John Caulfield
Licensed Real Estate Salesperson
After spending 15 summers vacationing in Montauk, John and his family decided to make the move permanent, and haven’t looked back. John’s easygoing personality and Wall Street finance background well-equips him to provide expert guidance 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 in 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 lived for more than a decade – he discovered his passion for real estate.
Since moving to New York from Aspen, John, his wife, Jen, and their two young sons enjoy their daily beach life in Ditch Plains, where they live. John and Jen have become involved in the community, where their sons go to the local Montauk school, and John coaches East Hampton Little League. You can find John playing 105 tennis, golfing at the Downs, or on the water with his family. His family is frequently in Aspen, where they ski, snowboard, golf, and are members of the Snowmass Club.
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 in 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 lived for more than a decade – he discovered his passion for real estate.
Since moving to New York from Aspen, John, his wife, Jen, and their two young sons enjoy their daily beach life in Ditch Plains, where they live. John and Jen have become involved in the community, where their sons go to the local Montauk school, and John coaches East Hampton Little League. You can find John playing 105 tennis, golfing at the Downs, or on the water with his family. His family is frequently in Aspen, where they ski, snowboard, golf, and are members of the Snowmass Club.
John's Listings
Central Park South, Manhattan, NY
$2,799,000
1 BD, 1 BA, 808 SQFT, condo
listing courtesy of The Agency
in contract
West Village, Manhattan, NY
$1,995,000
2 BD, 2 BA, co-op
listing courtesy of The Agency
in contract
New York, NY
$1,975,000
4 BD, 4 BA, 2,500 SQFT, single-family
listing courtesy of The Agency
Lenox Hill, Manhattan, NY
$1,495,000
2 BD, 2 BA, co-op
listing courtesy of The Agency
in contract
East Hampton, NY
$1,170,000
3 BD, 2 BA, 1,300 SQFT, single-family
listing courtesy of The Agency
in contract
Park Slope, Brooklyn, NY
$1,150,000
2 BD, 1 BA, 900 SQFT, co-op
listing courtesy of The Agency
in contract
Bedford-Stuyvesant, Brooklyn, NY
$875,000
2 BD, 1 BA, 743 SQFT, condo
listing courtesy of The Agency
Central Harlem, Manhattan, NY
$625,000
2 BD, 1 BA, condop
listing courtesy of The Agency
Sutton Place, Manhattan, NY
$565,000
1 BD, 1 BA, co-op
listing courtesy of The Agency
Lenox Hill, Manhattan, NY
$475,000
1 BD, 1 BA, co-op
listing courtesy of The Agency
East Hampton, NY
$200,000
4 BD, 2.5 BA, 3,000 SQFT, single-family
listing courtesy of The Agency
Montauk, NY
$160,000
4 BD, 3 BA, 4,000 SQFT, rental property
listing courtesy of The Agency
Montauk, NY
$70,000
4 BD, 2.5 BA, 3,000 SQFT, single-family
listing courtesy of The Agency
East Hampton, NY
$65,000
3 BD, 2 BA, 1,800 SQFT, rental property
listing courtesy of The Agency
Montauk, NY
$65,000
4 BD, 4 BA, 3,400 SQFT, single-family
listing courtesy of The Agency
Montauk, NY
$40,000
4 BD, 2 BA, 2,500 SQFT, single-family
listing courtesy of The Agency
East Hampton, NY
$20,000
3 BD, 2.5 BA, 2,800 SQFT, single-family
listing courtesy of The Agency
East Hampton, NY
$20,000
4 BD, 4.5 BA, 4,100 SQFT, single-family
listing courtesy of The Agency
East Hampton, NY
$20,000
5 BD, 5.5 BA, 3,000 SQFT, single-family
listing courtesy of The Agency
Amagansett, NY
$20,000
2 BD, 2 BA, 868 SQFT, single-family
listing courtesy of The Agency
Central Park South, Manhattan, NY
$8,500
1 BD, 1 BA, condo
listing courtesy of The Agency
