Watertown, CT Homes

• 

  Est $336,485

  Not Listed For Sale

  75 Woolson St, Watertown, CT 06795

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1830

  75 Woolson St, Watertown, CT 06795

  Last Sold Summary

  • 68 Days On Market
• 

  

  /2

  $69,500

  • Land
  • 35.2 Acres
  • $1,974 per Acre

  TBD (Lot 28) 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 28) Deer Trail Ct, Pueblo, CO 81004
• 

  $615,000

  Sold May 15, 2026

  173 Pond View Dr, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 2,106 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $292/SF
  • 48 Days On Market

  Current Estimated Value $595,199

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  173 Pond View Dr, Watertown, CT 06795
• 

  Est $329,229

  Not Listed For Sale

  39 Manila St, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 1927

  39 Manila St, Oakville, CT 06779

  Last Sold Summary

  • 34 Days On Market
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  Addison Plan at Turnberry Estates, Watertown, CT 06795

  Lovley Development Builder

  27 Turnberry Ct Unit 39414666, Watertown, CT 06795
• 

  $365,000

  Sold Mar 18, 2026

  120 Williamson Cir, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1956

  Last Sold Summary

  • 8% Below List Price
  • $211/SF
  • 194 Days On Market

  Current Estimated Value $365,174

  Last Listing Agent Antonio Marrero Dave Jones Realty, LLC

  120 Williamson Cir, Oakville, CT 06779
• 

  Est $459,124

  Not Listed For Sale

  389 Concord Dr, Watertown, CT 06795

  • 3 Beds
  • 3.5 Baths
  • 1,774 Sq Ft
  • Built 1984

  389 Concord Dr, Watertown, CT 06795

  Last Sold Summary

  • 60 Days On Market
• 

  

  /34

  $430,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  319 Thomaston Rd Unit 77, Watertown, CT 06795

  Welcome to Watertown Old Farms, one of Litchfield County's most Tranquil and Highly Desirable Communities. Rarely available, this Meticulously Maintained Ranch-Style End Unit offers a Private Deck and Convenient Direct Access from the Garage. The beautifully updated kitchen features stainless steel appliances, abundant cabinets, a cathedral ceiling with skylights, and opens seamlessly to a

  Sharon Martino Regency Real Estate, LLC

  319 Thomaston Rd Unit 77, Watertown, CT 06795
• 

  $315,000

  Sold Feb 13, 2026

  46 Eddy St, Oakville, CT 06779

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 55 Days On Market

  Current Estimated Value $310,550

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  46 Eddy St, Oakville, CT 06779
• 

  Est $316,042

  Not Listed For Sale

  22 Sunset Ave, Watertown, CT 06795

  • 3 Beds
  • 1 Bath
  • 1,299 Sq Ft
  • Built 1880

  22 Sunset Ave, Watertown, CT 06795

  Last Sold Summary

  • 3 Days On Market
• 

  

  /13

  $240,000

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

  245 Cherry Ave Unit E24, Watertown, CT 06795

  Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this

  Montanna Lambrecht RE/MAX RISE

  245 Cherry Ave Unit E24, Watertown, CT 06795
• 

  $725,000

  Sold Jun 30, 2025

  569 Lake Winnemaug Rd, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,858 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $188/SF
  • 63 Days On Market

  Current Estimated Value $743,401

  Last Listing Agent Laura Rose RE/MAX RISE

  569 Lake Winnemaug Rd, Watertown, CT 06795
• 

  Est $500,578

  Not Listed For Sale

  30 Highland Ave, Watertown, CT 06795

  • 5 Beds
  • 2 Baths
  • 2,747 Sq Ft
  • Built 1890

  30 Highland Ave, Watertown, CT 06795

  Last Sold Summary

  • 63 Days On Market
• 

  

  /7

  $740,000

  • Land
  • 14 Acres
  • $52,857 per Acre

  0 French St Unit 24181208, Watertown, CT 06795

  PRESENTING FRENCH HILL ESTATES - a rare, FULLY APPROVED-SHOVEL READY, 18-lot subdivision in desirable Watertown, CT! This development offers an immediate opportunity to break ground, WITH APPROVALS IN PLACE UNTIL 2029, eliminating years of planning and zoning/wetland delays. Set on approximately 14 scenic acres in an R-12.5 zone, the subdivision includes 18 approved lots ranging from 13,800 to

  David Aurigemma Regency Real Estate, LLC

  0 French St Unit 24181208, Watertown, CT 06795
• 

  $332,000

  Sold Jun 10, 2026

  193 Plainfield Dr, Oakville, CT 06779

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 80 Days On Market

  Current Estimated Value $338,908

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  193 Plainfield Dr, Oakville, CT 06779
• 

