Cutchogue, NY Homes

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  $2,100,000

  • Land
  • 2.45 Acres
  • $857,143 per Acre

  7908 Oregon Rd Unit 10, Cutchogue, NY 11935

  This prime residential parcel sits adjacent to a 30 acre agricultural lot. creating your own private horse farm and residence with deeded water access to the Long Island Sound beachfront-- there's nothing like it !

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 10, Cutchogue, NY 11935
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  /15

  $15,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  530 Stillwater Ave, Cutchogue, NY 11935

  Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. 30 day minimum stay.

  Erin Kaelin Signature Premier Properties

  530 Stillwater Ave, Cutchogue, NY 11935
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  $1,435,000 Sold Jul 25, 2025

  985 Track Ave, Cutchogue, NY 11935

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1948

  Last Sold Summary

  • 3% Below List Price
  • $797/SF
  • 20 Days On Market

  Current Estimated Value $1,396,497

  Last Listing Agent Connie Liappas Compass Greater NY LLC

  985 Track Ave, Cutchogue, NY 11935
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  Est $2,146,000 Not Listed For Sale

  3265 Stillwater Ave, Cutchogue, NY 11935

  • 4 Beds
  • 4 Baths
  • 2,218 Sq Ft
  • Built 2006

  3265 Stillwater Ave, Cutchogue, NY 11935

  Last Sold Summary

  • 10% Above List Price
  • $879/SF
  • 152 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Phyllis Caldwell Daniel Gale Sotheby's
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  $885,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1125 Pequash Ave, Cutchogue, NY 11935

  Fantastic income opportunity awaits South of Main less than a mile from the beach! North Fork charmer includes both a 3 bedroom main house and a separate 1 bedroom accessory apartment over the garage. The main house on Pequash is a 3 bedroom farmhouse style colonial which welcomes you inside with its covered front porch. Interior features include hardwood floors, quartz counters in the open

  Deana Herrick McCreery Herrick Real Estate LLC

  1125 Pequash Ave, Cutchogue, NY 11935
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  $8,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  415 Southern Cross Rd, Cutchogue, NY 11935

  Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental., Additional information: Lease Term: August-Labor Day, Flexible, July, July-August, June, Memorial-Labor Day, Off Season. 30 day minimum

  Erin Kaelin Signature Premier Properties

  415 Southern Cross Rd, Cutchogue, NY 11935
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  $1,115,000 Sold Aug 06, 2025

  21655 Main Rd, Cutchogue, NY 11935

  • 4 Beds
  • 1.5 Baths
  • 2,106 Sq Ft
  • Built 1971

  Last Sold Summary

  • $529/SF
  • 28 Days On Market

  Current Estimated Value $1,167,439

  Last Listing Agent William Mcintosh Daniel Gale Sothebys Intl Rlty

  21655 Main Rd, Cutchogue, NY 11935
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  Est $1,971,621 Not Listed For Sale

  3655 Stillwater Ave, Cutchogue, NY 11935

  • 3 Beds
  • 3 Baths
  • Built 1957

  3655 Stillwater Ave, Cutchogue, NY 11935

  Last Sold Summary

  • 5% Below List Price
  • 259 Days On Market

  Last Sold Price $2,075,000

  Last Listing Agent Susan Orioli Engel & Volkers North Fork
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  $1,999,000

  • Land
  • 0.58 Acre
  • $3,446,552 per Acre

  895 Glen Ct, Cutchogue, NY 11935

  Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own

  Nicholas Planamento William Raveis New York LLC

  895 Glen Ct, Cutchogue, NY 11935
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  $40,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  2430 Dignans Rd, Cutchogue, NY 11935

  Cutchogue North Fork: Spend August-LD 2027 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion

  Nicholas Planamento William Raveis New York LLC

  2430 Dignans Rd, Cutchogue, NY 11935
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  $1,501,000 Sold Apr 25, 2025

  4785 Stillwater Ave, Cutchogue, NY 11935

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $500/SF
  • 20 Days On Market

