HISTORIC CAPTAIN'S HOME WITH GUEST COTTAGE AND DEEP WATER PIER. 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 harbor 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 a sandy beach at 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.
Sold for $15,725,000
$15,725,000
111 N Water St, Edgartown, MA 02539
6beds
3,606sqft
Single Family Residence
Built in 1850
0.5 Acres Lot
$15,414,600 Zestimate®
$4,361/sqft
$7,358 Estimated rent
Home value
$15,414,600
Estimated sales range
Not available
$7,358/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: October 23, 2025 at 11:53am
Listed by:
Wendy Harman,
Compass | Point B
Bought with:
Carol McManus
C McManus Realty Group
Source: LINK,MLS#: 43323
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Electric
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- AC, Ins, Irr, OSh, Floor 1: The first floor is comprised of open-designed living space combining a spacious Living Room, Dining Room and eat-in Kitchen which opens out to an expansive 18-x29-foot mahogany deck with sweeping views of Edgartown Harbor, the lighthouse and Chappaquiddick beyond., Floor 2: The second floor is comprised of four (4) bedrooms, including the Owner's Suite Master with private bath featuring a double vanity, walk-in glass shower. The three additional bedrooms share two full baths (one with a tub; the other with shower)., Floor 3: There is a third-floor finished attic which offers an additional 218 square feet of bonus living space with harbor views.
- Flooring: Heart Pine + Tile Floors
- Basement: The walk-out ground level of the home includes 1, 264 square feet of space including three bonus rooms -- PLUS a laundry room, full bath with shower and dry sauna. This level opens up to the outdoor shower and yard. NOTE: This square footage is not included in the total square footage displayed.
- Fireplace features: Wood Burning Fireplace in Main House Living Room
Interior area
- Total structure area: 3,606
- Total interior livable area: 3,606 sqft
Property
Parking
- Parking features: Brick Parking Pad Offers Off-Street Parking For Three (3) Cars
Features
- Exterior features: WViews, Deck, PubBch
- Has view: Yes
- View description: Harbor, D/Oc
- Has water view: Yes
- Water view: Harbor,D/Oc
- Waterfront features: Bay/Harbor
- Frontage type: Bay/Harbor
Lot
- Size: 0.50 Acres
- Features: Book 985, Page 273., Professionally Landscaped + Sweeping Lawn To The Harbor's Edge
Details
- Parcel number: EDGAM020DB0276L2
- Zoning: R5
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured Concrete
Condition
- Year built: 1850
- Major remodel year: 2002
Utilities & green energy
- Sewer: Town
- Water: Town
- Utilities for property: Cbl
Community & neighborhood
Location
- Region: Edgartown
Other
Other facts
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 10/22/2025 | Sold | $15,725,000-7.4%$4,361/sqft |
Source: LINK #43323 Report a problem | ||
| 8/15/2025 | Pending sale | $16,975,000$4,707/sqft |
Source: LINK #43323 Report a problem | ||
| 7/5/2025 | Listed for sale | $16,975,000+1.3%$4,707/sqft |
Source: LINK #43323 Report a problem | ||
| 4/9/2025 | Listing removed | $16,750,000$4,645/sqft |
Source: LINK #42024 Report a problem | ||
| 5/8/2024 | Listed for sale | $16,750,000$4,645/sqft |
Source: LINK #42024 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $40,789 +7% | $15,392,000 +2.9% |
| 2024 | $38,135 -0.7% | $14,954,900 -1.9% |
| 2023 | $38,403 -21% | $15,239,200 -5% |
Find assessor info on the county website
Neighborhood: 02539
Nearby schools
GreatSchools rating
- 7/10Edgartown Elementary SchoolGrades: PK-8Distance: 0.8 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 4.9 mi
Sell for more on Zillow
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$15,414,600
2% more
+$308K
With Zillow Showcase(estimated)
$15.7M
- Massachusetts
- Dukes County
- Edgartown
- 02539
- 111 N Water St