Future Returns: Evaluating Investments in the High-End Rental Market
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Future Returns: Evaluating Investments in the High-End Rental Market

By ROB CSERNYIK
Wed, Feb 15, 2023 8:50amGrey Clock 3 min

Whether penthouses with breathtaking views, stately mansions surrounded by natural beauty, or vacation villas in sought-after destinations, luxury rental properties are an increasingly attractive investment.

Recent figures from London-based real estate firm Savills show that across 30 leading markets worldwide, average prime rental values increased by 5.9% in 2022.

“It is largely still a landlord’s market across the majority of our 30 global cities,” Savills research analyst Lucy Palk said in a video released with the report. “This is driven by lack of stock and pent-up demand.”

Owning rentals in the top 10% of the real estate market might offer investors a chance to diversify their portfolios with an asset that has no or little correlation to stock or bond markets.

It’s not without risks, however, says Jonathan Woloshin, a real estate and lodging analyst at UBS Wealth Management. But the risks are different than conventional markets, meaning investors should take emotion out of the process, and do their homework before taking the plunge.

It’s critical to define what segment of luxury you want to play in, says Woloshin. While there may be a property in the US$50 million range, for example, “there’s going to be a smaller subset of people who are going to be able to rent it.”

Though real estate is historically a safe investment, Woloshin wants potential landlords to hope for the best while planning for the worst.

Woloshin spoke to Penta about the critical questions investors need to ask before becoming a high-end landlord.

Avoid Emotional Decisions

There are some investors who view high-end rentals only as a source of cash flow and depreciation. But owning property has an emotional component.

Whenever clients indicate they want to purchase investment properties, he asks them questions designed to remove emotion from the decision. For example, what are the client’s near-, mid-, and long-term liquidity needs, and for how long do they expect to own the property?

“Everybody wants liquidity at the same time, which is always the wrong time,” Woloshin says. Even if investors can afford a cash purchase, it might be more advantageous to borrow to meet liquidity needs, particularly if interest rates are favourable.

His thought exercises extend to worst-case scenarios as well. Woloshin says investors need to determine if purchasing the property or experiencing a significant decline in the property value will significantly impact their lifestyle.

Prepare for Carrying and Management Costs

Whether investors are buying properties in the low seven figures or at the US$100 million level, “occupancy is either zero or 100,” Woloshin says. “There’s no in-between.” Therefore investors need to think long and hard about carrying costs when deciding if they wish to become landlords.

Single-family rental companies tell Woloshin the average time between tenants is typically 30 days—though this was for comparatively modest properties. Higher-end rentals may have condo boards or homeowner associations to deal with when changing tenants, which could extend this time horizon.

Investors will typically have to factor in the cost of hiring a property manager to oversee rent collection and maintenance for a percentage of rental income as well, Woloshin adds. Some high-end gated communities may have onsite management which can help reduce such expenses.

Consider a Post-Rental Future in the Family

Investing in a high-end rental property isn’t always a purely financial transaction. Woloshin says he’s encountered multiple investors who build or buy luxury properties to rent for several years, before keeping the home within the family. This second life could be as a retirement or vacation home, or it could be passed down to another generation as a primary residence. Renting out a desired property initially can help defray costs until the family is ready to use it.

If an individual is considering turning a high-end rental into a family home down the line (or even if it’s a strong possibility), then it’s necessary to“do a lot of research about where you think you want to be,” Woloshin says. This includes how easy or hard it is to travel to the property from a primary residence. He offers the example of the flight-time difference in traveling from the East Coast to Hawaii versus Utah—to local politics and regulations that investors are already taking into account.

Buying International Comes With Special Challenges

High-end international properties can offer particularly lucrative opportunities for investors. For instance, Savills reports that prime rents in Dubai, Lisbon, and Singapore all grew above 20% in 2022.

But Woloshin says one reason “so many investment dollars come to U.S. real estate is because of our property laws.” Circumstances vary between countries, so investors who want to invest abroad need to look closely into issues that may affect the integrity of their investment, from government stability, property laws and tax regimes to ensure any risks match with their comfort levels. It’s also essential to consider any potential legal, tax, and foreign exchange rate issues with repatriating earnings from international rentals.

Depending on the location, Woloshin adds that environmental risks may come into play. Investors looking at buying coastal property in the Caribbean, for instance, will want to consider issues like hurricane risk and the cost and availability of flood insurance.



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The 60-Year-Old Real-Estate Agent Giving History Lessons on Instagram

Georgetown agent Jamie Peva blends history and real estate on Instagram, turning local stories into a powerful sales strategy.

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On a recent morning in Georgetown—Washington, D.C.’s oldest neighborhood—real-estate agent Jamie Peva strode down leafy N Street, brimming with historical tidbits.

Jackie Kennedy once lived on the street, he said. So did Ben Bradlee, former executive editor of the Washington Post, along with a former Miss America and a powerful U.S. Senator. Bradlee’s widow, author Sally Quinn, and Eric Schmidt, former CEO of Google, own stately homes there.

“I’ve seen a picture of Lyndon Johnson coming out of this house,” said Peva, passing a Federal-style brick mansion. “Also, the Beatles went to a lawn party here.”

