$13,500
Available: Right Now
Listed: 26/04/2024
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...
$7,500
Available: Right Now
Listed: 26/04/2024
Town of Southold, NY, 11944
Travel to the North Fork of Long Island for a much-needed getaway and experience both modern luxury and historic desire at this 2-bedroom, 1-bathroom vacation rental! Situated in the heart of Greenport, this apartment provides an updated interior, hi...
$7,500
Available: Right Now
Listed: 22/04/2024
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...
$11,940
Available: Right Now
Listed: 22/04/2024
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 ...
$5,970
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern and tasteful American Beech Boutique Hotel, Restaurant & Bar. During your stay, you can explore the vibrant village, natural scen...
$11,880
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
Enjoy this entire home with all the amenities located on a large wooded lot on a quiet private lane. Close to beach, convenient to town. Walk or ride a bike (2 provided) less than 3 miles to downtown Greenport for shopping, bars, and restaurants....
$34,500
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
The uniqueness of this wonderful home is the backyard which is lavishly landscaped with both beautiful flowers and lush greenery and includes a Hollywood style kidney shaped pool, lounge chairs, umbrellas, and a secret garden with a divine pergola fo...
$28,200
Available: Right Now
Listed: 26/04/2024
Town of Southold, NY, 11944
Enchanted home with beautiful bay views. This house has it all. Modern updates with old-world charm. Gorgeous chefs kitchen, hardwood floors throughout, stone and marble baths. Located in the center of Greenport, Walk to town. Lovely renovations thro...
$10,620
Available: Right Now
Listed: 26/04/2024
Town of Southold, NY, 11944
Renovated cape-style home with central ACLiving room w55" Smart TV + sound systemSunny, large den with w65" Smart TV + sound systemOpen indoor dining area off full kitchenLarge, screened porch with comfortable seati...
$61,950
Available: Right Now
Listed: 26/04/2024
Town of Southold, NY, 11944
LI Sound Waterfront Cottage with 2 Bedrooms and 1 Bathroom. Completely Renovated and Modern Living Space with Open Layout. Home comes complete with Quality Appliances, including Wine Fridge. Approx 1 Acre of Manicured lawn, Private Heated Pool, Viney...
$69,000
Available: Right Now
Listed: 23/04/2024
Shelter Island Heights, NY
Stunning Shelter Island traditional over 3 floors with pool and separate contemporary guest house in luxury settings. Short walk to Sunset Beach, restaurants, tennis and golf. Entertaining space galore, movie screen, wrap around decks, fully private ...
$6,270
Available: Right Now
Listed: 26/04/2024
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...
$12,030
Available: Right Now
Listed: 26/04/2024
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-...
$36,450
Available: Right Now
Listed: 23/04/2024
Shelter Island Heights, NY
Please contact us if you are interested in booking a month or longer stay for the 2024 summer season.An impeccably restored and charming Victorian summer cottage originally built in 1876 and located in the heart of historic Shelter Island Heights...
$10,620
Available: Right Now
Listed: 25/04/2024
Town of Southold, NY, 11944
Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor...
$11,100
Available: Right Now
Listed: 24/04/2024
Town of Southold, NY, 11944
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.My place is close to rest...
$60,000
Available: Right Now
Listed: 22/04/2024
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...
$29,850
Available: Right Now
Listed: 22/04/2024
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...
$18,000
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
Beautiful updated historic home in the village of Greenport. Central AC, newly renovated kitchens and bathrooms, large fenced in yard, patio with bbq, outdoor shower, fire pit. Bike to nearby vineyards and beaches and walk to restaurants, stores and ...
$6,750
Available: Right Now
Listed: 25/04/2024
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...
$11,670
Available: Right Now
Listed: 22/04/2024
Town of Southold, NY, 11944
Our house is an historic Dutch colonial, both cozy and spacious, with warm wood trim and wood floors throughout. The 20 x 20ft. Great Room, a perfect gathering space for family and friends is complete with a baby grand piano, cable TV, children's toy...
$10,050
Available: Right Now
Listed: 24/04/2024
Town of Southold, NY, 11944
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.My place is close to rest...