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For sale
$7,350,000

308 South Road, Chilmark, MA 02535

4beds
3,490sqft
: 
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Single Family Residence
Built in 1999
3.4 Acres Lot
$6,699,900 Zestimate®
$2,106/sqft
$-- HOA

What's special

Waterfront residenceWater viewsRefined designContemporary sophisticationEasy pond accessBeautifully manicured pathMature landscaping and gardens
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.
5 days
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329
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13
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Likely to sell faster than

Zillow last checked:

Listing updated:

Listed by:

Rose E Ryley 508-737-7068,

Wallace & Co. Sotheby's International Realty

Source: CCIMLS,MLS#: 22602746MLS Logo

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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air
    Appliances
    • Included: Electric Water Heater
    Features
    • Flooring: Hardwood
    • Basement: Finished,Interior Entry,Full
    • Has fireplace: No
    Interior area
    • Total structure area: 3,490
    • Total interior livable area: 3,490 sqft

    Property

    Features
    • Stories: 3
    • Exterior features: Outdoor Shower, Garden
    • Has view: Yes
    • Has water view: Yes
    • Water view: Ocean
    • On waterfront: Yes
    • Body of water: Chilmark Pond
    Lot
    • Size: 3.4 Acres
    Details
    • Parcel number: CHIL M:24 P:204
    • Zoning: RES
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod, Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Poured
    • Roof: Pitched, Shingle
    Condition
    • Updated/Remodeled, Actual
    • New construction: No
    • Year built: 1999
    • Major remodel year: 2018

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    HOA
    • Has HOA: No
    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: 6/8/2026
    • Cumulative days on market: 140 days
    • Road surface type: Paved
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      Estimated market value

      $6,699,900

      $6.36M - $7.03M

      $6,762/mo

      Price history

      DateEventPrice
      1/9/2026Listed for sale$7,350,000$2,106/sqft
      Source: LINK #43955 Report a problem
      10/31/2025Listing removed$7,350,000$2,106/sqft
      Source: Martha's Vineyard MLS #32500143 Report a problem
      9/16/2025Price change$7,350,000-7.5%$2,106/sqft
      Source: Martha's Vineyard MLS #32500143 Report a problem
      5/8/2025Listed for sale$7,950,000+57.4%$2,278/sqft
      Source: Martha's Vineyard MLS #32500143 Report a problem
      1/22/2007Sold$5,050,000+180.6%$1,447/sqft
      Source: LINK #11170 Report a problem
      1/16/1998Sold$1,800,000$516/sqft
      Source: Public Record Report a problem

      Public tax history

      YearProperty taxesTax 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

        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.
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        Climate risks

        Neighborhood: 02535

        Getting around

        1 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Martha's Vineyard

        Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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