eXp Realty

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