Watertown, CT Homes

• 

  $485,000 Sold Jul 28, 2025

  58 Eastwood Hall Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,574 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $308/SF
  • 42 Days On Market

  Current Estimated Value $495,103

  Last Listing Agent Arian Hoxha Serhant Connecticut, LLC

  58 Eastwood Hall Rd, Watertown, CT 06795
• 

  Est $234,464 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

  • 13% Above List Price
  • $165/SF
  • 6 Days On Market

  Last Sold Price $208,000

  Last Listing Agent Matthew Egan Regency Real Estate, LLC
• 

  

  

  /39

  $775,000

  • 5 Beds
  • 3.5 Baths
  • 4,414 Sq Ft

  21 Hidden Pond Dr, Watertown, CT 06795

  Stunning 4,414 Sq Ft Colonial in one of Watertown's most desirable neighborhoods! This beautifully maintained home offers exceptional space, comfort & versatility meeting multi-generational needs. Enjoy relaxing mornings & peaceful evenings on the inviting covered porch featuring removable screens. Inside you will find a large foyer with a grand spiral staircase. There is a large formal living

  Jackie Desmarais Showcase Realty, Inc.

  21 Hidden Pond Dr, Watertown, CT 06795
• 

  $325,000 Sold Jan 14, 2026

  243 Echo Lake Rd Unit B-7, Watertown, CT 06795

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

  Last Sold Summary

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

  Last Listing Agent Debbie Lupo The Agency

  243 Echo Lake Rd Unit B-7, Watertown, CT 06795
• 

  Est $399,466 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

  • 7% Above List Price
  • $230/SF
  • 4 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Michelle Pavia William Raveis Real Estate
• 

  

  /36

  $359,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  23 Prospect Ave, Oakville, CT 06779

  Beautifully renovated Cape that checks all the boxes! The main level features a bright, sun-filled living room with hardwood floors, flowing into an updated eat-in kitchen with stainless steel appliances, modern cabinetry, and sleek countertops. This level also includes a versatile bonus room-perfect as a home office or guest space-along with a thoughtfully designed half bath that offers updated

  Amanda Sheehan Oxford Realty

  23 Prospect Ave, Oakville, CT 06779
• 

  $350,000 Sold Oct 08, 2025

  102 Winslow Dr, Watertown, CT 06795

  • 2 Beds
  • 2.5 Baths
  • 1,448 Sq Ft
  • Built 1992

  Last Sold Summary

  • 6% Above List Price
  • $242/SF
  • 44 Days On Market

  Current Estimated Value $347,799

  Last Listing Agent Martha Chouinard Showcase Realty, Inc.

  102 Winslow Dr, Watertown, CT 06795
• 

  Est $688,554 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

  • 8% Above List Price
  • $193/SF
  • 69 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
• 

  /2

  $533,665 Pending

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  84 Turnberry Ct Unit 21, Watertown, CT 06795

  Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offering 32 single-story homes tailored for low-maintenance living. These to-be-built residences combine style and practicality with open-concept layouts, vaulted ceilings, and a range of customizable finishes to suit your personal taste. Each home features 3 bedrooms, 2 full bathrooms, and floor plans ranging

  Renee Meuse Lovley Century 21 AllPoints Realty

  84 Turnberry Ct Unit 21, Watertown, CT 06795
• 

  $315,000 Sold Mar 05, 2026

  25 Edward Ave, Watertown, CT 06795

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1954

  Last Sold Summary

  • 2% Below List Price
  • $379/SF
  • 63 Days On Market

  Current Estimated Value $295,746

  Last Listing Agent Anna Zastem Macchio William Raveis Real Estate

  25 Edward Ave, Watertown, CT 06795
• 

  Est $669,136 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

  • 14% Above List Price
  • $172/SF
  • 46 Days On Market

  Last Sold Price $589,000

  Last Listing Agent Patricia Forbes Berkshire Hathaway Home Services
• 

  

