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14 Tripp Drive, Nantucket MA 02554

ActiveSurfside1 FamilySingle Family Residence

$6,995,000

$1,807 / sqft

Bedrooms

Bathrooms

Sq Ft

3,871

Lot

2.04 acres

Year Built

1999

Days on Market

Description

A rare equestrian opportunity awaits at 14 Tripp Drive, where a two-acre lot, subdivided into two contiguous and ultra-private one-acre lots with planning board approvals and deeded at the land court, offer a blank canvas just minutes from Surfside beach, Miacoment beach and Point of Breakers. HDC-approved conceptual plans for an equestrian program are poised to come to life, taking full advantage of direct access to Nantucket's conservation trails and expansive abutting conservation land. The property includes an existing five-bedroom house and attached two-bedroom garage apartment that is permitted for demolition or to be moved off-site. Set within a vast expanse of open, manicured land ideal for horses, riding, or a private countryside retreat, this is a rare chance to claim an unmatched connection to Nantucket's natural landscape, from its trails to its beloved beaches.

Property Details

MLS #93273

StatusActive

Property Type1 Family

Sub TypeSingle Family Residence

NeighborhoodSurfside

MLS AreaSurfside

CityNantucket

StateMA

Zip02554

List Price$6,995,000

Price / Sq Ft$1,807

Bedrooms7

Full Baths5

Half Baths0

Total Rooms10

Living Area3,871 sqft

Lot Size2.04 acres

Year Built1999

Days on Market39

ZoningLUG1

FurnishedUnfurnished

Fireplaces1 Gas

PoolNo

GarageYes

SewerSeptic Tank

Water SourceWell

Second DwellingP/Sd

OwnerTRIPP STABLE NOM TRUST

Parcel #310

Tax Map #80

Annual Tax$13,028.5

Assessed Value$1,890,700

Tax Year2026

On Market DateJul 21, 2026

First ListedJul 22, 2026

Last UpdatedSep 1, 2026

Latitude41.2504371

Longitude-70.1066689

Heating

OFHW

Parking

2 Garage, Driveway

Exterior

DeckPatioPorch

View

NonePasture

Utilities

Cbl

Appliances

Washer: Yes

Interior Features

Floor 1: Enter through the central breezeway, which doubles as a mudroom and connects to the two-car garage on one side and the main house on the other. Just inside is a first-floor bedroom and full bathroom. Beyond that, the kitchen and dining area open onto the south-facing deck. At the front of the home, a living room with a fireplace leads to the stairs up to the second floor.Floor 2: The second floor consists of a Primary Suite with ensuite bath and walk-in closet, two secondary bedrooms served by a full bath, and laundry room with washer and dryer.

Foundation

Poured Concrete

Basement

The lower level has another living areabedroombathroom and extra storage.

Lot Features

10' Utility Easement. Easement in favor of 59 South Shore Road and rear 14 Tripp Drive lot. See attached easement.Yes

Additional MLS Details

SewerSeptic Tank

ZoningLUG1

Tax Year2026

BasementThe lower level has another living area, bedroom, bathroom and extra storage.

Garage YNtrue

LINK Psf1807.0266

FurnishedUnfurnished

Owner NameTRIPP STABLE NOM TRUST

AppliancesWasher: Yes

Rooms Total10

Lot Features10' Utility Easement. Easement in favor of 59 South Shore Road and rear 14 Tripp Drive lot. See attached easement., Yes

Water SourceWell

On Market Date2026-07-21

Parcel Number310

Tax Map Number80

Pool Private YNfalse

Tax Annual Amount13028.5

Interior FeaturesFloor 1: Enter through the central breezeway, which doubles as a mudroom and connects to the two-car garage on one side and the main house on the other. Just inside is a first-floor bedroom and full bathroom. Beyond that, the kitchen and dining area open onto the south-facing deck. At the front of the home, a living room with a fireplace leads to the stairs up to the second floor., Floor 2: The second floor consists of a Primary Suite with ensuite bath and walk-in closet, two secondary bedrooms served by a full bath, and laundry room with washer and dryer.

Tax Assessed Value1890700

Fireplace Features1 Gas

Foundation DetailsPoured Concrete

Original List Price6995000

LINK Listing Dwell2P/Sd

Original Entry Timestamp2026-07-17T09:31:43.853Z

Listing Agent

Allison Mazer

Compass MA LLC

Price History

Date	Event	Price	Change
Jul 22, 2026	Listed	$6,995,000

Sales History

Date	Sale Price	List Price	Buyer	MLS #
Aug 23, 2024	$3,400,000	$3,400,000	Tripp Stable NT	91635
May 5, 2023	$3,188,800	$3,650,000	14 Tripp Drive LLC	89938

Tax History

Year	Tax Amount	Assessed Value	Land	Improvements
2026	$13,028.5	$1,890,700	—	—

Market Context

Surfside Avg

$11,741,667

Surfside Median

$6,995,000

Island Avg

$7,255,664

Island Median

$4,972,500

Property Context

Wetlands NearbyNo

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

MLS Listing #93273 — Data as of 2026-09-01