This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/51
$3,995,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/51
Property Description
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 rareand 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.
Full Property Details
Full Property Details for 56 N Neck Rd
General
- Price: $3,995,000
- Taxes: $17,227 (2025)
- Status: Active
- Type: Single Family
- Source: MarthasVineyardFlex
- MLS ID: 32500282
- Updated: 11/19/2025
- Added to Site: 143 day(s) ago
Interior
- Number of Rooms: 12
- Interior Features: Separate Living Quarters, Wet Bar, Linen Closet, Separate Living Qtrs (Detached)
- Fireplace: Yes
- Appliances: Refrigerator, Microwave, Freezer, Dishwasher, Propane Gas Water Heater
- Flooring: Carpet, Wood, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Walk-In Closet(s)
Other Rooms
- Kitchen: Kitchen
- Dining Room: Beamed Ceilings, Dining Room
- Laundry: In Basement
Additional Information
- Shared Amenities: Deeded Beach Rights
- Pool Description: Private, Gunite, In Ground, Private, Gunite, In Ground
Exterior
- Exterior Features: Outdoor Shower
Parking
- Garage: Yes
- Garage Spaces: 5
- Total Spaces: 6
Location
- Area: Chappaquiddick
- County: Dukes
- Driving Directions: Chappaquiddick Road to North Neck. On the right before the golf club.
Heating & Cooling
- Cooling Type: Central Air
Utilities
- Sewer: Septic Tank, Public Sewer
- Water: Well
Structural Information
- Construction: Shingle Siding
- Basement Desc.: Finished
- Roof: Shingle, Wood
- Stories/Levels: 2
- Square Feet: 4,920
- Year Built: 2003
- Property Condition: Updated/Remodeled
Lot Features
- Property View: Ocean
- Lot Size (Acres): 18.4
- Lot Size (Sq. Ft.): 801,504
- Lot Size Source: Assessor
- Frontage: Public
- Lot Features: Near Golf Course, Public Tennis, Easements, Wooded
- Zoning: R12
Water Features
- Water Front Desc.: Ocean Front
Financial Considerations
- Tax Amount: $17,227
- Tax Year: 2025
Disclosures and Reports
- APN: 311021
- Property ID: 311021
Listed by Leslie C Floyd
Get Pre-Approved Today
Schools
Schools serving 56 N Neck Rd
School Districts:Edgartown School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Edgartown Elementary School 35 Robinson Road, Edgartown, MA 02539 | PK-8 | 2.3 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 6.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 56 N Neck Rd
Date
Details
Price
Change
Source
10/06/2025
Price Reduced
$3,995,000
-6.98%
MLS
8/26/2025
Listed
$4,295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 56 N Neck Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,183
6%
$446,500
3%
2024
$1,111
7%
$435,600
5%
2023
$1,043
44%
$413,800
73%
2022
$726
-22%
$239,600
-15%
2021
$929
6%
$283,100
8%
2020
$876
-20%
$261,400
-8%
2019
$1,096
—
$283,100
—
2018
$1,096
13%
$283,100
4%
2017
$967
23%
$272,300
25%
2016
$788
-13%
$217,800
-17%
2015
$907
7%
$261,400
14%
2014
$846
—
$228,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 56 N Neck Rd
56 N Neck Road, Edgartown, MA 02539 (MLS# 32500282) is a Single Family property with 4 bedrooms, 2 full bathrooms and 2 partial bathrooms. 56 N Neck Road is currently listed for $3,995,000 and was received on August 26, 2025. Want to learn more about 56 N Neck Road? Do you have questions about finding other Single Family real estate for sale in Edgartown? You can browse all Edgartown real estate or contact a Coldwell Banker agent to request more information.

