Watertown, CT Homes

• 

  Est $522,176

  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

  Last Listing Agent David McDuff West View Properties, LLC
• 

  

  

  /31

  $645,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,343 Sq Ft

  240 Skilton Rd, Watertown, CT 06795

  Off a quiet country road this circa 1941 Cape Cod style home is perched privately in the center of an idylic eight acre country estate. Reimagined and renovated 3 bedroom 3.5 bath 3343 square foot home features expanded kitchen, updated baths, new carpet, built-ins, and is ready for its new owner! Closets galore. New roof, new ductless mini split system. Upper level master bedroom suite boasts

  George Mclean William Raveis Real Estate

  240 Skilton Rd, 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 Regency Real Estate, LLC

  243 Echo Lake Rd Unit B-8, Watertown, CT 06795
• 

  Est $340,191

  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

  Last Listing Agent Alyssa Gambell William Raveis Real Estate
• 

  

  

  /27

  $549,000

  $40K PRICE DROP

  • Land
  • 18.26 Acres
  • $30,066 per Acre

  2581 Litchfield Rd, Watertown, CT 06795

  Beautiful Litchfield County land, 18.26 Acres, with year round cottage & post and beam barn with loft. Live in the cottage while building or relax and enjoy and leave the land as a legacy for future generations! Options include year round cottage living, hunting,cross country skiing, BMX, Snowmobiling, ATVing, etc. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has a

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
• 

  $530,000

  Sold Jun 02, 2026

  58 Steele Brook Rd, Watertown, CT 06795

  • 4 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • Built 1939

  Last Sold Summary

  • 8% Above List Price
  • $281/SF
  • 82 Days On Market

  Current Estimated Value $508,547

  Last Listing Agent Shelley Drakeley Drakeley Real Estate, Inc.

  58 Steele Brook Rd, Watertown, CT 06795
• 

  Est $227,093

  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

  Last Listing Agent Liz Eriksen Gooseboro Realty
• 

  

  /27

  $369,900

  • 2 Beds
  • 2.5 Baths
  • 1,684 Sq Ft

  319 Thomaston Rd Unit 106, Watertown, CT 06795

  MOVE RIGHT IN TO THIS LOVELY CONDO SET IN SOUGHT AFTER COMMUNITY! OPEN THE NUMEROUS WINDOWS & ENJOY SUNLIGHT & FRESH AIR THROUGHOUT YOUR HOME! BRIGHT KITCHEN WITH NEW STAINLESS STEEL APPLIANCES & BREAKFAST BAR. DINING ROOM WITH HARDWOOD FLOORING & SLIDERS TO DECK. LIVING ROOM IS ENHANCED BY COZY FIREPLACE & HARDWOOD FLOORING. HALF BATH & ADDITIONAL ROOM WITH POTENTIAL FOR DEN, OFFICE OR 3RD

  Wilson Lamas Regency Real Estate, LLC

  319 Thomaston Rd Unit 106, Watertown, CT 06795
• 

  $750,000

  Sold Sep 21, 2026

  195 Hinman Rd, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,926 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $191/SF
  • 149 Days On Market

  Current Estimated Value $746,084

  Last Listing Agent Greg DeFazio Greg DeFazio

  195 Hinman Rd, Watertown, CT 06795
• 

  Est $216,613

  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

  Last Listing Agent Jackie Desmarais Showcase Realty, Inc.
• 

  

  /31

  $325,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  39 Killorin Rd, Watertown, CT 06795

  Escape to this 2 bedroom knotty pine cottage/ranch nestled on 2.5 picturesque acres in one of the most desirable locations in Watertown. Let your design style run wild because all the BIG ticketed mechanicals have all been updated. All you need to focus on is creating a space that reflects your unique design style. UPDATES include: NEW SEPTIC System installed 2010, NEW Roof, (GAF Timberline

  Martha Chouinard Showcase Realty, Inc.

