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Chappaquiddick Properties

Chappaquiddick, or "Chappy," is a small island within the town of Edgartown that makes up the easternmost point of Martha's Vineyard. It's accessed by a small, barge-like ferry that shuttles three cars at a time, as well as passengers and bicycles, across the narrow channel to the other side. Only three miles across with just one main road, this rural island offers solitude, privacy, and unparalleled beauty.

Norton Point Beach's Wasque Point is popular for its fishing and views, while many take ferries from the main island to Chappaquiddick to visit its Japanese MyToi Garden. Chappaquiddick real estate is diverse, ranging from affordable and quaint island homes and high-end mansions to wooded land lots ready for building your perfect island getaway. Scroll down to take your pick of Chappaquiddick homes, condos, land, and more!

Contact Sandpiper Realty to learn more about one of the Chappaquiddick real estate listings below.  Register with our site if you would like to stay up to date on your favorite Chappaquiddick properties.  You  might also be interested in Edgartown properties or Vineyard Haven properties.

13 Sea Avenue Marthas Vineyard MA

Edgartown MA13 Sea Avenue, Chappy

Price$159,000

Est. Mortgage:$/month

MLS Number 28043

  • Land
  • Village Edgartown
  • Acreage 0.3400

AFFORDABLE CHAPPY LAND. 100 x 150 woodlot at far end of Enos Subdivision abuts large acreage of the Land Bank. Zoning allows one bedroom with required separations & setbacks. Utility tie-in is available at $2,500 (fee to Buyer who will also be responsible for all engineering & preparation including well and septic for building permit.) SETBACKS: 50' from front; 25' from sides and rear.

Listed by Wiggy's Pond Real Estate

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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20 Litchfield Road Marthas Vineyard MA

MLS Number 27567

  • Residential
  • Village Edgartown
  • Square Feet 1635
  • Bathroom 2
  • Bedrooms 3

Simply Stunning. This perfectly appointed Chappaquiddick compound, perched on the shores of Caleb's Pond, is a true rarity. A 3 bedroom main house, capturing views from almost every room and a substantial 3 bedroom guest house is the perfect complement to this idyllic escape. Enjoy shellfishing and fishing in the tranquil waters or a simple kayak paddle around the bend to explore the comings and goings on Edgartown Harbor. Located within close proximity to both ferry and beach this property can't be missed!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

15 Ambers Way Marthas Vineyard MA

Edgartown MA15 Ambers Way, Chappy

Price$499,000

Est. Mortgage:$/month

MLS Number 27625

  • Land
  • Village Edgartown
  • Acreage 5.3700

Amazing acreage, nearly surrounded and protected by conservation properties. Towering oaks and a lovely roll to the land, ideal for a family compound.

Listed by Sandpiper Realty

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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24 Manaca Hill Road Marthas Vineyard MA

MLS Number 27350

  • Residential
  • Village Edgartown
  • Square Feet 1776
  • Bathroom 3
  • Bedrooms 5

Outer Harbor water views encompassing North Water Street, Edgartown lighthouse and Cape Cod are nothing short of spectacular. Deeded rights to a nearby, private beach are included. This bright and airy 5 bedroom, 3 bath Chappaquiddick property sits high on Manaca Hill and is just a short walk to the Chappy ferry. The main house features an open living plan oriented toward the water, 4 bedrooms, 2 full baths and a family/TV room. Spacious decks and a flagstone patio take full advantage of the beauty and privacy of this unique island setting. A charming guest/honeymoon cottage with a spacious bedroom and bath sits at the rear of the property.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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9 Ambers Way Marthas Vineyard MA

Edgartown MA9 Ambers Way, Chappy

Price$379,000

Est. Mortgage:$/month

MLS Number 27038

  • Land
  • Village Edgartown
  • Acreage 3.0000

On a short dead-end lane, abutting conservation walking trails with unusually tall, mature trees and just off the paved road! Located about equi-distant to East Beach and the ferry. This is a lovely parcel of land and a very nice opportunity.

Listed by Sandpiper Realty

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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5 Pipn Road Marthas Vineyard MA

Edgartown MA5 Pipn Road, Chappy

Price$695,000

Est. Mortgage:$/month

MLS Number 26867

  • Residential
  • Village Edgartown
  • Square Feet 1752
  • Bathroom 2
  • Bedrooms 3

A traditional Cape house offering non-traditional and fun spaces... totally renovated with new additions that now provide super living inside and out, including marvelous screened "party porch" with fireplace, hot tub deck and patio, perfect yard for lawn games! All close to beach making it an ideal summer home...

