Watertown, CT Homes

• 

  $380,000

  Sold Dec 05, 2025

  71 Concord Dr, Watertown, CT 06795

  • 4 Beds
  • 1.5 Baths
  • 1,177 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $323/SF
  • 85 Days On Market

  Current Estimated Value $400,799

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC

  71 Concord Dr, Watertown, CT 06795
• 

  Est $273,042

  Not Listed For Sale

  37 Eustis St, Oakville, CT 06779

  • 2 Beds
  • 1 Bath
  • 945 Sq Ft
  • Built 1940

  37 Eustis St, Oakville, CT 06779

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Lisa McCarthy Coldwell Banker Realty
• 

  

  /2

  $50,000

  $20K PRICE DROP

  • Land
  • 1.9 Acres
  • $26,316 per Acre

  Falls Ave Falls Ave, Watertown, CT 06795

  This listing is for a vacant parcel of land zoned as residential general. You cannot build on this land due to the amount of road frontage. It would be an ideal parcel for storage. Land can be walked at any time. Please be respectful of both local businesses nearby.

  Jessica Fedorich Stone Crest Realty LLC

  Falls Ave Falls Ave, Watertown, CT 06795
• 

  $325,000

  Sold Mar 09, 2026

  243 Echo Lake Rd Unit B-8, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2025

  Last Sold Summary

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

  Last Listing Agent Debbie Lupo Regency Real Estate, LLC

  243 Echo Lake Rd Unit B-8, Watertown, CT 06795
• 

  Est $314,903

  Not Listed For Sale

  21 Cottage Place, Oakville, CT 06779

  • 4 Beds
  • 1.5 Baths
  • 1,566 Sq Ft
  • Built 1917

  21 Cottage Place, Oakville, CT 06779

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Vincent DeVico Showcase Realty, Inc.
• 

  

  /19

  $199,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  239 Porter St, Watertown, CT 06795

  Here is the chance to get your hands on a well maintained and rare 3 units condos sold together as a part of 5-unit association with long-term tenants in place. Current unit is leased for $1500 per month and has 2 bedrooms and 1 bath, kitchen and living room, all in a good condition and updated throughout years. Kitchen has nice cabinets and laminate flooring put in lately and extends on the

  Koco Pela William Raveis Real Estate

  239 Porter St, Watertown, CT 06795
• 

  $519,000

  Sold Aug 22, 2025

  238 North St, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 2,706 Sq Ft
  • Built 1938

  Last Sold Summary

  • 2% Below List Price
  • $192/SF
  • 44 Days On Market

  Current Estimated Value $535,229

  Last Listing Agent Jacqueline Ruppert Berkshire Hathaway NE Prop.

  238 North St, Watertown, CT 06795
• 

  Est $407,047

  Not Listed For Sale

  128 Evelyn St, Oakville, CT 06779

  • 3 Beds
  • 2.5 Baths
  • 1,236 Sq Ft
  • Built 1979

  128 Evelyn St, Oakville, CT 06779

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Amy Vayan BHGRE Gaetano Marra Homes
• 

  

  /40

  $498,000

  $102K PRICE DROP Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,225 Sq Ft

  635 Northfield Rd, Watertown, CT 06795

  You'll be the one everyone wants to visit this summer as you relax by your private inground pool! Set on over 2 picturesque acres in one of Watertown's most desirable locations, this charming 1840 Colonial offers the perfect blend of historic character, modern comfort, and resort-style outdoor living. This spacious 4-bedroom, 3.5-bath home features over 2,000 square feet of living space with

  Michael Magas BHGRE Gaetano Marra Homes

  635 Northfield Rd, Watertown, CT 06795
• 

  $530,000

  Sold Jun 02, 2026

  58 Steele Brook Rd, Watertown, CT 06795

  • 4 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • Built 1939

  Last Sold Summary

  • 8% Above List Price
  • $281/SF
  • 82 Days On Market

  Current Estimated Value $515,350

  Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.

  58 Steele Brook Rd, Watertown, CT 06795
• 

  Est $672,721

  Not Listed For Sale

  236 Mount Fair Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 3,082 Sq Ft
  • Built 1993

  236 Mount Fair Dr, Watertown, CT 06795

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Justin Guerrera Regency Real Estate, LLC
• 

  

  /25

  $499,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  379 Smith Pond Rd, Watertown, CT 06795

  Located in a well-established Watertown neighborhood just moments from Smith Pond, this well-maintained 3-bedroom, 2-bath Raised Ranch offers a great combination of space, updates, and convenience. Set on a beautiful 1-acre lot, the property provides plenty of outdoor space while remaining close to shopping, dining, parks, major commuter routes, and the Watertown school district. Inside, you'll

  Tim Drakeley Drakeley Real Estate, Inc.

