ML# :3556378 Set on a half-acre lot in a highly sought-after Greenport location, 450 Main Street is ready for immediate construction with APPROVED BUILDING PLANS AND PERMITS. 3, 400 sqft of living space, featuring a luxurious house with a pool surrounded by private landscaping. Its central and coveted location provides easy access to the neighborhood shops, restaurants, and beaches, and is conveniently close to major transportation hubs including the Long Island Railroad, Shelter Island Ferry, and The Hampton Jitney bus. Available either as land with the approved plans or with the option to customize your dream home, this unique offering allows you to create a lifestyle tailored to your needs.
450 Main Street, Greenport, NY, 11944
ML# :3579596 This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named Winged Weekend Flight, a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach complement your experience. For cooler days, unwind by the fireplace after your evening beach stroll. Make this your refuge from everyday life!, Additional information: Appearance:Mint+, Interior Features:Lr/Dr
2515 Sound Drive, Greenport, NY, 11944
ML# :805303 Winter Getaway in Historic Greenport. Experience the charm of this renovated 1920’s Village Craftsman featuring the perfect combination of vintage charm with modern comforts and style. First floor includes cozy living room, dining room, full bath, newly renovated kitchen and sitting area. Three light filled bedrooms are located on the second floor with full bath. Close to the heart of downtown Greenport Village, with easy access to shops, restaurants, and waterfront activities. Available for an off season rental until May 15, 2025. Permit #G24-002
324 5th Avenue, Greenport, NY, 11944
ML# :804495 Public RemarksNewly Renovated Waterfront Unit with Spectacular Views Of Bay, Beach, Shelter Island and Beyond. Spacious Owner’s Suite with Full Bath and Private access to Bayfront Deck. Second Bedroom and bath are both generously sized. Entire unit is Elegantly Styled. Waterfront Balcony On Beach. Open plan living, dining and kitchen with views from every window. Living room has wood burning fireplace with sliders leading to full width bayfront deck. Hardwood and ceramic tile flooring, all new stainless steel appliances. Complex has a Waterfront Pool, Tennis & Pickle Ball Courts, Marina and Over 200 Ft of sandy private Bay Beach. Ownership Includes a Boat Slip in Marina. In Heart Of Greenport Village. Close To Restaurants, Transportation, Ferry & Shops. Appearance:Mint
160 5th Unit 12, Greenport, NY, 11944
ML# :803911 Welcoming Greenport Village Storefront with Large Windows and Full Glass Entry Door Provide Great Visibility! Two Updated Rooms plus Updated 1/2 Bath. Front and Side Doors Entrances. Central Airconditioning.
137 Front Street, Greenport, NY, 11944
ML# :3558855 GREENPORT OYSTER POINT WATERFRONT CONDO WITH BOAT SLIP Enjoy your vacation in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a heated waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry to Shelter Island for fun day trips and the Hampton Jitney or the LIRR train offer easy access to and from NYC. Everything you need is right here. June 2025 $7000, Sept 2025 $6k , off season 2025 $4k monthly or year round $4500 per month. Greenport rental permit #24-072, Additional information: Appearance:Diamond, ExterioFeatures:Tennis
8 Oyster Point, Greenport, NY, 11944
ML# :805284 Lower Priced 2nd Floor Office Space with Good Natural Light. Larger Main Room, One Smaller Room, One Small Room with Sink, Large 1/2 Bath with Storage. Dedicated Parking Area.
74365 Main Rd, Greenport, NY, 11944
ML# :3587738 Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining area. The large elevated waterside deck offers easy access, perfect for entertaining or simply soaking in the beauty of your surroundings. The main level accommodates two spacious bedrooms and a full bathroom, while the second level is dedicated entirely to a luxurious primary bedroom complete with an ensuite bathroom and a private waterside balcony-ideal for enjoying quiet moments overlooking the water. Don’t miss this incredible opportunity to own your slice of heaven on the North Fork!
58425 Route 48, Greenport, NY, 11944
ML# :3518307 2025 Rates are as follows:May 23-June 27 $25, 000.00 or $5, 000.00/week; June 28-July 31 $30, 000.00; August 1- September 2- $35, 000.00; September and October $4, 000.00/week with a two week minimum: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway., Additional information: Appearance:Pristine, Interior Features:Combo Kitchen, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor
155 Bridge Street, Greenport, NY, 11944
ML# :3500178 Are you ready to transform your vision into reality. Deep in the heart of Greenport Village this .5 acre lot is awaiting the footsteps of your dream home. Located adjacent to Silver Lake and steps away from all the shops and restaurants the village has to offer. Close to Mitchell Park. Don’t miss out on this opportunity to secure your piece of paradise in Greenport and start building the home you’ve always dreamed of.
3rd Street, Greenport, NY, 11944