Watertown, CT Homes

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  $969,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  217 Hinman Rd, Watertown, CT 06795

  Own a Piece of Paradise! Builders' own home! Nestled nearly 1,000 feet from the road on 65 breathtaking acres of conservation-protected land, this extraordinary custom Cape offers the perfect blend of privacy, luxury, and nature. Enjoy spectacular sunsets from your front porch, peaceful country living, and abundant wildlife right outside your door. Built in 2019, this exceptional home offers 3146

  

  Dawn Cabral

  West View Properties, LLC

  217 Hinman Rd, Watertown, CT 06795
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  /8

  $1,550 Per Month

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • House for Rent

  209 Davis St Unit 211, Oakville, CT 06779

  Second floor apartment close to bus line in a very convenient location of Oakville. Walk to local businesses and restaurants. One bedroom with spacious open living room and dining room. Large eat in kitchen, Covered back porch and assigned parking. Strong credit required, no pets, no smoking. All prospective tenants 18+ must apply through rentspree. 2 months security (under 62 yrs).

  Jeff Boucher Drakeley Real Estate, Inc.

  209 Davis St Unit 211, Oakville, CT 06779
• 

  $390,000

  Sold Jul 20, 2026

  61 Prospect St, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 1932

  Last Sold Summary

  • $271/SF
  • 39 Days On Market

  Current Estimated Value $387,108

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  61 Prospect St, Watertown, CT 06795
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  Est $327,216

  Not Listed For Sale

  21 Cannon Ridge Dr, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,571 Sq Ft
  • Built 1986

  21 Cannon Ridge Dr, Watertown, CT 06795

  Last Sold Summary

  • 116 Days On Market

  Last Listing Agent Heather Roque Regency Real Estate, LLC
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  $195,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  245 Cherry Ave Unit D24, Watertown, CT 06795

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom ranch-style flat, located on the second floor as an end unit in the sought-after Highgate Condos community. This layout offers single-level living with the privacy and quiet of an end-unit. Inside, you'll find two spacious bedrooms, including a primary suite with its own en suite bathroom for added comfort and convenience. Hardwood

  

  Justin Guerrera

  Regency Real Estate, LLC

  245 Cherry Ave Unit D24, Watertown, CT 06795
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  /40

  $3,400 Per Month

  • 5 Beds
  • 3.5 Baths
  • 1,288 Sq Ft
  • House for Rent

  13 Pleasant View Ave, Watertown, CT 06779

  Beautifully Remodeled Raised Ranch in Watertown, CT Welcome to this stunning nine-room raised ranch, offering five bedrooms and two full and one half baths, set on a corner lot in Watertown, CT. This home has been completely remodeled from top to bottom, with fresh interior and exterior painting, polished hardware throughout, and a fully renovated kitchen. A new cooktop and refrigerator will be

  Nutan Pawar DreamHomes Realty LLC

  13 Pleasant View Ave, Watertown, CT 06779
• 

  $325,000

  Sold Aug 19, 2026

  111 Woolson St, Watertown, CT 06795

  • 1 Bed
  • 1 Bath
  • 1,116 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Above List Price
  • $291/SF
  • 53 Days On Market

  Current Estimated Value $287,434

  Last Listing Agent Mark DePietro Century 21 Bette Real Estate

  111 Woolson St, Watertown, CT 06795
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  Est $376,656

  Not Listed For Sale

  112 Woodruff Ave Unit A, Watertown, CT 06795

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

  112 Woodruff Ave Unit A, Watertown, CT 06795

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Phil Giampietro Coldwell Banker Realty
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  /15

  $189,900

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  245 Cherry Ave Unit O21, Watertown, CT 06795

  Charming One- Bedroom Condominium with a Beautiful Tree-Lined View!! Welcome home to this inviting one bedroom condominium featuring a wonderful combination of comfort, style and peaceful surroundings. The updated kitchen offers attractive butcher block and granite countertops, and plenty of cabinetry for all your storage needs. The spacious living room and dining area provide plenty of room for

  

  Linda Fercodini

  Fercodini Properties, Inc.

  245 Cherry Ave Unit O21, Watertown, CT 06795
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  /18

  $3,000 Per Month

  • 2 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • House for Rent

  1660 Guernseytown Rd, Watertown, CT 06795

  Single-family rental in one of Watertown's most desirable areas. This home is close to Taft and within Judson School district. If you are looking for a private, peaceful country location this is for you. Rental comes with newer central air, updated bath with walk-in shower and 2 car garage with views from the deck overlooking open landscape will not disappoint. Listed as a 2-bedroom with

  Martha Chouinard Showcase Realty, Inc.

