16,691

Middletown, CT Homes

Section Image
    • 28 Rising Trail Dr, Middletown, CT 06457

      Est $229,085 Not Listed For Sale

      28 Rising Trail Dr, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1976
      28 Rising Trail Dr, Middletown, CT 06457

      Last Sold Summary

      • 6% Above List Price
      • $194/SF
      • 38 Days On Market
      • Last Sold Price $217,000
      • Dec 15, 2023

      Last Listing Agent Jennifer Wood KW Legacy Partners

  • 311 E Ridge Rd, Middletown, CT 06457

    $485,000 Sold Dec 12, 2025

    311 E Ridge Rd, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft
    • Built 1985

    Last Sold Summary

    • $272/SF
    • 14 Days On Market

    Current Estimated Value $486,402

    Last Listing Agent Toni Strain Eagle Eye Realty PLLC

    311 E Ridge Rd, Middletown, CT 06457
    • 51 Wilcox Rd, Middletown, CT 06457

      Est $353,750 Not Listed For Sale

      51 Wilcox Rd, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,176 Sq Ft
      • Built 1953
      51 Wilcox Rd, Middletown, CT 06457

      Last Sold Summary

      • 8% Above List Price
      • $280/SF
      • 4 Days On Market
      • Last Sold Price $329,000
      • Nov 03, 2023

      Last Listing Agent Samantha Khan William Raveis Real Estate

  • 122 Trolley Crossing Ln Unit 122, Middletown, CT 06457

    $200,000 Sold Aug 27, 2025

    122 Trolley Crossing Ln Unit 122, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 1987

    Last Sold Summary

    • 21% Above List Price
    • $176/SF
    • 5 Days On Market

    Current Estimated Value $212,783

    Last Listing Agent Liliane Miller Amity Realty Group, LLC

    122 Trolley Crossing Ln Unit 122, Middletown, CT 06457
    • 23 Olander Ln, Middletown, CT 06457

      Est $597,951 Not Listed For Sale

      23 Olander Ln, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 2,730 Sq Ft
      • Built 1994
      23 Olander Ln, Middletown, CT 06457

      Last Sold Summary

      • 5% Above List Price
      • $209/SF
      • 5 Days On Market
      • Last Sold Price $570,000
      • Nov 08, 2024

      Last Listing Agent Lynne Metevier Coldwell Banker Realty

  • 85 Aspen Dr, Middletown, CT 06457

    $425,000 Sold Jan 30, 2026

    85 Aspen Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,287 Sq Ft
    • Built 1968

    Last Sold Summary

    • $186/SF
    • 57 Days On Market

    Current Estimated Value $433,339

    Last Listing Agent Cheryl Bertini Berkshire Hathaway NE Prop.

    85 Aspen Dr, Middletown, CT 06457
    • 40 Inverness Ln, Middletown, CT 06457

      Est $265,976 Not Listed For Sale

      40 Inverness Ln, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,748 Sq Ft
      • Built 1971
      40 Inverness Ln, Middletown, CT 06457

      Last Sold Summary

      • 11% Above List Price
      • $137/SF
      • 68 Days On Market
      • Last Sold Price $240,000
      • Jan 31, 2025

      Last Listing Agent Gregory Clancy eXp Realty

  • 126 Webster Ln Unit 2-19, Middletown, CT 06457

    $616,532 Sold Jul 30, 2025

    126 Webster Ln Unit 2-19, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $396/SF
    • 0 Days On Market

    Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

    126 Webster Ln Unit 2-19, Middletown, CT 06457
    • 100 Russell St, Middletown, CT 06457

      Est $324,917 Not Listed For Sale

      100 Russell St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 1920
      100 Russell St, Middletown, CT 06457

      Last Sold Summary

      • 2% Above List Price
      • $199/SF
      • 26 Days On Market
      • Last Sold Price $320,000
      • Nov 08, 2024

      Last Listing Agent Alicia Mahon William Pitt

  • 115 Meadowood Dr, Middletown, CT 06457

    $550,000 Sold Dec 12, 2025

    115 Meadowood Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,578 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Below List Price
    • $213/SF
    • 43 Days On Market

