A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH BEACH ACCESS— Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, with 4 conforming size parcels, on Martha’s Vineyard’s treasured Chappaquiddick Island is more than a property—it’s a rare opportunity to create a generational legacy in one of New England’s most sought-after coastal enclaves. Tucked beside the historic Royal & Ancient Chappaquiddick Links and surrounded by conservation land, this compound offers unmatched seclusion while placing you moments from sandy beaches, island trails, and the gentle rhythm of Vineyard life. Main Residence | 8,335 sq. ft. Chef’s kitchen with Viking oven, dual Sub-Zero refrigerators, wine fridge, and granite counters. Expansive decks for morning coffee at sunrise and cocktail hours at sunset. Lower level with wet bar opening to pool and patio; private home office for remote work in paradise. Second Residence | 1,351 sq. ft. - 3 bedrooms, 2 bathrooms, full kitchen, screened-in porch, multi-level deck, and outdoor shower. Bunk House Retreat | 1 bedroom, kitchenette, living area, and full bath — perfect for overflow guests or a quiet getaway. Resort-Style Amenities include a Heated Gunite pool with outdoor shower, a Tennis court for friendly matches and a 4-bay garage with room for all the toys. Multiple parcels offering flexibility for expansion, this property invites you to imagine a lifetime of gatherings, celebrations, and quiet escapes. Opportunities of this scale and privacy on Chappaquiddick are exceedingly rare—and once gone, they may never come again. Ready for its next chapter, this property awaits a discerning new steward to restore its former glory and carry it proudly into the future. Call now to arrange a private tour and experience firsthand what it means to live surrounded by natural beauty, boundless privacy, and the authentic Chappy way of life. NOTE: The images and photographs provided are for illustrative purposes only and may not reflect the current state if the state, features, or furnishings of the property. Prospective buyers are encouraged to conduct their own inspections and due diligence to verify all details prior to making any purchase decisions.
For sale
$3,995,000
56 N Neck Rd, Edgartown, MA 02539
7beds
9,686sqft
Est.:
Single Family Residence
Built in 1980
18.38 Acres Lot
$3,585,700 Zestimate®
$412/sqft
$-- HOA
What's special
Beach accessMoments from sandy beachesIsland trailsSurrounded by conservation land
- 165 days |
- 1,842 |
- 43 |
Zillow last checked: 8 hours ago
Listing updated: November 19, 2025 at 08:07am
Listed by:
Leslie C. Floyd 508-221-4643,
Portfolio Properties
Source: LINK,MLS#: 43647
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
- Main level bedrooms: 3
Heating
- Propane
Appliances
- Included: Stove: 2 Viking stoves, Washer: Yes
Features
- A, AC, Disp, Ins, Irr, OSh, Floor 1: The first floor boasts a luxurious Primary Suite, complete with two spacious closets, a separate shower, and a relaxing Jacuzzi tub. Additionally, you'll find two large, airy bedrooms, a well-appointed full hall bath, and a cozy family room with a charming fireplace—perfect for gathering or unwinding., Floor 2: The second floor features an impressive Great Room, centered around a grand oversized fireplace, offering warmth and elegance. The Gourmet kitchen is a chef’s dream, equipped with top-of-the-line stainless steel appliances—including a wine fridge, Viking oven, and dual Sub-Zero refrigerators—paired with granite countertops. Multiple decks provide seamless indoor-outdoor living, perfect for entertaining or relaxing, and a conveniently located half bath completes this exceptional space., Floor 3: Climb the spiral staircase to discover a versatile overflow space that offers breathtaking panoramic views of the outer harbor—a serene retreat with unmatched scenery.
- Flooring: 3.5
- Basement: The expansive walk-out lower level is designed for ultimate comfort and convenience, featuring multiple versatile overflow rooms, two full bathrooms, a laundry room with a sink, and a spacious living area. Complete with a wet bar/kitchenette and dishwasher, this inviting space seamlessly opens to the patio and pool, perfect for entertaining or relaxing.
- Fireplace features: 2
Interior area
- Total structure area: 9,686
- Total interior livable area: 9,686 sqft
Property
Parking
- Parking features: 4 bay garage with ample onsite parking
- Has garage: Yes
Features
- Exterior features: Deck, Patio, P/Pool, Tennis, PubBch, WViews, Porch
- Has view: Yes
- View description: None, Harbor
- Has water view: Yes
- Water view: Harbor
- Frontage type: None
Lot
- Size: 18.38 Acres
- Features: Deeded 30 ft. easement for access to parcels., Expansive lawn complete with Tennis Court & Pool
Details
- Additional structures: Additional features include a spacious 4.5-bay garage with a convenient half bath, topped by the charmingly named "Bunkhouse." Situated next to the Guest House, the Bunkhouse offers a cozy retreat with a kitchenette, living room, bedroom, full bathroom, and a private deck—perfect for guests or additional living space.
- Parcel number: EDGAM0031B0005L
- Zoning: R120
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured Concrete
Condition
- Year built: 1980
- Major remodel year: 2005
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $412/sqft
- Tax assessed value: $8,823,800
- Annual tax amount: $24,883
- Date on market: 8/27/2025
- Listing agreement: E
Estimated market value
$3,585,700
$3.41M - $3.76M
$7,296/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2025 | Price change | $3,995,000-7%$412/sqft |
Source: LINK #43647 Report a problem | ||
| 8/27/2025 | Listed for sale | $4,295,000-25.3%$443/sqft |
Source: LINK #43647 Report a problem | ||
| 1/4/2025 | Listing removed | $5,750,000$594/sqft |
Source: LINK #42749 Report a problem | ||
| 12/14/2024 | Listed for sale | $5,750,000-4.2%$594/sqft |
Source: LINK #42749 Report a problem | ||
| 11/25/2024 | Listing removed | $5,999,000$619/sqft |
Source: LINK #39950 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $881 +3.9% | $332,500 |
| 2024 | $848 +6.3% | $332,500 +5% |
| 2023 | $798 -22.3% | $316,700 -6.6% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$22,954/mo
Principal & interest
$19891
Property taxes
$1665
Home insurance
$1398
Climate risks
Neighborhood: 02539
Nearby schools
GreatSchools rating
- 7/10Edgartown Elementary SchoolGrades: PK-8Distance: 2.3 mi
- 5/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 6.4 mi
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