Real Estate Agent: Southold
Get to know Southold
Southold, one of the oldest towns on Long Island’s North Fork, is a charming coastal community that perfectly blends historic character, scenic beauty, and a relaxed way of life. Nestled along the shores of the Long Island Sound and Peconic Bay, Southold is known for its quaint village charm, vibrant vineyards, and picturesque farmlands. With its timeless appeal and strong sense of community, Southold offers an inviting escape for those seeking a peaceful and fulfilling lifestyle.
Life in Southold is defined by its connection to the land and sea. Residents and visitors can explore local beaches, enjoy kayaking on the bay, or stroll through lush vineyards offering tastings of award-winning wines. Southold’s historic district, featuring beautifully preserved homes and landmarks, adds a layer of cultural richness to the town. Local farm stands, artisanal markets, and cozy restaurants make it easy to embrace the North Fork’s celebrated farm-to-table culture, while nearby nature preserves provide opportunities for hiking, birdwatching, and outdoor exploration.
For prospective homeowners, Southold offers a variety of properties, from charming cottages to elegant waterfront estates with breathtaking views. The town’s quiet streets and close-knit community make it an ideal place to settle down, whether you’re looking for a family home, a retirement retreat, or a seasonal getaway. With its historic charm, stunning natural surroundings, and proximity to everything the North Fork has to offer, Southold is more than a place to live—it’s a place to thrive.
Living on the North Fork
When it comes to straightforward names, the North Fork of Long Island says it all. Look at where Long Island divides at Riverhead—the North Fork is the section to the north. Often seen as the more reserved counterpart of the East End’s twin prongs, the North Fork is just as captivating as the Hamptons, albeit at a more relaxed pace.
This region boasts a genuine wine culture, with dozens of vineyards flourishing in the maritime climate. Long Island’s agricultural heritage continues to thrive, with local farmers offering produce, flowers, cheese, and other products at farm stands scattered throughout the area.
Combined with its proximity to Connecticut and Rhode Island, accessible via the Cross Sound Ferry, the North Fork exudes a New England-esque charm rather than a New York vibe. It feels like an escape to another world, despite being less than 100 miles from your starting point.
Where Is Southold
Sheri's Picks
Bars & Lounges
Founders Tavern
North Fork Table
Country Corner Café
North Fork Roasting Co
Southold General
Restaurants
A Lure
Maroni Cuisine
La Cascada
Sophie’s
Southold Social by Francois Payard
Señor Taco
East Garden Chinese
Latin Fuzion
Wayside Market
Michelangelos
Little Fish
Blue Duck Bakery
Grace and Grit Pop-Up
Slice Of 48
Southold Fish Market
The North Fork Shack
The Shoals Food Truck
Waypoint
Interesting Places
Corey Creek Tap Room
Croteaux Vineyards
Custer Institute & Observatory
Goldsmith’s Inlet Beach & Park
Horton Point Lighthouse
White Flower Farmhouse
Albertson Marine
Arni Paperie
Bogey’s Bottled Goods
Southold Ace
Chicks’ Southold Agway
Duck Walk Vineyards
Fit Foods
Fitness Advantage
Goose Creek Beach
In The Attic Too within Nicolette’s For The Home
Ivy League Flowers & Gifts
Kenney’s Beach
KK’S The Farm
Mattebella Vineyards
North Fork Fitness Pilates – Terry Walker
North Fork Yoga Shala at The Fishing Station at Port of Egypt Marine
One Woman
Port of Egypt Marina
Southold IGA
Southold Yacht Club
Sparkling Pointe
The Giving Room
The Shoals Suites & Slips
The Old Field Vineyards
touchGOODS
White Flower Garden
Schools In Southold
Schools
Southold Elementary School
Southold Junior Senior High School
Cutchogue East Elementary School
Greenport Elementary School
Greenport High School
Shelter Island School