  39 Killorin Rd, Watertown, CT 06795
• 

  $365,000

  Sold Apr 27, 2026

  22 Hamilton Ln, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1929

  Last Sold Summary

  • 7% Above List Price
  • $295/SF
  • 25 Days On Market

  Current Estimated Value $356,992

  Last Listing Agent Liz Squillacote William Pitt Sotheby's Int'l

  22 Hamilton Ln, Watertown, CT 06795
• 

  Est $496,251

  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

  Last Listing Agent Devon O'Neill Litchfield Hills Properties LLC
• 

  

  /16

  $159,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  237 Porter St Unit 237, Watertown, CT 06795

  Rare opportunity to own this well-maintained condo as a part of 5-unit condo association with low taxes and easy to manage. Property features kitchen with tile flooring, living room with new laminate flooring and sliding door that leads to a wooded patio for relaxing or family gatherings. The 2 good sized bedrooms are located on the back of the unit, and both have laminate flooring. Currently is

  Koco Pela William Raveis Real Estate

  237 Porter St Unit 237, 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 $825,002

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  57 Joshua Town Rd, Watertown, CT 06795
• 

  Est $498,294

  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

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.
• 

  

  /27

  $279,900

  Pending

  • 4 Beds
  • 1 Bath
  • 1,461 Sq Ft

  54 Litchfield Rd, Watertown, CT 06795

  Rich in history, this enchanting 1869 Colonial welcomes you with its traditional architecture and classic layout. The main floor boasts distinct living spaces, including a warm living room, a gracious dining room, and an intimate den that invites relaxation. Four generously sized bedrooms offer ample space for family or guests. Outside, a standalone detached garage adds functionality while

  Sherry Cosmos Proe Regency Real Estate, LLC

  54 Litchfield Rd, 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 $507,138

  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

  Last Listing Agent Dibran Trepca Meridian Realty Group LLC
• 

  /2

  $50,000

  $20K PRICE DROP

  • Land
  • 26,136 Sq Ft
  • $83,333 per Acre

  Falls Ave Falls Ave, Watertown, CT 06795

  This listing is for a vacant parcel of land zoned as residential general. You cannot build on this land due to the amount of road frontage. It would be an ideal parcel for storage. Land can be walked at any time. Please be respectful of both local businesses nearby.

  Jessica Fedorich Stone Crest Realty LLC

  Falls Ave Falls Ave, 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 $321,763

  Last Listing Agent Thomas Mele Social & Co Realty

  20 Dickerman St, Watertown, CT 06795
• 

  Est $643,004

  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

  • 15 Days On Market

  Last Listing Agent Sindy Butkus Klemm Real Estate Inc
• 

  

  /29

  $864,900

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,893 Sq Ft

  555 Davis St, Oakville, CT 06779

  Single Owner - Custom Built 3093sqft all Brick and Stone Colonial set on 6.11 estate like acres with heated in-ground swimming pool, pool house, basketball court, and plenty of parking. Potential for further development with additional 1 acre lot included. Quality construction includes hardwood, tile, and granite countertops throughout. Living room with Fireplace and crown molding. Dining room

  John Donato Jr Showcase Realty, Inc.

  555 Davis St, Oakville, CT 06779
• 

  $149,900

  Sold Apr 17, 2026

  429 Main St, Watertown, CT 06795

  • Land
  • 10,018 Sq Ft
  • $651,739 per Acre

  Last Sold Summary

  • 245 Days On Market

  Current Estimated Value $154,279

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  429 Main St, Watertown, CT 06795
• 

  Est $279,359

  Not Listed For Sale

  37 Eustis St, Oakville, CT 06779

  • 2 Beds
  • 1 Bath
  • 945 Sq Ft
  • Built 1940

  37 Eustis St, Oakville, CT 06779

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Lisa McCarthy Coldwell Banker Realty
• 

  

  /19

  $199,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  239 Porter St, Watertown, CT 06795

  Here is the chance to get your hands on a well maintained and rare 3 units condos sold together as a part of 5-unit association with long-term tenants in place. Current unit is leased for $1500 per month and has 2 bedrooms and 1 bath, kitchen and living room, all in a good condition and updated throughout years. Kitchen has nice cabinets and laminate flooring put in lately and extends on the

  Koco Pela William Raveis Real Estate

  239 Porter St, Watertown, CT 06795
• 

  $775,000

  Sold Aug 20, 2026

  1460 Guernseytown Rd, Watertown, CT 06795

  • 5 Beds
  • 3.5 Baths
  • 3,475 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $223/SF
  • 118 Days On Market