  /40

  $519,000

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft

  237 North St, Watertown, CT 06795

  Welcome to this charming 4 bedroom, 3.5 bath vintage Colonial in the heart of Watertown, located near Taft School! Rich in character and architectural detail, this home blends historic elegance with comfortable everyday living. Inside, you'll find 10 foot ceilings, graceful arched doorways, detailed crown molding, custom built ins, and hardwood floors throughout. The inviting living room offers

  Marvel Mendez KW Legacy Partners

  237 North St, Watertown, CT 06795
• 

  $415,000 Sold Sep 10, 2025

  58 Trumbull St, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1969

  Last Sold Summary

  • 8% Above List Price
  • $301/SF
  • 40 Days On Market

  Current Estimated Value $421,262

  Last Listing Agent Marybeth Hauser West View Properties, LLC

  58 Trumbull St, Watertown, CT 06795
• 

  Est $573,009 Not Listed For Sale

  45 Pepperidge Tree Rd, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • Built 1962

  45 Pepperidge Tree Rd, Watertown, CT 06795

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 27 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Melissa Kearns Great Estates, CT
• 

  

  /38

  $300,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,394 Sq Ft

  9 Rockland Ave, Oakville, CT 06779

  HIGHEST AND BEST 3/18 12:00 There's room for everyone in this thoughtfully updated Colonial featuring a flexible layout, spacious living areas, and a lower-level living area with its own private entrance. Set on 0.39 acres, this move-in-ready home features refinished hardwood floors on the main level and new flooring throughout the upstairs. The main level welcomes you with an open living and

  Emily Fitzgerald William Raveis Real Estate

  9 Rockland Ave, Oakville, CT 06779
• 

  $375,000 Sold Dec 22, 2025

  101 Cutler St, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $217/SF
  • 106 Days On Market

  Current Estimated Value $383,611

  Last Listing Agent Dawn Cabral West View Properties, LLC

  101 Cutler St, Watertown, CT 06795
• 

  Est $318,720 Not Listed For Sale

  79 Sylvan Lake Rd, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft
  • Built 1955

  79 Sylvan Lake Rd, Oakville, CT 06779

  Last Sold Summary

  • 16% Above List Price
  • $219/SF
  • 11 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Greg DeFazio Greg DeFazio
• 

  

  /21

  $160,000

  • Land
  • 2.5 Acres
  • $64,000 per Acre

  0 Litchfield Rd Unit 24148536, Watertown, CT 06795

  Spectacular Mountaintop Land! You will be surrounded by forest, farms, fields and wildlife. Private 2.5 acre interior lot. One of the highest spots in Watertown CT. Property is on the Bethlehem town line and close to the Morris town line. Zoning Permit previously issued. Words cannot describe how fantastic a property this is. If privacy is what you want, this is for you. A distinct place for a

  Vincent Gualtieri Town & Country Real Estate

  0 Litchfield Rd Unit 24148536, Watertown, CT 06795
• 

  $876,000 Sold Jan 16, 2026

  168 Bella Vista Dr, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 4,066 Sq Ft
  • Built 2015

  Last Sold Summary

  • 16% Below List Price
  • $215/SF
  • 62 Days On Market

  Current Estimated Value $944,513

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  168 Bella Vista Dr, Watertown, CT 06795
• 

  Est $418,376 Not Listed For Sale

  6 Radnor Ln, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1959

  6 Radnor Ln, Oakville, CT 06779

  Last Sold Summary

  • 5% Above List Price
  • $238/SF
  • 38 Days On Market

  Last Sold Price $397,000

  Last Listing Agent Marybeth Hauser West View Properties, LLC
• 

  

  /33

  $209,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  245 Cherry Ave Unit I12, Watertown, CT 06795

  The main level begins with a welcoming foyer, offering access to the kitchen and a conveniently placed half bathroom, creating a functional layout. Hardwood floors lead into the living and dining area, where natural light and sliding glass doors open to an east-facing deck with sunrise and expansive open views. Positioned on a hill, this building overlooks a broad pasture and open field behind

  Heather Chirumbolo Berkshire Hathaway NE Prop.

