Watertown, CT Homes

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  /33

  $399,900

  Under Contract

  • 4 Beds
  • 1 Bath
  • 1,716 Sq Ft

  60 Belden St, Watertown, CT 06795

  Welcome to 60 Belden Street in Watertown, Whether you're just starting out, downsizing, or searching for a home with flexible living space, this charming four-bedroom Cape offers endless potential and opportunity. Thoughtfully maintained by the same family for decades, this well-cared-for home sits proudly on a beautiful half-acre corner lot in a desirable neighborhood.The main level features two

  

  Ken Demirs

  Regency Real Estate, LLC

  60 Belden St, Watertown, CT 06795
• 

  $715,000

  Sold Oct 15, 2025

  262 Bayview Cir, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 2012

  Last Sold Summary

  • $315/SF
  • 3 Days On Market

  Current Estimated Value $721,413

  Last Listing Agent Michael Vitale Vitale Realty

  262 Bayview Cir, Watertown, CT 06795
• 

  Est $693,014

  Not Listed For Sale

  444 Concord Dr, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 3,410 Sq Ft
  • Built 2004

  444 Concord Dr, Watertown, CT 06795

  Last Sold Summary

  • 40 Days On Market
• 

  

  

  /32

  $340,000

  Pending

  • 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

  88 Cannon Ridge Dr, Watertown, CT 06795
• 

  $385,000

  Sold Aug 13, 2025

  69 Sills Dr, Oakville, CT 06779

  • 3 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 45 Days On Market

  Current Estimated Value $386,970

  Last Listing Agent Arthur Alsdorf Showcase Realty, Inc.

  69 Sills Dr, Oakville, CT 06779
• 

  Est $410,699

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1973

  Unlisted Address

  Last Sold Summary

  • 38 Days On Market
• 

  

  /20

  $499,990

  Pending

  • 6 Beds
  • 3 Baths
  • 2,616 Sq Ft

  254 Davis St, Oakville, CT 06779

  Calling all investors and owner-occupants! This well-maintained 3-family property in the heart of Oakville offers immediate cash flow with two long-term tenants already in place paying solid rents, plus a newly renovated lower-level unit ready for an owner-occupant or new tenant. The lower-level apartment features 1 bedroom and 1 full bathroom and has been tastefully updated, making it an ideal

  

  Arian Hoxha

  Serhant Connecticut, LLC

  254 Davis St, Oakville, CT 06779
• 

  $525,000

  Sold Jun 16, 2026

  156 Hamilton Ave, Watertown, CT 06795

  • 4 Beds
  • 2 Baths
  • 2,143 Sq Ft
  • Built 1928

  Last Sold Summary

  • 5% Below List Price
  • $245/SF
  • 86 Days On Market

  Current Estimated Value $538,796

  Last Listing Agent Beth Santos Showcase Realty, Inc.

  156 Hamilton Ave, Watertown, CT 06795
• 

  Est $379,415

  Not Listed For Sale

  21 Lancaster St, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft
  • Built 1984

  21 Lancaster St, Oakville, CT 06779

  Last Sold Summary

  • 2 Days On Market
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  /38

  $479,900

  Open Sun 12PM - 2PM $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  541 Middlebury Rd, Watertown, CT 06795

  Spacious 4-bedroom, 3.5-bath Colonial set on 1.04 acres in a desirable Middlebury Road location, close to Taft School with easy access to town, shopping, and local amenities. This inviting home offers a gorgeous eat-in kitchen, a formal dining room, and a warm living room with a masonry fireplace. Features include hardwood floors throughout, crown molding, French doors, and generous living space.

  

  Dawn Cabral

  West View Properties, LLC

  541 Middlebury Rd, Watertown, CT 06795
• 

  $365,000

  Sold Jul 07, 2025

  142 Radnor Ln, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,588 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $230/SF
  • 14 Days On Market

  Current Estimated Value $381,840

  Last Listing Agent Kara Reynolds West View Properties, LLC

  142 Radnor Ln, Oakville, CT 06779
• 

  Est $232,476

  Not Listed For Sale

  245 Cherry Ave Unit G11, Watertown, CT 06795

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1968

  245 Cherry Ave Unit G11, Watertown, CT 06795

  Last Sold Summary

  • 0 Days On Market
• 

  

  /10

  $210,000

  • 1 Bed
  • 1 Bath
  • 676 Sq Ft

  243 Echo Lake Rd Unit 4, Watertown, CT 06795

  Why rent when you can own? Welcome to The Ledges at Echo Lake, a newly built community completed in 2024 and designed for modern, low-maintenance living. This desirable first-floor ranch-style unit offers the convenience of one-level living with an open floor plan and bright, spacious living room that flows seamlessly into the fully applianced kitchen. The kitchen features stylish and durable