  1660 Guernseytown Rd, Watertown, CT 06795
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  $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 $450,230

  Last Listing Agent Diana Gould Coldwell Banker Realty

  126 Straits Turnpike, Watertown, CT 06795
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  Not Listed For Sale

  LOT#8 Wolf Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,320 Sq Ft
  • Built 2025

  LOT#8 Wolf Hill Rd, Watertown, CT 06795

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
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  $390,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  127 Eaton St, Oakville, CT 06779

  Well-maintained 3-bedroom, 2 full bath home situated on a desirable corner lot. The interior offers a warm, inviting layout with great natural light and a beautifully kept living space. Two pellet stoves provide efficient supplemental heat to help offset winter heating costs. The attached 2-car garage adds convenience and storage. The lower level includes a second kitchen, creating excellent

  

  Doreen Gagnon

  Coldwell Banker Realty

  127 Eaton St, Oakville, CT 06779
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  $1,500 Per Month

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

  2 Tucker Ave, Oakville, CT 06779

  Convenient Oakville location close to bus line Rental includes heat, water, hot water and electricity. Coin operated shared washer and dryer in basement NO SMOKERS, NO PETS, Tenant needs to supply credit report with FICO 725 +,security deposit, proof of income, completed rental application and recent pay stubs

  Sindy Butkus Klemm Real Estate Inc

  2 Tucker Ave, Oakville, CT 06779
• 

  $640,000

  Sold Jul 29, 2026

  1000 Bassett Rd, Watertown, CT 06795

  • 4 Beds
  • 2 Baths
  • 2,438 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $263/SF
  • 18 Days On Market

  Current Estimated Value $675,186

  Last Listing Agent Lysa Napoli Showcase Realty, Inc.

  1000 Bassett Rd, Watertown, CT 06795
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  Est $685,139

  Not Listed For Sale

  180 Apple Hill Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,073 Sq Ft
  • Built 2002

  180 Apple Hill Dr, Watertown, CT 06795

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC
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  $325,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft

  59 Dalton St, Oakville, CT 06779

  This beautifully maintained Cape is tucked away on a quiet back street, offering a welcoming setting and a fully fenced backyard-perfect for pets, play, relaxing, and entertaining. Step inside to find gleaming hardwood floors and updated tile throughout. With bedrooms and a full bath on both floors, the flexible layout offers comfortable living for a variety of needs. The convenient mudroom

  

  Pam Famiglietti

  William Raveis Real Estate

  59 Dalton St, Oakville, CT 06779
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  $1,595 Per Month

  • 2 Beds
  • 1 Bath
  • 1,746 Sq Ft
  • Apartment for Rent

  Unlisted Address

  Discover this lovely 2-bedroom, 1-bath apartment in Oakville, CT. Located on a corner lot, the unit features a eat-in kitchen with lots of cabinets and newer refrigerator and stove. Enjoy outdoor space with a share yard. The apartment is cable-ready for easy setup. This residence offers a practical layout featuring a cozy living room and tiled bathroom. The kitchen opens to a yard with views of

  Damion Matthews Pro Property Management, LLC

  Unlisted Address
• 

  $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
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  Est $1,257,699

  Not Listed For Sale

  175 Bayview Cir, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 5,448 Sq Ft
  • Built 2008

  175 Bayview Cir, Watertown, CT 06795

  Last Sold Summary

  • 156 Days On Market

  Last Listing Agent Patricia Guarantano William Pitt Sotheby's Int'l
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  /40

  $949,000

  New Construction $46K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,485 Sq Ft

  191 Northfield Rd, Watertown, CT 06795

  "Price Improved"Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over

  

  Ken Demirs

  Regency Real Estate, LLC

  191 Northfield Rd, Watertown, CT 06795
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  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 3,816 Sq Ft
  • Apartment for Rent

  220 Main St Unit 7, Plymouth, CT 06779

  Third-floor two-bedroom, one-bathroom apartment featuring an eat-in kitchen and a separate area offering added flexibility. Conveniently located in Terryville near local restaurants, shopping, Baldwin Park, and everyday services along Main Street and Route 6, with easy access to Bristol. No smoking. Pets considered on a case-by-case basis.

