What I Wish I Knew Before I Downsized: Homeowners on Their Missteps and Smart Solutions
When you shrink your square footage, it’s easy to make design mistakes. Here, how empty-nesters, retirees and the newly single learned from their errors.
When you shrink your square footage, it’s easy to make design mistakes. Here, how empty-nesters, retirees and the newly single learned from their errors.
THREE YEARS AGO , when Marilee Bear looked around her 3,200-square-foot house in Marin County, Calif., it felt big and lonely. “I was a single parent of 6-year-old twins who spend half their time at their dad’s house,” said the software executive. She wanted to teach her children about adventure, travel and experience—“not things,” she recalls.
And so she sold her big house to create more cash flow and a simpler life in a 1,200-square-foot bungalow—albeit one with spiffy elements chosen with the help of Lisa Tornello, an interior designer with Millroad Studio in San Anselmo, Calif. Among them: Calacatta marble backsplashes and a white sectional big enough for her and her boys to cuddle on. “I am in my 40s and now living the life I truly wanted.”
Bear’s one regret? “I didn’t anticipate the amount of sports equipment the boys would need as they grew.” For now, two sets of basketball, flag football, soccer, tennis and lacrosse gear squat in the garage while Bear continues to pare down elsewhere.
The itch to simplify comes in many forms: retirees seeking walkable neighborhoods, empty-nesters preferring low-maintenance, lock-it-and-leave-it apartments. But there can be a lot of Dick van Dyke-like stumbles over old ottomans along the way to smaller digs. Here, designers and homeowners who’ve been knee-deep in stuffed basements and garages share the hard-earned lessons of shrinking their footprint.
A number of folks we spoke with realised quickly that they’d cut their hosting capacity too drastically. Empty-nesters Deborah Berger and her husband had moved from a 4,000-square-foot house to a 1,300-square-foot cottage in Maynard, Mass., when Covid hit. The couple’s two grown sons briefly returned home to bunk with them—one slept in the office and the other on a futon at the bottom of the attic steps. “Not only had I gotten rid of their family home, but I could not even welcome them to visit,” said the administrative assistant, 66. The boys have since moved out, but the couple are contemplating converting the attic into an extra bedroom.
Designer Jessica Jubelirer of Montecito, Calif., says some people discover they need to rightsize after they downsize. “One empty-nester couple I worked with chose a chic little condo in Bethesda, Md. They were quite excited,” she said, but they soon realized there was no room for family or friends to stay. Jubelirer says the problem was corrected two years after they moved in, when the unit next door became available for purchase. The two apartments are separated by a home office, so there is built-in privacy. “The units are together but apart,” she said.
An architect for 50 years, Steve Vanze tells prospective clients, “We’ve already made every mistake we could.” Still, the 71-year-old, a principal at BarnesVanze Architects in Washington, D.C., miscalculated the importance of entertainment space when in 2021 he downsized from a 5,000-square-foot home in Chevy Chase, Md., to a 2,700-square-foot row house in Georgetown. So he and partner Lizzie Berardi, 65, who still resides mostly in Massachusetts, transformed the back garden off of an open kitchen living area.
“Now you can be cooking in the kitchen and have 15 guests in there comfortably,” said Vanze. “It better suits our lifestyle.”
“Downsizing was probably the most daunting task of my lifetime, and I cure cancer for my day job,” said Lisa Kachnic, a radiation oncologist.
Nine years ago, Kachnic, 59, took two months off to relax and move from a three-story house with a basement and attic in Boston to a home half that size in Nashville, Tenn. “Biggest mistake of my life. There was no relaxation and no income, just sweat and exhaustion in trying to purge a lifetime of stuff,” including the sports-memorabilia collection of her husband, a college-baseball coach.
Their next downsize move, to a 1,400-square-foot Manhattan condo in 2020, took weeks instead of months. The difference? They hired designer Francis Toumbakaris of Francis Interiors in New York, “a genius at small spaces,” said Kachnic.
He inventoried the Nashville furnishings and divided them into three buckets: what could fit in the condo, what could be sold and what could be donated. In the condo he helped them create an office den that doubles as a guest room with the help of a blue lacquer Murphy bed. The wheeled coffee table can be rolled to the living room. It pops up and expands to seat eight for dinner.
