2,083

Recently Sold Middlesex County CT Homes

Section Image
  • 15 Forest Glen Cir Unit 19, Middletown, CT 06457

    $235,000 Sold Jul 22, 2025

    15 Forest Glen Cir Unit 19, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Built 1989

    Last Sold Summary

    • 18% Above List Price
    • $253/SF
    • 46 Days On Market

    Current Estimated Value $233,448

    Last Listing Agent Brenda Bourne KW Legacy Partners

    15 Forest Glen Cir Unit 19, Middletown, CT 06457
  • 81 Middletown Ave, East Hampton, CT 06424

    $265,000 Sold Feb 26, 2026

    81 Middletown Ave, East Hampton, CT 06424

    • 3 Beds
    • 2.5 Baths
    • 1,068 Sq Ft
    • Built 2007

    Last Sold Summary

    • 16% Above List Price
    • $248/SF
    • 3 Days On Market

    Current Estimated Value $263,366

    Last Listing Agent James Harrington Carl Guild & Associates

    81 Middletown Ave, East Hampton, CT 06424
  • 88 Carriage Crossing Ln, Middletown, CT 06457

    $248,000 Sold Jan 29, 2026

    88 Carriage Crossing Ln, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $261/SF
    • 25 Days On Market

    Current Estimated Value $238,581

    Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

    88 Carriage Crossing Ln, Middletown, CT 06457
  • 18 Cherokee Ct, Cromwell, CT 06416

    $259,990 Sold Jul 16, 2025

    18 Cherokee Ct, Cromwell, CT 06416

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft
    • Built 1976

    Last Sold Summary

    • $211/SF
    • 55 Days On Market

    Current Estimated Value $260,694

    Last Listing Agent Jay Cirikovic Century 21 AllPoints Realty

    18 Cherokee Ct, Cromwell, CT 06416
  • 95 Training Hill Rd, Middletown, CT 06457

    $415,000 Sold Mar 13, 2026

    95 Training Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Below List Price
    • $270/SF
    • 70 Days On Market

    Current Estimated Value $414,182

    Last Listing Agent Guillermo Araujo Five Stars Realty

    95 Training Hill Rd, Middletown, CT 06457
  • 49 Seaside Ave, Westbrook, CT 06498

    $550,000 Sold Dec 17, 2025

    49 Seaside Ave, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft
    • Built 1815

    Last Sold Summary

    • $268/SF
    • 7 Days On Market

    Current Estimated Value $559,867

    Last Listing Agent Dandeneau Team Berkshire Hathaway NE Prop.

    49 Seaside Ave, Westbrook, CT 06498
  • 98 High St, Portland, CT 06481

    $632,000 Sold Jun 25, 2025

    98 High St, Portland, CT 06481

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Above List Price
    • $260/SF
    • 3 Days On Market

    Last Listing Agent Cheryl Zalewski eXp Realty

    98 High St, Portland, CT 06481
  • 1 Brush Pasture Ln Unit 313, Portland, CT 06480

    $169,500 Sold Jul 16, 2025

    1 Brush Pasture Ln Unit 313, Portland, CT 06480

    • 1 Bed
    • 1 Bath
    • 848 Sq Ft
    • Built 2004

    Last Sold Summary

    • $200/SF
    • 5 Days On Market

    Current Estimated Value $170,728

    Last Listing Agent Kara Pedersen Carl Guild & Associates

    1 Brush Pasture Ln Unit 313, Portland, CT 06480
  • 25 Chalker Beach Rd, Old Saybrook, CT 06475

    $520,000 Sold Jul 07, 2025

    25 Chalker Beach Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 922 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $564/SF
    • 122 Days On Market

    Current Estimated Value $527,453

    Last Listing Agent Susan Malton Coldwell Banker Realty

    25 Chalker Beach Rd, Old Saybrook, CT 06475
  • 211 William St, Portland, CT 06480

    $230,000 Sold Jun 24, 2025

    211 William St, Portland, CT 06480

    • 3 Beds
    • 1 Bath
    • 1,420 Sq Ft
    • Built 1939

    Last Sold Summary

    • 24% Above List Price
    • $162/SF
    • 17 Days On Market

    Current Estimated Value $416,079

    Last Listing Agent Todd Bakoledis Coldwell Banker Realty

    211 William St, Portland, CT 06480
  • 262 Fairview Rd, Westbrook, CT 06498

    $880,000 Sold Jul 21, 2025

    262 Fairview Rd, Westbrook, CT 06498

    • 5 Beds
    • 5 Baths
    • 4,066 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Above List Price
    • $216/SF
    • 59 Days On Market

