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Hamptons.com
August 7, 2025

Laura Dalessandro on Hamptons Real Estate, Leadership, and Life West of the Canal

David Andrewsby David Andrews
in Real Estate, Trending
Home Real Estate
Laura Dalessandro on Hamptons Real Estate, Leadership, and Life West of the Canal

In the world of Hamptons real estate, few names carry the weight and warmth of Laura Dalessandro. A powerhouse broker and trusted leader, Laura brings over two decades of experience to the table, along with a deep local knowledge that only a lifelong Long Islander can offer. 

 

Specializing in luxury waterfront properties, she has built her reputation on Dune Road, but her reach spans the entire Hamptons, from Westhampton Beach to Montauk. To say she is a top-producing agent is true, but is incomplete: Laura Dalessandro is a community builder and mentor. And yes, she does have a million-dollar smile!

 

At the helm of the Laura Dalessandro Team at Saunders & Associates, Laura combines unmatched market insight with a hands-on approach that makes every client feel like her only client. Her background as the former Village Clerk for West Hampton Dunes—spanning 14 years—gives her a rare perspective on coastal regulations, property potential, and the rhythms of life by the sea. 

 

Laura’s reputation and results are driven by a simple principle: relationships matter. So do the details. Whether you’re looking for a summer getaway or a forever home, she brings the same level of passion and precision to every deal. We sat down with Laura to talk about what inspires her, how she leads her team, and why waterfront living in the Hamptons is truly one-of-a-kind.

 

Your background includes 14 years as Village Clerk of West Hampton Dunes. How has that civic experience influenced your approach as a broker?

 

That experience gave me a front-row seat to the inner workings of coastal governance, zoning, and environmental policy—knowledge that most brokers simply don’t have. I’ve worked closely with engineers, attorneys, the Army Corps of Engineers, and homeowners on issues ranging from dune restoration to FEMA compliance. So when my clients come to me with questions about setbacks, flood insurance, or building approvals, I’m able to provide insight that’s grounded in real-world experience.

 

More than that, my time as Village Clerk instilled in me a deep sense of accountability. I don’t take shortcuts. I do the work, I know the rules, and I advocate fiercely for my clients’ best interests.

 

You’ve built a reputation as a Dune Road expert—what makes this stretch of coastline so special, and what should buyers know about owning waterfront property here?

 

Dune Road is unlike any other place. It offers a rare blend of raw natural beauty, privacy, and proximity to the water that draws people back year after year. What makes it truly special is the lifestyle—it’s not just about owning a home, it’s about waking up to panoramic ocean views, paddleboarding at sunrise, and hosting loved ones and friends with the beach as your backyard.

 

That said, owning waterfront property here also comes with unique responsibilities. From understanding flood zones and elevation certificates to navigating building regulations and environmental protections, experience matters. That’s where I come in. After decades of working on Dune Road and even serving as the Village Clerk of West Hampton Dunes, I help my clients anticipate the nuances and feel confident in their investment.

 

With over 20 years of experience in the Hamptons market, how have you seen the region evolve, and what stays timeless about life out here?

 

The Hamptons have evolved dramatically over the last two decades. We’ve seen the rise of luxury enclaves, year-round residents replacing seasonal ones, and a major shift in buyer expectations—especially after the pandemic. Technology and design preferences have changed, too—people want open floor plans, work-from-home setups, wellness spaces, and seamless indoor-outdoor living.

 

But what remains timeless is the essence of life out here: the connection to nature, the sense of escape, and the tight-knit community that makes even a second home feel like a true home. Whether someone is here for the summer or all year long, the Hamptons still offer that breath of fresh air and grounding presence people crave.

 

You lead your own team at Saunders & Associates. What does leadership mean to you in the context of real estate, and how do you foster mentorship within your group?

 

To me, leadership in real estate means creating a culture where everyone feels empowered, supported, and driven to be their best. I lead by example—with transparency, integrity, and a strong work ethic—but I also believe in lifting others up. I don’t see mentorship as a one-time conversation; it’s a daily commitment. Whether it’s teaching negotiation strategies, helping a junior agent through a tough deal, or celebrating a small win, I want my team to know they’re never alone in this business.

 

What I’ve learned is that when you invest in your team, you build a better business and better relationships, which translates directly to how we serve our clients.

 

What’s your strategy for staging and positioning high-end homes to stand out in the competitive Hamptons marketplace?