  Est $377,776

  Not Listed For Sale

  109 Pawnee Rd, Watertown, CT 06795

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft
  • Built 1945

  109 Pawnee Rd, Watertown, CT 06795

  Last Sold Summary

  • 20 Days On Market
• 

  

  /28

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  325 Georgetown Dr, Watertown, CT 06795

  Welcome to this exceptional one-owner Colonial, where timeless elegance meets meticulous care. Offering 3 spacious bedrooms, 2.5 baths, and a walk-up attic with endless possibilities for future living space, this home has been lovingly maintained and thoughtfully cared for throughout the years. An inviting front porch sets the tone, providing the perfect spot to enjoy your morning coffee, unwind

  Lynn LaForme Regency Real Estate, LLC

  325 Georgetown Dr, Watertown, CT 06795
• 

  $280,000

  Sold Mar 24, 2026

  117 Cherry Ave, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,552 Sq Ft
  • Built 1938

  Last Sold Summary

  • 25% Below List Price
  • $180/SF
  • 117 Days On Market

  Current Estimated Value $301,159

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  117 Cherry Ave, Watertown, CT 06795
• 

  Est $341,789

  Not Listed For Sale

  107 Falls Ave, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 1939

  107 Falls Ave, Oakville, CT 06779

  Last Sold Summary

  • 11 Days On Market
• 

  

  /34

  $625,000

  Under Contract

  • 6 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  431 Winding Brook Farm Rd, Watertown, CT 06795

  6 Bedroom Home with two main living spaces connected but with separate entries in desirable Winding Brook Farms set on gorgeous 1.44 acre lot. Remodeled eat-in-kitchen with hardwood floors, granite countertops, stainless steel appliances, breakfast bar, tile backsplash and pantry. Family room with hardwood floors, fireplace and skylights. Traditional living room and dining room both with hardwood

  John Donato Jr Showcase Realty, Inc.

  431 Winding Brook Farm Rd, Watertown, CT 06795
• 

  $555,000

  Sold Jun 12, 2026

  117 Whispering Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Above List Price
  • $241/SF
  • 24 Days On Market

  Current Estimated Value $466,767

  Last Listing Agent Don Orsini West View Properties, LLC

  117 Whispering Hill Rd, Watertown, CT 06795
• 

  Est $353,457

  Not Listed For Sale

  319 Thomaston Rd Unit 28, Watertown, CT 06795

  • 2 Beds
  • 2.5 Baths
  • 1,224 Sq Ft
  • Built 1986

  319 Thomaston Rd Unit 28, Watertown, CT 06795

  Last Sold Summary

  • 9 Days On Market
• 

  

  /33

  $549,900

  $82K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,288 Sq Ft

  4 Bayview Cir, Watertown, CT 06795

  Welcome Home to this charming Bayview Circle, 3 Bedroom, 2 Bathrooms Ranch, Nestled in one of Watertown's most desirable neighborhoods. Renovated property boasts a fresh coat of paint inside and out, New kitchen with open island that seamlessly connects to the dining room, living room and family room. New granite counter tops and tile backsplash, complemented by New Stainless-Steel appliances,

  Joe Moreira Clearview Realty LLC

  4 Bayview Cir, Watertown, CT 06795
• 

  $375,000

  Sold Sep 19, 2025

  1100 Guernseytown Rd, Watertown, CT 06795

  • 3 Beds
  • 1 Bath
  • 2,014 Sq Ft
  • Built 1952

  Last Sold Summary

  • 5% Below List Price
  • $186/SF
  • 25 Days On Market

  Current Estimated Value $379,718

  Last Listing Agent Kristie Perry William Pitt Sotheby's Int'l

  1100 Guernseytown Rd, Watertown, CT 06795
• 

  Est $298,460

  Not Listed For Sale

  27 Viola St, Oakville, CT 06779

  • 2 Beds
  • 1 Bath
  • 982 Sq Ft
  • Built 1953

  27 Viola St, Oakville, CT 06779

  Last Sold Summary

  • 40 Days On Market
• 

  

  /21

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  603 Sunnyside Ave, Oakville, CT 06779

  Beautifully renovated 3 bedroom 1.5 bath, 1 level, ranch style house. Built in 1952, it has been redone with new flooring, freshly painted walls, new bathrooms, new kitchen cabinets, stainless steal appliances and quartz countertops. This house is turn key and meticulously done. Large master bedroom measuring 16.7 x 11.6 with 2 closets. 2 more perfectly sized bedrooms and the large living room

  Steven Koleno Beycome of Connecticut

  603 Sunnyside Ave, Oakville, CT 06779
• 

  $350,000

  Sold Nov 03, 2025

  40 Honey Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 3 Baths
  • 2,088 Sq Ft
  • Built 1972

  Last Sold Summary

  • $168/SF
  • 12 Days On Market

  Current Estimated Value $379,816

  Last Listing Agent Aldo Mancini Showcase Realty, Inc.

