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.

1760 Sage Blvd, Southold

4 Beds, 2 Baths, 1,500 SqFt
Brick Cove Was Originally A Brickyard Built In 1887. Today, It Is Home To A Thriving Marina With 138 Slips And A Single-Family Residence. Other Buildings On The Property Include Workshops, A Steel Barn, An Office/Marina Store, Pool House And Sheds. Guests Can Enjoy A Private Picnic Area, 25X50' In-Ground Pool, Three Tennis Courts And A 680' Private Bayfront Beach.

1760 Sage Blvd, Southold

Waterfront Opportunity. 12.9 Acres Of Commercial Property With 680Ft. Of Frontage On Peconic Bay . Currently Operated As A Commercial Marina With 138 Boat Slips, Several Outbuildings, A Pool, And Dwelling. Development Opportunities Include Small Hotel/Motel, B&B Or Restaurant. Largest Waterfront Commercial Property Available On The North Fork.

1605 N Parish Dr, 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!

9326 Main Bayview Rd, Southold

5 Beds, 6 Baths, 4,500 SqFt
Come see this one of a kind Sprawling Beach House situated on 3.5+acres of Waterfront Privacy, elevator, 5+BR, 5.5BA.,Gunite Heated Pool. Stunning waterfront views from every room, creek to bay access. This is a fantastic buy

21075 Soundview Ave, Southold

5 Beds, 6 Baths, 5,544 SqFt
This home is made for entertaining! 5500 SF and 100' of Sound front with incredible views and spectacular sunsets. The main house features 5 BR including master suite with office, 6 BA, a loft and a full finished basement including a bathroom with a steam shower and sauna. Outside features a separate 2 bedroom guest cottage, a wraparound deck, gorgeous pool w/ a full cabana, bathroom, dressing room and wet bar. This house is everything and more!

2022 Hyatt Rd, Southold

4 Beds, 3 Baths, 2,770 SqFt
Exquisitely restored mint antique home overlooking LI Sound. Panoramic water views from many rooms, waterside patio, waterside deck, 2nd floor waterside balcony. Large eat-in gourmet kitchen, wood burning fireplace, 2 gas stoves, CAC, updated appliances. Private access to beach, heated gunite pool with pergola covered patio & hot tub. Original leaded glass cabinets and feaures.

8360 N Bayview Rd, Southold

28 Acres On North Bayview. Development Rights Entact. Possible Sub-Division With Approval. All Or Part Of Development Rights May Be Sold To A Variety Of Local Municipalities. Development Potential : Possible Use As An Estate, Horse Farm. Agricultural Friendly Land Use, As Well. Possible Winery.

105 Waterview Dr, Southold

4 Beds, 4 Baths, 5,000 SqFt
Spacious & grand Center Hall Colonial on Goose Creek with private dock. Impeccably designed with attention to every detail. Featuring custom woodwork throughout, gourmet kitchen with custom cabinets, designer lighting, security system, pool ready 52 'x 50' deck designed for pool insert, sauna, radiant floor heat & so much more. Potential for additional living on 2nd & 3rd floors.

2850 Cedar Beach Rd, Southold

3 Beds, 1 Bath, 1,856 SqFt
Major price reduction! Own this amazing property consisting of two rare single and separate creek front lots. Live on the entire peninsula and renovate the existing home or design new and create a waterfront house to maximize spectacular views of the creek and bay. The barn on a single and separate deeded lot could be sold and converted to your architectural vision!

650 Cedar Point East Dr, Southold

4 Beds, 2 Baths, 2,000 SqFt
Dreamy 1930's cape on Peconic Bay with stunning views from Jessup's Neck to Nassau Point. The water side pool, privacy, charm, 4 bedrooms, 2 full baths, detached garage, full basement and all updated mechanicals makes this property the complete package for any serious bay front buyer. Fully bulk headed low bluff stairs lead to 100 feet of private sandy beach and shared dock in community docking area. Bay front beauty.

1395 Sleepy Hollow Ln, Southold

4 Beds, 5 Baths, 4,500 SqFt
Southold, North Fork: Authentic barn relocated to Goose Creek waterfront. Private setting. Sublime views. Flexible floorplan lends itself to owner occupied B&B (w/Town permit req'd). Large, open rooms include vaulted ceiling in the main living spaces and loft plus 3 en suite bedrooms with exquisite baths, additional bedroom and 1.5 baths. 2 fireplaces - feature incredible stonework. Study. Office. Dayroom and more. Large porches

695 N Parish Dr, Southold

4 Beds, 3 Baths,
Its all about Location! Stunning Views from this Southold Bayfront Ranch Home with Walk Out Lower Level. Rare Opportunity To Own a Home Directly on Southold Bay Near Goose Creek. Open Floor Plan. Gorgeous View from Living Room, Dining Room, and Master Bedroom As well as Downstairs Living Area. Two Level Deck for Entertaining, Lawn and Sandy Beach. Not in Flood Zone. Become Part of this North Fork Community For Generations To Come!

1380 Oakwood Dr, Southold

4 Beds, 5 Baths, 3,800 SqFt
Welcome to this impeccably maintained Post Modern home. With over 3800 sq.ft. of living space and 92' water front w/dock & direct bay access.This home expemplifies pride in ownership. Contained within are 4 BRs, 4.5 baths including 2 master suites, office, EIK, den w/fireplace & wet bar. Formal LR, Formal DR, three season water view sun room. Expansive upper & lower water view decks. Finished basement, 2 car garage. Professionally

50100 County Rd 48, Southold


17975 Soundview Ave, Southold

3 Beds, 2 Baths,
Breathtaking views of the Sound all the way to Connecticut are yours in this light filled home. Very private setting on beautifully landscaped 1.4 acres. 115' of beachfront. Beautifully renovated with open floor plan ideal for summer entertaining. New kitchen is the perfect place to prepare gourmet meals. Dine al fresco on your deck as you watch the sun set into the shimmering sound. Nestled between the sound & bucolic vineyards this superb

1475 Waterview Dr, Southold

5 Beds, 2 Baths,
Situated On 6.75 Tranquil And Very Priv. Acres, This Is One Of The Last Large Goose Creek Waterfront Parcels And Has The Possibility Of Encompassing 3 Add'l Building Lots. This Charming Circa 1850 Historic Home, Known As The Pease Property, Includes 5 Brs, 2 Bths,And A Spacious Eat-In Kitchen/Dining Area Addition. Above The Garage Is A Huge Guest Area With Beautiful Hw Flooring. The Idyllic Grounds Include A Sparkling Pool, 5,000 Sq.' Organic



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 2019, Multiple Listing Service of Long Island, Inc. All Rights Reserved.