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
$6,896,900 Zestimate®
$2,106/sqft
$-- HOA
What's special
Waterfront residenceWater viewsRefined designContemporary sophisticationEasy pond accessBeautifully manicured pathMature landscaping and gardens
- 125 days |
- 819 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
Rose Ryley,
Wallace & Co. Sotheby's
Source: LINK,MLS#: 43955
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Heating
- Heat Pump
Appliances
- Included: Stove: Viking, Washer: Yes
Features
- A, AC, Ins, Irr, MiniSplit, OSh, Floor 1: See floor plans, Floor 2: See floor plans
- Flooring: Hardwood
- Basement: See floor plans
- Fireplace features: No
Interior area
- Total structure area: 3,490
- Total interior livable area: 3,490 sqft
Video & virtual tour
Property
Parking
- Parking features: Ample driveway parking
Features
- Exterior features: WViews, Deck, Garden, Patio, PvtBch, DdBch
- Has view: Yes
- View description: D/Oc
- Has water view: Yes
- Water view: D/Oc
- Waterfront features: Pond
- Frontage type: Pond
Lot
- Size: 3.4 Acres
- Features: Beautifully landscaped tiered yard with gorgeous water views
Details
- Additional structures: Solar Panels and Storage shed
- Parcel number: CHILM24P204
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured concrete - full basement
Condition
- Year built: 1999
- Major remodel year: 2018
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
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: 1/9/2026
- Listing agreement: E
Estimated market value
$6,896,900
$6.55M - $7.24M
$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
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Dukes County
- Chilmark
- 02535
- 308 South Rd
Nearby cities
Nearby zip codes
Other Chilmark Topics
