Turn Turn Turn: The Seasons Of Westport Real Estate

Ecclesiastes (and Pete Seeger) weare right: To everything there is a season.

A time to be born. A time to die. A time to plant. A time to reap.

A time to move to Westport. A time to move away.

And a time to move back again.

David Loffredo lived here as a child. He went to the Nature Center pre-school, Riverview kindergarten and 3 elementary schools.

He was a Westport YMCA Water Rat, and caught the final out in the 1976 Little League Cap League championship game. He rode the Minnybus everywhere, and saw “Star Wars” at the Fine Arts Theater.

A remnant of David Loffredo’s Westport youth.

He returned as an adult, with a wife and toddler. Over 2 stints totaling 27 years, the family grew and thrived. He works in private equity. His wife — an obstetrician/gynecologist — is at Columbia University.

A couple of years ago, the Loffredos relocated New York’s Upper West Side. But David remains connected to Westport, through “06880.”

His journey is not unique. In fact it mirrors the arcs of many lives. I’ve often thought about families’ movements in and out of town — what brings them here, and what pushes (or pulls) them away.

But the other day, David articulated it far better than I could. He describes the various seasons of Westport life this way:

A family moves here. (“It’s the rare childless couple who moves before kids,” he notes. “We came with a 3 year old, then added 2 more.”)

The family “spends 20+ years doing all the 06880 stuff. The kids grow up, go to college, hopefully don’t move home, and ideally move to New York so you can still see them.” All 3 of theirs did.

The parents “suddenly feel old, disconnected from long time friends who either retire somewhere or fade away because the kids as glue are gone.” With their children not planning to return for at least a decade — if at all — the parents sell. David says, “I exchanged my property tax bill for an entertainment budget.”

With kids gone, empty nesters often look for a smaller place. There are many in New York City. (Photo/Dave Matlow)

With everyone in New York — David’s family is scattered across 4 apartments — there is time and space for “family dinners, concerts, plays, movies, etc. This makes all that parenting worth it.”

As time passes, “kids become adults.” They exchange roommates for “partners.” That’s where David and his wife are now, with 1 child.

As the young couple matures, “they get a French bulldog. Eventually they create a human (one of the only free activities in New York). As that human grows, they realize how intimidating it is to raise a kid in the city.”

The new family moves back to Westport “to recreate their upbringing, because how do you top it?” Hopefully, David adds, “they don’t have to commute full-time like their parent(s) most likely did.”

Meanwhile, their parents — former Westporters — “realize how much fun it is to be around their new grandchild.” So they  ditch Manhattan and retake Westport — either in “a fancy condo” or less expensive rental apartment.

Residences like The Mill attract former residents back to Westport.

David and his wife are partway through the process. But they’ve seen friends go all the way through it. He’s sure they’ll eventually do the same.

Of course, this is just one scenario. It’s not for everyone. Everyone’s life, lifestyle and life circumstances vary.

But to everything there is a season.

A time to kill. A time to heal.

A time to laugh. A time to weep.

A time to cash out, and a time to buy or rent again — keeping the Westport real estate market turning.

(“06880” regularly covers Westport real estate, Westport life — and the lives of people who live here. If you enjoy stories like this, please click here to support our work. Thank you!)

Pic Of The Day #3401

Post Road West (Photo/John Maloney)

“06880” Podcast: Jamie Camche

Westporters love Jamie Camche’s jewelry — at her JL Rocks store, and Bungalow.

Jamie is one of a number of successful women business owners here. Theother day, we chatted at the Westport Library about her work, her life in Westport, and much more.

Click here and below for an interesting look into Westport’s small — in name only — business community.

Roundup: Primary Day, E-bikes, Dhilan Lowman …

Today (Tuesday) is Primary Day in Connecticut.

Registered Democrats are choosing between Governor Ned Lamont and his challenger, Josh Elliott.

Registered Republicans vote for a 4th Congressional candidate, to challenge Jim Himes. The candidates are Michael Ted Goldstein and Daniel Miressi.

Polls opened at 6 a.m. They close at 8 p.m. Regular Representative Town Meeting (RTM) polling places are in use:

  • Districts 1 and 2: Saugatuck Elementary School
  • Districts 3 and 8: Coleytown Middle School
  • Districts 4 and 5: Greens Farms Elementary School,
  • Districts 6 and 7: Long Lots Elementary School
  • District 9: Westport Library

Not sure of your district? Click here. Questions? Click here. 

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A concerned “06880” reader writes:

“Dear Westport parents, I’m very worried about the safety of 2 boys in town, as well as the safety of all kids using electric transportation.

“I’ve repeatedly seen the same boys on Valley Road — one on an electric bike and the other on what looks like an electric skateboard. Valley is a winding road with limited visibility. I’ve seen them riding in the middle of the road, talking to each other, looking around, and not paying attention to traffic.

