ML# :815073 Authentic 1770 Cottage in the heart of Orient Village. Lovingly restored & maintained Village home on beautifully landscaped lot, offering private grounds & distant views of sunsets over the bay. Furnished in period antiques, screened-in porch off kitchen, first floor bedroom. Walk to amenities, bay beach, Yacht Club, marina, farm stand & Jitney. Offered Sept 3-Oct 1 $7, 000. Permit #0091.
790 Oyster Ponds Lane, Orient, NY, 11957
ML# :3542413 Sunlight filled ranch in ’Orient by the Sea’ community 2 minutes to private, community beach. Eat in Kitchen, Dining & Living rooms. Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026. Appearance: immaculate! Interior Features: Guest Quarters
990 Three Waters Lane, Orient, NY, 11957
ML# :812977 Contemporary private, secluded home in bucolic Browns Hill, Orient with Panoramic views over gardens, fields and bays from Montauk to Shelter Island. Enter through a welcoming space from the foyer to the living room with wood burning fireplace, updated gourmet kitchen and dining room with panoramic farm and bay views. Three levels of living space with one bedroom & full bath on each floor Lower-level bedroom with deck, ground floor master ensuite bedroom with full bath and deck, second floor loft/bedroom and full bath. Heated/saltwater/gunite 12 x 25 pool with deck & patio overlooking farm fields with distant bay view. Outdoor shower. A short walk to association sound beach. Offered Aug-LD $30, 000. All inclusive. Permit # 0174.
255 South View Drive, Orient, NY, 11957
ML# :818117 Stunning waterfront shingle style home overlooking Long Island Sound with private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise lounges and picnic table on porch and pool area for entertaining. Close to Orient Village amenities, marinas, Country store, Yacht Club, and bay beaches. Offered Feb-March $6, 000/mo.; Apr $7, 000; May $8, 000; June $20, 000; July $35, 000; Sept $20, 000; Oct $10, 000; Nov $6, 000; Dec $6, 000. Permit# 1108.
2100 Youngs Rd, Orient, NY, 11957
ML# :3369625 2025 Rates: Memorial Day-Labor Day $110, 000, June $25, 000, July $35, 000, August $40, 000, August-Labor Day $45, 000. Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. Permit #0441.,
2055 Grandview Drive, Orient, NY, 11957
ML# :3548646 Unique Orient property, 2 lots being sold together. One lot is 1.75 acres waterfront with shared gazebo on the creek out to meadow, Orient Harbor, and private beach. Across the street is a Charming Cape with Plenty of Waterview’s originally built in the 1940’s, in 2002 a 2nd floor addition, kitchen, and bath renovation was done. The home features are; living room with a wood burning fireplace, formal dining room, ground floor bedroom, full bath, large kitchen, and a three-season room. On the second-floor there are 3three bedrooms, and full bath, hardwood floors throughout the house., Additional information: Location Features:Protected Wetland, Separate Hotwater Heater:Y
20715 Main Rd, Orient, NY, 11957
ML# :3589919 Discover the finest rental property in the charming hamlet of Orient, on Long Island’s desirable North Fork. Built in 2017, this exceptional home combines a clean, contemporary aesthetic with breathtaking architectural detail, perfect for discerning guests.The first floor features an open-concept living space with soaring ceilings, anchored by a gourmet chef’s kitchen with premium appliances and a spacious island, ideal for cooking and entertaining. A cozy fireplace in the living room and a sophisticated dining area make for a warm, inviting atmosphere. The main level also includes a luxurious primary suite with an ensuite bath showcasing a carved vanity, as well as a small, convenient office.The upper level offers two light-filled bedrooms and a beautifully crafted stone bathroom, perfect for family or guests. The exquisitely finished lower level provides a relaxing escape with its sauna, another stone bathroom, and a spacious open area complete with a dining table and sectional seating-an ideal space for entertaining or unwinding. Step outside to the oversized, private yard, thoughtfully screened with mature evergreens. The outdoor amenities include a stunning 20 x 50 heated gunite saltwater pool, a wood deck for lounging, and a charming pool house finished with barn siding, slate flooring, and its own bathroom. This luxurious home is the ultimate North Fork retreat for those seeking beauty, privacy, and sophistication. MD-JULY $75, 000; JULY $50K.
2620 Orchard Street, Orient, NY, 11957
ML# :812326 Impeccably restored and updated 1850’s Farmhouse in the heart of Orient Village. Featuring a great room with open floor plan - gourmet kitchen/dining/living room, a second-floor master bedroom with sitting room, full bath, and walk-in closet for a total of 3-bedrooms 2.5 baths in the main house. There is a separate Cottage with kitchenette, bedroom, and full bath, perfect for guests. Lovely private grounds with gardens, grand lawn, and heated salt water gunite pool. Walking distance to all village amenities, beaches, and marinas. Available July $45, 000; Aug $45, 000; Sept $25, 000. Permit # 1019.
400 King Street, Orient, NY, 11957
ML# :814829 Beautifully updated & fully renovated traditional Arts & Crafts home in the heart of Orient Village and one block from Orient Harbor. Gourmet kitchen with Thermador 6 burner/griddle stove, Subzero refrigerator, Bosch dishwasher. Enclosed front porch. Fenced yard, outdoor shower, backyard deck for relaxing, grilling & dining. Professionally landscaped with vegetable garden and outdoor shower. Offered April $9, 000; May $10, 000; June $16, 000; July $25, 000. Permit #0827.
1125 Navy Street, Orient, NY, 11957
ML# :3455258 Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812, Additional information: Appearance:Diamond, Lease Term:12 Months, August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Monthly, Off Season, year rent:4000
2420 Plum Island Lane, Orient, NY, 11957