Bear’s designer, Tornello, helped her and her twins squeeze into their California bungalow with flip-top storage in kitchen banquettes and drawers under the boys’ beds, but Bear also hired Merci Magdalena. The professional organizer, whose company Great Moves, in Marin County, Calif., charges between $3,000 and $10,000 to sort out a home.
One of the many tips that is helping Bear make room for her kids’ unanticipated sports equipment: an open box into which she tosses clothes that she notices she has not been wearing. When the carton is full, Bear hauls it to charity. “Now I don’t have to set aside a weekend to work through my closet because I am constantly and consistently pruning,” she said.

“Things you think won’t work sometimes do,” said Tami Ramsay, partner and principal designer at Cloth & Kind in Athens, Ga. Ramsay helped client Susie Mobley, 58, switch from a 6,000-square-foot home she shared with a husband and three children to a 2,400 square-foot cottage in Athens all her own. The new house, renovated by local firm the Misfit House, and Mobley’s previous home “could not be more different,” said Ramsay, “but about 70% of the things in the new house come from the old house.”
A pair of natural bamboo chairs, for example, got a coat of vibrant yellow paint and now brighten a screened-in porch. “I’m at a different stage of my life,” said Mobley, a retired director of development for a nonprofit. “I can be daring, more colourful.”
Carter Kay, an interior designer in Atlanta, has helped lots of clients downsize without leaving much behind. “You must be willing to rethink, reshuffle and pivot,” said Kay. An armoire that starred in the living room might end up in your bedroom. A crystal chandelier can elevate a kitchen. A rug cut and surged will cover a new floor. “Sometimes you need to keep moving things around until you can say ‘Aha! That’s it!’” said Kay.
Designers say that 90% of the time, the old sofa has got to go. Even when in pristine condition, it rarely works in the new space. “A sectional is like an albatross. If it works, it’s a miracle,” said Ramsay.
On the other end of the scale, Berger says she made the mistake of sweating the small stuff when she moved to her cottage. As she unpacked old pillowcases and towels she found herself asking, “Why did I bother to move these things?” What she really wanted was the pleasure of potholders without burn marks and crisp new sheets.
Stashing surplus furnishings in a pay-as-you-stow unit can be a costly way of kicking the can down the road. Five years after moving into her smaller house, Berger is still trying to divest herself of the things that she mothballed. “It’s crazy! One of the reasons you downsize is to save money, but I’ve spent thousands on storage!”
One designer’s rule of thumb: “The pieces that go in storage should be the ones that can’t be replaced,” said Kay, who reminds homeowners what goes in must also come out. Her prescription? A checkup every six months to see if anything can be resuscitated.
Vanze described himself as “ruthless” when it came to ditching papers and other junk during the relocation to his D.C. townhouse. “I stopped looking in boxes,” he said. Trucks hauled away four loads of mystery boxes. “Fortunately I’m old enough that I don’t remember what might have been in them.”
Unfortunately, though, he purged his papers a little too aggressively. He followed the 7-year guide for holding on to tax records but didn’t realise that to reduce the tax on the sale of his old house, he needed all paperwork related to capital improvements there. When it came time, proving the value of the equity he had put into his old place required a lot of leg work. So before you destroy documents, talk to pros familiar with your financial situation who can tell you what to dig out and save, and what’s safe to feed the shredder.
Mobley always made sure her three children understood the emotional significance of the furnishings in their 6,000-square-foot family home. She believed her kids might one day want them. (“They just don’t know it yet,” she recalls thinking). Thanks to the memories with which she imbued the pieces, her children were happy to take some of them when she transitioned to a 2,400-square-foot cottage for herself.
Her middle child, John, took a dresser that used to belong to her father. A sturdy little Sheraton-style four-drawer dresser from the 1970s, it’s a piece that many others of the 26-year-old’s generation might have rejected as dowdy. But Mobley enticed him with family history. “I told my son that my father always kept important papers in the top drawer, such as the cards I gave him over the years, and I used to open the drawers and peek inside,” said Mobley, whose father, also named John, died when she was pregnant with his namesake. “My son never met his grandfather, and he loves that dresser.”
Another son, 28, took an old set of forest-green encyclopaedias for a similar reason. The vintage volumes now sit on a bookshelf in his one-bedroom condo. Mobley had recounted to her children that her mother frequently made her look up subjects in them. “In fact, she insisted I learn a new word every week, and sometimes I would pick one out of the encyclopaedia,” she said. “It’s a memory for him. And he thinks they look cool.”
