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Food scene growing in 'simple and authentic' Greenport

Greenport, a one-square-mile village, features historic architecture, with many homes built in the late 1800s and early 1900s.

Front and Main Street in Greenport.

Front and Main Street in Greenport. Photo Credit: Randee Daddona


With Greenport having become a vibrant tourist town, residents now have "a lot to do right around where you live,” says 20-year resident Bob Ghosio, a Town of Southold council member.

“In the last 15 years, Greenport has really made a big turnaround,” says Ghosio, noting the area's thriving restaurant scene and new hotels, including the recent opening of The Menhaden, a 16-room boutique hotel. “It’s become quite the destination, and we have seen a lot of growth that way.” 

A small maritime village on the North Fork, Greenport now “offers something for everybody,” says Richard Vandenburgh, president of the Business Improvement District in Greenport.

Whether that’s enjoying boating in the summer, ice or roller skating in the winter, harvest season in the fall, or riding Greenport’s famed antique carousel in the spring, “there is always something to do,” says Vandenburgh, owner of Greenport Harbor Brewing Co.  “It’s a simple and authentic existence.”

Greenport, with a one-square-mile village surrounded by an unincorporated area that stretches to the Long Island Sound, features historic architecture, with many homes built in the late 1800s and early 1900s. Modern farmhouses have become a recent trend for new construction in the area, says Jerry Cibulski of Century 21 Albertson Realty in Greenport, and many home buyers are keeping the original character of antique homes but renovating them for modern living.

Cibulski says that Greenport, with prices ranging from just under $400,000 to multimillion-dollar waterfront homes, features year-round and summer homes. The area, he adds, has become an attractive destination for retirees because “they’re still close to the kids and grandkids on the Island and there are plenty of activities here in Greenport.”

Mitchell Park, home to Greenport’s carousel, is on four waterfront acres with a marina and observation deck. In addition to beaches, hiking trails, museums and charterboat tours, Greenport offers a walkable and vibrant downtown lined with shops and a wide variety of eateries.

“For the foodie culture, Greenport is really coming into its own,” Cibulski says, highlighting the multitude of water and farm-to-table options.

Claudio’s, a landmark waterfront restaurant, was sold in 2018 after being owned by the same family for nearly 150 years, and is planned for renovation. The area has also seen the recent opening of Greenport Distilling Co. and Matchbook Distilling Co.    

“The craft beverage segment has definitely seen some life in the village of Greenport,” Vandenburgh says.

The Greenport American Legion’s George D. Costello Sr. Memorial Skating Rink, Suffolk County’s only indoor public roller rink, recently had its 7,000-square-foot skate floor refurbished and added 315 pairs of new rental skates, new bathrooms and a new concession stand.   

Greenport, in October, put limits on short-term rentals. Rentals of less than 14 days are prohibited unless the owner or a long-term tenant with a minimum of a one-year lease is on-site.

"The law gives a direction that the Greenport community wants to go in," trustee Mary Bess Phillips told Newsday at the time. "They don't want to be known as 'The Airbnb Capital of The East End.' "


There are five condos on the market ranging in price from $314,995 to $999,000. 


Between Jan. 1, 2018, and Dec. 31, 2018, there were 45 home sales with a median sale price of $610,000, according to the Multiple Listing Service of Long Island. The low price for that period was $315,000 and the high was $2.6 million. During that time period a year earlier there were 55 home sales with a median sale price of $549,000. The price range was $280,000 to $1.755 million.


Most students attend Greenport High School.  


Town: Southold

Area:  Village, 1 square mile; Greenport West, 3.3 square miles

ZIP code: 11944  

Population: Village, 2,197; Greenport West, 2,124

Median age: Village, 40.7; Greenport West, 55.1

Median household income: Village, $56,799; Greenport West, $63,355

Median home value: $625,753*

LIRR to NYC:  2 hours and 50 minutes; one train at peak

Monthly ticket: $500

School district: Greenport

SOURCES: 2010 Census;; LIRR;

*Based on sales  in the past six months, according to MLSLI



Sixth Avenue

Style: Ranch

Bedrooms: 3

Bathrooms: 1

Built: 1950

Lot size: .33 acres

Taxes: $5,851

Reduced: $0

Days on the market: 69


Second Street

Style: Historical

Bedrooms: 3

Bathrooms: 2

Built: 1828

Lot size: .10 acres

Taxes: $4,852

Reduced: $157,495

Days on the market: 206


Sixth Street

Style: Farmhouse

Bedrooms: 4

Bathrooms: 6

Built: 1920

Lot size: .13 acres

Taxes: $5,662

Reduced: $50,000

Days on the market: 103



This bungalow, with two bedrooms and one bathroom, features an enclosed porch, living room, dining room and kitchen. The .12-acre property also includes a full basement, a back deck and stone patio. Taxes: $4,395. Jerry Cibulski, Century 21 Albertson Realty, 631-404-2507 


This 1895 Colonial, with three bedrooms and 2-1/2 bathrooms, includes a living room with a fireplace, dining room with built-in cupboard and an eat-in kitchen. The .30-acre property also has a full basement and a detached two-car garage. Taxes: $7,251. Mariah Mills and Carol Szynaka, Daniel Gale Sotheby’s International Realty, 631-477-0013 


This four-bedroom, two-bathroom farmhouse, built in 1937, is currently a two-family home offering a living room, eat-in kitchen, two bedrooms and a bathroom on both the main and upper level. The .38-acre property, which includes a vacant .19-acre lot, has a partial basement and a front porch. Taxes: $5,041. Jill Dunbar, Douglas Elliman Real Estate, 631-278-5324

On Multiple Listings

Number of houses: 29

Price range: $250,000 - $3.7 million

Tax range: $1,648 - $20,915


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