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
• 

  

  

  /23

  $3,950 per month

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  990 Three Waters Ln, Orient, NY 11957

  Year-round OR seasonal sun filled ranch in 'Orient by the Sea' community just 4 houses to the gorgeous private beach. Eat in kitchen, dining & living rooms. Ensuite primary plus 2 add'l bedrooms & 2nd full bath. Front & back porches plus a spacious backyard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10

  Kathleen Travers Douglas Elliman Real Estate

  990 Three Waters Ln, Orient, NY 11957
• 

  $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 $3,396,667

  Last Listing Agent Eric Elkin Compass Greater NY LLC

  900 N View Dr, Orient, NY 11957
• 

  Est $2,296,065 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

  • 11% Above List Price
  • $483/SF
  • 48 Days On Market

  Last Sold Price $2,075,000

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
• 

  

  

  /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
• 

  

  /15

  $25,000 per month

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

  39595 Main Rd, Orient, NY 11957

  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. The second floor has a master ensuite with full bath overlooking

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  39595 Main Rd, Orient, NY 11957
• 

  $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 $2,521,240

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  305 Narrow River Rd, Orient, NY 11957
• 

  Est $2,674,500 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

  • 4% Below List Price
  • $700/SF
  • 77 Days On Market

  Last Sold Price $2,800,000

  Last Listing Agent Lori Feilen William Raveis New York LLC
• 

  

  /50

  $2,325,000 Open House 4/04

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

  1680 Lands End Rd, Orient, NY 11957

  Introducing 1680 Lands End Road in Orient; a private gated sensational home set on .93 acres of pristine grounds with sweeping panoramic views of both the Bay and the Sound. This luxurious home exemplifies elegance, craftsmanship, and a thoughtful open design throughout. The first level foyer welcomes you to a generous great room with a fireplace, two spacious bedrooms, two bathrooms, a dedicated

  Suzette Reiss Douglas Elliman Real Estate

  1680 Lands End Rd, Orient, NY 11957
• 

  

  /11

  $8,000 per month

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

  790 Oyster Ponds Ln, Orient, NY 11957

  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, marina, farm stand & Jitney. Offered Sept 3-Oct 3 for $8,000. Permit #0091.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  790 Oyster Ponds Ln, Orient, NY 11957
• 

  $695,000 Sold Mar 27, 2025

  1150 Greenway E, Orient, NY 11957

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1971

  Last Sold Summary

  • 10% Below List Price
  • $743/SF
  • 43 Days On Market

  Current Estimated Value $781,065

  Last Listing Agent Alexander Aquino Douglas Elliman Real Estate

  1150 Greenway E, Orient, NY 11957
• 

  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

  Last Listing Agent Donielle Cardinale Daniel Gale Sotheby's
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  /18

  $2,900,000

  • 5 Beds
  • 4.5 Baths
  • 4,900 Sq Ft

  150 Hillcrest Dr N, Orient, NY 11957

  Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a "to be built" opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently

  William Walters Daniel Gale Sothebys Intl Rlty

  150 Hillcrest Dr N, Orient, NY 11957
• 

  

  /18

  $35,000 per month

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

  Unlisted Address

  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 furnished with period mid-C style furniture. Living room has original Malm wood

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  Unlisted Address
• 

  $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 $1,898,418

  Last Listing Agent Lori Feilen William Raveis New York LLC

  170 Orchard St, Orient, NY 11957
• 

  Est $2,745,667 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

  • 27% Above List Price
  • $327/SF
  • 252 Days On Market

  Last Sold Price $2,160,000

  Last Listing Agent William Walters Daniel Gale Sotheby's
• 

  

  /40

  $1,175,000 Open House 4/04

  • 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
• 

  

  /22

  $28,000 per month

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  2100 Youngs Rd, Orient, NY 11957

  Stunning waterfront shingle style home overlooking Long Island Sound with 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

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  2100 Youngs Rd, Orient, NY 11957
• 

  $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
• 

  Est $2,469,000 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

  • 3% Above List Price
  • $886/SF
  • 44 Days On Market

  Last Sold Price $2,391,500

  Last Listing Agent William Walters Daniel Gale Sotheby's
• 

  

  /36

  $3,800,000 Pending

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

  215 Hillcrest Dr N, Orient, NY 11957

  This stately Dutch Colonial sound front, is the perfect blend of privacy, luxury and natural beauty. Sweeping water views, with generous interior and exterior living spaces that flow seamlessly. Warm rich natural wood finishes, multiple bedrooms, a den, a second floor loft, A private pool, leading to your outdoor patio, garden and stairs to your beach. Top it all off with a Full finished

  Sheri Winter Parker Corcoran

  215 Hillcrest Dr N, Orient, NY 11957
• 

  

