Watertown, CT Homes

• 

  

  

  /19

  $349,900 Pending

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

  301 Winslow Dr, Watertown, CT 06795

  **HIGHEST & BEST OFFERS TO BE SUBMITTED BY FRIDAY 2/20/26 BEFORE 9:00 A.M.** Elegant end-unit townhouse, impeccably maintained and rich in comfort and style. This spacious five-room residence offers exceptional privacy with tranquil wooded views, complemented by a generous deck and a charming front porch ideal for morning coffee or evening relaxation. The thoughtfully designed interior features a

  Lynn LaForme Regency Real Estate, LLC

  301 Winslow Dr, 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 $373,331

  Last Listing Agent Christina Moulthrop Showcase Realty, Inc.

  29 Franklin Ave, Oakville, CT 06779
• 

  Est $496,241 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

  • 1% Below List Price
  • $249/SF
  • 200 Days On Market

  Last Sold Price $499,900

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.
• 

  

  

  /5

  $800,000

  • Land
  • 14 Acres
  • $57,143 per Acre

  0 French St Unit 170375652, Watertown, CT 06795

  Presenting French Hill Estates; an 18 LOT WOODED APPROVED SUBDIVISION! Nestled in the hills of Litchfield County. This subdivision is in an R-12.5 zone and features lots for everyone. They range from 13,800 square feet up to 69,129 square feet. The subdivision creates its own ambiance on 14 ACRES with a varying wooded topography that affords a measure of privacy, two conservation easements, a

  David Aurigemma Regency Real Estate, LLC

  0 French St Unit 170375652, 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 $190,501

  Last Listing Agent Judy White THE CONNECTICUT AGENCY LLC

  699 Main St, Watertown, CT 06795
• 

  Est $370,242 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

  • 11% Above List Price
  • $299/SF
  • 25 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Dina Batista RE/MAX
• 

  

  /9

  $99,000

  • Land
  • 2.75 Acres
  • $36,000 per Acre

  0 Old Colonial Rd, Oakville, CT 06779

  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, Oakville, CT 06779
• 

  $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 $384,019

  Last Listing Agent Sherry Cosmos Proe Regency Real Estate, LLC

  71 Concord Dr, Watertown, CT 06795
• 

  Est $483,783 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

  • 4% Above List Price
  • $195/SF
  • 102 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Dibran Trepca Meridian Realty Group LLC
• 

  

  /11

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,167 Sq Ft

  23 Woodpark Dr, Watertown, CT 06795

  Cape Cod style home set in established residential neighborhood. Updated kitchen with center island and lots of cabinet space. Primary bedroom on main floor. Bright living room with fireplace. Hardwood floors. Open porch overlooks a private wooded back yard. Set in close proximity to schools, shopping & highways. HUD home sold as-is. Financing: Cash, FHA & Conventional.

  Jeffrey Corcoran Corcoran Properties, LLC

  23 Woodpark Dr, 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 $624,680 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

  • 3% Above List Price
  • $254/SF
  • 15 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Sindy Butkus Klemm Real Estate Inc
• 

  

  /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
• 

  $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 $516,210

  Last Listing Agent Jacqueline Ruppert Berkshire Hathaway NE Prop.

  238 North St, Watertown, CT 06795
• 

  Est $312,080 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

  • 36% Above List Price
  • $147/SF
  • 9 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Vincent DeVico Showcase Realty, Inc.
• 

  /2

  $515,560 Pending

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

  65 Turnberry Ct Unit 15, 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

  65 Turnberry Ct Unit 15, 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 $790,473

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  57 Joshua Town Rd, Watertown, CT 06795
• 

  Est $400,589 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

  • 10% Above List Price
  • $295/SF
  • 3 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Amy Vayan BHGRE Gaetano Marra Homes
• 

  

  /28

  $349,000 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,344 Sq Ft

  106 Augusta St, Oakville, CT 06779

  Welcome to this 4-bedroom, 1-bath home that offers a great layout and plenty of room to make it your own. The home features a large backyard with an above-ground pool, ideal for seasonal outdoor enjoyment. Conveniently located near shopping, dining, and local amenities. A great opportunity to add personal touches and make it your own.

  Emmannuel Pina eXp Realty

  106 Augusta St, 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 $760,502

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  81 Joshua Town Rd, Watertown, CT 06795
• 

  Est $682,337 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

  • 4% Above List Price
  • $213/SF
  • 6 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Justin Guerrera Regency Real Estate, LLC
• 

  

  /30

  $394,900

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  93 Sunnyside Ave, Oakville, CT 06779

  Situated on a quiet street, this beautifully renovated Colonial offers nearly 1,700 SF of open, modern living space with 3 bedrooms and 2 full bathrooms. Renovated from top to bottom-inside and out-this home truly checks all the boxes. The main level features a bright, sun-filled living room with vinyl hardwood floors that flows seamlessly into the updated dining area and eat-in kitchen, complete

