Orient, NY Homes

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  /31

  $2,499,999

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  290 Windward Rd, Orient, NY 11957

  This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas.

  Maureen Orientale Compass Greater NY LLC

  290 Windward Rd, Orient, NY 11957
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  /18

  $18,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft
  • House for Rent

  Unlisted Address

  Available June $15,000; July $35,000 (RENTED); Aug 17-31 $18,000; Sept $20,000. Sound Front Contemporary Octagonal Home with Private Beach. Contemporary and chic, mint condition 1970's modular octagonal home located on a breath-taking sound front walk-out private beach in Orient. Three bedrooms, each with a full bath and an additional powder room. Updated kitchen and bathrooms. Every room is

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  Unlisted Address
• 

  $3,150,000 Sold Feb 05, 2026

  900 N View Dr, Orient, NY 11957

  • 3 Beds
  • 2.5 Baths
  • 2,127 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Below List Price
  • $1,481/SF
  • 57 Days On Market

  Current Estimated Value $3,096,667

  Last Listing Agent Eric Elkin Compass Greater NY LLC

  900 N View Dr, Orient, NY 11957
• 

  Est $2,334,053 Not Listed For Sale

  555 Grandview Dr, Orient, NY 11957

  • 4 Beds
  • 4.5 Baths
  • 4,300 Sq Ft
  • Built 2024

  555 Grandview Dr, Orient, NY 11957

  Last Sold Summary

  • 12% Above List Price
  • $483/SF
  • 48 Days On Market

  • Last Sold Price $2,075,000
  • Aug 12, 2024

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
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  /25

  $2,250,000

  • 6 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  825 Munn Ln, Orient, NY 11957

  Orient – Set high above the Long Island Sound in the storied enclave known as The Hill, this rare offering captures the essence of classic Orient living. Authentic, timeless, and grand in scale, the home showcases architectural details including five fireplaces, elegant 16-over-1 windows, and a front entry framed by original sidelights. The 1.3-acre grounds unfold across rolling terrain with

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  825 Munn Ln, Orient, NY 11957
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  /15

  $25,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  39595 Main Rd, Orient, NY 11957

  Available June $12,000; July $25,000; Aug $25,000; Sept $15,000.Spacious Traditional Home with 4 bedrooms, 2.5 baths near Orient State Park and Cross Sound Ferry.The private landscaped backyard features a pool with patio and lounge chairs and a large deck with glass doors to the kitchen. The first floor has a private living room space and a kitchen/family room open plan for entertainment.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  39595 Main Rd, Orient, NY 11957
• 

  $3,625,000 Sold Mar 31, 2026

  215 Hillcrest Dr N, Orient, NY 11957

  • 3 Beds
  • 4 Baths
  • 5,837 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Below List Price
  • $621/SF
  • 120 Days On Market

  Current Estimated Value $3,329,951

  Last Listing Agent Sheri Winter Parker Corcoran

  215 Hillcrest Dr N, Orient, NY 11957
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  Est $2,650,500 Not Listed For Sale

  400 Diedricks Rd, Orient, NY 11957

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft
  • Built 2023

  400 Diedricks Rd, Orient, NY 11957

  Last Sold Summary

  • 5% Below List Price
  • $700/SF
  • 77 Days On Market

  • Last Sold Price $2,800,000
  • Nov 01, 2023

  Last Listing Agent Lori Feilen William Raveis New York LLC
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  /47

  $2,250,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4 Baths
  • 3,359 Sq Ft

  1680 Lands End Rd, Orient, NY 11957

  Beautiful custom built home in Orient with panoramic water views on nearly an acre of land with flowering trees, gardens and hedges; truly a gorgeous idyllic setting. This gated home features two levels of living space, a full basement, and a 3+ car garage. The interior has a living room with cathedral ceilings, crown molding, and walls of windows that capture the water beyond- simply exquisite.

