ML# :3550345 Very spacious, sunlight filled custom built beauty just 3 minutes to gorgeous LI Sound beach. 44’ x 24’ heated, saltwater pool. Open concept LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like yard and pool area. Upstairs has a large, 2nd living room with billiards, foosball, tv area & sliders to another deck. 2 primary bedrooms - one on each level. 2nd floor primary has living room, wet bar, refrigerator and wall of sliders to deck. Home impeccably maintained and tastefully furnished throughout. Fine dining & state park just down the road. A scenic 9 mile drive to bustling downtown Greenport. Rental Permit #1117. Exp. 5.6.26.
1080 Lands End Rd, Orient, NY, 11957
ML# :3542413 Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Stellar vacation location just 4 houses to the community’s gorgeous, private LI Sound beach & grounds. 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 9 mile drive to Greenport’s lively scene. Rental permit # 1100 exp. 3/25/2026.
990 Three Waters Lane, Orient, NY, 11957
ML# :3555100 Charming cape with expansive water views of Orient Harbor and Peconic Bay. The elevated and beautifully landscaped half-acre parcel features a 3-bedroom, 2.5-bath home with an attached garage and ample room for a pool. The adjacent 2-acre parcel has private beachfront on Orient Harbor plus a creekside gazebo shared with the neighboring property. The home features a large first-floor primary suite, living room with wood-burning fireplace, large kitchen overlooking back patio and backyard, waterside sun room and dining room, full basement, and water views from nearly every room. Perfectly situated with south and southwest exposure for stunning sunsets and ample natural light. A stone’s throw from Village Lane, Latham’s farmstand, and multiple beaches. A short drive to Greenport Village, Orient State Park, and the Cross Sound Ferry.
20615 Main Rd, 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.
20715 Main Rd, Orient, NY, 11957
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 Apr $10, 000; May $12, 000; June $15, 000; July $35, 000; Aug $35, 000; Sept $20, 000; Oct $15, 000; Nov $10, 000. Permit# 1020.
1390 Willow Terrace Lane, Orient, NY, 11957
ML# :3526935 Impeccably restored 19th Century gem located in the heart of Orient Village with bay views. Close to bay and sound beaches, and a stroll to all village amenities. Featuring 2 parlors, 3 bedrooms, library, office, eat-in kitchen, updated baths, charming garden, out-door dining, and grill, out-door shower. Offered May $7, 000; Nov $6, 000. Permit #0483.
1855 Village Lane, Orient, NY, 11957
ML# :3554146 The crown jewel of Orient Village, the Shaw House/ Revolutionary Cottage was built in 1730 and features 3 bedrooms, 2.5 baths, updated eat-in kitchen. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club.
1970 Village Lane, Orient, NY, 11957
ML# :3513931 A light, bright and mint condition Orient Village 4 bedroom, 4 bath bayfront home, featuring beautiful classic lines and architectural details throughout. Walls of windows and high ceilings showcase stunning sunsets over Orient Harbor and beyond. Gourmet kitchen, open floor plan with glass doors to outdoor dining area, waterside lawn, two decks and stairs to the water makes this a perfect opportunity for entertaining and family relaxation. Rental includes a gas grill, 2 boat moorings and nearby association sandy beach. This very well appointed home includes an open fireplace, perfect for an extended stay throughout the fall and beyond in an idyllic location that beckons peace and relaxation surrounded by nature and luxury. Offered June $20, 000; July $40, 000; Aug $50, 000; Sept $35, 000. Permit# 0595.
1060 Willow Terrace Lane, Orient, NY, 11957
ML# :3549163 Landmark Historic Farmhouse At Orient Point, Which Was Owned by Latham/Edwin King. Water Views, Large Covered Front Porch, Craftsman Style Living Room With Fireplace, Formal Dining Room, Kitchen. Huge Barn At Rear, Which Was Part Of The First Inn in Orient. Set On Over An Acre. The Barn Could Potentially Be A Legal Accessory Apartment. Two 3 Car Garages. Beach Rights. Located At The Source Of Orient’s Beautiful Waterways. This Is A Must See! Don’t Delay, Take Action Today!
40495 Main Road, Orient, NY, 11957
ML# :H6303191 Welcome Home to your Oceanfront Paradise! Nestled along the sun-kissed shores of North Fork’s Orient Point, lies a haven cherished by one family for over two decades. Step into the warmth of tradition, where every sunset paints a new memory, and the rhythm of the waves serenades your soul. With spacious living areas, panoramic views, and direct access to the beach, this oceanfront home isn’t just a property; it’s a legacy of love, laughter, and endless summer days. As its next chapter unfolds, the owners hope it finds someone who will cherish it as much as they have, someone who will fill its rooms with their own dreams and memories. So, to the next custodian of this cherished home, It’s not just a property being offered but a piece of legacy, love and laughter waiting to be continued. Create your own story in this timeless retreat, where every day feels like a holiday. Where memories are made to last a lifetime. Features: One Owner. The offering presents a rare opportunity to acquire at a price point significantly below replacement cost. 6-BR, 4.5-Baths & Office Room. The High-Ceilinged, Unfinished Basement offers endless possibilities: Entertainment Zone, Game Room, Home Gym, Creative Studio, Golf Simulator, or Wine Cellar. Seller Financing Available.
1790 Grandview Drive, Orient, NY, 11957