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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

  • Top Hamptons Events This Weekend!⁠
⁠
🍷 Wölffer’s Candlelight Friday with Tom Wardle⁠
🗓 Friday, February 20th | 4PM⁠
📍 Wölffer Estate, Sagaponack⁠
Kick off the weekend with Wölffer’s rosé and live music by Tom Wardle.⁠
⁠
⛸ Katy’s Courage Fundraiser at Buckskill Winter Club⁠
🗓 Saturday, February 21st | 9AM–10PM⁠
📍 Buckskill Winter Club, East Hampton⁠
A full day of fun, community, and giving back.⁠
⁠
🦊 Animals in Winter Program⁠
🗓 Saturday, February 21st | 2–2:30PM⁠
📍 Quogue Wildlife Refuge, Quogue⁠
Learn how animals survive the winter season.⁠
⁠
🎭 Theatre Live: A Streetcar Named Desire⁠
🗓 Saturday, February 21st | 7–10:38PM⁠
📍 Guild Hall, East Hampton⁠
A front-row seat to the timeless masterpiece directed by Benedict Andrews.⁠
⁠
🎨 Drawing Workshop with Paton Miller⁠
🗓 Saturday, February 21st | 2–3PM⁠
📍 Southampton Arts Center, Southampton⁠
Artist and curator Paton Miller hosts a creative workshop for kids.⁠
⁠
🎳 90’s at 9⁠
🗓 Saturday, February 21st | 9–11:30PM⁠
📍 The Clubhouse Hamptons, East Hampton⁠
Bowl, dance, and dine while a DJ spins your favorite ‘90s hits.⁠
⁠
🎶 Lou Dog at The Stephen Talkhouse⁠
🗓 Saturday, February 21st | 8–10PM⁠
📍 The Stephen Talkhouse, Amagansett⁠
Sing along to all your favorite Sublime songs.⁠
⁠
🎬 Wuthering Heights⁠
🗓 February 20th–23rd⁠
📍 Sunset Theater, Westhampton Beach⁠
Margot Robbie and Jacob Elordi star in the iconic love story adapted from Emily Brontë’s 1847 novel.⁠
⁠
🍇 Long Island Wine Showcase⁠
🗓 Thursday, February 26th | 6:30PM⁠
📍 Cowfish, Hampton Bays⁠
Taste wines from six award-winning Long Island vineyards paired with delicious hors d’oeuvres.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
#wolffer #hamptons #weekend #stephentalkhouse #katyscourage
  • Palm Tree Music Festival, the ultimate Hamptons party, returns for its sixth edition on Saturday, June 27th at the Shinnecock Reservation in Southampton. Known for blending world-class music with laid-back luxury,  the one‑day festival once again brings together an electric lineup and an atmosphere that captures summer at its absolute best. This year’s lineup includes headlining performances by Palm Tree Crew Co-Founder Kygo, The Chainsmokers, and Disco Lines, alongside additional sets by It’s Murph, Xandra, Will Sass, and Brooke Brazelton.⁠
⁠
“The Hamptons has always been at the heart of the Palm Tree Music Festival story,” said Palm Tree Crew Co-Founder Myles Shear. “The energy from the fans and the local community makes this show truly special. We’re thrilled to return for our sixth year and have a lot in store to take this experience to new heights for another unforgettable celebration.”⁠
⁠
The Hamptons return follows a milestone year for Palm Tree Crew. After a sold‑out fifth Hamptons edition, the brand expanded globally with debut festivals in St. Tropez and Sardinia, new U.S. destinations in Montecito and Napa Valley, and the announcement of its first Asia festival in Singapore set for April 2026. @palmtreefestival⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
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#palmtreemusicfestival #hamptons #southampton #kygo
  • 💘 Valentine’s Weekend in the Hamptons 💘⁠
⁠
🎨 Take Flight Art Show⁠
📅 Friday, February 13, 2026⁠
📍 Java Nations, 112 Maple Ln, Bridgehampton⁠
View local art by local artists while sipping Java Nation’s decadent coffee.⁠
⁠
🎬 A Special Screening of The Princess Bride⁠
📅 Saturday, February 14, 2026⁠
⏰ 7PM–8:40PM⁠
📍 Guild Hall, 158 Main St, East Hampton⁠
End the perfect Valentine’s Day with a special screening of this beloved classic.⁠
⁠
🦭 Seal Cruise in Southampton⁠
📅 Sunday, February 15, 2026⁠
⏰ 12PM–2PM⁠
📍 Stony Brook Marine Station, 8 Little Neck Rd, Southampton⁠
Join a Coastal Research and Education Society of Long Island scientist for a 2-hour expedition focused on seals in Shinnecock Bay.⁠
⁠
🎶 Latin-Inspired Dinner & Live Music at The Clubhouse Hamptons⁠
📅 Friday, February 14, 2026⁠
⏰ 7PM–10PM⁠
📍 The Clubhouse, 174 Daniels Hole Rd, East Hampton⁠
Enjoy a $40 prix-fixe dinner with live band Conjunto La Herencia. At 10PM, dance the night away with Nick Corredor and Smith Jozy at the DJ booth.⁠
⁠
💌 Dear Jack, Dear Louise⁠
📅 February 13–15, 2026⁠
⏰ 2PM & 7PM⁠
📍 Southampton Arts Center, 25 Jobs Lane, Southampton⁠
The perfect gift for your loved one—experience a moving WWII love story.⁠
⁠
🍷 Valentine’s Sip & Paint at Wölffer⁠
📅 Sunday, February 15, 2026⁠
⏰ 3PM⁠
📍 Wölffer Estate, 139 Sagg Rd, Sagaponack⁠
Create your own Valentine’s Day card and enjoy a complimentary glass of Rosé.⁠
⁠
🥾 Amsterdam State Park Hike⁠
📅 Saturday, February 14, 2026⁠
⏰ 10AM–11:30AM⁠
📍 Montauk Point State Blvd (Route 27), turn right at the Amsterdam sign (across from Deep Hollow Ranch)⁠
Explore Amsterdam State Park with a short, scenic hike.⁠
⁠
✨ Tag your Valentine (or your weekend crew) and make plans!⁠
⁠
#valentinesday #hamptons #weekend #wine #rosé
  • This past month, @thequoguewildliferefuge held their annual Light The Night Winter Walk. People braved the cold and enjoyed a relaxing illuminated walk and warmed up  with @hamptoncoffee hot chocolate. The refuge also invited people to explore their Ice Harvesting exhibit. #quoguewildliferefuge #nightwalk #quogue #lightthenight #winter
  • ⁠
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.⁠
⁠
1. Wölffer Estate: Spring in a Bottle Rose⁠
⁠
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. ⁠
⁠
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.⁠
⁠
⁠
2. Hedlum⁠
⁠
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!⁠
⁠
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.⁠
⁠
⁠
3. Aplós⁠
⁠
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.⁠
⁠
Tasting notes: Crisp and tangy, with very strong citrus notes, this reminded me of kombucha. It was very refreshing.⁠
⁠
#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. ⁠
⁠
2026 Seal program dates and times are as follows:⁠
⁠
Saturday, January 31st: 11am – 1pm⁠
⁠
Sunday, February 1st: 12pm – 2pm⁠
⁠
Sunday, February 15th: 11am – 1pm⁠
⁠
Saturday, February 28th: 10am – 12pm⁠
⁠
Sunday, March 1st: 11am – 1pm⁠
⁠
Saturday, March 14th: 10am – 12pm⁠
⁠
Sunday, March 15th: 11am – 1pm⁠
⁠
Saturday, March 28th: 10am – 12pm⁠
⁠
Sunday, March 29th: 11am – 1pm⁠
⁠
Saturday, April 11th: 9am – 11am⁠
⁠
Sunday, April 12th: 9am – 11am⁠
⁠
Saturday, April 18th: 2pm – 4pm⁠
⁠
Sunday, April 19th:  2pm – 4pm⁠
⁠
To register, call the Montauk Downs at 631-668-5000 (ext. 0).⁠
⁠
#seals #hike #montauk #sealwatching #recreation
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