Recently Sold Middlesex County CT Homes

• 

  $1,550,000 Sold Aug 01, 2025

  6 Crosstrees Hill Rd, Essex, CT 06426

  • 5 Beds
  • 4.5 Baths
  • 5,071 Sq Ft
  • Built 1965

  Last Sold Summary

  • 11% Below List Price
  • $306/SF
  • 119 Days On Market

  Current Estimated Value $1,539,236

  Last Listing Agent Jennifer Caulfield William Pitt Sotheby's Int'l

  6 Crosstrees Hill Rd, Essex, CT 06426
• 

  $365,000 Sold Oct 30, 2025

  5 Sillimanville Rd, East Hampton, CT 06424

  • 3 Beds
  • 1 Bath
  • 1,212 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $301/SF
  • 0 Days On Market

  Last Listing Agent Kate Esposito William Pitt Sotheby's Int'l

  5 Sillimanville Rd, East Hampton, CT 06424
• 

  $815,000 Sold Sep 04, 2025

  39 Beebe Rd, East Haddam, CT 06423

  • 3 Beds
  • 4 Baths
  • 3,985 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Above List Price
  • $205/SF
  • 7 Days On Market

  Current Estimated Value $803,800

  Last Listing Agent Stephanie DeBiasi Berkshire Hathaway NE Prop.

  39 Beebe Rd, East Haddam, CT 06423
• 

  $1,200,000 Sold May 28, 2025

  67 Captains Dr, Westbrook, CT 06498

  • 3 Beds
  • 3 Baths
  • 2,448 Sq Ft
  • Built 1969

  Last Sold Summary

  • 14% Above List Price
  • $490/SF
  • 4 Days On Market

  Current Estimated Value $1,237,777

  Last Listing Agent Doreen Amata Coldwell Banker Realty

  67 Captains Dr, Westbrook, CT 06498
• 

  $358,000 Sold Jul 16, 2025

  269 Lake Shore Dr, Colchester, CT 06415

  • 2 Beds
  • 1 Bath
  • 758 Sq Ft
  • Built 1959

  Last Sold Summary

  • $472/SF
  • 61 Days On Market

  Last Listing Agent Carolyn Kress Berkshire Hathaway NE Prop.

  269 Lake Shore Dr, Colchester, CT 06415
• 

  $590,000 Sold Jun 27, 2025

  57 Harvard Ct, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,912 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Above List Price
  • $203/SF
  • 5 Days On Market

  Current Estimated Value $592,452

  Last Listing Agent Bruce Bayles William Raveis Real Estate

  57 Harvard Ct, Middletown, CT 06457
• 

  $261,000 Sold Aug 28, 2025

  170 Summer St Unit 170, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $199/SF
  • 63 Days On Market

  Current Estimated Value $275,628

  Last Listing Agent Ellen Paklos William Raveis Real Estate

  170 Summer St Unit 170, Portland, CT 06480
• 

  $365,000 Sold May 09, 2025

  10 Lookout Hill Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,936 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 72 Days On Market

  Current Estimated Value $397,201

  Last Listing Agent Bob Senger Berkshire Hathaway NE Prop.

  10 Lookout Hill Rd, Old Saybrook, CT 06475
• 

  $235,000 Sold Jul 14, 2025

  20 Magnolia Hill Ct Unit 20, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,738 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $135/SF
  • 8 Days On Market

  Current Estimated Value $233,276

  Last Listing Agent Monica Jorge Yoder Century 21 Clemens Group

  20 Magnolia Hill Ct Unit 20, Cromwell, CT 06416
• 

  $2,200,000 Sold Feb 14, 2025

  39 Winthrop Rd, Deep River, CT 06417

  • 3 Beds
  • 3.5 Baths
  • 3,478 Sq Ft
  • Built 1985

  Last Sold Summary

  • 31% Below List Price
  • $633/SF
  • 178 Days On Market

  Last Listing Agent Craig Milton Re/Max Valley Shore

  39 Winthrop Rd, Deep River, CT 06417
• 

  $340,100 Sold Mar 07, 2025

  80 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1951

  Last Sold Summary

  • 17% Above List Price
  • $234/SF
  • 26 Days On Market

  Current Estimated Value $350,336

  Last Listing Agent Mike Bowers Coldwell Banker Realty

  80 Old Mill Rd, Middletown, CT 06457
• 

  $320,000 Sold Oct 16, 2025

  15 New Ln, Cromwell, CT 06416

  • 7 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Below List Price
  • $142/SF
  • 36 Days On Market

  Last Listing Agent Brittany Bennett eXp Realty

  15 New Ln, Cromwell, CT 06416
• 

  $208,500 Sold Oct 17, 2025

  46 Rising Trail Dr, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $124/SF
  • 118 Days On Market

  Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

  46 Rising Trail Dr, Middletown, CT 06457
• 

  $452,000 Sold Feb 28, 2025

  65 Laurel Ridge, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 2,161 Sq Ft
  • Built 2005

  Last Sold Summary

  • $209/SF
  • 30 Days On Market

  Current Estimated Value $479,570

  Last Listing Agent Carl Guild Carl Guild & Associates

  65 Laurel Ridge, East Hampton, CT 06424
• 

  $410,000 Sold Oct 09, 2025

  65 Main St Unit 12, Essex, CT 06426

  • 2 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $218/SF
  • 48 Days On Market

  Last Listing Agent Meghan Flood William Raveis Real Estate

  65 Main St Unit 12, Essex, CT 06426
• 

  $650,000 Sold Nov 19, 2025

  12 Bellaire Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1954

  Last Sold Summary

  • $589/SF
  • 8 Days On Market

  Last Listing Agent George Agnelli Agnelli Real Estate

  12 Bellaire Dr, Old Saybrook, CT 06475
• 

  $852,000 Sold Aug 08, 2025

  1 Leghorn Ln, Cromwell, CT 06416

  • 4 Beds
  • 2.5 Baths
  • 3,008 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Above List Price
  • $283/SF
  • 4 Days On Market

  Current Estimated Value $838,511

  Last Listing Agent Madhu Reddy Reddy Realty, LLC

  1 Leghorn Ln, Cromwell, CT 06416
• 

  $580,000 Sold Dec 10, 2025

  28 S Wig Hill Rd, Chester, CT 06412

  • 2 Beds
  • 3 Baths
  • 3,091 Sq Ft
  • Built 1770

  Last Sold Summary

  • 10% Below List Price
  • $188/SF
  • 138 Days On Market

  Last Listing Agent Andrew O'Reilly Seaport Real Estate Services

  28 S Wig Hill Rd, Chester, CT 06412
• 

  $440,000 Sold Aug 05, 2025

  15 Bargate Rd, Clinton, CT 06413

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $248/SF
  • 27 Days On Market

  Current Estimated Value $436,553

  Last Listing Agent Maria Phillips William Raveis Real Estate

  15 Bargate Rd, Clinton, CT 06413
• 

  $410,000 Sold Jan 27, 2025

  798 Glastonbury Turnpike, Portland, CT 06480

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Below List Price
  • $181/SF
  • 116 Days On Market

  Current Estimated Value $461,583

  Last Listing Agent Joseph Snell Luxe Realty LLC

  798 Glastonbury Turnpike, Portland, CT 06480

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