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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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LOCAL EVENTS

Events

07
Aug
07
Aug
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07
Aug

DanceBody at The HUB

August 7 @ 09:00 AM - August 7 @ 11:00 AM
The HUB 2183 Montauk Highway Bridgehampton, NY 11932
07
Aug
07
Aug
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07
Aug

Toddler & Teeny Tumbling (ages 18mos – 3yrs)

August 7 @ 09:15 AM - August 7 @ 10:00 AM
44 Meadow Way East Hampton, NY 11937
07
Aug
07
Aug
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07
Aug

UJA-Federation of New York’s Annual Hamptons Trunk Show

August 7 @ 10:00 AM - August 7 @ 03:00 PM
Bridgehampton Historical Society Museum
07
Aug
07
Aug
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10
Aug

Dooz Pop-Up Shop

August 7 @ 11:00 AM - August 10 @ 06:00 PM
LDV at The Maidstone, Garden Retail Cottage | 207 Main Street, East Hampton NY
07
Aug
07
Aug
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07
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East Hampton Historical Society to Host 9th Annual Summer Design Luncheon Benefit

August 7 @ 11:00 AM - August 7 @ 12:30 PM
Maidstone Club 50 Old Beach Lane, East Hampton NY 11937
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  • On Tuesday, July 22nd, Olympic gold medalist Kerri Walsh Jennings hosted a charity Hampton Volley Tournament at Kirk Park Beach in Montauk. The tournament featured eight dynamic teams, uniting elite professional athletes, local lifeguards, and community members. Net proceeds from the tournament will go to the Hampton Lifeguard Association and P1440 Foundation, aiming to unite, empower, and inspire through the transformative sport of beach volleyball. ⁠
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Simultaneously, a VIP gifting suite and lounge at Hero Beach Club in Montauk kept the momentum going with music by Rachel Winters and Ana Boo. To mark the special occasion, guests were treated to Hammitt bags with Montauk Tattoo personalized leather bag tags. In true VIP fashion, drinks flowed all throughout the day, compliments of Tito’s, Saint Spritz, Avaline, and Montauk Brewing Company. ⁠
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Check out the complete gallery at Hamptons.com (Link in Bio)⁠
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📸: Photography by Daniel Rahal⁠
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@kerrileewalsh  @hamptonlifeguardassociation @p1440foundation⁠
@herobeachclub @hammittla @montauktattoo @titosvodka @saintspritz @drinkavaline @montaukbrewco⁠
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#kerriwalshjennings #volley #hamptons #montauk #lifeguards
  • Montauk has a new hospitality gem: Mary Lou’s Montauk. The high-energy, design-forward concept that blends coastal dining with a sense of playful excess. Mary Lou’s offers nightly dinner service, a full cocktail lounge and weekend music programming that blends nostalgic vibes with fresh energy.⁠
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After launching in Palm Beach, the team behind Mary Lou’s, Alex Melillo, Joe Cervasio, and Topher Grubb, are bringing the vibe north, teaming up with NDT Development to open a new outpost at 474 West Lake Drive.⁠
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Alex Melillo, co-founder of Mary Lou’s, shared about the origins of the concept, why Montauk was the next natural step and what guests can expect from this summer’s new venue.⁠
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Can you walk us through the journey of how the idea for Mary Lou’s came to life?⁠
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The idea for Mary Lou’s was born out of a genuine love for creating lasting memories and shared experiences. We’ve always admired the golden era of New York’s nightlife – when people went out to truly let go, to dance without restraint, and to enjoy the moment without ego. There was a certain magic back then, a raw energy that felt authentic and uninhibited.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#marylousmontauk #marylous #dining #montauk #hamptons
  • “Tonight is our most successful benefit ever!” said Louis Bradbury, LongHouse Reserve Board President, “We’re grateful for our co-chairs Gael Towey and Raisa Lopez-Rhoden, for their incredible leadership in bringing tonight to life.” For this special evening, themed, “LUMINOSITY’, the 16-acre sculpture garden and nature sanctuary lit up with vibrant colors, live music, community love, and lots of laughter. “With 100% board participation, our benefit sold out before invitations were ever sent!“, continued Bradbury, “How many of you have come to LongHouse more than once in a year? Have you seen the four seasons here? Daffodils, cherry blossoms, and azaleas in Spring; lush green of Summer; brilliant Autumn leaves, and spectacular snowdrops and witch hazel in Winter. Tonight, we come together in gratitude for all of it.”⁠
⁠ 
Check out the full gallery at Hamptons.com

📸: BFA, Patrick McMullan/PMC/PMC, Alex Marcano⁠
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#hamptons #longhousereserve #benefit #luminosity #sculpture #music #garden #nature #easthampton #longhouse #thehamptons #summer #celebration #hamptonsummer #longisland
  • Classes are offered all summer long. Sign up on the Wolffer website to enjoy yoga or Pilates.