  Current Estimated Value $1,592,059

  Last Listing Agent William Mcintosh Daniel Gale Sothebys Intl Rlty

  4785 Stillwater Ave, Cutchogue, NY 11935
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  Est $954,366 Not Listed For Sale

  1745 Harbor Ln, Cutchogue, NY 11935

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1967

  1745 Harbor Ln, Cutchogue, NY 11935

  Last Sold Summary

  • 14% Above List Price
  • $435/SF
  • 173 Days On Market

  Last Sold Price $835,000

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
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  /5

  $1,499,000

  • Land
  • 4.24 Acres
  • $353,538 per Acre

  18365 County Road 48, Southold, NY 11935

  Motivated Seller! Opportunity to own 4+ acres of buildable vacant land in the heart of Cutchogue on Long Island’s scenic North Fork. Water, electric, and natural gas connections are available at the street, making this an ideal site to build your dream home, private retreat, or investment property. Enjoy a peaceful setting surrounded by vineyards, farm stands, and open farmland, while being just

  Michael Graziose Redfin Real Estate

  18365 County Road 48, Southold, NY 11935
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  /20

  $20,000 per month

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

  25 Moose Trail, Cutchogue, NY 11935

  Discover the perfect blend of comfort and luxury in this stunning 4-bedroom Cape, ideally situated in the heart of Cutchogue. Designed for both relaxation and entertainment, this home features a chef’s kitchen and an array of spacious living areas, including a formal dining room, game room with a pool table and arcade games, plus a first-floor bedroom and full bath—all tastefully furnished. Step

  Jeanmarie Bay William Raveis New York LLC

  25 Moose Trail, Cutchogue, NY 11935
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  $1,280,000 Sold Nov 14, 2025

  2870 Fairway Dr, Cutchogue, NY 11935

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Above List Price
  • $674/SF
  • 18 Days On Market

  Current Estimated Value $1,274,294

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate

  2870 Fairway Dr, Cutchogue, NY 11935
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  Est $6,642,000 Not Listed For Sale

  9820 Nassau Point Rd, Cutchogue, NY 11935

  • 5 Beds
  • 4.5 Baths
  • 6,510 Sq Ft
  • Built 2021

  9820 Nassau Point Rd, Cutchogue, NY 11935

  Last Sold Summary

  • 4% Above List Price
  • $979/SF
  • 39 Days On Market

  Last Sold Price $6,375,000

  Last Listing Agent Sheri Winter Parker Corcoran
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  $8,250,000 Pending

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

  3745 Nassau Point Rd, Cutchogue, NY 11935

  Perched above the shimmering waters of Peconic Bay, this custom-built waterfront estate offers one of the North Fork's most coveted coastal settings. Tucked within the prestigious enclave of Nassau Point, the property commands sweeping panoramic bay views from nearly every room. Set on two lush landscaped acres with 200 feet of private bay beach, the 5,500-square-foot residence was designed with

  Bridget Elkin Compass Greater NY LLC

  3745 Nassau Point Rd, Cutchogue, NY 11935
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  $30,000 per month

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

  3655 Pequash Ave, Cutchogue, NY 11935

  GORGEOUS SEASONAL (and Off-Season) RENTAL AVAILABLE -- FLEET's NECK! Walk to Beach from your Private FABULOUS OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck

  Deirdre Fedun Fedun Real Estate Inc

  3655 Pequash Ave, Cutchogue, NY 11935
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  $1,250,000 Sold Nov 05, 2025

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1980

  Last Sold Summary

  • $568/SF
  • 89 Days On Market

  Current Estimated Value $1,181,282

  Last Listing Agent Portia Gelormino Coldwell Banker American Homes

  Unlisted Address
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  Est $1,090,317 Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1973

  Unlisted Address

  Last Sold Summary

  • 4% Above List Price
  • $875/SF
  • 82 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Nicholas Planamento William Raveis New York LLC
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  $750,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  7850 Bridge Ln, Cutchogue, NY 11935

