Pugliese Vineyards is one of several vineyards in Cutchogue.

Pugliese Vineyards is one of several vineyards in Cutchogue. Credit: Randee Daddona

THE SCOOP Miles of farmland and acres of vineyards along Route 25 on the North Fork make Cutchogue desirable to both visitors and home buyers.

"Cutchogue's north side is exquisite," said Suzette Reiss, a real estate agent at Douglas Elliman who sells homes on the North Fork. "It is surrounded by open space, preserved farmland, antique homes, barns and vineyards. The south area is equally as stunning, with homes along winding roads and gardens on quiet streets nestled near creeks or the bay."

Reiss highlighted the beach at Nassau Point, a peninsula jutting out into Little Peconic Bay, as a favorite. Waterfront houses along Nassau Point often sell for millions. 

Cutchogue's Nassau Point juts out into Little Peconic Bay and...

Cutchogue's Nassau Point juts out into Little Peconic Bay and is a favorite local beach. Credit: Randee Daddona

The population of the roughly 10-square-mile area swells in the summer and fall, with vacation home residents and tourists who come to the many vineyards and farms for wine tasting or pumpkin picking. Summer rentals in the area range from around $20,000 to $45,000 for a Memorial Day to Labor Day season.

Looking around town, visitors might see signs that call Cutchogue the "Sunniest Place in New York State." Legend has it that when the Hargrave family was looking for a place for their vineyards — one of the first on the North Fork — in 1973, Cutchogue had the most sunny days on record.

Staples like The Cutchogue Diner, top, and Wickham's Fruit Farm...

Staples like The Cutchogue Diner, top, and Wickham's Fruit Farm can be found along Main Road. Credit: Randee Daddona

Local restaurants are often "farm-to-table" places, securing much of their seafood and vegetables from nearby farms. Bed and breakfasts like Blue Iris and Sannino Vineyard also dot the community and are favorite weekend retreats for both New York City and Long Island residents.

Cutchogue is home to multiple wineries like Pugliese Vineyards, top, and...

Cutchogue is home to multiple wineries like Pugliese Vineyards, top, and McCall Wines. Credit: Randee Daddona

Cutchogue is small,said Andrea Bakowski, executive director of the North Fork Chamber of Commerce and owner of NOFO Wellness Center. "You blink and you are through it," she said, adding that more small businesses are opening all the time.

Meaning "principle place" in the language spoken by the Corchaug tribe, Cutchogue is part of the Town of Southold, which was patented in 1640.

Close to 98% of the homes in Cutchogue are single-family houses. Children attend Mattituck-Cutchogue School District, which has 1,000 kindergarten through 12th-grade students.

Cutchogue has few annual rentals and no apartment buildings, but a 55-and-older luxury residential condominium complex, Harvest Point, has 124 attached homes. The last one sold for $955,000 on July 23.

Homes along Mason Drive, top, and Pequash Avenue in Cutchogue.

Homes along Mason Drive, top, and Pequash Avenue in Cutchogue. Credit: Randee Daddona

CONDOS AND CO-OPS There are no condos or co-ops on the market.

SALE PRICES Between April 1, 2023, and March 31, 2024, there were 46 home sales with a median sale price of $1,147,500, according to OneKey MLS. During that period a year earlier, there were 52 home sales with a median sale price of $999,500.

OTHER STATS

Population 2,792

Median age 59.9

Median home value $1,021,750

Monthly LIRR ticket from Mattituck $468

School district, graduation rate Mattituck-Cutchogue (88.1%)

Libraries Cutchogue-New Suffolk Free, Mattituck-Laurel

Transit Suffolk County Transit Route 92

Sources: 2022 American Community Survey; OneKey MLS via InfoSparks by ShowingTime; LIRR, data.nysed.gov

ON THE MARKET

$4.5 million

This $4.5 million Cutchogue home has vineyard views.

This $4.5 million Cutchogue home has vineyard views. Credit: Corcoran Real Estate

Set in the heart of the wine country, this property has 2 acres of vineyards, a large agricultural barn and is surrounded by development rights land that can’t be subdivided. The four-bed, four-bath, two half-bath home has a 40-by-25-foot heated gunite pool with a slate patio and built-in barbecue, as well as a sunroom leading to the pool area. An eight-car garage has an apartment with a fireplace. Annual taxes are $40,811. Sheri Winter Parker, Corcoran Group, 631-848-7730.

$1.975 million

This $1.975 million Cutchogue home sits on 2.62 acres.

This $1.975 million Cutchogue home sits on 2.62 acres. Credit: Rise Media/Bobby Hamski

This new construction four-bedroom, four-bathroom home, which recently had a $200,000 price cut, has open farmland views. Set on 2.62 acres, it has a putting green, fire pit and large indoor pool with fence. Two bedrooms are ensuite, with one on each floor and two more bedrooms upstairs. Annual taxes are $17,248. Suzette Keiss, Douglas Elliman Real Estate, 631-354-8100.

$699,000

This $699,000 Cutchogue home has taxes under $7,000.

This $699,000 Cutchogue home has taxes under $7,000. Credit: Long Island Real Estate Photography/Brian Botticelli

This three-bedroom, 1½ bathroom Colonial-style home has been remodeled, with an updated kitchen and appliances. Built in 1960, the home has a full basement, hardwood floors, a wood-burning fireplace in the living area and an expansive front porch. Annual taxes are $6,336. Laura Pollari, IPE Realty LLC, 631-773-6161.

RECENTLY SOLD

$1.15 million

Sound Avenue

Style Ranch

Bedrooms 3

Bathroom 1

Built 1956

Lot size 5.38 acres

Taxes $9,684

+/- List price -$450,000

Days on market 68

$645,000

South Path

Style Ranch

Bedrooms 3

Bathrooms 2

Built 1998

Lot size 0.92 acre

Taxes $9,570

+/- List price -$104,999

Days on market 93

$480,000

Forge Road

Style Ranch

Bedrooms 2

Bathrooms 2

Built 1966

Lot size 0.38 acre

Taxes $6,350

+/- List price -$59,000

Days on market 156

ON ONEKEY MLS

Number of listings 22

Price range $632,000 to $4.5 million

Tax range $4,158 to $40,811