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 Road, Chilmark, MA 02535
4beds
3,490sqft
Single Family Residence
Built in 1999
3.4 Acres Lot
$6,699,900 Zestimate®
$2,106/sqft
$-- HOA
What's special
Waterfront residenceWater viewsRefined designContemporary sophisticationEasy pond accessBeautifully manicured pathMature landscaping and gardens
- 5 days |
- 329 |
- 13 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Rose E Ryley 508-737-7068,
Wallace & Co. Sotheby's International Realty
Source: CCIMLS,MLS#: 22602746
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Has Heating (Unspecified Type)
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
- Stories: 3
- Exterior features: Outdoor Shower, Garden
- Has view: Yes
- Has water view: Yes
- Water view: Ocean
- On waterfront: Yes
- 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
- Architectural style: Cape Cod, Contemporary
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Poured
- Roof: Pitched, Shingle
Condition
- Updated/Remodeled, Actual
- New construction: No
- 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: $8,030,800
- Annual tax amount: $18,000
- Date on market: 6/8/2026
- Cumulative days on market: 140 days
- Road surface type: Paved
Estimated market value
$6,699,900
$6.36M - $7.03M
$6,762/mo
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 | ||
| 1/16/1998 | Sold | $1,800,000$516/sqft |
Source: Public Record Report a problem | ||
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% |
| 2022 | $14,654 +1.6% | $5,196,500 +4.9% |
| 2021 | $14,418 +3.4% | $4,954,700 +1.6% |
| 2020 | $13,946 +1.3% | $4,876,300 +2% |
| 2019 | $13,767 +4.7% | $4,780,100 |
| 2018 | $13,145 +2.9% | $4,780,100 +0.2% |
| 2017 | $12,780 -0.9% | $4,768,800 +0.2% |
| 2016 | $12,895 | $4,758,200 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 02535
Nearby schools
GreatSchools rating
- 8/10Chilmark Elementary SchoolGrades: K-5Distance: 1.9 mi
- 7/10West Tisbury Elementary SchoolGrades: PK-8Distance: 4.5 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 7.6 mi
Schools provided by the listing agent
- District: Martha's Vineyard
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Dukes County
- Chilmark
- 02535
- 308 South Road