    Current Estimated Value $912,987

    Last Listing Agent Allison Ciarcia William Raveis Real Estate

    262 Fairview Rd, Westbrook, CT 06498
  • 22 Lake Shore Dr, Middlefield, CT 06455

    $960,000 Sold Aug 22, 2025

    22 Lake Shore Dr, Middlefield, CT 06455

    • 4 Beds
    • 3.5 Baths
    • 3,536 Sq Ft
    • Built 1947

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 75 Days On Market

    Current Estimated Value $959,137

    Last Listing Agent Jamie Clark Berkshire Hathaway NE Prop.

    22 Lake Shore Dr, Middlefield, CT 06455
  • 201 Skyview Dr, Cromwell, CT 06416

    $268,000 Sold Mar 26, 2025

    201 Skyview Dr, Cromwell, CT 06416

    • 2 Beds
    • 2.5 Baths
    • 1,284 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $209/SF
    • 21 Days On Market

    Current Estimated Value $284,210

    Last Listing Agent Stefan Stefanov Century 21 Scala Group

    201 Skyview Dr, Cromwell, CT 06416
  • 91 Grove St, Clinton, CT 06413

    $675,000 Sold Sep 24, 2025

    91 Grove St, Clinton, CT 06413

    • 3 Beds
    • 1.5 Baths
    • 1,312 Sq Ft
    • Built 1928

    Last Sold Summary

    • 9% Below List Price
    • $514/SF
    • 36 Days On Market

    Current Estimated Value $552,408

    Last Listing Agent Matt Rose Keller Williams Realty

    91 Grove St, Clinton, CT 06413
  • 12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

    $191,000 Sold Apr 30, 2025

    12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Above List Price
    • $251/SF
    • 14 Days On Market

    Current Estimated Value $196,960

    Last Listing Agent Melanie Abbott William Pitt Sotheby's Int'l

    12 Carriage Crossing Ln Unit 12, Middletown, CT 06457
  • 6 Cedarland Ct Unit 6, Cromwell, CT 06416

    $235,000 Sold Aug 19, 2025

    6 Cedarland Ct Unit 6, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Below List Price
    • $172/SF
    • 13 Days On Market

    Current Estimated Value $236,313

    Last Listing Agent Gintare O'Shea Berkshire Hathaway NE Prop.

    6 Cedarland Ct Unit 6, Cromwell, CT 06416
  • 18 Lynde St, Old Saybrook, CT 06475

    $539,000 Sold Aug 27, 2025

    18 Lynde St, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,185 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Below List Price
    • $455/SF
    • 43 Days On Market

    Current Estimated Value $541,338

    Last Listing Agent Liz Squillacote William Pitt Sotheby's Int'l

    18 Lynde St, Old Saybrook, CT 06475
  • 192 Rising Trail Dr, Middletown, CT 06457

    $225,400 Sold Jul 03, 2025

    192 Rising Trail Dr, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,232 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $183/SF
    • 55 Days On Market

    Current Estimated Value $231,642

    Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

    192 Rising Trail Dr, Middletown, CT 06457
  • 17 Adorno Dr, Portland, CT 06480

    $302,000 Sold Jun 27, 2025

    17 Adorno Dr, Portland, CT 06480

    • 3 Beds
    • 1.5 Baths
    • 2,060 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Above List Price
    • $147/SF
    • 47 Days On Market

    Current Estimated Value $331,571

    Last Listing Agent Ellen Paklos William Raveis Real Estate

    17 Adorno Dr, Portland, CT 06480
  • 2 Briar Ct, Cromwell, CT 06416

    $215,000 Sold Nov 18, 2025

    2 Briar Ct, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $158/SF
    • 20 Days On Market

    Current Estimated Value $219,598

    Last Listing Agent Gintare O'Shea Berkshire Hathaway NE Prop.