  379 Smith Pond Rd, Watertown, CT 06795
• 

  $365,000

  Sold Apr 27, 2026

  22 Hamilton Ln, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1929

  Last Sold Summary

  • 7% Above List Price
  • $295/SF
  • 25 Days On Market

  Current Estimated Value $359,483

  Last Listing Agent Liz Squillacote William Pitt Sotheby's Int'l

  22 Hamilton Ln, Watertown, CT 06795
• 

  Est $761,186

  Not Listed For Sale

  241 Woodbury Rd, Watertown, CT 06795

  • 5 Beds
  • 3 Baths
  • 3,285 Sq Ft
  • Built 1868

  241 Woodbury Rd, Watertown, CT 06795

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Joyce Drakeley Drakeley Real Estate, Inc.
• 

  

  /11

  $54,900

  • Studio
  • 1 Bath
  • 376 Sq Ft

  243 Porter St, Watertown, CT 06795

  Opportunity is knocking to get to an investment property with less work to maintain and increase your profits as you go. The stand-alone building condo/studio is part of a 5-unit association with low taxes, which make it more appealing to investors or owner occupied alike. Currently rented to a long-term tenant this unit is basically one bedroom, one bath, kitchen and living area good enough for

  Koco Pela William Raveis Real Estate

  243 Porter St, Watertown, CT 06795
• 

  $795,000

  Sold Dec 19, 2025

  57 Joshua Town Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 3,808 Sq Ft
  • Built 1999

  Last Sold Summary

  • $209/SF
  • 8 Days On Market

  Current Estimated Value $835,605

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  57 Joshua Town Rd, Watertown, CT 06795
• 

  Est $482,196

  Not Listed For Sale

  130 Burton St, Watertown, CT 06795

  • 6 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1955

  130 Burton St, Watertown, CT 06795

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Susan Holway SH Properties
• 

  

  /36

  $389,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  152 Saugus Ave, Oakville, CT 06779

  This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This

  Adrian Cote William Raveis Real Estate

  152 Saugus Ave, Oakville, CT 06779
• 

  $322,500

  Sold Jan 02, 2026

  27 Russell Ave Unit A, Oakville, CT 06779

  • 2 Beds
  • 2.5 Baths
  • 1,308 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $247/SF
  • 96 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  27 Russell Ave Unit A, Oakville, CT 06779
• 

  Est $328,750

  Not Listed For Sale

  128 Capewell Ave, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1913

  128 Capewell Ave, Oakville, CT 06779

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Brian Macharelli Better Living Realty, LLC
• 

  

  /40

  $399,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  77 Westbury Park Rd, Watertown, CT 06795

  Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal

  Jason Malagutti Dave Jones Realty, LLC

  77 Westbury Park Rd, Watertown, CT 06795
• 

  $276,255

  Sold Jan 15, 2026

  20 Dickerman St, Watertown, CT 06795

  • 4 Beds
  • 1.5 Baths
  • 1,960 Sq Ft
  • Built 1927

  Last Sold Summary

  • 6% Above List Price
  • $141/SF
  • 3 Days On Market

  Current Estimated Value $324,042

  Last Listing Agent Thomas Mele Social & Co Realty

  20 Dickerman St, Watertown, CT 06795
• 

  Est $549,003

  Not Listed For Sale

  129 Guernseytown Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • Built 1988

  129 Guernseytown Rd, Watertown, CT 06795

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Casey Prescott Thomas Jacovino
• 

  

  /23

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,836 Sq Ft

  114 Wheeler Farm Rd, Watertown, CT 06795

  Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

  Arben Belica William Raveis Real Estate

  114 Wheeler Farm Rd, Watertown, CT 06795
• 

  $149,900

  Sold Apr 17, 2026

  429 Main St, Watertown, CT 06795

  • Land
  • 10,018 Sq Ft
  • $651,739 per Acre

  Last Sold Summary

  • 245 Days On Market

  Current Estimated Value $150,199

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  429 Main St, Watertown, CT 06795
• 

  Est $342,570

  Not Listed For Sale

  29 Reynolds St, Watertown, CT 06795

  • 2 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • Built 1952

  29 Reynolds St, Watertown, CT 06795

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Lynn LaForme Regency Real Estate, LLC
• 

