Madequecham takes its name from the valley — the green cut that runs down to the ocean between Surfside and Tom Nevers, where Madequecham Valley Road ends at a wide, lightly-used stretch of south-shore beach. The neighborhood around it is one of the island’s most open: generous lots under big sky, moorland edges, and a settled quiet that its better-known neighbors traded away years ago.
The market here is genuinely active — Wigwam Road and Waquoit Road appear regularly in the feed — and the buyers are usually people who wanted Surfside space at a calmer temperature, or Tom Nevers openness a few minutes closer to everything. With the airport five minutes north, this is also the island’s easiest south-shore arrival.
The valley is the landmark and the access: a genuine break in the shoreline plain, running to a beach that stays uncrowded because it has no facilities and needs none. Around it, the neighborhood spreads across open upland — lots that hold houses, yards, and often the guest structure that south-shore family life expects.
One honest note buyers should hear early: the airport’s approach paths cross this side of the island, and aircraft are part of the summer soundscape in parts of the neighborhood . Some buyers never notice; some care a lot. It’s a visit-the-property-in-season question — and it’s priced in, which is part of why the value here is real.
The neighborhood sorts by distance to the sand and the valley.
Madequecham trades as the south shore’s value quadrant — genuinely active, with regular feed presence and buyers arbitraging the gap between its price points and its neighbors’. That gap reflects the airport soundscape and the missing bike-path glamour, not any deficit in the beach or the land — which is why the arbitrage keeps working.
The live listings above show the current slate. Pattern to know: well-priced upland family houses move steadily, near-beach properties draw the premium hunters, and the neighborhood’s trajectory has been quietly upward as Surfside and Tom Nevers price more buyers out.
6 active · $2,995,000 – $6,995,000 · median ask $4,795,000 · 5 houses · 1 condo
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.