Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
No Result
View All Result
Hamptons.com
August 7, 2025

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

229
VIEWS
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.

STAY UPDATED

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

TRENDING

Check out the top Hamptons events this weekend! From Lauryn Hill performing in East Hampton to Guild Hall's Clothesline Art Sale, which event are you excited for?

Top 10 Hamptons Events This Weekend

Check out the top Hamptons events this weekend! From Lauryn Hill performing in East Hampton to Guild Hall’s Clothesline Art Sale, which event are you excited for?

Read more
The quaint, charming, and walkable town of Westhampton Beach offers a shopping scene that blends coastal style with curated sophistication. Along Main Street and its surrounding pockets, you’ll find a mix of locally owned boutiques, specialty shops, and go-to stops that reflect the relaxed yet elevated feel of the Hamptons.

Best Boutiques & Shops in Westhampton Beach

The quaint, charming, and walkable town of Westhampton Beach offers a shopping scene that blends coastal style with curated sophistication. Along Main Street and its surrounding pockets, you’ll find a mix of locally owned boutiques, specialty shops, and go-to stops that reflect the relaxed yet elevated feel of the Hamptons.

Read more
After more than 4 summers in the Hamptons, of course, Adriana Castro is at Home in the Hamptons. Chez Adriana Castro, an immersive high-fashion Hamptons residency at Capri Southampton, created with interior designer Bea Pernía of Bea Interiors Design. Open now through September 7, 2026.

Chez Adriana Castro is Totally at Home in the Hamptons

After more than 4 summers in the Hamptons, of course, Adriana Castro is at Home in the Hamptons. Chez Adriana Castro, an immersive high-fashion Hamptons residency at Capri Southampton, created with interior designer Bea Pernía of Bea Interiors Design. Open now through September 7, 2026.

Read more

Search Articles

No Result
View All Result

Events

      Pickle's Pop-up in Montauk
      Pickle's Pop-up in Montauk
      17 Jul 26
      Montauk
      Adam Baranello "There's Art Inside" Art Exhibition
      Adam Baranello "There's Art Inside" Art Exhibition
      18 Jul 26
      Southampton
      Ralph’s Coffee at Mulford Farm
      Ralph’s Coffee at Mulford Farm
      23 Jul 26
      East Hampton
      Thursday Tai Chi
      Thursday Tai Chi
      23 Jul 26
      East Hampton
      Stuart Weitzman Pop-Up
      Stuart Weitzman Pop-Up
      23 Jul 26
      East Hampton

Hamptons Surf Report

Next Post
Sabrina Rudin x Mill’s Dinner in the Garden

Sabrina Rudin x Mill's Dinner in the Garden

  • From now through July 25th, Pivotal is bringing the future we’ve all been promised to East Hampton: flying cars.

Their Helix model doesn’t require a pilot’s license to fly over eligible non-congested areas. According to Pivotal, most people can learn to fly it with just 3-4 days of training.

If you’d like to see the Helix in action, stop by Shagwong Marina this weekend for an exclusive demo.
  • The Candied Anchor is a must-visit sweet shop in the heart of Montauk, offering gourmet candy, freshly baked treats, and plenty of indulgent favorites. It’s the perfect stop for an afternoon treat or a little something to take home.

Beyond the shop, The Candied Anchor also brings the fun to local events with candy, popcorn, and ice cream carts available for catering. If you’re visiting Montauk this season, be sure to stop by. They’re open daily from 10am - 10pm.
#candy #sweets #montauk
  • The Hamptons Greek Festival brought a little slice of Greece to the East End this year, complete with traditional music, lively dancing, and an incredible sense of community. From the moment we arrived, the energy was contagious.

I, of course, went for the food, but the festival had something for everyone. The kids loved the arts and crafts area, where they spent nearly an hour making Greek masks and bracelets while we enjoyed the festivities nearby.

One pleasant surprise was how easy everything felt. The shuttle buses made parking a breeze, and before long we were enjoying one of the best gyros we’ve had: warm pita, perfectly seasoned meat, and fresh, homemade tzatziki.

Between the music, dancing, family-friendly activities, and unforgettable food, the Hamptons Greek Fest was one of the highlights of the weekend. We’ll definitely be back next year.
#greek #hamptons #greekfest
  • Looking to shop local in Montauk? Visit the Montauk Farmers Market on the Montauk Village Green every Thursday from 9am - 2pm and explore fresh produce, flowers, baked treats, and more from 40+ local vendors.

#Montauk #Hamptons
  • For the third summer in a row, Dolce & Gabbana returns to Gurney’s Montauk Resort with its signature seasonal storefront. Inspired by Italian design and set against Montauk’s picturesque coastline, it’s a standout destination for fashion lovers this summer.
#Hamptons 
@dolcegabbana
  • Sant Ambroeus has become one of the East End’s most beloved dining destinations. The place has style, serves gelato and espresso all day, offers inviting outdoor seating, and delivers a world-class dining experience.

Their fresh pasta is made with eggs, and doesn’t weigh you down like other pasta does. The signature branzino dish has become a calling card for the Southampton location.

No visit is complete without a stop at the gelato counter, where handcrafted gelato and sorbetto are churned in-house, offering a cool, classic finish to a summer meal.

You’ll see me there again sipping an espresso and pretending to be Italian. Diet starts tomorrow.
Instagram Youtube TikTok Twitter
Hamptons.com

Saunders Broadcasting Corp.

Phone: 631-613-8440
Email: [email protected]
Facebook: Facebook.com/HamptonsOnline
Twitter: @Hamptons
Instagram: @HamptonsOnline

About Us | Contact Us

Hamptons.com

  • Lifestyle
  • Events
  • Real Estate
  • Live Cameras
  • Public WiFi

Subscribe

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us

 

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

No Result
View All Result
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us