$1,582,141Average Value$692Average Price per Sq Ft38Homes 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
Kelly DiJorio,
an experienced agent in this area.
GreatSchools:
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On average, homes in Cutchogue, NY sell after 88 days on the market compared to the national average of 56 days. The median sale price for homes in Cutchogue, NY over the last 12 months is $1,120,000, down 14% from the median home sale price over the previous 12 months.
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
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
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
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,
Nestled in the coveted Fleet’s Neck community of the North Fork, this beautifully renovated residence offers a thoughtfully designed layout with four bedrooms and three full bathrooms. Featuring two spacious primary suites located on opposite sides of the home, each with its own ensuite bathroom, the floor plan provides flexibility and privacy. The welcoming living room is centered around a
Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main
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 ...
Nestled in the heart of the North Fork, this beautiful 4-bedroom, 2 1/2-bath Colonial offers the perfect blend of coastal charm and everyday convenience. Ideally situated near golf courses, pristine sandy beach, acclaimed restaurants, wineries, and the vibrant downtown area, this home provides an exceptional North Fork lifestyle. Inside, you'll find spacious living areas filled with natural
Beautifully maintained 3-bedroom, 2-bath home in desirable Oregon View Estates, set on nearly an acre. Featuring a recently renovated kitchen with a large center island, private primary suite with walk-in closet and balcony, and a spacious backyard with a heated saltwater in-ground pool. Recent upgrades include new pool heater, newer A/C, siding and gutters, plus an electric car charger. Perfect
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 !
Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to
Nestled along picturesque Oregon Road, one of Cutchogue's most beloved country lanes, this beautifully restored farmhouse with a brand-new roof seamlessly blends timeless charm with modern comfort. Lovingly rebuilt in 2011 and thoughtfully maintained, this exceptional residence offers approximately 2,800 square feet of inviting living space on a half-acre parcel surrounded by the bucolic beauty
Broadwaters Cove Bliss: The Ultimate Peconic Bay Summer RetreatWelcome to your quintessential seasonal getaway on Broadwaters Cove, where classic, laid-back "summer camp" nostalgia meets modern comfort. This cozy waterfront haven features direct, seamless access to the spectacular Peconic Bay and boasts inviting, practical updates, including a fully refreshed kitchen and clean, updated
The advertised rate of $7,882/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
RENTED for the 2026 season , Available 2027. 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
Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with
A very charming creekfront home with dock on Haywaters Cove. Available for year-round rental for $4,500 per month or seasonally June for $15,000, July $18,000, August through Labor $21,000. The home is furnished. The home features a first-floor bedroom with a queen-sized bed and 2 additional bedrooms on the second floor, both with king-sized beds. There are 2 Living areas for entertaining and
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
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
Welcome to your charming log cabin retreat in the heart of Nassau Farms, moments away from the Cutchogue Park District 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
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
WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying your morning coffee from the Adirondack chairs on the verdant rear lawn while overlooking enchanting panoramic vistas. The main level of this special home includes a screened-in porch, family room, dining area, eat-in kitchen, full
Escape to the tranquility of prestigious Nassau Point in this beautifully appointed 4-bedroom, 3-bath seasonal retreat. Ideally situated just moments from beloved Fisherman's Beach, this exceptional home offers sweeping sunset water views from the living room, patio, and primary suite, creating the perfect backdrop for a relaxing North Fork getaway. Set on an expansive 1.38-acre property, the
**2026 Rates** May $15K, June $18K, September 8-30 $12K, October $12K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen,
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