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Homes Under $1.5M in Southold, NY
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3 bedsWith a pool

Homes Under $1.5M in Southold, NY

Homes Under $1.5M in Southold, NY

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24 of 80 Listings
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Homes Under $1.5M in Southold, NY

24 of 80 Listings

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Thomas O'Leary

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Lic. #10311208632

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  1. 29400 County Road 48 — photoOpen house Sat, Oct 3 · 12:30 PM18Active

    $795,000

    3 bd · 2 ba · 2,000 sqft

    29400 County Road 48, Southold, NY

    Sheri Winter Parker · Corcoran

  2. 1600 Westview Drive — photoOpen house Sat, Oct 3 · 11:45 AM27Active

    $1,349,000

    3 bd · 3 ba · 2,925 sqft

    1600 Westview Drive, Southold, NY

    Mariah J. Mills · Daniel Gale Sothebys Intl Rlty

  3. 13700 Oregon Road — photoOpen house Sat, Oct 3 · 12:00 PM35Active

    $1,150,000

    3 bd · 2 ba · 1,204 sqft

    13700 Oregon Road, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  4. 2000 Westphalia Road — photoOpen house Sat, Oct 3 · 11:00 AM43Active

    $1,149,999

    3 bd · 2 ba · 1,775 sqft

    2000 Westphalia Road, Southold, NY

    Stephen Zappalla · Keller Williams Realty Elite

  5. 216 Broad Street — photoOpen house Sat, Oct 3 · 11:30 AM10Active

    $699,000

    2 bd · 1 ba · 1,200 sqft

    216 Broad Street, Southold, NY

    Jennifer A. Benton · Compass Greater NY LLC

  6. 25105 Main Road N — photoOpen house Sat, Oct 3 · 11:00 AM36Active

    $1,189,000

    4 bd · 4 ba · 3,000 sqft

    25105 Main Road N, Southold, NY

    Suzette Reiss CBR · Douglas Elliman Real Estate

  7. 2820 Shipyard Lane 2C1 — photoOpen house Sat, Oct 3 · 1:00 PM22Active

    $835,000

    1 bd · 2 ba · 886 sqft

    2820 Shipyard Lane 2C1, Southold, NY

    Denice L. Lara SFR CBR · Daniel Gale Sothebys Intl Rlty

  8. 995 Schoolhouse Road — photo7Active

    $649,000

    2 bd · 1 ba · 1,100 sqft

    995 Schoolhouse Road, Southold, NY

    Rachael York · Coldwell Banker Reliable R E

  9. 1405 Village Lane — photo23Active

    $1,200,000

    2 bd · 2 ba · 886 sqft

    1405 Village Lane, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  10. 750 Reeve Avenue — photoPrice Reduced27Active

    $1,325,000

    3 bd · 3 ba · 3,200 sqft

    750 Reeve Avenue, Southold, NY

    Scott Bortzner CBR · Compass Greater NY LLC

  11. 738 Conklin Road — photo19Active

    $925,000

    2 bd · 1 ba · 925 sqft

    738 Conklin Road, Southold, NY

    Gerald J. Cibulski CBR E-PRO CRS G · Century 21 Albertson Realty

  12. 61341 Route 25 — photoOpen house Sat, Oct 10 · 12:00 PM36Active

    $1,100,000

    4 bd · 3 ba · 2,000 sqft

    61341 Route 25, Southold, NY

    Nancy J. Cervelli · Daniel Gale Sothebys Intl Rlty

  13. 2555 Youngs Avenue 11a — photo11Active

    $605,000

    2 bd · 2 ba · 1,200 sqft

    2555 Youngs Avenue 11a, Southold, NY

    Timothy O'Keefe · Signature Premier Properties

  14. 985 Silver Colt Road — photo31Active

    $950,000

    3 bd · 2 ba · 1,321 sqft

    985 Silver Colt Road, Southold, NY

    Deborah A. Dooley CBR · Signature Premier Properties

  15. 3995 Wells Avenue — photo3Active

    $1,495,000

    4 bd · 4 ba · 4,300 sqft

    3995 Wells Avenue, Southold, NY

    James Bissett · Hedgestone Commercial Rlty LLC

  16. 280 Marina Lane — photoOpen house Sat, Oct 3 · 1:00 PM28Active

    $999,000

    3 bd · 2 ba · 2,000 sqft

    280 Marina Lane, Southold, NY

    Gayle Marriner Smith CBR · Daniel Gale Sothebys Intl Rlty

  17. 185 Maiden Lane — photo18Active

    $1,100,000

    4 bd · 3 ba · 2,050 sqft

    185 Maiden Lane, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  18. 1035 Theresa Drive — photo25Active

    $925,000

    3 bd · 2 ba · 1,727 sqft

    1035 Theresa Drive, Southold, NY

    Marco L. Maida · Compass Greater NY LLC

  19. 405 Birch Lane — photo27Active

    $1,425,000

    3 bd · 3 ba · 2,679 sqft

    405 Birch Lane, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  20. 2080 Elijahs Lane — photo26Active

    $1,249,000

    4 bd · 3 ba · 2,578 sqft

    2080 Elijahs Lane, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  21. 410 6th Street — photo12Active

    $864,200

    3 bd · 2 ba · 1,500 sqft

    410 6th Street, Southold, NY

    Gerald J. Cibulski CBR E-PRO CRS G · Century 21 Albertson Realty

  22. 2600 Boisseau Avenue — photoPrice ReducedOpen house Sun, Oct 4 · 11:00 AM37Active

    $549,999

    3 bd · 1 ba · 1,100 sqft

    2600 Boisseau Avenue, Southold, NY

    Zachary Scher CBR · Signature Premier Properties

  23. 1405 Bay Avenue — photo27Active

    $1,200,000

    2 bd · 2 ba · 1,100 sqft

    1405 Bay Avenue, Southold, NY

    Jasmeet Kaur-Soni · Signature Premier Properties

  24. 44 (1180) Sound Road — photo22Active

    $799,000

    2 bd · 1 ba · 1,090 sqft

    44 (1180) Sound Road, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

12…4

About Homes Under $1.5M in Southold, NY

Homes Under $1.5M in Southold, NY: 80 active listings as of October 3, 2026, 10:34 UTC.

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

Southold, NY community profile

Area
15.2 sq. mi.

Source: HJN community data

Southold housing market

August 2026 · This period is still settling

Homes on the market · MLS, as of Aug 24, 2026

Median list price
$1,599,000
Homes for sale
55

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Median home size
1,634 sq. ft.
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    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas