205 South Road, ChilmarkChilmark, MA 02575MLS Number 73495595

  • Price: $5,350,000
  • Est. Mortgage of $/month
  • 48 Days on Market
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Federal 30-year interest rate: 6.36% last updated on May 14, 2026
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  • 4Bedrooms
  • 5.99Acreage
  • 5Bathrooms
  • 1940Year Built

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CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace-ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.
Listed by Tina Miller of Donnelly + Co.

Open Houses

May 23rd
Starts: 11:00am
Ends: 1:00pm

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More Info

Basic Information

  • Bedrooms4
  • Mls StatusActive
  • Bathroom5
  • Lot Features Wooded, Cleared, Gentle Sloping
  • Parcel Number 3566352

Location

  • NeighborhoodChilmark
  • SubdivisionChilmark
  • Address205 South Road
  • Building Number205
  • CountyDukes
  • StateMA
  • StreetSouth Road
  • TownChilmark
  • Zip02575

Property Information

  • Square Feet5,402
  • Building Area Source Public Records
  • Living Area 5,402
  • Lot Size Square Feet 260,924
  • Lot Size Units Acres

Tax Information

  • Tax Assessed Value $5,859
  • Tax Year 2025
  • Taxes$13,900

Rooms

  • Bathrooms Total Decimal 4.5
  • Full Bath4
  • Half Baths1

Building

  • BasementFull, Partially Finished
  • Building Area Units Square Feet
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces3
  • Property StyleCape
  • Rooms9
  • Year Built1940
  • Year Built Details Approximate
  • Year Built Source Public Records

Amenities

  • Appliances IncludedWater Heater

Other

  • Date Listed04/03/2026
  • Farm Land Area Units Square Feet

Parking

  • Parking Spaces11
  • Covered Spaces 3
  • Garage YN Yes
  • Parking Features Detached

Basic Information

  • List Price$5,350,000
  • MLS Number73495595
  • Modification Date05/18/2026
  • Property SubTypeSingle Family Residence

Property

  • Acreage5.99

Exterior

  • Fencing Fenced/Enclosed

Utilities

  • Cooling Heat Pump
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Radiant, Heat Pump
  • Sewer Inspection Required for Sale
  • Water Source Private

Water Body

  • Miles to Beach0.5
  • Waterfront Features Ocean,3/10 to 1/2 Mile To Beach, Beach Ownership(Deeded Rights)
Egan Realty Group
Egan Realty Group
Office: 781.447.2222
Whitman, MA 02882

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.

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