 

High-end homes demand a curated approach. I begin by understanding the story each property tells—its architecture, setting, and lifestyle value. From there, I work with top-tier stagers, photographers, and videographers to create a cohesive visual narrative that captures that story. When we show a home, we’re showing a dream.

 

Strategic pricing, compelling marketing copy, and precision-targeted digital campaigns are also essential. I leverage my deep local network and global platforms to maximize visibility. Every detail matters. Right down to the scent in the home during a showing. In this market, luxury is about experience, and my job is to make sure that experience starts the moment a buyer clicks on the listing.

 

You’ve worked with clients from all over—from buyers new to the Hamptons to longtime locals. How do you tailor your approach to meet such diverse needs?

 

Every client has a unique story, and I take the time to listen. A first-time buyer may need education and reassurance, while a seasoned investor wants sharp data and speed. Locals might be navigating emotional sales of generational homes, and out-of-towners often need community insights, contractor referrals, and ongoing support long after the sale.

 

I customize my approach based on what each client values most—whether it’s privacy, investment return, or building their dream home. Real estate is never one-size-fits-all, and I pride myself on being both a trusted advisor and a strategic problem-solver at every step.

 

What does “success” look like to you in this business, and what continues to drive your passion for the work after so many years?

 

Success, for me, isn’t just about the numbers—it’s about impact. It’s about earning trust, building long-term relationships, and helping clients make life-changing decisions with confidence and clarity. I measure success in the number of referrals I get, the thank-you notes I receive, and the sense of pride I feel knowing I’ve made a difference.

 

What drives me after all these years is the combination of challenge and purpose. No two days are the same, and no two clients are either. I love the problem-solving, the pace, the relationships. Most of all, I love helping people find their place in this special part of the world.

 

To learn more about Laura Dalessandro, click here.

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Sabrina Rudin x Mill’s Dinner in the Garden

