Date
Details
Price
Change
Source
1/22/2026
Listed
$7,350,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/39
$7,350,000
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1/39
Property 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.
Full Property Details
Full Property Details for 308 S Rd
General
- Price: $7,350,000
- Taxes: $18,000 (2026)
- Status: Active
- Type: Single Family
- Source: CCI
- MLS ID: 22602746
- Updated: 6/8/2026
- Added to Site: 138 day(s) ago
Interior
- Number of Rooms: 10
- Appliances: Electric Water Heater
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Exterior
- Exterior Features: Outdoor Shower, Garden
Location
- County: Dukes
- Driving Directions: South Road from down-island, take a left into driveway marked 308 just before Abel's Hill.
Heating & Cooling
- Cooling Type: Central Air
Utilities
- Sewer: Septic Tank
- Water: Well
Structural Information
- Architectural Style: Cape Cod, Contemporary
- Construction: Shingle Siding
- Exterior Const.: Shingle Siding
- Basement Desc.: Finished, Interior Entry, Full
- Roof: Pitched, Shingle
- Stories/Levels: 3
- Square Feet: 3,490
- Sq. Ft. Source: Plans
- Year Built: 1999
- Property Condition: Updated/Remodeled, Actual
Lot Features
- Lot Size (Acres): 3.4
- Lot Size (Sq. Ft.): 148,104
- Lot Size Source: Assessor
- Frontage: Public
- Street/Road Desc.: Paved
- Zoning: RES
Water Features
- Water Front: Yes
- Water View: Yes
Financial Considerations
- Price Per Sq. Ft.: $2,106
- Assessment Amount: $8,030,800
- Land Assmt: $5,197,200
- Tax Amount: $18,000
- Tax Year: 2026
Disclosures and Reports
- Special Conditions: None
- Property ID: CHIL M:24 P:204
Listed by Wallace & Co. Sotheby's International Realty, Rose E Ryley
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 308 S Rd —
Rose E Ryley
Wallace & Co. Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 308 S Rd
School Districts:Up-Island Regional School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Chilmark Elementary School 8 State Road, Chilmark, MA 02535 | PK-5 | 1.9 mi |
West Tisbury Elementary School 401 Old County Road, West Tisbury, MA 02575 | PK-5 | 4.5 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 7.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 308 S Rd
Tax History
Tax History for 308 S Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,211
10%
$7,649,400
4%
2024
$15,644
4%
$7,379,300
29%
2023
$15,010
2%
$5,707,100
10%
2022
$14,654
2%
$5,196,500
5%
2021
$14,418
3%
$4,954,700
2%
2020
$13,946
1%
$4,876,300
2%
2019
$13,767
5%
$4,780,100
—
2018
$13,145
3%
$4,780,100
—
2017
$12,780
-1%
$4,768,800
—
2016
$12,895
3%
$4,758,200
—
2015
$12,555
13%
$4,773,600
6%
2014
$11,119
—
$4,483,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 308 S Rd
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- Single Family
- Active
- Updated 4 days ago
- 7Beds
- 5Total Baths
- 6,921Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 3,158Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,425Sq. Ft.
- Single Family
- Active
- Updated 2 hours ago
- 3Beds
- 2Total Baths
- 1,302Sq. Ft.
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- Single Family
- Active
- Updated 13 hours ago
- 4Beds
- 5Total Baths
- 3,927Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,110Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 2Total Baths
- 1,627Sq. Ft.
308 South Road, Chilmark, MA 02535 (MLS# 22602746) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 308 South Road is currently listed for $7,350,000 and was received on January 22, 2026. Want to learn more about 308 South Road? Do you have questions about finding other Single Family real estate for sale in Chilmark? You can browse all Chilmark real estate or contact a Coldwell Banker agent to request more information.