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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225 East Chop Drive, Oak Bluffs, MA

Price$3,950,000

Est. Mortgage: $/month

MLS Number 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty, Inc.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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105 Eastville Avenue, Oak Bluffs, MA

Price$945,000

Est. Mortgage: $/month

MLS Number 33848

  • Residential
  • Square Feet 1879
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

This restored antique home is in pristine condition. Located near Eastville Beach, hospital and a short distance to downtown Oak Bluffs. Spacious manicured lawn, wraparound deck and outdoor shower. The inviting interior has wide plank floors, freshly painted walls, first floor bedroom, living room, family room, kitchen and formal dining area. There are three fireplaces on the first floor and a roomy bathroom with stand-up shower. The first floor bedroom has built-in wall storage, closet and ceiling fan. The living room is inviting and filled with natural light and centered fireplace with wood mantle. The family room has exposed wood beam ceiling and exquisite window and door moldings, a second fireplace and half bath tucked under the stairway. The formal dining area has beautiful built-in cabinets with glass doors, drawers and shelving. A third fireplace can be found in the dining area with a nice mantle and woodwork. The kitchen at the rear of the property is modern with adequate cabinet storage space, vaulted ceiling with exposed beams, skylight and hardwood oak flooring. The side door off kitchen leads to the large outside wraparound deck and access to the outdoor shower. A great spot to barbeque, read or just enjoy the outdoors. The second floor has a spacious landing and leads to the entry of all three 2nd floor bedrooms and the full bath with tiled flooring and claw foot tub. There is storage in the attic area and storage in the clean and dry basement. The expansive lawn and grounds are a pleasure to walk. Great rental history.

Listed by Martha's Vineyard R.E.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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331 East Chop Drive, Oak Bluffs, MA

Price$895,000

Est. Mortgage: $/month

MLS Number 33868

  • Residential
  • Square Feet 444
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1796

LOWEST PRICED BEACH FRONT ON MARTHA'S VINEYARD. EAST CHOP COTTAGE, SPECTACULAR VIEWS, PERFECT GETAWAY COTTAGE. Beach cottage, a rare find these days and just perfectly cute. The cottage is located along the waterfront on East Chop Drive, a very desirable area of Oak Bluffs. The porch looks out over the beach and beyond to Vineyard Sound. Relax on the covered porch and take in the outstanding water views and the parade of boats heading to and from the harbor. The interior has been freshened with updated kitchen, an adjacent dining area and a bedroom with a bath with shower. There is also a loft area currently used for storage. An outside shower tops the list and is so loved by the family. Strong rental history and rentals in place for 2018.

Listed by Martha's Vineyard Vacation Rentals

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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311 East Chop Drive, Oak Bluffs, MA

Price$2,250,000

Est. Mortgage: $/month

MLS Number 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks Real Estate

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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 33802

  • Land
  • Village East Chop
  • Acreage 0.24

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

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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283 East Chop Drive, Oak Bluffs, MA

Price$1,699,000

Est. Mortgage: $/month

MLS Number 33651

  • Residential
  • Village East Chop
  • Square Feet 2456
  • Bedrooms 4
  • Bathroom 2

Private beach on East Chop with gorgeous water views of the Vineyard Sound from each room, including all bedrooms! Quintessential Vineyard shingled house right on the water; swim, kayak or watch the ferry and boats from your private deck or porch just a few steps to the Sound. 2456 square foot house with four bedrooms (two of them enormous), two and one half baths, large separate laundry room, open floor plan to include fully equipped kitchen, dining room and living room with a large stone fireplace, all with stunning water views. Second floor family room and ample closet space in every bedroom. Enjoy countless hours relaxing on the side deck with outdoor living space in addition to the new stone patio for all your grilling needs. Convenient to both Oak Bluffs, Vineyard Haven and to the Telegraph Hill Lighthouse. Perfectly situated within one mile of East Chop Beach Club, Yacht Club and Tennis Club. Great rental history too. This home will not disappoint.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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15 Dover Street, Oak Bluffs, MA

Price$2,295,000

Est. Mortgage: $/month

MLS Number 32913

  • Residential
  • Village East Chop
  • Square Feet 3800
  • Bedrooms 5
  • Bathroom 4

Water views, lots of square footage, prime location, and a big bedroom count - you get all this and more in this stunning home. Even in a neighborhood of such substantial properties, 15 Dover Street has the ability to turn heads. This grand dame of East Chop surveys the harbor and all else from her elevated position. The residence is perfectly at ease in this area of classic antique homes, but was actually constructed in 1998 by a respected Island builder who took his inspiration from the distinguished shingled homes that are found in the more desirable enclaves of Martha's Vineyard. As soon as you step inside it becomes apparent that this is a very modern home with wide-open living spaces, multiple entertaining areas, two master bedroom suites, a renovated gourmet kitchen and bathrooms, hardwood floors, and a double-sided fireplace. The huge picture windows accentuate the water views and make it feel like you could reach out and touch the ferries passing by. Other important amenities include central AC, a modern 2-car garage, and a full basement. All the bedrooms are generously proportioned, and three of them have private decks. The landscaping and gardens are the perfect complements to the property. As you would expect, such a home is in extremely high demand by summer visitors, and so it generates a very handsome rental income. The home is easy to show during the off-season and comes completely furnished. Abundant waterviews - watch our video https://vimeo.com/245739832

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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103 Winemack Street, Oak Bluffs, MA

Price$990,000

Est. Mortgage: $/month

MLS Number 32781

  • Residential
  • Village East Chop
  • Square Feet 1536
  • Bedrooms 4
  • Bathroom 1

East Chop Gem: Ranch style 4 Bedroom Vintage Cottage with a gable roof, patio, and charming windows. The center great room boasts a soaring ceiling and separates two wings of the house. There is a grand stone fireplace with wood stove insert, which can be accessed from the rear of the house. The house sits on one third acre of land in a prime neighborhood. There are two small garage buildings and ample room for expansion. This house faces on two streets, Winnemack and West Streets. This property is being sold AS IS.

Listed by Martha's Vineyard Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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32 Temahigan Avenue, Oak Bluffs, MA

Price$4,750,000

Est. Mortgage: $/month

MLS Number 32756

  • Residential
  • Village East Chop
  • Square Feet 6441
  • Bedrooms 6
  • Bathroom 5

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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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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
  • Village East Chop
  • Square Feet 996
  • Bedrooms 2
  • Bathroom 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. Property cannot be shown until Nov. 1st, 2018, tenants in residence.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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