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465 Tarpon Dr, Southold

2 Beds, 3 Baths,
Southold Shores Private Beach Community. Immaculate Cape Style Home Features 2 Bedrooms, 2.5 Baths With Water Views, Deeded Beach And Docking Availability.

20 Seawood Dr, Southold

4 Beds, 3 Baths,
Expansive 4 Br, 3 Ba Home On Bayview Peninsula Featuring Updated Kitchen, Family Room, 2nd Fl Master Ensuite, Wood Burning Stove, 2.5 Car Detached Garage, Hot Tub, Skylights, Beautiful Rear Deck And Sprinkler System. Close To Beautiful Bay Beaches. Your Perfect Year-Round Or Vacation Home!

445 Bennetts Ln, Southold

4 Beds, 2 Baths, 2,200 SqFt
Meticulous Cape Style Home On Half Acre Corner Lot In Mature Fairview Park Community. Home Features 3 Bedrooms, 2 Full Baths, An Additional 4th Br/Den, Eik, Partially Finished Basement Plus An Ingound Pool For Summer Enjoyment. Close To Southold Town And Just A Short Distance To Beautiful Goose Creek Beach. The Perfect All Year Round Or Vacation Home!

1695 Old Woods Path, Southold

5 Beds, 3 Baths,
This Is North Fork From Its Beginnings....1850'S Summer House... Original In Style And Design, Unending Beach Front, Ultimate In Privacy. Out Of The Ordinary And Rarely Captured Experience On The Beach. Picture Grilled Fresh Fish, Farm Stand Veggies, Local Wine Tasting, Sunrise To Sunset! Beach Bum, Relaxing, Walking Slowly, Fishing, Boating. Yes!

53559 Main Rd, Southold

4 Beds, 4 Baths,
New Modern Farmhouse With Open Concept Floor Plan Created For Today's Modern Lifestyle. Live In Southold Village With All The Conveniences, Yet Be Tucked Away Down A Private Lane With A Nature Preserve Vibe. Established Flora And Fauna Adjacent. Destination Village Shops Just A Couple Of Doors Away. Explore This Special Opportunity For A New Construction Home In Southold.

122 Hickory Ave, Southold

4 Beds, 4 Baths,
Spend Your Vacation In Paradise In A Luxurious New Home Overlooking Goose Creek. Every Room Invites You In With Warmth And Beauty. Enjoy Entertaining Indoors And Outdoors Sitting By The Fire Pit, Relaxing In The Jacuzzi, Dining Al Fresco, Bird Watching, Fishing, Or Kayaking. Gorgeous Custom Kitchen, Amazing Bathrooms, Generous Living Space, Large Bedrooms All With A Waterview To Behold. This House Is Your Dream Vacation!

50915 Route 25, Southold

4 Beds, 2 Baths,
Charming 4 Bedroom, 2 Bath Cape Home Located Near The Heart Of Downtown Southold. Zoned Residential Office.

250 Smith Dr, Southold

2 Beds, 2 Baths,
This Home Offers A Clean And Refinished Interior And Is Available To Rent For The Year. There Are Two Spacious Bedrooms In Which One Has A Master Bath. An Open Vaulted Living Room Ceiling With A Fireplace. Large Yard With Detached Garage, And A Full Basement For Storage. Very Nice Location!

3693 Pine Neck, Southold

6 Beds, 4 Baths,
Fabulous Summer Fun Is All Yours At This North Fork Waterfront Spread With Waterside Pool, Dock, Renovated Kitchen And Bathrooms. Plenty Of Space For The Whole Clan! Huge Master Suite With Living Area On Upper Level. Master Ensuite On 1st Level With Direct Access To Pool And Patio. Den With Futon Is Convertible For Use As 7th Bedroom Space! Outdoor Enclosed Shower. Perfect Location For Kayaking! Bring Your Paddleboards And Boat! Don't Miss

3755 South Harbor Rd, Southold

1 Bed, 1 Bath,
Enjoy This Recently Renovated Gem. Everything New In 2018 Including Floors, Windows Walls, Appliances, Cabinets, Utilities And Fixtures. Conveniently Located Just 1/4 Mile From South Harbor Beach And Park.

300 Pavillion Ct, Southold

3 Beds, 3 Baths,
Wonderful Bay Front Community Of Angel Shores. 3 Bedrooms, 2.5 Baths. Open And Sun-Filled Floor Plan. Covered Front Porch, Sunny Back Deck Overlooking Large Fenced Yard And Playground. Cac, Weber Bbq, Entertainment System. Angel Shores Community Beach. Minutes To Other Beaches, Restaurants, And Wineries.

2555 Youngs Ave 14d, Southold

2 Beds, 2 Baths,
Founders Village-Freshly Painted, New Carpets, Super Clean And Ready To Move-In.

1675 Cedar Beach Rd, Southold

4 Beds, 2 Baths,
Enjoy North Fork Living From This Summer Rental. Short Stroll To Sandy Bay Beach With Easy Kayaking Access. This Perfect Summer Getaway, Has Room For Everyone. It Offers Beach By Day And Poolside By Night. Private Backyard Will Allow You To Spend Endless Summers Day & Nights Relaxing , Grilling Poolside Or Just Enjoying The North Fork Life Style.

1155 Arshamomaque Ave, Southold

4 Beds, 4 Baths, 3,300 SqFt
Wonderful Waterfront Open Views, Protected 81' Deep Water Docking. 3300 Square Feet, 4 Bedrooms-All Ensuite-4 Baths. First Floor Bedroom, Master Suite With Sitting Room And Balcony. Newly Updated Eat-In Kitchen, Large Great Room-Living Room With Fireplace, Dining And Bar All Open To Waterfront. Great Views In Every Room! Bedrooms Have Balconies!Finished Basement. Beautiful Association Bay Beach Just Steps Away. Entertaining Friends And Family In

53345 Rt 25 / Main Rd, Southold

Great Opportunity To Be A Part Of Feather Hill Village In The Heart Of Southold. Beautiful And Cozy Office Space With Rustic Beams, Wide Plank Floors And Cathedral Ceiling. Perfect For Attorney, Architect, Accountant, Consulting Etc...

145 Teepee Trl, Southold

5 Beds, 3 Baths,
Bay Views From This Spacious 5 Br 2.5 Bath Home. Large Family Room, Dining Room, Living Room. Perfect For Extended Family's, Quiet Location, Safe Roads For Children To Play, Very Near To Beautiful Sand Beach For Only Private Community.



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.

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