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September 25, 2025

Ten Deals in 45 Days: Mark Greenwald’s Hamptons Hot Streak

David Andrewsby David Andrews
in Real Estate, Trending
Home Real Estate
Ten Deals in 45 Days: Mark Greenwald’s Hamptons Hot Streak

There is busy, and then there is Mark Greenwald busy. In just 45 days, Greenwald has managed what most agents might hope to accomplish over a year: 10 successful Hamptons real estate transactions. Six homes in contract, four more sold, totaling a staggering $64,830,000. For those counting: that averages out to $1.4 million per day—or about $60,000 per hour.

 

Mark doesn’t sell bubble gum; we’re talking about Hamptons homes and luxurious estates, each one representing a story, a legacy, and a client entrusting Mark with one of life’s biggest decisions. After the last 45 days, his tagline—LET MY PROFESSIONAL EXPERIENCE WORK FOR YOU—feels less like a slogan and more like mathematical proof.

 

Greenwald is known in the brokerage community for his sharp professionalism, clarity under pressure, and ability to thread deals together with efficiency. As a lawyer, Mark doesn’t lean on luck as a strategy: Mark relies on preparation, market knowledge, and a calm demeanor that inspires confidence. His recent success underscores not just volume, but the trust his clients place in him to deliver results at the highest level.

 

Beyond the numbers, what’s most telling is the pace. The Hamptons market has been active, yes—but translating opportunity into closed transactions requires hustle, strategy, and a polished approach that only a handful of agents consistently bring to the table. For Mark, the rhythm of contracts and closings reflects a consistent drive to maintain momentum at the highest level.

 

Ten deals in 45 days is obviously impressive, next-level production—it’s a case study in what happens when talent, timing, and professionalism meet.

 
What do you attribute this streak of 10 transactions in 45 days to?

 

Good relationships, listening to the goals of buyers and sellers, and understanding the market on a granular level are key.  

 

How do you balance speed with thoroughness when the market is moving so quickly?

 

Having been a real estate attorney in a prior life and having brokered transactions in the Hamptons for over 20 years, I understand that making the deal is only the first step; moving the transaction forward to contract and closing requires diligence and expertise throughout this process.  Working here every day, knowing the value of a property when it hits the market, allows me to do the best for my clients.

 

Of the recent deals, was there one that stood out as especially challenging or rewarding?  

 

I truly treat each deal as the most important deal, these are important transactions for the principals involved.  I can also say that I do not give up…I will fight for a deal to its completion!

 
Beyond the end result, what do you think your clients value most about working with you?

 

I am very fortunate to have great clients and many repeat clients as well.  I think they do appreciate that they work directly with me. 

 

Do you view this run as a reflection of the current Hamptons market or your personal approach to real estate?

 

This is a combination of both. It was definitely a very busy summer and I do think that this fall will continue to be strong. 

 
How do you sustain this kind of pace without burning out?

 

Of course, we each need to find a balance to keep the right perspective, for me, it’s an appreciation of our natural surroundings, running, playing tennis, spending time with my children and family.  It also helps that I truly love what I do and have great support.

 

You still have some fantastic exclusive listings. What’s one that you are particularly excited about?

 

I represent a beautiful Meadow Lane bayfront property with expansive views, a double lot, over 300’ wide with a waterfront swimming pool.

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LOCAL EVENTS

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Learn To Play Mah Jongg with Gatherings Social Club

October 31 @ 01:00 PM - November 21 @ 03:00 PM
The Hamptons
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Halloween Party for Kids in Westhampton Beach

October 31 @ 03:30 PM - October 31 @ 05:30 PM
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Aperitivo (Sunset Cocktails)

October 31 @ 05:00 PM - October 31 @ 08:00 PM
The Baker House 1650
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Calissa’s Annual Halloween in the Hamptons Party

October 31 @ 05:00 PM - November 1 @ 02:00 AM
Calissa Hamptons, 1020 Montauk Hwy, Water Mill, NY 11976
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Roses Grove Band at The Stephen Talkhouse

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Top Hamptons Hot Spots for Apple Picking, Pumpkin Picking, and Family Fun!

Top Hamptons Hot Spots for Apple Picking, Pumpkin Picking, and Family Fun!