  40 Honey Hill Rd, Watertown, CT 06795
• 

  Est $362,550

  Not Listed For Sale

  106 Belden St, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1960

  106 Belden St, Watertown, CT 06795

  Last Sold Summary

  • 61 Days On Market
• 

  /2

  $563,480

  New Construction Pending

  • 3 Beds
  • 2 Baths
  • 1,778 Sq Ft

  61 Turnberry Ct Unit 14, 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

  61 Turnberry Ct Unit 14, Watertown, CT 06795
• 

  $332,000

  Sold Oct 15, 2025

  167 Davis St, Oakville, CT 06779

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1939

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 76 Days On Market

  Current Estimated Value $334,384

  Last Listing Agent Dot Dorso Lamacchia Realty

  167 Davis St, Oakville, CT 06779
• 

  Est $352,559

  Not Listed For Sale

  Unlisted Address

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

  Unlisted Address

  Last Sold Summary

  • 62 Days On Market
• 

  

  /37

  $324,900

  Pending

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  28 Vittorio St, Oakville, CT 06779

  Lovely 5-room ranch in desirable Watertown featuring beautiful hardwood floors throughout. Enjoy a spacious yard perfect for entertaining, outdoor gatherings, and everyday relaxation. This charming home offers comfortable one-level living with great potential inside and out.

  Dave Jones Dave Jones Realty, LLC

  28 Vittorio St, Oakville, CT 06779
• 

  $1,000,000

  Sold Oct 28, 2025

  318 Bayview Cir, Watertown, CT 06795

  • 4 Beds
  • 3.5 Baths
  • 3,603 Sq Ft
  • Built 2012

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 54 Days On Market

  Current Estimated Value $993,693

  Last Listing Agent Amanda Nemense Showcase Realty, Inc.

  318 Bayview Cir, Watertown, CT 06795
• 

  Est $458,448

  Not Listed For Sale

  145 Bunker Hill Rd, Watertown, CT 06795

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 1956

  145 Bunker Hill Rd, Watertown, CT 06795

  Last Sold Summary

  • 31 Days On Market
• 

  

  /5

  $69,900

  Under Contract

  • Land
  • 20,473 Sq Ft
  • $148,723 per Acre

  Lots 1B & 1C Portland St, Watertown, CT 06795

  Beautiful, level lot, zoned R12.5 with city water and sewer available on the street- a rare development opportunity in a convenient location. This offering includes two adjoining parcels sold together: Lot 1C (95X100), approx. .22 acres and Lot 1B, (100X100) approx. .25 acres for a combined .47 acres. Zoning allows for one or two family construction, offering flexibility for builders, investors,

  Vasco Silva Great Estates, CT

  Lots 1B & 1C Portland St, Watertown, CT 06795
• 

  $408,500

  Sold Jun 12, 2026

  38 Norway St, Oakville, CT 06779

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $174/SF
  • 49 Days On Market

  Current Estimated Value $397,084

  Last Listing Agent Melissa Kiehl KW Legacy Partners

  38 Norway St, Oakville, CT 06779
• 

  Est $708,038

  Not Listed For Sale

  62 Branch Ct, Watertown, CT 06795

  • 3 Beds
  • 2.5 Baths
  • 3,032 Sq Ft
  • Built 1995

  62 Branch Ct, Watertown, CT 06795

  Last Sold Summary

  • 12 Days On Market
• 

  /2

  $572,315

  New Construction Pending

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  80 Turnberry Ct Unit 20, 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

  80 Turnberry Ct Unit 20, Watertown, CT 06795
• 

  $305,000

  Sold Dec 01, 2025

  101 Westbury Park Rd, Watertown, CT 06795

  • 3 Beds
  • 1 Bath
  • 1,132 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $269/SF
  • 66 Days On Market

  Current Estimated Value $311,387

  Last Listing Agent Shane Kropo RE/MAX RISE

  101 Westbury Park Rd, Watertown, CT 06795
• 

  Est $309,295

  Not Listed For Sale

  45 Franklin Ave, Oakville, CT 06779

  • 3 Beds
  • 1 Bath
  • 1,396 Sq Ft
  • Built 1983

  45 Franklin Ave, Oakville, CT 06779

  Last Sold Summary

  • 55 Days On Market

Showing Results 241 - 280, Page 7 of 18