8 beds10,147 sqft$3,932/sqft
59 S South Shore Road & 14 & 14R Tripp Drive, Nantucket, MA 02554
Est: $206,493/moGet pre-approved

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,...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 UPDATED: 07/10/2026 06:35 PM

Property Details for 59 South South Shore Road & 14 & 14R Tripp Drive

Status
MLS #
93104
Days on Market
77
Taxes
$44,236 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
1 Family / Single Family Residence
Year Built
2020
Lot Size
6.57 AC / 286,189 SF
Zoning
LUG2
View
None, Pasture

Location

Listing Courtesy of: .

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Building Information for 59 South South Shore Road & 14 & 14R Tripp Drive

Stories-Year Built2020Building Size-Lot Size6.57 AC / 286,189 SF

Payment Calculator

$206,493 per month

30 year fixed, 6.55% Interest

Principal and Interest

$202,807

Property Taxes

$3,686

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 59 South South Shore Road & 14 & 14R Tripp Drive

Summary
Location and General Information
  • Latitude: 41.2491114
  • Longitude: -70.1045694
  • GeoLocked: Yes
  • GeoPrecision: CUSTOM
  • Listing ods: Patio, P/Pool, Gym, H/Tub, Garden
  • MLS Area Major: Surfside
Taxes and HOA Information
  • Tax Lot: 6
  • Tax Map Number: 80
Parking
  • Parking Features: 14
Property
Lot Information
  • Property Type: 1 Family
Property and Assessments
  • Parcel Number: 308
  • Photos Count: 56
  • Deed No: 9999
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2020
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Basement: The lower level offers additional bedrooms and full bathrooms alongside a dedicated gym.
  • Exterior Features: Patio, P/Pool, Gym, H/Tub, Garden
  • Frontage Type: None
Interior Features
  • Main Level Bedrooms: 1
  • Other Structures: Cabana studio with bathroom.
  • Rooms Total: 16
  • Appliances: Stove: 2, Washer: 2
  • Fireplace Features: 2
  • Fireplace: No
  • Flooring: 3
  • Furnished: Unfurnished
  • Heating: Other
  • Interior Features: AC,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.

Property History for 59 South South Shore Road & 14 & 14R Tripp Drive

DateEvent & SourcePriceAppreciation
May 22, 2026

Listed (Active)

NANTUCKET_LINK #92933

$39,900,000
May 22, 2026

Listed (Active)

NANTUCKET_LINK #93104

$39,900,000
Dec 31, 2025

Expired

MLS PIN #73437103

$39,900,000
DateEvent & SourcePrice
05/22/2026

Listed (Active)

NANTUCKET_LINK #92933

$39,900,000
05/22/2026

Listed (Active)

NANTUCKET_LINK #93104

$39,900,000
12/31/2025

Expired

MLS PIN #73437103

$39,900,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 59 South South Shore Road & 14 & 14R Tripp Drive

Taxable ValueLand$977,000Additions$9,360,800Total$10,337,800
Tax Record2025$33,908 ($2,826 / month)
Home Facts
Beds0Lot Size199,354 SqFtStyleSingle Family ResidenceZoningLUG2CountyNANTUCKETAPNNANT M:00080 P:00308

Schools near 59 South South Shore Road & 14 & 14R Tripp Drive

This home is within Nantucket School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 6 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
Nantucket Elementary School
PublicPK to 2

Cyrus Peirce Middle School
Public6 to 8

Nantucket High School
Public9 to 12

Nantucket Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

59 South South Shore Road & 14 & 14R Tripp Drive is a single family home for sale in Nantucket, MA 02554. This property was listed for sale on May 22, 2026 by Compass, it's currently listed at $39,900,000. It has been on the market for a total of 77 days and was last sold on December 1, 2020. This listing's school district is Nantucket School District. Nearby schools include Nantucket Elementary School, Cyrus Peirce Middle School and Nantucket High School. 59 South South Shore Road & 14 & 14R Tripp Drive is a 8-bed, 9-bath, 10,147 sqft single family home built in 2020.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.