  Suzette Reiss Douglas Elliman Real Estate

  1680 Lands End Rd, Orient, NY 11957
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  /20

  $35,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,677 Sq Ft
  • House for Rent

  152 King St, Orient, NY 11957

  Available Aug $35,000. Charming historic Bayfront beach cottage located on Orient Harbor in Orient Village. Featuring 75 feet of private walkout beach, waterside porch, screened bay view gazebo for entertaining. Interior includes wide plank wood floors, renovated baths, spacious kitchen water view living room with wood burning fireplace, 2 ensuite bedrooms for a total of 3 bedrooms/ 2.5 baths.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  152 King St, Orient, NY 11957
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  $2,350,000 Sold Nov 07, 2025

  305 Narrow River Rd, Orient, NY 11957

  • 3 Beds
  • 3.5 Baths
  • 2,870 Sq Ft
  • Built 2025

  Last Sold Summary

  • 15% Below List Price
  • $819/SF
  • 104 Days On Market

  Current Estimated Value $2,462,038

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  305 Narrow River Rd, Orient, NY 11957
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  Not Listed For Sale

  28410 Main Rd, Orient, NY 11957

  28410 Main Rd, Orient, NY 11957

  Last Sold Summary

  • 162 Days On Market

  • Last Sold Price $2,350,000
  • May 03, 2023

  Last Listing Agent Donielle Cardinale Daniel Gale Sotheby's
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  /32

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  35335 Main Rd, Orient, NY 11957

  Nestled on a private 4-acre land, subdivided in 3 different lots (1,33 acres lot - 0,67 acres - 2 acres lot) with development rights intact, this attractive, 3 bedrooms, 3 bathrooms historic farmhouse offers the ultimate in privacy. The expansive grounds have already been subdivided into three parcels, providing endless opportunities. Built circa 1812 by one of the original Orient families, and

  Marco Maida Compass Greater NY LLC

  35335 Main Rd, Orient, NY 11957
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  /17

  $35,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  495 Maple Ln, Orient, NY 11957

  Available July 16-30 $15,000; Aug 1-15 $17,500; Aug-LD $35,000.Entertain poolside in this stylish Mid-C Modern set on 2 acres, with views of Orient Harbor & the Sound. Handsomely furnished with master bedroom with full bath plus 2 additional bedrooms & full bath, large gourmet kitchen, den, spacious living room/dining room/common space opening to wrap-around deck overlooking pool. Walk to

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  495 Maple Ln, Orient, NY 11957
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  $1,800,000 Sold Jun 10, 2025

  170 Orchard St, Orient, NY 11957

  • 4 Beds
  • 4 Baths
  • 4,000 Sq Ft
  • Built 1938

  Last Sold Summary

  • 14% Below List Price
  • $450/SF
  • 66 Days On Market

  Current Estimated Value $1,899,746

  Last Listing Agent Lori Feilen William Raveis New York LLC

  170 Orchard St, Orient, NY 11957
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  Est $2,618,667 Not Listed For Sale

  1600 Hillcrest Dr, Orient, NY 11957

  • 6 Beds
  • 7 Baths
  • 6,600 Sq Ft
  • Built 2022

  1600 Hillcrest Dr, Orient, NY 11957

  Last Sold Summary

  • 21% Above List Price
  • $327/SF
  • 252 Days On Market

  • Last Sold Price $2,160,000
  • Aug 12, 2023

  Last Listing Agent William Walters Daniel Gale Sotheby's
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  /14

  $2,275,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1970 Village Ln, Orient, NY 11957

  The crown jewel of Orient Village, the Shaw House/ Revolutionary Cottage was built in 1730 and features 3 bedrooms, 2.5 baths, and an updated eat-in kitchen. Original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. Two large decks span the back of the house overlooking Orient Harbor & Yacht Club. Located in the heart of Orient

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1970 Village Ln, Orient, NY 11957
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  /16

  $50,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  505 Plum Island Ln, Orient, NY 11957

  Available for summer 2025! Modern farmhouse with 4 bedrooms, all with ensuite baths. Get away from it all in this hotel-like Orient home. Open concept kitchen, dining, living with beautiful light filled bedrooms. Enormous blue stone patio leads to in-ground pool and beautifully landscaped yard beyond. Minutes from the private association beach, Orient State Park and Duryeas Restaurant & Bar. Past

  Bridget Elkin Compass Greater NY LLC

  505 Plum Island Ln, Orient, NY 11957
• 

  $825,000 Sold Apr 23, 2026

  685 Greenway W, Orient, NY 11957

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 1974

  Last Sold Summary

  • 11% Below List Price
  • $653/SF
  • 99 Days On Market

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  685 Greenway W, Orient, NY 11957
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  Est $2,431,333 Not Listed For Sale

  960 Willow Terrace Ln, Orient, NY 11957

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1997

  960 Willow Terrace Ln, Orient, NY 11957

  Last Sold Summary

  • 2% Above List Price
  • $886/SF
  • 44 Days On Market

  • Last Sold Price $2,391,500
  • Nov 14, 2023

  Last Listing Agent William Walters Daniel Gale Sotheby's
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  /23

