Windsor, CT Homes

• 

  Est $385,602

  Not Listed For Sale

  14 Joshua Hill, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,883 Sq Ft
  • Built 1990

  14 Joshua Hill, Windsor, CT 06095

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.
• 

  

  /2

  $95,000

  • Land
  • 1.92 Acres
  • $49,479 per Acre

  1333 Palisado Ave, Windsor, CT 06095

  almost 2 acres of land designated for commercial building

  Raymond Malcolm Cornerstone Homes Plus, Inc.

  1333 Palisado Ave, Windsor, CT 06095
• 

  $231,000

  Sold Apr 24, 2026

  39 Warham St, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,253 Sq Ft
  • Built 1910

  Last Sold Summary

  • 8% Below List Price
  • $184/SF
  • 141 Days On Market

  Current Estimated Value $250,873

  Last Listing Agent Mark Mermelstein eXp Realty

  39 Warham St, Windsor, CT 06095
• 

  Est $275,707

  Not Listed For Sale

  94 Sinclair St, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1964

  94 Sinclair St, Windsor, CT 06095

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Samantha Westwood Coldwell Banker Realty
• 

  

  

  /24

  $389,999

  $5K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,622 Sq Ft

  33 Mechanic St Unit 203, Windsor, CT 06095

  Price Drop! An artist's dream! This beautiful, spacious urban sanctuary nestled in the heart of downtown Windsor. Perfectly located between nature and convenience, with only steps from trails, the Amtrak station, coffee shops and quaint restaurants. Unlike any other unit in the complex, this 2 BR plus DEN (currently used as a bedroom) boasts 2 additional loft living spaces, and many other unique

  Hawwa Djuned Maria Acuna Real Estate

  33 Mechanic St Unit 203, Windsor, CT 06095
• 

  $337,000

  Sold Dec 09, 2025

  107 Sunnyfield Dr, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,352 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $249/SF
  • 33 Days On Market

  Current Estimated Value $351,849

  Last Listing Agent Ben Castonguay Sentry Real Estate

  107 Sunnyfield Dr, Windsor, CT 06095
• 

  Est $295,984

  Not Listed For Sale

  217 Portman St, Windsor, CT 06095

  • 4 Beds
  • 1.5 Baths
  • 1,286 Sq Ft
  • Built 1952

  217 Portman St, Windsor, CT 06095

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Olivia Cabrera Coldwell Banker Realty
• 

  

  /37

  $317,500

  $33K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft

  18 Chelsea Ln, Windsor, CT 06095

  Opportunity knocks! This spacious colonial sits at the end of the cul-de-sac on a private wooded lot in an established neighborhood. Minutes to I-91, Bradley International Airport and all the amenities, yet set away from all the hustle and bustle. This home will need plenty of updates and work, but offers so much potential for just the right buyer! Personal property may remain. As-is.

  Minna Reid Reid Real Estate Group

  18 Chelsea Ln, Windsor, CT 06095
• 

  $370,000

  Sold Sep 22, 2025

  19 Cardston Cir, Windsor, CT 06095

  • 5 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $154/SF
  • 76 Days On Market

  Current Estimated Value $400,620

  Last Listing Agent Benita Reaves Berkshire Hathaway NE Prop.

  19 Cardston Cir, Windsor, CT 06095
• 

  Est $259,448

  Not Listed For Sale

  163 Woodland St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft
  • Built 1932

  163 Woodland St, Windsor, CT 06095

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Ilka Torres Torbello Real Estate Advisors
• 

  

  /32

  $650,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  857 Stone Rd, Windsor, CT 06095

  Discover the perfect blend of comfort, convenience, and modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful Farming area. Ideally located near major highways and an international airport, this home offers effortless access to everything you need-just 30 minutes to Hartford, 20 minutes to Springfield, MA, 1.5 hours to Boston, and 2 hours to New York City.

  Gina McDonald William Raveis Real Estate

  857 Stone Rd, Windsor, CT 06095
• 

  $520,500

  Sold May 22, 2026

  453 Tributary Ln, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,863 Sq Ft
  • Built 2008

  Last Sold Summary

  • 17% Above List Price
  • $279/SF
  • 4 Days On Market

  Current Estimated Value $502,170

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  453 Tributary Ln, Windsor, CT 06095
• 

  Est $474,620

  Not Listed For Sale

  36 Valley View Dr, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 2,655 Sq Ft
  • Built 1985

  36 Valley View Dr, Windsor, CT 06095

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.
• 

  

  /26

  $385,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft

  266 Kings Landing, Windsor, CT 06095

  Welcome home to this inviting 2-bedroom, 2-bathroom condo in a 55+ community, offering the ease of one-level living and a thoughtfully designed open floor plan. Hardwood flooring extends throughout most of the home, creating a warm and welcoming feel. The spacious kitchen, dining area, and living room flow seamlessly together, making it ideal for both everyday living and entertaining. Just off

