$1,526,777Average Value$701Average Price per Sq Ft20Homes For Sale
Why people choose Cutchogue
Cutchogue is a small hamlet on Long Island's North Fork. It’s part of what locals call “NoFo,” a quieter stretch known for its wine country roots, working farms and waterfront views. With beaches along both Long Island Sound and Peconic Bay, Cutchogue has earned a reputation as a more laid-back, affordable alternative to the Hamptons. So, if you’re looking for a summer escape or a year-round retreat that’s still close to New York, this could be it.
The real Cutchogue lifestyle: food, farms and a slower pace
Cutchogue may be known for wine country, but day-to-day life here revolves just as much around local farms, seafood and fresh produce. “They call it the Foodie Fork,” says Cheryl Schneider, a local Realtor who has lived here since 2000. “I can source everything grown locally … And things really do taste different when they’re picked yesterday as opposed to three weeks ago.” That farm-to-table lifestyle includes:
Borghese Vineyard, known as Long Island’s first vineyard
Wickham’s Fruit Farm, where you can pick your own fruit
Braun Seafood Co., with a fish market full of local catches
Peconic Gold Oysters, straight from the Great Peconic Bay
8 Hands Farm, offering pasture-raised meats and eggs
While Cutchogue is sometimes compared to the Hamptons, residents say it’s far quieter. “People come here to chill,” Schneider says. “The Hamptons are very ‘see and be seen.’ This is the opposite of that.” There’s a mix of seasonal and year-round residents, but Cutchogue doesn't shut down in the winter. "There are a lot less people, but it’s not deserted at all,” Schneider explains. “Now that people can work remotely, we definitely have a larger year-round population.”
Cutchogue residents can enjoy the long sandy beaches overlooking Little Peconic Bay.
Residents of Cutchogue can shop for elegant housewares at White Flower Farmhouse in Southold.
The North Fork Country Club features a golf course near Cutchogue.
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How much homes cost and what you get for the price
Cutchogue can be more expensive than some nearby hamlets, mostly because of its rural charm. “It’s one of the highest-priced hamlets in Southold Town,” Schneider says. Still, you’ve got options depending on how close you want to be to the water. “You can find something on or across the street from the water right now for $1,000,000,” she says, “and then you can also find $12 to $14 million estates on Nassau Point.” The median sale price here is just over $1.2 million, higher than in Peconic, Southold and Mattituck, but still lower than places like Southampton.
You’ll see a mix of small cottages, ranch-style homes and older farmhouses here. You’ll also notice more modern, New Traditional-style homes popping up, plus a handful of splashier waterfront estates. Homes away from the water usually range from the lower $700,000s to about $1.5 million. Newer construction and waterfront homes start around $1.1 million and can climb past $3.1 million, while Nassau Point estates can go for well over $5 million. Waterfront homes, especially along the Peconic Bay, tend to face a higher flood risk, with most flooding tied to hurricanes and other coastal storms.
Cutchogue features charming Cape Cod-style homes nestled near Little Peconic Bay’s serene shoreline.
New Traditional homes with lush landscaping can be found throughout Cutchogue.
Large Colonial inspired homes can be found throughout Cutchogue.
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Getting to and from the North Fork
A lot of people are drawn here because it’s close enough to New York City for an easy trip. “It depends on traffic, but it’s about two to two and a half hours into the city, which is kind of perfect for a summer house,” Schneider says. You’re about 90 miles from Manhattan, though summer traffic can slow things down.
You can get here without driving thanks to options like the Hampton Jitney and nearby Long Island Rail Road stations, but most residents still rely on a car once they arrive. As Schneider puts it, “You’d definitely be happier with a car.” For trips off the North Fork, the Cross Sound Ferry in nearby Orient offers a high-speed route to New London, Connecticut.
Waterfront living, from the Long Island Sound to Peconic Bay
Cutchogue sits between Long Island Sound and Peconic Bay, so the water is just part of daily life here. “The Sound is a little bit rougher, rockier beach, and then the bay is very flat and calm … It’s better for little kids and swimming,” Schneider says. “There’s everything you’d want to do: swim, fish, snorkel, paddle, sail. It’s anything to do with the water. And some people just like to look out the window at it, which isn’t bad either.”
You’re close to spots like New Suffolk Beach and Bailie Beach, along with local marinas and yacht clubs that make boating easy. Golfers also have access to the private North Fork Country Club, while the Cutchogue Village Green gives the community a place to gather for summer concerts and year-round events.
Cutchogue is home to the North Fork Country Club which was founded in 1912.
