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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

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

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What's worth fixing first
Find a seller's agent

3 beds With a pool

62 listings

Homes Under $1.25M in Southold, NY

Homes Under $1.25M in Southold, NY

24 of 62 Listings

Homes Under $1.25M in Southold, NY

24 of 62 Listings

Open house Sat, Oct 3 · 12:30 PM18

Active

$795,000

3 bd · 2 ba · 2,000 sqft

29400 County Road 48, Southold, NY

Sheri Winter Parker · Corcoran

Open 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

Open 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

Open 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

Open 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

Open 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

$649,000

2 bd · 1 ba · 1,100 sqft

995 Schoolhouse Road, Southold, NY

Rachael York · Coldwell Banker Reliable R E

$1,200,000

2 bd · 2 ba · 886 sqft

1405 Village Lane, Southold, NY

Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

$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

Open 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

$605,000

2 bd · 2 ba · 1,200 sqft

2555 Youngs Avenue 11a, Southold, NY

Timothy O'Keefe · Signature Premier Properties

$950,000

3 bd · 2 ba · 1,321 sqft

985 Silver Colt Road, Southold, NY

Deborah A. Dooley CBR · Signature Premier Properties

Open 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

$1,100,000

4 bd · 3 ba · 2,050 sqft

185 Maiden Lane, Southold, NY

Bridget Elkin · Compass Greater NY LLC

$925,000

3 bd · 2 ba · 1,727 sqft

1035 Theresa Drive, Southold, NY

Marco L. Maida · Compass Greater NY LLC

$1,249,000

4 bd · 3 ba · 2,578 sqft

2080 Elijahs Lane, Southold, NY

Kristy B. Naddell · Douglas Elliman Real Estate

$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

Price 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

$1,200,000

2 bd · 2 ba · 1,100 sqft

1405 Bay Avenue, Southold, NY

Jasmeet Kaur-Soni · Signature Premier Properties

$799,000

2 bd · 1 ba · 1,090 sqft

44 (1180) Sound Road, Southold, NY

Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

Open 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

$1,100,000

3 bd · 2 ba · 1,800 sqft

435 Sound Road, Southold, NY

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

$1,250,000

3 bd · 3 ba · 2,083 sqft

515 The Greenway, Southold, NY

Michael Graziose · Redfin Real Estate

Price Reduced10Active

$775,000

3 bd · 2 ba · 2,200 sqft

429 Kaplan Avenue, Southold, NY

Mary E. Terry · MCKENNASHEA LLC

1 2 3

About Homes Under $1.25M in Southold, NY

Homes Under $1.25M in Southold, NY: 62 active listings as of October 3, 2026, 12:24 UTC.

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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

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.

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Thomas O'Leary

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Lic. #10311208632

Listing data & MLS disclosures

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 Under $1.25M in Southold, NY