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308 South Road, Chilmark MA 02535

Chilmark, MA 02535 • Chilmark
$7,350,000
Est. $38,891/month
4
Beds
4.5
Baths
3,490
Sq Ft
$2,106
Price/Sq Ft
0.00
Acres
1999
Year Built
7
Parking
141
Days on Market
Active Listed Feb 18, 2026 • MLS# 73478310 Copied! • Updated Jun 29, 2026

About this home

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.

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Feb 18, 2026
$7,350,000
Original listing
Office: Wallace & Co. Sotheby's International Realty

Tax History

Year Taxes Assessment
2026 $18,310 $8,030,800

Financial Details

Annual Property Tax
$18,310
Tax Year 2026
Assessed Value
$8,030,800

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1999
Living Area 3,490 sq ft
Lot Size 0.0000
Bedrooms 4
Full Baths 4
Half Baths 1
Total Rooms 10

Interior

Heating Forced Air, Heat Pump, Active Solar, Ductless
Cooling Central Air, Heat Pump, Active Solar, Ductless
Flooring None
Appliances None
Fireplace None
Basement Full, Walk-out Access, Interior Entry
Laundry None
Features None

Exterior

Construction None
Architecture Cape
Roof None
Features None
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch None
Features None
Total Spaces 7
Electric None
Water Private
Sewer Private Sewer
Gas None
Other None
Annual Tax $18,310
Assessed Value $8,030,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Dukes
Total market time (incl. prior listings) 131 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1999
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,490 sq ft
Total Rooms
10
Levels
Multi/Split

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Walk-Out Access, Interior Entry
Laundry:
Security:

Construction & Materials

Style: Cape
Year Built: 1999
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Heat Pump, Active Solar, Ductless
Cooling: Central Air, Heat Pump, Active Solar, Ductless
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing: Fenced/Enclosed
Other Structures:
Lot Features: Sloped
Road Surface:

Parking & Garage

Total Parking Spaces: 7
Parking Features:

Special Features

Waterfront: Yes
Waterfront Type: Waterfront, Navigable Water, Pond, Dock/Mooring, Frontage, Direct Access, Private, Beach Access, Ocean, Direct Access, 0 to 1/10 Mile To Beach, Beach Ownership(Private,Deeded Rights)
View: Yes
View Type: Scenic View(s)
Community Amenities:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,526
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Chilmark

308 South Road, Chilmark MA 02535

Chilmark, MA 02535

Listing Information

Listing Agent Rose Ryley
Listing Office Wallace & Co. Sotheby's International Realty
Office Phone 508-627-3313
Agent MLS ID CT005178
Office MLS ID AN9542
Listing Data Updated Jun 29, 2026 10:47 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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