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Chappaquiddick Luxury Real Estate

Scroll down to find current luxury real estate for sale in Martha's Vineyard's Chappaquiddick village. Contact Sandpiper Realty to learn more about one of the Chappaquiddick luxury real estate listings below. Register with our site to stay up to date on your favorite listings.

You might also like to browse Aquinnah luxury homes or Chappaquiddick luxury homes.

10 Armstrong Lane Marthas Vineyard MA

MLS Number 28233

  • Residential
  • Village Edgartown
  • Square Feet 3249
  • Bathroom 5
  • Bedrooms 5

The property's bluff top location offers panoramic views of Edgartown, Edgartown Harbor and Katama Bay. You can sit on the wraparound deck to watch boats cruising the harbor as well as enjoy absolutely spectacular sunsets. The SW orientation of the house delivers a constant cooling breeze. The main residence includes 4-bedrooms / 4-baths, a large kitchen/family/living room, a separate dining room, a TV room/den and two covered porches. The deep lot has ample room for a pool and other recreational uses and there is a detached two-car garage with one-bedroom / one-bath above. Steps lead down the bluff from the main house to a harbor side lower deck and boathouse, a deep-water dock and sandy shoreline. It's an easy 1/2-mile walk to the Chappy Ferry or a 5-minute stroll to the Chappy Beach Club or your own private beach on the outer harbor. This property offers all of the convenience of Edgartown without the congestion and should be a must see for anyone wanting an Edgartown Harbor waterfront location and dock!

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: 3.68% last updated on 2015-04-30

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

15 Sampson Avenue Marthas Vineyard MA

MLS Number 28241

  • Residential
  • Village Edgartown
  • Square Feet 896
  • Bathroom 1
  • Bedrooms 3

A true Chappy Gem, just delightful with an open floor plan, high ceilings and great outdoor living space including a covered porch, an open deck and a private yard! Attractive property at an attractive price!

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: 3.68% last updated on 2015-04-30

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

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. The property, which has a strong rental history, is ready to go for the 2015 season! 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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2015-04-30

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

4 Calebs Common Circle Marthas Vineyard MA

MLS Number 27819

  • Residential
  • Village Edgartown
  • Square Feet 1707
  • Bathroom 4
  • Bedrooms 6

A unique Chappy Compound - Two beautifully maintained buildings in a great location. Wonderful 3 bedroom main house, screened porch, on a pleasantly landscaped parcel of land along with a 1,260 sf 3 bedroom 2 bathroom guest house a private distance from the main house. A guest house of this size could never be built again. The compound provides excellent space for extended family or great rental income while you use one the buildings or choose to rent both. Located a short distance from the Chappy ferry. An exceptional property in an exceptional location.

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: 3.68% last updated on 2015-04-30

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

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

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2015-04-30

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

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2015-04-30

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

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2015-04-30

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

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2015-04-30

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

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: 3.68% last updated on 2015-04-30

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

29,30 Bay View Avenue/Wasque Avenue Marthas Vineyard MA

MLS Number 22531

  • Residential
  • Village Edgartown
  • Square Feet 1530
  • Bathroom 2
  • Bedrooms 3

Location, Location, Location...If you live for Fishing, Beach and Peace and Quiet...Welcome to one of the best kept secrets on Martha's Vineyard. Chappaquiddick ! This very comfortable house feels like "HOME" the minute you step in the door, according to the many return renters. Walking distance to both Katama Bay for kayaking or swimming with young children and Wasque (South) Beach for all the surf, sand, sun and fishing you could ask for. This house has very comfortable furnishings without a lot of upkeep. Neat ,Clean, and Simple the way it should be so you can spend your vacation enjoying all the beauty the Vineyard has to offer. Some of the renovations include, All New Shingles, Newly painted interior and exterior (trim), New sliding glass door, New Well, New dishwasher, counter tops newly painted cabinets with brand new carpet throughout. The basement has been repainted, brand new outdoor shower and exterior shingles complete all the work The attic is an empty slate just waiting for dormers on both sides to reveal the original water views towards South Beach for an amazing family or studio room!....Don't count out Chappy until you've seen it . The secret behind "Chappy" that people don't know is that you don't have to spend hours driving around Edgartown looking for parking .. just park at the point and walk on the little 3 car ferry to get you right into town for movies, restaurants, library, shopping and a vibrant night life. Or hop on the bus and go to Oak Bluffs for the Flying Horses or a different night out on the town. Once you've lived here you'll never want to go anywhere else. It's a piece of HEAVEN just waiting for the right person(s) to appreciate it! Lot size includes lot 29 and 30. Current assessment without renovations.

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: 3.68% last updated on 2015-04-30

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

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