A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
4 min
Greenwich, Connecticut, is in New England (just barely), but that doesn’t mean it’s a quaint, sleepy small town with covered bridges and white churches on the green.
It’s leafy, certainly, but it’s also a luxury-minded power centre close to New York City, with many celebrity residents (director Ron Howard, singer Diana Ross, actor Meryl Streep and, at one time, Australia’s own Mel Gibson).
The main shopping street, Greenwich Avenue, is home to brand stores such as Hermès, Kate Spade, Saks Fifth Avenue, and Tiffany & Co.
And Greenwich, particularly in the “back country” north of the Merritt Parkway, is host to some of the most exclusive real estate in the world.
The average price for a single-family home in the second quarter of 2025 was USD $3.25 million (AUD $4.9 million). But that’s merely an entry point, buying a smaller home in one of the town’s less desirable neighbourhoods.
What does USD $43 million (AUD $66 million) buy in Greenwich?
Last autumn’s most expensive listing offered a 1,068-square-metre waterfront home with eight bedrooms and 11 bathrooms, plus “Gatsby-like lawns”, a gym, games room, party room, wine cellar, fruit orchard, pool and spa. The front and side porches have heated floors.
Prefer something more traditional and secluded? For USD $33 million (AUD $50 million), buyers could close on an 11,760-square-metre Georgian manor on 3.2 hectares, featuring eight fireplaces, an elevator, and a dumbwaiter.
The first floor features a three-storey cascading chandelier. For bibliophiles, there’s a two-storey mahogany library. If bocce is more your pace, a similar USD $25 million compound on 7.5 hectares, built for a liquor magnate in 2009, may appeal. Fourteen bathrooms should suffice.
The Greenwich market is strong, but not without challenges.
“The big problem is that there’s no inventory,” said Evangela Brock, an agent with Douglas Elliman. “It’s extremely low at all price points.”
In November, just 15 properties under USD $1 million (AUD $1.52 million) were listed without contracts, compared with 23 above USD $10 million (AUD $15.2 million). Of those, six had contracts pending. Greenwich has more than 17,000 single-family homes.
Kanebridge Quarterly toured two mid-priced houses in Greenwich. “You don’t lose money in Greenwich real estate,” said Beth MacGillivray, a realtor with the Higgins Group. “This is the hot spot.”
MacGillivray opened the door to a 733.9-square-metre Georgian colonial in the Sherwood Farms Association development her family built in 2005. The house was expected to sell for about USD $5 million (AUD $7,743,535).
The six-bedroom, four-level house is move-in ready, with staged furniture showing its potential and many of the amenities that buyers in this range expect.
Visitors enter through a two-storey foyer with a marble floor. A circular staircase leads to an airy living room with double-height ceilings.
There’s a main bedroom with his-and-hers bathrooms, a cherry-panelled library with cigar-smoke venting, five fireplaces, and a state-of-the-art kitchen with a breakfast nook by Greenwich-based designer Christopher Peacock.
Most rooms have huge walk-in wardrobes. Even the laundry room has granite countertops. Custom millwork, cabinetry and fixtures are evident throughout.
The drawbacks? A smaller yard and no pool. Still, refugees from the city would marvel at the abundant interior space.
Not far away, an entirely different house was on the market for USD $2.66 million.
The imposing 696.7-square-metre, nine-bedroom, seven-bath Georgian/Federal home on Shady Lane in the Glenville neighbourhood was built in 1900. Its good bones and inherent grandeur were apparent, as was a clear need for updating.
“It’s a good project for someone,” said realtor Kaori Higgins. “It needs the right buyer, someone who is looking to return it to its stately original condition.”
Given the hot market, some buyers may be tempted to tear it down and build anew.
But the house is filled with charming period details, including hand-built stone fireplaces, reading nooks, pocket doors, leaded windows and beautiful original millwork.
The second floor offers a vast veranda with views of Long Island Sound and a built-in swimming pool.
The drawbacks? Bathrooms that were awkwardly redesigned in the 1970s, unsightly flooring on the upper levels, and crumbling exterior elements.
Higgins noted that a nearby sister property, fully renovated, sold for USD $11 million (AUD $17 million). Any buyer of Shady Lane’s faded elegance would need both imagination and deep pockets.
For contrast, Kanebridge Quarterly left Greenwich for nearby Fairfield’s upscale Greenfield Hill neighbourhood to visit Lion’s Gate, a 595 square metre Tudor Revival home built as a modest dwelling in the 1920s but extensively expanded and remodelled in 2000.
With three acres of land, a guest cottage, an artist’s studio and a pool house, the asking price is USD $3.3 million (AUD $5 million). Like the Sherwood home, Lion’s Gate is flawlessly move-in ready, with designer touches throughout.
