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4 Sand Plain Way

$8,750,000

Chappy, Edgartown, MA 02539

Recently Listed

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Single Family Residence in Chappy, Edgartown

10 bedrooms

·

5 bathrooms

·

4224 SqFt

·

4.73 acres

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MLS #44837

This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha’s Vineyard. The original historic home, built in 1938, is distinguished by its signature four-story tower and gracious wraparound porch. The main house features a spacious open living room with fireplace, dining room, kitchen with pantry, and comfortable TV room. A ground-floor bedroom and bath provide convenient access to a generous outdoor shower and jacuzzi. The 2nd, 3rd, and 4th floors feature six additional bedrooms, 2.5 baths, and office. The feeling throughout the home is wonderfully timeless, combining historic charm and architectural character with fresh surfaces and updated mechanical systems. Two charming guest cottages provide 3 additional bedrooms and a shared bath. A newly built, traditionally styled barn adds further versatility, while a private clay tennis court and storage shed create an exceptional setting for summer recreation. Set on 4.73 acres of beautiful lawns and wildflower-filled pastures, the property is framed by mature trees and enjoys spectacular water views in multiple directions. Every element, from the historic main house and charming cottages to the barn, tennis court, and expansive grounds, contributes to an extraordinary sense of place. This is a truly special and one-of-a-kind Chappaquiddick property, where history, natural beauty, and timeless Martha’s Vineyard living come together in a remarkable way.

Property highlights

Unfurnished

Water Views

Deck

Garden

Patio

Porch

Tennis Court

Public Beach

Harbor View

Ocean View

Property Details

Association Fee:
Association Fee Includes:
Basement:
Fireplace Features:
Yes
Flooring:
Hardwood
Foundation Types:
Frontage Type:
None
Heating:
OFHW
Interior Features:
MiniSplit,OSh
Link MLS Comments:
Call listing broker
Lot Features:
Expansive
Parking Features:
Abundance of parking areas
Possible Use:
Assessed Building Value:
3056200.00
Assessed Land Value:
1450555.00

Price History

August 13, 2026
$8,750,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $4,506,755. The annual tax responsibility for this property is $11,505.

Contact an Agent
Phone number
(508) 696-7777

Property Location

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