#wölffer #yoga #winestand #vineyard #hamptonsstyle
  • Can’t Forget Your QUAYS @quayaustralia @montaukyachtclub⁠
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(It’s pronounced “key”—and just as essential.)⁠
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As summer hits its stride, QUAY Eyewear brought the heat to Montauk Yacht Club with a picture-perfect Hamptons weekend – step-and-repeat hosted by the @tiffbaira, DJ, Caviar + Oyster Bars, cocktails, and of course exclusive giveaways from the Montauk Edit. The event celebrated QUAY’s summer-long collaboration at Montauk Yacht Club and cemented the brand’s place as a rising staple on the East End.⁠
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Simply, QUAY makes trend-forward designer eyewear for any moment or mood, and at a price that encourages adventures.⁠
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If the Hamptons are the capital of Laidback Luxury, QUAY shades pair perfectly with the aesthetic and vibe. The price range starts at surprisingly affordable ($39!) and ranges entirely reasonable ($105) – we’re here for it, QUAY!⁠
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The Montauk Edit is fantastic. I love my “Fast Lane” and am 100% considering grabbing a pair of the “ANYWAYS.” The styles are Gen-Z and Millennial-approved—no small feat.⁠
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In the Hamptons, great sunglasses are as important as your keys. Leave your gas station glasses at home, but remember, you’re in the Hamptons to have fun, so maybe don’t bring sunglasses that need an insurance policy. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#quay #montauk #hamptons #sunglasses #eyewear
  • Check out the Top Hamptons Events This Weekend:⁠
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🎒 Rebecca Minkoff Pop-Up⁠
📍 Sole East, Montauk⁠
🕘 Aug 1–10, 9am–7pm⁠
Shop signature bags & style a new summer look!⁠
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🍷 Dinner in the Vines⁠
📍 Wölffer Estate Vineyard, Sagaponack⁠
🕠 Fri, Aug 1 | 6:30–9pm⁠
A farm-to-table evening supporting the Feed Foundation.⁠
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🎤 Rosebud Baker Live⁠
📍 WHBPAC, Westhampton Beach⁠
🕗 Fri, Aug 1 | 8–9:30pm⁠
A Friday night of laughs with the comedy star.⁠
The first 3 people who Dm us ”Rosebuds” will get a pair of tickets 🙂‍↔️
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🎶 Cimafunk at Talkhouse⁠
📍 Stephen Talkhouse, Amagansett⁠
🕗 Fri, Aug 1 | 8pm⁠
Get ready to dance—Cimafunk brings the energy!⁠
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🖼️ Liaigre Summer Exhibition⁠
📍 The Barn, Bridgehampton⁠
🕚 Aug 1–25 | 11am–5pm⁠
Design meets art in this exclusive gallery experience.⁠
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🎨 Guild Hall Summer Gala⁠
📍 Guild Hall, East Hampton⁠
🕕 Fri, Aug 1 | 6–11pm⁠
Celebrating new exhibitions by Mary Heilmann & Joel Mesler.⁠
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🛶 Mecox Bay Paddle⁠
📍 Water Mill⁠
🕙 Sat, Aug 2 | 10am–12pm⁠
Explore creeks and coves with STPS.⁠
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🌊 Heart of Springs Gala⁠
📍 Ashawagh Hall, East Hampton⁠
🕛 Sat, Aug 2 | 12–8pm⁠
An afternoon celebrating the spirit of Springs.⁠
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🎓 Hetrick-Martin “School’s Out” Benefit⁠
📍 Sagaponack⁠
🕔 Sat, Aug 2 | 5pm⁠
Taste of the Hamptons + a good cause.⁠
⁠
🎭 Joy Behar: “My First Ex-Husband”⁠
📍 WHBPAC, Westhampton Beach⁠
🕗 Sat, Aug 2 | 8pm⁠
A bold & hilarious one-woman show.⁠
⁠
📚 Friday at Five: Rue Matthiessen⁠
📍 Hampton Library, Bridgehampton⁠
🕔 Fri, Aug 1 | 5pm⁠
Meet the Pushcart Prize nominee!⁠
⁠
🐶 Mutts & Mimosas⁠
📍 Calissa, Water Mill⁠
🕛 Sun, Aug 3 | 12–4pm⁠
Brunch + adoptable pups = perfect Sunday 🐾⁠
⁠
✨ Tap the link in bio for details & tickets! ✨⁠
⁠
#rebeccaminkoff #cimafunk #hamptons #weekend #wolffer #montauk #hamptonsstyle
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