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Pending
$7,350,000

308 South Road, Chilmark, MA 02535

4beds
3,490sqft
: 
$44,020/mo
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Single Family Residence
Built in 1999
3.4 Acres Lot
$6,774,700 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.
97 days
102
2

Zillow last checked:

Listing updated:

Listed by:

Rose E Ryley 508-737-7068,

Wallace & Co. Sotheby's International Realty

Source: CCIMLS,MLS#: 22602746MLS Logo

    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,Full
    Interior area
    • Total structure area: 3,490
    • Total interior livable area: 3,490 sqft
    Video & virtual tour

    Property

    Features
    • Stories: 3
    • Exterior features: Outdoor Shower, Garden, Underground Sprinkler System
    • On waterfront: Yes
    • Waterfront features: Waterview, Waterfront, Pond
    • Body of water: Chilmark Pond,Salt
    Lot
    • Size: 3.4 Acres
    Details
    • Parcel number: CHIL M:24 P:204
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Roof: Pitched,Shingle
    Condition
    • Year built: 1999

    Utilities & green energy

    • Water: Well

    Community & HOA

    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: 196 days

      Estimated market value

      $6,774,700

      $6.44M - $7.11M

      Not available

      Price history

      DateEventPrice
      8/4/2026Pending sale$7,350,000$2,106/sqft
      Source: CCIMLS #22602746 Report a problem
      8/4/2026Contingent$7,350,000$2,106/sqft
      Source: LINK #43955 Report a problem
      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.
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      Climate risks

      Neighborhood: 02535

      Getting around

      1 / 100
      Car-Dependent
      27 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating

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