Shawkemo is the rolling stretch between Shimmo and Polpis where the land lifts into genuine hills — by island standards — and the harbor opens below. The Shawkemo Hills give the area its topography and its premium: elevated sites with water views back toward town, reached by private drives off the Polpis Road.
This is close-in country living: larger parcels, meadow and scrub-oak privacy, and a seven-to-ten-minute run to Main Street. Less storied than Monomoy, less hidden than the east end, Shawkemo is the connoisseur’s middle — and its occasional listings draw exactly that buyer.
Topography does the work here. The hills deliver what flat harborside land can’t: views over the water from genuinely private sites, with elevation easing the flood questions that waterline properties carry. Parcels run large, driveways run long, and the building stock leans to substantial homes sited for the vista.
The area reads as a quieter extension of the Shimmo–Monomoy corridor, sharing its buyers and its discretion. In LINK’s data it’s a small area with occasional trades — enough to keep a live market, few enough that each listing is an event for the short list watching.
The hills sort the market simply.
Shawkemo trades like the corridor it belongs to: infrequently, discreetly, and firmly in the island’s upper tier, with view crests commanding the premium. Its occasional feed presence — a listing or two in a typical year — makes it slightly more accessible than its tightly-held neighbors, which is exactly how buyers who know the area like it.
The live listings above are today’s public picture. As throughout the harbor corridor, part of the market moves on relationships — and the elevated sites rarely wait for a second showing.
1 active · $6,500,000 · median ask $6,500,000 · 1 land
Live from the Nantucket MLS · updated July 22, 2026 (preview — refreshed automatically by listings-sync)
Sean Kalman is a sixth-generation Nantucketer who knows the island the way only a native can — its neighborhoods, its seasons, and the difference between visiting and truly living here. Through The Kalman Co. (brokered by eXp Realty), he pairs a hospitality background with sharp market insight, guiding buyers and sellers with calm, concierge-level service from Town to 'Sconset to Madaket. sean@thekalmanco.com · thekalmanco.com
Sean Kalman, REALTOR® · The Kalman Co., brokered by eXp Realty. Equal Housing Opportunity.