  • Dust off your favorite witch’s hat and opt for a paddleboard instead of a broom for Paddle Diva & Wych’s Bloom’s inaugural Witches Paddle on Wednesday, October 29, from 4–6 p.m. at Paddle Diva (10 Boat Yard Rd., East Hampton, NY). A portion of the proceeds will go to the Surfrider Foundation’s Eastern Long Island Chapter and its efforts to protect the world’s oceans, waves, and beaches through dedicated activism. ⁠
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We’ve all seen Witches Paddles grace our social media feeds, and now you can partake in the spooky fun! This tradition combines Halloween vibes with the healing power of nature as you glide and take in the beautiful Three Mile Harbor views.⁠
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Gina Bradley excitedly shared, “I am thrilled to be hosting this at Paddle Diva’s permanent location inside Swan’s Marina (formerly Vanderveer’s). This kind of paddle has been on my mind for many years, as I’ve seen them in all parts of the world, and it looks so cool seeing all the witches gracefully gliding along the water. This is particularly exciting because we’ve joined forces with Wych’s Bloom, a local herbal apothecary brand, and Surfrider to raise money and awareness for ocean and clean bay initiatives that are crucial for our waters on the East End of Long Island.”⁠
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“As an herbalist, Samhain, or Halloween, offers a special occasion for me to celebrate the healers who came before us to teach the wisdom of the plants in our region. I had seen people gathering for Witches Paddles all over the country, and as a surfer, I connected instantly with these events. When I texted Gina the idea, she was immediately in. That’s what I love about the women on the East End—they’re always up for an adventure,” shared Wych’s Bloom owner and Surfrider Foundation board member Christina Winters.⁠
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Join us in taking part in this one-of-a-kind event! Craft a witch’s outfit and set sail at the inaugural Witches Paddle for a great cause.⁠
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@paddlediva @wychs_bloom⁠
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#witch #witchespaddle #paddlediva #hamptons #halloween #easthampton⁠
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  • Check out the top Hamptons events this weekend!⁠
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🍎 Wölffer’s Cider Fest⁠
📅 Sat, Oct 25 | ⏰ 2–5PM⁠
📍 The Wine Stand, Sagaponack⁠
Sip cider, enjoy live music, games, and lobster rolls!⁠
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🍦 Buddhaberry’s Spooktacular Costume Party⁠
📅 Sat, Oct 25 | ⏰ 2–4PM⁠
📍 Buddhaberry, Southampton⁠
Bingo, trivia & costume prizes galore!⁠
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👻 Haunted Village⁠
📅 Sat, Oct 25 | ⏰ 11AM–4PM⁠
📍 Southampton History Museum⁠
Ghost stories, pumpkin carving & trick-or-treating!⁠
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🧙‍♀️ CMEE’s Halloween Bash⁠
📅 Fri, Oct 24 | ⏰ 4–6PM⁠
📍 CMEE, Bridgehampton⁠
Spooky crafts, games & costume contest!⁠
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🎬 The Horror Show at Sunset Theater⁠
📅 Oct 24–30⁠
📍 Westhampton Beach⁠
7 nights of scary movies 🍿⁠
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🎧 Halloween Silent Disco Dance Party⁠
📅 Sat, Oct 25 | ⏰ 7–10PM⁠
📍 Guild Hall, East Hampton⁠
3 channels, endless grooves—disco, funk & more!⁠
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🐾 Canines in Costume at LongHouse Reserve⁠
📅 Sat, Oct 25 | ⏰ 10:30AM–12:30PM⁠
📍 East Hampton⁠
Dress up your pup + enjoy treats & fun!⁠
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🎃 Bridgehampton Halloween Parade⁠
📅 Sat, Oct 25 | ⏰ 10–11AM⁠
📍 Hampton Library, Bridgehampton⁠
Trick-or-treat parade down Main Street!⁠
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🎸 The Cherry Bombs at The Stephen Talkhouse⁠
📅 Fri, Oct 24 | ⏰ 8PM⁠
📍 Amagansett⁠
Rock out all night! 🤘⁠
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🌲 Enchanted Forest Trail⁠
📅 Oct 25–26 | ⏰ 12–1:30PM⁠
📍 Quogue Wildlife Refuge⁠
Costume walk + crafts + games!⁠
⁠
🥁 Annual Ragamuffin Parade⁠
📅 Sun, Oct 26 | ⏰ 1PM⁠
📍 Sag Harbor⁠
Parade fun for all ages + pets!⁠
⁠
🐶 Little Lucy’s Annual Pet Parade⁠
📅 Sat, Oct 25 | ⏰ 1–4PM⁠
📍 Agawam Park, Southampton⁠
Prizes, live music & celebrity judges!⁠
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🕸️ Solé East’s Halloween Party⁠
📅 Sat, Oct 25 | ⏰ 8PM⁠
📍 Montauk⁠
Win a free weekend stay for best costume!⁠
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🍁 Centro’s Fall Festival⁠
📅 Sun, Oct 26 | ⏰ 12–5PM⁠
📍 Hampton Bays⁠
Pumpkin decorating, drinks & local vendors!⁠
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🔗 Click link in bio for more events at Hamptons.com⁠
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#hamptons #halloween #pumpkins #scarymovies #southampton #sagharbor #easthampton #costumes
  • East Hampton’s streets came alive with wagging tails and smiling faces for ARF’s 32nd Annual Stroll to the Sea Dog Walk. Families, friends, and their dogs gathered at the historic Mulford Farm, where the morning kicked off with vendors, photo ops, custom merchandise, contests, and prizes.

