Watertown, CT Homes

• 

  Est $581,026

  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

  • 27 Days On Market

  Last Listing Agent Melissa Kearns Great Estates, CT
• 

  

  /2

  $515,560

  New Construction 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 Lovley Century 21 AllPoints Realty

  65 Turnberry Ct Unit 15, Watertown, CT 06795
• 

  $385,000

  Sold Jul 01, 2026

  57 Barnes Rd, Watertown, CT 06795

  • 4 Beds
  • 1 Bath
  • 1,580 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • $244/SF
  • 4 Days On Market

  Current Estimated Value $352,438

  Last Listing Agent DONNA MEMBRINO William Pitt Sotheby's Int'l

  57 Barnes Rd, Watertown, CT 06795
• 

  Est $315,444

  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

  • 11 Days On Market

  Last Listing Agent Greg DeFazio Greg DeFazio
• 

  

  

  /36

  $380,000

  $20K PRICE DROP Pending

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

  70 Laurel Ridge, Oakville, CT 06779

  This spacious high ranch offers 3 bedrooms and 2.5 baths, perfectly situated on a private .79 acre cul-de-sac property. Features include a 2 car garage, central air conditioning, and a cozy pellet stove for added comfort. The home boasts a large eat-in kitchen with sliders leading to a deck, ideal for entertaining or relaxing outdoors. Enjoy generous living space both inside and out in this

  Lee Palmieri Lamacchia Realty

  70 Laurel Ridge, Oakville, CT 06779
• 

  $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 Regency Real Estate, LLC

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

  Est $422,581

  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

  • 38 Days On Market

  Last Listing Agent Marybeth Hauser West View Properties, LLC
• 

  

  /40

  $649,900

  $9K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  65 J Ryan Way, Watertown, CT 06795

  Like new Colonial in a prime location convenient to commuting, shopping, and local amenities. This energy-efficient home features a spacious open-concept layout that seamlessly connects the kitchen, dining area, and living room, all accented by beautiful hardwood floors throughout. The living room offers sliding glass doors leading to the deck and fenced side yard, perfect for indoor-outdoor

  Wendy Brazauskas Coldwell Banker Realty

  65 J Ryan Way, Watertown, CT 06795
• 

  $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 $350,988

  Last Listing Agent Martha Chouinard Showcase Realty, Inc.

  102 Winslow Dr, Watertown, CT 06795
• 

  Est $170,689

  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

  • 7 Days On Market

  Last Listing Agent Matthew Miale KW Legacy Partners
• 

  

  /40

  $369,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  161 Chestnut Grove Rd, Watertown, CT 06795

  Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the

  Dawn Ciappetta Coldwell Banker Realty

  161 Chestnut Grove Rd, 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 $318,209

  Last Listing Agent Anna Zastem Macchio William Raveis Real Estate

  25 Edward Ave, Watertown, CT 06795
• 

  Est $299,873

  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

  • 90 Days On Market

  Last Listing Agent Sidney Nazario Coldwell Banker Realty
• 

  

  /31

  $585,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,376 Sq Ft

  296 Concord Dr, Watertown, CT 06795

  Surprise!! Surprise!! Not one to miss!!! This is a lovely 4 bedroom Farmhouse Colonial with large front porch for sipping coffee in the a.m or a cold one at night!! Potential in-law set up in finished basement set in desirable neighborhood!!! This beauty is set on a 1 acre, beautifully landscaped and manicured corner level lot, flanked by charming woods in the back yard for privacy. 1ST FLOOR

  ALEX VELEZIS Velezis Realty

  296 Concord Dr, 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 $427,186

  Last Listing Agent Marybeth Hauser West View Properties, LLC

  58 Trumbull St, Watertown, CT 06795
• 

  Est $556,746

  Not Listed For Sale

  603 Hinman Rd, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft
  • Built 2006

  603 Hinman Rd, Watertown, CT 06795

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent John Donato Jr Showcase Realty, Inc.
• 

  

  /34

  $219,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  Unlisted Address

  You don't want to miss this rare chance to own an updated first-floor, ranch-style, end-unit condo in the highly desirable Highgate community! Perfectly situated at the top of the hill close to the pool, this two bedroom unit offers peaceful, scenic surroundings and an amazing backyard view. Step inside to find an attractive remodeled kitchen featuring stylish cabinets, granite countertops, tile

  Deborah Benjamin Showcase Realty, Inc.

  Unlisted Address
• 

  $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 $398,533

  Last Listing Agent Dawn Cabral West View Properties, LLC

  101 Cutler St, Watertown, CT 06795
• 

  Est $258,546

  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

  • 36 Days On Market

  Last Listing Agent Stephanie Varrone Showcase Realty, Inc.
• 

  

  /25

  $359,900

  $15K PRICE DROP Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  38 Highwood Ave, Oakville, CT 06779

  REDUCED! Watertown/Oakville Raised Ranch in desirable quiet neighborhood! Property includes a living room with a fireplace, three bedrooms, and one and a half baths. Updated kitchen with stainless steel appliances. Lower level provides a large, finished family room, plus an additional large sunroom and another den/office area. Nice deck leading out to level yard. Efficient propane hot water heat,

  James Kane Showcase Realty, Inc.

