East Chop Real Estate

East Chop, also known as Vineyard Highlands, is located in the town of Oak East Chop MA CoastlineBluffs. 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.

Find all real estate for sale in East Chop, Martha's Vineyard. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

Browse Real Estate For Sale In East Chop

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32 Temahigan Avenue, Oak Bluffs, MA

Price$4,750,000

Est. Mortgage: $/month

MLS Number 32756

  • Residential
  • Square Feet 6441
  • Bedrooms 6
  • Bathroom 5
  • Half Bath 2

HISTORIC EAST CHOP WATERFRONT ESTATE WITH BOATHOUSE AND DEEP WATER DOCK. Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre property with rolling lawn, patio with stone fireplace and beautifully landscaped grounds to Vineyard Haven Harbor and Vineyard Sound beyond. A wooden boardwalk crosses over a small pond, leading to the water's edge where a 750-sf boathouse with stone fireplace, kitchen and bath sits adjacent to a deep water dock and moorings. The property also includes a detached 2-car garage with unfinished living space above which can be easily transformed into a beautiful Guest House, also with water views. This iconic property is the ultimate place to gather family and friends and create treasured Vineyard memories for years to come. Furnishings are available separately.

Listed by Point B Realty LLC

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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: 4.52% last updated on Jul 19, 2018
* 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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10 Elliott Avenue, Oak Bluffs, MA

Price$474,900

Est. Mortgage: $/month

MLS Number 32661

  • Residential
  • Square Feet 996
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1

Charming two bedroom Cape style ranch property located on a dead end street within close proximity to downtown Oak Bluffs, public transportation, beaches, and East Chop tennis courts. Upon entry, you are welcomed into the sunlit living room with fireplace, kitchen with lots of cabinet and counter space includes small dining area. Front deck running the length of the house and and grassy yard are the perfect compliments to this move in ready home. New Title V septic for 2-bedroom house installed April 2018.

Listed by RE/MAX on Island

{$office->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: 4.52% last updated on Jul 19, 2018
* 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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14 Temahigan Avenue, Oak Bluffs, MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 32282

  • Residential
  • Square Feet 4821
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 2

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

Listed by RE/MAX on Island

{$office->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: 4.52% last updated on Jul 19, 2018
* 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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98 Park Street, Oak Bluffs, MA

Price$698,000

Est. Mortgage: $/month

MLS Number 31596

  • Residential
  • Square Feet 800
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2399

Find your perfect foothold in Oak Bluffs with this adorable property in East Chop! Enjoy all that Oak Bluffs has to offer - the lighthouse is just moments away, as are beaches, tennis, downtown and the harbor. Offered with plans for a much larger home with attached garage, this property has outstanding potential, just waiting for your vision. At the same time, the existing home, a quaint cottage, is charming as-is, ideal as a cozy Vineyard retreat. The location is superb, with a number of elegant homes in the immediate surrounds. A fantastic opportunity. Note: there is an existing waterview of the Sound and ferries that was established by clearing, with permission, on a neighboring property.

Listed by Wallace & Co. Sotheby's

{$office->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: 4.52% last updated on Jul 19, 2018
* 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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65 Winemack Street, Oak Bluffs, MA

Price$1,149,900

Est. Mortgage: $/month

MLS Number 31438

  • Residential
  • Square Feet 3828
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.35

Practical East Chop Vacation or Year-Round Home. This spacious, well maintained, 5-bedroom (septic was built for 6-bedrooms) has main living areas -- living room, dining room, kitchen and en-suite bedroom on the second floor to take advantage of the partial water views. Master bedroom en-suite, plus two other bedrooms with shared bathroom on the first floor. Third floor has additional en-suite bedroom plus large family room. Built in 2001 and located in East Chop, the 3,828 sq. ft. house sits on 0.35 acres. Convenient to tennis, beaches, the harbor, public transportation, the hospital and downtown! The house includes 4 full bathrooms, living room, dining room, kitchen with loads of cabinet space and large center island with counter seating, large family/media room, and full basement. House is being sold furnished. Outdoor shower, shed, ample parking and tasteful landscaping complete the property. Septic has been designed for 6 bedrooms so that a detached garage with sixth bedroom above can be constructed, but verify any such plans with appropriate town building and health departments. Strong rental history. Easy to show.

Listed by RE/MAX on Island

{$office->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: 4.52% last updated on Jul 19, 2018
* 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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112 Park Street, Oak Bluffs, MA

Price$1,785,000

Est. Mortgage: $/month

MLS Number 30743

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.31

WATER VIEWS and SPECTACULAR SUNSETS are yours from this gorgeous, FULLY FURNISHED, East Chop home nestled on a large double lot in this highly desirable neighborhood. This dazzling home offers classic charm with modern, luxury amenities. The 75 ft. wrap around deck and covered dining rotunda were built for enjoying true Vineyard living. This home has 4 bedrooms and 3 full bathrooms with marble, custom tile and original hard wood floors. Incredible customized high end kitchen and cozy sunroom have double french doors that opens onto a pergola covered deck creating a flowing indoor/outdoor living experience. Make this your year round home or keep as an investment property with over $70,000 a year of rental income in place. Your Island Dream Home Awaits.

Listed by Laer Realty Partners

{$office->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: 4.52% last updated on Jul 19, 2018
* 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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335 East Chop Drive, Oak Bluffs, MA

Price$2,390,000

Est. Mortgage: $/month

MLS Number 30026

  • Residential
  • Square Feet 1751
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

After almost 2 years of permits ,board meetings and approvals a complete renovation has been completed on this home! This has all been accomplished with finishings in excess of one thousand dollars a foot. Let me describe some of the features! Starting in the kitchen there is a Wolf 6 Burner Cook top with 2 Wolf Ovens underneath and one Wolf Microwave; a Sub Zero Cooling center with Glass Doors and drawers with Separate under counter Freezer with cooling drawers. Miele Coffee center, trash compactor and Sub Zero Red wine with separate white wine fridge with 2 cooling drawers for soda and beer; and Sub Zero ice maker. Custom Brazilian Granite counters with walnut floors. Central vacuum, Radiant heat in all floors through out the whole home! No cold toes! In addition to the radiant heat there is a Hi Velocity heat and A/C system. The original 1900 stone fireplace is redone and in place with a modern gas option. Control 4 security, lighting, video and alarm. Surround sound inside every room and outside whole home for the ultimate music experience. Let's talk about the "Bones" The home was raised to meet the one hundred year flood plan. Each stud in the home was removed, replaced screwed and glued in place to make a home as strong as a boat! Besides that, state of the art insulation and the most modern sound proofing was installed along the road to completely diminish any sounds. Every detail was scrutinized and completed with the best of the best. The master bedroom has a look and feel of being "in the water" and the master bath is complete with a Steam Bath with 10 shower heads , and a Ultra Bayne tub. The second floor deck has a top of the line hot tub overlooking the ocean. Because of the layout of the home, changing rooms, outdoor bathroom, and garage, a private beach compound has been created whereby the occupants can sit,lounge, and swim in complete serenity. It is a "turn key", "state of the art" home that measures up to today's standard of "the ultimate Vineyard experience!"

Listed by Jane Brown Assoc.

{$office->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: 4.52% last updated on Jul 19, 2018
* 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