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For sale
  • Price cut: $300K (10/6)
    $3,995,000

    56 N Neck Rd, Edgartown, MA 02539

    4beds
    4,920sqft
    : 
    Single Family Residence
    Built in 2003
    18.4 Acres Lot
    $-- Zestimate®
    $812/sqft
    $-- HOA

    What's special

    Beach accessScreened-in porchMoments from sandy beachesIsland trailsSurrounded by conservation land
    A RARE CHAPPAQUIDDICK LEGACY ESTATE w/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-ac. 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, and multi-level de 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.
    118 days
    |
    985
    |
    28
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 19, 2025 at 07:58am

    Listed by:

    Leslie C Floyd 508-221-4643,

    Portfolio Properties

    Source: Martha's Vineyard MLS,MLS#: 32500282

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 2
    • 1/2 bathrooms: 2
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air
    Appliances
    • Included: Refrigerator, Microwave, Freezer, Dishwasher, Propane Gas Water Heater
    • Laundry: In Basement
    Features
    • Separate Living Quarters, Wet Bar, Linen Closet, Separate Living Qtrs (Detached)
    • Flooring: Carpet, Wood, Tile, Hardwood
    • Basement: Finished
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,920
    • Total interior livable area: 4,920 sqft

    Property

    Parking
    • Total spaces: 5
    • Parking features: Garage, Open
    • Garage spaces: 5
    • Has uncovered spaces: Yes
    Features
    • Exterior features: Outdoor Shower
    • Has private pool: Yes
    • Pool features: Private, Gunite, In Ground
    • Has view: Yes
    • View description: Ocean
    • Has water view: Yes
    • Water view: Ocean
    • Waterfront features: Ocean Front
    Lot
    • Size: 18.4 Acres
    • Features: Near Golf Course, Public Tennis, Easements, Wooded
    Details
    • Parcel number: 311021
    • Zoning: R12
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Concrete Perimeter, Slab, Poured
    • Roof: Shingle,Wood
    Condition
    • Year built: 2003
    • Major remodel year: 2017

    Utilities & green energy

    • Sewer: Septic Tank, Public Sewer
    • Water: Well

    Community & HOA

    Community
    • Features: Deeded Beach Rights
    HOA
    • Has HOA: No
    Location
    • Region: Edgartown

    Financial & listing details

    • Price per square foot: $812/sqft
    • Tax assessed value: $332,500
    • Annual tax amount: $17,227
    • Date on market: 8/28/2025
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    $7,296/mo

    Price history

    Price history
    DateEventPrice
    10/6/2025Price change$3,995,000-7%$812/sqft
    Source: LINK #43647 Report a problem
    8/27/2025Listed for sale$4,295,000-25.3%$873/sqft
    Source: LINK #43647 Report a problem
    1/4/2025Listing removed$5,750,000$1,169/sqft
    Source: LINK #42749 Report a problem
    12/14/2024Listed for sale$5,750,000-4.2%$1,169/sqft
    Source: LINK #42749 Report a problem
    11/25/2024Listing removed$5,999,000$1,219/sqft
    Source: LINK #39950 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax 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
    $23,477/mo
    Principal & interest
    $20414
    Property taxes
    $1665
    Home insurance
    $1398

      Climate risks

      Neighborhood: 02539

      Nearby schools

      GreatSchools rating

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