Chappaquiddick Properties

Chappaquiddick, or "Chappy," is a small island within the town of Edgartown Chappaquiddick MA Waterfront Homesthat 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.

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

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20 Jason Drive Marthas Vineyard MA

Edgartown MA20 Jason Drive, Chappy

Price$899,000

Est. Mortgage: $/month

MLS Number 30203

  • Residential
  • Village Edgartown
  • Square Feet 1832
  • Bedrooms 3
  • Bathroom 2

SIMPLY CHARMING ON CHAPPY. Privately sited at the end of a lightly traveled road, this simply charming saltbox is surrounded by beautiful perennial gardens and a park-like setting for ideal year-round or seasonal Chappy living. Meticulous craftsmanship and quality can be found throughout the home, which was custom-built by its current owner, who is a well-known island builder. The bright and sunny interior features a formal Living Room with wood-burning fireplace and French doors that open onto a screened porch, perfectly integrating indoor and outdoor living. The open-designed Dining Room and Kitchen also opens onto the screened porch, creating a perfect flow for dining and entertaining indoors or out -- and the outdoor space spills out further onto a wraparound mahogany deck and a stone patio surrounded by beautiful landscaping and gardens. There are a total of three bedrooms, including a first-floor bedroom and a second-floor master bedroom with fireplace and office alcove. This property is move-in perfect and features many extras like gleaming hardwood floors, central a/c, a one-plus garage and more. All the best of Chappy living is just outside the door . . . from sandy beaches and nature trails, to coveted fishing spots and island farms. This charming home is an ideal setting for gathering friends and family and creating treasured Chappy memories for years to come.

Listed by Point B Realty LLC

$
$
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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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

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35B North Neck Road Marthas Vineyard MA

MLS Number 30207

  • Residential
  • Village Edgartown
  • Square Feet 3585
  • Bedrooms 5
  • Bathroom 3

This grand "summer camp" is like no other property on Chappaquiddick - Martha's Vineyard. It combines a stunning waterfront location with sweeping views of Edgartown Harbor, Nantucket Sound over to The Cape and Cape Pogue. The original 3 bedroom, rustic barn-style vintage home was built in 1915 and features a grand, water-facing wraparound porch, and a dramatic two-and-a half story Living Room with beach stone fireplace. Approximately 3.1 acres of grounds lead down to the water's edge, with over 300 ft of frontage and a private sandy beach. Completing this offering is an existing 2 bedroom cottage, deep water dock, mooring and breathtaking sunsets all abutting the 9-hole, Royal and Ancient Chappaquiddick Links. Continue the 100+ year tradition of this quintessential camp or choose to create your own dream allowing a 7 bedroom compound.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Sampson Avenue Marthas Vineyard MA

MLS Number 30145

  • Residential
  • Village Edgartown
  • Square Feet 1428
  • Bedrooms 3
  • Bathroom 1

Chappy Chic ~ This three bedroom cottage is the perfect abode to spend the lazy days of summer. The reverse style floor plan, complete with an expansive living area and over-sized deck, is sure to accommodate all of your friends and family. Conveniently located off Chappaquiddick Road and within close proximity to public access on Katama Bay, the fresh produce of Slip Away Farm and the pristine waters of East Beach, you will be fully immersed in all that Chappy has to offer. A true gem!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Narragansett Avenue Marthas Vineyard MA

MLS Number 30089

  • Residential
  • Village Edgartown
  • Square Feet 3662
  • Bedrooms 6
  • Bathroom 5

Chappaquiddick Compound - House and guest house located within close proximity to the ferry, abutting conservation and offering distant outer harbor views! The reverse style four bedroom main house lives large complete with multiple interior and exterior living areas and open floor plan. The privacy and separation offered by the two bedroom guest cottage provides the perfect space for friends and family or even a separate rental opportunity. A must see!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 MacGregor Lane Marthas Vineyard MA

MLS Number 29755

  • Residential
  • Village Edgartown
  • Square Feet 1933
  • Bedrooms 3
  • Bathroom 3

