The Agency The Agency

John Caulfield

Broker Associate
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. John and Jen have become involved in the community, where their sons go to the local school and John coaches East Hampton Little League. You can find John playing 105 tennis, surfing, skiing, snowboarding, and golfing at the Downs or the Snowmass Club.

John has the pulse on the luxury market. Working with clients who like to invest and expand their real estate portfolios, his knowledge and local experience in the Hamptons and Aspen markets are a natural fit. He is proud to be a part of the Hamptons and Aspen Agency team and help find clients in both locales their next dream home, investment property or primary/second/third home.

Properties Listed by John

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Montauk, NY
⬆︎ $280,000
5 BD, 6.5 BA, 3,700 SQFT, Single-Family
Listing courtesy of The Agency
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East Hampton, NY
$240,000
4 BD, 4.5 BA, 4,100 SQFT, Single-Family
Listing courtesy of The Agency
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Southampton, NY
$235,000
7 BD, 6 BA, 4,900 SQFT, Single-Family
Listing courtesy of The Agency
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Bridgehampton, NY
$148,000
5 BD, 5 BA, 4,820 SQFT, Single-Family
Listing courtesy of The Agency
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Montauk, NY
$90,000
5 BD, 5 BA, 4,100 SQFT, Single-Family
Listing courtesy of The Agency
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East Hampton, NY
$37,000
3 BD, 2.5 BA, 2,800 SQFT, Single-Family
Listing courtesy of The Agency

Featured Past Transactions by John

closed
Montauk, NY
$7,350,000
0 BD, 0 BA, Single-Family
Listing courtesy of The Agency
MLS ID: a0V4U00000Gra1hUAB
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closed
East Hampton, NY
Price N/A
3 BD, 2 BA, 1,800 SQFT, Single-Family
Listing courtesy of The Agency

John's Transaction History

Address Price Type
248 West Lake Dr $7,000,000 Sold
24 Ezekills Hollow $6,500,000 Sold
225 East Lake Drive $5,750,000 Sold
32 Old Montauk Highway $5,200,000 Sold
152 Hands Creek Rd $4,000,000 Sold
5 Addie Conklin Lane (E Hampton) $3,650,000 Sold
26 Central $3,600,000 Sold
2 Homeward Lane $3,500,000 Sold
300 Hill Street $3,375,000 Sold
9 Willis Point Rd $2,950,000 Sold
29 Georgica Woods Ln $2,472,500 Sold
95 Old Farm Road $2,450,000 Sold
21 Prospect Boulevard $2,405,000 Sold
76 Cove Hollow Road $2,300,000 Sold
6 Winterberry Ln $2,250,000 Sold
68 S Essex St $1,900,000 Sold
11 Glendale Drive $1,600,000 Sold
31 S Edison Street $1,595,000 Sold
31 S Edison $1,595,000 Sold
4 N Farragut Road $1,590,000 Sold
56 Sandy Hollow Rd $1,450,000 Sold
33 Wheelock Walk $1,325,000 Sold
4 Fort Pond Road $749,000 Sold
55 S Euclid Avenue, #3B $685,000 Sold