Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Southold, NY Homes for Sale — Page 2 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

168 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsWith a pool

Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

Hide Map
23 of 168 Listings
Map

Homes for Sale in Southold, NY

23 of 168 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 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

  2. 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

  3. 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

  4. 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

  5. 2737 Rocky Point Road — photo35Active

    $1,675,000

    4 bd · 3 ba · 2,117 sqft

    2737 Rocky Point Road, Southold, NY

    Amy L. Kirincic · The Agency Northshore NY

  6. 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

  7. 2105 Pequash Avenue — photo22Active

    $3,300,000

    5 bd · 6 ba · 4,195 sqft

    2105 Pequash Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  8. 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

  9. 1200 Indian Neck Lane — photo43Active

    $3,250,000

    5 bd · — ba · 4,460 sqft

    1200 Indian Neck Lane, Southold, NY

  10. 3980 Vanston Road — photoPrice ReducedOpen house Sat, Oct 3 · 1:30 PM49Active

    $2,395,000

    4 bd · 4 ba · 4,000 sqft

    3980 Vanston Road, Southold, NY

    Andrea Parks · Douglas Elliman Real Estate

  11. 9305 Soundview Avenue — photo24Active

    $2,950,000

    4 bd · 4 ba · 4,241 sqft

    9305 Soundview Avenue, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  12. 795 Glen Court — photoOpen house Sat, Oct 3 · 12:00 PM27Active

    $1,995,000

    4 bd · 2 ba · 1,950 sqft

    795 Glen Court, Southold, NY

    Roric Tobin · Compass Greater NY LLC

  13. 1945 Village Lane — photo34Active

    $2,250,000

    3 bd · 2 ba · 2,352 sqft

    1945 Village Lane, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  14. 790 Vanston Road — photo41Active

    $1,599,000

    3 bd · 3 ba · 2,370 sqft

    790 Vanston Road, Southold, NY

    Andrea Parks · Douglas Elliman Real Estate

  15. 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

  16. 1541 Stillwater Avenue — photoPrice ReducedOpen house Sat, Oct 3 · 11:30 AM50Active

    $1,549,000

    4 bd · 3 ba · 2,500 sqft

    1541 Stillwater Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  17. 3645 Soundview Avenue — photoOpen house Sat, Oct 3 · 1:30 AM40Active

    $3,300,000

    4 bd · 3 ba · 3,028 sqft

    3645 Soundview Avenue, Southold, NY

    Nicholas S. Liappas · Compass Greater NY LLC

  18. 3651 Soundview Avenue — photo34Active

    $3,100,000

    3 bd · 2 ba · 1,600 sqft

    3651 Soundview Avenue, Southold, NY

    Nicholas S. Liappas · Compass Greater NY LLC

  19. 390 Wildberry Lane — photoPrice ReducedOpen house Sat, Oct 3 · 11:00 AM11Active

    $3,095,000

    4 bd · 5 ba · 5,100 sqft

    390 Wildberry Lane, Southold, NY

    Shaun McQuilkin · Migrate Realty LLC

  20. 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

  21. 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

  22. 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

  23. 2625 Great Peconic Bay Boulevard — photoOpen house Sat, Oct 3 · 1:30 PM44Active

    $799,000

    3 bd · 2 ba · 1,500 sqft

    2625 Great Peconic Bay Boulevard, Southold, NY

    Nicholas J. Planamento · William Raveis New York LLC

123…7

Explore Southold homes

By price

  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
  • Homes Under $1.5M
  • Homes Under $1.75M
  • Homes Under $2M
  • Homes Under $2.25M
  • Homes Under $2.5M
  • Homes Under $2.75M
  • Homes Under $3M
  • Homes Over $3M
  • Luxury Homes

By bedrooms

  • 3 Bedroom Homes
  • 4 Bedroom Homes

By feature

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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.
    • Homes with a Pool
    • Waterfront Homes
    • Open Houses

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 11968 (108)
    • 11901 (104)
    • 11937 (104)
    • 11946 (101)
    • 11978 (57)
    • 11933 (52)
    • 11963 (49)
    • 11942 (48)

    Cities

    • Southampton (467)
    • Riverhead (174)
    • East Hampton (131)
    • Brookhaven (106)
    • Shelter Island (37)
    • Hampton Bays (14)
    • Sag Harbor (12)
    • Water Mill (9)