    Current Estimated Value $566,802

    Last Listing Agent Kamil Andrukiewicz New Haus Group LLC

    115 Meadowood Dr, Middletown, CT 06457
    • 168 Burgundy Hill Ln, Middletown, CT 06457

      Est $125,772 Not Listed For Sale

      168 Burgundy Hill Ln, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 731 Sq Ft
      • Built 1987
      168 Burgundy Hill Ln, Middletown, CT 06457

      Last Sold Summary

      • 5% Above List Price
      • $164/SF
      • 20 Days On Market
      • Last Sold Price $120,000
      • Oct 18, 2024

      Last Listing Agent Jamila Caceres Ranno Your Home Realty

  • 30 Hemlock Place, Middletown, CT 06457

    $272,000 Sold Mar 12, 2026

    30 Hemlock Place, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 1,361 Sq Ft
    • Built 1962

    Last Sold Summary

    • 20% Below List Price
    • $200/SF
    • 41 Days On Market

    Current Estimated Value $288,388

    Last Listing Agent Thomas Mele Dorrance Realty

    30 Hemlock Place, Middletown, CT 06457
    • 10 Alicia Ln, Middletown, CT 06457

      Est $332,658 Not Listed For Sale

      10 Alicia Ln, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1993
      10 Alicia Ln, Middletown, CT 06457

      Last Sold Summary

      • 2% Below List Price
      • $378/SF
      • 84 Days On Market
      • Last Sold Price $340,000
      • Sep 04, 2024

      Last Listing Agent Eric Riether Citi Atlas Real Estate Co LLC

  • 132 Grand St, Middletown, CT 06457

    $455,000 Sold Mar 27, 2026

    132 Grand St, Middletown, CT 06457

    • 6 Beds
    • 3 Baths
    • 3,226 Sq Ft
    • Built 1900

    Last Sold Summary

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

    Current Estimated Value $404,667

    Last Listing Agent Natalie Grant Nat's Honey Bee Real Estate

    132 Grand St, Middletown, CT 06457
    • 49 Thornton Ct, Middletown, CT 06457

      Est $662,903 Not Listed For Sale

      49 Thornton Ct, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 2,616 Sq Ft
      • Built 2005
      49 Thornton Ct, Middletown, CT 06457

      Last Sold Summary

      • 4% Above List Price
      • $243/SF
      • 9 Days On Market
      • Last Sold Price $635,000
      • Jan 31, 2025

      Last Listing Agent Jill Zanette Coldwell Banker Realty

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

    $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 $288,293

    Last Listing Agent Michelle Mazzotta eXp Realty

    956 S Main St Unit 956, Middletown, CT 06457
    • 171 Mccormick Ln, Middletown, CT 06457

      Est $535,003 Not Listed For Sale

      171 Mccormick Ln, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,383 Sq Ft
      • Built 1995
      171 Mccormick Ln, Middletown, CT 06457

      Last Sold Summary

      • 4% Above List Price
      • $217/SF
      • 68 Days On Market
      • Last Sold Price $516,600
      • Mar 31, 2025

      Last Listing Agent Joseph Salzillo Salzillo Realty Company

  • 57 Harvard Ct, Middletown, CT 06457

    $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 $611,481

    Last Listing Agent Bruce Bayles William Raveis Real Estate

    57 Harvard Ct, Middletown, CT 06457
    • 169 Coleman Rd, Middletown, CT 06457

      Est $598,373 Not Listed For Sale

      169 Coleman Rd, Middletown, CT 06457

      • 3 Beds
      • 4 Baths
      • 3,066 Sq Ft
      • Built 1998
      169 Coleman Rd, Middletown, CT 06457

      Last Sold Summary

      • 4% Above List Price
      • $188/SF
      • 6 Days On Market
      • Last Sold Price $575,000
      • Mar 14, 2024

      Last Listing Agent Carolyn Marino Century 21 Classic Homes

  • 91 Gleeson Rd, Middletown, CT 06457

    $495,000 Sold Apr 30, 2026

    91 Gleeson Rd, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Above List Price
    • $289/SF
    • 49 Days On Market

    Current Estimated Value $447,842

    Last Listing Agent Sara Tufano Real Broker CT, LLC

    91 Gleeson Rd, Middletown, CT 06457
    • 111 Dekoven Dr Unit 103, Middletown, CT 06457

      Est $168,871 Not Listed For Sale

      111 Dekoven Dr Unit 103, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1989
      111 Dekoven Dr Unit 103, Middletown, CT 06457

