MLS #43323
Edgartown Real Estate
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.
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Price: $16,975,000
111 North Water Street
Edgartown, 02568
Edgartown, 02568
Type: Single Family
Water Frontage: Harborfront
Beds: 6
Baths: 5.0
Lot Size: 0.50 acres
Square Footage: 3606 sqft.
Area
Edgartown
Subdivision
Downtown
Waterfrontage
Harborfront
Zoning
R5
Water
Town
Sewer
Town
Year Built
1850
Year Renovated
2002
Second Dwelling
Existing
Furnished
Un-Furnished
Rooms
11
Half Baths
1
Fireplaces
Wood Burning Fireplace in Main House Living Room
Flooring
Heart Pine Wood Floors + Tile Floors
Heating
Electric
Yard
Professionally Landscaped + Sweeping Lawn To The Harbor's Edge
Foundation
Poured Concrete
Outdoor Spaces
Water Views
Parking
Brick Parking Pad With Off-Street Parking For Three (3) Cars
Dishwasher
Yes
Dryer
Yes
Refrigerator
Yes
Stove
Yes
TV
Cable
Washer
Yes
Listing Agent
Harman, Wendy
Listing Office
Compass | Point B