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.
For sale
$7,350,000
308 South Rd, Chilmark, MA 02535
4beds
3,490sqft
Est.:
Single Family Residence
Built in 1999
3.4 Acres Lot
$7,241,200 Zestimate®
$2,106/sqft
$-- HOA
What's special
Private dockWaterfront south shore retreatWater viewsGenerous water viewsEasy pond accessBeautifully manicured pathMature landscaping and gardens
- 3 days |
- 696 |
- 16 |
Zillow last checked: 8 hours ago
Listing updated: January 09, 2026 at 06:52am
Listed by:
Rose E Ryley 508-737-7068,
Wallace & Co. Sotheby's International Realty
Source: Martha's Vineyard MLS,MLS#: 32600003
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Electric Water Heater
Features
- Flooring: Hardwood
- Basement: Finished,Interior Entry,Full
- Has fireplace: No
Interior area
- Total structure area: 3,490
- Total interior livable area: 3,490 sqft
Video & virtual tour
Property
Features
- Exterior features: Dock
- Has view: Yes
- View description: Ocean
- Has water view: Yes
- Water view: Ocean
- Waterfront features: Ocean Front, Lake Front
- Body of water: Chilmark Pond
Lot
- Size: 3.4 Acres
Details
- Parcel number: CHIL M:24 P:204
- Zoning: RES
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 1999
- Major remodel year: 2018
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chilmark
Financial & listing details
- Price per square foot: $2,106/sqft
- Tax assessed value: $7,649,400
- Annual tax amount: $17,211
- Date on market: 1/9/2026
- Road surface type: Paved
Estimated market value
$7,241,200
$6.88M - $7.60M
$6,762/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/9/2026 | Listed for sale | $7,350,000$2,106/sqft |
Source: LINK #43955 Report a problem | ||
| 10/31/2025 | Listing removed | $7,350,000$2,106/sqft |
Source: Martha's Vineyard MLS #32500143 Report a problem | ||
| 9/16/2025 | Price change | $7,350,000-7.5%$2,106/sqft |
Source: Martha's Vineyard MLS #32500143 Report a problem | ||
| 5/8/2025 | Listed for sale | $7,950,000+57.4%$2,278/sqft |
Source: Martha's Vineyard MLS #32500143 Report a problem | ||
| 1/22/2007 | Sold | $5,050,000+180.6%$1,447/sqft |
Source: LINK #11170 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,211 +10% | $7,649,400 +3.7% |
| 2024 | $15,644 +4.2% | $7,379,300 +29.3% |
| 2023 | $15,010 +2.4% | $5,707,100 +9.8% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$42,089/mo
Principal & interest
$36453
Property taxes
$3063
Home insurance
$2573
Climate risks
Neighborhood: 02535
Nearby schools
GreatSchools rating
- 10/10Chilmark Elementary SchoolGrades: K-5Distance: 1.9 mi
- 8/10West Tisbury Elementary SchoolGrades: PK-8Distance: 4.5 mi
- 5/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 7.6 mi
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