6,258

Old Saybrook, CT Homes

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  • 9 Whisper Cove Rd, Old Saybrook, CT 06475

    $3,400,000 Sold Jul 18, 2025

    9 Whisper Cove Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 5 Baths
    • 4,768 Sq Ft
    • Built 2008

    Last Sold Summary

    • $713/SF
    • 74 Days On Market

    Current Estimated Value $3,427,885

    Last Listing Agent Tammy Tinnerello William Pitt Sotheby's Int'l

    9 Whisper Cove Rd, Old Saybrook, CT 06475
    • 174 Old Boston Post Rd Unit 25, Old Saybrook, CT 06475

      Est $239,448 Not Listed For Sale

      174 Old Boston Post Rd Unit 25, Old Saybrook, CT 06475

      • 1 Bed
      • 1 Bath
      • 880 Sq Ft
      • Built 1979
      174 Old Boston Post Rd Unit 25, Old Saybrook, CT 06475

      Last Sold Summary

      • 14% Above List Price
      • $239/SF
      • 23 Days On Market
      • Last Sold Price $210,000
      • Dec 15, 2023

      Last Listing Agent Jarrett Stevens Coldwell Banker Premiere Realtor

  • 14 Meadowood Ln, Old Saybrook, CT 06475

    $499,000 Sold Jul 30, 2025

    14 Meadowood Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • Built 1962

    Last Sold Summary

    • 17% Below List Price
    • $275/SF
    • 53 Days On Market

    Current Estimated Value $574,948

    Last Listing Agent Rick Allen William Raveis Real Estate

    14 Meadowood Ln, Old Saybrook, CT 06475
    • 40 Seabreeze Rd, Old Saybrook, CT 06475

      Est $1,032,571 Not Listed For Sale

      40 Seabreeze Rd, Old Saybrook, CT 06475

      • 5 Beds
      • 1.5 Baths
      • 1,936 Sq Ft
      • Built 1943
      40 Seabreeze Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 8% Above List Price
      • $492/SF
      • 10 Days On Market
      • Last Sold Price $952,000
      • Mar 31, 2025

      Last Listing Agent Terry McDonald McDonald Real Estate, LLC

  • 100 Dudley Ave Unit D20, Old Saybrook, CT 06475

    $715,000 Sold Jan 28, 2026

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $310/SF
    • 44 Days On Market

    Current Estimated Value $736,940

    Last Listing Agent Susie Kelly Coldwell Banker Realty

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    • 6 Patterson Place, Old Saybrook, CT 06475

      Est $539,950 Not Listed For Sale

      6 Patterson Place, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 1,734 Sq Ft
      • Built 1989
      6 Patterson Place, Old Saybrook, CT 06475

      Last Sold Summary

      • 27% Above List Price
      • $245/SF
      • 65 Days On Market
      • Last Sold Price $425,000
      • Sep 22, 2023

      Last Listing Agent Stacey Wyeth William Pitt

  • 8 Fenbrook Rd, Old Saybrook, CT 06475

    $1,025,000 Sold Oct 20, 2025

    8 Fenbrook Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Built 1958

    Last Sold Summary

    • 37% Below List Price
    • $699/SF
    • 84 Days On Market

    Current Estimated Value $1,049,296

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    8 Fenbrook Rd, Old Saybrook, CT 06475
    • 6 Tudor Ct E, Old Saybrook, CT 06475

      Est $693,896 Not Listed For Sale

      6 Tudor Ct E, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 2,112 Sq Ft
      • Built 1960
      6 Tudor Ct E, Old Saybrook, CT 06475

      Last Sold Summary

      • $329/SF
      • 132 Days On Market
      • Last Sold Price $695,000
      • Oct 04, 2024

      Last Listing Agent Lisa Szyndlar Compass Connecticut, LLC

  • 26 Meadowood Ln, Old Saybrook, CT 06475

    $1,169,000 Sold Dec 10, 2025

    26 Meadowood Ln, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $523/SF
    • 57 Days On Market

    Current Estimated Value $1,160,983

    Last Listing Agent Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
    • 11 Evans Ln, Old Saybrook, CT 06475

      Est $441,958 Not Listed For Sale

      11 Evans Ln, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 684 Sq Ft
      • Built 1938
      11 Evans Ln, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Below List Price
      • $651/SF
      • 40 Days On Market
      • Last Sold Price $445,000
      • Mar 21, 2025

