Cutchogue, NY Homes

• 

  

  

  /34

  $4,999,000

  • 4 Beds
  • 3 Baths
  • 5,000 Sq Ft

  3400 Dignans Rd, Cutchogue, NY 11935

  Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival.As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully

  

  Giuseppe Gregorio

  NY Space Finders Inc

  (631) 856-2207

  3400 Dignans Rd, Cutchogue, NY 11935
• 

  

  

  /17

  $4,500 per month

  • 3 Beds
  • 1 Bath
  • 1,244 Sq Ft
  • House for Rent

  1240 West Rd, Cutchogue, NY 11935

  A classic North Fork beach cottage in an unbeatable location on West Road in Cutchogue.1240 West Road offers a three-bedroom, one-bath home designed for year-round North Fork living at its best. With access to one of the area’s most beloved bay beaches just across the street and a marina at the corner for boating enthusiasts, the location is truly hard to beat. Whether returning from a day at

  Kieran Collings Douglas Elliman Real Estate

  1240 West Rd, Cutchogue, NY 11935
• 

  $1,825,000 Sold Dec 10, 2025

  590 Haywaters Dr, Cutchogue, NY 11935

  • 3 Beds
  • 2 Baths
  • 2,239 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $815/SF
  • 17 Days On Market

  Last Listing Agent Sheri Winter Parker Corcoran

  590 Haywaters Dr, Cutchogue, NY 11935
• 

  Est $968,289 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  1750 Haywaters Rd, Cutchogue, NY 11935

  1750 Haywaters Rd, Cutchogue, NY 11935
• 

  

  

  /30

  $1,595,000

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

  17525 County Road 48, Cutchogue, NY 11935

  17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door,

  Christopher Griffing Atlas Sales Realty

  17525 County Road 48, Cutchogue, NY 11935
• 

  

  /30

  $3,200 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  17425 County Road 48, Cutchogue, NY 11935

  Set on .50 acres in the heart of Cutchogue, this newly renovated home offers fresh, modern living with classic North Fork charm. The property has just undergone a full top-to-bottom renovation, giving you the comfort of brand-new systems, updated interiors, and a crisp, clean aesthetic throughout. Featuring light-filled rooms, updated windows, new flooring, and a redesigned kitchen and baths, the

  Andrea Parks Douglas Elliman Real Estate

  17425 County Road 48, Cutchogue, NY 11935
• 

  $1,700,000 Sold Oct 22, 2025

  1390 Country Club Dr, Cutchogue, NY 11935

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Above List Price
  • $567/SF
  • 9 Days On Market

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  1390 Country Club Dr, Cutchogue, NY 11935
• 

  Est $938,857 Not Listed For Sale

  34460 Main Rd, Cutchogue, NY 11935

  34460 Main Rd, Cutchogue, NY 11935
• 

  

  /22

  $1,125,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  32 Millstone Ln, Cutchogue, NY 11935

  It is time to enjoy relaxed, modern living at Harvest Pointe, a 55+ community in Cutchogue! This sought-after "Inkberry" model is overlooking the farm side of the community, offers 1,600 square feet of luxurious, single level living space. This home has many upgrades and a spacious open floorplan with 12' ceilings and bonus powder room. The living room offers a modern, linear gas fireplace with

  Melissa Principi Douglas Elliman Real Estate

  32 Millstone Ln, Cutchogue, NY 11935
• 

  

  /18

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • 1,406 Sq Ft
  • House for Rent

  795 Pine Tree Rd, Cutchogue, NY 11935

  Charming Cape available as year-round rental in beachy neighborhood in the heart of the North Fork. Recently renovated, this 2-bedroom, 1-bath home enjoys a semi-open floor plan and plenty of living space. The attached garage, large basement, and full attic provide ample storage space. Situated just over a half mile from Nassau Point causeway beach. Southold Town Rental Permit # 1397. Expires

  Eric Elkin Compass Greater NY LLC

  795 Pine Tree Rd, Cutchogue, NY 11935
• 

  $655,000 Sold Jan 17, 2025

  50 Matthews Ln, Cutchogue, NY 11935

  • 3 Beds
  • 1 Bath
  • Built 1975

  Last Sold Summary

  • 13% Below List Price
  • 69 Days On Market

  Current Estimated Value $780,866

  Last Listing Agent Matt Gillies Daniel Gale Sothebys Intl Rlty

  50 Matthews Ln, Cutchogue, NY 11935
• 

  Not Listed For Sale

  • 3 Beds
  • 3 Baths

  24 Harvest Pointe Ln Unit 24, Cutchogue, NY 11935

  24 Harvest Pointe Ln Unit 24, Cutchogue, NY 11935
• 

  

  /16

  $3,750,000

  • Land
  • 4.8 Acres
  • $781,250 per Acre

  7908 Oregon Rd Unit 6, Cutchogue, NY 11935

  One of three approximate 5 acre waterfront parcels with 275' of beach front on Long Island Sound. Create your own estate on this one of a kind property