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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1 North Neck Road Marthas Vineyard MA

MLS Number 26672

  • Residential
  • Village Edgartown
  • Square Feet 3500
  • Bathroom 5
  • Bedrooms 6

Splendid isolation. This landmark 5.2 acre property on the tip of John Oliver Point is akin to living on your own private island with a long stretch of white-sand beach. The stunning architect-designed post & beam house enjoys 360-degree water views so you can enjoy sunrise and sunset from the same seat. These are among the biggest and best water views from any home on Martha's Vineyard. You can see the twinkling lights of the mainland and ships far out at sea, lighthouses from Cape Cod, Nantucket, Oak Bluffs, Cape Poge, and Edgartown. Watch sailboats racing off Edgartown and yachts making their way from the Cape to Nantucket. Light and space are the defining characteristics, with soaring ceilings and large custom windows that take full advantage of the massive water views. A dramatic freestanding stone fireplace is the centerpiece of the great room, running upward through the exposed ceiling. The large master bedroom and bath enjoys a commanding setting, and each of the guest bedrooms has its own ensuite bathroom as well as its own sweeping waterviews. This house is also built for year-round living, and some say the setting here is even more dramatic in the off-season. The house has been featured in "Boston Common" magazine and also "Vineyard Home & Garden." The pristine 2-bedroom guest house cottage - romantic and quaint - lets you step back in time, and it also has huge waterviews from the house and deck. Privacy is assured but it is a mere 5 minute drive to the Chappy ferry - or you can take your Whaler over to Edgartown for dinner. The mooring has a 7-ft draft at low tide and the outhaul just off the sandy beach provides quick and convenient access. The fishing and clamming on this site are among the best on the Eastern seaboard. There are several watercraft that come included with the purchase price and the house is available fully furnished with oriental rugs and beautiful Swedish antiques. This is the setting for families to enjoy unforgettable vacations or year-round living in their own piece of paradise.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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17 Bay View Avenue Marthas Vineyard MA

MLS Number 25991

  • Residential
  • Village Edgartown
  • Square Feet 1156
  • Bathroom 1
  • Bedrooms 1

Wasque - A sweet summer cottage with a contemporary flair, just minutes from Katama Bay and South Beach…pine floors, fireplace and screened porch…fully furnished and ready for summer to begin!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 Jason Drive Marthas Vineyard MA

Edgartown MA4 Jason Drive, Chappy

Price$399,000

Est. Mortgage:$/month

MLS Number 26181

  • Land
  • Village Edgartown
  • Acreage 3.0000

Your search stops here! Indulge in all that Chappaquiddick has to offer - from the Trustee Beaches, countless conservation trails and communal pot lucks at the Community Center. This conforming lot, offering potential water vistas, is the ideal local to plant your Chappy roots! Conveniently and centrally located off paved Chappaquiddick Road, spend countless summer days enjoying Katama Bay (public Landbank Access is only a half mile away!) then walk aboard the On Time Ferry for an evening strolling the streets of Edgartown Village. Discover for yourself that Chappaquiddick truly is the best of both worlds!

Listed by Sandpiper Realty

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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5,15,16 West Cape Poge Avenue Marthas Vineyard MA

MLS Number 26242

  • Residential
  • Village Edgartown
  • Square Feet 2200
  • Bathroom 3
  • Bedrooms 5

Chappaquiddick ideal location. This contemporary home is just 1.5 miles from the ferry, a half mile to a private beach, overlooks Brine's Pond, close to Slip Away Farm stand and a short walk to the Chappy Community Center and tennis/basketball court. The house is set on over two private acres abutting 40 acres of conservation land and miles of bike trails. The three-story home offers an open living/dinning/kitchen/deck area on the second floor for scenic views. There are 5 bedrooms and 3 baths. The master bedroom and bath occupies the entire third floor, with views of Nantucket Sound from the third floor deck. The sales price includes a share to a private Chappy beach, valued at $60,000 (subject to first right of refusal by beach association). Come and enjoy the wonders of Chappy in this special retreat.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: % last updated on

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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