  Kurt Jain NextHome Real Estate Services

  243 Echo Lake Rd Unit 4, Watertown, CT 06795
• 

  $450,000

  Sold Mar 10, 2026

  126 Straits Turnpike, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,754 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 68 Days On Market

  Current Estimated Value $446,839

  Last Listing Agent Diana Gould Coldwell Banker Realty

  126 Straits Turnpike, Watertown, CT 06795
• 

  Est $611,555

  Not Listed For Sale

  286 Georgetown Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,883 Sq Ft
  • Built 1999

  286 Georgetown Dr, Watertown, CT 06795

  Last Sold Summary

  • 52 Days On Market
• 

  

  /37

  $479,900

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  142 Bamford Ave, Oakville, CT 06779

  Welcome home to this tastefully remodeled Cape, thoughtfully updated in 2016 and meticulously maintained. Offering 3 large BRs, 3 full baths, and an ideal open-concept layout. The home seamlessly connects the kitchen, dining, living, and home office/flex room areas-perfect for everyday living and entertaining. The flex room leads out to a covered porch for morning coffee or watching evening

  Melissa Kearns Great Estates, CT

  142 Bamford Ave, Oakville, CT 06779
• 

  $210,000

  Sold Jul 01, 2025

  245 Cherry Ave Unit B16, Watertown, CT 06795

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

  Last Sold Summary

  • $175/SF
  • 36 Days On Market

  Current Estimated Value $217,819

  Last Listing Agent Connie Pereira Regency Real Estate, LLC

  245 Cherry Ave Unit B16, Watertown, CT 06795
• 

  Est $518,832

  Not Listed For Sale

  190 Cutler St, Watertown, CT 06795

  • 6 Beds
  • 4 Baths
  • 2,544 Sq Ft
  • Built 1924

  190 Cutler St, Watertown, CT 06795

  Last Sold Summary

  • 55 Days On Market
• 

  

  /10

  $79,500

  • Land
  • 35.22 Acres
  • $2,257 per Acre

  TBD (Lot 29) Deer Trail Ct, Pueblo, CO 81004

  Discover wide open Colorado skies and endless potential on this beautiful raw parcel in the peaceful Verde Valley area. Rolling hills, native brush, and panoramic views create the perfect backdrop for your dream build or weekend retreat. This land is raw — meaning zero utilities — but ready for your own touch and vision. Escape busy, compact city living and embrace a quiet, slower lifestyle

  Morgan Bennett EXIT Realty DTC, Cherry Ck, P.P

  TBD (Lot 29) Deer Trail Ct, Pueblo, CO 81004
• 

  $469,000

  Sold Jul 17, 2025

  34 Hamilton Ave, Watertown, CT 06795

  • 5 Beds
  • 2 Baths
  • 2,631 Sq Ft
  • Built 1890

  Last Sold Summary

  • $178/SF
  • 11 Days On Market

  Current Estimated Value $487,845

  Last Listing Agent Jason Malagutti Dave Jones Realty, LLC

  34 Hamilton Ave, Watertown, CT 06795
• 

  Est $335,403

  Not Listed For Sale

  48 Eaton St, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,557 Sq Ft
  • Built 1960

  48 Eaton St, Oakville, CT 06779

  Last Sold Summary

  • 6 Days On Market
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  Chatham Plan at Turnberry Estates, Watertown, CT 06795

  Lovley Development Builder

  27 Turnberry Ct Unit 39414676, Watertown, CT 06795
• 

  $373,000

  Sold Jun 30, 2025

  119 Tarbell Ave, Oakville, CT 06779

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1910

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 26 Days On Market

  Current Estimated Value $370,551

  Last Listing Agent John Donato Jr Showcase Realty, Inc.

  119 Tarbell Ave, Oakville, CT 06779
• 

  Est $219,818

  Not Listed For Sale

  19 Turnor Ave, Oakville, CT 06779

  • 1 Bed
  • 1 Bath
  • 682 Sq Ft
  • Built 1942

  19 Turnor Ave, Oakville, CT 06779

  Last Sold Summary

  • 34 Days On Market
• 

  

  /25

  $292,500

  Open Sat 10AM - 12PM

  • 1 Bed
  • 1 Bath
  • 1,116 Sq Ft

  111 Woolson St, Watertown, CT 06795

  Charm abounds at this unique 5 room bungalow near the Crestbrook Golf Course and in walking distance to downtown. From the covered front porch step into a welcoming foyer. Hardwood floors run through out the main level of the home. The living room feels airy and bright. Gorgeous French doors draw one into the formal dining room. The kitchen incudes an antique sink and retro refrigerator. Also on