      Last Sold Summary

      • 16% Above List Price
      • $141/SF
      • 86 Days On Market
      • Last Sold Price $145,000
      • Mar 28, 2025

      Last Listing Agent Barbara Coyle William Raveis Real Estate

  • 281 Briarwood Ln, Middletown, CT 06457

    $510,000 Sold Feb 26, 2026

    281 Briarwood Ln, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 1996

    Last Sold Summary

    • 7% Above List Price
    • $338/SF
    • 4 Days On Market

    Current Estimated Value $496,539

    Last Listing Agent Patrick Combs Dan Combs Real Estate

    281 Briarwood Ln, Middletown, CT 06457
    • 158 Timber Ridge Rd, Middletown, CT 06457

      Est $380,035 Not Listed For Sale

      158 Timber Ridge Rd, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 1,664 Sq Ft
      • Built 1986
      158 Timber Ridge Rd, Middletown, CT 06457

      Last Sold Summary

      • 9% Above List Price
      • $210/SF
      • 2 Days On Market
      • Last Sold Price $350,000
      • Aug 04, 2023

      Last Listing Agent Sally McMahon William Raveis Real Estate

  • 46 Rising Trail Dr, Middletown, CT 06457

    $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 $214,855

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

    46 Rising Trail Dr, Middletown, CT 06457
    • 105 Brown St, Middletown, CT 06457

      Est $390,396 Not Listed For Sale

      105 Brown St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,832 Sq Ft
      • Built 1947
      105 Brown St, Middletown, CT 06457

      Last Sold Summary

      • 24% Above List Price
      • $172/SF
      • 4 Days On Market
      • Last Sold Price $315,000
      • Sep 16, 2024

      Last Listing Agent Julie Corrado Coldwell Banker Realty

  • 94 Trolley Crossing Ln, Middletown, CT 06457

    $185,000 Sold Oct 24, 2025

    94 Trolley Crossing Ln, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft
    • Built 1987

    Last Sold Summary

    • $153/SF
    • 4 Days On Market

    Current Estimated Value $158,006

    Last Listing Agent Kamil Andrukiewicz New Haus Group LLC

    94 Trolley Crossing Ln, Middletown, CT 06457
    • 241 Sand Hill Rd, Middletown, CT 06457

      Est $334,159 Not Listed For Sale

      241 Sand Hill Rd, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 910 Sq Ft
      • Built 1952
      241 Sand Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • $368/SF
      • 50 Days On Market
      • Last Sold Price $335,000
      • May 10, 2024

      Last Listing Agent Barbara Coyle William Raveis Real Estate

  • 33 Bellevue Place, Middletown, CT 06457

    $405,000 Sold Jul 31, 2025

    33 Bellevue Place, Middletown, CT 06457

    • 4 Beds
    • 2 Baths
    • 2,406 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Above List Price
    • $168/SF
    • 52 Days On Market

    Current Estimated Value $414,987

    Last Listing Agent Patricia Flynn Sterling REALTORS

    33 Bellevue Place, Middletown, CT 06457
    • 70 George St, Middletown, CT 06457

      Est $445,076 Not Listed For Sale

      70 George St, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 2,688 Sq Ft
      • Built 2002
      70 George St, Middletown, CT 06457

      Last Sold Summary

      • 4% Above List Price
      • $160/SF
      • 93 Days On Market
      • Last Sold Price $430,000
      • Dec 20, 2024

      Last Listing Agent Jeff Petersen Century 21 AllPoints Realty

  • 6 Countryside Ln Unit 1, Middletown, CT 06457

    $250,000 Sold Jun 23, 2025

    6 Countryside Ln Unit 1, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,132 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $221/SF
    • 4 Days On Market

    Last Listing Agent Jill Bright Putnam Agency Real Estate LLC

    6 Countryside Ln Unit 1, Middletown, CT 06457
    • 5 W Meadow Ln Unit 1, Middletown, CT 06457

      Est $299,298 Not Listed For Sale

      5 W Meadow Ln Unit 1, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,129 Sq Ft
      • Built 1988
      5 W Meadow Ln Unit 1, Middletown, CT 06457

