Recently Sold Middlesex County CT Homes

• 

  $355,000 Sold Aug 29, 2025

  152 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $203/SF
  • 49 Days On Market

  Current Estimated Value $368,124

  Last Listing Agent Santo Gulino William Raveis Real Estate

  152 Old Mill Rd, Middletown, CT 06457
• 

  $423,500 Sold Mar 13, 2026

  10 Fairlawn Ave, East Hampton, CT 06424

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Above List Price
  • $235/SF
  • 8 Days On Market

  Current Estimated Value $367,289

  Last Listing Agent Jared Kosky eXp Realty

  10 Fairlawn Ave, East Hampton, CT 06424
• 

  $623,800 Sold May 30, 2025

  28 Old Chestnut Hill Rd, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 1,524 Sq Ft
  • Built 1780

  Last Sold Summary

  • 14% Above List Price
  • $409/SF
  • 6 Days On Market

  Current Estimated Value $608,713

  Last Listing Agent Sarah Weatherley William Raveis Real Estate

  28 Old Chestnut Hill Rd, East Hampton, CT 06424
• 

  $1,540,000 Sold May 09, 2025

  165 Captains Dr, Westbrook, CT 06498

  • 2 Beds
  • 3 Baths
  • 2,104 Sq Ft
  • Built 1996

  Last Sold Summary

  • $732/SF
  • 1 Day On Market

  Current Estimated Value $1,604,160

  Last Listing Agent Robin Morrell - Guilford William Pitt Sotheby's Int'l

  165 Captains Dr, Westbrook, CT 06498
• 

  $590,000 Sold Dec 15, 2025

  95 Main St, Essex, CT 06426

  • 3 Beds
  • 4 Baths
  • 2,394 Sq Ft
  • Built 1994

  Last Sold Summary

  • $246/SF
  • 38 Days On Market

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  95 Main St, Essex, CT 06426
• 

  $315,000 Sold Nov 25, 2025

  85 Meech Rd, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $312,461

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  85 Meech Rd, Middletown, CT 06457
• 

  $1,050,000 Sold Jun 16, 2025

  16 Turkey Hill Rd, Durham, CT 06422

  • 5 Beds
  • 5 Baths
  • 4,598 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Above List Price
  • $228/SF
  • 37 Days On Market

  Current Estimated Value $1,070,380

  Last Listing Agent Liz Zakrzewski Coldwell Banker Realty

  16 Turkey Hill Rd, Durham, CT 06422
• 

  $225,000 Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $219,178

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
• 

  $395,000 Sold Nov 12, 2025

  94 Little Meadow Rd, Haddam, CT 06438

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Built 1942

  Last Sold Summary

  • 7% Below List Price
  • $748/SF
  • 325 Days On Market

  Current Estimated Value $387,797

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  94 Little Meadow Rd, Haddam, CT 06438
• 

  $450,000 Sold Sep 15, 2025

  85 River Rd Unit K3, Essex, CT 06426

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 39 Days On Market

  Last Listing Agent Allison Bonito William Pitt Sotheby's Int'l

  85 River Rd Unit K3, Essex, CT 06426
• 

  $500,000 Sold Oct 03, 2025

  2 Olde Flatbrook Rd, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $495,925

  Last Listing Agent Carl Guild Carl Guild & Associates

  2 Olde Flatbrook Rd, East Hampton, CT 06424
• 

  $1,000,050 Sold Jun 25, 2025

  15 Gilbert Hill Rd, Chester, CT 06412

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1950

  Last Sold Summary

  • 22% Above List Price
  • $327/SF
  • 18 Days On Market

  Current Estimated Value $983,646

  Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  15 Gilbert Hill Rd, Chester, CT 06412
• 

  $754,537 Sold Jul 16, 2025

  127 Webster Ln Unit 2-44, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $344/SF
  • 334 Days On Market

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  127 Webster Ln Unit 2-44, Middletown, CT 06457
• 

  $520,000 Sold Aug 15, 2025

  7 Southwinds Rd, Moodus, CT 06469

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $216/SF
  • 4 Days On Market

  Current Estimated Value $541,000

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  7 Southwinds Rd, Moodus, CT 06469
• 

  $512,000 Sold Mar 31, 2025

  1224 Tryon St, Portland, CT 06073

  • 2 Beds
  • 1 Bath
  • 1,543 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 33 Days On Market