The entire second floor was added during the renovation and features parquet flooring, a massive main suite, arched doorways and 2.74-metre ceilings.
Many rooms include walk-in wardrobes, extensive carved millwork and built-ins. The wood-panelled library (on the site of the former stable) is warm and inviting.
The expansive kitchen includes a window seat with a hand-painted ceiling, a wine cooler and a butler’s pantry.
Realtor Lorelei Atwood said Fairfield faces the same inventory shortage as Greenwich.
“Demand is growing as more New York-based executives are being told they have to report to the office,” she said. “Fairfield has always been a commuter town.”
Why is this home USD $3.3 million (AUD $5 million), and the Sherwood property around USD $5 million (AUD $7,743,535)?
Location. Greenfield Hill is lovely, but Greenwich real estate occupies a rarefied class of its own.
Note: Thanks to realtor Sherri Steeneck for chaperoning.
This story appeared in the Autumn issue of Kanebridge Quarterly, which you can buy here.
A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
Two coming 2027 models – the first of the “Neue Klasse” cars coming to the U.S. early next year – have been revealed.
Jenna and Michael Morton’s Summerlin home has a 60-foot outdoor slide, a DJ booth and a wine room that holds hundreds of bottles.
3 min
Jenna and Michael Morton have created some of the best-known nightclubs and restaurants in Las Vegas.
But when building a home in the area for their family, they veered away from the glitzy excess of the Strip in favour of a calming, desert retreat.
That’s not to say entertainment was an afterthought: The roughly 2-acre property in the Summerlin neighbourhood has a 60-foot outdoor slide and a DJ booth.
“We are in Las Vegas,” Jenna said. “It’s part of what we do in this town. We do fun.”
Now, after about 20 years of fun, the Mortons’ three children are out of the house, and they are listing the home for $19.5 million.
Michael is a son of Chicago restaurateur Arnie Morton, who founded Morton’s The Steakhouse, which has more than 50 locations nationwide.
His brother Peter Morton co-founded the Hard Rock Cafe, and Michael and Jenna operate restaurants including Crush at the MGM Grand and La Cave Wine and Food Hideaway at Wynn Resorts .
The couple paid $1.25 million for the vacant Summerlin site in 2003. At the time, they were living in Chicago but planning to move to Las Vegas to be closer to their work.
Located in the Ridges, a gated community about 15 minutes from the Strip, the property is at the end of a cul-de-sac abutting the Red Rock Canyon National Conservation Area.
“The first time we were there, there were wild burros behind us,” Michael said.
The single-story house spans about 9,400 square feet and curves toward the canyon for privacy and mountain views.
“The curve is an embrace of the mountains,” said Jenna during a video call as she walked outside, the vista framing her face.
In contrast to the over-the-top vibe of Las Vegas hotels and casinos, the couple’s aesthetic at home is what Jenna described as “Japan meets desert,” with clean lines and neutral colours.
The house has seven bedrooms; the primary bath has a soaking tub made out of a boulder.
A wine room has colour-changing Lucite pegs that hold hundreds of bottles. A separate, roughly 530-square-foot guesthouse has a roof deck.
The property is mostly flat, with the exception of a sloped section where the Mortons built the tiled slide, which drops into the pool.
“I looked at it and said, ‘There will be a slide on that hill,’” Michael recalled. It isn’t just children who have enjoyed it—he and Jenna and many of their friends have taken a turn. “A lot of adults hit that slide,” he said.
The Mortons said they entertained frequently, from fundraisers to a birthday party where their son filled an outdoor trampoline with bubbles.
For Jenna’s 40th birthday, the couple hosted a 1960s-themed party that began with a 200-person sit-down dinner, followed by toasts and karaoke.
Michael enlisted the rock band Cheap Trick to make a surprise appearance during karaoke.
As Jenna took the microphone and started belting out their song “I Want You to Want Me,” the band began playing behind her. “We took the rods out of the reactor that night,” he said. undefined
Although selling is bittersweet, the Mortons said they want something smaller now that their children are grown.
The couple—he is 61, she is 59—have a second home in Manhattan Beach, Calif., and they plan to build a smaller house in Las Vegas.
The luxury market in Las Vegas has exploded over the past few years, said listing agent Kristen Routh-Silberman of Douglas Elliman.
There were 76 sales in the Las Vegas area above $10 million in 2025, up from 59 a year prior, she said. The record is held by a home at the Summit Club that traded for $35 million in 2024.
A recent building boom means inventory is finally catching up to demand, according to Routh-Silberman.
The spring market has started early this year, and there seems to be more activity thanks to demand from California and Washington transplants seeking tax advantages, she said.