  245 Cherry Ave Unit I12, Watertown, CT 06795
• 

  $365,000 Sold May 08, 2025

  Unlisted Address

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

  Last Sold Summary

  • 1% Above List Price
  • $238/SF
  • 62 Days On Market

  Current Estimated Value $365,525

  Last Listing Agent David Calandro Coldwell Banker Realty

  Unlisted Address
• 

  Est $172,178 Not Listed For Sale

  245 Cherry Ave Unit O14, Watertown, CT 06795

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft
  • Built 1968

  245 Cherry Ave Unit O14, Watertown, CT 06795

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 7 Days On Market

  Last Sold Price $157,900

  Last Listing Agent Matthew Miale KW Legacy Partners
• 

  

  /30

  $330,000

  • 2 Beds
  • 2.5 Baths
  • 1,504 Sq Ft

  319 Thomaston Rd Unit 13, Watertown, CT 06795

  Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a

  Taylor O'Keefe Drakeley Real Estate, Inc.

  319 Thomaston Rd Unit 13, Watertown, CT 06795
• 

  $310,000 Sold Oct 31, 2025

  180 Williamson Cir, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Above List Price
  • $232/SF
  • 101 Days On Market

  Current Estimated Value $303,380

  Last Listing Agent Kentrell Brown eXp Realty

  180 Williamson Cir, Oakville, CT 06779
• 

  Est $557,748 Not Listed For Sale

  190 Middlebury Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 1914

  190 Middlebury Rd, Watertown, CT 06795

  Last Sold Summary

  • $265/SF
  • 26 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
• 

  

  /31

  $573,999 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  201 Mount Fair Dr, Watertown, CT 06795

  Welcome to this charming two-story Colonial nestled in a friendly neighborhood, offering a perfect blend of comfort, space, and thoughtful updates. Built in 1992, this 2,327 sq ft home sits on a beautifully landscaped 0.61-acre lot with a lightly wooded, private backyard. Inside, you'll find three spacious bedrooms, including a large primary suite with a walk-in closet, a generous extra room on

  Derek Heering Houlihan Lawrence

  201 Mount Fair Dr, Watertown, CT 06795
• 

  $380,000 Sold Aug 07, 2025

  110 Oak Dr, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,288 Sq Ft
  • Built 1983

  Last Sold Summary

  • 5% Below List Price
  • $295/SF
  • 20 Days On Market

  Current Estimated Value $390,960

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  110 Oak Dr, Watertown, CT 06795
• 

  Est $333,271 Not Listed For Sale

  48 Jason Ave, Watertown, CT 06795

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1962

  48 Jason Ave, Watertown, CT 06795

  Last Sold Summary

  • 14% Above List Price
  • $281/SF
  • 2 Days On Market

  Last Sold Price $292,000

  Last Listing Agent Jennifer Bundock Coldwell Banker
• 

  

  /22

  $399,000 Open Fri 12PM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  67 Maple Ave, Oakville, CT 06779

  Fully renovated 4 bedroom, 2 bathroom single family offering the perfect blend of space, layout, and modern finishes. This home features a bright and open layout with a spacious living room and dining area, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been beautifully updated with quartz countertops, new appliances, and a clean modern design. The

  Jithu Sajeevan Serhant Connecticut, LLC

  67 Maple Ave, Oakville, CT 06779
• 

  $535,000 Sold May 30, 2025

  129 Guernseytown Rd, Watertown, CT 06795

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

  Last Sold Summary

  • 3% Above List Price
  • $219/SF
  • 5 Days On Market

  Current Estimated Value $547,318

  Last Listing Agent Casey Prescott Thomas Jacovino

  129 Guernseytown Rd, Watertown, CT 06795
• 

  Est $291,111 Not Listed For Sale

  59 Emile Ave, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft
  • Built 1955

  59 Emile Ave, Oakville, CT 06779

  Last Sold Summary

  • 6% Above List Price
  • $232/SF
  • 90 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Sidney Nazario Coldwell Banker Realty
• 

