This Ranch Thinks It’s A Beach Resort
This is a $40 million estate on Nantucket set up as a large coastal equestrian property with a resort-style pool and room for a lot of guests.
Specifications
- Address: 59 S Shore & 14 Tripp Drive, Nantucket, MA 02554
- Price: $40,000,000
- Bedrooms: 9
- Bathrooms: 9
- Sq. Ft: 10,150
- Pool/Hot Tub: Resort-style pool and spa
- Outdoor Features: Fire pits, planned paddocks, manicured grounds, open pasture
- Nearby: Minutes from Surfside Beach; close to bike paths, bridle trails, and cafés
- Sleeping Capacity: Sleeps 23
- MLS#: 73437103
Dark roof angles slicing through the trees. Feels tucked in, not flashy.

Big stone fire pit with rock stools. I can hear crackling already.

Clean marble island, chunky veining. Four stools daring me to snack here.

Curved gold ceiling over dark paneling. Kinda moody, kinda glam dinner spot.

Those beams though. Big airy room but still cozy with the neutral stuff.

Vaulted rec room with fancy beamwork. Looks movie nights plus board games.

Big windows under warm beams. That light makes everything feel nicer.

Brick path winding through shrubs. Feels a garden walk to nowhere.

Perfect circle lawn with a brick track around it. Oddly satisfying.

White shiplap with herringbone floors. Clean, a little farmhouse, not sterile.

Sleek rectangle pool framed by greenery. I’d waste summers right there.

That metallic freestanding tub is wild. I’d soak until the water cools.

Details
This place is basically a big Nantucket compound that mixes a horse farm with a beach house. It’s set up for a lot of people, since it has nine bedrooms and is laid out to sleep around twenty‑three. The house is new, so you’re getting modern systems and finishes, but the style leans into the barn look with tall, open ceilings and big beams. The kitchen is clearly meant for big groups, with an 8-burner range, two ovens, two dishwashers, and a lot of counter space so multiple people can cook or help out at the same time. There’s also a home office and a gym, so it’s not just a vacation house; you could stay here for long stretches and still keep a normal routine.
One of the main hangout areas is a big game room that feels like a Southern bar, with shuffleboard, a pool table, a proper bar setup, and even space for a band, so it’s geared toward hosting and parties. Outside, the whole property is treated like a private resort. You get a large pool, a spa, and several fire pits, with landscaped grounds that are kept very clean and manicured. There are open fields and planned paddocks, so if you’re into horses, it’s ready to be used as a small equestrian estate. If you’re not, you still get a lot of open space and privacy. The location is close to Surfside Beach, so you can ride or walk down to the water, and it’s near bike paths, bridle trails, and cafés for easy day-to-day outings. Overall, it’s set up as a place where you can have long, low-key days—rides or walks in the morning, pool time in the afternoon, and then everyone back around the fire pits at night.