308 South Road, Chilmark, MA 02535 - Photo 1

1/1

$6,500,000

Sold
Closed
Single Family
4 Beds
4 Full Baths
1 Partial Bath
3,490 Sq. Ft.
3.4 Acres

1/1

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

Sold For: $6,500,000
Taxes: $18,000 (2026)
Status: Closed
Type: Single Family
Source: CCI
MLS ID: 22602746
Added to Site: 257 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, 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
Sold by Cci.Unknownoffice, Member Non

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Listing agent

— 308 S Rd —

Rose E Ryley

Wallace & Co. Sotheby's International Realty

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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

Date

Details

Price

Change

Source

9/18/2026

Sold

$6,500,000

-11.56%

MLS

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.

11 Sage's Way, Oak Bluffs, MA 02557 - Photo 1

Just Listed

$1,710,000

11 Sage's Way Oak Bluffs, MA 02557

Lots/Land
Active
Updated 16 hours ago

2.23
Acres

9 Sage's Way, Oak Bluffs, MA 02557 - Photo 1

Just Listed

$1,685,000

9 Sage's Way Oak Bluffs, MA 02557

Lots/Land
Active
Updated 16 hours ago

2.11
Acres

8 Sage's Way, Oak Bluffs, MA 02557 - Photo 1

Just Listed

$1,635,000

8 Sage's Way Oak Bluffs, MA 02557

Lots/Land
Active
Updated 16 hours ago

1.66
Acres

10 Sage's Way, Oak Bluffs, MA 02557 - Photo 1

Just Listed

$1,785,000

10 Sage's Way Oak Bluffs, MA 02557

Lots/Land
Active
Updated 17 hours ago

2.55
Acres

85 North Reservoir Rd, West Tisbury, MA 02575 - Photo 1

Price Reduced

-$550,000 (-7.33%)

$6,950,000

85 North Reservoir Rd West Tisbury, MA 02575

Single Family
Active
Updated 3 days ago

5
Beds
7
Total Baths
4,531
Sq. Ft.

135 Mayflower Ln, Tisbury, MA 02568 - Photo 1

Price Reduced

-$100,000 (-5.01%)

$1,895,000

135 Mayflower Ln Tisbury, MA 02568

Single Family
Active
Updated 3 days ago

5
Beds
3
Total Baths
3,480
Sq. Ft.

33 Alyssa Ln, Tisbury, MA 02568 - Photo 1

33 Alyssa Ln Tisbury, MA 02568

Single Family
Active
Updated 8 hours ago

4
Beds
4
Total Baths
2,304
Sq. Ft.

22 Old Lighthouse Rd, Tisbury, MA 02568 - Photo 1

Price Reduced

-$96,000 (-6.02%)

$1,499,000

22 Old Lighthouse Rd Tisbury, MA 02568

Single Family
Active
Updated 3 days ago

5
Beds
3
Total Baths
1,810
Sq. Ft.

48 Turkeyland Cove Rd, Edgartown, MA 02539 - Photo 1

Sold

$5,700,000

48 Turkeyland Cove Rd Edgartown, MA 02539

Single Family
Closed

3
Beds
3
Total Baths
1,632
Sq. Ft.

17 Katama Point, Edgartown, MA 02539 - Photo 1

Sold

$6,400,000

17 Katama Point Edgartown, MA 02539

Single Family
Closed

4
Beds
7
Total Baths
3,717
Sq. Ft.

24 Westwood Rd, Falmouth, MA 02556 - Photo 1

Sold

$7,000,000

24 Westwood Rd Falmouth, MA 02556

Single Family
Closed
Updated 10 days ago

5
Beds
8
Total Baths
6,807
Sq. Ft.

308 South Road, Chilmark, MA 02535 (MLS# 22602746) is a Single Family property that was sold at $6,500,000 on September 18, 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.

308 S Rd Chilmark, MA 02535