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.

Real Estate Statistics

Average Price	$1.1M
Lowest Price	$1.4K
Highest Price	$7.8M
Total Listings	129
Avg. Days On Market	209
Avg. Price/SQFT	$453

Property Types (active listings)

Southold

Sort by:

$7,795,000

↓ $500,000

750 Paradise Point Road, Southold

5 Beds 6 Baths 4,300 SqFt Residential MLS® # 3437517

Corcoran Status: Active

$7,750,000

10995 N Bayview Road, Southold

5 Beds 6 Baths 0 SqFt Residential MLS® # 3482756

Daniel Gale Sothebys Intl Rlty Status: Active

$5,999,000

N/A, Southold

7 Beds 5 Baths 5,000 SqFt Residential MLS® # 3495455

Town And Country Real Estate Status: Active

$5,350,000

↑ $100,000

1415 N Parish Drive, Southold

5 Beds 6 Baths 5,000 SqFt Residential MLS® # 3502364

Compass Greater NY LLC Status: Active

$4,995,000

↓ $1,000,000

1480 Old Wood Path, Southold

3 Beds 4 Baths 3,300 SqFt Residential MLS® # 3482517

Douglas Elliman Real Estate Status: Active

$4,500,000

215 Colony Road, Southold

5 Beds 5 Baths 4,500 SqFt Residential MLS® # 3471355

Corcoran Status: Active

$4,150,000

46975 Rt 25 Road, Southold

0 Beds 0 Baths 0 SqFt Land MLS® # 3431424

NOFO Real Estate LLC Status: Active

$4,150,000

2585 Ackerly Pond Lane, Southold

0 Beds 0 Baths 0 SqFt Residential MLS® # 3500155

NOFO Real Estate LLC Status: Active

$3,800,000

1400 Youngs Avenue, Southold

0 Beds 0 Baths 0 SqFt Commercial Sale MLS® # 3432230

Daniel Gale Sothebys Intl Rlty Status: Active

$3,395,000

150 Deer Run, Southold

5 Beds 6 Baths 4,000 SqFt Residential MLS® # 3467781

Corcoran Status: Active

$3,299,000

630 Calves Neck Road, Southold

4 Beds 6 Baths 4,400 SqFt Residential MLS® # 3503587

Compass Greater NY LLC Status: Active

$3,199,000

↓ $801,000

4395 Hortons Lane, Southold

4 Beds 2 Baths 2,000 SqFt Residential MLS® # 3440241

Town And Country Real Estate Status: Active

$3,199,000

4395 Hortons Lane, Southold

0 Beds 0 Baths 0 SqFt Land MLS® # 3470462

Town And Country Real Estate Status: Active

$2,995,000

1350 Hortons Lane, Southold

8 Beds 7 Baths 0 SqFt Residential MLS® # 3469738

Thomas J McCarthy Real Estate Status: Active

$2,850,000

#1-7, 2425 Laurel Avenue, Southold

0 Beds 0 Baths 0 SqFt Land MLS® # 3446350

Town And Country Real Estate Status: Pending

$2,800,000

175 Ruch Lane, Southold

5 Beds 4 Baths 4,000 SqFt Residential MLS® # 3486532

Century 21 Albertson Realty Status: Active

1 2 3 4 9

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.