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59 South Shore Road & 14/14R Tripp Drive, Nantucket
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59 South Shore Road & 14/14R Tripp Drive

$39,900,000 Surfside
Price$39,900,000
AreaSurfside
Beds8
Baths8.5
Lot6.57 acres
Year built2020
TypeSingle Family Residence
MLS #92933

Just minutes from Surfside Beach, Rhythm Ranch is a rare nearly seven-acre equine estate opportunity spanning three contiguous properties that balance coastal sanctuary and countryside retreat. The main residence at 59 South Shore Road brings together two storied barn-styled structures into one expansive 9,500+ square foot home, incorporating a salvaged custom Benson timberframe from the historic Vanderbilt / Egan Estate. Inside, soaring barn-inspired ceilings set the tone for refined, rustic elegance, while a home office, gym, game room with shuffleboard, billiards, and a full bar round out the experience. The grounds are built to host, with a grand pool, spa, pool house, multiple fire pits, 36 fruit trees in its orchard and tucked-away garden spaces. The two adjacent one-acre lots at 14 Tripp Drive offer a vast canvas of open, manicured land with direct access to Nantucket's conservation trails. Conceptual drawings for an equestrian program including HDC-approved plans are available. Offering an unmatched connection to Nantucket's natural landscape, from its celebrated trails to its beloved beaches, this is a rare chance to claim something truly extraordinary. Your island legacy starts here.

Listing courtesy of J Pepper Frazier Co. · J Pepper Frazier II. Data from LINK (Listing Information Network, Inc.) as of July 12, 2026 5:12 AM ET. Information believed correct but not guaranteed; buyers should verify all details independently.
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
59 South Shore Road & 14/14R Tripp Drive photo
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THE KALMAN Co.
Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty