Tommy Hilfiger makes $19MILLION profit by selling slopeside mansion in red-hot Aspen


Designer Tommy Hilfiger and his model-turned-financier wife Dee Ocleppo have made a whopping $19million profit by selling their Aspen mansion for $50million just three months after buying it as a ‘legacy property’ for their family.

The 7,150-square-foot property boasts seven bedrooms, eight bathrooms and numerous rooms with floor-to-ceiling windows to contemplate Aspen’s breathtaking sunsets and sunrises. 

Among other amenities are an elevator to get from one floor in the sprawling property to the other, a spa equipped with a hot tub and steam shower, and a lovely patio and deck.  

Hilfiger, 71, and Ocleppo, 55, didn’t initially intend to sell the slopeside property located on the Little Nell ski trail on Aspen Mountain. They had just bought it in December for $30.9million, The Wall Street Journal reported. 

But the buyer’s irresistible $50million-offer convinced them to say goodbye to what they once thought would be a forever home. 

‘I guess everything has a price, and with a limited inventory you’ve got to get creative,’ Steven Shane of real-estate brokerage Compass, which represented both the Hilfigers and the buyer, told Aspen Times.  

Designer Tommy Hilfiger, 71,  and his model-turned-financier wife Dee Ocleppo, 55, have made a whopping $19million profit by selling their Aspen mansion for $50million

Designer Tommy Hilfiger, 71,  and his model-turned-financier wife Dee Ocleppo, 55, have made a whopping $19million profit by selling their Aspen mansion for $50million

The A-list couple had bought the 7,150-square-foot property just in December

The A-list couple had bought the 7,150-square-foot property just in December

The mansion boasts seven bedrooms, eight bathrooms and numerous rooms with floor-to-ceiling windows to contemplate Aspen's breathtaking sunsets and sunrises

The mansion boasts seven bedrooms, eight bathrooms and numerous rooms with floor-to-ceiling windows to contemplate Aspen’s breathtaking sunsets and sunrises

Among other amenities are an elevator to get from one floor in the sprawling property to the other, a spa equipped with a hot tub and steam shower, and a lovely patio and deck

Among other amenities are an elevator to get from one floor in the sprawling property to the other, a spa equipped with a hot tub and steam shower, and a lovely patio and deck

The lavish property allows owners and guests to appreciate all things outdoors.

The lavish property allows owners and guests to appreciate all things outdoors.

‘The fact of the matter is, Tommy and Dee had no intention of buying and flipping the property,’ Shane said. ‘This was going to be a legacy property for their children, their children’s children, for years to come.’ 

‘So I asked Tommy and Dee if they would consider selling it, and they said it would have to be a very attractive price.’

According to Aspen Times, the city had 59.6percent less inventory of single-family homes for sale in February than during the same period last year.   

‘I spoke with the buyer’s team and said we can pry this away from the existing homeowner, but it’s going to take a significant price for them to consider it. And after a couple of conversations back and forth, we agreed to a price,’ Shane added. 

The mansion is almost hidden between pine trees and just above the base of Aspen Mountain

The mansion is almost hidden between pine trees and just above the base of Aspen Mountain

The large kitchen features granite countertops and convenient island seating for more casual meals and snack

The large kitchen features granite countertops and convenient island seating for more casual meals and snack

Guests can enjoy the beautiful scenery from anywhere in the house

Guests can enjoy the beautiful scenery from anywhere in the house 

The floor-to-ceiling windows to contemplate Aspen's breathtaking sunsets and sunrises

The floor-to-ceiling windows to contemplate Aspen’s breathtaking sunsets and sunrises

After a long day skiing out in the cold, the mansion's rooms will offer much needed comfort and warmth g

After a long day skiing out in the cold, the mansion’s rooms will offer much needed comfort and warmth g

Those who spend the winter in the property can enjoy hot cocoa from the deck's jacuzzi while appreciating the snow-covered Aspen mountains

Those who spend the winter in the property can enjoy hot cocoa from the deck’s jacuzzi while appreciating the snow-covered Aspen mountains

The brick, frame, and stone property was purchased by the Hilfigers in December. 