  Andy Johnson Century 21 AllPoints Realty

  266 Kings Landing, Windsor, CT 06095
• 

  $420,000

  Sold Apr 15, 2026

  105 Trent Dr, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 6 Days On Market

  Current Estimated Value $421,328

  Last Listing Agent William Eidt Realty One Group Cutting Edge

  105 Trent Dr, Windsor, CT 06095
• 

  Est $448,442

  Not Listed For Sale

  Unlisted Address

  • 5 Beds
  • 2 Baths
  • 2,722 Sq Ft
  • Built 1925

  Unlisted Address

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Michael Price KW Legacy Partners
• 

  

  /30

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,193 Sq Ft

  283 Strawberry Cir, Windsor, CT 06095

  Move right into this spacious and well maintained 2 bedroom and 1.5 bath townhome in Strawberry Hills that offers central air and gas heat. Step inside to discover a stylish main level, large dining room/living room combo with hardwood floors and remodeled kitchen with stainless steel appliances. Sliders to your private deck to relax or have a BBQ. The upper level has 2 good size bedrooms and

  Jeffrey King Carl Guild & Associates

  283 Strawberry Cir, Windsor, CT 06095
• 

  $343,000

  Sold Jun 23, 2026

  249 Preston St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 63 Days On Market

  Current Estimated Value $341,244

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  249 Preston St, Windsor, CT 06095
• 

  Est $386,692

  Not Listed For Sale

  1200 Windsor Ave, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft
  • Built 1915

  1200 Windsor Ave, Windsor, CT 06095

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate
• 

  

  /37

  $379,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  124 Grove St, Windsor, CT 06095

  REMODELED JUST A FEW YEARS AGO!! Incredible kitchen with white cabinets, subway tile backsplash, granite counters & all newer appliances! There is a PRIMARY BEDROOM SUITE with a FULLY REMODELED BATHROOM! The second full bathroom in the hallway is also fully remodeled with a navy blue vanity, tile shower with tub and tile floor. Also done in 2024, the roof, the vinyl siding, new 100amp electrical

  Tracy Wagner Rockoff Realty

  124 Grove St, Windsor, CT 06095
• 

  $338,000

  Sold Feb 09, 2026

  14 Sage Park Rd, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1945

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 12 Days On Market

  Current Estimated Value $337,267

  Last Listing Agent Clyde Crosby Inventive Realty LLC

  14 Sage Park Rd, Windsor, CT 06095
• 

  Est $269,505

  Not Listed For Sale

  76 N Meadow Rd, Windsor, CT 06095

  • 2 Beds
  • 1 Bath
  • 1,905 Sq Ft
  • Built 1786

  76 N Meadow Rd, Windsor, CT 06095

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Andy Johnson Century 21 AllPoints Realty
• 

  

  /40

  $719,900

  Pending

  • 4 Beds
  • 4.5 Baths
  • 5,108 Sq Ft

  22 Jubrey Dr, Windsor, CT 06095

  Stunning custom Colonial beautifully positioned near the end of a quiet cul-de-sac in a 10-home subdivision offering luxury living and resort-style amenities. Exceptional curb appeal welcomes you with a front walkway leading to the covered porch and impressive two-story foyer. To the left, a private first-floor office creates the perfect work-from-home space, while the elegant dining room to the

  Nancy Reardon Berkshire Hathaway NE Prop.

  22 Jubrey Dr, Windsor, CT 06095
• 

  $335,000

  Sold Sep 11, 2025

  838 Matianuck Ave, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Above List Price
  • $281/SF
  • 5 Days On Market

  Current Estimated Value $325,713

  Last Listing Agent Danielle Dube RE/MAX Right Choice

  838 Matianuck Ave, Windsor, CT 06095
• 

  Est $361,858

  Not Listed For Sale

  33 Mechanic St Unit 312, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 2007

  33 Mechanic St Unit 312, Windsor, CT 06095

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Karan Desai Coldwell Banker Realty
• 

  

  /36

  $250,000

  • 2 Beds
  • 2.5 Baths
  • 1,260 Sq Ft

  323 Dunfey Ln, Windsor, CT 06095

  Welcome to this beautifully updated townhouse offering 2 bedrooms, 2.5 baths, and the perfect blend of comfort and convenience. The bright, inviting layout features spacious living areas and a partially finished basement adding approximately 150 square feet of versatile space-ideal for a family room, home office, gym, or playroom. Major mechanical updates provide peace of mind, including a new

  Jessica Starr Starr Team at LPT Realty

  323 Dunfey Ln, Windsor, CT 06095
• 

  $310,000

  Sold Nov 14, 2025

  2200 Dover Ct, Windsor, CT 06095

  • 2 Beds
  • 1.5 Baths
  • 1,276 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Above List Price
  • $243/SF
  • 5 Days On Market

  Current Estimated Value $310,655

  Last Listing Agent George Varessis Realty One Group Cutting Edge

  2200 Dover Ct, Windsor, CT 06095
• 

  Est $303,494

  Not Listed For Sale

  33 Mechanic St Unit 311, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,107 Sq Ft
  • Built 2007

  33 Mechanic St Unit 311, Windsor, CT 06095

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent James Knurek Coldwell Banker Realty
• 

