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
Price:
$7,350,000
MLS #:
22602746
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 22, 2026
Finished Sq Ft:
3,490
Total Sq Ft:
3,490
Lot Size:
148,104 sqft / 3.40 acres (approx)
Year Built:
1999
See this Listing
Schools
School District:
Martha’s Vineyard
Interior
Appliances
Electric Water Heater
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood
Exterior
Architectural Style
Cape Cod, Contemporary
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower, Garden
Roof
Pitched, Shingle
Stories
3
Financial
Tax Year
2026
Taxes
$18,000
Map
Community
- Address308 South Road Chilmark MA
- CityChilmark
- CountyDukes
- Zip Code02535
Market Summary
Current real estate data for Single Family in Chilmark as of Jun 17, 2026
4
Single Family Listed
168
Avg DOM
1,408
Avg $ / SqFt
$4,073,750
Avg List Price
Property Summary
- 308 South Road Chilmark MA is a Single Family for sale in Chilmark, MA, 02535. It is listed for $7,350,000 and features 4 beds, 5 baths, and has approximately 3,490 square feet of living space, and was originally constructed in 1999. The current price per square foot is $2,106. The average price per square foot for Single Family listings in Chilmark is $1,408. The average listing price for Single Family in Chilmark is $4,073,750. To schedule a showing of MLS#22602746 at 308 South Road in Chilmark, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
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