Peva, a 60-year-old agent with Washington Fine Properties, has sold Georgetown real estate for over three decades, often traversing the neighborhood by bicycle. Of the roughly 2,500 houses in the historic neighborhood, he has been involved in the sale of 460, he estimated. A self-styled historian of the neighborhood, he knows stories behind its houses and their owners going back generations.

With a knack for lively storytelling, he shares his knowledge with some 37,500 Instagram followers, who have made Peva—sporting the bow ties he has worn since boarding school—an unlikely social-media influencer. Many of his followers are locals, and most have no plans to buy or sell real estate—until they do. It is then, according to Peva, that his spirited reels bring him to mind.

“It’s the digital version of a refrigerator magnet,” he said.

After Peva’s first video in November 2023, his eponymous Instagram account sparked a 10% increase in sales volume in the first year, and another 20% the next, he estimated. “It’s been very good for business, there is no question about it,” he said.

But Peva’s posts have also made him a local celebrity. As he walked down N street, the driver of a Mercedes station wagon slowed down to honk and wave. A lady walking a large dark gray dog stopped to ask what he was filming that day (a reel about a Colonial-era bottling plant.) Peva knew the dog from walking his two springers, Jumpy and Peggy-O, in the neighborhood.

“I need to make a video about the pooches of Georgetown,” he mused.

Jamie Peva shooting an upcoming Instagram reel on a historic house on P Street in Georgetown.
Jamie Peva shooting an upcoming Instagram reel on a historic house on P Street in Georgetown.

A growing number of real-estate agents now use social media to sell, and some have millions of followers with reels featuring ultraluxury pads, selling tips or reality TV-style reports on their daily lives. While Peva posts about his listings—and sometimes those of other agents—he mostly focuses on Georgetown history, local businesses and community events, saying his goal is to benefit both his business and the neighborhood.

“If we don’t find something genuinely interesting and worth sharing, we won’t do it,” said Peva’s daughter, Violet Peva, a New York social-media strategist who films, edits and posts his reels. “We cover many topics, not just real-estate information.”

Peva is originally from Connecticut, but has lived in Georgetown for over 30 years, currently in a cottage-style house with a white picket fence. Over the years, Georgetown has changed. The Georgetown Set, a powerful group of Cold War-era residents whose Sunday-night potluck dinners are said to have swayed U.S. policy, has long faded away. The community is still home to high-profile Washingtonians, including a Republican senator and several cabinet members. But it increasingly also attracts technology and finance executives, according to Peva. He now routinely signs nondisclosure agreements, ensuring privacy for wealthy clients. The shift has made him rethink his marketing approach.

“For years, a big part of our Georgetown business was made up of people who maintained a low profile,” he said. Real-estate agents were similarly low-key. Today, curb appeal is more important, he said, and agents are promoting themselves more. “As this change was underfoot, I was thinking that I needed to evolve myself too,” he said.

A street of colorful row houses in Georgetown.
A street of colorful row houses in Georgetown.

Though his own social-media use is mostly limited to following sailing accounts, he asked his daughter to help him post his listings online. Violet, now 26, started coming to D.C. once a month to film his reels. After an early video, on a condominium building called the Elliott, her sister Fern called her to report: “Daddy’s blowing up on Instagram,” Violet recalled. The reel got over 50,000 views. The next two each drew over 300,000. Peva’s most popular post ever, with over 838,000 views, was about the Grateful Dead playing in Georgetown. Sometimes, Peva interviews Georgetowners such as Quinn, the author, or Jamie Stachowski, the owner of a local butcher shop.

Peva’s daughter, Violet Peva, shoots, edits and posts his reels.
Peva’s daughter, Violet Peva, shoots, edits and posts his reels.

Peva, who majored in history in college, now spends up to two hours a day on research, usually in the morning while on his stationery bike. Online, he pores over old newspapers or the Library of Congress website, and he has a collection of articles and books—in and out of print—about Georgetown.

Companies often approach Peva for promotional posts, he said, but he turns them down, feeling that followers would lose interest in constant commercials. One exception is a recent paid post on Mount Vernon, the former home of George Washington. Peva wanted to share its history, he said, and didn’t want to lose the opportunity to another Instagrammer.

Anthony Arend, a professor at Georgetown University, has lived in his current home for 19 years without any plans to sell or buy real estate. But he follows Peva and often likes his posts.

Peva at one of his listings, a 1870s house on Prospect Street.
Peva at one of his listings, a 1870s house on Prospect Street.

“He is very charismatic, he is energetic, and he obviously knows a lot about the community,” said Arend, who has referred house-hunting friends to Peva.

One of Peva’s biggest deals—the $10.5 million sale of a 19th-century Italianate mansion—came after he made two 2024 reels featuring the property. In March, he sold the longtime O Street home of Tim and Jane Matz for $5.8 million after featuring it on his Instagram. Peva had showed them the home 25 years earlier, with Violet in a baby carrier on his back.

Last year, Kate Watts, 49, a digital consultant, called Peva to sell her late father’s three-bedroom house on Q Street; her husband had seen Peva on Instagram. In an October reel, Peva praised the architecture of the house, designed by modernist Hugh Newell Jacobsen. Halfway through, he mentioned an open house the next day, ending with an upbeat: “Did I also mention this house is for sale? $3.75 million!” The reel got 27,000 views, the open house was packed, and the buyers made an offer at the list price on the same day.

Peva often travels around Georgetown by bicycle.
Peva often travels around Georgetown by bicycle.
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