@arfhamptons 

#arf #hamptons #community #mainbeach #adoptdontshop❤️
  • Last Saturday, Wölffer held its annual harvest party at its scenic vineyard in Sagaponack. The annual fest brought together friends, families, and wine lovers to toast the season and harvest behind every bottle of Wölffer wine.⁠
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📸: Cameron Burton⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#wolffer #hamptons #wolfferwine #harvestparty
  • From Hollywood red carpets to Milan exhibits and Hamptons fashion shoots, Filbert Kung has photographed the world—but it’s his quiet, unguarded, and attentive nature that reveals the artist behind the lens.⁠ @filbert_kung 
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I met Filbert Diego Kung at a Grey/Ven fashion event in Amagansett last summer. He’s one of those rare photographers who instantly puts you at ease—calm, composed, and naturally good at making anyone feel like they belong in front of his lens. Had I known then just how in-demand Filbert is in the fashion and photography world, I probably wouldn’t have asked him to snap a few shots of me goofing off on the red carpet. But maybe that makes me a model? Either way, it was my first glimpse of how effortlessly he captures people as they are. In my case, goofy-but-make-it-chic.⁠
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Since then, I’ve seen him popping up around the Hamptons, often between flights to LA, Miami, or wherever the next big editorial or campaign takes him. Originally from the Philippines, Filbert has spent over fifteen years building a career that bridges Hollywood red carpets, high-fashion editorials, and fine art portraiture. ⁠
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Read the interview at Hamptons.com (Link in Bio)⁠
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⁠#photographer #photography #hamptons
  • From fall festivals to concerts, a lot is happening in the Hamptons this weekend! ⁠
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Check out the top Hamptons events this weekend!⁠
⁠
🎃 Fall Festival at Good Ground Park⁠
📍 Hampton Bays | 🗓️ Fri, Oct 17 | 🕓 4–6PM⁠
Bring your pre-carved pumpkin & compete for prizes! Games, food truck, costume parade & more!⁠
👉 Link in bio⁠
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🍷 Wölffer’s Candlelight Fridays⁠
📍 Sagaponack | 🗓️ Fri, Oct 17 | 🕓 4–7PM⁠
Live music, seasonal pairings & cozy vibes 🍁⁠
👉 Link in bio⁠
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🖼️ Like No One: Michael McDowell Exhibition⁠
📍 East Hampton | 🗓️ Oct 17–19⁠
🎉 Opening reception: Sat, Oct 18 | 4–8PM⁠
Fine art lovers, don’t miss this!⁠
👉 Link in bio⁠
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📚 BookHampton: Caroline Sutton in Conversation⁠
📍 East Hampton | 🗓️ Sat, Oct 18 | 🕕 6PM⁠
Nature meets literature in this insightful author talk.⁠
👉 Link in bio⁠
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👟 Shelter Island Fall 5K Run/Walk⁠
📍 Shelter Island | 🗓️ Sat, Oct 18 | 🕚 11AM–2PM⁠
Run/walk for a cause—supporting Breast Cancer Awareness 💗⁠
👉 Link in bio⁠
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🏛️ 32nd Annual Landmarks Luncheon⁠
📍 Maidstone Club | 🗓️ Sat, Oct 18 | 🕦 11:30AM–2:30PM⁠
Hosted by LVIS, spotlighting the history of East Hampton’s Freetown.⁠
👉 Link in bio⁠
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🍂 Amber Waves’ Oktoberfeast⁠
📍 Amagansett | 🗓️ Sat, Oct 18 | 🕑 2–5PM⁠
Seasonal dishes, live music, dancing & games 🎶⁠
👉 Link in bio⁠
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🎻 BCM Autumn: Brooklyn Rider⁠
📍 Bridgehampton | 🗓️ Sat, Oct 18 | 🕔 5–6:30PM⁠
A powerful string quartet performance you won’t want to miss.⁠
👉 Link in bio⁠
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🍷 Cab Franc Forward Winemaker’s Dinner⁠
📍 Shelter Island | 🗓️ Sun, Oct 19 | 🕔 5PM⁠
Multi-course dinner + Cab Franc pairings = 🍽️🍇 perfection⁠
👉 Link in bio⁠
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✨ So much happening this weekend — which event are you heading to first?⁠
⁠
#hamptons #fall #fallfestival #shelterisland #5k #wine #winedinner #amberwaves #wolffer
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