Sam Kelly

FOUNDING PORTFOLIO MANAGER
BESPOKE HAMPTONS

NYS Licensed Real Estate Salesperson Licensed As Samuel Whelan Kelly

Meet Sam Kelly, Founding Portfolio Manager at Bespoke Real Estate and 4th generation Hamptons native.

Meet Sam Kelly, Founding Portfolio Manager at Bespoke Real Estate and 4th generation Hamptons native.

TOP .05%

OF AGENTS NATIONWIDE

RANKED #7

IN THE HAMPTONS FOR TOTAL
SALES VOLUME (2023/2024)

$1B+

IN TOTAL SALES VOLUME

#1 TRADE

NEW CONSTRUCTION OCEANFRONT
IN HAMPTONS WEST

Sam Kelly is a fourth-generation Hamptons native and a founding portfolio manager at Bespoke Real Estate. With over $1B in closed transactions and a #7 ranking for total Hamptons sales volume in 2023/2024, he brings deep-rooted fluency and competitive precision to every deal.

Sam is trusted by developers, attorneys, and architects for his ability to navigate land use, price-setting nuance, and market timing — often long before a listing hits the market. Known for his builder advisory work, he regularly consults on program design, finish strategy, and long-view positioning.

As a lifelong golfer, Sam’s network reflects the same qualities that define his brand: measured, trusted, and built over time. He’s also a husband and father of two, raising his family in the Hamptons, with real insight into how buyers think about schools, neighborhoods, and seasonal lifestyle.

Sam’s clients rely on him for one reason: clarity. From early guidance to final negotiation, every move is made with intention — and designed for results.

HAMPTONS DIVISION

MEET THE
TEAM

Meggie Gallo

PORTFOLIO MANAGER

NYS Licensed Real Estate Salesperson as Meggie Gallo

Cohl Web

PORTFOLIO MANAGER

NYS LICENSED REAL ESTATE SALESPERSON

Peter Estine

PORTFOLIO MANAGER

NYS Licensed Real Estate Salesperson

At the center is a tightly aligned team with deep experience across advisory, brokerage, and operations. Every decision is supported by a structure designed to remove friction and protect outcomes.

Featured Exclusives

NEWS &
INSIGHTS

Traditional East Hampton Estate I Bespoke Inside

The Momentum Continues For Sam Kelly In 2026.

It's A Responsibility, Not A Tagline.

Inside an Oceanfront New Construction in Westhampton Beach

Residences at The Bridge

NOTABLE
TRANSACTIONS

31 Two Mile Hollow Road, East Hampton, NY

$29,000,000

802 Town Line Road, Sagaponack, NY

$27,500,000

315 Rose Hill Road, Water Mill, NY

$24,995,000

Cobb Isle Road, Water Mill, NY

$24,950,000

520 Captains Neck Lane, Southampton

$24,400,000

196 Wyandanch Lane, Southampton

$23,750,000

232 Dune Road, Quogue, NY

$20,500,000

71 Pheasant Lane, Southampton, NY

$19,995,000

216 Old Montauk Highway, Montauk, NY

$16,500,000

91 Swans Neck Lane, Water Mill, NY

$14,995,000

162 Jobs Lane, Bridgehampton

$13,995,000

90 Dune Road, Quogue, NY

$13,975,000

478 Lopers Path, Bridgehampton, NY

$13,750,000

508 Wickapogue Road, Southampton, NY

$13,495,000

100 Glover Street, Sag Harbor, NY

$12,995,000

394 Seven Ponds Towd Road, Water Mill, NY

$12,995,000

946 Ocean Road, Bridgehampton, NY

$12,750,000

113 Jule Pond Drive, Water Mill, NY

$12,495,000

614 Sagg Main Street, Sagaponack

$11,950,000

33 Linden Lane, Southampton, NY

$11,800,000

414 Hedges Lane, Sagaponack

$11,250,000

5 Agnew Avenue, Montauk, NY

$10,995,000

2 East Drive, Sag Harbor, NY

$10,995,000

51 Wainscott Hollow Road, Wainscott, NY

$9,995,000

46 Club Lane, Remsenburg, NY

$9,995,000

3 Hickory Hills Lane, Bridgehampton, NY

$9,650,000

365 Lopers Path, Bridgehampton, NY

$9,495,000
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