The 1860s Darlinghurst mansion Stoneleigh could become Sydney’s most expensive home ever sold under the hammer when it goes to auction. Clint Ballard is giving buyers a $28 million guide for the heritage-listed mansion on Darley Street, opposite Iona, the former home of Hollywood royalty Baz Luhrmann. Stoneleigh is being offered for sale for the …
Set on one of the city’s last absolute riverfront sites, The Riversdale by Mosaic combines irreplaceable waterfront ownership with one of Brisbane’s most significant residential opportunities.
At the northern tip of Point Piper, hidden from the street and positioned directly on Sydney Harbour, “Radford” combines cinematic views, rare waterfront access and a fascinating connection to one of Australia’s most storied estates.
The five-bedroom residence occupies land once belonging to Paradis Sur Mer, the celebrated three-block waterfront estate that made Australian property history in 1982. The original mansion became the country’s first home reported to have sold for more than $5 million—and may also have inspired one of its fastest and most profitable resales.
Property developer and yachtsman Bernard Lewis purchased the estate at auction for $5.25 million, only to sell it within hours to English betting magnate and thoroughbred breeder Robert Sangster. Lewis reportedly made a $500,000 profit in the process.
Sangster renamed the property Toison D’Or—French for “Golden Fleece” and the name of one of his racehorses—and established it as a Sydney base with his then-wife, Susan. The estate subsequently changed hands and identities again, becoming Paradis Sur Mer, or “Paradise on the Sea”, during Susan’s marriage to financier Sir Frank Renouf.
After another headline-making sale near the peak of Sydney’s late-1980s property boom, the original mansion was eventually demolished and the waterfront holding subdivided. “Radford” now stands on one of those prized parcels, carrying a thread of that extraordinary history into the present day.
Designed by award-winning architect Victor Berk and constructed in the early 1990s, the three-level modernist residence has been planned around its exceptional position.
Panoramic views stretch from the Sydney Harbour Bridge across Shark Island and Rose Bay to Manly. A prized northerly aspect fills the home with natural light, while bedrooms and living spaces open to decks, balconies and terraces overlooking the water.
The main living areas flow to a broad alfresco entertaining terrace, sunny swimming pool and level harbourfront lawn. Beyond the garden, a private jetty completes the quintessential Sydney waterfront lifestyle.
Inside, generous proportions make the home equally suited to private family life and large-scale entertaining. The formal dining area can accommodate up to 14 guests, while a Gaggenau-appointed kitchen incorporates an island, walk-in pantry and casual breakfast area opening to the poolside deck.
A fireplace anchors the principal living space, complemented by high ceilings, travertine floors and expansive glazing that keeps the harbour present throughout the home.
The main bedroom is accompanied by two walk-in wardrobes, a sitting area and an ensuite featuring a spa bath, separate shower and twin basins. Three further bedrooms each have an ensuite, while a gym with its own kitchenette, built-in storage and bathroom can serve as a fifth bedroom or private guest retreat.
Additional spaces include a fitted home office, an upper-level family area, sauna, two powder rooms and a substantial laundry. A lift connects all three levels, and the central staircase sits beneath an atrium-style glass roof fitted with an electric retractable blind.
Ducted and zoned air-conditioning, extensive storage and a security alarm add everyday practicality. Internal access leads to an oversized secure double garage, with additional driveway parking.
Set in an elite cul-de-sac on one of Australia’s most prestigious waterfront streets, “Radford” is close to Lady Martins Beach, Prince Edward Yacht Club, the Royal Motor Yacht Club, Rose Bay’s marinas and leading schools. Double Bay’s restaurants, boutiques and village amenities are only minutes away.
It is an exceptional harbourfront residence in its own right—but its connection to the record-breaking Paradis Sur Mer estate gives it a place within the wider story of Sydney real estate.
Address: Wolseley Road, Point Piper, NSW
Bedrooms: Five, including a flexible gym or guest suite
Bathrooms: Five, plus two powder rooms
Parking: Oversized double garage and additional driveway space
Key features: Northerly aspect, panoramic harbour views, private jetty, swimming pool, level waterfront lawn, lift, sauna, home office and Gaggenau kitchen
Architect: Victor Berk
Agents: Michael Pallier, Sydney Sotheby’s & Brad Pillinger, Pillinger
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