  

  /16

  $385,000

  • 4 Beds
  • 2.5 Baths
  • 2,159 Sq Ft

  65 Alden Rd, Windsor, CT 06095

  4 bedroom, 2.5 bath Colonial with over 2,000 sq ft of living space and 2-car garage, nestled on a lightly treed lot in a conveniently located neighborhood. This home features a new roof, installed in 2025, new gutters and garage doors. Desirable layout includes good sized rooms, primary suite with walk-in-closet and full bath, 1st floor half bath with laundry hookup. Come make this home your very

  Dorene Hickey Sentry Real Estate

  65 Alden Rd, Windsor, CT 06095
• 

  $380,000

  Sold Dec 19, 2025

  15 Clubhouse Rd, Windsor, CT 06095

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1900

  Last Sold Summary

  • $215/SF
  • 16 Days On Market

  Current Estimated Value $385,408

  Last Listing Agent Marc Nazaire Century 21 Clemens Group

  15 Clubhouse Rd, Windsor, CT 06095
• 

  Est $308,289

  Not Listed For Sale

  33 Mechanic St Unit 310, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,107 Sq Ft
  • Built 2007

  33 Mechanic St Unit 310, Windsor, CT 06095

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Neda Sabino Calcagni Real Estate
• 

  

  /36

  $469,900

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,027 Sq Ft

  9 Washington Rd, Windsor, CT 06095

  Wonderfully updated 4 Bedroom Ranch house with all bedrooms on the main floor. The master bedroom has two closets and a full bathroom. Property has 3 full Bathrooms with one located in the lower level which could allow for an in-law apartment. There is a door that allows access to the basement/lower level from the exterior of the house and access from the interior also. The lower level is heated

  Terrence Durrant Douglas & Tinker Realty

  9 Washington Rd, Windsor, CT 06095
• 

  $399,000

  Sold Nov 21, 2025

  28 Sunnyfield Dr, Windsor, CT 06095

  • 4 Beds
  • 2 Baths
  • 1,603 Sq Ft
  • Built 1960

  Last Sold Summary

  • $249/SF
  • 40 Days On Market

  Current Estimated Value $390,319

  Last Listing Agent Christian Rivas Plata Complete Real Estate

  28 Sunnyfield Dr, Windsor, CT 06095
• 

  Est $313,469

  Not Listed For Sale

  33 Mechanic St Unit 307, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Built 2007

  33 Mechanic St Unit 307, Windsor, CT 06095

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Mary Wisneski Redfin Corporation
• 

  

  /14

  $290,000

  $20K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  28 Skitchewaug St, Windsor, CT 06095

  Welcome Home To This Lovely 1,472 Square Feet, 3 Bedroom, 1.5 Bath, Colonial House! Conveniently Located in A Peaceful Area Next To Parks, Several Hiking/Walking Trails Near the Connecticut River, A Nature Center, An Animal Barn, Highways, Libraries, Shopping, And Restaurants. This Well-Maintained Home Also Features Hardwood Floors Throughout, A Full-Size Deck, A Decent Sized Level Back Yard

  Craig Ings Hill Top Real Estate, LLC

  28 Skitchewaug St, Windsor, CT 06095
• 

  $330,000

  Sold Sep 19, 2025

  16 Landing Cir, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 2,237 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $148/SF
  • 4 Days On Market

  Current Estimated Value $481,447

  Last Listing Agent Denise Reale CENTURY 21 AllPoints Realty

  16 Landing Cir, Windsor, CT 06095
• 

  Not Listed For Sale

  33 Mechanic St Unit 306, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,597 Sq Ft
  • Built 2007

  33 Mechanic St Unit 306, Windsor, CT 06095

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Zina Planeta Coldwell Banker Realty
• 

  /2

  $599,900

  Open Sat 1PM - 3PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  21 Ethan Dr, Windsor, CT 06095

  This is a home unlike any other. Set in a sought-after Windsor neighborhood, this distinctive 1988 Mid-Century Modern-style ranch combines dramatic architecture, exceptional craftsmanship and spacious one-floor living. A stunning entry with a wet bar opens to light-filled rooms with newly refinished hardwood floors and fresh paint throughout. At the heart of the home is a remarkable

  Kate Gervais William Raveis Real Estate

  21 Ethan Dr, Windsor, CT 06095
• 

  $270,000

  Sold Mar 31, 2026

  15 Upton St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Above List Price
  • $223/SF
  • 38 Days On Market

  Current Estimated Value $266,257

  Last Listing Agent Ellen Sebastian William Pitt Sotheby's Int'l

  15 Upton St, Windsor, CT 06095
• 

  Est $368,528

  Not Listed For Sale

  33 Mechanic St Unit 305, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Built 2006

  33 Mechanic St Unit 305, Windsor, CT 06095

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent John Waters Berkshire Hathaway NE Prop.

Showing Results 201 - 240, Page 6 of 18