INQUIRE ABOUT THIS LISTING

INQUIRE ABOUT THIS LISTING

This question is for testing whether or not you are a human visitor and to prevent automated spam submissions.
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail
Thumbnail

111 North Water Street, Edgartown

$16,975,000

HISTORIC CAPTAIN'S HOME WITH GUEST COTTAGE AND DEEP WATER DOCK. Step into the heritage and heart of Edgartown Village with this iconic historic captain’s home, dating to circa 1850 and thoughtfully reimagined in 2002 under the vision of renowned architect Patrick Ahearn. Perfectly positioned on a rare double-wide lot along highly-coveted North Water Street, this extraordinary property seamlessly blends classic Vineyard character with luxurious modern amenities.

Sweeping harbor views greet you from nearly every angle of the bright, sun-washed living spaces, wrapped in windows that frame an awe-inspiring 180-degree panorama of Edgartown Harbor and its iconic lighthouse. The open-concept first floor creates an effortless flow between the living room, dining area, and an inviting eat-in kitchen, all finished with beautiful heart pine flooring, custom millwork, timeless paneling and a handpainted wall mural by well-known island artist, Margot Datz. French doors lead outside to an expansive 18x29-foot mahogany deck — a picture-perfect stage for al fresco dining, summer entertaining, or simply soaking in the serene waterside setting.

There are a total of six bedrooms, including a spacious Owner's Suite on the second floor with exceptional views and an en suite bathroom with double vanity and walk-in glass shower. The detached, charming guest house provides private accommodations for visitors, maintaining the same timeless coastal appeal.

The lawn gently slopes to the water’s edge, complemented by perennial gardens, an arbor, and a deep-water pier for convenient boating access.

Set among lush gardens and surrounded by Edgartown’s most storied residences, this is a truly rare waterfront opportunity — where legacy, lifestyle, and location converge.

HIGHLIGHTS

Link ID 43323
Bedrooms 6
Baths 5
Half Baths 1
Rooms 11
Living Space 3606
Acreage 0.50
Water Frontage Bay/Harbor
Waterview
Yes

FEATURES AND AMENITIES

Link ID
43323
Price
$16,975,000
Baths
5
Half Baths
1
Rooms
11
Living Space
3606
Acreage
0.50
Zoning
R5
Water Frontage
Bay/Harbor
Water
Town
Sewer
Town
Heat
Electric
2025 Tax Assessment
$15,392,000
Building Assessment
$3,015,300
Land Assessment
$12,376,700
Estimated Taxes
$39,547
Outdoor Spaces
Water Views
Deck
Beach Access - Public
Year Built
1850
Fireplaces
Yes
Flooring
Heart Pine Wood Floors + Tile Floors
Listing Broker
Compass | Point B

111 North Water Street, Edgartown

Copyright 2025 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
X