Sabrina Rudin x Mill's Dinner in the Garden

  • ⁠
We’re all bombarded with New Year, New Me posts on Instagram and TikTok as health takes center stage in everyone’s 2026 goals. Many choose to participate in “Dry January,” a challenge that encourages participants to take a break from alcohol. Non-alcoholic alternatives are also a great option for those who want to join the bar crawl without the stigma of holding a water bottle. With help from our friends at Kidd Squid Brewery, we sampled a variety of options at their tasting room in Sag Harbor. Here are our top picks.⁠
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1. Wölffer Estate: Spring in a Bottle Rose⁠
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You can’t go anywhere in the Hamptons without grabbing a glass of Wolffer’s iconic Rosé. Don’t fret! You can still enjoy the iconic, vibrant, fruity taste with their non-alcoholic version. ⁠
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Tasting notes: It’s no surprise that it is a favorite in The Hamptons. The lack of alcohol doesn’t affect the rich, elegant rose, peach, and apple notes. This is a delicious, fresh, sparkling rosé.⁠
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2. Hedlum⁠
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Is a locally owned company that produces crispy non-alcoholic beers that perfectly mirror their alcoholic counterparts. I tried their Easy Down Lager, and it was perfect!⁠
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Tasting notes: It pours out like a beer with a nice frothy top layer. It is crisp and smooth and reminds me of a Sapporo.⁠
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3. Aplós⁠
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Another locally owned company that produces non-alcoholic drinks crafted by award-winning mixologists. I fell in love with their credo, “Life should be sipped slowly.” I tried their Chili Margarita and loved the sparkling citrus notes with a bit of a kick. It’s infused with adaptogens and nootropics, which are thought to reduce stress, elevate your mood, and overall just deliver that perfect chill for any social setting.⁠
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Tasting notes: Crisp and tangy, with very strong citrus notes, this reminded me of kombucha. It was very refreshing.⁠
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#dryjanuary #nonalcoholic #aplos  #hedlum #springinabottle
  • Experience seals in their natural environment! The New York State Office of Parks, Recreation and Historic Preservation is pleased to announce that Montauk Point State Park will host a series of hikes to observe wintering seals. Beginning in January 2026 and continuing through April 2026, a State Park naturalist will lead visitors on a scenic beach walk to an area where up to five species of seals can be observed. ⁠
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2026 Seal program dates and times are as follows:⁠
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Saturday, January 31st: 11am – 1pm⁠
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Sunday, February 1st: 12pm – 2pm⁠
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Sunday, February 15th: 11am – 1pm⁠
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Saturday, February 28th: 10am – 12pm⁠
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Sunday, March 1st: 11am – 1pm⁠
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Saturday, March 14th: 10am – 12pm⁠
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Sunday, March 15th: 11am – 1pm⁠
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Saturday, March 28th: 10am – 12pm⁠
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Sunday, March 29th: 11am – 1pm⁠
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Saturday, April 11th: 9am – 11am⁠
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Sunday, April 12th: 9am – 11am⁠
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Saturday, April 18th: 2pm – 4pm⁠
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Sunday, April 19th:  2pm – 4pm⁠
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To register, call the Montauk Downs at 631-668-5000 (ext. 0).⁠
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#seals #hike #montauk #sealwatching #recreation
  • When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.⁠
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Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.⁠
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With Lily Pond Group’s emerging portfolio—including Hampton Water, Five Springs, and Mezcal Mezul—Jesse is shaping brands that stand for more than just good drinks. They’re grounded in storytelling, authenticity, and community, with the kind of cultural resonance that turns a product into a lifestyle.⁠
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Jesse spoke more about how he got started, how the Hamptons informed his approach, and what he sees on the horizon for the next generation of lifestyle brands.⁠
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When did you come up with the concept for Hampton Water and decide to move forward with it?⁠
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JB: We saw an opportunity to change the narrative around rosé and the idea of “rosé season.” We wanted something sophisticated but still fun and easygoing, something that reflected the lifestyle we love. When we connected with Gérard Bertrand, it all clicked. The quality in the juice matched the story we wanted to tell, and that’s when we knew we had something special.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#rose #hamptonwater #jessebongiovi #lilypondgroup #hamptons fivesprings mezcalmezul
  • Pitch Your Peers (PYP) Hamptons Chapter, a philanthropy initiative, awarded two local non-profits at its 3rd annual Pitch Day on October 25th at Scoville Hall in Amagansett. Philanthropic women from the community are the driving force behind PYP The Hamptons. They identify and champion local non-profits that qualify for its annual collective grant. The grant pool for 2025 was $60,000. ⁠
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PYP Members identified and pitched local organizations to be considered for their grant on Pitch Day on October 25th. Members voted, and this year’s first-place award of $50,000 was presented to The Retreat, while a second-place award of $10,000 was presented to Share the Harvest Farm. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#pitchyourpeers #hamptons #nonprofits #local #sharetheharvest
  • What began as a shared dream between two young farming apprentices has grown into a year-round nonprofit that feeds, teaches, and welcomes thousands of people each season. Today, co-founders Amanda Merrow and Katie Baldwin continue to nurture the land while carrying out their mission to educate and inspire through food and farming.⁠
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From securing ownership of their farmland to expanding their programs, opening a year-round market, and welcoming visitors to explore the property, Amber Waves has become an essential piece of the East End’s agricultural and cultural landscape. Amanda and Katie spoke about their journey, the mission that continues to guide them, and the vision behind one of the most meaningful community-driven farms on Long Island.⁠
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What core mission drives the farm today, and how has that mission evolved since the beginning?⁠
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Amanda & Katie: We met in 2008 while completing a farming apprenticeship at Quail Hill Farm where we both discovered our shared love of farming. By that July, we were already dreaming up ways to continue farming together in Amagansett. When we founded Amber Waves Farm, our vision was to build something greater than ourselves—something that would outlive us. Our original idea, the “Amagansett Wheat Project,” grew out of a daydream to create a “pizza farm,” and our name, Amber Waves, pays homage to grain production—a line from the song “America the Beautiful”. From the beginning, we chose to be a nonprofit because our mission—to teach and connect people through food and farming—has always been at the heart of what we do.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#amberwavesfarm #amagansett #community #local
  • Philanthropist, TV host, author and longtime supporter and chairwoman of the Viennese Opera Ball Jean Shafiroff hosted and underwrote a reception with over 100 guests at her New York residence to officially kick off the 70th Annual Viennese Opera Ball, one of New York’s oldest and most prestigious white-tie galas celebrating Austrian culture, diplomacy, and the enduring friendship between Austria and the United States.⁠
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“The Viennese Opera Ball represents elegance, culture, and the timeless beauty of the arts,” said Jean Shafiroff. “It is a privilege to host this gathering in celebration of its 70th year as we honor tradition while supporting the next generation of artistic excellence. As a past honoree and chairwoman, I look forward to the 70th Anniversary Gala and am excited to chair it once again.”⁠
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📸: BFA / Kevin Czopek⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#vienneseopera #newyork
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