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East Chop Properties

East Chop, also known as Vineyard Highlands, is located in the town of Oak Bluffs. It’s home to a private yacht club, East Chop Beach Club, and known for some of the highest bluffs of the island. Situated along the water, it ascends around the lighthouse at Telegraph Hill, and down to Eastville Beach. Its real estate consists of huge old mansions and quintessential shingled homes at water’s edge, most with beach frontage, and seclusion. More modest homes are on the interior of the Chop, away from the water, but many still offer a hint of water views.

Contact Sandpiper Realty to learn more about one of the East Chop real estate listings below.  Register with our site if you would like to stay up to date on your favorite East Chop properties.  You  might also like to view West Chop properties or Chappaquiddick properties.

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63 Park Street Marthas Vineyard MA

Oak Bluffs MA 63 Park Street, East Chop

Price: $2,490,000

Est. Mortgage: $/month

MLS Number 27650

  • Residential
  • Village Oak Bluffs
  • Square Feet 2966
  • Bathroom 4
  • Bedrooms 6

Enjoy water views across Crystal Lake and beyond to the outer Vineyard Haven Harbor from this gracious East Chop home. Private, quiet location. Custom-designed contemporary farmhouse which features 5+ bedrooms, 4 full and 1 half baths and more than 4,500 square feet of living space spread out on 3 levels and a detached bedroom. So many custom details throughout this home that you must see to truly appreciate it. Any chef would be happy in the gourmet eat-in kitchen with soapstone counters, high-end cabinetry and appliances. A spacious and elegant living room has a wood-burning fireplace. French doors open to the formal dining room. The family room, which looks out over the deck, has a built-in window seat, gas fireplace and plenty of gathering space for family and friends. The wide staircase leads the way to a welcoming second floor where you arrive to a landing. French doors open to an office or guest room. A romantic master suite has a private balcony overlooking the deck, lawn, and beyond to the waterviews. The master bath is a tranquil retreat where you can enjoy a rain shower or relax in the soaking tub. Suite also includes a walk-in closet and laundry. Two spacious bedrooms, each with cathedral ceilings and double closets, finish off this level. There is central air conditioning plus a sophisticated heating system that combines radiant heating along with high efficiently baseboard hydronic heating. Home has cherry floors throughout the first floor and pine on the second. Tiled baths. Full, finished basement. Ample closets and storage throughout. Walk out through the screened porch and across the deck to the detached bedroom suite where any guest or in-law would be happy to stay. Building features a cathedral ceiling with ceiling fan, full bath and kitchenette. The deck is home to a 19 ft. Swimspa lap pool/hot tub. Truly an exquisite property! While the property is about one-half acre, a 50' wide "paper street" and a one acre open, unbuildable wooded town park make this a great location feel open and spacious. (Please see attached plot plan.)

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: 3.99% last updated on 2014-11-20

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

53 Pontiac Street Marthas Vineyard MA

Oak Bluffs MA 53 Pontiac Street, East Chop

Price: $459,000

Est. Mortgage: $/month

MLS Number 27504

  • Residential
  • Village Oak Bluffs
  • Square Feet 900
  • Bathroom 1
  • Bedrooms 1

East Chop Gem; Nestled on a wooded lot this adorable cape style home is not far from the center of Oak Bluffs yet secluded and surrounded by mature trees. This one bedroom home is NOT deed restricted and already has an existing 3 bedroom septic system. There is room on two sides of the property if you wish to expand to add two bedrooms based on town approval. The house is Bright and airy with a brick surround gas fireplace in living room, cathedral ceiling, cozy eat-in kitchen. Master bedroom with large closets on the second floor. Finished basement with two additional rooms. Freshly painted interior move -in condition.

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: 3.99% last updated on 2014-11-20

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

10 Munroe Avenue Marthas Vineyard MA

Oak Bluffs MA 10 Munroe Avenue, East Chop

Price: $349,000

Est. Mortgage: $/month

MLS Number 27442

  • Residential
  • Village Oak Bluffs
  • Square Feet 1173
  • Bathroom 1
  • Bedrooms 3

Located in the Highlands area of Oak Bluffs bordering East Chop. An Easy walk to the harbor or Oak Bluffs center and the beach. One of the originally homes in the area built in 1900 and renovated in 1978. This three bedroom house needs a bit of work but could be a great starter home or rental property investment. The front porch could easily be screened for more living space. The second floor presently has two rooms and could be expanded to give you more head room and perhaps another bathroom if desired.

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: 3.99% last updated on 2014-11-20

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

6 Munroe Avenue Marthas Vineyard MA

Oak Bluffs MA 6 Munroe Avenue, East Chop

Price: $249,000

Est. Mortgage: $/month

MLS Number 27443

  • Land
  • Village Oak Bluffs
  • Acreage 0.1300

Build your own home in the Highlands. This buildable lot on Munroe Ave. is a short walk to town or the beach. Located in the Highlands of Oak Bluffs on the edge of East Chop this affordable lot is ready to build.

