THE KALMAN Co.
ListingsKnow NantucketAbout
Contact Sean
No longer on the marketOff the market since September 2026Surfside
Last asking price $39,900,000

59 South Shore Road & 14/14R Tripp Drive

StatusOff market
Off market sinceSeptember 2026
Last asking 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.

For what is for sale in Surfside now, see the Surfside guide or all current listings.

Looking for something like it?
Sean can walk you through what’s for sale in Surfside now, and what homes like this one have been selling for.
Listing courtesy of J Pepper Frazier Co. · J Pepper Frazier II. Data from LINK (Listing Information Network, Inc.) as of October 9, 2026. Information believed correct but not guaranteed; buyers should verify all details independently.
59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 1 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 2 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 3 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 4 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 5 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 6 59 South Shore Road & 14/14R Tripp Drive, Nantucket — photo 7
THE KALMAN Co.
Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty
© 2026 The Kalman Co. · Equal Housing Opportunity