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$5,650,000
New Listing

205 South Rd
Chilmark, MA 02575

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
5,402
SqFt
$1,046
/SqFt
1940
Built
County:
Dukes
Call Now: (508) 667-4931
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(508) 667-4931
205 South Rd205 South Rd205 South Rd205 South Rd
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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, 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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Listing Snapshot
Price 
$5,650,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
5,402 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
5.99 Acres
Year Built 
1940
MLS® Number 
73495595
Status 
Active
Property Tax 
$13,900
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
5.99
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Detached
Parking Spaces 
11
Property Sub Type 
Single Family Residence
SqFt Above 
5402
SqFt Total 
5402
Style 
Cape
Water Source 
Private
Zoning 
RES
Interior Features
Appliances 
Water Heater
Basement 
FullPartially Finished
Cooling 
Central AirHeat Pump
Fireplace 
Yes
Fireplaces 
1
Heating 
Heat PumpCentral
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Exterior Features
Lot Features 
WoodedClearedGentle Sloping
Waterfront Features 
Ocean Front
Community Features
MLS Area 
Chilmark
Listing courtesy of Tina Miller of Donnelly + Co.



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

Last checked 2026-04-03 08:37 PM UTC

Neighborhood & Commute
Source: Walkscore
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