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Southold Real Estate Search

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Southold NY Real Estate

Southold is one of ten towns in Suffolk County, Long Island and is located at the Northeastern tip of the island, at the North Fork. The town also includes Fishers Island, which is actually closer to the Connecticut coast than New York. According to the 2010 census, the population was 21,968.

There are some coastal fish and wildlife habitats within the Town of Southold, including the Mattituck Inlet Wetlands and Beaches, Fishers Island Beaches, Pine Islands and Shallows, the Goldsmith Inlet and Beach, Pipes Cove Creek and Moores Drain, the Dumpling Islands and Flat Hammock.

The villages and hamlets in Southold include:

  • Cutchogue
  • East Marion
  • Fishers Island
  • Greenport
  • Laurel
  • Mattituck
  • Nassau Point
  • New Suffolk
  • Orient
  • Peconic
  • Southold
 

 Suffolk County Zipcodes | Suffolk County Towns | Suffolk County School Districts

34600, 34750 & 34920 Route 25, Orient image
34600, 34750 & 34920 Route 25, Orient $15,000,000

Behind a lush privet hedge, this expansive 102+ acre waterside property offers idyllic privacy, boundless potential, and exceptional versatility across three separate par...

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  • 6 Beds
  • 6 Baths
  • 894623 MLS
  • ACTIVE Status
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1600 King Street, Orient image
1600 King Street, Orient $8,400,000

Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residenc...

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  • 6 Beds
  • 7 Baths
  • 964447 MLS
  • ACTIVE Status
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1750 Hobart Road, Southold image
1750 Hobart Road, Southold $6,850,000 ▼

Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly ...

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  • 5 Beds
  • 5 Baths
  • 946886 MLS
  • ACTIVE Status
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920 Cedar Point Drive E, Southold image
920 Cedar Point Drive E, Southold $6,550,000

Set on a rare south-facing double lot with 200 feet of direct Peconic Bay frontage, a sandy beach, and a protected dock, this exceptional waterfront offering captures the...

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  • 5 Beds
  • 5 Baths
  • 999173 MLS
  • ACTIVE Status
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4725 Orchard Street, Orient image
4725 Orchard Street, Orient $6,000,000

Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural charact...

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  • 3 Beds
  • 3 Baths
  • 1015950 MLS
  • ACTIVE Status
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1640 Grandview Drive, Orient image
1640 Grandview Drive, Orient $4,250,000

Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork...

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  • 4 Beds
  • 5 Baths
  • 1007919 MLS
  • ACTIVE Status
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1480 Old Wood Path, Southold image
1480 Old Wood Path, Southold $4,000,000

Set on nearly four acres along one of the North Fork’s most coveted stretches of sandy bay beach, this is a rare opportunity to secure an exceptional waterfront property ...

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  • 3 Beds
  • 4 Baths
  • 997738 MLS
  • ACTIVE Status
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46975 Main Road, Southold image
46975 Main Road, Southold $3,899,000 ▼

Some estates are acquired. The exceptional are entrusted to the next chapter. Set within the North Fork’s most storied agricultural landscape, this extraordinary lifestyl...

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  • 992332 MLS
  • ACTIVE Status
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150 Deer Run, Southold image
150 Deer Run, Southold $3,695,000 ▼

Gorgeous estate-like Nantucket shingle home to be completed early July with time to enjoy summer of 2026 and the Fall Harvest Season on the North Fork! Seller will consi...

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  • 5 Beds
  • 6 Baths
  • 937270 MLS
  • ACTIVE Status
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105 Waterview Drive, Southold image
105 Waterview Drive, Southold $3,695,000 ▼

Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6...

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  • 6 Beds
  • 4 Baths
  • 928708 MLS
  • ACTIVE Status
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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