ML# :3519460 Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k.
300 Latham Lane, Orient, NY, 11957
ML# :3501346 Orient Village- Located in Orient at 944 Youngs Avenue, on a private country lane sits this perfect country cottage, oh so close to Orient’s favorite Youngs Road Beachfront. 3 bedrooms and 2 full baths, lovely outdoor deck, yard and overlooking a flower farm and just down the street from Village lane, the Orient Country Store and the Jitney. Available July 12k, August $14K, 2025 RP# 907
944 Youngs Rd, Orient, NY, 11957
ML# :3452611 Relax and enjoy this beautifully appointed bay front house w/ private beach and stunning views of Orient Harbor, Bug Light and Shelter Island. Moor your boat in the bay; kayak, swim, fish or chill on the decks and porches. Basement game room w/ Ping-Pong, TV and games. Conveniently located near shopping, restaurants, ferries, farm stands, vineyards. Available September $12, 000, October - $10, 000. Available LD weekend to Sept 30. Permit# 0026.
370 South Lane, East Marion, NY, 11939
ML# :3563726 Charming 3-Bed, 2-Bath Home in Cutchogue’s Creekfront Community Welcome to this newly renovated gem nestled in a serene Creekfront community in Cutchogue. This home boasts 3 spacious bedrooms and 2 modern baths, set on a sprawling property perfect for nature enthusiasts. The relaxed, sophisticated decor complements the spacious rooms, offering a perfect retreat from the hustle and bustle. A standout feature of this property is the large barn in the yard, ideal for storing bikes and summer recreational toys. The backyard patio provides a lovely setting for outdoor barbecues, while the spacious lawn offers plenty of room for playing and enjoying the outdoors. Inside, you’ll find a brand new navy blue kitchen with stainless steel appliances, beautifully coupled with old-world built-in corner cabinets-a welcome mix of modern convenience and timeless charm. Enjoy stunning water views and the convenience of launching your boat, kayak, or paddle boards just at the end of the road. Cutchogue is home to many fine vineyards, perfect for sipping the fruits of the land, and farm-to-table dining experiences. Pristine beaches await for sunbathing and swimming, while quiet country roads are ideal for cycling and connecting with nature. The North Fork boasts plenty of restaurants offering fresh seafood in casual waterside settings. This is an ideal setting to relax and savor the beauty of nature. August: $11, 000 September: $9, 000
835 Strohson Rd, Cutchogue, NY, 11935
ML# :3539056 Unwind on Marion Lake and recharge on the Bay! This 2-bedroom, 1 bathroom lakefront cottage is the perfect escape! Just steps away from the Bay allows you to play the day away! Rinse off in the outdoor shower, dine outside on the large deck overlooking Marion Lake and then chill out by the fire pit, making s’mores and creating memories! Permit # 1060
2085 Bay Avenue, East Marion, NY, 11939
ML# :3561015 Summer is here! Spend your days in this fully furnished 3 bed Classic North Fork Beach Home. Outdoor deck and covered patio seating area bring the living space outdoors. This seasonal rental is just 7 homes away from a private sandy Bay Beach. Situated on a spacious lot on a charming street, this quintessential home is yours to enjoy July/Aug/Sept/Oct. Relax or visit the many area wineries, breweries, shopping and beaches the area has to offer. Located between both the North and South Forks how will you choose to spend your days and nights? On the Island, of course!!
30 Willow Street, Aquebogue, NY, 11931
ML# :3553535 Permit# 1127. Seeing is believing! Newly renovated, this four bedroom, three full bath waterfront home features an elegant New England Costal vibe. Enjoy true outdoor living on the furnished patio or upper level deck dining room. Take advantage of the hot tub, outdoor shower, dock and all the beach toys (Canoe, kayak, paddle board). This is the first rental post the super high-end open concept renovation including a massive, fully appointed designer kitchen with an enormous island, a ground level family room that spills out onto the patio through French doors and full, luxurious bathroom renovations. Revel in the spectacular views from the elevated kitchen, dining room, comfy but elegant living room and upper deck outdoor dining as well as the amazing ground floor waterfront views from den, patio, and guest room. The owners’ 3rd floor retreat boasts an en suite master bath, two walk in closets and expansive views. There are plenty of work from home stations throughout the house. When it is not work time, head to nearby New Suffolk Beach or Veterans Beach, or pack up the canoe and paddle out to explore deserted and otherwise inaccessible bay beaches that you’ll never see any other way. Centrally located on the North Fork, close to Love Lane, farm stands, wineries and all the North Fork offers!
505 Bungalow Lane, Mattituck, NY, 11952
ML# :3553582 Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong’s Water Club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, (The newly renovated Old Mill Inn opening soon!) gourmet food stores, wineries, tasting rooms and shopping. Permit #: 0771
1800 Westphalia Rd, Mattituck, NY, 11952
ML# :3550396 Enjoy a beautiful airy and bright mint condition Bay Front Orient Contemporary home, perfect for relaxing and entertaining. This 4-bedroom 4.5 bath home has gourmet kitchen, fireplace, open common space for easy entertaining. First floor has access to bay side screened porch from living room and den (or 4th bedroom with full bath). Second floor master bedroom and a guest bedroom open onto upper bay side deck, a third bedroom with full bath completes the layout. Private stairs to the beach and deeded beach rights to association Bay beach just a short walk from the house. Property is close to all village amenities: Country Store, Post Office, Marinas, Bay and Sound beaches. Offered Aug 20-LD $13, 000; Sept $20, 000; Oct $15, 000; Nov $10, 000; Dec $10, 000. Permit# 1020.
1390 Willow Terrace Lane, Orient, NY, 11957
ML# :3547704 Direct waterfront North Fork farmhouse with private sandy beach on Southold Bay, part of the Peconic Estuary. Beautifully maintained, this large 4BR/ 2.55 BTH home benefits from many recent upgrades, including 2023 new chef’s kitchen with waterviews over the hedges, renovated powder room, screened in front porch and lovely back deck with large and private garden and vineyard views. Fabulous indoor/ outdoor North Fork Summer Living in the mature gardens with specimen trees, waterfront, private sandy beach and vineyard views, and your private sugar sand beach to swim, kayak, paddle board, boat and fish. Close to all area attractions. Pet friendly! Walk to vineyards and organic farms for North Fork farm to table dining. Close to fine dining restaurants, farms, and waterfront bars. Fun arts, crafts, yoga, juice bar, live music and water sports, Southold, Greenport Maritime Village and ferries to Shelter Island, Sag Harbor and the South Fork all close by and easy to reach. Southold Town Rental Permit 0631
870 Bay Home Rd, Southold, NY, 11971