$14,250
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Enjoy all the best the North Fork has to offer. Newly renovated Cape Cod style home walkable to beaches, marinas, restaurants, shops, and close to the wineries and parks. Enjoy a peaceful getaway and the serene beauty of the North Fork.This home ...
$36,480
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
Welcome to Villa Sonore. A gorgeous beachfront home in Greenport located right on the LI Sound. Walk to restaurants and bars at the Soundview. Bike to North Fork wineries, breweries, farms and town. Or just relax on the enclosed porch or back deck an...
$12,030
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Greenport Village Vacationer's DelightOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of everyday life at this lovely, newly-...
$40,470
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
Beautiful turn-of-the century Victorian Summer Beautiful turn of the century home located on Rainbow Park with breathtaking views of Dering Harbor !Large sunny eat- in kitchen with marble floors and countertops with access to veranda and patio to...
$6,750
Available: Right Now
Listed: 01/05/2024
Shelter Island Heights, NY
Come stay in the heart of Shelter Island, central to all beaches, shopping, and restaurants. Spacious 3 bedroom ranch sleeps up to 6, with blissfully comfy "W Hotel" beds. Bedroom lamps have built-in USB ports for charging your phone. Living room wit...
$26,550
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests ha...
$29,850
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park and Marina Waterfront Boardwalk/Beach and the No...
$20,250
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
This home is in a quiet community walking distance from a private beach. Driveway parking on premises in a gated driveway. It's a 5 minute car drive to the town of Greenport, that is filled dinning, shopping and entertainment. This home is beautifull...
$13,500
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Tucked away along Sterling Harbor in Greenport’s Historic District -- on the village's most desired street -- sits this lovely, 3-bedroom 1780s “vernacular” home. Meticulous attention was paid when renovating the house to preserve its charm and archi...
$12,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Express Bus and Shelter Island Ferry are all within a short stroll. Fresh produce farms, vineyards, hills and fields surround this very...
$7,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Lovely Victorian home with private entrance, porch, and brick patio. Floor to ceiling windows in light filled large bedroom with en suite bathroom. Cozy den has a beautiful bay window and a queen size pull out sofa bed for additional guests. Sunny si...
$12,750
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Cliffside Resort is located on a bluff overlooking the Long Island sound with beautiful water vistas. The resort has an in ground heated pool and beautiful landscaped lawns. Direct beach access, bbqs, laundry facilities, and many other activities. Pa...
$31,800
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
This brand new modern home offers everything you could ask for from a summer retreat in Greenport. Two story height great room with gas fireplace, a seamless layout with bonus room that includes shuffleboard, ping pong and pool table. Large balcony w...
$6,270
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
A beautiful waterfront condo just a short walk from historic Greenport village, this newly remodeled unit provides stunning waterfront views, two modern bathrooms, a renovated kitchen, a dedicated boat slip, and community tennis/pickleball courts, an...
$10,110
Available: Right Now
Listed: 02/05/2024
Town of Southold, NY, 11944
*Two Week Minimum Rental as per Southold Township requirements. Please message host for more information/availability. This unique home has a style all its own. Stylish and chic, an impeccably restored historic Salt Box. It boasts an updated kitc...
$23,130
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
3 bedroom with deeded beach rights and partial water view. 5 minute walk to the beach and short drive to the heart of the village. Vineyards, farms, and other activities are all within a short distance.House is situated on nearly an acre of p...
$11,940
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Greenport is a charming seaside town with historic architecture with awesome restaurants and plenty to see and do! Travel and Leisure voted it “second best small beer, wine and spirits town in America. This cozy house is in walking distance to local ...
$13,710
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Beautifully appointed townhouse in coveted Stirling Cove Condominiums. Enter a light filled room with magnificent views of the cove and bay. Featuring newly renovated, spacious kitchen, dining room, elegant living room with wood burning fireplace, wa...
$17,250
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
WELCOMEThe Captain’s Cottage is located in the seaport Village of Greenport on the North Fork of Long Island. George Graber was a Steamship Captain and the son of a renowned Schooner Smack Captain named William Anderson Graber. He grew up one str...
$60,000
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
Located on one acre in the highest part of Shelter island Heights, this home offers 6 bedrooms, 4.5 baths, a fireplace and huge outdoor decks for entertaining. There is a separate guest house with a full bath, large deck and heated two car garage. Th...
$31,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Family friendly cottage, nestled in a quiet street in Greenport village. The private property has fully fenced backyard, 4 bedrooms, 4 bathrooms, wood burning fireplace, fully stocked kitchen, outdoor seating, and gas grill. The property is in a doub...
$12,750
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Luxury 2 bedroom, first floor apartment located across the street from Townsend Manor Marina in the heart of Greenport Village . Walk to town and enjoy the amazing restaurants and shopping that Greenport has offer. This custom Victorian Farmhouse has...