163

Recently Sold Old Saybrook, CT Homes

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  • 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 $668,828

    Last Listing Agent Frank Fonteyn Prestige Realty Group

    19 Hartford Ave, Old Saybrook, CT 06475
  • 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 $1,486,612

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    66 Pennywise Ln, Old Saybrook, CT 06475
  • 8 Cromwell Place, Old Saybrook, CT 06475

    $1,025,000

    Sold Jul 25, 2025

    8 Cromwell Place, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 3,730 Sq Ft
    • Built 1957

    Last Sold Summary

    • 14% Below List Price
    • $275/SF
    • 58 Days On Market

    Current Estimated Value $1,134,000

    Last Listing Agent Roxanne Quinn Coldwell Banker Realty

    8 Cromwell Place, Old Saybrook, CT 06475
  • 5 Sunrise Ave, Old Saybrook, CT 06475

    $400,000

    Sold Jun 12, 2026

    5 Sunrise Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $376/SF
    • 92 Days On Market

    Current Estimated Value $424,203

    Last Listing Agent Terry McDonald McDonald Real Estate, LLC

    5 Sunrise Ave, Old Saybrook, CT 06475
  • 100 Dudley Ave Unit F27, Old Saybrook, CT 06475

    $725,000

    Sold Jun 30, 2026

    100 Dudley Ave Unit F27, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 3% Below List Price
    • $314/SF
    • 74 Days On Market

    Current Estimated Value $720,974

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F27, Old Saybrook, CT 06475
  • 6 West St, Old Saybrook, CT 06475

    $410,000

    Sold Jul 15, 2025

    6 West St, Old Saybrook, CT 06475

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $496/SF
    • 111 Days On Market

    Current Estimated Value $451,996

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    6 West St, Old Saybrook, CT 06475
  • 122 Old Post Rd, Old Saybrook, CT 06475

    $962,500

    Sold Mar 19, 2026

    122 Old Post Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft
    • Built 1991

    Last Sold Summary

    • 14% Below List Price
    • $390/SF
    • 158 Days On Market

    Current Estimated Value $982,249

    Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

    122 Old Post Rd, Old Saybrook, CT 06475
  • 5 Fox Hollow Rd, Old Saybrook, CT 06475

    $722,500

    Sold Dec 05, 2025

    5 Fox Hollow Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 3 Baths
    • 2,142 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $337/SF
    • 63 Days On Market

    Current Estimated Value $777,804

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    5 Fox Hollow Rd, Old Saybrook, CT 06475
  • 14 Watrous Point Rd, Old Saybrook, CT 06475

    $566,000

    Sold Oct 01, 2025

    14 Watrous Point Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft
    • Built 1966

    Last Sold Summary

    • 13% Below List Price
    • $263/SF
    • 3 Days On Market

    Current Estimated Value $677,954

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    14 Watrous Point Rd, Old Saybrook, CT 06475
  • 117 Ayers Point Rd, Old Saybrook, CT 06475

    $695,000

    Sold Nov 21, 2025

    117 Ayers Point Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft
    • Built 1987

    Last Sold Summary

    • 11% Below List Price
    • $246/SF
    • 63 Days On Market

    Current Estimated Value $779,860

    Last Listing Agent Chloe White KW Legacy Partners

    117 Ayers Point Rd, Old Saybrook, CT 06475
  • 24 Church St, Old Saybrook, CT 06475

    $1,425,000

    Sold Apr 23, 2026

    24 Church St, Old Saybrook, CT 06475

    • 3 Beds
    • 3 Baths
    • 2,560 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $557/SF
    • 18 Days On Market

