This $3.85M Islip Sale Made History: Helipad, Boat Ramp, 7-Car Garage

ISLIP, NY — The ceiling for Islip’s luxury market has been raised.

A waterfront estate at 300 Maple Street has set a new benchmark for high-end real estate in the Town of Islip, closing at $3.85 million — the highest recorded residential sale in the town’s history.

The deal, brokered by Roy Lebel, was anything but conventional, involving a complex transaction that reflected both the rarity of the property and the evolving demands of high-end buyers on Long Island.

“It’s not just a house — it’s basically a compound,” Lebel said.

The five-acre-plus estate combines expansive waterfront access with lifestyle-driven amenities rarely seen on Long Island.

Lebel said the property had been listed on and off since 2024, largely due to its price point and the specificity of the buyer required. The combination of acreage, waterfront, and custom features significantly narrowed the pool of potential buyers.

“Realistically, the property itself is one of a kind — it’s very unique, especially for the South Shore,” Lebel said.

Rather than a traditional competitive bidding scenario, the deal required combining two separate offers tied to adjacent parcels into a single agreement, effectively merging two transactions into one cohesive sale.

“You’re basically negotiating two deals and trying to merge them into one,” Lebel said. “That took some significant negotiating.”

The home did not sell overnight, but when the right buyers did emerge, the connection was immediate.

“Once they walked into this house, they basically fell in love right away,” he said. “It’s a home that will last them basically forever.”

The estate offers more than 4.35 acres of waterfront land, complete with a private boat ramp and lift, along with natural surroundings that evoke a secluded, upstate feel.

“There were deer on the property. It reminded them of upstate — that privacy, that space,” Lebel said.

The buyers, one of whom is a car enthusiast, were also drawn to the seven-car garage, which includes a hydraulic lift and a dedicated mechanical workspace. Inside, the home continues that blend of function and personalization.

“You walk in, and there’s just a wow factor to it,” Lebel said.

An open-concept layout allows clear sightlines across the home, anchored by a custom great room built with reclaimed barn wood from Vermont and accented with river stone sourced from Montana.

“That great room — it was both of their personalities mixed into one room,” he added.

While the record-setting price may influence future valuations, Lebel said the property’s uniqueness makes it difficult to directly compare.

“This may affect comparables, but there’s nothing else like this property,” he said.

The estate features approximately 5,000 square feet of living space, a first-floor primary suite, and roughly 900 feet of waterfront along a naturally formed creek — a combination not found elsewhere in the area.

“Where else do you find that on Long Island?” Lebel said. “Five acres, that kind of waterfront, and a custom home like this — it just doesn’t exist.”

He added that the previous recorded high sale in the area was in the low $3 million range, making this transaction a clear leap forward for the local market.

Beyond its record-breaking status, the sale reflects a broader shift in buyer priorities across Long Island, particularly among high-end clientele.

“We’re on an island surrounded by one of the biggest cities in the world,” Lebel said. “People aren’t just going to Westchester or the Hudson Valley anymore — they’re coming out east.”

Many buyers, he said, are leaving New York City in search of space, privacy, and a more family-oriented lifestyle.

“They don’t want to look at someone else’s wall anymore,” Lebel said. “They want space. They want nature. They want their kids in the backyard.”

While this specific buyer came from Rhode Island — a connection developed through a long-standing relationship — Lebel said the broader trend continues to favor Suffolk County’s waterfront communities.

“Luxury right now is waterfront and what the home has to offer,” he said. “It all comes down to lifestyle — what families value and how they want to live.”

The record-setting transaction also marks a milestone for Lebel, who has been in the real estate industry for just under five years.

For local homeowners and prospective sellers, the sale carries a clear message.

“Anything is possible,” Lebel said. “There is always a buyer at any price point — it just takes time and the right network.”