      Last Listing Agent Jordan Ostrofsky LPT Realty

  • 15 Waterbury Ave, Old Saybrook, CT 06475

    $560,000 Sold May 29, 2025

    15 Waterbury Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,203 Sq Ft
    • Built 1926

    Last Sold Summary

    • 11% Below List Price
    • $466/SF
    • 70 Days On Market

    Current Estimated Value $578,067

    Last Listing Agent Eric Engdall Coldwell Banker Realty

    15 Waterbury Ave, Old Saybrook, CT 06475
    • 12 Maplewood St, Old Saybrook, CT 06475

      Est $677,705 Not Listed For Sale

      12 Maplewood St, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 2,216 Sq Ft
      • Built 1950
      12 Maplewood St, Old Saybrook, CT 06475

      Last Sold Summary

      • 5% Above List Price
      • $291/SF
      • 6 Days On Market
      • Last Sold Price $644,148
      • Feb 29, 2024

      Last Listing Agent Greg Young Berkshire Hathaway Home Services

  • 27 Barnes Rd, Old Saybrook, CT 06475

    $745,000 Sold Aug 04, 2025

    27 Barnes Rd, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 22% Below List Price
    • $978/SF
    • 58 Days On Market

    Current Estimated Value $811,649

    Last Listing Agent Debra Pliego Essentia Realty

    27 Barnes Rd, Old Saybrook, CT 06475
    • 31 Beach Rd W, Old Saybrook, CT 06475

      Est $1,779,921 Not Listed For Sale

      31 Beach Rd W, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 1,792 Sq Ft
      • Built 1988
      31 Beach Rd W, Old Saybrook, CT 06475

      Last Sold Summary

      • 2% Above List Price
      • $977/SF
      • 6 Days On Market
      • Last Sold Price $1,750,000
      • Jul 27, 2023

      Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

  • 25 Sunset Rd Unit C12, Old Saybrook, CT 06475

    $825,000 Sold Sep 18, 2025

    25 Sunset Rd Unit C12, Old Saybrook, CT 06475

    • 2 Beds
    • 3.5 Baths
    • 2,090 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $395/SF
    • 5 Days On Market

    Current Estimated Value $816,682

    Last Listing Agent Rose McWaid William Raveis Real Estate

    25 Sunset Rd Unit C12, Old Saybrook, CT 06475
    • 441 Main St, Old Saybrook, CT 06475

      Est $736,619 Not Listed For Sale

      441 Main St, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,772 Sq Ft
      • Built 1959
      441 Main St, Old Saybrook, CT 06475

      Last Sold Summary

      • 34% Above List Price
      • $310/SF
      • 60 Days On Market
      • Last Sold Price $550,000
      • Dec 06, 2024

      Last Listing Agent Jennifer Gurnell William Raveis Real Estate

  • 6 Pheasant Hill Ln, Old Saybrook, CT 06475

    $595,000 Sold Sep 12, 2025

    6 Pheasant Hill Ln, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $301/SF
    • 74 Days On Market

    Current Estimated Value $619,923

    Last Listing Agent Letessa Dion Coldwell Banker Realty

    6 Pheasant Hill Ln, Old Saybrook, CT 06475
    • 67 Cypress Rd, Old Saybrook, CT 06475

      Est $680,189 Not Listed For Sale

      67 Cypress Rd, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1966
      67 Cypress Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 3% Above List Price
      • $888/SF
      • 4 Days On Market
      • Last Sold Price $661,000
      • Nov 12, 2024

      Last Listing Agent Rose McWaid William Raveis Real Estate

  • 57 Atlantic Dr, Old Saybrook, CT 06475

    $805,000 Sold May 12, 2025

    57 Atlantic Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Above List Price
    • $526/SF
    • 38 Days On Market

    Current Estimated Value $850,268

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    57 Atlantic Dr, Old Saybrook, CT 06475
    • 843 Middlesex Turnpike, Old Saybrook, CT 06475

      Est $397,726 Not Listed For Sale

      843 Middlesex Turnpike, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 1,059 Sq Ft
      • Built 1934
      843 Middlesex Turnpike, Old Saybrook, CT 06475

      Last Sold Summary

      • 22% Above List Price
      • $307/SF
      • 26 Days On Market
      • Last Sold Price $325,000
      • Nov 03, 2023