“I happened upon the same 2 boys again on Imperial Avenue at the 3-way stop sign near the police station. They came around another car at the stop sign, slowed down (did not stop or wait their turn), then continued through the stop sign.

“Recently, I was behind one of the boys on the e-bike as he turned from Valley onto Greens Farms Road. He rode down the middle of Greens Farms as though he were a car, before eventually moving over to the side.

“In a separate incident, I was approaching the stop sign at Hale Street when a different boy on an electric scooter suddenly came around the corner from Valley onto Hale on the wrong side of the road. Thankfully I saw him in time.

“I’ve seen another boy in the neighborhood on an electric bike trying to pop wheelies while riding. It reinforces my concern that some kids may not realize how quickly things can go wrong when they’re on roads with traffic.

“I don’t know if the boys on Valley are the same ones I’ve also seen riding in the middle of Compo South, but I’m worried that someone is going to get seriously hurt.

“This isn’t about getting anyone in trouble. It’s simply a plea for parents to remind their kids to stay alert, ride predictably, and understand that drivers may not be able to see them in time, especially on winding roads.”

Not the Valley Road boys. These 2 were not in the middle of the road — but they were not wearing helmets. (Photo/Diane Lowman)

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For more than a decade, Westport has had a special relationship with Catch A Lift Fund. The national non-profit provides gym memberships and home gym equipment to help wounded post-9/11 service members heal physically and mentally, through physical fitness.

Westporters have donated funds, welcomed veterans, and joined in workouts at venues like the police station, VFW, beach and Birchwood Country Club. The vets give plenty back in return — as inspiration, and  serving as “angels” for children, teens and adults with disabilities through myTeamTriumph.

The 25th anniversary of 9/11 — and 250th birthday of the United States — is a great time for Westporters to continue supporting Catch a Lift.

On September 9 (6:30 p.m., Inn at Longshore), a special fundraiser will benefit the noon-profit.

Save the date — and click here for information on how to purchase tickets or sponsorships, and donate raffle items.

Catch a Lift veterans, at a Birchwood Country Club event.

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Congratulations to Dhilan Lowman!

For the 2nd year in a row, the Westport basketball player is the Best Shooter in Connecticut.

That’s not some vague term. Dhilan retained his title against 15 other elite athletes, from around the states.

The event — a fundraiser for Shot for Life is an intense 2-hour contest, involving free throws, mid-range and 3-pointers. Competitors must raise at least $1,000 for cancer research.

Dhilan — a member of last season’s Staples High School state finalist hoops team, who is transferring to Hotchkiss School — took over 1,500 shots. He hit a very impressive 85.46%.

And he did while taking over 100 shots more than the runner-up (who hit “only” 81%)!

Dhilan Lowman, in the state finals at Mohegan Sun. (Photo/Ryan Allen)

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Summer comedy nights keep rolling — and keep audiences rolling (with laughter too) — at VFW Post 399.

This Friday’s headliner is Matt Vita (August 14). He’s joined by Joe Pontillo, Tony Liberti, Autumn Harvist and John Kenneth.

Tickets are $20 online, plus a 1-drink minimum at the show. The VFW has a full bar, and a light food menu. Doors open at 7 p.m.; the show starts at 8. Click here for tickets, and more information.

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Also at the VFW: The Jazz Society of Fairfield County’s “Festival of August Guitars” continues this Thursday.

Bob DeVos offers originals and masterpieces, backed by a soulful band: organist Roberta Piket, drummer Steve Johns and saxophonist Greg “The Jazz Rabbi” Wall.

Shows are 7:30 and 8:45 p.m.; dinner service begins at 6:45. Click here for tickets, and more information.

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Today’s “Westport … Naturally” photo is our first-ever queen of the night cactus, from the Greens Farms neighborhood.

Koralina Wisniewska explains, “the flower blooms only in summertime; it is huge and smells amazing. They open when it gets dark and close before the sun is out, which is how it gets its name.”

(Photo/Karolina Wisiewska)

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And finally … in honor of Dhilan Lowman, Connecticut’s best shooter (story above):

(Dhilan Lowman hit 85% of his shots. If just 1% of our readers click here today to support this hyper-local blog, we’ll be thrilled. Hit it!)

And The Dog Survey Says …

Westport should not be going to the dogs.

That’s the result of a (highly unscientific) survey, conducted by “06880.”

The poll — spurred by readers’ emails about a noticeable increase in dogs being brought into public places — was posted Sunday.

As of yesterday afternoon, there were nearly 200 responses.

The first question was simple: “Should leashed dogs be allowed in indoor public places?”

Almost exactly 2/3 of respondents — 67.6% said no. Only 32.4% answered yes.

