$7,350,000

308 South Road, Chilmark, MA 02535

  • 4 beds |
  • 5 baths |
  • 3,490 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1999
  • Property Lot Size Icon —— sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $2,106/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

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.

Listing Status:
Active
Date Added:
February 18, 2026
Data Last Updated:
April 5, 2026 at 7:07AM
Listing Office:
Wallace & Co. Sotheby's International Realty : 508-627-3313
Listing Agent:
Rose Ryley : 508-737-7068
MLS ID:
73478310
  • Basement: FullWalk-Out AccessInterior Entry
  • A/C: Central AirHeat PumpActive SolarDuctless
  • Heating: Forced AirHeat PumpActive SolarDuctless
  • Fireplace: Fireplaces: 0
  • Style: Cape
  • General: Multi/SplitConcrete Perimeter
  • Originating MLS: MLS Property Information Network
  • County: Dukes
  • Zoning: RES3567078
  • View: Scenic View(s)
  • Fencing: Fenced/Enclosed
  • Water: Private
  • Sewer: Private Sewer
  • Source: MLS Property Information Network

This listing courtesy of Rose Ryley , Wallace & Co. Sotheby's International Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

M

Martha's Vineyard Regional High School

100 Edgartown Vineyard Hvn # R, Oak Bluffs, MA, 02557

Grades 9-12

7.55 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.