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59 South Shore Road & 14 & 14R Tripp Drive, Nantucket MA 02554

ActiveSurfside1 FamilySingle Family Residence

$39,900,000

$3,932 / sqft

Bedrooms

Bathrooms

8 + 1 half

Sq Ft

10,147

Lot

6.57 acres

Year Built

2020

Days on Market

Description

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.

Property Details

MLS #93104

StatusActive

Property Type1 Family

Sub TypeSingle Family Residence

NeighborhoodSurfside

MLS AreaSurfside

CityNantucket

StateMA

Zip02554

List Price$39,900,000

Price / Sq Ft$3,932

Bedrooms8

Full Baths8

Half Baths1

Total Rooms16

Living Area10,147 sqft

Lot Size6.57 acres

Year Built2020

Days on Market37

ZoningLUG2

FurnishedUnfurnished

Fireplaces2

PoolNo

GarageNo

SewerSeptic Tank

Water SourceWell

Second DwellingNone

OwnerJames D Feeley Tr

Parcel #308

Tax Map #80

Annual Tax$44,236.44

On Market DateMay 22, 2026

First ListedMay 22, 2026

Last UpdatedJul 3, 2026

Latitude41.2491114

Longitude-70.1045694

Heating

Other

Parking

Exterior

PatioP/PoolGymH/TubGarden

View

NonePasture

Utilities

Cbl

Flooring

Appliances

Stove: 2Washer: 2

Interior Features

AC,Disp,OSh,WdStoveFloor 1: The main level opens into a bright, airy living, dining, and kitchen space beneath soaring ceilings. A large island with bar seating anchors the room, while the living area — complete with a wood stove — connects seamlessly to the pool and porch. The east wing brings the entertainment with a full bar, shuffleboard, band stage, and a second wood stove, plus a dedicated catering kitchen for hosting at scale.Floor 2: The second level is crowed by a private primary suite with custom walk-in closets and a spa bathroom featuring a soaking tub and glass shower. A private balcony overlooks the courtyard, complete with an indoor/outdoor shower. A lofted sitting area and dedicated office space round out the level.

Basement

The lower level offers additional bedrooms and full bathrooms alongside a dedicated gym.

Additional MLS Details

SewerSeptic Tank

ZoningLUG2

BasementThe lower level offers additional bedrooms and full bathrooms alongside a dedicated gym.

Flooring3

Garage YNfalse

LINK Psf3932.1967

FurnishedUnfurnished

Owner NameJames D Feeley Tr

AppliancesStove: 2, Washer: 2

Rooms Total16

Water SourceWell

On Market Date2026-05-22

Parcel Number308

Tax Map Number80

Pool Private YNfalse

Tax Annual Amount44236.44

Interior FeaturesAC,Disp,OSh,WdStove, Floor 1: The main level opens into a bright, airy living, dining, and kitchen space beneath soaring ceilings. A large island with bar seating anchors the room, while the living area — complete with a wood stove — connects seamlessly to the pool and porch. The east wing brings the entertainment with a full bar, shuffleboard, band stage, and a second wood stove, plus a dedicated catering kitchen for hosting at scale., Floor 2: The second level is crowed by a private primary suite with custom walk-in closets and a spa bathroom featuring a soaking tub and glass shower. A private balcony overlooks the courtyard, complete with an indoor/outdoor shower. A lofted sitting area and dedicated office space round out the level.

Fireplace Features2

Original List Price39900000

LINK Listing Dwell2None

Original Entry Timestamp2026-05-19T12:09:08.623Z

Listing Agent

Allison Mazer

Compass MA LLC

Price History

Date	Event	Price	Change
May 22, 2026	Listed	$39,900,000

Tax History

Year	Tax Amount	Assessed Value	Land	Improvements
	$44,236.44	—	—	—

Market Context

Surfside Avg

$13,582,222

Surfside Median

$6,995,000

Island Avg

$6,935,068

Island Median

$4,950,000

Property Context

Wetlands NearbyNo

Source: MassGIS / FEMA NFHL. For informational purposes only — verify with Town of Nantucket.

MLS Listing #93104 — Data as of 2026-07-03