Listed by Anchor Realty of Martha's Vineyard

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: 3.99% last updated on 2014-11-20

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

222 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 222 East Chop Drive, East Chop

Price: $2,495,000

Est. Mortgage: $/month

MLS Number 21590

  • Residential
  • Village Oak Bluffs
  • Square Feet 4497
  • Bathroom 6
  • Bedrooms 5

Commanding attention from the highest point on East Chop Drive with dramatic ocean views of Nantucket sound and the historic lighthouse on Telegraph Hill, this architecturally designed five bedroom home is just in time for your custom, finish work to make it fit your family's lifestyle to a tee. If this unique Vineyard property sounds like your Island dream, then you are 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: 3.99% last updated on 2014-11-20

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

283 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 283 East Chop Drive, East Chop

Price: $2,050,000

Est. Mortgage: $/month

MLS Number 27112

  • Residential
  • Village Oak Bluffs
  • Square Feet 2456
  • Bathroom 2
  • Bedrooms 4

Absolutely stunning waterfront home set right on the water's edge in East Chop. Enjoy immediate views of boats in Vineyard Haven harbor, spectacular sunsets over Vineyard Sound and the Elizabeth Islands, and dropping off your back deck to refresh at your private waterfront. The spacious, "beachy" home has been well-maintained and upgraded through the years and includes beautiful water views from nearly every room. Hardwood floors and high ceilings throughout. Located within one mile to East Chop Beach Club, East Chop Yacht Club, and East Chop Tennis Club. A definite "must see" for waterfront in Oak Bluffs.

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: 3.99% last updated on 2014-11-20

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

150 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 150 East Chop Drive, East Chop

Price: $2,650,000

Est. Mortgage: $/month

MLS Number 26839

  • Residential
  • Village Oak Bluffs
  • Square Feet 4170
  • Bathroom 5
  • Bedrooms 8

Known as "Big Bluff" this quintessential , authentic summer home offers an unparalleled "view from the top of East Chop" over Nantucket Sound to Cape Cod, Chappaquiddick and BEYOND! Bell buoys, fog horns and the timely "blink" from local and distant lighthouses will be your daily reminder of island life. A truly magnificent setting on ¾ of an acre of luscious lawn, this seaside home greets the morning sunrise with an easterly facing front porch and says "good evening" to the glowing sunsets from the westerly facing covered rear porch that has seen many great gatherings over the years. With 8 bedrooms(3 en-suite), there is no shortage of space for friends and family to visit. And...with 2 living areas, each one warmed by a CLASSIC beach stone fireplace, entertaining is perfect, even on those cool evenings. The East Chop community offers boating, swimming, tennis, fishing and a social atmosphere that is hard to find. Impressive and in a class by itself

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: 3.99% last updated on 2014-11-20

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

307 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 307 East Chop Drive, East Chop

Price: $2,325,000

Est. Mortgage: $/month

MLS Number 26602

  • Residential
  • Village Oak Bluffs
  • Square Feet 1500
  • Bathroom 2
  • Bedrooms 3

Chambers By The Sea! Come and relax in this Classic Vineyard-style cottage with modern amenities and a designer flair. Many recent upgrades and tasteful renovations have been completed to this delightful four season home offering three bedrooms, two baths, a fieldstone fireplace, refreshing outdoor shower and private beach. Enjoy spectacular views of the Outer Harbor and take in all the boating activity and gorgeous sunsets over West Chop right from your doorstep. A very quiet, serene setting yet just a short drive to both downtown Oak Bluffs or the Center of Vineyard Haven. Simply Delightful!

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: 3.99% last updated on 2014-11-20

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

23 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 23 East Chop Drive, East Chop

Price: $3,250,000

Est. Mortgage: $/month

MLS Number 26192

  • Residential
  • Village Oak Bluffs
  • Square Feet 2702
  • Bathroom 3
  • Bedrooms 5

East Chop Harborfront ~ "The Red House" long admired from both the Oak Bluffs Harbor and East Chop Drive is a rare offering with 175' of direct frontage, a private deep water dock and unobstructed views of the harbor, Nantucket Sound and beyond. The house exudes the charm of a by-gone era but has been well maintained and undergone some renovations over more recent years. Family and friends will want to gather in the many entertaining areas including the central living room, dining room or sun porch or waterside on the veranda. There is room for all with 5 bedrooms in the main house with extra space for an over flow of guests over the boathouse/garage. An ideal location to enjoy the waters of the Vineyard and it's just a short and stroll around the harbor to the restaurants, shops, arts district, and all Oak Bluffs offers. Truly a place where memories are made.

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: 3.99% last updated on 2014-11-20

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

317 East Chop Drive Marthas Vineyard MA

Oak Bluffs MA 317 East Chop Drive, East Chop

Price: $2,100,000

Est. Mortgage: $/month

MLS Number 26630

  • Residential
  • Village Oak Bluffs
  • Square Feet 2615
  • Bathroom 3
  • Bedrooms 6

East Chop Waterfront - Exceptional location with breathtaking views of the harbor and Vineyard Sound. Built in 1900 this rambling 2 story Cape enjoys approximately 200 feet of beach and deep water for a mooring. Lovingly maintained and in the same family ownership for several generations, this quintessential beach house features 6 bedrooms, 3.5 baths, hardwood floors, working fireplace, French doors leading to a beachfront patio, updated kitchen, detached 2 car-garage, and Title 5 septic.

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: 3.99% last updated on 2014-11-20

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

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