Orient NY Real Estate & Homes for Rent

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.

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.

Stunning Waterfront shingle style home overlooking Long Island Sound. 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 Aug-LD $55,000; Sept 5-30 $25,000. Permit# 1108.

Stunning Waterfront shingle style home overlooking Long Island Sound. 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 Aug-LD $55,000; Sept 5-30 $25,000. Permit# 1108.

Rental Permit # 1102 Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 20 x 40 in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that lead to an spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment. This is truly both a remarkable and unique getaway to spend your summer months. August 1 - 31 $32,500 & August 1 - September 3 $35,500

Rental Permit # 1102 Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 20 x 40 in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that lead to an spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment. This is truly both a remarkable and unique getaway to spend your summer months. August 1 - 31 $32,500 & August 1 - September 3 $35,500

Lovely, sunlight filled ranch in Orient by the Sea private community. Stellar vacation location just 4 houses from 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. Rental permit # 1100 exp. 3/25/2026.

Lovely, sunlight filled ranch in Orient by the Sea private community. Stellar vacation location just 4 houses from 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. Rental permit # 1100 exp. 3/25/2026.

Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available June $14K, July $30K, August-LD $35K. Year Round $8,500/monthly. Rental Permit# 0473

Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available June $14K, July $30K, August-LD $35K. Year Round $8,500/monthly. Rental Permit# 0473

Spacious & immaculate Sound front Contemporary home sitting on a hilltop in Orient, overlooking Long Island Sound to the north & farm fields to the south. Meticulously renovated & professionally designed 4 bedrooms, 5.5 baths with 128 ft of private beach. The ground floor has a large family room with glass doors to a blue stone patio, lawn, & stairs to the beach. This level includes an ensuite bedroom, additional full bath, Malm fire drum, & infra-red sauna. The main floor offers an open floor plan with living/dining/den/kitchen, a 2-sided fireplace, new kitchen, new baths, waterside & farm view decks. A professional ping-pong table, CAC, & outdoor shower are additional amenities. The panoramic Sound and farm views on 1.84 acres offer unique privacy. Offered July 65,000; Aug 75,000. Permit# 1059.

Spacious & immaculate Sound front Contemporary home sitting on a hilltop in Orient, overlooking Long Island Sound to the north & farm fields to the south. Meticulously renovated & professionally designed 4 bedrooms, 5.5 baths with 128 ft of private beach. The ground floor has a large family room with glass doors to a blue stone patio, lawn, & stairs to the beach. This level includes an ensuite bedroom, additional full bath, Malm fire drum, & infra-red sauna. The main floor offers an open floor plan with living/dining/den/kitchen, a 2-sided fireplace, new kitchen, new baths, waterside & farm view decks. A professional ping-pong table, CAC, & outdoor shower are additional amenities. The panoramic Sound and farm views on 1.84 acres offer unique privacy. Offered July 65,000; Aug 75,000. Permit# 1059.

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. Offered June $20,000; July $45,000; Aug $45,000; Sept $25,000. Permit # 1019.

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. Offered June $20,000; July $45,000; Aug $45,000; Sept $25,000. Permit # 1019.

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.

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.

Summer in Orient. Relax on the front porch of this 3 bedroom, 2 bath Ranch in Green Acres, a short walk to association Sound beach & Orient State Park. Open floor plan with updated kitchen, wood burning fireplace & rear deck off dining area - perfect for entertaining. Private yard with specimen trees & vegetable garden with automatic sprinkler system. Available MD-LD $19,000; June $4,000; July $7,000; August $8,000; September $4,000. Permit # 0208

Summer in Orient. Relax on the front porch of this 3 bedroom, 2 bath Ranch in Green Acres, a short walk to association Sound beach & Orient State Park. Open floor plan with updated kitchen, wood burning fireplace & rear deck off dining area - perfect for entertaining. Private yard with specimen trees & vegetable garden with automatic sprinkler system. Available MD-LD $19,000; June $4,000; July $7,000; August $8,000; September $4,000. Permit # 0208

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; Sept $16,000. Permit #0827.

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; Sept $16,000. Permit #0827.

Step into summer in Orient this year. Relax and rejuvenate in the quiet soundfront beach community of Orient by the Sea. Sunny open concept floor plan incudes glass doors that lead out to the covered backyard deck and invites indoor and outdoor entertaining. Just a short drive away to Greenport's many restaurants, the area's popular wineries for a tasting. Or enjoy a bike ride to Orient Beach State Park for a peaceful day on the bay. MD-LD $20,000 June $5,000, July $8,000 Aug $10,000 Permit #0863

Step into summer in Orient this year. Relax and rejuvenate in the quiet soundfront beach community of Orient by the Sea. Sunny open concept floor plan incudes glass doors that lead out to the covered backyard deck and invites indoor and outdoor entertaining. Just a short drive away to Greenport's many restaurants, the area's popular wineries for a tasting. Or enjoy a bike ride to Orient Beach State Park for a peaceful day on the bay. MD-LD $20,000 June $5,000, July $8,000 Aug $10,000 Permit #0863

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.

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.

Private, recently renovated, arts and crafts style ranch located in the heart of Orient Village. Three bedrooms, 2 full baths, open kitchen/ living room/ dining room, library, front porch, rear deck with screened outdoor dining area & grilling station. Close to beaches, marinas & village amenities. Offered Aug $15,000. Permit #0505.