Cutchogue, NY Homes

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  $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
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  /19

  $18,000 per month

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

  5415 Skunk Ln, Cutchogue, NY 11935

  Renovated Coastal Retreat with En-Suite Baths & Stunning Water Views Experience North Fork bliss in this meticulously renovated beach house located in the heart of Cutchogue. Situated just moments from the highly coveted Nassau Point Beach, this home offers the ultimate blend of modern luxury and seaside serenity. The Interior: Natural light pours into the open-concept living and dining spaces,

  William Mcintosh Daniel Gale Sothebys Intl Rlty

  5415 Skunk Ln, 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
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  Est $978,205 Not Listed For Sale

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

  1750 Haywaters Rd, Cutchogue, NY 11935

  1750 Haywaters Rd, Cutchogue, NY 11935
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  $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
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  /17

  $5,000 per month

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft
  • House for Rent

  4075 Pequash Ave, Cutchogue, NY 11935

  Beautiful and classic bungalow style Cottage set on lovely private lot in Fleets Neck beach community with access to the private association bay beach. Featuring 2 bedrooms, renovated bath and kitchen, covered side porch for outdoor dining and spacious rear patio area with fire pit and grill ideal for easy entertaining. Private backyard, outdoor shower. Available July 19 – Aug 2 $5,000; Sept 1 –

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  4075 Pequash Ave, Cutchogue, NY 11935
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  $1,125,000 Sold Jan 16, 2026

  32 Millstone Ln, Cutchogue, NY 11935

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

  Last Sold Summary

  • $703/SF
  • 22 Days On Market

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate

  32 Millstone Ln, Cutchogue, NY 11935
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  Est $966,214 Not Listed For Sale

  34460 Main Rd, Cutchogue, NY 11935

  34460 Main Rd, Cutchogue, NY 11935
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  $1,580,000 Open Sun 1AM - 3PM

  • 5 Beds
  • 4 Baths
  • 3,200 Sq Ft

  2340 Fairway Dr, Cutchogue, NY 11935

  Perfectly positioned on the 17th hole of the North Fork Country Club, this spacious 5-bedroom, 4-bath home invites you to experience the very best of North Fork living. Located within the desirable Fairway Farms Association, you’re less than two miles to New Suffolk Beach and half a mile to Cutchogue Village, placing wineries, farmstands, dining, and beaches all at your fingertips. Set on a

  Nicole Fitzgerald Signature Premier Properties

  2340 Fairway Dr, Cutchogue, NY 11935
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  /21

  $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
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  $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

  Current Estimated Value $1,650,133

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  1390 Country Club Dr, Cutchogue, NY 11935
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  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
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  /49

  $1,875,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  5675 Bridge Ln, Cutchogue, NY 11935

  Set against the backdrop of the stunning North Fork, this brand-new luxury home in Cutchogue offers the perfect mix of sophisticated design and laid-back coastal living. Just minutes from renowned wineries, farm-to-table restaurants, and some of Long Island’s most beautiful beaches, this 5-bedroom, 4-bathroom gem invites you to enjoy the best of both worlds. The heart of the home is the expansive

  Kim Parshley Compass Greater NY LLC

  5675 Bridge Ln, Cutchogue, NY 11935
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  /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
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  $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 $1,901,664

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  5295 Bridge Ln, Cutchogue, NY 11935
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  Est $897,680 Not Listed For Sale

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

  27585 Main Rd, Cutchogue, NY 11935

  27585 Main Rd, Cutchogue, NY 11935
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  /25

  $3,350,000

  • 4 Beds
  • 4.5 Baths
  • 2,914 Sq Ft

  6370 Skunk Ln, Cutchogue, NY 11935

  NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm.Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the

  Ryan Springer Corcoran

  6370 Skunk Ln, Cutchogue, NY 11935
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  /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
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  $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
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  Est $1,215,789 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
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  /48

  $1,849,000

  • 5 Beds
  • 2.5 Baths
  • 3,680 Sq Ft

  145 Baldwin Place, Cutchogue, NY 11935

  145 Baldwin Place, a truly warm and inviting 5 bedroom, 2.5 bath home situated in the Cutchogue Park District, on a 2-acre corner lot, and in the heart of the North Fork. Upon arriving, you'll notice a charming covered mahogany front porch. As you step inside, you are greeted by a sun-drenched foyer with cathedral ceilings. To the right, a formal dining room. To the left, a flex room that can

  Rita Rooney Douglas Elliman Real Estate

  145 Baldwin Place, Cutchogue, NY 11935
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  /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
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  $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
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  Est $1,851,121 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
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  /4

  $1,400,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  5845 Bridge Ln, Cutchogue, NY 11935

  Positioned at the gateway to iconic Oregon Road, the property enjoys uninterrupted farm views both across the street and from the backyard—protected open land that ensures long-term privacy, open skies, breathtaking sunsets and sunrises with open space views that will remain. A welcoming front porch invites slow mornings and quiet evenings, while the home’s thoughtful indoor–outdoor design

  Gail Toma Engel & Volkers North Fork

  5845 Bridge Ln, Cutchogue, NY 11935
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  /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
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  $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

  Current Estimated Value $1,064,102

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  2860 Pine Tree Rd, Cutchogue, NY 11935
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  Est $1,136,130 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
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  $2,900,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  35950 Main Rd, Cutchogue, NY 11935

  Introducing a one-of-a-kind opportunity to own a boutique vineyard on the North Fork of Long Island, which includes a historical antique farmhouse built in 1858 - once owned by one of the founding families in the area - and a large farm-size barn/stable. The house is set on a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling. This boutique vineyard

  Mikhail Faifman William Raveis Real Estate

  35950 Main Rd, Cutchogue, NY 11935
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  /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
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  $1,022,000 Sold Feb 06, 2026

  2775 W Creek Ave, Cutchogue, NY 11935

  • 2 Beds
  • 2.5 Baths
  • 2,641 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Above List Price
  • $387/SF
  • 11 Days On Market

  Last Listing Agent Peter Halpin Douglas Elliman Real Estate

  2775 W Creek Ave, Cutchogue, NY 11935
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  Est $1,243,026 Not Listed For Sale

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

  600 Harbor Ln, Cutchogue, NY 11935

  600 Harbor Ln, Cutchogue, NY 11935
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  /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
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  /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
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  $525,000 Sold Oct 09, 2025

  875 Fleetwood Rd, Cutchogue, NY 11935

  • Land
  • 0.33 Acre
  • $1,590,909 per Acre

  Last Sold Summary

  • 5% Above List Price
  • 41 Days On Market

  Current Estimated Value $766,287

  Last Listing Agent Joseph Divello Century 21 Albertson Realty

  875 Fleetwood Rd, Cutchogue, NY 11935
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  Est $2,750,000 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
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  /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
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  /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
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  $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 $1,066,782

  Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate

  875 Alvahs Ln, Cutchogue, NY 11935
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  Est $1,575,818 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

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