      Last Listing Agent Mikaela Bean CR Premier Properties

  • 62 Lynde St, Old Saybrook, CT 06475

    $600,000 Sold Jul 18, 2025

    62 Lynde St, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,830 Sq Ft
    • Built 1940

    Last Sold Summary

    • $328/SF
    • 33 Days On Market

    Current Estimated Value $620,651

    Last Listing Agent Jan Murray J.M. REALTY

    62 Lynde St, Old Saybrook, CT 06475
    • 90 Chalker Beach Rd, Old Saybrook, CT 06475

      Est $688,518 Not Listed For Sale

      90 Chalker Beach Rd, Old Saybrook, CT 06475

      • 4 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1950
      90 Chalker Beach Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Above List Price
      • $420/SF
      • 14 Days On Market
      • Last Sold Price $685,000
      • Jul 08, 2024

      Last Listing Agent Cheryl Cook RE/MAX

  • 16 Seagull Rd, Old Saybrook, CT 06475

    $799,900 Sold Oct 10, 2025

    16 Seagull Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 1.5 Baths
    • 1,950 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $410/SF
    • 57 Days On Market

    Current Estimated Value $806,970

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

    16 Seagull Rd, Old Saybrook, CT 06475
    • 28 Cypress Rd, Old Saybrook, CT 06475

      Est $932,737 Not Listed For Sale

      28 Cypress Rd, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 1,070 Sq Ft
      • Built 1960
      28 Cypress Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 32% Above List Price
      • $659/SF
      • 16 Days On Market
      • Last Sold Price $705,000
      • Mar 03, 2025

      Last Listing Agent Julia King William Raveis Real Estate

  • 15 Buckingham Ave, Old Saybrook, CT 06475

    $1,178,000 Sold Aug 08, 2025

    15 Buckingham Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 3 Baths
    • 2,132 Sq Ft
    • Built 2007

    Last Sold Summary

    • 9% Below List Price
    • $553/SF
    • 105 Days On Market

    Current Estimated Value $1,179,867

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

    15 Buckingham Ave, Old Saybrook, CT 06475
    • 7 Christy Heights, Old Saybrook, CT 06475

      Est $670,966 Not Listed For Sale

      7 Christy Heights, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 2,746 Sq Ft
      • Built 1998
      7 Christy Heights, Old Saybrook, CT 06475

      Last Sold Summary

      • 7% Above List Price
      • $229/SF
      • 18 Days On Market
      • Last Sold Price $630,000
      • Jul 08, 2024

      Last Listing Agent Alex Brigandi William Pitt

  • 4 Gibbons Cir, Old Saybrook, CT 06475

    $900,000 Sold Jan 06, 2026

    4 Gibbons Cir, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Above List Price
    • $505/SF
    • 1 Day On Market

    Current Estimated Value $896,836

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    4 Gibbons Cir, Old Saybrook, CT 06475
    • 60 Cypress Rd, Old Saybrook, CT 06475

      Est $820,449 Not Listed For Sale

      60 Cypress Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1950
      60 Cypress Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 6% Above List Price
      • $517/SF
      • 16 Days On Market
      • Last Sold Price $775,000
      • Jun 21, 2024

      Last Listing Agent Jennifer Gurnell William Raveis Real Estate

  • 5 Oakwood Rd, Old Saybrook, CT 06475

    $1,700,000 Sold Nov 17, 2025

    5 Oakwood Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 3,477 Sq Ft
    • Built 1997

    Last Sold Summary

    • 19% Below List Price
    • $489/SF
    • 103 Days On Market

    Current Estimated Value $1,742,719

    Last Listing Agent Carol Ieronimo William Raveis Real Estate

    5 Oakwood Rd, Old Saybrook, CT 06475
    • 115 Sheffield St, Old Saybrook, CT 06475

      Est $1,522,989 Not Listed For Sale

      115 Sheffield St, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 1,983 Sq Ft
      • Built 1989
      115 Sheffield St, Old Saybrook, CT 06475

      Last Sold Summary

      • 3% Below List Price
      • $794/SF
      • 64 Days On Market
      • Last Sold Price $1,575,000
      • Sep 22, 2023

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • 9 Connally Dr, Old Saybrook, CT 06475

    $670,000 Sold Sep 25, 2025

    9 Connally Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,920 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $229/SF
    • 9 Days On Market