    2 Briar Ct, Cromwell, CT 06416
  • 130 Cherry Hill Rd, Middlefield, CT 06455

    $357,500 Sold Jul 25, 2025

    130 Cherry Hill Rd, Middlefield, CT 06455

    • 3 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Above List Price
    • $313/SF
    • 6 Days On Market

    Current Estimated Value $355,047

    Last Listing Agent Natalee King Coldwell Banker Realty

    130 Cherry Hill Rd, Middlefield, CT 06455
  • 3 Blueberry Hill Reserve, Killingworth, CT 06419

    $825,000 Sold May 23, 2025

    3 Blueberry Hill Reserve, Killingworth, CT 06419

    • 4 Beds
    • 2.5 Baths
    • 3,600 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $229/SF
    • 1 Day On Market

    Current Estimated Value $863,607

    Last Listing Agent Kyle Hinding Coldwell Banker Realty

    3 Blueberry Hill Reserve, Killingworth, CT 06419
  • 328 Old Marlborough Turnpike, Portland, CT 06480

    $600,000 Sold Sep 05, 2025

    328 Old Marlborough Turnpike, Portland, CT 06480

    • 4 Beds
    • 2.5 Baths
    • 2,992 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $201/SF
    • 49 Days On Market

    Current Estimated Value $613,483

    Last Listing Agent Craig Milton Re/Max Valley Shore

    328 Old Marlborough Turnpike, Portland, CT 06480
  • 33 Lakewood Rd, East Hampton, CT 06424

    $182,000 Sold Jul 09, 2025

    33 Lakewood Rd, East Hampton, CT 06424

    • 3 Beds
    • 1 Bath
    • 886 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $205/SF
    • 24 Days On Market

    Current Estimated Value $200,379

    Last Listing Agent Chad Crookes Statewide Premier Prop. LLC

    33 Lakewood Rd, East Hampton, CT 06424
  • 148 Glenwood Rd, Clinton, CT 06413

    $375,000 Sold Nov 06, 2025

    148 Glenwood Rd, Clinton, CT 06413

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $263/SF
    • 22 Days On Market

    Current Estimated Value $373,202

    Last Listing Agent Lorrie Maiorano Calcagni Real Estate

    148 Glenwood Rd, Clinton, CT 06413
  • 129 Newfield St, Middletown, CT 06457

    $275,000 Sold Jul 03, 2025

    129 Newfield St, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,075 Sq Ft
    • Built 1953

    Last Sold Summary

    • $256/SF
    • 134 Days On Market

    Current Estimated Value $280,452

    Last Listing Agent Qin Lin Sovereign Properties

    129 Newfield St, Middletown, CT 06457
  • 11 Edgewood Rd, Portland, CT 06480

    $330,000 Sold Mar 09, 2026

    11 Edgewood Rd, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $176/SF
    • 91 Days On Market

    Current Estimated Value $339,535

    Last Listing Agent Kelley Cummings The Heritage Group, LLC

    11 Edgewood Rd, Portland, CT 06480
  • 18 Tidewater Ln Unit 18, Clinton, CT 06413

    $1,500,000 Sold Nov 07, 2025

    18 Tidewater Ln Unit 18, Clinton, CT 06413

    • 2 Beds
    • 2 Baths
    • 1,942 Sq Ft
    • Built 2018

    Last Sold Summary

    • 50% Above List Price
    • $772/SF
    • 12 Days On Market

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    18 Tidewater Ln Unit 18, Clinton, CT 06413
  • 0 Little City Rd, Killingworth, CT 06419

    $375,000 Sold Nov 03, 2025

    0 Little City Rd, Killingworth, CT 06419

    • Land
    • 39.14 Acres
    • $9,581 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 31 Days On Market