Before that, the Poss-designed ski property was ‘owned by the same family since the 1950s,’ with three generations of many kids having enjoyed the ‘ski-out-the-door, drop-in-to-town,’ according to the listing.  

Hidden between pine trees and just above the base of Aspen Mountain, the lavish property allows owners and guests to appreciate all things outdoors.

An option for the warmer months is a barbecue gathering in the brick-styled patio. 

Those who spend the winter in the property can enjoy hot cocoa from the deck’s jacuzzi while appreciating the snow-covered Aspen mountains. 

The elegantly wood-paneled dining room highlights the home's old-school charms

The elegantly wood-paneled dining room highlights the home’s old-school charms

You can take the stairs and contemplate the mansion's beautiful interiors, or take the elevator and save your energy for skiing

You can take the stairs and contemplate the mansion’s beautiful interiors, or take the elevator and save your energy for skiing 

The mansion also has numerous corners decorated with convenient furniture and cushions for intimate get-togethers or casual board games

The mansion also has numerous corners decorated with convenient furniture and cushions for intimate get-togethers or casual board games

The traditional master bedroom features a private bathroom and all the comfort guests can strive for

The traditional master bedroom features a private bathroom and all the comfort guests can strive for 

The eight bathrooms feature appliances in wood that complete the ski-in, ski-out experience and will surely warm up skiers after a day out in the cold

The eight bathrooms feature appliances in wood that complete the ski-in, ski-out experience and will surely warm up skiers after a day out in the cold

The spacious living room features a vintage fireplace and details in warm colors that add to the homey ambiance and contrast with the blueish white of the snow outdoors.  

The large kitchen features granite countertops and convenient island seating for more casual meals and snacks. 

Meanwhile, Hilfiger’s elegantly wood-paneled dining room highlights the home’s old-school charms.  

It is all about luxury and relaxation when it comes to this property. A long day out in the cold only leads to one path: a long hot bath afterwards

It is all about luxury and relaxation when it comes to this property. A long day out in the cold only leads to one path: a long hot bath afterwards 

The property boasts seven bedrooms with warmth tones to ensure a relaxing rest

The property boasts seven bedrooms with warmth tones to ensure a relaxing rest 

The spacious living room features a vintage fireplace and details in warm colors that add to the homey ambiance and contrast with the blueish white of the snow outdoors

The spacious living room features a vintage fireplace and details in warm colors that add to the homey ambiance and contrast with the blueish white of the snow outdoors

Hilfiger and Ocleppo met in 2005 while vacationing in Saint Tropez. The couple went on to marry in 2008 and welcome their son, Sebastian Thomas Hilfiger in 2009

Hilfiger and Ocleppo met in 2005 while vacationing in Saint Tropez. The couple went on to marry in 2008 and welcome their son, Sebastian Thomas Hilfiger in 2009

The eight bathrooms feature appliances in wood that complete the ski-in, ski-out experience and will surely warm up skiers after a day out in the cold. 

The mansion also has numerous corners decorated with convenient furniture and cushions for intimate get-togethers or casual board games.          

Hilfiger and Ocleppo met in 2005 while vacationing in Saint Tropez. The couple went on to marry in 2008 and welcome their son, Sebastian Thomas Hilfiger in 2009. 

Before marrying Hilfiger, Ocleppo was married to Italian tennis player Gianni Ocleppo from 1997 to 2003, and had two children with him. 

Hilfiger was married to his first wife, Susie Hilfiger, from 1980 to 2000, and had four children with her.   



Read More:Tommy Hilfiger makes $19MILLION profit by selling slopeside mansion in red-hot Aspen

2022-03-25 00:42:00

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