  $1,950,000

  • 3 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  1125 Navy St, Orient, NY 11957

  Beautifully updated & fully renovated in 2020, Arts & Crafts style home in the heart of Orient Village, one block from Orient Harbor, walking distance to post office, country store & all village amenities. Open concept dining/living room with large wood burning fireplace. Updated gourmet kitchen with Thermador 6 burner/griddle stove, Subzero refrigerator, Bosch dishwasher, & wine cooler. Enclosed

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1125 Navy St, Orient, NY 11957
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  /15

  $10,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  1390 Willow Terrace Ln, Orient, NY 11957

  Available Apr $10,000; May $12,000; Sept $20,000; Oct $15,000; Nov $10,000; Dec $10,000. 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

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1390 Willow Terrace Ln, Orient, NY 11957
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  $1,800,000 Sold Dec 09, 2025

  1075 Narrow River Rd, Orient, NY 11957

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 1943

  Last Sold Summary

  • 36% Below List Price
  • $795/SF
  • 201 Days On Market

  Last Listing Agent Jill Dunbar Douglas Elliman Real Estate

  1075 Narrow River Rd, Orient, NY 11957
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  Est $1,785,801 Not Listed For Sale

  120 King St, Orient, NY 11957

  • 4 Beds
  • 1.5 Baths
  • 1,774 Sq Ft
  • Built 1850

  120 King St, Orient, NY 11957

  Last Sold Summary

  • 13% Below List Price
  • $1,156/SF
  • 112 Days On Market

  • Last Sold Price $2,050,000
  • Apr 04, 2024

  Last Listing Agent Janet Markarian Daniel Gale Sotheby's
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  /40

  $1,175,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,245 Sq Ft

  350 Soundview Rd, Orient, NY 11957

  Welcome to this lovely water-view ranch style home in the coveted Orient by the Sea community. A truly inviting home offering the perfect blend of coastal serenity and easy one level living. The front entrance opens to a bright living room with a wood-burning fireplace which graciously flows into the dining area. The eat-in kitchen has stainless steel appliances and connects conveniently to the

  Suzette Reiss Douglas Elliman Real Estate

  350 Soundview Rd, Orient, NY 11957
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  /28

  $35,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,246 Sq Ft
  • House for Rent

  1050 King St, Orient, NY 11957

  Offered Aug 17-31 $35,000. Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16x32 heated pool, newly renovated chef's kitchen & baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling & sliders

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1050 King St, Orient, NY 11957
• 

  $850,000 Sold Nov 17, 2025

  200 Village Ln, Orient, NY 11957

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • Built 1932

  Last Sold Summary

  • 23% Below List Price
  • $503/SF
  • 207 Days On Market

  Current Estimated Value $913,190

  Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

  200 Village Ln, Orient, NY 11957
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  Est $1,157,378 Not Listed For Sale

  2655 Village Ln, Orient, NY 11957

  • 3 Beds
  • 2 Baths
  • Built 1930

  2655 Village Ln, Orient, NY 11957

  Last Sold Summary

  • 1% Above List Price
  • 142 Days On Market

  • Last Sold Price $1,150,000
  • Nov 22, 2024

  Last Listing Agent Samantha Ripka Resource Realty Group
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  /46

  $1,225,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  175 Uhl Ln, Orient, NY 11957

  Stunning North Fork Colonial in Orient Welcome to your dream home on the beautiful North Fork. Situated on a flat spacious acre with mature specimen trees provide privacy in the desirable community of Orient by the Sea. This post modern residence offers the perfect blend of luxury and comfort with 4 generous bedrooms, including a remarkable 3-room primary suite on the main floor featuring a

  Mary Trester Charles Rutenberg Realty Inc

  175 Uhl Ln, Orient, NY 11957
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  /11

  $8,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  790 Oyster Ponds Ln, Orient, NY 11957

  Available July $11,000 (RENTED); Aug $11,000 (RENTED); Sept 3-Oct 3 for $8,000. 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,

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  790 Oyster Ponds Ln, Orient, NY 11957
• 

