308 South Road

Taxes: $18,310 (2026)

About this home

Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access. The beautifully manicured path, leads from the house to the dock, where you can launch across the pond to your own private South Shore beach lot, included in this sale. Of course the new owner also has access to iconic Lucy Vincent and Squibnocket beaches. The property is surrounded by over seven acres of abutting conservation land. The grounds are meticulously designed, with mature landscaping and gardens that feel both timeless and intentional. This is more than a residence. It's the key to embracing the Chilmark lifestyle defined by privacy, water access, and understated elegance.

Property details

Sewer

On-Site

Style

Cape, Multi-Level

Water

Private Water

Cooling

Central Air, Heat Pump, Active Solar, Ductless Mini-Split System

Heating

Forced Air, Gas, Passive Solar, Ductless Mini-Split System

Type

Detached

Waterfront

Pond, Dock/Mooring, Frontage, Direct Access, Navigable, Private

Lot

Fenced/Enclosed, Sloping, Scenic View(s)

Basement

Full, Walk Out, Interior Access

Waterview Features

Ocean