Chappaquiddick Luxury Homes

Find all luxury homes for sale in Chappaquiddick, Martha's Vineyard. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

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44 Caleb Pond Road, Edgartown, MA

Price$6,500,000

Est. Mortgage: $/month

MLS Number 32881

  • Residential
  • Square Feet 5310
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3

Edgartown Harbor- A remarkable location offering sandy shoreline and a deep water dock. The expansive four bedroom home, superbly designed to afford views from nearly every room, exudes elegance. Privately situated, yet within close proximity to the Village, even closer by water, this truly is the best of both worlds.

Listed by Sandpiper Realty

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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69, 75, 76 Bay View Avenue, Edgartown, MA

MLS Number 32328

  • Residential
  • Square Feet 1456
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.77

Expansive and protected views of Dow's Pond and Katama Bay are captured on every level of this Chappaquiddick contemporary. The oversized lot, a rarity in Wasque, allows flexibility for renovation and expansion including the potential for an additional bedroom. Thoughtfully designed, with multiple living areas, both inside and out and just a few hundred feet to the calm waters of the Bay… the epitome of a true Chappy summer experience.

Listed by Sandpiper Realty

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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107 Washque Avenue, Edgartown, MA

Price$3,495,000

Est. Mortgage: $/month

MLS Number 30537

  • Residential
  • Square Feet 3688
  • Bedrooms 5
  • Bathroom 3
  • Acreage 4.3

Simply Magical ~ Sited on over four acres, a rare find in Wasque, with over 300' of sandy frontage and offering panoramic views of both the Bay and the Atlantic beyond. The main house, which has been tastefully upgraded, is the perfect complement to the newly completed addition, providing ample living space and five bedrooms. Classic and casual, a truly superb offering.

Listed by Sandpiper Realty

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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35A North Neck Road, Edgartown, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 31324

  • Residential
  • Square Feet 2486
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.679

Perched atop the most commanding rise on Chappaquiddick's coveted North Neck Road, “Hillhouse” is the ideal waterfront generational gathering place, with jaw-dropping views, private dock, and over 500 feet of sandy beachfront. Located on ~4.7 acres among the finest homes on Martha's Vineyard's Chappaquiddick Island, your new vacation destination awaits. Upon reaching the property's peak from a recently reconfigured drive, the inviting ca. 1967 summer home greets with a winged floor plan. The residence includes 5 bedrooms spread on either side of an open and airy central living room that features a beautiful fireplace, exposed wood beams, high ceilings and astounding water views. The views are seemingly endless and must be seen to appreciate fully, sweeping on one side of the home from Cape Pogue to Edgartown Harbor and on the other across Wasque to Nantucket on the horizon. From the back deck, descending down the bluff on a private stair reveals a pristine expanse of sand and water, perfect for relaxation, sun, swimming and many other forms of recreation. The private dock provides attractive options for boating, fishing and swimming enjoyment as well. While the present improvements on the property have provided the perfect setting for enjoyment for many seasons, the development opportunities here are exceptional - a dream setting for any architect - with the possibility of 9 bedrooms and a much larger home.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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55 North Neck Road, Edgartown, MA

Price$5,950,000

Est. Mortgage: $/month

MLS Number 30570

  • Residential
  • Square Feet 4896
  • Bedrooms 6
  • Bathroom 5
  • Acreage 3.15

This private three-acre property on prestigious North Neck Road offers a charming, winding driveway, sprawling landscaped lawn, deep-water dock, and spectacular views of the Edgartown harbor, lighthouse and waterfront. This classically-designed home offers a spacious kitchen that opens to a large deck, patio and grilling areas - perfect for entertaining, a formal dining and living room, a fabulous screened porch, den, and four bedrooms including a luxurious master suite. The detached three-car garage and two-bedroom carriage suite complete this perfect setting. This is a truly rare and special offering that must be seen to be appreciated.

Listed by Landvest MV

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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23 North Neck Road, Edgartown, MA

Price$3,500,000

Est. Mortgage: $/month

MLS Number 27357

  • Residential
  • Square Feet 4776
  • Bedrooms 5
  • Bathroom 4
  • Acreage 5.7

Waterfront perfection on Chappaquiddick's coveted north shore. Set high on a bluff with stunning views of Edgartown, the outer harbor, Nantucket sound and Cape Pogue, this beautiful property features 300' of private sandy beach and 5.7 acres. The contemporary style five bedroom home is bright and airy, with floor to ceiling windows framing the outstanding water views. The central living room features a massive stone fireplace and soaring ceilings, and is ideal for entertaining with easy access to the home's expansive decking. The thoughtful layout includes an exceptionally large master suite with private bath, and two additional bedroom wings - one with three bedrooms, two bathrooms and a play room and the other a large bedroom suite with private bath, sitting area, and view of the Sound. Offered for sale for the first time in over 40 years, this property is truly a outstanding offering in one of Martha's Vineyard's most sought after locations.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Jason Drive, Edgartown, MA

Price$869,000

Est. Mortgage: $/month

MLS Number 30203

  • Residential
  • Square Feet 1832
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1

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

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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23 Pocha Road, Edgartown, MA

Price$519,000

Est. Mortgage: $/month

MLS Number 29956

  • Residential
  • Square Feet 1440
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.4

This is a rare opportunity on Chappy. This extremely well built Gambrel has beautiful hardwood floors, stainless steel appliances, tile bath and more. Because it is a Gambrel the second floor rooms are the same size as the first! Being sold fully furnished , except a very short list of heirloom pieces, this property already has Nine weeks of rental in place! This means a very healthy check at the closing table for the buyer! With this sale comes an option to purchase the neighboring home (see last photo in photos). Create your own one acre family compound with two extremely well built homes!

Listed by Jane Brown Assoc.

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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15 Maqua Way, Edgartown, MA

Price$2,999,000

Est. Mortgage: $/month

MLS Number 29277

  • Residential
  • Square Feet 2920
  • Bedrooms 7
  • Bathroom 3
  • Acreage 5.23

Enjoy private beachfront and stunning water views from this antique home with 7 bedrooms spread over 3000 square feet. The home is in immaculate condition and lives like a house more modern than its 300-year-old pedigree would suggest, with lots of privacy as well as expansive common space. This is the perfect home for a large extended family or those who like to entertain lots of guests. Above all, though, this is the ultimate Chappy vacation escape, perfectly located for you to enjoy the natural playground of sun, sand, and sea in your backyard, with extensive opportunities for fishing, clamming, swimming, boating, and watersports of all kinds. Note: Seller will discount property by $400,000 if buyer wishes to build a new home on the lot and agrees to let seller salvage the house. View a drone video of the property by pasting this URL into your browser: https://vimeo.com/174675397

Listed by Wallace & Co. Sotheby's

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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77 North Neck Road, Edgartown, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 26519

  • Residential
  • Square Feet 2500
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.85

This very special North Neck Road beachfront property offers nearly 6-acres of land. The four-bedroom / four-bath house is situated to take advantage of the expansive and spectacular views of the Edgartown Light House and the harbor front. The lot is surrounded by mature vegetation to the sides and rear while the interior offers rolling pastures, sloping to water's edge. A walking trail accesses over 200 feet of beach, a small beach house and a private pier. There are permit ready plans approved for a spectacular 8,500 Sq. Ft. main residence and carriage house. Please inquire to learn more on this very special opportunity.

Listed by Landvest MV

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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