  /12

  $15,000 per month

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  500 Stephensons Rd, Orient, NY 11957

  Beautifully converted 19th C Barn. Primary floor with living room, eat-in kitchen, bath, balcony, sound view. 2nd floor with 4 bedrooms and full bath. Private sound beach access. Offered for seasonal or year-round rent. Available Jan-March $2,500/mo.; Apr $4,000; May $5,000; June $8,000; July $15,000; Aug $15,000; Sept $10,000; Oct $5,000; Nov-Dec $2,500/mo.; yearly $3,500/mo. Maximum occupancy 5

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  500 Stephensons Rd, 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 $905,799

  Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

  200 Village Ln, Orient, NY 11957
• 

  Est $1,906,607 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

  • 7% Below List Price
  • $1,156/SF
  • 112 Days On Market

  Last Sold Price $2,050,000

  Last Listing Agent Janet Markarian Daniel Gale Sotheby's
• 

  

  /50

  $1,450,000

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

  175 Uhl Ln, Orient, NY 11957

  Stunning Post Modern Home in Orient Point.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

  Mary Trester Charles Rutenberg Realty Inc

  175 Uhl Ln, Orient, NY 11957
• 

  

  /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
• 

  $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 $1,762,000

  Last Listing Agent Jerry Cibulski Century 21 Albertson Realty

  655 N Sea Dr, Orient, NY 11957
• 

  Est $1,146,632 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

  • 142 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Samantha Ripka Resource Realty Group
• 

  

  /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
• 

  

  /16

  $20,000 per month

  • 4 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • House for Rent

  300 Latham Ln, Orient, NY 11957

  Experience beautiful Long Island Sound and Orient Point State Park views from this updated 4-bed, 4-bath open-concept home with a heated saltwater pool and quiet backyard. The main floor features an entry foyer, living room with fireplace, kitchen with pantry, dining area, two bedrooms (one king, one double/office), and a full bath. Sliding doors connect living spaces to a large deck and a

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  300 Latham Ln, Orient, NY 11957
• 

  $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 $1,081,552

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  555 Three Waters Ln, Orient, NY 11957
• 

  Est $1,075,854 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

  • 27% Above List Price
  • $606/SF
  • 50 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Janet Markarian Daniel Gale Sotheby's
• 

  

  /23

  $859,000 Pending

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

  685 Greenway W, Orient, NY 11957

  Charming and private home in Green Acres in Orient Point. Open floor plan with dining room/kitchen opening onto lovely second floor deck. The living room and rear deck have open views of 63 acres of pastoral undeveloped preserved land. Association sound beach down the road.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  685 Greenway W, Orient, NY 11957
• 

  

  /18

  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft
  • House for Rent

  1855 Village Ln, Orient, NY 11957

  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 April $6,000; May $6,000; June $15,000; Aug 2-16 $12,500 (RENTED); Sept $12,000.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1855 Village Ln, 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 $1,811,667

  Last Listing Agent Beth Dubas Corcoran Baer & McIntosh

  1855 Greenway E, Orient, NY 11957
• 

  Est $1,308,513 Not Listed For Sale

  585 Orchard St, Orient, NY 11957

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft
  • Built 1865

  585 Orchard St, Orient, NY 11957

  Last Sold Summary

  • 14% Above List Price
  • $630/SF
  • 181 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Janet Markarian Daniel Gale Sotheby's
• 

  

  /46

  $4,250,000

  • 6 Beds
  • 6.5 Baths
  • 6,800 Sq Ft

  2670 Grandview Dr, Orient, NY 11957

  This Sound Front home at the edge of a quiet Orient cul-de-sac is more than a haven-it's a destination for those who appreciate the rare union of luxury, privacy, and personality. Here, drama is found in the sweep of panoramic water views and the hush of mornings on a private deck, just upstairs from your own sandy shoreline. Step into soaring, sunlit spaces designed for living boldly: a

  Sheri Winter Parker Corcoran

  2670 Grandview Dr, Orient, NY 11957
• 

  

  /28

  $45,000 per month

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

  1050 King St, Orient, NY 11957

  Offered June $25,000; July $45,000; Aug 1-16 $25,000 (RENTED); Aug 17-31 $25,000; Aug 17-Sept 8 (LD) $35,000; Sept $30,000. 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

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  1050 King St, Orient, NY 11957
• 

  $1,125,000 Sold Jun 03, 2025

  22495 Main Rd, Orient, NY 11957

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 1716

  Last Sold Summary

  • 6% Below List Price
  • $733/SF
  • 16 Days On Market

  Current Estimated Value $1,189,452

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  22495 Main Rd, Orient, NY 11957
• 

  Est $986,407 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

  • 23% Above List Price
  • $889/SF
  • 18 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Diane Mollica Compass Greater NY LLC

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