308 S Rd

Chilmark, MA 02535

$7,350,000
Price
4
Beds
3,490 Sq. Ft.
$2,106 / Sq. Ft.
3,490
Sq. Ft.
$2,106
per Sq. Ft.
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an aerial view of a house with a garden
a view of a lake
a view of an ocean beach
a view of a city
a front view of a house with a yard table and chairs
a living room with furniture and a large window
a living room with furniture and a book shelf
a view of a dining room with furniture window and wooden floor
a dining room with furniture a rug and a large window
a view of a living room and dining room
a living room with furniture and a table
a view of flowerpot with wooden floor
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with stainless steel appliances granite countertop a sink and a counter top space
a kitchen with stainless steel appliances granite countertop a sink a stove counter space and a large window
a stove top oven sitting inside of a kitchen
a large kitchen with kitchen island a large window a sink and stainless steel appliances
a kitchen with stainless steel appliances granite countertop a sink and a large window
a view of a chairs and table on the terrace
a view of a wooden roof deck
a living room with furniture and a potted plant
view of living room with furniture and window
a view of workspace with furniture
a kitchen with a refrigerator and a sink
a bedroom with two beds and a window
a bathroom with a granite countertop sink a toilet and a window
a living room with furniture and a window
a bedroom with furniture and a window
a bedroom with a bed and a television
a view of an entryway with a window
a bathroom with a sink double vanity mirror and shower
a bathroom with a shower
a bathroom with a granite countertop sink and window
a bathroom with a bath tub
a living room with furniture and a floor to ceiling window
a living room with furniture and a large window
a view of livingroom with furniture
a bedroom with a bed and a large window
a bedroom with a bed and a window
a very nice looking room with a large window
a view of a house with a big yard plants and large trees

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...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.

Property Details for 308 S Road

Zoning
RES
View
D/Oc
LISTING UPDATED: 03/20/2026 01:43 PM

Property Details for 308 S Road

StatusActive
MLS #43955
Days on Market111
Taxes$18,000 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1999
Lot Size3.40 AC / 148,104 SF
CountyDukes County
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Location

Listing Courtesy of Wallace & Co. Sotheby's, Rose Ryley
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Building Information for 308 S Road

Stories-Year Built1999Building Size-Lot Size3.40 AC / 148,104 SF

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$38,511 per month

30 year fixed, 6.46% Interest

Principal and Interest

$37,011

Property Taxes

$1,500

HOA Dues

$0

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Property Information for 308 S Road

Summary
Location and General Information
  • Latitude: 41.3480088
  • Longitude: -70.7079025
  • Listing ods: WViews, Deck, Garden, Patio, PvtBch, DdBch
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $2,833,600.00
  • Tax Lot: 204
  • Tax Map Number: 24
  • Tax Other Annual Assessment Amount: $5,197,200.00
  • Tax Year: 2026
Parking
  • Parking Features: Ample driveway parking
Property
Lot Information
  • Lot Features: Beautifully landscaped tiered yard with gorgeous water views
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 43
  • Deed No: 1108
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2018
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: WViews, Deck, Garden, Patio, PvtBch, DdBch
Interior Features
  • Main Level Bedrooms: 1
  • Other Structures: Solar Panels and Storage shed
  • Rooms Total: 9
  • Appliances: Stove: Viking, Washer: Yes
  • Fireplace Features: No
  • Fireplace: No
  • Flooring: Hardwood
  • Foundation Details: Poured concrete - full basement
  • Furnished: Unfurnished
  • Heating: Heat Pump
  • Interior Features: A,AC,Ins,Irr,MiniSplit,OSh, Floor 1: See floor plans, Floor 2: See floor plans

Property History for 308 S Road

DateEvent & SourcePriceAppreciation
Feb 18, 2026

Listed (Active)

MLS PIN #73478310

$7,350,000—
Jan 9, 2026

Listed (Active)

LINK #43955

$7,350,000—
Nov 1, 2025

Expired

Martha's Vineyard MLS #32500143

—
DateEvent & SourcePrice
02/18/2026

Listed (Active)

MLS PIN #73478310

$7,350,000
01/09/2026

Listed (Active)

LINK #43955

$7,350,000
11/01/2025

Expired

Martha's Vineyard MLS #32500143

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 308 S Road

Taxable ValueLand$4,949,500Additions$2,699,900Total$7,649,400
Tax Record2025$17,211 ($1,434 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,553 SqFtAbove Grade Finished SqFt2,553 SqFtStories2Lot Size148,104 SqFtStyleSingle Family ResidenceYear Built1999Zoning2B-3CountyDUKESAPNCHIL M:24 P:204

Schools near 308 S Road

This home is within Up-Island Regional School District.
Rating
School
Type
Grades
Distance
Chilmark Elementary School
Public - K to 5
West Tisbury Elementary School
Public - PK to 8
Martha's Vineyard Regional High School
Public - 9 to 12
Rating
School
Distance
Chilmark Elementary School
PublicK to 5

West Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 308 S Road, Chilmark, MA 02535

308 S Road is a single family home for sale in Chilmark, MA 02535. This property was listed for sale on January 9, 2026 by Wallace & Co. Sotheby's, it's currently listed at $7,350,000. It has been on the market for a total of 111 days and was last sold on January 22, 2007. This listing's school districts are Up-Island Regional School District, Marthas Vineyard School District. Nearby schools include Chilmark Elementary School, West Tisbury Elementary School and Martha's Vineyard Regional High School. 308 S Road is a 4-bed, 5-bath, 3,490 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Wallace & Co. Sotheby's, Rose Ryley

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.