  Mark DePietro Century 21 Bette Real Estate

  111 Woolson St, Watertown, CT 06795
• 

  $262,000

  Sold Feb 02, 2026

  128 Middlebury Rd, Watertown, CT 06795

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft
  • Built 1953

  Last Sold Summary

  • 7% Above List Price
  • $222/SF
  • 6 Days On Market

  Current Estimated Value $281,935

  Last Listing Agent Nicholas Greene eXp Realty

  128 Middlebury Rd, Watertown, CT 06795
• 

  Est $217,781

  Not Listed For Sale

  245 Cherry Ave Unit D21, Watertown, CT 06795

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1968

  245 Cherry Ave Unit D21, Watertown, CT 06795

  Last Sold Summary

  • 3 Days On Market
• 

  

  /12

  $749,000

  New Construction $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,611 Sq Ft

  Lot 20 Bassett Rd, Watertown, CT 06795

  ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes

  David Aurigemma Regency Real Estate, LLC

  Lot 20 Bassett Rd, Watertown, CT 06795
• 

  $777,000

  Sold Jan 15, 2026

  LOT#9 Wolf Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2025

  Last Sold Summary

  • $300/SF
  • 172 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  LOT#9 Wolf Hill Rd, Watertown, CT 06795
• 

  Est $475,444

  Not Listed For Sale

  86 Lisbon St, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft
  • Built 2003

  86 Lisbon St, Watertown, CT 06795

  Last Sold Summary

  • 88 Days On Market
• 

  

  /35

  $699,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,438 Sq Ft

  1000 Bassett Rd, Watertown, CT 06795

  Timeless New England Charm, Thoughtfully Reimagined. Beautifully renovated and meticulously maintained, this move-in-ready Cape blends classic New England character with clean, modern updates. Set on a desirable corner lot in the heart of Litchfield County, the home offers four spacious bedrooms, bright living spaces, and an effortless sense of comfort throughout. The sun-filled interior is

  Lysa Napoli Showcase Realty, Inc.

  1000 Bassett Rd, Watertown, CT 06795
• 

  $370,500

  Sold Feb 26, 2026

  29 Franklin Ave, Oakville, CT 06779

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 25 Days On Market

  Current Estimated Value $368,493

  Last Listing Agent Christina Moulthrop Showcase Realty, Inc.

  29 Franklin Ave, Oakville, CT 06779
• 

  Est $515,421

  Not Listed For Sale

  509 Buckingham St, Oakville, CT 06779

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft
  • Built 2018

  509 Buckingham St, Oakville, CT 06779

  Last Sold Summary

  • 200 Days On Market
• 

  

  /27

  $589,000

  • Land
  • 18.26 Acres
  • $32,256 per Acre

  2581 Litchfield Rd, Watertown, CT 06795

  18.26 Acres of beautiful Litchfield County land with summer cottage AND post and beam barn with loft. Some options include building a home / estate, practicing agriculture, conservation, outdoor recreation, or just relaxing and enjoying! Live in the cottage while building. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
• 

  $175,000

  Sold Oct 15, 2025

  699 Main St, Watertown, CT 06795

  • 2 Beds
  • 1 Bath
  • 995 Sq Ft
  • Built 1900

  Last Sold Summary

  • 20% Below List Price
  • $176/SF
  • 68 Days On Market

  Current Estimated Value $194,370

  Last Listing Agent Judy White THE CONNECTICUT AGENCY LLC

  699 Main St, Watertown, CT 06795
• 

  Est $378,222

  Not Listed For Sale

  6 Lilac Ave, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1964

  6 Lilac Ave, Oakville, CT 06779

  Last Sold Summary

  • 25 Days On Market
• 

  

  /38

  $750,000

  Pending

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

  146 Hollow Rd, Watertown, CT 06795

  A custom-built Victorian reproduction in the Italianate style. Masterfully designed by it's original owners. No detail has been overlooked in this remarkable design. This unique offering is equipped with all the modern conveniences of a newer home blended with charming architectural design elements and historic, vintage charm. The first floor boasts an open floor plan with expansive custom

  Tyler O'Hazo William Pitt Sotheby's Int'l

  146 Hollow Rd, Watertown, CT 06795
• 

  $250,000

  Sold Apr 02, 2026

  608 Echo Lake Rd, Watertown, CT 06795

  • 4 Beds
  • 2 Baths
  • 1,990 Sq Ft
  • Built 1912

  Last Sold Summary

  • 11% Above List Price
  • $126/SF
  • 5 Days On Market

  Current Estimated Value $253,780

  Last Listing Agent Storm Steinberg Carbutti & Co., Realtors

  608 Echo Lake Rd, Watertown, CT 06795
• 

  Est $469,461

  Not Listed For Sale

  402 Davis St, Oakville, CT 06779

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 2003

  402 Davis St, Oakville, CT 06779

  Last Sold Summary

  • 102 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

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