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 $383,760

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC

  71 Concord Dr, Watertown, CT 06795
• 

  Est $600,894

  Not Listed For Sale

  141 Kimberly Ln, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 2,385 Sq Ft
  • Built 1997

  141 Kimberly Ln, Watertown, CT 06795

  Last Sold Summary

  • 15 Days On Market
• 

  

  

  /27

  $779,900

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,475 Sq Ft

  1460 Guernseytown Rd, Watertown, CT 06795

  Welcome to your private retreat set on 2.7 beautifully maintained acres, offering the perfect blend of space, comfort, and lifestyle. This expansive 5-bedroom, 3.5-bath home spans approximately 3,400 square feet and features a bright, open layout designed for both everyday living and entertaining. Vaulted ceilings with exposed wood beams create a warm, architectural statement, while updated

  Sid Elahmad Crystal Realty, LLC

  1460 Guernseytown Rd, 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 The Agency

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

  Est $304,211

  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
• 

  

  /27

  $359,000

  Pending

  • 4 Beds
  • 1 Bath
  • 1,580 Sq Ft

  57 Barnes Rd, Watertown, CT 06795

  A lifetime of memories have been made in this 4 bedroom/1 bathroom home picturesquely set on 1.45 professionally landscaped acres with an inground pool ready for swimming. The entire property has been well taken care of, and is ready for the next owner to make it their own. The living room is open to the dining room, with glass doors to the deck with an awning for summer days. There's a kitchen

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  57 Barnes Rd, 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 $522,057

  Last Listing Agent Jacqueline Ruppert Berkshire Hathaway NE Prop.

  238 North St, Watertown, CT 06795
• 

  Est $405,287

  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
• 

  /2

  $70,000

  Under Contract

  • Land
  • 1.9 Acres
  • $36,842 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.

  Jessica Fedorich Stone Crest Realty LLC

  Falls Ave Falls Ave, 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 $487,220

  Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.

  58 Steele Brook Rd, Watertown, CT 06795
• 

  Est $657,863

  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
• 

  

  /40

  $499,900

  Open Sat 11AM - 2PM $100K PRICE DROP

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

  635 Northfield Rd, Watertown, CT 06795

  This charming Colonial is set on over 2 acres of land in a highly desirable Watertown location. Built in 1840, this spacious 4-bedroom, 3.5-bath home offers over 2,000 square feet of living space and blends classic character with the warmth and flexibility today's buyers are looking for. Inside, you'll find eight well-proportioned rooms, including inviting living and gathering spaces that

  Michael Magas BHGRE Gaetano Marra Homes

  635 Northfield 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 $357,711

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

  22 Hamilton Ln, Watertown, CT 06795
• 

  Est $748,258

  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
• 

  

  /31

  $314,900

  $60K PRICE DROP Pending

  • 4 Beds
  • 2 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
• 

  $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 $795,713

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  57 Joshua Town Rd, Watertown, CT 06795
• 

  Est $471,053

  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
• 

  

  /36

  $389,000

  • 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
• 

  $700,000

  Sold Jul 21, 2025

  81 Joshua Town Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 4,693 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $149/SF
  • 41 Days On Market

  Current Estimated Value $783,220

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  81 Joshua Town Rd, Watertown, CT 06795
• 

  Est $317,369

  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
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  Blantyre Plan at Turnberry Estates, Watertown, CT 06795

  Lovley Development Builder

  27 Turnberry Ct Unit 39414668, Watertown, CT 06795
• 

  $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 $551,012

  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
• 

  

  /37

  $299,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  44 Beers St, Watertown, CT 06795

  Four-bedroom split-level home located in the desirable Taft School area of Watertown. This property offers tremendous potential to create your dream home with a stunning modern contemporary feel and plenty of space throughout. The living room features vaulted ceilings, creating a bright and open atmosphere, along with radiant heat for added comfort. The living room flows seamlessly into the

  David Aurigemma Regency Real Estate, LLC

  44 Beers St, 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 $298,302

  Last Listing Agent Thomas Mele Social & Co Realty

  20 Dickerman St, Watertown, CT 06795
• 

  Est $330,220

  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
• 

  

  /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 $146,902

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  429 Main St, Watertown, CT 06795
• 

  Est $234,157

  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
• 

  

  /39

  $459,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft

  287 Cherry Ave, Watertown, CT 06795

  Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional

  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 $384,987

  Last Listing Agent Ryan Casey William Raveis Real Estate

  112 Woodruff Ave Unit B, Watertown, CT 06795
• 

  Est $399,456

  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
• 

  

  /32

  $560,000

  • 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 $702,936

  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
• 

  

  /36

  $335,000

  $5K PRICE INCREASE Under Contract

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  300 Sunnyside Ave, Oakville, CT 06779

  Welcome home to this beautifully updated 4-bedroom, 2-full-bath Cape offering space, comfort, and modern updates throughout. The spacious eat-in kitchen features hardwood floors, granite countertops, white cabinetry, and stainless steel appliances, making it the perfect place for everyday living and entertaining. Hardwood flooring extends throughout most of the main level, which also includes a

  Trevor Burke Regency Real Estate, LLC

  300 Sunnyside Ave, Oakville, CT 06779
• 

  $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 $422,744

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.

  37 Booth Ave Unit 6, Oakville, CT 06779
• 

  Est $696,866

  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
• 

  

  /40

  $424,900

  • 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
• 

  $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

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