  Michelle Mandel Carl Guild & Associates

  220 Main St Unit 7, Plymouth, CT 06779
• 

  $750,000

  Sold Jul 31, 2026

  146 Hollow Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2009

  Last Sold Summary

  • $278/SF
  • 26 Days On Market

  Current Estimated Value $744,184

  Last Listing Agent Tyler O'Hazo William Pitt Sotheby's Int'l

  146 Hollow Rd, Watertown, CT 06795
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  Est $333,413

  Not Listed For Sale

  27 Russell Ave Unit 1, Oakville, CT 06779

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

  27 Russell Ave Unit 1, Oakville, CT 06779

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Jason Malagutti Dave Jones Realty, LLC
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  /26

  $514,900

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  4 Bayview Cir, Watertown, CT 06795

  Welcome to 4 Bayview Circle, Watertown, CT! This 3-bedroom, 2-bath Ranch offers approximately 1,688 square feet of living space and is situated on approximately 1.46 acres. The home features an updated kitchen with a center island, granite countertops, tile backsplash, and stainless-steel appliances. The layout provides multiple living and entertaining areas, complemented by hardwood flooring,

  Carol Cajahuaringa Premier Properties of CT

  4 Bayview Cir, Watertown, CT 06795
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  /16

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • House for Rent

  79 Heminway Park Rd Unit 2nd, Watertown, CT 06795

  GREAT APARTMENT

  ALEX VELEZIS Velezis Realty

  79 Heminway Park Rd Unit 2nd, Watertown, CT 06795
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  $365,000

  Sold Jul 31, 2026

  122 Chestnut Grove Rd, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1924

  Last Sold Summary

  • 3% Below List Price
  • $265/SF
  • 43 Days On Market

  Current Estimated Value $369,538

  Last Listing Agent Matthew Egan Regency Real Estate, LLC

  122 Chestnut Grove Rd, Watertown, CT 06795
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  Est $422,558

  Not Listed For Sale

  1022 Bunker Hill Ave, Waterbury, CT 06708

  • 4 Beds
  • 2 Baths
  • 3,748 Sq Ft
  • Built 1948

  1022 Bunker Hill Ave, Waterbury, CT 06708

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Dawn Ciappetta Coldwell Banker Realty
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  /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
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  /8

  $1,100 Per Month

  • 1 Bed
  • 1 Bath
  • 3,816 Sq Ft
  • Apartment for Rent

  220 Main St Unit 6, Plymouth, CT 06779

  Third-floor one-bedroom, one-bathroom apartment featuring an eat-in kitchen and a separate area offering added flexibility. Conveniently located in Terryville near local restaurants, shopping, Baldwin Park, and everyday services along Main Street and Route 6, with easy access to Bristol. No smoking. Pets considered on a case-by-case basis.

  Michelle Mandel Carl Guild & Associates

  220 Main St Unit 6, Plymouth, CT 06779
• 

  $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 $376,479

  Last Listing Agent Christina Moulthrop Showcase Realty, Inc.

  29 Franklin Ave, Oakville, CT 06779
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  Est $691,327

  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

  Last Listing Agent Kara Reynolds West View Properties, LLC
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  /40

  $299,500

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,693 Sq Ft

  282 Sunnyside Ave, Oakville, CT 06779

  Welcome to 282 Sunnyside Avenue a home filled with charm and character. This 4-bedroom, 1.5 bath home offers a flexible layout featuring a convenient first floor bedroom with an attached bath. Kitchen features a peninsula for extra counter space and an adorable breakfast nook. The large dining room with attached living room is warmed by a pellet stove creating a cozy gathering space. Upstairs are

  Katie Breitkreutz Dave Jones Realty, LLC

  282 Sunnyside Ave, Oakville, CT 06779
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  $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 $197,731

  Last Listing Agent Judy White THE CONNECTICUT AGENCY LLC

  699 Main St, Watertown, CT 06795
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  Est $422,928

  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

  Last Listing Agent Deb Smolley Dave Jones Realty, LLC
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  /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
• 

  $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 $253,947

  Last Listing Agent Storm Steinberg Carbutti & Co., Realtors

  608 Echo Lake Rd, Watertown, CT 06795
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  Est $602,142

  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

  Last Listing Agent Bonnie Garguilo William Pitt Sotheby's Int'l
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  /32

  $379,999

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  101 Cannon Ridge Dr, Watertown, CT 06795

  Welcome to your dream home! This lovely, rarely available ranch-style condo in Watertown, Connecticut, offers the perfect blend of elegant architectural details and modern, worry-free upgrades. From the moment you step inside, you will love the sophisticated craftsmanship, featuring vaulted and coffered ceilings, classic chair rails, and elegant picture frame molding that add timeless character

  Karen Dibble-flaherty Keller Williams Realty

  101 Cannon Ridge Dr, Watertown, CT 06795
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  $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 $390,430

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC

  71 Concord Dr, Watertown, CT 06795

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