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Cutchogue, NY Homes for Sale

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  • /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

    Agent Photo

    Giuseppe Gregorio

    NY Space Finders Inc

    (631) 856-2207

    3400 Dignans Rd, Cutchogue, NY 11935
  • /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
  • /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
  • /36

    $1,850,000 Coming Soon

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

    3275 Skunk Ln, Cutchogue, NY 11935

    Set on 1.16 acres of beautifully landscaped and private grounds, this charming North Fork property offers space, versatility, and serene farm vistas. The main home features 4 bedrooms, 1.5 baths, an eat in kitchen, living room, and sitting area filled with natural light. A remarkable 6 car garage currently houses a Michael Phelps lap pool with hot tub and sauna, creating a unique year round

    Sheila Izzo Century 21 Albertson Realty

    3275 Skunk Ln, Cutchogue, NY 11935
  • /39

    $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
  • /32

    $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
  • /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
  • /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
  • /7

    $599,000

    • Land
    • 0.45 Acre
    • $1,331,111 per Acre

    23900 Main Rd, Cutchogue, NY 11935

    Shovel ready land! This shy half-acre parcel has permits to build a 4-bedroom, 2,500 sq. ft. farmhouse with barn — offering a rare opportunity to fast-track your North Fork dream home or secure as a future investment. Zoned A-C, allowing for potential live/work use or accessory apartment with proper town approvals. Home and barn designed by AMP Architect and barn foundation is already completed.

    Melissa Principi Douglas Elliman Real Estate

    23900 Main 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
  • /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
  • /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
  • /42

    $885,000

    • 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
  • /36

    $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
  • /6

    $1,499,000

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

    18365 County Road 48, Southold, NY 11935

    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 minutes from local

    Michael Graziose Redfin Real Estate

    18365 County Road 48, Southold, NY 11935
  • /37

    $1,580,000 Open Sat 11AM - 1PM

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

    2340 Fairway Dr, Cutchogue, NY 11935

    Situated on the 17th hole of North Fork Country Club this home is located in the sought-after Fairway Farms Association. This 5-bedroom, 4-bath residence sits on a private .93-acre lot less than 2 miles from New Suffolk Beach and just 0.5 miles to Cutchogue Village, offering close proximity to North Fork wineries, farm stands, waterfront dining, and beaches. The main level features a first-floor

    Nicole Fitzgerald Signature Premier Properties

    2340 Fairway Dr, Cutchogue, NY 11935
  • /36

    $8,250,000

    • 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
  • /25

    $1,649,000

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

    2150 Haywaters Rd, Cutchogue, NY 11935

    Located in the prestigious Nassau Point community, this three-bedroom, three-bath first-time-on-the-market home, set on just shy of three-quarters of an acre, has been meticulously curated and lovingly maintained.The first floor features a spacious primary bedroom suite, along with an additional bedroom and full bath - perfect for guests or single-level living. Upstairs, you’ll find a private

    Andrea Parks Douglas Elliman Real Estate

    2150 Haywaters Rd, Cutchogue, NY 11935
  • /18

    $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
  • /14

    $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
  • /9

    $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
  • /4

    $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
  • /17

    $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
  • /22

    $3,500,000

    • Land
    • 2.72 Acres
    • $1,286,765 per Acre

    6121 Oregon Rd, Cutchogue, NY 11935

    Waterfront Opportunity on the Long Island Sound!Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a

    Sheri Winter Parker Corcoran

    6121 Oregon Rd, Cutchogue, NY 11935
  • /17

    $2,250,000

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

    7908 Oregon Rd Unit 5, Cutchogue, NY 11935

    This cleared 2.5 acre parcel is primed for your private estate plans. The lot has deeded water access to the beachfront to Long Island Sound

    Judi Desiderio William Raveis (East Hampton)

    7908 Oregon Rd Unit 5, Cutchogue, NY 11935
  • /17

    $4,250,000

    • Land
    • 4.8 Acres
    • $885,417 per Acre

    7908 Oregon Rd Unit 7, Cutchogue, NY 11935

    The crown jewel of this elite waterfront subdivision named Oregon Close Estates with 236' of beachfront along Long Island Sound. It is a clean palate for you to create

    Judi Desiderio William Raveis (East Hampton)

    7908 Oregon Rd Unit 7, Cutchogue, NY 11935
  • /16

    $3,950,000

    • Land
    • 5 Acres
    • $790,000 per Acre

    7908 Oregon Rd Unit 8, Cutchogue, NY 11935

    5+ acres of pristine waterfront along the beach of Long Island Sound. This property boasts magnificent views stretching across the body of water with mesmerizing sunsets. Crate your one of a kind on this one of a kind

    Judi Desiderio William Raveis (East Hampton)

    7908 Oregon Rd Unit 8, Cutchogue, NY 11935
  • /9

    $705,000

    • 3 Beds
    • 1.5 Baths
    • 2,400 Sq Ft

    30170 Main Rd, Cutchogue, NY 11935

    Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full

    Laura Pollari I P E Realty L L C

    30170 Main Rd, Cutchogue, NY 11935
  • /37

    $1,295,000 Open Sat 10:30AM - 3PM

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

    5845 Bridge Ln, Cutchogue, NY 11935

    .