  Great starter home Ranch features 2 bedrooms, 5year old roof, some new windows, Brand New heating system. Inside and out entrance to full unfinished basement. 7850 Bridge Lane offers exceptional opportunity to own one of the most desirable coastal communities. Just moments from the Vineyards, restaruarants, farm stands, marinas and beaches. All about location, lifestyle. Surrounded by natural

  Gail Botchler Coldwell Banker M&D Good Life

  7850 Bridge Ln, Cutchogue, NY 11935
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  /23

  $22,500 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  935 Southern Cross Rd, Cutchogue, NY 11935

  Available 2026: April: $12,000, May: $17,500, June: $22,500, July: $35,000. August Rented. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  935 Southern Cross Rd, Cutchogue, NY 11935
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  $849,000 Sold Oct 24, 2025

  795 Pine Tree Rd, Cutchogue, NY 11935

  • 2 Beds
  • 1 Bath
  • 1,406 Sq Ft
  • Built 1966

  Last Sold Summary

  • $604/SF
  • 49 Days On Market

  Current Estimated Value $873,053

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  795 Pine Tree Rd, Cutchogue, NY 11935
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  Est $1,459,089 Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1959

  Unlisted Address

  Last Sold Summary

  • 23% Below List Price
  • $792/SF
  • 12 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Nicholas Planamento William Raveis New York LLC
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  $1,950,000

  • Land
  • 1.9 Acres
  • $1,026,316 per Acre

  7908 Oregon Rd Unit 1, Cutchogue, NY 11935

  Build your dream house on this builder's 2 acre lot on famed Oregon Road. the original barn to the Oregon Close Estates subdivision remains on site use the barn or start from fresh.

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 1, Cutchogue, NY 11935
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  $1,075,000 Sold Jan 21, 2026

  3320 Oregon Rd, Mattituck, NY 11952

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1905

  Last Sold Summary

  • 30% Below List Price
  • $538/SF
  • 184 Days On Market

  Current Estimated Value $1,224,651

  Last Listing Agent Andrea Parks Douglas Elliman Real Estate

  3320 Oregon Rd, Mattituck, NY 11952
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  Est $1,387,455 Not Listed For Sale

  8581 New Suffolk Ave, Cutchogue, NY 11935

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1998

  8581 New Suffolk Ave, Cutchogue, NY 11935

  Last Sold Summary

  • 8% Above List Price
  • $496/SF
  • 31 Days On Market

  Last Sold Price $1,290,000

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate
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  $699,000 Pending

  • 3 Beds
  • 2 Baths

  1985 Skunk Ln, Cutchogue, NY 11935

  Nestled along the serene Skunk Lane, this 3-bedroom, 2-bathroom home presents a fantastic opportunity to create your ideal primary residence. Located less than 1.2 miles from the Causeway Park District Beach, this diamond in the rough is brimming with potential. Situated on a quaint 1/2-acre property in the charming town of Cutchogue, the home features a cozy rocking chair porch, perfect for

  Linda Stowell Howard Hanna Coach

  1985 Skunk Ln, Cutchogue, NY 11935
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  $887,500 Sold Jun 20, 2025

  6980 Skunk Ln, Cutchogue, NY 11935

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $740/SF
  • 21 Days On Market

  Current Estimated Value $916,051

  Last Listing Agent Susan Orioli Engel & Volkers North Fork

  6980 Skunk Ln, Cutchogue, NY 11935
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  Est $2,797,997 Not Listed For Sale

  5095 Nassau Point Rd, Cutchogue, NY 11935

  • 4 Beds
  • 2 Baths
  • Built 1974

  5095 Nassau Point Rd, Cutchogue, NY 11935

  Last Sold Summary

  • 16% Above List Price
  • 21 Days On Market

  Last Sold Price $2,405,000

  Last Listing Agent Susan Orioli Engel & Volkers North Fork
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  $2,500,000

