ML# :3530830 Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two en-suite bedrooms and two additional bedrooms and full bath. Large manicured yard with deck and patio landscaped for privacy. Close to beaches, farm stands, Southold Fish Market, wineries and Greenport Village. Spend this summer in Greenport in this wonderful home. July Rented from July 20-August 3. Available June $15, 000/month, June 20-July 20 for $20, 000, August 3-LD $20, 000, 2 or 3 weeks in July or August $7500/week and Off season $5000/week (2 week Minimum) #0744
750 Kerwin Boulevard, Greenport, NY, 11944
ML# :3528314 This unique home has a style all its own. Stylish & chic, an impeccably restored historic Saltbox. It boasts an updated kitchen and bathrooms that a queen would admire. Enjoy its warm & open floor plan, calming fireplaces in common room/bedroom and kitchen. Walk on original wide floorboards from the 19th century & enjoy the lush decor and comfortable furniture from 20th century. Short distance to Greenport amenities, walking distance to beach. House Incl. Prius/smart car charger. Rental Permit #0722
1155 Main Street, Greenport, NY, 11944
ML# :3526989 Greenport village 5 bedrooms, 2 baths with sweeping Water Views, adjacent to 6th St bay beach & park. Architect-designed & decorated interiors, chef’s kitchen, 2nd floor sundeck and large yard with garden & outdoor dining area. Huge water-facing sun porch with wall of windows looking out on the bay. Short distance to farmers markets, wineries, shopping, LIRR & Jitney. RP# 22-298
130 6th Street, Greenport, NY, 11944
ML# :3577512 Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957
1545 Pipes Neck Rd, Greenport, NY, 11944
ML# :3521563 Wetlands but described as a residential lot.
150 re Pipes Neck Rd, Greenport, NY, 11944
ML# :3577146 Beautiful and rare new construction in the heart of historic Greenport. This stylish and spacious new build features four ensuite bedrooms, a semi-open floor plan, and stunning finishes. The first floor has a large chef’s kitchen with a breakfast nook, dining room, expansive great room, butler pantry, powder room, and walk-in kitchen pantry. A large vaulted primary suite is upstairs, with two additional ensuite bedrooms, laundry and an office landing. Over 3000 square feet of interior living space nestled on a quiet street, just two blocks from the village’s commercial center.
424 2nd Street, Greenport, NY, 11944
ML# :3565265 Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus room. Revel in breathtaking sunsets from nearly every room or the expansive back deck and patio. Amenities include a home gym, outdoor shower, multiple fireplaces, and beach access. Just a mile from Greenport Village’s charming shops and restaurants, this property offers the perfect blend of luxury and convenience for your ideal coastal getaway.
1250 Sound Drive, Greenport, NY, 11944
ML# :3339600 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, water view deck, and powder room. Second floor has master bedroom suite with expanded, renovated bath and private water view balcony. A guest room with private bath and laundry complete the floor plan. Unit comes with a private boat slip in the protected basin with easy access to the cove and bay. Complex offers heated in-ground pool, tennis courts, private beach - all just a short walk to Greenport Village restaurants, shopping, and grocery. Near Islands End golf course and access to all that the North Fork has to offer. Full-time on-site management. Aug $15, 500; Sept $9, 000; Oct $7, 000; Nov $5, 000; Dec $5, 000. Permit# 21-048.
32 Stirling Cove, Greenport, NY, 11944
ML# :3368281 Easy, breezy North Fork vacation location. Stay cool in the pool or go for a dip in the Bay with a sandy Bay beach just down the road. Like new, tastefully appointed 3BR/4 BA Colonial in pristine condition. Every amenity including a heated, saltwater pool plus 3 living/media rooms. Lovely, quiet neighborhood just 5 minutes to Greenport’s vibrant scene. Nearby CSA farmstands & seafood markets for enjoying farm to table, poolside dining. Rental permit #0384 Exp. 2/9/2025
300 Fiddler Lane, Greenport, NY, 11944
ML# :H6312196 Unsurpassed opportunity. Private family compound or pampering hospitality venue minutes from downtown Hudson!. Exquisite estate on 100 park-like acres with historic 6000SF manor house, 2100SF guest cottage and a cavernous 7, 000 SF Barn structure. History shows that the famed Hudson River artist Frederic Church participated in the siting and construction of this impressive house which is a located near his own renowned masterpiece, Olana. The manor is an elegant, three story, stick style home with Catskill Mountain views and sunsets right out of the paintings themselves . Lovingly restored, the house has 7-Bedrooms (all with ensuite baths), spacious wrap around porch, floor to ceiling double front doors, impressive foyer with sweeping mahogany staircase, soaring 15 foot ceilings, hardwood floors and a swoon-worthy dining room off the foyer with a carved working fireplace, floor to ceiling windows, the largest is a Western facing mammoth plate glass window offering a masterpiece Catskill Mountain view. The kitchen is large and features a preserved red brick fireplace with woodbox. The first floor has high ceiling parlor rooms for libraries, music or winter gathering by a fire. There is a primary bedroom on the first floor wing with spa-worthy ensuite bathroom. This recently added wing provides an ADA compliant entrance off of a deck with a ramp. The storybook Guest Cottage, constructed in 2002, is ideal for caretaker or additional house guests, features a large open floor plan with 2-bedrooms each one with an ensuite baths. The easily customizable Pole Barn building offers endless opportunities as an entertainment venue, restaurant, private sports arena, gymnasium, art gallery space, vintage car collection display, etc. The long, winding entrance drive uphill leads to captivating walking trails, protected woodlands, picturesque stone walls and sweeping views in all directions. A mere two hours from New York City and minutes from the creative and entrepreneurial excitement of Hudson, New York and the Amtrak station. If you’re in need of a private compound with room to grow that is steeped in the rich history of the Hudson Valley, this is a gem. It’s reputation as a boutique hotel and wedding hospitality venues make it a strong choice to further grow a branded experience . And, the 100-acre parcel provides the perfect canvas for added expansion and development near Hudson!
Greenport NY, 12534