Helipad Homes for the Ultimate in High-Flying Luxury: 5 Fly-In, Fly-Out Properties With Their Own Private Landing Area

by Kellie Speed

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Helipad homes

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Homes on the market these days come with all manner of extravagances, from temperature-controlled living spaces to wellness wings—but there is one particular amenity that confers the utmost of luxury status: a private helipad.

With the holidays now over—and with it, the travel chaos that ordinarily ensues during the festive season—it’s likely that many have been left with a severe sense of travel fatigue, vowing to never again step foot on a commercial plane.

There may well be a solution to that grievance, albeit a rather extravagant one: the ability to fly to and from your house without ever setting foot in an airport.

A private chopper could enable you to head to the Hamptons for the weekend, Aspen for a winter retreat, or Miami for some sun.

Whether it’s in your price range or simply in your dreams, it’s always fun to envision a luxurious life.

From the West Coast to the East Coast, we have rounded up five spectacular homes with private helipads that prove the sky’s the limit when it comes to dreaming.

1. 19 Greentree Ln, Chester, NY 

Price: $2,695,000

Lower Hudson Valley location: In less than a half-hour, you can get to Manhattan or the Hamptons for a quick getaway from this five-bedroom mansion.

Said to have been built for the Dow Jones family in 1986, it is now owned by Dave Vitalli, a U.S. defense contractor, who created a “case study in privacy, safety, and luxury.”

The 8,200-square-foot private palace designed as the “ultimate safe house” has steel-reinforced walls, a private security gatehouse, a NASA-designed water filtration system, document storage areas, and multiple panic rooms.

The 8.4-acre feng shui-inspired estate also boasts a ballroom, home theater, library, fitness center, oxygenated saltwater pool, tennis courts, and a private beach.

Chester, NY

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2. 18528 Baseleg Ave, North Fort Myers, FL

Price: $3,500,000

Aviation haven: Custom-built for aviation enthusiasts, this four-bedroom home sits on 4.19 acres in the Pine Shadows Air Park and comes with its private 3,200-foot-long illuminated and paved landing strip, and hangar with a caretaker’s apartment and office.

The 7,666-square-foot mansion designed for entertaining features a chef’s kitchen with four dishwashers, a wine room with a temperature-controlled cellar, and a home cinema.

Recently updated, the space includes coffered ceilings, a double-sided fireplace, ceiling murals, and a primary suite with a mosaic shower tower and spill-over tub.

The property comes with a two-bedroom guesthouse and an outdoor kitchen with a covered bar area overlooking the pool with a waterfall.

North Fort Myers, FL

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3. 88515 Pacific Surf Ln, Bandon, OR

Price: $10,900,000

Near Bandon Dunes Golf Resort: This picture-perfect 73.13-acre coastal property overlooks the Pacific Ocean.

The 5,641-square-foot blufftop residence known as SeaWinds Estate boasts a mile of ocean frontage and exclusive access to Sacchi Beach.

The interior features multiple dining areas, a great room with glass walls, and a corner primary suite with sweeping ocean views of the Southern Oregon coast.

A commercial airport is also just 30 minutes away.

Bandon, OR

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4. 9621 Windy Ridge Rd, Windermere, FL

Price: $15,950,000

Under construction: This nine-bedroom estate with a rooftop helipad being built by Supreme International Construction is slated to be complete next year.

Offering 20,445 square feet of living space when it is finished, the luxurious mansion will feature a bowling alley, an arcade, a library, a massage room, and a “hidden hide-and-seek room.”

The 2.5-acre property also plans to feature a sunken gazebo, indoor and outdoor pools, and an eight-car garage.

Windermere, FL

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5. 13600 Calle Real, Santa Barbara, CA

Price: $20,750,000

Villa Del Mare: This 287.36-acre estate was once part of a $110 million compound.

The six-bedroom dwelling located near Refugio State Beach boasts spectacular views along the Gaviota Coast. Built in 2015, the seaside estate has 13,900 square feet of one-level living that features retractable glass walls, ornate ceilings, and two fireplaces.

Covered terraces, patios, and decks overlook the pool house and Pacific Ocean.

Santa Barbara, CA

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