An increasingly common Westport scene. (Photo/Charles Rosoff)

The second question was only for those who said “yes” to the first one. It offered 9 specific choices, about where leashed dogs should be welcomed.

Proponents hardly gave carte blanche to pets, however.

More than 9 in 10 — 90.5% — thought outdoor restaurants should allow dogs.

But the only other spots garnering more than 50% approval were retail stores (63.5%), the post office (also 63.5%) and luxury stores (54%).

Lagging behind were business offices (47.6%), small markets/convenience stores (39.7%), supermarkets (20.6%) and indoor restaurants (also 20.6%).

Dogs would be least welcome in doctors’ offices (19%).

Some of the more than 2 dozen commenters noted that in Connecticut, dogs are prohibited from indoor restaurants and grocery stores. However, employees are sometimes hesitant to enforce the law with customers. One reader pointed out that dogs are not allowed in the Westport Farmers’ Market.

Dogs are not allowed at the Farmers’ Market. (Photo/Sam Levenson)

There were comments about the difference between service dogs (trained, allowed everywhere) and emotional support dogs (often untrained, not allowed everywhere).

In one additional discussion, a reader noted that some people bring dogs into indoor spaces because it is too hot to leave them in a car.

Another countered, “If it’s hot, leave your dog home.”

(Click here for the original story, including all comments.)

(“06880” is your hyper-local blog. If you appreciate stories like this — or any other one about this town we all share — please click here to support our work. Thank you!)

Pic Of The Day #3400

Serious ice cream business at Longshore (Photo/Dorothy Robertshaw)

 

“Then & Now”: #25

This week, Dave Matlow focuses his “Then & Now” lens on the Coleytown neighborhood.

The series curator and pre-demolition archivist continues to illustrate Westport’s changing architecture.

Between 2004 and 2020, he photographed homes slated to be teardowns. Now, he shows us what’s taken their place.

A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.

If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.

Reichert Circle, June 2014 …

… and August 2026.

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Silver Brook Road, November 2006 …

… and July 2026.

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Coleytown Road, December 2011 ..

… and July 2026.

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Weston Road, March 2008 …

,,, and July 2026.

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)

Roundup: “06880” Comments, Bonnie Raitt, Tennis Court Trees …

The “06880” Comments section has occasionally gone off the rails.

It belongs to all readers — not just a few, who veer off topic or use it to communicate with each other.

Effectively immediately, we’re instituting a few new rules:

A limit of 3 comments (1 initial one, and 2 replies) per thread. This is down from the previous 5. Think before posting: Is this really worth using one of my 3 comments for? (NOTE: This rule can be waived by the executive editor, for truly worthwhile, in-depth and/or serious topics.)

All comments must be directed to all readers. Offer your thoughts to the topic at hand. Do not engage in back-and-forth with 1 or 2 readers. If you do address a specific reader, this is acceptable: “Susie, I’d like to know more about why you think xxxxx. Have you considered yyyy?” Unacceptable: “Sally, were you the person who did xxxx  and yyyy?” If you’d like to correspond directly with another commenter, please send me an email. I’ll forward it to that person.

One exception to the above rules: Our Friday Flashback posts are open to unlimited comments, and unmoderated back-and-forth dialogue. Have at it on Fridays at noon! For every other “06880” post: Please use common sense, and common courtesy. Thank you!

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For as long as the Levitt Pavilion has hosted a Big Name for its annual fundraiser, they’ve tried to get Bonnie Raitt.

Last night, they did.

The 13-time Grammy-winning singer-songwriter/Rock & Roll Hall of Fame member/guitarist whom B.B. King called “the best damn slide player working today” thrilled a sold-out crowd, on a humid but gorgeous evening.

Backed by musicians she’s worked with for decades, the 76-year-old showcased her wide range of guitar and vocal talents, blending rock, blues, country and folk. She even took a turn on keyboard.

The Levitt has welcomed stars like Willie Nelson, John Fogerty, Cyndi Lauper, Smokey Robinson, Chuck Berry, the Tedeschi Trucks Band, and many more.

At last, they’ve added Bonnie Raitt to the list.

Bonnie Raitt, at the Levitt Pavilion. (Photo/Dan Woog)

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A few hours earlier, Westporters took advantage of perfect summer weather to head to Compo.

Longtime beachgoers have noticed an increase in the number of people who actually leave the shore, and go in the water (one of the primary functions of a beach, after all). Sandbars created by recent storms have made it easier to wade out.

This was the mid-afternoon scene. It’s one of the reasons we live here — and love it so much.

(Photo/Dorothy Robertshaw)

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Speaking of Compo: We’ve got a new “06880” header, on our desktop and laptop platforms.

Thanks to William Weiss, for this classic mid-summer view:

(Photo/William Weiss)

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Richard Fogel continues to document the renovation of the Staples High School tennis courts.

