
308 South Road, Chilmark, MA 02535
Dukes County
Key Facts
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Cape
Year Built
1999
Living Area
3,490 sq ft
Lot Size
3.4 sq ft
Parking Spaces
7
Zoning
RES
Days on Market
131
MLS® Listing#
73478310
Property Features
Cooling
Heating
Basement
Lot Features
Foundation
Sewer
Water Source
Financial Details
HOA
None
Annual Taxes
$18,310
Tax year 2026
Assessed Value
$8,030,800
Parcel Number
3567078
Directions
South Road from down-island, take a left into driveway marked 308 just before Abels Hill.
Affordability Calculator
$1,470,000
Estimated monthly payment
$39,120/mo
Principal $5,880,000 · Est. interest $8,203,123 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Chilmark, MA
- $1,000,000
- Median Listing Price
- 44
- Median Days on Market
- 3,458
- Median Sq Ft
- $1,831
- Median Price / Sq Ft
- 18
- Active Listings
- This home’s price is 635% above the area median.
- Its price per sq ft is 15% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Chilmark, MA.
Location
Points of Interest in Chilmark, MA
Showing the Chilmark area map.
Nearby Schools
Chilmark Elementary
Elementary · 1.9 mi away
Island Childrens School
School · 4.3 mi away
West Tisbury School
Elementary · 4.5 mi away
Martha's Vineyard Public Charter School
Secondary · 5.4 mi away
Martha's Vineyard Regional High School
Secondary · 7.5 mi away
Tisbury Elementary
Elementary · 8.8 mi away
Martha's Vineyard Regional High School
Secondary · 8.9 mi away
Vineyard Montessori School
Elementary · 9.6 mi away
Oak Bluffs Elementary School
Elementary · 9.9 mi away
The Edgartown School
Elementary · 10.1 mi away
Penikese Island School
School · 12.3 mi away
Children's School of Science
School · 12.4 mi away
Mullen Hall School
School · 15.0 mi away
Village Science Playground
Elementary · 15.0 mi away
Falmouth Community School
School · 15.1 mi away
Lawrence School
Secondary · 15.1 mi away
Morse Pond School
Secondary · 15.5 mi away
Sandpiper Nursery School
School · 15.6 mi away
Teaticket Park
School · 16.3 mi away
Falmouth Public Schools - Massachusetts
School · 16.4 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 49 Gosnolds Way, Chilmark, MA | $5,200,000 | 5 | 4 | 4,044 |
| 205 South Rd, Chilmark, MA | $5,350,000 | 4 | 5 | 5,402 |
| 35 South Bowl Rd, Chilmark, MA | $5,400,000 | 3 | 2 | 2,710 |
| 61 Stonewall Road, Chilmark, MA | $5,450,000 | 5 | 4 | 3,513 |
| 308 South Road, Chilmark, MA | $7,350,000 | 4 | 5 | 3,490 |
Moving Cost Estimate
EXIT Agents in Chilmark
Listing Courtesy: Wallace & Co. Sotheby's International Realty - 5086273313
Presented by: Rose Ryley














