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.
$7,350,000
308 South Road, Chilmark, MA 02535
4beds
3,490sqft
Single Family Residence
Built in 1999
3.4 Acres Lot
$6,774,700 Zestimate®
$2,106/sqft
$-- HOA
What's special
Waterfront residenceWater viewsRefined designContemporary sophisticationEasy pond accessBeautifully manicured pathMature landscaping and gardens
- 97 days
- 102
- 2
Zillow last checked:
Listing updated:
Listed by:
Rose E Ryley 508-737-7068,
Wallace & Co. Sotheby's International Realty
Source: CCIMLS,MLS#: 22602746
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,Full
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, Underground Sprinkler System
- On waterfront: Yes
- Waterfront features: Waterview, Waterfront, Pond
- Body of water: Chilmark Pond,Salt
Lot
- Size: 3.4 Acres
Details
- Parcel number: CHIL M:24 P:204
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Roof: Pitched,Shingle
Condition
- Year built: 1999
Utilities & green energy
- Water: Well
Community & HOA
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: 196 days
Estimated market value
$6,774,700
$6.44M - $7.11M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/4/2026 | Pending sale | $7,350,000$2,106/sqft |
Source: | ||
| 8/4/2026 | Contingent | $7,350,000$2,106/sqft |
Source: LINK #43955 Report a problem | ||
| 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