Old Cove Yacht Club continues generations of boating culture in Cutchogue.
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What families should know about local schools
Students attend school within the highly rated Mattituck Cutchogue Union Free School District, which includes Cutchogue East Elementary School and Mattituck Junior Senior High School. There’s also Peconic Community School, a private school located right in Cutchogue.
Mattituck-Cutchogue High School Building Was Originally built in 1934.
Cutchogue East Elementary serves Mattituck, Cutchogue, and Peconic and has an A-minus grade from Niche.
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Small‑town spots with local flavor
Local businesses add to Cutchogue’s charm, with most spots lining Main Road. The Cutchogue Diner is a longtime favorite for its old-school vibe, while you can grab artisanal chocolates at Atelier Disset, Italian at Touch of Venice or breakfast at Black Sheep Bagels. King Kullen is the only big grocery store in town, but if you need more big-box stores or chains, Riverhead is close by.
Crazy Beans Diner has tasty breakfast and lunch in Greenport just minutes away from Cutchogue.
North Fork Doughnut Company is favorite for breakfast in Mattituck just outside Cutchogue.
Residents of Cutchogue can grab a homestyle breakfast minutes away in Southold at Country Corner Cafe.
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Written By
Sally Stimpson
Photography Contributed By
Anthony Costa
Interested in learning more about homes in this area?
Reach out to
Salvatore Ammirati,
an experienced agent in this area.
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On average, homes in Cutchogue, NY sell after 96 days on the market compared to the national average of 55 days. The median sale price for homes in Cutchogue, NY over the last 12 months is $1,250,000, up 4% from the median home sale price over the previous 12 months.
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
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
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
Discover timeless charm and classic North Fork living in this stately 1910 Grand Dame, gracefully sited in one of Cutchogue’s desirable locations. Featuring four bedrooms and three well-proportioned floors, this distinguished home showcases a gambrel roof and period details that reflect a bygone era.Ideally situated just moments from the heart of Cutchogue village, you’ll enjoy easy access to
Beautiful 5.84 acre parcel located on the heart of the North Fork. Zoned residential (AC), this property offers endless potential for a private home or vacation retreat. The expansive lot features serene natural surroundings, ample space for development and is ideal for creating your dream property. Whether you're looking for a peaceful lifestyle or an investment opportunity, this property
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,
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
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
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.
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 ...
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
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 !
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
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
1830'S Horse Barn Sitting Elegantly In The Village Of Cutchogue. Cathedral Ceilings, Hardwood Floors Throughout, Stainless Steel Appliances, 10' Maple Wood Block Center Isle, Soapstone Countertops, Soaking Tub, Mudroom, Views Of The Apple Orchard, And The Closeness Of Nearby Beaches And Village., Additional information: Appearance:Mint,Interior Features:Combo Kitchen
Prime North Fork summer rental available for July. 4,000 sq ft, 5 bed, 4 bath home with everything you need for the perfect month away. Private pool, outdoor kitchen, fire pit, outdoor bath and shower, stone patio, and enclosed four-season room create seamless indoor-outdoor living. Gourmet eat-in kitchen, fully furnished, circular driveway, and spacious layout throughout. Minutes to wineries,
Newly built, completed in 2025! Spend your June in Cutchogue at this home located in a Sound-front community with private beach access. Private fenced backyard with heated in-ground pool and extra large patios. Coastal colors and up-to-the minute design will put you at ease for a month of relaxation. A huge screened porch overlooking the yard will be your favorite place to drink your morning
Stunning Renovated Craftsman in Nassau Farms – North Fork Summer Retreat- Enjoy the perfect North Fork escape in this pristine, renovated Craftsman home located in desirable Nassau Farms, just moments from Nassau Point Beach. Designed for relaxed summer living, the bright and airy great room features an open-concept layout filled with natural light. The chef’s kitchen friends. Lovely Primary
Welcome to your charming log cabin retreat in the heart of Nassau Farms, moments away from Nassau Point Causeway Beach. This cozy yet spacious home offers a tranquil escape with its rustic charm and modern conveniences.Nestled on half an acre, this fully furnished cabin features 3 beds/1 bath, ideal for year-round living or weekend getaways. The spacious den with warm, natural wood finishes,
Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. The property boasts a fully fenced, heated saltwater pool, a perfect spot for relaxing. Multiple outdoor dining areas provide ample space for entertaining or enjoying a quiet meal under the stars. For sports enthusiasts, the property features a basketball and pickleball court, offering endless
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,
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 –
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
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
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
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
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