    Current Estimated Value $1,343,695

    Last Listing Agent Lynn Toper CR Premier Properties

    24 Church St, Old Saybrook, CT 06475
  • 6 South St, Old Saybrook, CT 06475

    $162,000

    Sold May 14, 2026

    6 South St, Old Saybrook, CT 06475

    • Land
    • 6,969 Sq Ft
    • $1,012,500 per Acre

    Last Sold Summary

    • 1% Above List Price
    • 16 Days On Market

    Current Estimated Value $156,784

    Last Listing Agent Katie Schubert KW Legacy Partners

    6 South St, Old Saybrook, CT 06475
  • 3 Glen Dr, Old Saybrook, CT 06475

    $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 $677,804

    Last Listing Agent Lisa Genovali Re/Max Valley Shore

    3 Glen Dr, Old Saybrook, CT 06475
  • 1 Beamon Meadow Place, Old Saybrook, CT 06475

    $840,000

    Sold Jun 16, 2026

    1 Beamon Meadow Place, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • Built 1988

    Last Sold Summary

    • 12% Below List Price
    • $515/SF
    • 81 Days On Market

    Current Estimated Value $914,625

    Last Listing Agent Linda Toscano Coldwell Banker Realty

    1 Beamon Meadow Place, Old Saybrook, CT 06475
  • 12 Bellaire Dr, Old Saybrook, CT 06475

    $650,000

    Sold Nov 19, 2025

    12 Bellaire Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1954

    Last Sold Summary

    • $589/SF
    • 8 Days On Market

    Current Estimated Value $677,260

    Last Listing Agent George Agnelli Agnelli Real Estate

    12 Bellaire Dr, Old Saybrook, CT 06475
  • 11 S View Terrace, Old Saybrook, CT 06475

    $840,000

    Sold May 08, 2026

    11 S View Terrace, Old Saybrook, CT 06475

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft
    • Built 1964

    Last Sold Summary

    • $419/SF
    • 48 Days On Market

    Current Estimated Value $821,152

    Last Listing Agent Dylan Walter William Raveis Real Estate

    11 S View Terrace, Old Saybrook, CT 06475
  • 258 School House Rd, Old Saybrook, CT 06475

    $430,000

    Sold Oct 03, 2025

    258 School House Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $269/SF
    • 48 Days On Market

    Current Estimated Value $499,263

    Last Listing Agent Tim O'Hara William Raveis Real Estate

    258 School House Rd, Old Saybrook, CT 06475
  • 4 Fenwood Ln, Old Saybrook, CT 06475

    $1,036,000

    Sold May 21, 2026

    4 Fenwood Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,957 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Above List Price
    • $529/SF
    • 27 Days On Market

    Current Estimated Value $1,021,901

    Last Listing Agent Jennifer Gurnell William Raveis Real Estate

    4 Fenwood Ln, Old Saybrook, CT 06475
  • 49 Hartford Ave, Old Saybrook, CT 06475

    $375,000

    Sold Sep 05, 2025

    49 Hartford Ave, Old Saybrook, CT 06475

    • 1 Bed
    • 1 Bath
    • 504 Sq Ft
    • Built 1950

    Last Sold Summary

    • 25% Below List Price
    • $744/SF
    • 41 Days On Market

    Current Estimated Value $410,690

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    49 Hartford Ave, Old Saybrook, CT 06475
  • 45 Farview Ave, Old Saybrook, CT 06475

    $925,000

    Sold Sep 22, 2025

    45 Farview Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,791 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Above List Price
    • $331/SF
    • 11 Days On Market

    Current Estimated Value $982,338

    Last Listing Agent Amy Rubin William Raveis Real Estate

    45 Farview Ave, Old Saybrook, CT 06475
  • 41 Briarwood Dr, Old Saybrook, CT 06475

    $720,000

    Sold Mar 03, 2026

    41 Briarwood Dr, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,076 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $669/SF
    • 47 Days On Market

    Current Estimated Value $732,544

    Last Listing Agent Rick Allen William Raveis Real Estate

    41 Briarwood Dr, Old Saybrook, CT 06475
  • 515 Maple Ave, Old Saybrook, CT 06475

    $2,125,000

    Sold Oct 10, 2025

    515 Maple Ave, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $1,557/SF
    • 38 Days On Market

    Current Estimated Value $2,313,914

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

    515 Maple Ave, Old Saybrook, CT 06475
  • 3 Jorgensen Ln, Old Saybrook, CT 06475

    $887,000

    Sold Nov 24, 2025

    3 Jorgensen Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $319/SF
    • 26 Days On Market

    Current Estimated Value $915,586

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    3 Jorgensen Ln, Old Saybrook, CT 06475
  • 350 Middlesex Turnpike, Old Saybrook, CT 06475

    $725,000

    Sold Aug 12, 2025

    350 Middlesex Turnpike, Old Saybrook, CT 06475

    • Land
    • 1.38 Acres
    • $525,362 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 468 Days On Market

    Current Estimated Value $728,680

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    350 Middlesex Turnpike, Old Saybrook, CT 06475
  • 20 Hill St, Old Saybrook, CT 06475

    $700,000

    Sold Jan 07, 2026

    20 Hill St, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $489/SF
    • 132 Days On Market

    Current Estimated Value $717,466

    Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

    20 Hill St, Old Saybrook, CT 06475
  • 21 Fenwick St, Old Saybrook, CT 06475

    $799,000

    Sold Mar 27, 2026

    21 Fenwick St, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1938

    Last Sold Summary

    • $558/SF
    • 120 Days On Market

    Current Estimated Value $822,924

    Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

    21 Fenwick St, Old Saybrook, CT 06475
  • 129 Old Boston Post Rd, Old Saybrook, CT 06475

    $900,000

    Sold Jun 30, 2026

    129 Old Boston Post Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft
    • Built 1900

    Last Sold Summary

    • $415/SF
    • 80 Days On Market

    Current Estimated Value $876,627

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    129 Old Boston Post Rd, Old Saybrook, CT 06475
  • 450 Maple Ave, Old Saybrook, CT 06475