    Current Estimated Value $707,109

    Last Listing Agent Phil Ledwith Century 21 AllPoints Realty

    9 Connally Dr, Old Saybrook, CT 06475
    • 12 Hartlands Dr, Old Saybrook, CT 06475

      Est $731,406 Not Listed For Sale

      12 Hartlands Dr, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 956 Sq Ft
      • Built 1954
      12 Hartlands Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Below List Price
      • $774/SF
      • 30 Days On Market
      • Last Sold Price $740,000
      • Dec 13, 2024

      Last Listing Agent Jason Ricardo Better Living Realty, LLC

  • 5 Cromwell Ct, Old Saybrook, CT 06475

    $1,230,000 Sold Jun 17, 2025

    5 Cromwell Ct, Old Saybrook, CT 06475

    • 4 Beds
    • 3 Baths
    • 2,557 Sq Ft
    • Built 1966

    Last Sold Summary

    • 12% Above List Price
    • $481/SF
    • 0 Days On Market

    Current Estimated Value $1,060,273

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    5 Cromwell Ct, Old Saybrook, CT 06475
    • 38 Coulter St, Old Saybrook, CT 06475

      Est $743,038 Not Listed For Sale

      38 Coulter St, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 2,032 Sq Ft
      • Built 1940
      38 Coulter St, Old Saybrook, CT 06475

      Last Sold Summary

      • 8% Above List Price
      • $337/SF
      • 5 Days On Market
      • Last Sold Price $685,000
      • Oct 27, 2023

      Last Listing Agent Lynn Lehrman RE/MAX

  • 5 Aladdin Ave, Old Saybrook, CT 06475

    $520,000 Sold Oct 03, 2025

    5 Aladdin Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • Built 1930

    Last Sold Summary

    • 20% Below List Price
    • $442/SF
    • 194 Days On Market

    Current Estimated Value $562,229

    Last Listing Agent Matt Diamond Houlihan Lawrence WD

    5 Aladdin Ave, Old Saybrook, CT 06475
    • 16 George Dr, Old Saybrook, CT 06475

      Est $801,184 Not Listed For Sale

      16 George Dr, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,765 Sq Ft
      • Built 1957
      16 George Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 11% Above List Price
      • $411/SF
      • 1 Day On Market
      • Last Sold Price $725,000
      • May 29, 2024

      Last Listing Agent Pardi & Zucco Team William Pitt

  • 49 Cromwell Place, Old Saybrook, CT 06475

    $2,000,000 Sold Aug 20, 2025

    49 Cromwell Place, Old Saybrook, CT 06475

    • 3 Beds
    • 4 Baths
    • 3,965 Sq Ft
    • Built 1990

    Last Sold Summary

    • $504/SF
    • 14 Days On Market

    Current Estimated Value $2,012,999

    Last Listing Agent Tina Rupp William Pitt Sotheby's Int'l

    49 Cromwell Place, Old Saybrook, CT 06475
    • 16 W View Rd, Old Saybrook, CT 06475

      Est $738,341 Not Listed For Sale

      16 W View Rd, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 966 Sq Ft
      • Built 1961
      16 W View Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 31% Above List Price
      • $583/SF
      • 4 Days On Market
      • Last Sold Price $563,000
      • May 12, 2023

      Last Listing Agent Kara Bell J.M. REALTY

  • 69 Essex Rd, Old Saybrook, CT 06475

    $550,000 Sold Jun 09, 2025

    69 Essex Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 1957

    Last Sold Summary

    • $260/SF
    • 44 Days On Market

    Current Estimated Value $581,146

    Last Listing Agent Brittany O'Hara William Raveis Real Estate

    69 Essex Rd, Old Saybrook, CT 06475
    • 7 Schenker Ave, Old Saybrook, CT 06475

      Est $1,109,654 Not Listed For Sale

      7 Schenker Ave, Old Saybrook, CT 06475

      • 4 Beds
      • 2.5 Baths
      • 3,464 Sq Ft
      • Built 1978
      7 Schenker Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 11% Above List Price
      • $289/SF
      • 62 Days On Market
      • Last Sold Price $1,000,000
      • Jul 20, 2023

      Last Listing Agent Craig Milton RE/MAX

Showing Results 241 - 280, Page 7 of 18

Connecticut Middlesex County Old Saybrook

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