  

  /35

  $450,000

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,048 Sq Ft

  287 Cherry Ave, Watertown, CT 06795

  Spacious Colonial ready for new owners! This home features a large living room, spacious kitchen with island and pantry space, and a family room featuring a pellet stove for supplemental heat, helping to keep heating costs low. Sliders lead to a deck overlooking the nearly one-third acre fenced yard. Upstairs, the generous primary bedroom includes a full bath, walk-in closet, and a good-sized

  Jennifer Bundock Coldwell Banker Realty

  287 Cherry Ave, Watertown, CT 06795
• 

  $355,000

  Sold Jun 15, 2026

  112 Woodruff Ave Unit B, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $224/SF
  • 1 Day On Market

  Current Estimated Value $367,803

  Last Listing Agent Ryan Casey William Raveis Real Estate

  112 Woodruff Ave Unit B, Watertown, CT 06795
• 

  Est $232,577

  Not Listed For Sale

  245 Cherry Ave Unit G14, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1968

  245 Cherry Ave Unit G14, Watertown, CT 06795

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Matthew Egan Regency Real Estate, LLC
• 

  

  /32

  $499,000

  $61K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  63 Northwest Dr, Watertown, CT 06795

  This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round.

  Sharon Martino Regency Real Estate, LLC

  63 Northwest Dr, Watertown, CT 06795
• 

  $566,825

  Sold Apr 02, 2026

  34 Wentworth Ct Unit 13, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • Built 2025

  Last Sold Summary

  • $314/SF
  • 0 Days On Market

  Last Listing Agent Renee Lovley Century 21 AllPoints Realty

  34 Wentworth Ct Unit 13, Watertown, CT 06795
• 

  Est $404,251

  Not Listed For Sale

  66 Litchfield Rd, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1924

  66 Litchfield Rd, Watertown, CT 06795

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Michelle Pavia William Raveis Real Estate
• 

  

  /40

  $399,500

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  87 Woodruff Ave, Watertown, CT 06795

  Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

  Mark Tavares Mark Tavares Realty, LLC

  87 Woodruff Ave, Watertown, CT 06795
• 

  $430,000

  Sold Oct 10, 2025

  37 Booth Ave Unit 6, Oakville, CT 06779

  • 2 Beds
  • 2 Baths
  • 1,693 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $432,657

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.

  37 Booth Ave Unit 6, Oakville, CT 06779
• 

  Est $699,183

  Not Listed For Sale

  292 Kimberly Ln, Watertown, CT 06795

  • 4 Beds
  • 4 Baths
  • 3,320 Sq Ft
  • Built 2001

  292 Kimberly Ln, Watertown, CT 06795

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
• 

  

  /24

  $340,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  78 Westview Dr, Oakville, CT 06779

  Welcome to this well-maintained home in a desirable Watertown neighborhood, offering numerous quality updates and timeless features. Beneath the wall-to-wall carpeting, you'll find hardwood flooring throughout, providing an excellent opportunity to reveal the home's original character. The spacious interior is complemented by central air conditioning, a whole-house fan, and added attic insulation

  David Hughes Century 21 AllPoints Realty

  78 Westview Dr, Oakville, CT 06779
• 

  $760,000

  Sold Mar 09, 2026

  278 Georgetown Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Above List Price
  • $299/SF
  • 147 Days On Market

  Last Listing Agent Dawn Cabral West View Properties, LLC

  278 Georgetown Dr, Watertown, CT 06795
• 

  Est $710,777

  Not Listed For Sale

  2 Town Line Hwy, Watertown, CT 06795

  • 4 Beds
  • 4.5 Baths
  • 3,427 Sq Ft
  • Built 1803

  2 Town Line Hwy, Watertown, CT 06795

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Patricia Forbes Berkshire Hathaway NE Prop.
• 

  

  /9

  $89,900

  • Land
  • 2.75 Acres
  • $32,691 per Acre

  0 Old Colonial Rd, Watertown, CT 06795

  Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're

  Jaquan Jones RE/MAX Right Choice

  0 Old Colonial Rd, Watertown, CT 06795
• 

  $287,000

  Sold May 27, 2026

  45 Westbury Park Rd, Watertown, CT 06795

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1921

  Last Sold Summary

  • 3% Below List Price
  • $270/SF
  • 26 Days On Market

  Current Estimated Value $287,327

  Last Listing Agent MaryBeth Porto Great Estates, CT

  45 Westbury Park Rd, Watertown, CT 06795

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