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 6, Cutchogue, NY 11935
• 

  

  /11

  $3,500 per month

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • House for Rent

  35750 Main Rd, Cutchogue, NY 11935

  Move-in-ready, furnished year-round rental in the sunniest hamlet of New York—Cutchogue. This cute 3-bedroom, 1-bath home offers comfortable living with a bright, clean interior and a convenient Main Road location close to all the North Fork has to offer. The home comes fully furnished for easy living and immediate occupancy. Garage is not included. Utilities are not included. A great opportunity

  Joseph Divello Century 21 Albertson Realty

  35750 Main Rd, Cutchogue, NY 11935
• 

  $994,000 Sold Jan 31, 2025

  42 Millstone Ln Unit 21, Cutchogue, NY 11935

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Below List Price
  • $621/SF
  • 74 Days On Market

  Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

  42 Millstone Ln Unit 21, Cutchogue, NY 11935
• 

  Est $893,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  27585 Main Rd, Cutchogue, NY 11935

  27585 Main Rd, Cutchogue, NY 11935
• 

  

  /20

  $5,795,000

  • 7 Beds
  • 5 Baths
  • 5,000 Sq Ft

  4075 Stillwater Ave, Cutchogue, NY 11935

  This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built

  Alexis Meadows Douglas Elliman Real Estate

  4075 Stillwater Ave, Cutchogue, NY 11935
• 

  

  /32

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,273 Sq Ft
  • House for Rent

  635 Strohson Rd, Cutchogue, NY 11935

  Cutchogue-Spend summer in this quintessential North Fork cottage. Immaculate, beautifully furnished and well equipped home with everything you need for a comfortable stay. Wonderful location just steps to water access for boating, kayaking, paddle boarding, and fishing. Beaches, shopping, restaurants farm stands, fish market, wineries and breweries just minutes away. Available June and/or July

  Amy Kirincic The Agency Northshore NY

  635 Strohson Rd, Cutchogue, NY 11935
• 

  $1,812,500 Sold Apr 18, 2025

  5295 Bridge Ln, Cutchogue, NY 11935

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • Built 2024

  Last Sold Summary

  • 23% Below List Price
  • $585/SF
  • 236 Days On Market

  Current Estimated Value $1,841,461

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  5295 Bridge Ln, Cutchogue, NY 11935
• 

  Est $1,130,414 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  840 Little Neck Rd, Cutchogue, NY 11935

  840 Little Neck Rd, Cutchogue, NY 11935
• 

  

  /47

  $2,250,000

  • 2 Beds
  • 1 Bath

  29500 Main Rd, Cutchogue, NY 11935

  Some homes tell a story. This one tells the North Fork’s.A rare opportunity to own one of Cutchogue’s most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritage—a living piece of history ready for new vision.Set on 2.42 private acres

  Kristy Naddell Douglas Elliman Real Estate

  29500 Main Rd, Cutchogue, NY 11935
• 

  

  /26

  $140,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  4705 Nassau Point Rd, Cutchogue, NY 11935

  SPARKLING BAY FRONT Available MD-LD $140,000Bay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing

  Sheri Winter Parker Corcoran

  4705 Nassau Point Rd, Cutchogue, NY 11935
• 

  $1,775,000 Sold Mar 27, 2025

  5235 Bridge Ln, Cutchogue, NY 11935

  • 4 Beds
  • 4.5 Baths
  • 3,400 Sq Ft
  • Built 2024

  Last Sold Summary

  • 26% Below List Price
  • $522/SF
  • 167 Days On Market

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  5235 Bridge Ln, Cutchogue, NY 11935
• 

  Est $1,947,207 Not Listed For Sale

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

  560 Little Neck Rd, Cutchogue, NY 11935

  560 Little Neck Rd, Cutchogue, NY 11935
• 

  

  /17

  $2,250,000

  • Land
  • 2.5 Acres
  • $900,000 per Acre

  7908 Oregon Rd Unit 9, Cutchogue, NY 11935

  2.5 acre parcel with deeded water access to the beach front of Long Island Sound. Be a part of this one of a kind estate style subdivision with it's private entrance along fields and vineyards. Let your imagination run ...

  Judi Desiderio William Raveis (East Hampton)

  7908 Oregon Rd Unit 9, Cutchogue, NY 11935
• 

  

  /12

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  875 Fleetwood Rd, Cutchogue, NY 11935

  Charming One Bedroom Waterfront Cottage. Launch Your Kayak From The Backyard, Or Enjoy One Of The Best Views The North Fork Has To Offer. The Sandy Association Beach Is Just A Stone's Throw Away.