  Amanda Sheehan Oxford Realty

  93 Sunnyside Ave, Oakville, CT 06779
• 

  $285,000 Sold Jun 09, 2025

  146 Ball Farm Rd, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,119 Sq Ft
  • Built 1923

  Last Sold Summary

  • 7% Below List Price
  • $255/SF
  • 38 Days On Market

  Current Estimated Value $285,735

  Last Listing Agent Joe Wren William Raveis Real Estate

  146 Ball Farm Rd, Oakville, CT 06779
• 

  Est $573,016 Not Listed For Sale

  253 Hollow Rd, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 2,841 Sq Ft
  • Built 2004

  253 Hollow Rd, Watertown, CT 06795

  Last Sold Summary

  • 33% Above List Price
  • $151/SF
  • 56 Days On Market

  Last Sold Price $429,900

  Last Listing Agent Dawn Cabral West View Properties, LLC
• 

  /2

  $625,713 Pending

  • 3 Beds
  • 2 Baths
  • 2,407 Sq Ft

  19 Wentworth Ct Unit 8, 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

  19 Wentworth Ct Unit 8, 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 $747,168 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

  • 7% Above List Price
  • $213/SF
  • 20 Days On Market

  Last Sold Price $700,000

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

  /2

  $512,741 Pending

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

  44 Wentworth Ct Unit 10, 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

  44 Wentworth Ct Unit 10, 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 $272,532

  Last Listing Agent Thomas Mele Dorrance Realty

  20 Dickerman St, Watertown, CT 06795
• 

  Est $483,941 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

  • 2% Above List Price
  • $236/SF
  • 22 Days On Market

  Last Sold Price $475,300

  Last Listing Agent Susan Holway SH Properties
• 

  

  /7

  $1,200,000

  • Land
  • 83.99 Acres
  • $14,287 per Acre

  00 Litchfield Rd, Watertown, CT 06795

  An exceptional opportunity to acquire / develop 84.01 of land on Litchfield Road in Watertown, Connecticut. The portion with frontage is zoned R-30 consists of 27.38 acres. The other portion consisting of 56.63 Acres is situated in the R-70 Zone Residential land with frontage on Butternut Lane. [BUTTERNUT ROAD IS SUBSTANDARD & PAPER IN PART] This expansive parcel offers outstanding potential for

  Robert Ghent Ghent Realty Advisors

  00 Litchfield Rd, 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 $414,399

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.

  37 Booth Ave Unit 6, Oakville, CT 06779
• 

  Est $302,583 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

  • 12% Above List Price
  • $205/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Brian Macharelli Better Living Realty, LLC
• 

  

  /23

  $599,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  2581 Litchfield Rd, Watertown, CT 06795

  Cottage with post and beam Barn with loft on 15+ acres. Fields, woods, small pond, farm. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or other storage a wash stall, and a finished loft apartment with kitchen, living areas, bedroom and bathroom. Options include practicing agriculture, hunting, relaxing and building an estate. Additional land available for a house. See MLS

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, 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
• 

  Est $315,190 Not Listed For Sale

  8 Lewis Dr, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1955

  8 Lewis Dr, Oakville, CT 06779

  Last Sold Summary

  • 17% Above List Price
  • $260/SF
  • 31 Days On Market

  Last Sold Price $270,000

  Last Listing Agent RuthAnne Salvatore Coldwell Banker Realty
• 

  

  /40

  $649,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,438 Sq Ft

  57 Bayview Cir, Watertown, CT 06795

  This Contemporary home sits in one of Watertown's most desirable neighborhoods and offers stunning views of the rolling Litchfield Hills. Enter through the foyer with its vaulted ceilings open to the living room above, which features an impressive wall of windows, a gas fireplace, and a powder room. Adjacent to the living room are the dining room - with access to the large two story deck - and

  Matt McElhone William Pitt Sotheby's Int'l

  57 Bayview Cir, Watertown, CT 06795
• 

  $189,900 Sold Jul 17, 2025

  243 Echo Lake Rd Unit 4, Watertown, CT 06795

  • 1 Bed
  • 1 Bath
  • 676 Sq Ft
  • Built 2025

  Last Sold Summary

  • $281/SF
  • 121 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

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

  Est $344,502 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

  • 3% Above List Price
  • $180/SF
  • 9 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Lynn LaForme Regency Real Estate, LLC
• 

  

  /27

  $364,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,875 Sq Ft

  319 Thomaston Rd Unit 75, Watertown, CT 06795

  A home like this makes it easy to fall in love! Imagine moving into a place that already feels like home. Functionality at its finest with a main living level that effortlessly flows. Enjoy the beautiful hardwood floors and wood burning fireplace in the living room. Admire the view of tastefully updated kitchen and outdoors featuring your private deck from the comfort of your dining room that

  Tami Hoxhallari Lotus Realty Group, LLC.

  319 Thomaston Rd Unit 75, Watertown, CT 06795

Showing Results 81 - 120, Page 3 of 18