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Hamptons.com
April 30, 2015

The Dirty Little Secret Of Hamptons Real Estate

Sponsored Guest Post by Gary R. DePersiaby Sponsored Guest Post by Gary R. DePersia
in Real Estate
Home Real Estate

For years, prices of properties South of the Highway (SOH) have dominated the Hamptons real estate market. But, you might be shocked to find out that a trend is emerging North of the Highway (NOH).

The Times, They Are A-Changin’

Gin Lane, Meadow Lane, Lily Pond Lane, Further Lane… Just some of the fabled byways that would evoke visions of exclusive estates and pricey real estate in the minds of buyers with their real estate brokers salivating at the thought of the sizeable commissions to come. From Southampton to Amagansett, the affluent buyer and their fortunate brokers would jockey for the best properties on the ocean, bays, ponds, farm fields and villages that define the exclusive areas south of 27 (SOH). However Montauk Highway, our Mason-Dixon line, is starting to find itself besieged as less familiar roads with names such as Scuttle Hole, Day Lily, Robertson, Ferry, Deerfield and Hayground gain prominence. Indeed there is a large and growing number of buyers in the know who have discovered the many benefits and attractions of being North of the Highway.

Money, Money, Money

For years, one of the primary reasons to buy north was money. Houses and land were simply less expensive once you crossed “the Highway.” But look at these numbers… $36 million on Ferry Road, $20+ million on Day Lily Lane, $12.5 million on Cedar Street, and $9.75 million on Main Street in Sag Harbor. Those are just some of my significant NOH trades over the last decade. Suddenly “those” people who would buy North of the Highway have turned into “the” people savvy enough to pioneer the changing landscape of the Hamptons. Certainly with the resources to purchase wherever they wanted, the buyers on the streets above opted for special properties in unique locations. And the trend is bound to continue. In North Haven alone, there are four listings over $20 million, while from Southampton to Montauk, the landscape NOH is littered with other pricey properties for sale that are garnering significant attention. Still, the buyer unconcerned with proximity to the beach is finding tremendous opportunities and superlative values at prices far below its SOH counterparts. Hard pressed to find newly constructed, two acres estates with tennis South of the Highway for much less than $15 million, buyers are discovering that from Southampton to Bridgehampton, there are a variety of options available from just over $4 million to under $10 million. Looking for a nice, new house on an acre SOH for under $5 million? Don’t look on Parsonage, Hedges or Daniels Lanes in Sagaponack. Nor should you look on Ocean Road, Lily Pond or Further Lane where the starting prices are bound to be over $7 million. But, merely cross over to the other side, and options abound for new construction well below for what you could find for the same house SOH.

I Love Rock & Roll

And, rockers seem to love North of the Highway too. Mr Margaritaville, The Piano Man, Sir Paul and the Material Girl all call NOH home. Media darlings Matt Lauer, Christie Brinkley, and Alec Baldwin, as well as former Mayors Rudy Giuliani and Michael Bloombrg hang their hats well north of 27. Prominent people from all walks of life have discovered the open fields, the wooded seclusion and the broad bay fronts that define the many different areas NOH. Play golf? With the exception of the Maidstone, every 18-hole golf course IS North of the Highway, from the historic Shinnecock in Southampton to the tony East Hampton Golf course bordering the Springs and all the way to the very good and public Montauk Downs. Many Hamptonites actually plan their purchases so that the only long driving they do is from the tee.

Build It and They Will Come

When he started building on 14 Hills Court and the very northern reaches of Deerfield Road in the mid ’90s, Joe Farrell could not have imagined that only 20 years later he would be offering and selling houses from $8 million to nearly $10 million on the farm fields of Bridgehampton North. But that’s exactly what he is doing. Having just sold the first of five houses he is building on 2 acre lots with tennis within the fabled Two Trees Farm, Farrell has embraced NOH with renewed vigor offering numerous options from $3 million and up, setting the stage for other builders and developers to capitalize on the need for great, new construction at prices that could not be achieved south of 27. Want something with tennis at a price? I represent 5 houses from a variety of builders ready to go right now from just under $5 million to $6.5 million, several bordering open reserve. You’re not finding that on the other side of 27. Call me and let me show you.

