Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own...

Wonderful year round home with 3 bedrooms and 2 Bathrooms. Private Dock accommodates boat up to 22 feet. Floating dock is great for launching your kayak or canoe.

1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Express Bus or Train and Shelter Island Ferry are all within a...

Get away from it all at this waterfront North Fork hideaway on 1.5 acres. Watch the ever changing light on Peconic Bay from the private 100 ft.

The centerpiece of this family owned waterfront estate, “The Main House” is a neo-Victorian 4-bedroom, 2-bathroom charmer that comfortably sleeps 8 - 10 people.

As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with...

This super romantic six-bedroom house was originally built as a coast guard life saving station in 1895. It has just been beautifully renovated to maintain its...

Steps to beach! Our house is one house away from a beautiful sandy beach, and 3 minutes by car to a beautiful town beach that has a playground, snack bar,...

Deep waterfront home with 6' at low tide. 142' dock that can accommodate two 50+ footers or several smaller boats. Very boat friendly with power and water.

Perfect for people or families who want a vacation property with style, elegance and extraordinary amenities. The heated gunite pool and all decks have cable fencing...

This unique country cottage is situated on a spring-fed fresh water lake one block from Kenney's Beach - a sandy Long Island Sound beach staffed by Southold Town...

Get away to the North Fork of Long Island this fall . Autumn is a great time to visit the wineries, enjoy wonderful restaurants, do a little shopping in the...

Comfortable, country style furnishings, bay views, a full self-catering kitchen and BBQ for indoor and outdoor dining. All three double bedrooms and sleeping loft...

Historic converted 1890's boathouse in the middle of Greenport Village. This charming 3 story, shingle-style home is walking distance to the yacht basin, village...

Easy to reach, hard to leave! Relax in this new waterfront resort on Long Island Sound in Greenport, on the North Fork of Long Island, New York.

Spend a relaxing summer in a quaint home in the historic district of South Jamesport. 5th house from beautiful bay beach. Across the yard to marina.

Totally Renovated 3BR, 3 bath home located at the end of the block in a private beach community. House comes with complete access to soft sandy beach and is...

Come listen to the bands while tasting the local wines (See local vineyards and events) , Walk to Southold Village or Beautiful Bay Beaches or just relax on your...

Immaculate home in a private beach community. Completely renovated. Central A/C, hardwood and tile floors, deep soaking tub, duel fireplace and upgraded kitchen.