    $3,200,000

    Sold Sep 10, 2025

    450 Maple Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 5 Baths
    • 4,435 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $722/SF
    • 20 Days On Market

    Current Estimated Value $3,355,814

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

    450 Maple Ave, Old Saybrook, CT 06475
  • 134 School House Rd, Old Saybrook, CT 06475

    $925,000

    Sold Jul 18, 2025

    134 School House Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 4,559 Sq Ft
    • Built 1988

    Last Sold Summary

    • $203/SF
    • 28 Days On Market

    Current Estimated Value $1,116,904

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

    134 School House Rd, Old Saybrook, CT 06475
  • 33 Fenwood Rd, Old Saybrook, CT 06475

    $815,000

    Sold Apr 17, 2026

    33 Fenwood Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Below List Price
    • $399/SF
    • 9 Days On Market

    Current Estimated Value $837,031

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    33 Fenwood Rd, Old Saybrook, CT 06475
  • 446 Main St Unit 9, Old Saybrook, CT 06475

    $1,420,000

    Sold Jun 17, 2026

    446 Main St Unit 9, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,294 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Above List Price
    • $619/SF
    • 30 Days On Market

    Current Estimated Value $1,294,225

    Last Listing Agent Maureen OGrady Compass Connecticut, LLC

    446 Main St Unit 9, Old Saybrook, CT 06475
  • 3 4th Ave, Old Saybrook, CT 06475

    $309,000

    Sold Nov 04, 2025

    3 4th Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1966

    Last Sold Summary

    • 23% Below List Price
    • $358/SF
    • 143 Days On Market

    Current Estimated Value $346,315

    Last Listing Agent Phil Ledwith Century 21 AllPoints Realty

    3 4th Ave, Old Saybrook, CT 06475
  • 46 Maple Ave, Old Saybrook, CT 06475

    $530,000

    Sold Dec 05, 2025

    46 Maple Ave, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 3,190 Sq Ft
    • Built 1950

    Last Sold Summary

    • 18% Below List Price
    • $166/SF
    • 77 Days On Market

    Current Estimated Value $679,564

    Last Listing Agent Fran Manganello Coldwell Banker Realty

    46 Maple Ave, Old Saybrook, CT 06475
  • 78 Hartford Ave, Old Saybrook, CT 06475

    $751,500

    Sold Oct 15, 2025

    78 Hartford Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 890 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $844/SF
    • 106 Days On Market

    Current Estimated Value $768,315

    Last Listing Agent Robert Perriello Century 21 AllPoints Realty

    78 Hartford Ave, Old Saybrook, CT 06475
  • 101-A Sequassen Ave, Old Saybrook, CT 06475

    $1,615,000

    Sold Jun 22, 2026

    101-A Sequassen Ave, Old Saybrook, CT 06475

    • Land
    • 20,037 Sq Ft
    • $3,510,870 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 38 Days On Market

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

    101-A Sequassen Ave, Old Saybrook, CT 06475
  • 25 Sunset Rd Unit 7, Old Saybrook, CT 06475

    $750,000

    Sold May 28, 2026

    25 Sunset Rd Unit 7, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 9% Below List Price
    • $359/SF
    • 62 Days On Market

    Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

    25 Sunset Rd Unit 7, Old Saybrook, CT 06475
  • 71 Maple Ave, Old Saybrook, CT 06475

    $750,000

    Sold Jun 15, 2026

    71 Maple Ave, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 2,069 Sq Ft
    • Built 1961

    Last Sold Summary

    • 15% Above List Price
    • $362/SF
    • 3 Days On Market

    Current Estimated Value $644,869

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

    71 Maple Ave, Old Saybrook, CT 06475
  • 21 Wildwood Rd, Old Saybrook, CT 06475

    $900,000

    Sold Oct 30, 2025

    21 Wildwood Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft
    • Built 1953

    Last Sold Summary

    • 28% Below List Price
    • $639/SF
    • 171 Days On Market

    Current Estimated Value $940,533

    Last Listing Agent Marc Delise Coldwell Banker Realty

    21 Wildwood Rd, Old Saybrook, CT 06475
  • 25 Pond Rd, Old Saybrook, CT 06475

    $595,000

    Sold Mar 30, 2026

    25 Pond Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,731 Sq Ft
    • Built 1957

    Last Sold Summary

    • 1% Above List Price
    • $344/SF
    • 18 Days On Market

    Current Estimated Value $596,697

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    25 Pond Rd, Old Saybrook, CT 06475
  • 63 Great Hammock Rd, Old Saybrook, CT 06475

    $641,000

    Sold Jun 11, 2026

    63 Great Hammock Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,184 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Above List Price
    • $541/SF
    • 7 Days On Market

    Current Estimated Value $612,253

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    63 Great Hammock Rd, Old Saybrook, CT 06475

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