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  • Quogue Wildlife Refuge held its beloved “Light The Night” trail walk. I’ve heard through the grapevine that the annual walk is magical, peaceful, and paints the dreaded cold winter nights in a whole new light (literally).⁠
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The community braced the cold, freezing temperatures as they followed a lantern trail and entered a quaint marketplace with a Hamptons Coffee Company booth serving delicious, complimentary hot chocolate in reusable mugs, a merch booth with an impressive selection of animal stickers, beanies, pins, maps, stuffed animals, and my personal favorite, a bandana with a map of the Refuge. A must-have for any wildlife fanatic.⁠
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📸: Quogue Wildlife Refuge & Dennis Maroulas & Hamptons.com⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#quoguewildliferefuge #lightthenight #trail #community
  • As the Hamptons’ ultra-luxury sector accelerates—with sales above $20 million doubling year-over-year—an architecturally significant coastal contemporary estate has entered the market at $32 million.⁠
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Located at 200 Rose Hill Road in Water Mill, the newly constructed residence spans approximately 19,000 square feet across three levels and is set on 2.29 landscaped acres overlooking a 65-acre agricultural reserve. Mecox Bay lies at the end of the street, with Atlantic Ocean beaches just moments beyond.⁠
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Recently acquired by Moskow Management Trust and offered fully furnished, the gated estate is exclusively represented by Vince Horcasitas of Saunders & Associates.⁠
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@vinceinthehamptons⁠
@hamptonsrealestate⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
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#hamptons #realestate #luxury #watermill
  • Check out the Top Hamptons Events This Weekend!⁠
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From art openings to live music and family fun — here’s what’s happening:⁠
⁠
🖼 Opening Reception: Reclaiming Death Exhibition⁠
📍 Ma’s House, Southampton⁠
🕔 Saturday, Feb 28 | 5–8PM⁠
A powerful group exhibition featuring 20 artists exploring personal and cultural end-of-life practices.⁠
⁠
🎬 2026 Oscar-Nominated Short Films at Sag Harbor Cinema⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Catch this year’s Oscar-nominated Animated, Documentary, and Live Action shorts.⁠
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👨‍👩‍👧 Family Day at Guild Hall⁠
🕐 Saturday, Feb 28 | 1–3PM⁠
Stop-motion films, tours, and hands-on activities for all ages.⁠
⁠
🥾 Four Ponds Hike⁠
📍 Long Pond Greenbelt Nature Center, Bridgehampton⁠
🕙 Saturday, Feb 28 | 10AM–12PM⁠
A scenic 3.5-mile hike with pond views.⁠
⁠
🎸 The Surfcasters: A Led Zeppelin Celebration at Bay Street Theater⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Classic rock energy all night long.⁠
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🎻 Clarice Jensen Live at The Church⁠
🗓 Sunday, March 1 | 3–4:30PM⁠
A contemporary classical performance from her latest album.⁠
⁠
🎨 Clay Workshop for Kids⁠
📍 Mudita, Water Mill⁠
🕚 Saturday, Feb 21 | 11AM–12PM⁠
Hands-on creative fun with clay.⁠
⁠
🎤 The Seismatics at Stephen Talkhouse⁠
🗓 Feb 27 | 8PM⁠
Modern + classic rock hits.⁠
⁠
🍷 Wine Wednesday at Nick & Toni’s⁠
🗓 March 4 | 5:30–7PM⁠
Discover highlights from Frederick Wildman.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #arts #oscars #easthamptons #weekend
  • Charlie Fox Dispensary wants you to know what you put in your body.⁠
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So, if you’re looking for a clear, uncluttered, and elevated cannabis experience, Charlie Fox is for you. If you’re a first-timer, excited to explore cannabis (now legal in New York), or a lifelong enjoyer who’s looking for the best cannabis on the East End, find it at Charlie Fox Dispensary.⁠
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New to Southampton in 2026, Charlie Fox Dispensary is elevating the Hamptons’ luxury wellness/cannabis space with edibles (and drinkables) for every occasion, CBD+, premium vapes and pre-rolls, wellness topicals and remedies, the best flower in the Hamptons, and accessories you won’t have to hide when you entertain.⁠
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Founded by the luxury-minded, hospitality-focused team behind Calissa, you already know it’s chic, with an obvious focus on boutique-level service and one-on-one facetime for anyone (over 21, obvi) who comes through the doors, open 7 days a week, 471 County Road 39 in Southampton.⁠
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Read the full article at the Hamptons.com (Link in Bio)⁠
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#charliefox #southampton
  • Husband and wife duo John and Kelly Piccinnini are thrilled to announce they will be taking over operations of the iconic Sag Harbor property at 1 Main Street, The Corner Bar, maintaining the restaurant’s original name.⁠
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The local couple, who also own The Clam Bar and Sett Coffee, both located in Amagansett, are excited to introduce a refreshed concept that honors The Corner Bar’s storied past while ushering in a new era. The vision preserves The Corner Bar’s beloved, old-school neighborhood charm while updating the design, brand, and menu for a more modern sensibility. Guests can expect a thoughtfully designed space with an approachable vibe – timeless, local, and familiar.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#cornerbar #sagharbor #hamptons #bar
  • This past week, Share the Harvest Farm welcomed a sold-out gathering of women to Wölffer Estate for its “Share the Love” Galentine’s Wine Charm Workshop, an evening of creativity, connection, and community in support of the farm’s mission to fight food insecurity on the East End.⁠
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Held at the iconic Wölffer Estate in Sagaponack, guests mingled over Rosé before designing custom wine charms under the guidance of Madison Powell of EAST + PALM. The thoughtfully curated charm bar featured botanical, coastal, and Valentine’s Day-inspired elements, with every detail reflecting EAST + PALM’s signature attention to detail. ⁠
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“Moments like these remind us that nourishing our community goes beyond the food we grow. It is also about connection, care, and showing up for one another,” said Meredith Arm, Executive Director of Share the Harvest Farm.⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
#wolfferestate #hamptons #sharetheharvestfarm #galentine
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