Recently Sold Middlesex County CT Homes

• 

  $429,000 Sold Aug 21, 2025

  47 Chestnut Hill Rd, East Hampton, CT 06424

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1958

  Last Sold Summary

  • $319/SF
  • 8 Days On Market

  Current Estimated Value $424,702

  Last Listing Agent Derek Greene Derek Greene

  47 Chestnut Hill Rd, East Hampton, CT 06424
• 

  $160,000 Sold Jan 06, 2026

  24 Boulder Trail, Killingworth, CT 06419

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $185/SF
  • 71 Days On Market

  Last Listing Agent Felix DuVerger Berkshire Hathaway NE Prop.

  24 Boulder Trail, Killingworth, CT 06419
• 

  $822,500 Sold Sep 11, 2025

  15 Harbor View N, Essex, CT 06426

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 1979

  Last Sold Summary

  • $385/SF
  • 28 Days On Market

  Current Estimated Value $598,230

  Last Listing Agent Kyle Hinding Coldwell Banker Realty

  15 Harbor View N, Essex, CT 06426
• 

  $625,000 Sold Sep 19, 2025

  3 Glen Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft
  • Built 1969

  Last Sold Summary

  • $326/SF
  • 68 Days On Market

  Current Estimated Value $624,459

  Last Listing Agent Lisa Genovali Re/Max Valley Shore

  3 Glen Dr, Old Saybrook, CT 06475
• 

  $280,000 Sold Oct 07, 2025

  956 S Main St Unit 956, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • $238/SF
  • 52 Days On Market

  Current Estimated Value $277,427

  Last Listing Agent Michelle Mazzotta eXp Realty

  956 S Main St Unit 956, Middletown, CT 06457
• 

  $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 $1,551,079

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

  6 Crosstrees Hill Rd, Essex, CT 06426
• 

  $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 $810,758

  Last Listing Agent Stephanie DeBiasi Berkshire Hathaway NE Prop.

  39 Beebe Rd, East Haddam, CT 06423
• 

  $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

  Current Estimated Value $355,535

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

  5 Sillimanville Rd, East Hampton, CT 06424
• 

  $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 $1,248,809

  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
• 

  $397,700 Sold Dec 30, 2025

  102 Wheeler Hill Dr, Durham, CT 06422

  • 3 Beds
  • 1 Bath
  • 1,269 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • $313/SF
  • 29 Days On Market

  Last Listing Agent Audrey Perrelli Century 21 AllPoints Realty

  102 Wheeler Hill Dr, Durham, CT 06422
• 

  $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 $597,223

  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 $270,826

  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 $391,222

  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 $237,418

  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 $350,410

  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

  Current Estimated Value $333,432

  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

  Current Estimated Value $211,827

  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 $479,070

  Last Listing Agent Carl Guild Carl Guild & Associates

  65 Laurel Ridge, East Hampton, CT 06424

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