The Agency (866) 371-6468

John Caulfield

Licensed Real Estate Salesperson
John Caulfield's market knowledge, keen sense of numbers, and easygoing personality make him perfectly suited to guide his clients to their perfect home or investment property. Thorough in his research and positive in his outlook, John is well-equipped to provide expertise to his buyer, seller, and investor clients.

John has over a decade of experience as a futures trader and co-founded a proprietary trading firm on Wall Street. This extensive experience gives him an advantage when it comes to buying and selling homes and predicting sound investments.It was John's personal experiences with investing that led him to real estate. When he began to make property investments in Aspen, Colorado – where he used to live – he discovered his passion for real estate.

Now living in New York, John has teamed up with his sister, Katie Haggerty, to form the Haggerty Caulfield Team. They are continuing the real estate tradition in their family, following in the footsteps of their father who owned his own construction company and their mother, who practiced real estate tax law. Together, John and Katie's shared experience and skills give them the ability to expertly guide their clients in New York City and the Hamptons through every step of the real estate process.

Since moving to New York from Aspen, John, his wife Jen, and their two young sons are enjoying their everyday city life and summer life in the Hamptons. They continue to vacation in Aspen, where they ski, golf, and are members at the Snowmass Club.
The Whitman Team

John's Listings

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in contract
New York, NY
$1,975,000
4 BD, 4 BA, 2,500 SF, single-family
The Agency exclusive
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Park Slope, Brooklyn, NY
$1,650,000
3 BD, 2 BA, 1,107 SF, condo
The Agency exclusive
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Brooklyn Heights, Brooklyn, NY
$1,450,000
2 BD, 1 BA, co-op
The Agency exclusive
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East Hampton, NY
$1,170,000
3 BD, 2 BA, 1,300 SF, single-family
The Agency exclusive
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Chelsea, Manhattan, NY
$875,000
2 BD, 2 BA, co-op
The Agency exclusive
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Midtown South, Manhattan, NY
$550,000
1 BD, 1 BA, co-op
The Agency exclusive
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Lenox Hill, Manhattan, NY
$510,000
1 BD, 1 BA, co-op
The Agency exclusive
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East Hampton, NY
$200,000
4 BD, 2.5 BA, 3,000 SF, single-family
The Agency exclusive
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Shinnecock Hills, NY
$175,560
6 BD, 5 BA, 3,620 SF, single-family
The Agency exclusive
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Montauk, NY
$160,000
4 BD, 3 BA, 4,000 SF, rental property
The Agency exclusive
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Montauk, NY
$75,000
6 BD, 8 BA, 7,300 SF, single-family
The Agency exclusive
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Montauk, NY
$70,000
4 BD, 2.5 BA, 3,000 SF, single-family
The Agency exclusive
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East Hampton, NY
$65,000
3 BD, 2 BA, 1,800 SF, rental property
The Agency exclusive
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Southampton, NY
$45,000
6 BD, 6 BA, 2,988 SF, single-family
The Agency exclusive
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East Hampton, NY
$20,000
3 BD, 2.5 BA, 2,800 SF, single-family
The Agency exclusive
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East Hampton, NY
$20,000
4 BD, 4.5 BA, 4,100 SF, single-family
The Agency exclusive

John's Transaction History

Address Type
24 Ezekills Hollow Sold
225 East Lake Drive Sold
32 Old Montauk Highway Sold
152 Hands Creek Rd Sold
2 Homeward Lane Sold
300 Hill Street Sold
9 Willis Point Rd Sold
29 Georgica Woods Ln Sold
95 Old Farm Road Sold
21 Prospect Boulevard Sold
76 Cove Hollow Road Sold
6 Winterberry Ln Sold
68 S Essex St Sold
11 Glendale Drive Sold
4 N Farragut Road Sold
56 Sandy Hollow Rd Sold
33 Wheelock Walk Sold
4 Fort Pond Road Sold