  38 Highwood Ave, Oakville, CT 06779
• 

  $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 $904,872

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  168 Bella Vista Dr, Watertown, CT 06795
• 

  Est $824,900

  Not Listed For Sale

  109 Old Farms Rd, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 3,763 Sq Ft
  • Built 1983

  109 Old Farms Rd, Watertown, CT 06795

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Ken Demirs Regency Real Estate, LLC
• 

  

  /30

  $205,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  245 Cherry Ave Unit A24, Watertown, CT 06795

  Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample

  Kendra Bobowick Berkshire Hathaway NE Prop.

  245 Cherry Ave Unit A24, Watertown, CT 06795
• 

  $450,000

  Sold Mar 31, 2026

  87 Litchfield Rd, Watertown, CT 06795

  • 5 Beds
  • 2 Baths
  • 3,032 Sq Ft
  • Built 1910

  Last Sold Summary

  • $148/SF
  • 12 Days On Market

  Current Estimated Value $452,181

  Last Listing Agent David Borges The Borges Group LLC

  87 Litchfield Rd, Watertown, CT 06795
• 

  Est $347,754

  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

  • 45 Days On Market

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

  

  /35

  $399,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  52 Wheeler St, Watertown, CT 06795

  Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. This home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes you with a classic wraparound porch, featuring a screened-in section

  Jaider Osorno Alpha Capital Realty, LLC

  52 Wheeler St, 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 $316,456

  Last Listing Agent Kentrell Brown eXp Realty

  180 Williamson Cir, Oakville, CT 06779
• 

  Est $358,480

  Not Listed For Sale

  319 Thomaston Rd Unit 42, Watertown, CT 06795

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1986

  319 Thomaston Rd Unit 42, Watertown, CT 06795

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Debbie Lupo Regency Real Estate, LLC
• 

  

  /37

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  82 Nova Scotia Hill Rd, Watertown, CT 06795

  Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The

  Pierre Moran William Pitt Sotheby's Int'l

  82 Nova Scotia Hill Rd, Watertown, CT 06795
• 

  $355,000

  Sold May 22, 2026

  19 Henry St, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 956 Sq Ft
  • Built 1930

  Last Sold Summary

  • 15% Below List Price
  • $371/SF
  • 156 Days On Market

  Current Estimated Value $347,747

  Last Listing Agent Marvel Mendez KW Legacy Partners

  19 Henry St, Oakville, CT 06779
• 

  Est $431,392

  Not Listed For Sale

  67 Highland Ave, Watertown, CT 06795

  • 3 Beds
  • 3 Baths
  • 2,138 Sq Ft
  • Built 1920

  67 Highland Ave, Watertown, CT 06795

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Jim Treanor Jr ERA Treanor Real Estate
• 

  

  /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
• 

  $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 $362,413

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  150 Barnes Rd, Watertown, CT 06795
• 

  Est $331,385

  Not Listed For Sale

  546 Sunnyside Ave, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft
  • Built 1935

  546 Sunnyside Ave, Oakville, CT 06779

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Flamur Canaj Coldwell Banker Realty
• 

  

  /32

  $429,999

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  332 Williamson Cir, Oakville, CT 06779

  ***HIGHEST & BEST DEADLINE MONDAY 9PM 7/27/26*** THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless

  Michael Bianca Showcase Realty, Inc.

  332 Williamson Cir, Oakville, CT 06779
• 

  $328,000

  Sold Mar 20, 2026

  80 Lancaster St, Oakville, CT 06779

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1954

  Last Sold Summary

  • 9% Above List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $325,355

  Last Listing Agent Jasmin Kissane Simple Key

  80 Lancaster St, Oakville, CT 06779
• 

  Not Listed For Sale

  62 Eaton St, Oakville, CT 06779

  • 6 Beds
  • 4 Baths
  • 3,999 Sq Ft
  • Built 1938

  62 Eaton St, Oakville, CT 06779

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Brian Mitchard Simple Key
• 

  

  /24

  $279,999

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,624 Sq Ft

  82 Porter St, Watertown, CT 06795

  $279,999 When would you like to see it? 82 Porter Street, Watertown, CT 06795. 3-bedroom, 1-bath single-family home built in 1919. Nestled on a generous 0.52-acre level lot. Sold twice at $300,000. Full inspection report available. Asbetos removed, oil tank removed and radon system being installed before close. Whether you are a first-time buyer looking to build sweat equity, a renovator seeking

  Steve Schappert Connecticut Real Estate

  82 Porter St, Watertown, CT 06795
• 

  $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 $689,808

  Last Listing Agent Jessica Boswell LPT Realty

  15 Deer Run Rd, Watertown, CT 06795
• 

  Est $338,464

  Not Listed For Sale

  25 Park Ln, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1955

  25 Park Ln, Oakville, CT 06779

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Dot Dorso Lamacchia Realty

Showing Results 121 - 160, Page 4 of 18