Tucked quietly off Pocha Road and nestled among acres of conservation, with access to Poucha Pond Reserve and the Cross Chappy Trail, rests a retreat like no other. This perfectly appointed home offers a unique yet functional floor plan affording equal parts privacy and openness. The main portion of the home offers a large living area accented with a wood burning fireplace, a fully equipped kitchen and master bedroom. The sensational screened in porch, serving as an annex and a sanctuary, flows effortlessly to the remaining two guest rooms with their own separate living quarters. A large detached studio, ideal for early morning meditation or the ever-present overflow of guests, is the perfect complement to this Chappy property.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Litchfield Road Marthas Vineyard MA

Edgartown MA20 Litchfield Road, Chappy

Price$2,100,000

Est. Mortgage: $/month

MLS Number 30088

  • Residential
  • Village Edgartown
  • Square Feet 2559
  • Bedrooms 6
  • Bathroom 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 captures views from almost every room and the substantial 3 bedroom guest house is the perfect complement to this idyllic escape. Watch nature's own screenplay unfold from the comforts of the waters edge, deck or the essential screened in porch. Enjoy shell fishing 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Sampson Avenue Marthas Vineyard MA

MLS Number 30034

  • Residential
  • Village Edgartown
  • Square Feet 2055
  • Bedrooms 3
  • Bathroom 2

This three bedroom home, located conveniently off paved Chappaquiddick Road, is ideal for every season. The open kitchen and dining area with access to the covered back porch and backyard is perfect for the casual summer lifestyle. The newly renovated sunken family room, accented with wood floors and the ever efficient pellet stove, helps make makes this property suitable for those wanting to enjoy Chappy year round. An oversized detached two car garage, with ample storage for anything and everything you could think of, is just one more reason why this home cannot be missed!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Berry Avenue Marthas Vineyard MA

Edgartown MA6 Berry Avenue, Chappy

Price$525,000

Est. Mortgage: $/month

MLS Number 30087

  • Residential
  • Village Edgartown
  • Square Feet 2083
  • Bedrooms 4
  • Bathroom 2

Affectionately referred to as the "Pole House", this custom home is the perfect Chappaquiddick retreat. Quietly tucked away and abutting Pimpneymouse Farm, the unique layout offers all of the space and amenities one would expect in their Vineyard home. The open living spaces, which spill onto on an exterior deck, is the perfect spot for gathering with family and friends! Rounded out with four generous bedrooms, this house must be seen to be appreciated!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Old Pocha Road Marthas Vineyard MA

MLS Number 29487

  • Residential
  • Village Edgartown
  • Square Feet 1932
  • Bedrooms 2
  • Bathroom 2

This custom home perched atop a charming drive is a true delight! Warm and welcoming with wood floors and oversized windows, no detail was overlooked in this two bedroom Chappaquiddick retreat. Perfectly appointed, the open floor plan flows effortlessly into the essential screened porch and oversized deck. Sited on over four acres with a four bedroom septic system already installed, there are countless expansion possibilities. Pristine and private, affording endless blue sky and garden views this home must be seen to be appreciated!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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

Do not fill in this field:

Do not fill in this field:

38 Old Indian Trail Marthas Vineyard MA

MLS Number 29991

  • Residential
  • Village Edgartown
  • Square Feet 2120
  • Bedrooms 5
  • Bathroom 3

CHARMING COUNTRY COMPOUND ON CHAPPY. Perched on Sampson's Hill, the highest point in Edgartown, this charming Chappy compound features two tastefully updated homes set on 2.8 country acres surrounded by beautiful gardens and wildflowers. The Main House is comprised of an open-designed Great Room featuring a wood stove and hardwood floors -- and which opens onto a large screened porch with lovely garden views. The handsome cook's kitchen features terra cotta tile floors, white cabinets, Italian marble counters, and stainless appliances. There is a first-floor bedroom with full bath; the remaining two bedrooms and full bath are located on the second floor. The nearby Guest Cottage also features a screened porch as well as an open living/dining area with vaulted ceilings, full kitchen, and warm hardwood floors, along with two cozy bedrooms and an updated full bath. This property is ideal for year-round or seasonal living. All the best of Chappy - including beaches, farms and the island's natural beauty - is just outside the front door!

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Apr 28, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details