ML# :806898 **2025 Rates:** May 23 - June 30: $18, 000; July: $20, 000; August 1 - Labor Day: $22, 000; Memorial Day - Labor Day: $55, 000Welcome to the 123 Sterling Boat Lofts! This exceptional property, situated on Sterling Harbor in the heart of Greenport Village, represents the perfect East End retreat. Thoughtfully designed with a spacious open floor plan, this third-floor corner unit offers stunning water views from every room, blending convenience with stylish flair. In addition to the loft, you will enjoy access to a private first-floor office space, complete with a lounge and home gym overlooking the bay and harbor. An exclusive boat slip is also included, accommodating a boat up to 30 feet in length. Don’t miss out on this remarkable opportunity—make it yours today!
123 Sterling Avenue Unit 12, Greenport, NY, 11944
ML# :3564418 2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport’s private Rock Cove Estates. A stone’s thi away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy da the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities. Property
65 Rock Cove Court, 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# :814501 ENDLESS POSSIBILITIES IN GREENPORT VILLAGEThis iconic location is a prime commercial opportunity in the heart of Greenport Village. High traffic, high visibility, 3, 900 square feet, 2 attached garages, 3 rear parking spots. Perfect for a gallery, retail, showroom, professional offices. Excellent storage, too much to list...!
200 Main Street, Greenport, NY, 11944
ML# :3569028 Beautifully updated Greenport Village home available as a year-round rental located on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079., Additional information: Appearance:Excellent
630 1st Street, Greenport, NY, 11944
ML# :813226 Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village’s most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 8 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan. Additional information: Appearance: New
123 Sterling Avenue Unit 8, Greenport, NY, 11944
ML# :808230 Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A bonus room with laundry and a kitchenette opens directly to the backyard, offering seamless indoor-outdoor living. Ascend to the second floor, where soaring ceilings and an open-concept layout invite you in. The stylish living room, complete with a cozy wood-burning fireplace, flows into the eat-in kitchen with island and dining area. From here, step onto the balcony for alfresco dining while overlooking the backyard oasis. This level also includes a sleek full bathroom with a walk-in shower, a spacious bedroom, and an en-suite retreat with its own half bath. The private backyard sanctuary is perfect for entertaining and unwinding. Take a dip in the brand-new 18x36 heated saltwater pool with elegant bluestone coping, ideal for enjoying throughout the summer and fall. The adjacent patio provides a shaded retreat for dining, while the fire pit area sets the scene for cozy evenings under the stars, complete with s’mores and cherished memories. Nestled on Long Island’s coveted North Fork, this home offers unparalleled access to the best of Greenport. Stroll less than a mile to the vibrant Greenport Village or explore the nearby Kontokosta Winery, a picturesque waterfront estate overlooking the Long Island Sound. Beach days are made easy with access to both private and public beaches just minutes away. Whether you’re seeking a summer getaway or a serene off-season retreat, 485 Sutton Place delivers the ultimate North Fork lifestyle. *Available for January-April ($12K/month), June ($20K), July ($30K), August-LD ($35K), September ($15K), October-December ($12K/month)*
485 Sutton Place, Greenport, NY, 11944
ML# :813208 Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village’s most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 2 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan., Additional information: Appearance: New
123 Sterling Avenue Unit 2, Greenport, NY, 11944
ML# :812921 Nestled amidst lush greenery and offering privacy, this classic Cape Cod style home in Greenport is a true sanctuary. Four large bedrooms, this home provides ample room for comfortable living and entertaining. Inside find a warm and inviting interior with spacious living areas. Enjoy the peacefulness of this secluded retreat, just a short distance to Greenport’s charming village and beaches.
1425 Middleton Rd, Greenport, NY, 11944
ML# :3565361 Location, Location, Location is what this Greenport two story water view home is all about. Renovations had began but not finished, just waiting for you to make your own!, Additional information: Appearance:Good
103 3rd Street, Greenport, NY, 11944