  • Land
  • 30 Acres
  • $83,333 per Acre

  7908 Oregon Rd Unit 3, Cutchogue, NY 11935

  this 30 acre agricultural reserve has approximately 23 acres of mature grape vines currently maintained by Wolffer Estate wine makers. The vineyard can be expanded to occupy the entire 30 acres or other agricultural uses. This parcel abuts a 2.45 acre residential parcel create your own vineyard estate

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 3, Cutchogue, NY 11935
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  $1,300,000 Sold Oct 09, 2025

  3615 Vanston Rd, Cutchogue, NY 11935

  • 4 Beds
  • 3.5 Baths
  • 3,205 Sq Ft
  • Built 1863

  Last Sold Summary

  • 23% Below List Price
  • $406/SF
  • 99 Days On Market

  Current Estimated Value $1,483,904

  Last Listing Agent Alexis Meadows Douglas Elliman Real Estate

  3615 Vanston Rd, Cutchogue, NY 11935
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  Est $3,906,500 Not Listed For Sale

  4995 Nassau Point Rd, Cutchogue, NY 11935

  • 4 Beds
  • 3 Baths
  • Built 1974

  4995 Nassau Point Rd, Cutchogue, NY 11935

  Last Sold Summary

  • 12% Above List Price
  • 183 Days On Market

  Last Sold Price $3,500,000

  Last Listing Agent Susan Orioli Engel & Volkers North Fork
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  $699,000

  • Land
  • 0.92 Acre
  • $759,783 per Acre

  375 Moose Trail, Cutchogue, NY 11935

  Build your North Fork dream home on this vacant .92 acre parcel that backs up to 3.3 acres of protected open space. Neighborhood access to launch your kayak, paddle board, or trailered boat with easy access out to Peconic Bay. Close proximity to bay beaches, top rated restaurants, North Fork wineries and local farm stands.

  William Mcintosh Daniel Gale Sothebys Intl Rlty

  375 Moose Trail, Cutchogue, NY 11935
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  $1,275,000 Sold Feb 02, 2026

  1030 Horseshoe Dr, Cutchogue, NY 11935

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $580/SF
  • 143 Days On Market

  Current Estimated Value $1,277,261

  Last Listing Agent Marco Maida Compass Greater NY LLC

  1030 Horseshoe Dr, Cutchogue, NY 11935
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  Est $1,436,725 Not Listed For Sale

  4030 Nassau Point Rd, Cutchogue, NY 11935

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft
  • Built 1973

  4030 Nassau Point Rd, Cutchogue, NY 11935

  Last Sold Summary

  • 11% Above List Price
  • $508/SF
  • 8 Days On Market

  Last Sold Price $1,299,000

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
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  $660,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  24635 Main Rd, Cutchogue, NY 11935

  This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilities at this time.

  Todd Yovino Island Advantage Realty LLC

  24635 Main Rd, Cutchogue, NY 11935
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  $1,675,000 Sold Jul 30, 2025

  2700 Fairway Dr, Cutchogue, NY 11935

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $598/SF
  • 52 Days On Market

  Current Estimated Value $1,735,886

  Last Listing Agent Diane Mollica Compass Greater NY LLC

  2700 Fairway Dr, Cutchogue, NY 11935
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  Est $1,020,246 Not Listed For Sale

  4630 Nassau Point Rd, Cutchogue, NY 11935

  4630 Nassau Point Rd, Cutchogue, NY 11935

  Last Sold Summary

  • 7% Above List Price
  • 80 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
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  $2,300,000

  • Land
  • 2.45 Acres
  • $938,776 per Acre

  7908 Oregon Rd Unit 4, Cutchogue, NY 11935

  Build your own custom home abutting a mature vineyard-- or purchase the vineyard currently maintained by Wolffer Estate wine makers. This property has deeded access to the beach front of Long Island Sound

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 4, Cutchogue, NY 11935

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