205 South Rd

This property is no longer actively marketed. The last publicly available listing details are shown below; contact us for current availability.

About this home

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.

Listing last checked: October 17, 2026 at 2:12 AM EDTListing updated: October 6, 2026 at 11:10 AM EDT

Listed by Tina Miller · Donnelly + Co. · MLS #73495595

Request property information

Select a document to start a request. You can add others in the form. Availability varies.

Details at a glance

Interior5 property facts

Rooms: 9
Heating: Radiant, Heat Pump
Cooling: Heat Pump
Basement: Yes · Full, Partially Finished
Fireplaces: 1

Building5 property facts

Style: Single Family Residence
Year built: 1940
Garage: 3
Parking: 11
Foundation: Concrete Perimeter

Land & utilities5 property facts

Lot size: 5.99 acres
Water: Private
Sewer: Inspection Required for Sale
Pool: Not reported
Zoning: RES

Financial2 property facts

Annual taxes: $13,900
Assessment year: 2025

Location

More property insights

Automated value estimate $7,934,114

Estimated range $6,581,578–$9,286,649.

Automated estimates are not appraisals or guarantees of market value.

Request a professional market analysis

Photo-based condition insights

Overall presentation: above average

Explore more of Chilmark

Continue your search in Chilmark.

Need help making sense of this home?

About 205 South Rd

Is this home available for a showing?

This home is no longer actively marketed. Ask our team about its current status or similar homes.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.

Bean Group · eXp Realty

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.

Call Text team