  Joseph Divello Century 21 Albertson Realty

  875 Fleetwood Rd, Cutchogue, NY 11935
• 

  $1,550,000 Sold Dec 04, 2025

  1350 Vanston Rd, Cutchogue, NY 11935

  • 4 Beds
  • 3 Baths
  • 3,700 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $419/SF
  • 25 Days On Market

  Last Listing Agent Scott Bennett Douglas Elliman Real Estate

  1350 Vanston Rd, Cutchogue, NY 11935
• 

  Est $1,143,410 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,510 Sq Ft

  470 Harbor Ln, Cutchogue, NY 11935

  470 Harbor Ln, Cutchogue, NY 11935
• 

  

  /10

  $2,000,000

  • Land
  • 11.57 Acres
  • $172,861 per Acre

  1555 Cox Ln, Cutchogue, NY 11935

  This extraordinary lot is located in Cutchogue, A.K.A. The Sunniest Spot in New York State! A total of 11.57 acres including a shy 3-acre building envelope. This conservation subdivision is the perfect blend of natural beauty and development potential. 3 of the acres are newly planted with Merlot, Cabernet Sauvignon and Malbec grapes. Ideal for those seeking a harmonious balance of countryside

  Sheri Winter Parker Corcoran

  1555 Cox Ln, Cutchogue, NY 11935
• 

  

  /31

  $5,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  1045 Wagon Wheel Ln, Cutchogue, NY 11935

  Cutchogue, North Fork – Year-Round Designer Home in Arboretum SettingExperience year-round living in this fully furnished designer home, tucked away in a lush, arboretum-like setting in the heart of Cutchogue. Thoughtfully curated and impeccably maintained, this residence offers a seamless blend of style, comfort, and natural beauty. The open-concept floor plan provides expansive living and

  Nicholas Planamento William Raveis New York LLC

  1045 Wagon Wheel Ln, Cutchogue, NY 11935
• 

  $1,075,000 Sold Oct 10, 2025

  2860 Pine Tree Rd, Cutchogue, NY 11935

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1940

  Last Sold Summary

  • $597/SF
  • 45 Days On Market

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  2860 Pine Tree Rd, Cutchogue, NY 11935
• 

  Est $1,200,793 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft

  600 Harbor Ln, Cutchogue, NY 11935

  600 Harbor Ln, Cutchogue, NY 11935
• 

  

  /33

  $999,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,641 Sq Ft

  2775 W Creek Ave, Cutchogue, NY 11935

  Welcome to your very own serene North Fork Haven! This enchanting home combines comfort, style, and convenience to offer a unique living experience. As you enter on the second level, you're greeted by a warm, inviting open-plan living room/dining room/kitchen. The heart of this space is the wood-burning fireplace, featuring a stunning stone surround crafted by a master mason. Adjacent to the

  Pete Halpin Douglas Elliman Real Estate

  2775 W Creek Ave, Cutchogue, NY 11935
• 

  

  /20

  $4,800 per month

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • House for Rent

  270 North St, Cutchogue, NY 11935

  Cutchogue, North Fork work-live annual rental features 2 plus bedrooms, 2.5 baths and lots of light in contemporary farmhouse style. Previously a retail/commercial art gallery - let you imagination run wild with potential work/live uses. Open floor plan features large living room with decorative wood stove, dining room, eat in kitchen with sitting area and deck access. Bonus room and 2 car garage

  Nicholas Planamento William Raveis New York LLC

  270 North St, Cutchogue, NY 11935
• 

  $975,000 Sold Jun 10, 2025

  875 Alvahs Ln, Cutchogue, NY 11935

  • 5 Beds
  • 2.5 Baths
  • Built 1960

  Last Sold Summary

  • 28% Below List Price
  • 457 Days On Market

  Current Estimated Value $1,087,288

  Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate

  875 Alvahs Ln, Cutchogue, NY 11935
• 

  Est $2,606,000 Not Listed For Sale

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

  1415 Harbor Ln, Cutchogue, NY 11935

  1415 Harbor Ln, Cutchogue, NY 11935
• 

  

  /18

  $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
• 

  

  /22

  $3,900 per month

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

  4900 Depot Ln, Cutchogue, NY 11935

  Bucolic farmhouse on three lush acres in the heart of Cutchogue! This home features two large bedrooms each with queen beds and smaller third bedroom on second floor. There is a sunporch with sleeper sofa that would make an ideal work from home space. Outbuilding/shed on site can be used for storage. Half bathroom is on the first floor and a full bathroom newly tiled on the second floor.

  Melissa Principi Douglas Elliman Real Estate

  4900 Depot Ln, Cutchogue, NY 11935
• 

  $3,862,000 Sold Jul 08, 2025

  1465 Harbor Ln, Cutchogue, NY 11935

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $1,287/SF
  • 42 Days On Market

  Current Estimated Value $3,787,333

  Last Listing Agent Cindy Succoso Douglas Elliman Real Estate

  1465 Harbor Ln, Cutchogue, NY 11935
• 

  Est $1,579,705 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,400 Sq Ft

  35995 Main Rd, Cutchogue, NY 11935

  35995 Main Rd, Cutchogue, NY 11935

Showing Results 1 - 40, Page 1 of 18