    Last Listing Agent Joe Wren William Raveis Real Estate

    0 Little City Rd, Killingworth, CT 06419
  • 50 Dublin Hill Rd, Haddam, CT 06441

    $575,000 Sold Oct 17, 2025

    50 Dublin Hill Rd, Haddam, CT 06441

    • 2 Beds
    • 1.5 Baths
    • 1,613 Sq Ft
    • Built 1920

    Last Sold Summary

    • $356/SF
    • 37 Days On Market

    Current Estimated Value $574,746

    Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty

    50 Dublin Hill Rd, Haddam, CT 06441
  • 26 Margo Ct Unit 26, Cromwell, CT 06416

    $240,000 Sold Jul 31, 2025

    26 Margo Ct Unit 26, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • Built 1973

    Last Sold Summary

    • $175/SF
    • 19 Days On Market

    Last Listing Agent Kara Pedersen Carl Guild & Associates

    26 Margo Ct Unit 26, Cromwell, CT 06416
  • 25 Laurel Heights Rd, Higganum, CT 06441

    $383,000 Sold May 30, 2025

    25 Laurel Heights Rd, Higganum, CT 06441

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Above List Price
    • $290/SF
    • 7 Days On Market

    Current Estimated Value $388,019

    Last Listing Agent Jamie Smigel Carl Guild & Associates

    25 Laurel Heights Rd, Higganum, CT 06441
  • 11 Countryside Ln Unit 2, Middletown, CT 06457

    $235,000 Sold Sep 30, 2025

    11 Countryside Ln Unit 2, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $216/SF
    • 33 Days On Market

    Last Listing Agent Kristen Faraci Better Living Realty, LLC

    11 Countryside Ln Unit 2, Middletown, CT 06457
  • 19 Hartford Ave, Old Saybrook, CT 06475

    $625,000 Sold Sep 03, 2025

    19 Hartford Ave, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,249 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $500/SF
    • 47 Days On Market

    Current Estimated Value $622,005

    Last Listing Agent Frank Fonteyn Prestige Realty Group

    19 Hartford Ave, Old Saybrook, CT 06475
  • 248 Cow Hill Rd, Clinton, CT 06413

    $430,000 Sold Feb 02, 2026

    248 Cow Hill Rd, Clinton, CT 06413

    • 4 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Above List Price
    • $214/SF
    • 44 Days On Market

    Current Estimated Value $410,752

    Last Listing Agent Kathleen Moniello Coldwell Banker Realty

    248 Cow Hill Rd, Clinton, CT 06413
  • 70 Birchwood Dr, Middletown, CT 06457

    $499,900 Sold Jul 11, 2025

    70 Birchwood Dr, Middletown, CT 06457

    • 4 Beds
    • 3 Baths
    • 2,404 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $208/SF
    • 15 Days On Market

    Current Estimated Value $493,169

    Last Listing Agent Jennifer Hussey Century 21 Clemens Group

    70 Birchwood Dr, Middletown, CT 06457
  • 66 Pennywise Ln, Old Saybrook, CT 06475

    $1,495,000 Sold Dec 01, 2025

    66 Pennywise Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 3.5 Baths
    • 2,425 Sq Ft
    • Built 1790

    Last Sold Summary

    • 7% Above List Price
    • $616/SF
    • 1 Day On Market

    Current Estimated Value $1,413,628

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    66 Pennywise Ln, Old Saybrook, CT 06475
  • 5 Blue Orchard Dr, Middletown, CT 06457

    $360,000 Sold Aug 05, 2025

    5 Blue Orchard Dr, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $238/SF
    • 50 Days On Market

    Current Estimated Value $367,073

    Last Listing Agent Christopher Clarke Coldwell Banker Realty

    5 Blue Orchard Dr, Middletown, CT 06457
  • 1414 Essex Rd, Westbrook, CT 06498

    $675,000 Sold Jun 24, 2025

    1414 Essex Rd, Westbrook, CT 06498

    • 3 Beds
    • 2.5 Baths
    • 2,665 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $253/SF
    • 40 Days On Market

    Current Estimated Value $706,149

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    1414 Essex Rd, Westbrook, CT 06498
  • 215 Woodland Dr, Cromwell, CT 06416

    $180,000 Sold Jul 01, 2025

    215 Woodland Dr, Cromwell, CT 06416

    • 1 Bed
    • 1 Bath
    • 717 Sq Ft
    • Built 1974

    Last Sold Summary

    • 13% Above List Price
    • $251/SF
    • 5 Days On Market

    Current Estimated Value $174,631

    Last Listing Agent Melissa Chevalley Re/Max Valley Shore

    215 Woodland Dr, Cromwell, CT 06416

Showing Results 521 - 560, Page 14 of 18

Connecticut Middlesex County

Recently Sold Real Estate & Homes in Middlesex County, CT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group