Southold

Southold

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Refine your search to less than 500 properties to save.
Click on the map to draw your polygon search.
Click on the map to draw your radius search.
Search only mappable listings within the map's bounds.
$6,750,000
 

845 Maple Ln, Southold

5 Beds, 6 Baths, 4,565 SqFt
This magical waterfront compound encompasses over 5 acres, 421' of waterfront, a deep water dock with access to the Bay. 5+ bedrooms, 5.5 bathrooms, grand eat-in-kitchen with a fireplace, enclosed porch, sun-room, living room with fireplace and a partially finished basement. Heated salt water pool and spa, pool house with a bathroom and cabana changing area, 2 large barns, fire pits and outdoor seating throughout. Further details upon request.
Status: Active
New
$5,400,000
 

1400 Youngs Avenue, Southold

Investment Opportunity. Approximately 19,0000 Square Foot Brick Office Building With Room To Social Distance. Meticulosity Maintained Over The Years. Located In The Heart Of The Town Of Southold And Across The Street From Southold's LIRR Train Station. Generous Windows For Natural Light, Separate Private Office Spaces On Both Floors Including The Basement Where There Is Also A Cafeteria And Meeting Space. Abundant Parking. A Three Bay Storage
Status: Active
New
$3,365,000
 

751 Laurel Avenue, Southold

Southold, North Fork RARE 50 acre (approx) offering includes 3 lots (705,751, and 2425 Laurel Avenue) made up of 3 SCTM parcels: 1000-55-6-35 (23 acres) & 36 (11.5 acres) and 1000-56-1-1(10.68 acres). Previously farmed with development rights in place - establish your North Fork legacy here: farm, compound, you name it! R80 residential zoning. Close to village amenities, boating and area beaches and more!
Status: Active
New
$2,995,000
 

1600 Hyatt Road, Southold

4 Beds, 5 Baths, 3,657 SqFt
Calm, cool and collected vibes and Spectacular Sunsets! 1.25 acres of gorgeous Sound front with stairs leading to 125' of Long Island Sound beach. This John Bertani built home has an open floor plan and features a gourmet chefs kitchen with 3 dishwashers, Wolf appliances, sub zero wine fridge and Granite counter tops, formal dining, great room w. a fpl, a den, 4 bedrooms, including a master en-suite with a waterside balcony and 2nd floor loft.
Status: Active
New
$2,550,000
 

1605 N Parish Drive, Southold

6 Beds, 4 Baths, 4,000 SqFt
North Fork Coastal Living! Stunning Six Bedroom Bayfront Home With Panoramic Views Of Peconic Bay, Shelter Island And Beyond! The Most Desired Beach And Sailing Location In All Of Southold. Includes An Expansive Deck For Entertaining And Dock Your Own Boat. A Spectacular Seaside Retreat! Room for bayside view pool with fabulous view ! Check Out Our Virtual 3D Tour.
Status: Pending
$2,450,000
 

21075 Soundview Avenue, Southold

5 Beds, 6 Baths, 5,544 SqFt
Serendipity on the Sound! Stunning, 5500 SF modern home on large, manicured parcel with over 149' of waterfront! The main house features 5 BR's including master suite with office, 6 BA's, a loft and a full finished basement including laundry, a billiard room, and a great bath with steam shower and sauna. Outside amenities include a wonderful seaside deck and a very private pool/hot tub serviced by a great Cabana with bathroom, dressing room
Status: Pending
$2,399,000
 

9230 Main Bayview Road, Southold

Very rarely does a property come to market that encompasses this level of possibilities, privacy and uniqueness. Introducing "The Point At Corey Creek". 14.5 waterfront acres grace 1,250 feet of undisturbed shore line in this deep water enclave. The possibilities of this property are multi-faceted. Build your dream compound and keep the serenity for yourself.
Status: Active
New
$2,395,000
 

1700 Hyatt Road, Southold

5 Beds, 6 Baths, 6,300 SqFt
Down a winding country lane high on a bluff is this majestic 6365 sf sound front home with panoramic views to Connecticut.. Set on 1.06 acres in the lee of Horton's Point protecting the bluff and white sand beach below. Wind through lush landscape and cranberry bogs on a private staircase to 105 ft of private pristine beach. Designed for its highest vantage point, and built with integrity boasting 5 bdrm, 5 ensuite bth. Planned with two
Status: Active
Reduced
$2,385,000
 

