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
2420 Plum Island Lane, Orient, NY, 11957
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# :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. Fully furnished, just 4 houses to the community’s gorgeous, private LI Sound 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 9 mile drive to Greenport. Rental permit # 1100 exp. 3/25/2026.
990 Three Waters 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# :3547141 Magical 1840’s Cottage in Browns Hills with endless views across Orient Bay. Beautiful south facing garden abutting farm fields. Three bedrooms 1.5 baths, outdoor shower, deeded sound beach. A private, tranquil natural sanctuary in bucolic Orient. Offered July $15, 000; Aug $15, 000; Sept $8, 000; year-round, furnished starting Sept $3, 200/mo. Permit #0308.
555 South View Drive, Orient, NY, 11957
ML# :3529667 Spacious and grand, historic Terry Mulford House C. 1716, set on 5.8 private acres, fully renovated, with 5 bedrooms and 4 new full baths. New eat-in kitchen, living room with piano and flat screen TV. Relax on the wrap-around porch or rear courtyard. A short trip to Orient and Greenport Village, Orient State Park, marinas, sound, and bay beaches. Price includes all utilities, mid-term, and departure housekeeping. Offered May $9, 000; June $13, 000; July $15, 000; Aug $15, 000; Sept $10, 000; Oct $4, 000; yearly $3, 500/mo. Permit #0667.
30675 Main Rd, Orient, NY, 11957
ML# :3519950 HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!
1460 Hillcrest Drive, Orient, NY, 11957
ML# :3560540 CHIC RETREAT! A glamorous getaway! You won’t know if you are tucked away in Tuscany or the South of France! This recently renovated modernist home is nestled amongst your own private vineyard with incredible farm vistas, imparting a spa retreat vibe. A large pool reaching out towards the horizon. Cozy up by the firepit or have lunch alfresco under the vineyard pergola and enjoy incredible privacy! 3 bedrooms, 2.5 baths, Minutes to the best of everything the North Fork has to offer - local farm stands, beaches, renowned restaurants, (check out Duryea’s) Village Lane, Orient State Park and Greenport Village! This Could Be You! Permit #1128
27840 Main Road, Orient, NY, 11957
ML# :3536431 Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. 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. Offered June $15, 000; July 1-20 $25, 000; Sept $15, 000. Permit #0293.
1970 Village Lane, Orient, NY, 11957