  Current Estimated Value $771,365

  Last Listing Agent Sid Elahmad Crystal Realty, LLC

  1460 Guernseytown Rd, Watertown, CT 06795
• 

  Est $424,730

  Not Listed For Sale

  58 Trumbull St, Watertown, CT 06795

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

  58 Trumbull St, Watertown, CT 06795

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Marybeth Hauser West View Properties, LLC
• 

  

  /40

  $579,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft

  116 Pond View Dr, Watertown, CT 06795

  Welcome to this beautifully maintained three-bedroom ranch nestled in one of Watertown's most sought-after neighborhoods. From the moment you step inside, you'll appreciate the bright, inviting atmosphere and comfortable layout. The spacious living room with a gas fireplace seamlessly flows into the updated kitchen, featuring stainless steel appliances, ample cabinetry, and plenty of workspace.

  David Aurigemma Regency Real Estate, LLC

  116 Pond View Dr, Watertown, CT 06795
• 

  $355,000

  Sold Jun 15, 2026

  112 Woodruff Ave Unit B, Watertown, CT 06795

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

  Last Sold Summary

  • 8% Below List Price
  • $224/SF
  • 1 Day On Market

  Current Estimated Value $367,193

  Last Listing Agent Ryan Casey William Raveis Real Estate

  112 Woodruff Ave Unit B, Watertown, CT 06795
• 

  Est $325,040

  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

  • 9 Days On Market

  Last Listing Agent Vincent DeVico Showcase Realty, Inc.
• 

  

  /30

  $380,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,484 Sq Ft

  16 Slade Terrace, Oakville, CT 06779

  16 Slade Ter is a residence with a functional layout and comfortable living spaces throughout. The kitchen features an accent backsplash and stainless steel appliances, creating a well-equipped space for cooking and entertaining. Interior paint extends throughout. The primary bathroom includes double sinks for everyday convenience. A deck extends the living space outdoors, creating ample room for

  Daniel Beirne Opendoor Brokerage LLC

  16 Slade Terrace, Oakville, CT 06779
• 

  $566,825

  Sold Apr 02, 2026

  34 Wentworth Ct Unit 13, Watertown, CT 06795

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • Built 2025

  Last Sold Summary

  • $314/SF
  • 0 Days On Market

  Last Listing Agent Renee Lovley Century 21 AllPoints Realty

  34 Wentworth Ct Unit 13, Watertown, CT 06795
• 

  Est $701,982

  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

  • 6 Days On Market

  Last Listing Agent Justin Guerrera Regency Real Estate, LLC
• 

  

  /39

  $469,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,345 Sq Ft

  183 Plainfield Dr, Oakville, CT 06779

  Welcome to this beautifully updated raised ranch with IN-LAW STYLE SET-UP! Step inside to a spacious living room featuring a cozy gas fireplace and gleaming oak hardwood flooring that flows throughout the main level. The open-concept layout seamlessly connects the living room to the bright, updated kitchen, complete with stainless steel appliances and plenty of cabinet space. Just off the

  David Aurigemma Regency Real Estate, LLC

  183 Plainfield Dr, Oakville, CT 06779
• 

  $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 $434,810

  Last Listing Agent Deborah Benjamin Showcase Realty, Inc.

  37 Booth Ave Unit 6, Oakville, CT 06779
• 

  Est $792,044

  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

  • 20 Days On Market

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

  

  /11

  $54,900

  • Studio
  • 1 Bath
  • 376 Sq Ft

  243 Porter St, Watertown, CT 06795

  Opportunity is knocking to get to an investment property with less work to maintain and increase your profits as you go. The stand-alone building condo/studio is part of a 5-unit association with low taxes, which make it more appealing to investors or owner occupied alike. Currently rented to a long-term tenant this unit is basically one bedroom, one bath, kitchen and living area good enough for

  Koco Pela William Raveis Real Estate

  243 Porter St, 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 $492,799

  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

  • 22 Days On Market

  Last Listing Agent Susan Holway SH Properties

Showing Results 81 - 120, Page 3 of 18