Southold

Southold

Southold has long been a vibrant community which continues to evolve with each passing year. The hamlet of Southold features miles of both bay and sound front beaches, sprawling vineyards, boutique wineries, farm stands, museums, an observatory, and unlimited recreational activities. There are a number of quaint home décor shops in Southold’s downtown, as well as a good number of casual eateries and coffee shops. Most of Southold Town's government buildings are also located in the hamlet of Southold.


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Real Estate Statistics

Average Price $841K
Lowest Price $25
Highest Price $8.2M
Total Listings 116
Avg. Days On Market 284
Avg. Price/SQFT $358

Property Types (active listings)

Southold

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1750 Hobart Road, Southold

$8,200,000

1750 Hobart Road, Southold

5 Beds 5 Baths 4,627 SqFt Residential MLS® # 946886

Daniel Gale Sothebys Intl Rlty Status: Active

New
19620 Soundview Avenue, Southold

$4,395,000

19620 Soundview Avenue, Southold

7 Beds 8 Baths 7,300 SqFt Residential MLS® # 957966

Douglas Elliman Real Estate Status: Active

105 Waterview Drive, Southold

$3,850,000

105 Waterview Drive, Southold

6 Beds 4 Baths 4,663 SqFt Residential MLS® # 928708

Compass Greater NY LLC Status: Active

Open House
150 Deer Run, Southold

$3,825,000

150 Deer Run, Southold

5 Beds 6 Baths 5,285 SqFt Residential
Sat, Feb 21st, 2026 @ 11am - 12:30pm
MLS® # 937270

Corcoran Status: Active

465 Ripple Water Lane, Southold

$3,598,999

465 Ripple Water Lane, Southold

4 Beds 6 Baths 6,366 SqFt Residential MLS® # 947218

Century 21 Albertson Realty Status: Active

80 Deer Run, Southold

$3,295,000

80 Deer Run, Southold

4 Beds 6 Baths 7,341 SqFt Residential MLS® # 906322

Corcoran Status: Active

1350 Hortons Lane, Southold

$2,999,000

1350 Hortons Lane, Southold

8 Beds 7 Baths 5,600 SqFt Residential MLS® # 859020

Thomas J McCarthy Real Estate Status: Active

1815 Laurel Avenue, Southold

$2,795,000

1815 Laurel Avenue, Southold

4 Beds 5 Baths 4,327 SqFt Residential MLS® # 944505

Douglas Elliman Real Estate Status: Active

1455 Cedar Point Drive, Southold

$2,750,000

1455 Cedar Point Drive, Southold

3 Beds 2 Baths 1,250 SqFt Residential MLS® # 932327

Daniel Gale Sothebys Intl Rlty Status: Active

285 Blue Marlin Drive, Southold

$2,499,000

285 Blue Marlin Drive, Southold

4 Beds 5 Baths 2,842 SqFt Residential MLS® # 862752

Compass Greater NY LLC Status: Pending

1955 Laurel Avenue, Southold

$2,400,000

1955 Laurel Avenue, Southold

3 Beds 4 Baths 3,210 SqFt Residential MLS® # 907628

Douglas Elliman Real Estate Status: Pending

470 Goose Creek Lane, Southold

$2,399,000

470 Goose Creek Lane, Southold

3 Beds 2 Baths 2,000 SqFt Residential MLS® # 943087

Thomas J McCarthy Real Estate Status: Active

1665 Glenn Road, Southold

$2,395,000

1665 Glenn Road, Southold

4 Beds 5 Baths 3,238 SqFt Residential MLS® # 936092

Daniel Gale Sothebys Intl Rlty Status: Active

600 Glenn Road, Southold

$2,195,000

↓ $200,000

600 Glenn Road, Southold

4 Beds 6 Baths 3,000 SqFt Residential MLS® # 806509

Corcoran Status: Active

3500 Pine Neck Road, Southold

$1,999,000

3500 Pine Neck Road, Southold

3 Beds 3 Baths 2,000 SqFt Residential MLS® # 951805

Signature Premier Properties Status: Active

295 Grange Road, Southold

$1,950,000

295 Grange Road, Southold

4 Beds 4 Baths 4,173 SqFt Residential MLS® # 931870

Corcoran Status: Active

 


  


Nowhere in Southold Town is there a more rich history than in its namesake hamlet of Southold.

Southold was the first English settlement in the future New York State, founded by Puritans from New Haven, Connecticut, in the summer of 1640, on land purchased from the Corchaug Indians. The Indian name for the land that would become Southold was Yenicott. Southold remained under the jurisdiction of Connecticut until 1674.

The name Southold is believed by some to be a misspelling of Southwold, which is a coastal town in the corresponding English county of Suffolk. This claim is debatable, but John Youngs, one of the town’s founding fathers, was born and raised in Southwold.

A portion of this historic hamlet is a federally recognized historic district and there are many homes and structures dating back to the 17th Century.

Southold students attend the elementary, middle and senior high school centrally located on a single sprawling campus on Oaklawn Avenue.