Stately and classic vintage farmhouse with wrap-around porch, original in-tact architectural details and hardwood floors throughout. Built in 1900 as part of the Southold Hotel on Main Road. Moved to current location in 1920. Beautifully maintained with lots of natural light, eat-in kitchen, large private back yard, walking/biking distance to Southold Village and Founders Landing Park with playground, clubhouse, & bay beach.
Welcome to your dream North Fork escape! A storybook coastal cottage tucked away on a quiet street, just a few blocks from Founder’s Landing Park, the beach, and the Wharf House, This 2-bedroom, 2-bathroom cedar shake home is full of charm, comfort, and convenience. Whether you're looking for a full-time home, a weekend getaway, or a stylish rental property, this one has it all— and then some. From the moment you arrive, the home gives off that warm, welcoming vibe that just says relax. Inside, you’re greeted by a sun-filled open floor plan, with a living and dining area that’s perfect for entertaining or cozy nights in. The eat-in kitchen features a gas range (gre
Welcome to luxury on the North Fork. This quality built home is located only 3 properties away from the popular Goose Creek Beach! Everything you need is here. There is plenty of parking and easy access entering and exiting the home with the horseshoe driveway and 2 car garage. As you enter the home you are greeted with high ceilings and an open floor plan. As you stand in the kitchen you can look at the fireplace in your living room, see your guests in the dining room or look out at your backyard oasis complete with in ground pool, beautiful lush gardens and a basketball court. On the first floor you have a primary en suite and second bedroom en suite, a laundry room and a half bath. On t
Private back deck • Basketball court • Horseshoe driveway
Listing by Douglas Elliman Real Estate
ABOUT THIS HOME
Southold Elementary School, NY Homes for Sale
Southold - Jonathan Jennings House circa 1761- Moved to its current location in 1761, this clapboard home has historical and architectural significance. The original wood frame house was built with interlocking joists and carelessly dressed ceiling beams. The house has a baker's brick oven with an ash pit, two fireplaces, and a brick foundation. Reportedly the first owner, Jonathan Jennings, served as a soldier in the Revolutionary War, was captured by the British, and died on a prison ship in New York Harbor. Located at the intersection of Main Bayview Road and Baywater Road, the property was also known as "Halfway House" because of its position on the Bayview Peninsula. Subseque
Amazing Opportunity in the Heart of Peconic! Discover this charming 3-bedroom, 2-bath home set on a spacious property with room for a pool. Featuring a legal finished basement, hardwood floors throughout, and a bright, sun-filled interior, this residence offers comfort and potential. Enjoy the convenience of a 1-car garage and the benefit of low taxes. Centrally located, you’ll be just moments from all the North Fork has to offer—renowned wineries, farm stands, beaches, and dining.
Based on information submitted to the MLS GRID as of Sun Oct 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.