The former Greenporter Hotel on Front St. has undergone a meticulous, yearlong transformation, marking a soft reopening this week with a new name, new vibe and its first guests.

Blue Flag Capital, the Boston-based hotel owner with luxury properties in Montauk, Martha’s Vineyard, Sag Harbor and Jackson Hole, named its latest boutique property Oyster Estate, honoring “the grit and hard work that produces a pearl in this maritime community,” according to General Manager Robert Page, who brought his 30-year career in fashion and design to the project.

The whitish color of the walls lining the walkways and inside the rooms “is almost like that of an oyster, isn’t it?” Page said as he gave the North Fork Sun a tour.

The Greenporter’s original concrete buffer wall, with its 1950s cutout design separating the pool area from the street and sidewalk, has been preserved with a fresh coat of oyster-white paint Page described as “weather-beaten.”

The hotel’s new name draws on Greenport’s maritime history and the North Fork’s longstanding connection to the oyster industry.

“Oysters have such a strong connection to Greenport and the surrounding coastline, while ‘Estate’ speaks to the idea of the property as more than simply a hotel — a collection of spaces where you can settle in, gather, eat, drink and spend time,” said Eric Freitas-Orford, Blue Flag Capital’s New York-based managing director. “It felt like a name that captured both the maritime heritage of the area and the experience we wanted to create.”

All 34 guest rooms in the two two-story sections, separated by a central courtyard pool and hot tub, give off a cool, calm ambiance. The rooms are decorated in a broad palette of browns, with crisply painted white walls and natural grass plantings.

That vibe is echoed in the property’s music playlist, with soft tunes playing in the background around the renovated pool, hot tub and cabana-like courtyard.

The plush contemporary rooms, which go for $790 a night during the high season and $300 to $400 during the shoulder season, have a “relaxed, social, quieter, more grounded feeling,” Freitas-Orford said. The hotel was last renovated in 2000.

Credit: Deborah Wetzel

“We wanted the hotel to reflect Greenport’s unique energy rather than feel overly polished or precious — somewhere you can spend the afternoon by the pool, head out to explore the North Fork, and come back for cocktails and music at night.”

Two couples visiting this week were already thinking about their next stay.

Rich and MaryPat Swenson of Highland Lakes, New Jersey, were on the second-floor walkway, impressed by the modern touches of the new hotel. Their last visit was 14 years ago.

“I really like it here. Oh my God! It’s just so beautiful,” MaryPat Swenson said.

She and her husband are planning to book a room soon because, in addition to the impressive renovations, she said, the hotel is within easy walking distance of downtown Greenport.

“We’re also looking forward to seeing and eating at the brand-new restaurant. We have the best memories of eating at the restaurant here,” Rich Swenson said.

Oyster Estate’s first new guests, Ken and Margaret Kirch of Islip, had stayed at the Greenporter several years ago. Taking in the sunshine on the second-floor balcony, they said the transformation was part of what drew them back, along with a bit of nostalgia.

“We love it here. The beds are unbelievable! I haven’t slept this late in a long time!” Ken Kirch said.

The beds are all custom-made by Parachute, Page said, “and we also have our own exclusive pillows, which give our guests an experience they’ve never had before.”

Adding to the atmosphere of the newly renovated property, a signature fragrance is used in the rooms. The refrigerators and bars are stocked with local North Fork treats, including wine and North Fork Potato Chips.

Rustic armoires open to reveal the company’s signature striped terry cloth robes and a small chest of drawers with a safe for valuables.

“This all feels like your own private place,” Page said.

Construction workers, finished with overhauling the plumbing, electrical and HVAC systems, were busy turning their attention to the new restaurant and cocktail bar, Fortune Favors, while the company refines an Asian fusion menu in anticipation of a late September opening.

“We thought Greenport doesn’t need another lobster roll or burger night,” Page said, although he said that the restaurant will certainly serve its namesake. “We’re talking to several local oyster companies.”

The small dining space and adjoining large outdoor porch are getting makeovers as well.

Page said that the company wants the community to see Oyster Estate as a “comfortable, hip place to hang out in and maybe have a coffee by the pool. We want this to become a community hub.”

There is talk of possibly opening the pool to nonguests at some point. Part of the new approach, Page said, is an emphasis on being a good neighbor.

“We’ve tried to partner with every local event, reaching out to the vineyards, the local chocolate companies, everything that’s North Fork. We’re embracing the community.”

Several years ago, Blue Flag Capital sponsored Greenport’s annual LGBTQ Pride parade, and this year is the primary sponsor of the Maritime Festival, Sept. 25-27. The hotel is sold out for that weekend.

“We want Oyster Estate to feel just as relevant to someone who lives down the street and comes in for drinks or dinner as it does to someone spending a weekend with us, and that social energy is a big part of what we hope to bring to Greenport,” Freitas-Orford said.