  

  /6

  $120,000

  • Land
  • 0.39 Acre
  • $307,692 per Acre

  111 Fairview Ave, Oakville, CT 06779

  NEWLY SPLIT LOT FOR BUILDING A DUPLEX RESIDENTIAL, YOU CAN BUILD A TRIPLEX UNIT, BUT VARIANCE IS REQUIRED FOR PARKING SPACE, ANY STRUCTURAL THAT WILL BE BUILD IN THE SAID LOT HAS TO BE APPROVED BY PLANNING AND ZONING BY SUBMITING YOUR OWN PLANS. NATURAL GAS LINE ON THE STREET, AS WELL AS PUBLIC WATER AND SEWER MAKES THIS LOT MORE INTERESTED AND MORE AFFORDABLE TO BUILD.

  Koco Pela William Raveis Real Estate

  111 Fairview Ave, Oakville, CT 06779
• 

  $363,880 Sold Mar 13, 2026

  150 Barnes Rd, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Built 1964

  Last Sold Summary

  • 14% Above List Price
  • $338/SF
  • 6 Days On Market

  Current Estimated Value $325,803

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  150 Barnes Rd, Watertown, CT 06795
• 

  Est $244,536 Not Listed For Sale

  270 Tarbell Ave, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1948

  270 Tarbell Ave, Oakville, CT 06779

  Last Sold Summary

  • 4% Above List Price
  • $250/SF
  • 36 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Stephanie Varrone Showcase Realty, Inc.
• 

  

  /23

  $259,900 Pending

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  60 Heath St, Oakville, CT 06779

  Charming 3-Bedroom Ranch in the Desirable Polk School District! Step into this lovely three-bedroom ranch and immediately feel at home. Boasting gleaming hardwood floors throughout, the residence offers a seamless flow and timeless appeal. The heart of the home is a spacious eat-in kitchen, perfectly positioned off a cozy enclosed porch-ideal for your morning coffee or evening relaxation. The

  Sherry Cosmos Proe Regency Real Estate, LLC

  60 Heath St, Oakville, CT 06779
• 

  $650,000 Sold Dec 22, 2025

  15 Deer Run Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 3,164 Sq Ft
  • Built 1993

  Last Sold Summary

  • $205/SF
  • 61 Days On Market

  Current Estimated Value $664,626

  Last Listing Agent Jessica Boswell LPT Realty

  15 Deer Run Rd, Watertown, CT 06795
• 

  Est $340,043 Not Listed For Sale

  40 High St, Watertown, CT 06795

  • 3 Beds
  • 1 Bath
  • 977 Sq Ft
  • Built 1958

  40 High St, Watertown, CT 06795

  Last Sold Summary

  • 2% Above List Price
  • $343/SF
  • 45 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Wayne Watt Jr. THE CONNECTICUT AGENCY LLC
• 

  

  /31

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft

  103 Hollow Rd, Watertown, CT 06795

  Set in a desirable location, this Watertown home offers a flexible layout and a great opportunity to make it your own. The main level includes a comfortable living room with a pellet stove, an eat-in kitchen with generous cabinet space and backyard views, a family room, a main floor bedroom, and an updated full bath. Upstairs, there are two additional bedrooms, providing a practical separation of

  Taylor O'Keefe Drakeley Real Estate, Inc.

  103 Hollow Rd, Watertown, CT 06795
• 

  $355,000 Sold Jun 18, 2025

  45 Linden St, Oakville, CT 06779

  • 4 Beds
  • 3 Baths
  • 2,009 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $177/SF
  • 47 Days On Market

  Current Estimated Value $374,386

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  45 Linden St, Oakville, CT 06779

Showing Results 121 - 160, Page 4 of 18