  Current Estimated Value $543,897

  Last Listing Agent Paige Niver William Raveis Real Estate

  1224 Tryon St, Portland, CT 06073
• 

  $295,000 Sold Nov 07, 2025

  16 Augusta Cir, Moodus, CT 06469

  • 2 Beds
  • 1.5 Baths
  • 1,023 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 26 Days On Market

  Current Estimated Value $296,454

  Last Listing Agent Adam Zak Century 21 Classic Homes

  16 Augusta Cir, Moodus, CT 06469
• 

  $3,275,000 Sold Feb 09, 2026

  166 Fiske Ln, Westbrook, CT 06498

  • 4 Beds
  • 5 Baths
  • 4,747 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $690/SF
  • 262 Days On Market

  Current Estimated Value $3,368,798

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
• 

  $941,500 Sold Jan 22, 2026

  10 Cricket Ct, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $541/SF
  • 24 Days On Market

  Current Estimated Value $894,354

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  10 Cricket Ct, Old Saybrook, CT 06475
• 

  $555,000 Sold Jun 09, 2025

  131 Killingworth Rd, Higganum, CT 06441

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Above List Price
  • $411/SF
  • 44 Days On Market

  Current Estimated Value $546,779

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  131 Killingworth Rd, Higganum, CT 06441
• 

  $699,000 Sold May 09, 2025

  87 Chalker Beach Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1961

  Last Sold Summary

  • $713/SF
  • 15 Days On Market

  Current Estimated Value $706,308

  Last Listing Agent Jay Lafleur William Pitt Sotheby's Int'l

  87 Chalker Beach Rd, Old Saybrook, CT 06475
• 

  $400,000 Sold Aug 22, 2025

  1018 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $192/SF
  • 35 Days On Market

  Current Estimated Value $403,659

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  1018 Long Hill Rd, Middletown, CT 06457
• 

  $350,000 Sold Jun 23, 2025

  50 Andrew St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft
  • Built 1988

  Last Sold Summary

  • $172/SF
  • 15 Days On Market

  Current Estimated Value $349,569

  Last Listing Agent Colin Taylor Executive Real Estate Inc.

  50 Andrew St, Middletown, CT 06457
• 

  $630,000 Sold Nov 17, 2025

  593 Route 148, Killingworth, CT 06419

  • 3 Beds
  • 3.5 Baths
  • 2,564 Sq Ft
  • Built 1800

  Last Sold Summary

  • 5% Above List Price
  • $246/SF
  • 68 Days On Market

  Current Estimated Value $632,338

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  593 Route 148, Killingworth, CT 06419
• 

  $3,750,000 Sold Dec 08, 2025

  1 Foxboro Rd, Essex, CT 06426

  • 4 Beds
  • 4.5 Baths
  • 4,131 Sq Ft
  • Built 1870

  Last Sold Summary

  • 32% Below List Price
  • $908/SF
  • 88 Days On Market

  Current Estimated Value $3,831,455

  Last Listing Agent Colette Harron William Pitt Sotheby's Int'l

  1 Foxboro Rd, Essex, CT 06426
• 

  $650,000 Sold Dec 12, 2025

  129 Salem Rd, Colchester, CT 06415

  • 3 Beds
  • 4 Baths
  • 3,332 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $195/SF
  • 96 Days On Market

  Current Estimated Value $657,073

  Last Listing Agent Sherry Borgeson Berkshire Hathaway NE Prop.

  129 Salem Rd, Colchester, CT 06415
• 

  $400,000 Sold Jul 11, 2025

  5 Brainerd Dr, Portland, CT 06480

  • 3 Beds
  • 1.5 Baths
  • 1,853 Sq Ft
  • Built 1954

  Last Sold Summary

  • $216/SF
  • 43 Days On Market

  Current Estimated Value $405,493

  Last Listing Agent Cheryl Zalewski eXp Realty

  5 Brainerd Dr, Portland, CT 06480
• 

  $418,000 Sold Nov 19, 2025

  470 Plains Rd, Haddam, CT 06438

  • 2 Beds
  • 1.5 Baths
  • 2,659 Sq Ft
  • Built 1977

  Last Sold Summary

  • 11% Above List Price
  • $157/SF
  • 13 Days On Market

  Current Estimated Value $424,582

  Last Listing Agent Cory Tyler Berkshire Hathaway NE Prop.