      Last Sold Summary

      • 20% Above List Price
      • $221/SF
      • 47 Days On Market
      • Last Sold Price $249,900
      • Feb 01, 2024

      Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  • 27 Loveland St, Middletown, CT 06457

    $365,000 Sold Jun 03, 2025

    27 Loveland St, Middletown, CT 06457

    • 8 Beds
    • 2 Baths
    • 3,101 Sq Ft
    • Built 1870

    Last Sold Summary

    • 11% Above List Price
    • $118/SF
    • 8 Days On Market

    Current Estimated Value $378,453

    Last Listing Agent Jackie Williams Sterling REALTORS

    27 Loveland St, Middletown, CT 06457
    • 5 Garfield Ave, Middletown, CT 06457

      Est $383,764 Not Listed For Sale

      5 Garfield Ave, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 2,250 Sq Ft
      • Built 1939
      5 Garfield Ave, Middletown, CT 06457

      Last Sold Summary

      • 16% Above List Price
      • $147/SF
      • 5 Days On Market
      • Last Sold Price $330,000
      • May 30, 2023

      Last Listing Agent Jackie Williams Sterling REALTORS

  • 21 Portland St, Middletown, CT 06457

    $185,000 Sold Aug 29, 2025

    21 Portland St, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 791 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $234/SF
    • 52 Days On Market

    Current Estimated Value $197,594

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

    21 Portland St, Middletown, CT 06457
    • 1309 Saybrook Rd, Middletown, CT 06457

      Est $876,282 Not Listed For Sale

      1309 Saybrook Rd, Middletown, CT 06457

      • 6 Beds
      • 5 Baths
      • 5,770 Sq Ft
      • Built 2000
      1309 Saybrook Rd, Middletown, CT 06457

      Last Sold Summary

      • 3% Above List Price
      • $147/SF
      • 136 Days On Market
      • Last Sold Price $850,000
      • Mar 22, 2024

      Last Listing Agent Michelle Mazzotta eXp Realty

  • 833 East St, Middletown, CT 06457

    $353,000 Sold Dec 04, 2025

    833 East St, Middletown, CT 06457

    • 4 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $280/SF
    • 57 Days On Market

    Current Estimated Value $356,641

    Last Listing Agent Ashley Ruotolo Berkshire Hathaway NE Prop.

    833 East St, Middletown, CT 06457
    • 119 Schuyler Ave, Middletown, CT 06457

      Est $306,674 Not Listed For Sale

      119 Schuyler Ave, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft
      • Built 1923
      119 Schuyler Ave, Middletown, CT 06457

      Last Sold Summary

      • 4% Above List Price
      • $219/SF
      • 159 Days On Market
      • Last Sold Price $294,000
      • Mar 25, 2025

      Last Listing Agent Heather Kilbourn Cavanaugh & Company LLC

  • 746 Long Hill Rd, Middletown, CT 06457

    $310,000 Sold Sep 10, 2025

    746 Long Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1975

    Last Sold Summary

    • 11% Above List Price
    • $215/SF
    • 5 Days On Market

    Current Estimated Value $315,932

    Last Listing Agent Jody Bonaiuto William Raveis Real Estate

    746 Long Hill Rd, Middletown, CT 06457
    • 66 Aspen Dr, Middletown, CT 06457

      Est $384,768 Not Listed For Sale

      66 Aspen Dr, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 2,088 Sq Ft
      • Built 1967
      66 Aspen Dr, Middletown, CT 06457

      Last Sold Summary

      • 13% Above List Price
      • $163/SF
      • 7 Days On Market
      • Last Sold Price $341,000
      • Sep 01, 2023

      Last Listing Agent Cheryl Bergeron-Lucca LPT Realty - IConn Team

  • 226 Farm Hill Rd, Middletown, CT 06457

    $410,000 Sold Aug 15, 2025

    226 Farm Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 1962

    Last Sold Summary

    • 26% Above List Price
    • $303/SF
    • 16 Days On Market

    Current Estimated Value $405,516

    Last Listing Agent Eric Miller Berkshire Hathaway NE Prop.

    226 Farm Hill Rd, Middletown, CT 06457

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