380 Midway Road, Southold

4 Beds, 4 Baths, 3,400 SqFt
Spectacular Renovated Bayfront, embracing the prevailing southwesterly breezes & sweeping views over the Peconic Bay to the South Fork. Expansive waterside deck destined for entertaining & cocktails at sunset. Updated kitchen, formal DR, LR w/flp, sunroom, all with waterview's. 2nd flr guest wing includes a guest ensuite with updated bath, 2 additional BRs w/ full updated bth. On the East side of the house is a private master wing, LR
Status: Active
New
$2,295,000
 

19625 Soundview Avenue, Southold

4 Beds, 4 Baths, 3,500 SqFt
Grand contemporary home in mint condition sitting hi above Long Island Sound with second story decking to enjoy uninterrupted views of clear blue water from the shores of Long Island across to Connecticut. Take in the early summer sunsets from the stone patio or wander down the private staircase through lush landscaping to the sea below. Privacy is paramount surrounded by mature trees both east and west. Custom-built 4-bedroom, 4-bath home has
Status: Pending
$2,250,000
 

5615 Soundview Avenue, Southold

6.3 Beautiful Private Acres Overlooking Long Island Sound! Surrounded By Nature With A large Preserve And Peconic Dunes As Neighbors. Approved Subdivision Provides Flexibility!
Status: Active
New
$2,200,000
 

1800 Hyatt Road, Southold

Located on coveted, private Hyatt Rd. 1.09-acre sound front lot with 100 ft water frontage, including stairs to beach and pre-existing, rare sound view cabana with dressing room, shower, and deck. Water view building envelope, with all approved and unexpired permits in place for 4,630 sq.ft. house and water view pool. All permits and architectural plans are included in sale. Representation of permits, plans and renderings will be provided by
Status: Active
New
$1,990,000
 

57856 (private) Main Road, Southold

5 Beds, 6 Baths, 5,080 SqFt
Escape The City Life In This Distinguished Home Featuring 1st Flr. Mstr Ste W/Full Bath And Frplc W/Add'l 4 Ensuite Bdrms & Frplcs. Professional Kit W/Granite Countertops, Open Floor Plan, 10 Ft. Ceilings & 3Car Gar. Great Home For Entertaining The Extended Family!
Status: Active
Reduced
$1,900,000
 

N/A, Southold

Farm Buildings and Dwelling are all in Poor Condition and There is No Inside Access. DUE TO BUILDING CONDITIONS, NO ONE IS ALLOWED TO WALK THE PROPERTY WITHOUT AN APPOINTMENT. 1,685 Ft of Road Front on Three Roads. Zoning is Limited Business - some permitted uses include: custom workshops, machine shops, wholesale or retail sale of garden materials, including nurseries, professional business offices, restaurants, dog and cat care, private
Status: Active
New
$1,899,500
 

105 Waterview Drive, Southold

5 Beds, 3 Baths, 5,000 SqFt
Spacious Center Hall Colonial on Goose Creek with private dock. Gated waterfront property with attention to every detail: premium oak floors, custom cabinets, custom woodwork, radiant floor heat, designer lighting, gourmet kitchen, security system, pool ready 52' x 50' deck designed for pool insert. Master bedroom suite with sitting room, full bath with sauna and French doors opening to a private Juliet balcony. Potential for addition living
Status: Active
New
$1,800,000
 

1515 Calves Neck Road, Southold

2 Beds, 2 Baths, 2,350 SqFt
Cape Cod Waterfront located on one of Southold's most coveted streets, combines the best of elegance, style, & craftsmanship. Vaulted ceilings, 2 wb frplcs & a long stretch of windows w/ spectacular views of Town Creek & Southold Bay connect the open chef's EIK-living-dining. Enjoy the large waterside deck, or meander down to the shoreline, protected by rip rap, to a long gracious dock w/ 3ft.8in of depth at low tide. Room for
Status: Active
New

 


 

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 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.

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

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use.

Information Copyright 2020, OneKey™ MLS. All Rights Reserved.