  470 Plains Rd, Haddam, CT 06438
• 

  $326,879 Sold Oct 27, 2025

  46 Thayer Rd, Higganum, CT 06441

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1953

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 0 Days On Market

  Current Estimated Value $337,125

  Last Listing Agent Jaquan Grace Clermont Real Estate

  46 Thayer Rd, Higganum, CT 06441
• 

  $195,000 Sold Apr 11, 2025

  4 Country Club Trail, Killingworth, CT 06419

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1997

  Last Sold Summary

  • $188/SF
  • 53 Days On Market

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  4 Country Club Trail, Killingworth, CT 06419
• 

  $230,000 Sold Dec 12, 2025

  137 Knowles Ave Unit 137, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 44 Days On Market

  Current Estimated Value $233,069

  Last Listing Agent Wynne Lord Coldwell Banker Realty

  137 Knowles Ave Unit 137, Middletown, CT 06457
• 

  $335,000 Sold Apr 22, 2025

  254 Rock Landing Rd, East Hampton, CT 06424

  • 3 Beds
  • 1 Bath
  • 1,409 Sq Ft
  • Built 1889

  Last Sold Summary

  • 8% Above List Price
  • $238/SF
  • 23 Days On Market

  Current Estimated Value $353,357

  Last Listing Agent Shelly Cumpstone Coldwell Banker Realty

  254 Rock Landing Rd, East Hampton, CT 06424
• 

  $613,000 Sold Nov 03, 2025

  26 Cedar Island Ave, Clinton, CT 06413

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • Built 1946

  Last Sold Summary

  • 2% Above List Price
  • $402/SF
  • 13 Days On Market

  Current Estimated Value $600,808

  Last Listing Agent Sarah David Higgins Group Real Estate

  26 Cedar Island Ave, Clinton, CT 06413
• 

  $189,909 Sold Oct 16, 2025

  18 Bacon Ave, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 2 Days On Market

  Current Estimated Value $189,568

  Last Listing Agent Keith Murphy Innovative Properties

  18 Bacon Ave, Middletown, CT 06457
• 

  $327,000 Sold Jan 08, 2026

  35 Madison Rd, Durham, CT 06422

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Above List Price
  • $247/SF
  • 62 Days On Market

  Current Estimated Value $324,948

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  35 Madison Rd, Durham, CT 06422
• 

  $235,000 Sold Apr 11, 2025

  5 Merriwold Ln, Deep River, CT 06417

  • Land
  • 1.58 Acres
  • $148,734 per Acre

  Last Sold Summary

  • 37% Below List Price
  • 919 Days On Market

  Current Estimated Value $237,592

  Last Listing Agent Kevin Geysen William Pitt Sotheby's Int'l

  5 Merriwold Ln, Deep River, CT 06417
• 

  $625,000 Sold Jun 09, 2025

  112 Kelseytown Rd, Clinton, CT 06413

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $397/SF
  • 29 Days On Market

  Current Estimated Value $621,541

  Last Listing Agent Dylan Walter William Raveis Real Estate

  112 Kelseytown Rd, Clinton, CT 06413
• 

  $470,000 Sold Dec 22, 2025

  39 Willow Ct, Clinton, CT 06413

  • 3 Beds
  • 3 Baths
  • 2,232 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Above List Price
  • $211/SF
  • 3 Days On Market

  Current Estimated Value $471,552

  Last Listing Agent Michelle Sweeney The Neighborhood Realty Group

  39 Willow Ct, Clinton, CT 06413
• 

  $429,000 Sold Nov 18, 2025

  145 Middle Haddam Rd, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $286/SF
  • 7 Days On Market

  Current Estimated Value $433,245

  Last Listing Agent Carl Guild Carl Guild & Associates

  145 Middle Haddam Rd, East Hampton, CT 06424
• 

  $760,000 Sold Nov 03, 2025

  28 Hoop Pole Hill Rd, Chester, CT 06412

  • 4 Beds
  • 3.5 Baths
  • 3,396 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $224/SF
  • 83 Days On Market

  Current Estimated Value $798,648

  Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

  28 Hoop Pole Hill Rd, Chester, CT 06412
• 

  $429,000 Sold Feb 06, 2026

  77 Lindsey Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $227/SF
  • 180 Days On Market

  Current Estimated Value $436,588

  Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457

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