    Gail Toma Engel & Volkers North Fork

    5845 Bridge Ln, Cutchogue, NY 11935
  • /22

    $1,250,000

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

    3700 Haywaters Rd, Cutchogue, NY 11935

    "A Peaceful Retreat Among the Trees." Designed to embrace its natural surroundings, this four-bedroom, two-and-a-half-bath upside-down home offers a bright and inviting second-floor living area with kitchen and open-concept design. Large windows fill the space with beautiful natural light and frame views of the surrounding trees and gardens. The property features multiple private

    Katie DiGregorio Corcoran

    3700 Haywaters Rd, Cutchogue, NY 11935
  • /24

    $1,195,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4 Baths
    • 2,509 Sq Ft

    275 Pinewood Rd, Cutchogue, NY 11935

    Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear

    Matt Gillies Daniel Gale Sothebys Intl Rlty

    275 Pinewood Rd, Cutchogue, NY 11935
  • /15

    $1,145,000

    • 3 Beds
    • 2.5 Baths

    735 Deerfoot Path, Cutchogue, NY 11935

    Welcome home to the heart of the North Fork. Set on a desirable, quiet street just moments to beaches and local attractions, this property offers easy access to iconic shopping, notable vineyards, farm stands, golf, and equestrian facilities. Newly listed and ready for the spring market, it's perfectly timed for summer enjoyment. A covered porch welcomes you on arrival. Inside, the living room

    Sarah Doud Saunders & Associates

    735 Deerfoot Path, Cutchogue, NY 11935
  • /19

    $23,000,000

    • Land
    • 88 Acres
    • $261,364 per Acre

    7755 & 7908 Oregon Rd, Cutchogue, NY 11935

    Introducing Oregon Close Estates. This newly fully approved subdivision is the only one of its kind on the North Fork of the East End. Experience the pinnacle of estate living at Oregon Close Estates, the North Fork's only subdivision offering expansive waterfront parcels and bucolic privacy. The master plan for this subdivision, was to remain in keeping with the direction of the North Fork Real

    Judi Desiderio William Raveis (East Hampton)

    7755 & 7908 Oregon Rd, Cutchogue, NY 11935
  • /32

    $5,350,000

    • 6 Beds
    • 9 Baths
    • 8,500 Sq Ft

    3360 Wunneweta Rd, Cutchogue, NY 11935

    Discover the timeless charm of Nassau Point, a picturesque enclave surrounded by the shimmering waters of Peconic Bay. Nestled near the peninsula's tip this newly constructed three level masterpiece spans 8,500 square feet of fine craftsmanship and luxury living. The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful herringbone oak

    Connie Liappas Compass Greater NY LLC

    3360 Wunneweta Rd, Cutchogue, NY 11935
  • /17

    $2,100,000

    • Land
    • 30 Acres
    • $70,000 per Acre

    7908 Oregon Rd Unit 2, Cutchogue, NY 11935

    30 acres of farm land - agricultural reserve designation. create your private horse farm or agricultural farm. This farm parcel is adjacent to a 2.45 acre building parcel Call for more details

    Judi Desiderio William Raveis (East Hampton)

    7908 Oregon Rd Unit 2, Cutchogue, NY 11935

Why Live in Cutchogue

Cutchogue is a small hamlet on Long Island’s North Fork, known for its wine country roots, working farms and waterfront views. Often called “NoFo” by locals, the area offers a quieter, more affordable alternative to the Hamptons, with beaches along both the Long Island Sound and Peconic Bay. Daily life here leans into farm-to-table living, with local favorites like Borghese Vineyard, Wickham’s Fruit Farm, Braun Seafood Co., Peconic Gold Oysters and 8 Hands Farm. Housing ranges from small cottages and ranch-style homes to newer New Traditional builds and standout waterfront estates. Prices range widely, but the hamlet's most expensive homes are usually on Nassau Point.

Located about 90 miles from New York City, Cutchogue is accessible via the Hampton Jitney and nearby Long Island Rail Road stations. Outdoor amenities include New Suffolk Beach, Bailie Beach, marinas, yacht clubs and the private North Fork Country Club. The Cutchogue Village Green hosts community events throughout the year, and students attend the highly rated Mattituck-Cutchogue Union Free School District. Main Road is home to local spots like the Cutchogue Diner, Atelier Dissée, Touch of Venice and Black Sheep Bagels, with additional shopping options nearby in Riverhead.

Frequently Asked Questions

What is the average home price in Cutchogue, NY?
Homes for sale in Cutchogue, NY have an average home price of $2,124,659.
How many homes have sold over the last 12 months in Cutchogue, NY?
47 homes have sold in Cutchogue, NY over the last 12 months.
What are the most popular zip codes in Cutchogue, NY?
The most popular zip codes in Cutchogue, NY include 11935, 11958, 11952, 11971 and 11948.
How much do you need to make to afford a house in Cutchogue?
The median home price in Cutchogue is $1,437,500. If you put a 20% down payment of $287,500 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $6,890 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $295K a year to afford the median home price in Cutchogue. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Cutchogue, NY?
Cutchogue, NY has highly rated public and private schools. Some of the best schools in Cutchogue based on Niche Grades are Mattituck Junior/Senior High School, Mattituck-Cutchogue Elementary School and Southold Elementary School. Browse all the schools in Cutchogue, NY to learn more.

Home Trends in Cutchogue, NY

Housing Trends

Median Sale Price
$1,250,000
Median Single Family Sale Price
$1,435,000
Median 2 Bedroom Sale Price
$1,075,000
Average Price Per Sq Ft
$708
Number of Homes for Sale
18
Last 12 months Home Sales
47
Months of Supply
4.60
Median List Price
$1,437,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
4%
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