$5,650,000

205 South Rd, Chilmark, MA 02575

  • 4 beds |
  • 5 baths |
  • 5,402 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1940
  • Property Lot Size Icon5.99acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $1,046/sqft
  • Property List Date Icon Listed 1 day ago

Property Description

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, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

Listing Status:
Active
Date Added:
April 3, 2026
Data Last Updated:
April 4, 2026 at 11:07PM
Listing Office:
Donnelly + Co. : 508-627-1022
Listing Agent:
Tina Miller : 508-561-0042
MLS ID:
73495595
  • Appliances: Water Heater
  • Basement: FullPartially Finished
  • A/C: Central AirHeat Pump
  • Heating: Central
  • Fireplace: FireplaceFireplaces: 1
  • Style: Cape
  • Parking: DetachedParking spaces: 11
  • General: Concrete Perimeter
  • Originating MLS: MLS Property Information Network
  • County: Dukes
  • Zoning: RES3566352
  • Fencing: Fenced/Enclosed
  • Water: Private
  • Sewer: Inspection Required for Sale
  • Source: MLS Property Information Network

This listing courtesy of Tina Miller , Donnelly + Co.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

M

Martha's Vineyard Regional High School

100 Edgartown Vineyard Hvn # R, Oak Bluffs, MA, 02557

Grades 9-12

6.64 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.