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

Homes Under $1.5M in Southold, NY

Homes Under $1.5M in Southold, NY

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24 of 92 Listings
Map

Homes Under $1.5M in Southold, NY

24 of 92 Listings

  1. 470 Windy Point Lane — photo31Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$1,350,000

3 bd · 2 ba · 1,600 sqft

470 Windy Point Lane, Southold, NY

William N. Bodouva Jr AHWD SRES BP · Keller Williams Rty Gold Coast

  • 2000 Cox Neck Road — photoNewOpen house Sat, Oct 24 · 11:30 AM24Active

    $729,000

    2 bd · 1 ba · 973 sqft

    2000 Cox Neck Road, Southold, NY

    Cheryl V. Schneider RSPS · The Agency Northshore NY

  • 1635 Ships Drive — photoNewOpen house Sat, Oct 24 · 12:00 PM19Active

    $869,000

    3 bd · 2 ba · 1,567 sqft

    1635 Ships Drive, Southold, NY

    Erin R. Kaelin CBR · Signature Premier Properties

  • 2785 Sigsbee Road — photo23Active

    $1,200,000

    3 bd · 2 ba · 1,200 sqft

    2785 Sigsbee Road, Southold, NY

    Erica S. McKenzie · Andrew Stype Realty Inc

  • 1480 Factory Avenue — photo11Active

    $1,200,000

    4 bd · 3 ba · 1,642 sqft

    1480 Factory Avenue, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  • 650 Grove Drive — photoOpen house Sun, Oct 25 · 11:00 AM29Active

    $1,100,000

    4 bd · 2 ba · 2,000 sqft

    650 Grove Drive, Southold, NY

    Barbara J. Poliwoda · Douglas Elliman Real Estate

  • 645 Hamilton Avenue — photo7Active

    $699,999

    3 bd · 2 ba · 1,350 sqft

    645 Hamilton Avenue, Southold, NY

    Dawn Jordan · Signature Premier Properties

  • 275 Main Bayview Road — photoOpen house Sat, Oct 24 · 10:00 AM16Active

    $849,000

    3 bd · 2 ba · 1,270 sqft

    275 Main Bayview Road, Southold, NY

    Barbara J. Poliwoda · Douglas Elliman Real Estate

  • 2380 Laurel Avenue — photo21Active

    $850,000

    3 bd · 3 ba · 1,500 sqft

    2380 Laurel Avenue, Southold, NY

    Scott V. Bennett CBR · Douglas Elliman Real Estate

  • 39595 Main Road — photo16Active

    $1,350,000

    4 bd · 3 ba · 2,400 sqft

    39595 Main Road, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  • 216 Monsell Place — photo22Active

    $1,100,000

    3 bd · 2 ba · 1,200 sqft

    216 Monsell Place, Southold, NY

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

  • 430 Grove Road — photoOpen house Sun, Oct 25 · 11:00 AM17Active

    $699,000

    3 bd · 1 ba · 0 sqft

    430 Grove Road, Southold, NY

    Karyn Flores GRI SFR · Compass Greater NY LLC

  • 402 5th Street — photoOpen house Sat, Oct 24 · 12:00 PM26Active

    $1,300,000

    4 bd · 2 ba · 1,850 sqft

    402 5th Street, Southold, NY

    Jill H. Dunbar · Douglas Elliman Real Estate

  • 2220 Akerly Pond Lane — photoOpen house Sun, Oct 25 · 11:30 AM19Active

    $999,000

    5 bd · 2 ba · 0 sqft

    2220 Akerly Pond Lane, Southold, NY

    Joseph Divello · Century 21 Albertson Realty

  • 4105 Deep Hole Drive — photoOpen house Sun, Oct 25 · 11:30 AM43Active

    $879,000

    3 bd · 2 ba · 1,560 sqft

    4105 Deep Hole Drive, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 52325 County Road 48 41 — photoOpen house Sat, Oct 24 · 12:00 PM16Active

    $240,000

    — bd · — ba · — sqft

    52325 County Road 48 41, Southold, NY

  • 3735 Deep Hole Drive — photo19Active

    $1,250,000

    4 bd · 3 ba · 1,747 sqft

    3735 Deep Hole Drive, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  • 2605 Grand Avenue — photoOpen house Sun, Oct 25 · 1:00 AM1Active

    $799,999

    4 bd · 3 ba · 2,500 sqft

    2605 Grand Avenue, Southold, NY

    Nancy Davila Campo · Four Seasons Realty Team

  • Main Bayview Main Bayview — photoOpen house Sun, Oct 25 · 1:00 PM49Active

    $999,000

    4 bd · 4 ba · 3,000 sqft

    Main Bayview Main Bayview, Southold, NY

    Jared Eisenberg · Corcoran SRG Residential

  • 1045 Fanning Road — photo15Active

    $1,250,000

    2 bd · 2 ba · 1,620 sqft

    1045 Fanning Road, Southold, NY

    Eric P. Elkin · Compass Greater NY LLC

  • 3825 Stars Road — photo18Active

    $1,200,000

    3 bd · 2 ba · 2,100 sqft

    3825 Stars Road, Southold, NY

    Sheri Winter Parker · Corcoran

  • 29400 County Road 48 — photo18Active

    $795,000

    3 bd · 2 ba · 2,000 sqft

    29400 County Road 48, Southold, NY

    Sheri Winter Parker · Corcoran

  • 1600 Westview Drive — photoOpen house Sun, Oct 25 · 12:00 PM27Active

    $1,349,000

    3 bd · 3 ba · 2,925 sqft

    1600 Westview Drive, Southold, NY

    Mariah J. Mills · Daniel Gale Sothebys Intl Rlty

  • 13700 Oregon Road — photo35Active

    $1,150,000

    3 bd · 2 ba · 1,204 sqft

    13700 Oregon Road, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 12…4

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

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    Listing data & MLS disclosures

    NY State MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
    OneKey MLS
    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.