Today’s photos show the removal of a number of fir trees, between the parking lot and the courts themselves.

Trees have been removed from between the parking lot (left) and tennis courts (right)

View from the top of the Staples “hill” parking lot. Tennis courts are in foreground; trees that have been removed are center rear. (Photos/Richard Fogel)

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The next Executive Networking Series — set for August 27 (6:30 to 9:30 p.m. Nômade), is for the dogs.

The event — bringing business owners, executives, entrepreneurs and local leaders together, while introducing companies to non-profit organizations — highlights the Pet Animal Welfare Society (PAWS0.

The series is a partnership between VTB Financial and Prestige Cabinetry & Design LLC. Click here for tickets, and more information.

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Sure, we understand that registration for Westport Weston Family YMCA programs have already begun.

And yeah, it’s kind of cute that the Y’s promotion includes an orange-clad family, with cute little jack-o-lantern outfits.

But adding a paper pumpkins throughout the building is a bit much.

Dude, it’s August 10th.

(Photo/Dan Woog)

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We’ve gotten a lot of deer photos lately, for our “Westport … Naturally” series.

Sometimes, there are 2 in the shot.

Seeing 3 — including a fawn — is a rarity.

Dalton Delan captured this early morning “breakfast” yesterday, on Spicer Road.

(Photo/Dalton Delan)

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And finally … speaking of the tennis courts (item above):

(Anyone for tennis? How about anyone for clicking here to support “06880,” your hyper-love blog? We’d “love” that. Thank you!)

Kindo: All You Can Do With The Kids

FOMO.

It’s a familiar feeling for parents of young kids.

You see a social media post about a street fair, musical event or other fun event — after the fact.

How could I have missed that? you wonder.

A better question is: How can I keep up with everything going on around here? 

The answer is easy: Get Kindo.

The website (ourkindo.com) and social media platform (@ourkindo) is your go-to spot to find family activities, events and places, across Fairfield County and into New Haven.

It’s free (and ad-free).

And — here’s the secret sauce — it’s filterable.

Want to find something to do with art, science, water, sports or nature? Choose whichever categories you care about. Ignore the rest.

Other filters include dates, cost or free, and age (0-2, 3-5, 6-8, 9-12).

Kindo is the brainchild of Dörte Inett. The Hamburg, Germany native came to New York in 2015, for her husband’s job. They were young and childless.

Dörte Inett

As often happens, the arrival of children brought moves: first to Brooklyn, then the ‘burbs.

They knew exactly 2 families in Westport, but fell in love with the town. They arrived in 2020, just before COVID. “We were so lucky,” Dörte notes.

With the pandemic raging, it was difficult to meet people. The best opportunities came through daycare, and a network of German expats.

When the world opened up again, Dörte realized the difficulty of finding — and then sorting through — the many activities for families.

In addition to raising her sons (now 6 and 4), she was managing e-commerce sites for web businesses. As a sideline, she began developing Kindo.

“It was part selfish,” she admits. “I’d be its number one user.”

Dörte Inett, her husband Tom, and sons Finn (left) and Noah.

She was fortunate to work on it one long day, with few interruptions. It came at the Stamford courthouse, waiting until 4 p.m. for a jury duty call that never came.

Friends and family provided feedback and suggestions.

Kindo — the name works on several levels, including “kinder,” which is German for “children”; it’s pronounced “kindoo,” suggesting “doing” something — launched in June.

It’s comprehensive, offering activities at museums, aquariums, libraries and zoos, along with hikes, story times, crafts classes, street fairs, playgrounds and more. On any weekend, Kindo lists scores of events.

“There are already great local resources out there,” Dörte says. “But they’re just lists. I wanted Kindo to let you filter by what your family actually needs.”

Kindo categories …

Many of the listings are pulled in and organized by AI. Dörte provides the important human-touch. “Some of what AII thinks is ‘family friendly’ really is not,” she explains.

She’s kept it ad-free “to be genuinely helpful.” She has no plans to monetize it (or leave her full-time job).

She’s marketed Kindo through chat groups, asking users to pass it along to their networks.

… and drilling down, with filters …

Less than 2 months in, the word is getting out. At last week’s StartUp Westport summer social, she explained what she does to a small group.

“I use it!” one woman said. “It’s great!”

That’s the kind of feedback Dörte was hoping for.

And it shows the kind of things Kindo can do.

(Click here for the Kindo website. The social media handle is @ourkindo.)

(“06880” regularly spotlights children’s activities in Westport — and the Westporters who make them happen. If you like stories like this, please click here to support our work. Thank you!)

… and details, in an individual listing.

Pic Of The Day #3399

Long Island Sound (Drone photo/Henry Porter, rising freshman at Fairfield Prep)