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Old Saybrook, CT Homes for Sale | Realty.com
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37 listings
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Homes for Sale in Old Saybrook, CT

Homes for Sale in Old Saybrook, CT

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24 of 37 Listings
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Homes for Sale in Old Saybrook, CT

24 of 37 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 21 Fenbrook Road — photoNew40Active

    $1,190,000

    3 bd · 3 ba · — sqft

    21 Fenbrook Road, Old Saybrook, CT

    Joel Lucas · Coldwell Banker Realty

  2. 86 Fenwood Drive — photo39Active

    $859,900

    2 bd · 3 ba · — sqft

    86 Fenwood Drive, Old Saybrook, CT

    Jeffrey Anderson · William Pitt Sotheby's International Realty

  3. 1 Briarcliffe Trail — photo33Active

    $499,900

    4 bd · 2 ba · 1,373 sqft

    1 Briarcliffe Trail, Old Saybrook, CT

    Cortney Emshwiller-Swokla · Coldwell Banker Realty

  4. 6 Overlook Drive — photo21Active

    $935,000

    4 bd · 4 ba · 2,816 sqft

    6 Overlook Drive, Old Saybrook, CT

    Sharon Linder · Berkshire Hathaway NE Prop.

  5. 17 College Street — photo39Active

    $999,000

    3 bd · 3 ba · 1,960 sqft

    17 College Street, Old Saybrook, CT

    Deb Pach · Compass Connecticut, LLC

  6. 5 Sand Creek Drive — photoPrice Reduced40Active

    $1,149,000

    4 bd · 3 ba · 3,684 sqft

    5 Sand Creek Drive, Old Saybrook, CT

    Gigi Giordano · Compass Connecticut, LLC

  7. 47 Maple Avenue — photoPrice Reduced21Active

    $475,000

    3 bd · 2 ba · 1,056 sqft

    47 Maple Avenue, Old Saybrook, CT

    Maureen O'grady · Compass Connecticut, LLC

  8. 25 Sunset Road 18 — photoPrice Reduced32Active

    $749,900

    2 bd · 4 ba · 1,565 sqft

    25 Sunset Road 18, Old Saybrook, CT

    Amy Rio · Better Homes and Gardens Real Estate Executive Real Estate

  9. 3 Anchorage Lane — photo40Active

    $799,900

    4 bd · 3 ba · 2,496 sqft

    3 Anchorage Lane, Old Saybrook, CT

    Arek Wtulich · William Raveis Real Estate

  10. 61 Springbrook Road — photoPrice Reduced25Active

    $495,000

    3 bd · 3 ba · 1,296 sqft

    61 Springbrook Road, Old Saybrook, CT

    Tina Rupp · William Pitt Sotheby's Int'l

  11. 35 School House Road — photo40Active

    $499,999

    3 bd · 1 ba · 2,718 sqft

    35 School House Road, Old Saybrook, CT

    Edward Kelley · Re/Max Valley Shore

  12. 100 Dudley Avenue F30 — photoPrice Reduced40Active

    $750,000

    2 bd · 3 ba · 1,565 sqft

    100 Dudley Avenue F30, Old Saybrook, CT

    Joel Lucas · Coldwell Banker Realty

  13. 71 Knollwood Drive — photoPrice Reduced35Active

    $750,000

    3 bd · 2 ba · 1,856 sqft

    71 Knollwood Drive, Old Saybrook, CT

    Matt Diamond · Houlihan Lawrence WD

  14. 43 Quarry Street — photo2Active

    $285,000

    3 bd · 1 ba · 941 sqft

    43 Quarry Street, Old Saybrook, CT

    Jennifer Gurnell · William Raveis Real Estate

  15. 24 West Shore Drive — photoPrice Reduced40Active

    $1,195,000

    3 bd · 1 ba · 884 sqft

    24 West Shore Drive, Old Saybrook, CT

    David Rodriguez · William Pitt Sotheby's Int'l

  16. 1324 Boston Post Road — photoPrice Reduced20Active

    $515,000

    3 bd · 1 ba · 1,104 sqft

    1324 Boston Post Road, Old Saybrook, CT

    Tina Rupp · William Pitt Sotheby's Int'l

  17. 13 College Street — photoPrice Reduced3Active

    $1,490,000

    4 bd · 3 ba · 2,070 sqft

    13 College Street, Old Saybrook, CT

    Lisa Fekete · William Raveis Real Estate

  18. 8 Kenn Road — photoPrice Reduced40Active

    $649,000

    2 bd · 2 ba · 1,040 sqft

    8 Kenn Road, Old Saybrook, CT

    Mick Marsden · Compass Connecticut, LLC

  19. 81 Essex Road — photo18Active

    $1,450,000

    3 bd · 2 ba · 2,570 sqft

    81 Essex Road, Old Saybrook, CT

    Rachael Cisz · Serhant Connecticut, LLC

  20. 14 Anchorage Lane — photo19Active

    $1,950,000

    4 bd · 2 ba · — sqft

    14 Anchorage Lane, Old Saybrook, CT

    Darlene White · Coldwell Banker Realty

  21. 170 Old Post Road — photoPrice Reduced39Active

    $900,000

    3 bd · 3 ba · 2,128 sqft

    170 Old Post Road, Old Saybrook, CT

    Rose McWaid · William Raveis Real Estate

  22. 65 Knollwood Drive — photoPrice Reduced32Active

    $925,000

    3 bd · 3 ba · 2,153 sqft

    65 Knollwood Drive, Old Saybrook, CT

    Martha Quaratella · Coldwell Banker Realty

  23. 9 Old Colony Road — photoPrice Reduced5Active

    $675,000

    4 bd · 2 ba · 1,344 sqft

    9 Old Colony Road, Old Saybrook, CT

    Joel Lucas · Coldwell Banker Realty

  24. 119 Great Hammock Road — photoPrice Reduced38Active

    $799,999

    3 bd · 2 ba · 1,834 sqft

    119 Great Hammock Road, Old Saybrook, CT

    Peter Zucco · William Pitt Sotheby's Int'l

12
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Old Saybrook, CT community profile

    Area
    19.6 sq. mi.

    Source: HJN community data

    Old Saybrook housing market

    September 2026 · This period is still settling

    Old Saybrook 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 22 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 11, 2026

    Median sale price
    $615,000$537,500–$730,500 typical range
    Price per sq. ft.
    $426
    Sales
    11
    Paid in cash
    27.3%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $912,000
    Homes for sale
    38
    Median days on market
    19 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -1.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    1,677 sq. ft.