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No. 23 Most Expensive Small Town: Amagansett, N.Y.

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Small Towns, Big Money No. 50 Most Expensive Small Town: Lake Success, N.Y. No. 49 Most Expensive Small Town: Gulf Stream, Fla. No. 48 Most Expensive Small Town: Belle Meade, Tenn. No. 47 Most Expensive Small Town: Avalon, N.J. No. 46 Most Expensive Small Town: Cherry Hills Village, Colo. No. 45 Most Expensive Small Town: North Haven, N.Y. No. 44 Most Expensive Small Town: Travilah, Md. No. 43 Most Expensive Small Town: Hewlett Harbor, N.Y. No. 42 Most Expensive Small Town: Emerald Lake Hills, Calif. No. 41 Most Expensive Small Town: Lattingtown, N.Y. No. 40 Most Expensive Small Town: Del Mar, Calif. No. 39 Most Expensive Small Town: Clyde Hill, Wash. No. 38 Most Expensive Small Town: Great Neck Estates, N.Y. No. 37 Most Expensive Small Town: Munsey Park, N.Y. No. 36 Most Expensive Small Town: Chevy Chase Village, Md. No. 35 Most Expensive Small Town: Bridgehampton, N.Y. No. 34 Most Expensive Small Town: Medina, Wash. No. 33 Most Expensive Small Town: Spring Lake, N.J. No. 32 Most Expensive Small Town: Kentfield, Calif. No. 31 Most Expensive Small Town: Sea Girt, N.J. No. 30 Most Expensive Small Town: Saddle River, N.J. No. 29 Most Expensive Small Town: Yarrow Point, Wash. No. 28 Most Expensive Small Town: Chilmark, Mass. No. 27 Most Expensive Small Town: Stinson Beach, Calif. No. 26 Most Expensive Small Town: Lloyd Harbor, N.Y. No. 25 Most Expensive Small Town: Tiburon, Calif. No. 24 Most Expensive Small Town: Laurel Hollow, N.Y. No. 23 Most Expensive Small Town: Amagansett, N.Y. No. 22 Most Expensive Small Town: Muttontown, N.Y. No. 21 Most Expensive Small Town: Plandome, N.Y. No. 20 Most Expensive Small Town: Oyster Bay Cove, N.Y. No. 19 Most Expensive Small Town: Upper Brookville, N.Y. No. 18 Most Expensive Small Town: Monte Sereno, Calif. No. 17 Most Expensive Small Town: Loyola, Calif. No. 16 Most Expensive Small Town: Rancho Santa Fe, Calif. No. 15 Most Expensive Small Town: Old Westbury, N.Y. No. 14 Most Expensive Small Town: Old Brookville, N.Y. No. 13 Most Expensive Small Town: Quogue, N.Y. No. 12 Most Expensive Small Town: Brookville, N.Y. No. 11 Most Expensive Small Town: Fisher Island, Fla. No. 10 Most Expensive Small Town: Woodside, Calif. No. 9 Most Expensive Small Town: Sands Point, N.Y. No. 8 Most Expensive Small Town: Hidden Hills, Calif. No. 7 Most Expensive Small Town: Rolling Hills, Calif. No. 6 Most Expensive Small Town: Belvedere, Calif. No. 5 Most Expensive Small Town: Water Mill, N.Y. No. 4 Most Expensive Small Town: Los Altos Hills, Calif. No. 3 Most Expensive Small Town: Kings Point, N.Y. No. 2 Most Expensive Small Town: Jupiter Island, Fla. No. 1 Most Expensive Small Town: Sagaponack, N.Y.

No. 23 Most Expensive Small Town: Amagansett, N.Y.

Median home value: $1,419,438
YOY price change: -14.5%
Population: 1,164
2010 Rank: NA

An East Hampton beach town about 100 miles from Manhattan, Amagansett offers access to nearby sporting facilities, a golf club, fishing, sailing, and biking. The resort location also has a village square with restaurants and shops. It has been home to musician Paul McCartney, comedian Jerry Seinfeld, and actress Gwyneth Paltrow.

See the Zillow Home Value Index for Amagansett, N.Y.