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…
The Whitman Team

John's Listings

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13 Cranberry St
Brooklyn Heights, Brooklyn, NY
⬆︎ $9,995,000
5 BD, 3.5 BA, 4,900 SF, single-family
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408 E 79th St #PH-A
Lenox Hill, Manhattan, NY
$8,995,000
4 BD, 3.5 BA, 3,549 SF, condo
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211 W 14th St #6-A
Chelsea, Manhattan, NY
⬇︎ $3,995,000
3 BD, 2.5 BA, 1,713 SF, condo
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456 W 19th St #2/3D
West Chelsea, Manhattan, NY
$2,650,000
2 BD, 2 BA, 1,466 SF, condo
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205 E 85th St #4-J
Yorkville, Manhattan, NY
⬇︎ $2,250,000
2 BD, 2.5 BA, 1,347 SF, condo
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in contract
9 Todd Dr
East Hampton, Suffolk, NY
$1,975,000
4 BD, 4 BA, 2,500 SF, single-family
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240 E Houston St #4-E
East Village, Manhattan, NY
$1,600,000
1 BD, 2 BA, 1,037 SF, condo
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in contract
33 Wheelock Walk
East Hampton, Suffolk, NY
$1,170,000
3 BD, 2 BA, 1,300 SF, single-family
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in contract
450 W 20th St #GARDEN-1
West Chelsea, Manhattan, NY
$1,150,000
1 BD, 1 BA, co-op
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383 Grand St #M-1603
Lower East Side, Manhattan, NY
$895,000
1 BD, 1 BA, 800 SF, co-op
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72 Orange St #5-A
Brooklyn Heights, Brooklyn, NY
$850,000
1 BD, 1 BA, co-op
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24-51 38th St #C-5
Astoria, Queens, NY
$795,000
2 BD, 1 BA, co-op
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220 Riverside Blvd #9-W
Lincoln Square, Manhattan, NY
$749,000
0 BD, 1 BA, condo
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70 E 93rd St #3-B
Carnegie Hill, Manhattan, NY
⬇︎ $699,000
2 BD, 1 BA, 800 SF, co-op
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61 Herbert St #1-B
Williamsburg, Brooklyn, NY
$650,000
1 BD, 1.5 BA, condo
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125 Willow Ave #4N
Hoboken, Hudson County, NJ
$489,000
1 BD, 1 BA, 670 SF, condo
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78 Long Ln
East Hampton, Suffolk, NY
$200,000
4 BD, 2.5 BA, 3,000 SF, single-family
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304 Saint Andrews Rd
Southampton, Suffolk, NY
$175,560
6 BD, 5 BA, 3,620 SF, single-family
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32 Old Montauk Hwy
Montauk, Suffolk, NY
$175,000
5 BD, 6.5 BA, 5,054 SF, single-family
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17 Old W Lake Dr
Montauk, Suffolk, NY
$160,000
4 BD, 3 BA, 4,000 SF, rental property
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225 E Lake Dr
Montauk, Suffolk, NY
$150,000
5 BD, 6.5 BA, 3,700 SF, single-family
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9 Quadrant Hill Rd
East Hampton, Suffolk, NY
$85,000
3 BD, 2.5 BA, 1,800 SF, single-family
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14 Maple St
Montauk, Suffolk, NY
$75,000
6 BD, 8 BA, 7,300 SF, single-family
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12 Fir Ln
Montauk, Suffolk, NY
$70,000
4 BD, 2.5 BA, 3,000 SF, single-family
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25 High Point Rd
East Hampton, Suffolk, NY
$65,000
3 BD, 2 BA, 1,800 SF, rental property
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36 Charla Dr
Southampton, Suffolk, NY
$45,000
6 BD, 6 BA, 2,400 SF, single-family
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59 Sandra Rd
East Hampton, Suffolk, NY
$20,000
3 BD, 2.5 BA, 2,800 SF, single-family
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6 Little Ct
East Hampton, Suffolk, NY
$20,000
4 BD, 4.5 BA, 4,100 SF, single-family
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5 Cranberry Hole Rd
Amagansett, Suffolk, NY
$20,000
4 BD, 2.5 BA, 1,725 SF, single-family

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
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