  $2,100,000 Sold Oct 30, 2025

  655 N Sea Dr, Orient, NY 11957

  • 4 Beds
  • 4.5 Baths
  • 4,028 Sq Ft
  • Built 2025

  Last Sold Summary

  • $521/SF
  • 119 Days On Market

  Current Estimated Value $1,787,000

  Last Listing Agent Jerry Cibulski Century 21 Albertson Realty

  655 N Sea Dr, Orient, NY 11957
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  Est $977,569 Not Listed For Sale

  830 Navy St, Orient, NY 11957

  • 3 Beds
  • 1 Bath
  • 1,403 Sq Ft
  • Built 1971

  830 Navy St, Orient, NY 11957

  Last Sold Summary

  • 15% Above List Price
  • $606/SF
  • 50 Days On Market

  • Last Sold Price $850,000
  • Jan 27, 2025

  Last Listing Agent Janet Markarian Daniel Gale Sotheby's
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  /25

  $1,385,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  65 Ryder Farm Ln, Orient, NY 11957

  Custom renovated 1920's Long Island Potato Barn, set on .83 acres in Orient. Large foyer with 2 closets. Expansive open concept living/dining/kitchen with wood burning fireplace and sliding doors leading to the brick patio and garden. Master ensuite bedroom with full bath with tub & stall shower, 2 additional bedrooms, full bath, and laundry room. Spacious full basement with high ceilings that

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  65 Ryder Farm Ln, Orient, NY 11957
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  /34

  $32,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  420 Old Farm Rd, Orient, NY 11957

  Remarkable Modern New Construction with Heated Pool on a Large Lot Near Orient Village Center. Offering 4 bedrooms and 3.5 baths, this thoughtfully designed home features two first-floor ensuite bedrooms, oak flooring throughout, and bright, open living spaces. The vaulted great room, with a wall of sliding glass doors, fills the living room, dining area, and kitchen with natural light. The

  Paul Loeb Douglas Elliman Real Estate

  420 Old Farm Rd, Orient, NY 11957
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  $1,010,000 Sold Oct 29, 2025

  555 Three Waters Ln, Orient, NY 11957

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1954

  Last Sold Summary

  • 15% Below List Price
  • $421/SF
  • 133 Days On Market

  Current Estimated Value $1,094,234

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  555 Three Waters Ln, Orient, NY 11957
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  Est $997,821 Not Listed For Sale

  26025 Main Rd, Orient, NY 11957

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1957

  26025 Main Rd, Orient, NY 11957

  Last Sold Summary

  • 25% Above List Price
  • $889/SF
  • 18 Days On Market

  • Last Sold Price $800,000
  • Nov 10, 2023

  Last Listing Agent Diane Mollica Compass Greater NY LLC
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  /42

  $15,000,000

  • 6 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  34600, 34750 & 34920 Route 25, Orient, NY 11957

  Behind a lush privet hedge, this expansive 102+ acre waterside property offers idyllic privacy, boundless potential, and exceptional versatility across three separate parcels. The spacious 4-bedroom, 4.5-bath main residence awaits your finishing touch - customize and craft your dream home exactly as you envision. Ample natural light, flexible open spaces, and generous proportions provide a canvas

  Sheri Winter Parker Corcoran

  34600, 34750 & 34920 Route 25, Orient, NY 11957
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  /20

  $18,000 Per Month

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft
  • House for Rent

  2055 Grandview Dr, Orient, NY 11957

  Available for June $20,000; Memorial Day - June $25,000; May $18,000. Also available after September 8th. Off Season months available or minimum two weeks considered.Fantastic Orient home with 4 bedrooms, large heated saltwater gunite pool, lush grounds. First floor en-suite bedroom with primary and two additional guest bedrooms on second floor. Office/den also on second floor. First floor

  Roric Tobin Compass Greater NY LLC

  2055 Grandview Dr, Orient, NY 11957
• 

  $1,775,000 Sold Sep 09, 2025

  1855 Greenway E, Orient, NY 11957

  • 5 Beds
  • 4.5 Baths
  • 2,950 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $602/SF
  • 275 Days On Market

  Current Estimated Value $1,809,667

  Last Listing Agent Beth Dubas Corcoran Baer & McIntosh

  1855 Greenway E, Orient, NY 11957
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  Est $1,829,333 Not Listed For Sale

  25825 Main Rd, Orient, NY 11957

  • 3 Beds
  • 3.5 Baths
  • Built 1830

  25825 Main Rd, Orient, NY 11957

  Last Sold Summary

  • 8% Above List Price
  • 68 Days On Market

  • Last Sold Price $1,695,000
  • Aug 22, 2023

  Last Listing Agent Diane Mollica Compass Greater NY LLC

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