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205 South Rd

Chilmark, MA 02575
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Bed 4

Bed

Bath 5

Bath

SqFt5,402

Sqft

Acres5.99

Acres(Lot)

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 fo r compound living, the property includes a guest house, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

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Detail Ic Property Details

Property Type : Residential

Price : $5,650,000

AD Id : 76774329

MLS Id : 73495595

Beds : 4

Lot Size : 5.99 Acres

Living Area Size : 5,402

Year Built : 1940

Garage : 3

County : Dukes

  • Map Map

Map

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Feature Features

  • Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Total Bedroom: 4
  • Interior Features

    Appliances: Array
  • Heating & Cooling

    Heating: Array Cooling: Array WaterSource: Array

  • Building Information

    Year Built: 1940 Basement: Array
  • Exterior Features

    Foundation Details: Array
  • Fencing

    Array

  • Lot Information

    Lot Description: Array Lot Size Area: 5.99 Lot Size Units: Acres Lot Square Feet: 260,924 Lot Acres: 5.99 Waterfront: Array Main Square Feet: 5.99

    Property Information

    Property Type: Residential Sub Type: Single Family ResidenceStyle: Array SQ ft (Living Area): 5,402

  • Listing Price Information

    Original Listing Price: $5650000

  • Tax Information

    Tax Lot: 18 Parcel Number: 3566352 Annual Tax: $13900

  • Parking Information

    # of Garage Spaces: 3 Has Garage: Yes Parking Total: 11 Array

  • Location Information

    Direction: Heading Up-Island, 205 South Rd will be on your right. PROPERTY IS OCCUPIED. Please NO drive bys.
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At $1,045.91 per sq.ft.,this listing is priced below average compared to other homes from Chilmark.

The average homes price in Chilmark is $370202.62 with avg. price / sq.ft of $2102.04.

The average homes price in Dukes County is $373818.81 with avg. price / sq.ft of $2100.74.

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ByOwner last updated this listing 04/07/2026 @ 00:58

MLS: 73495595 LISTED BY: Tina Miller, Donnelly + Co. 508-627-1022 SOURCE: MLS Property Information Network

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