East Chop Properties

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.

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.

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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14 Highland Avenue, Oak Bluffs, MA

Price$979,000

Est. Mortgage: $/month

MLS Number 30636

  • Residential
  • Square Feet 1985
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.16

This is a great family home on East Chop, within walking distance to beaches, Oak Bluffs harbor and town. It includes many custom features, cherry floors, cherry cabinets in the Kitchen with granite countertops and open first floor plan. There are 2 master bedrooms upstairs and a guest room. It also has an attached one car garage with work bench and extra storage capacity. The basement is finished and provides additional sleeping area and a large family room. Great rental history.

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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14 Rose Avenue, Oak Bluffs, MA

Price$529,500

Est. Mortgage: $/month

MLS Number 30367

  • Residential
  • Square Feet 1034
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.21

This unique bungalow was originally built in 1937, then expanded and updated in 1983 - with a more recent refurbishing, over the last year. Wonderfully situated in the highlands of East Chop, this property sits across the street from Tabernacle Park thus you have the feeling of wooded privacy yet your only a couple blocks from OB harbor and the beach. Town is just a picturesque stroll along the harbor. The house has a roomy living room, up-to-date kitchen/dining area, two bedrooms, bath, enclosed porch room, laundry- room/pantry and a spacious deck. To the rear is an oversized 2 car garage w/electric. In place is a new Title V septic system. This home also offers a rental history.

Listed by Towne & Country Realty

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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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12 John Wesley Avenue, Oak Bluffs, MA

Price$799,000

Est. Mortgage: $/month

MLS Number 30226

  • Residential
  • Square Feet 1630
  • Bedrooms 5
  • Bathroom 2
  • Acreage 0.1399

EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Enjoy the sweet scented breezes all summer from the quintessential wrap around porch. Five bedrooms (plus a small single room called the Birdcage) and two full bathrooms allow for many friends and family to visit along with a cozy, bright vintage kitchen. Oak Bluffs is a strolling paradise and this location is only a short walk to the beaches, ferry, bike path, restaurants, harbor activity and public transportation. This is a house of distinctive "Carpenter Gothic" construction built by the architect G.A. Rice on one of the highest points of Oak Bluffs. Owners request a closing date after September 15th, 2016.

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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325 East Chop Drive, Oak Bluffs, MA

Price$2,095,000

Est. Mortgage: $/month

MLS Number 30278

  • Residential
  • Square Feet 1709
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.28

Fall asleep to the sound of a gently breaking surf in this carefully renovated and meticulously maintained turn of the century East Chop beach house. Nestled between the shore of the Vineyard Sound to the west and Crystal Lake to the east, this unique property boasts water views from every window. Enjoy spectacular sunrises from your breakfast table and sunsets over West Chop. Watch maritime activity of all kinds or just listen to the waves from numerous first and second floor oceanside porches. Nearly 150 feet of private beach permits direct access to the water for fishing, swimming, kayaking or paddling. The main living area of this exceptional summer home features a brick fireplace and is lined with large windows and French doors that open to a spacious, enclosed sun porch overlooking the water. The first floor also includes a sun drenched dining room, a home office or first floor bedroom, a half bath and an updated kitchen with high-end appliances, oversized antique porcelain sink and zinc countertops with copper accents. The staircase to the second floor leads to two guest bedrooms with a shared bath, a spacious hallway with built-in closets, laundry and extra storage space. The master bedroom suite features a private bath and sun porch. Other amenities include an enclosed drying yard with a cedar deck, a grilling area off the kitchen, a private outdoor shower on the beach and a one-car garage with a cabana for towels, chairs and beach toys. This wonderful location is also an easy bike ride to the East Chop tennis, beach and yacht clubs and to downtown Oak Bluffs. Frequently featured in island artwork, this spectacular waterfront home provides you with the best of Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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115 Winemack Street, Oak Bluffs, MA

Price$899,000

Est. Mortgage: $/month

MLS Number 30282

  • Residential
  • Square Feet 2008
  • Bedrooms 4
  • Bathroom 1
  • Acreage 0.34

Beautiful home in east chop ~ generational home! Vintage vineyard residence ~a generational home Built, owned , and lovingly maintained by one family since 1928! .34 acre lot, a short walk to east chop 1.5 baths, detached garage, Fireplace, sun porch / studio.. Many cottage details & renovations throughout! Mature plantings & gorgeous gardens surround this very special home! Easy to show! Call today for a private showing!

Listed by Ocean Park Realty Inc

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$
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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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 East Chop Drive, Oak Bluffs, MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 30153

  • Residential
  • Square Feet 2702
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.54

Harborfront with Deep Water Dock- The perfect property for the boating enthusiast with a private deep water dock and 175' of harbor frontage. Enjoy spectacular views of the harbor and Nantucket Sound beyond from the veranda, enclosed sun porch and nearly all rooms in the house. The “Red House” as it is fondly known exudes the charm of a by-gone era but has been well maintained and undergone some renovations over more recent years. You will find plenty of space all to gather as well as accommodate many over-night guests with 5 bedrooms in the main house and extra space for over flow above the boathouse/garage. The home has been adored by generations and is the place where summer memories are made. Experience the luxury of living on the water with all the conveniences of town and beach just a short stroll away.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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47 Munroe Avenue, Oak Bluffs, MA

Price$650,000

Est. Mortgage: $/month

MLS Number 30124

  • Residential
  • Square Feet 1843
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.29

East Chop Highlands... Nicely wooded site, sits on a knoll in a very quiet neighborhood. Convenient access to town, beaches, and ferry. 1st floor kitchen, living room, bath & one bedroom. 2nd floor has 2 bedrooms. Walk-out partially finished basement with full bath. Needs a thorough renovation and would be an exciting project for a Buyer with imagination. Owner occupied... 24 Hour notice for showings. *Property Being Sold "As Is"

Listed by Island Home Realty Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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63 Webster Avenue, Oak Bluffs, MA

Price$1,425,000

Est. Mortgage: $/month

MLS Number 30114

  • Residential
  • Square Feet 3494
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.63

Jump into summer -- tennis, beach, sailing -- from this carefully renovated and expanded East Chop vacation home. Lovely 4-bedroom main house with attached 1-bedroom guest wing, sits on 0.63 landscaped acres, with partial water views of Vineyard Sound and Crystal Lake. Located in the heart of the upscale but laid back East Chop community, you'll have convenient access to beaches, tennis club, beach club, yacht club, downtown Oak Bluffs and ferry service. Main house is a two-story contemporary custom Cape with two bedrooms on the first floor and two on the second floor that open out to sun deck. Open floor plan kitchen, dining room, living room with fireplace, opens out to enclosed sun porch, deck, patio, outdoor shower and gardens. Guest wing includes 1-bedroom, full bathroom, vaulted ceiling above living room/kitchen/dining area and bar, that opens out to deck with partial water views. Two car garage plus ample parking in driveway for multiple vehicles. Ducked Heat Pump HVAC. Some furniture available separately. Offers excellent rental income opportunities.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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335 East Chop Drive, Oak Bluffs, MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 30026

  • Residential
  • Square Feet 1751
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.33

First and foremost never can a home be built again that is this close to the water. The only way to achieve a new home this close is to buy an older home and rehab it. It takes years of permits ,board meetings and approvals before a single nail is attached. 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 and is designed to withstand the worst storm in a hundred years! 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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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4 Munroe Avenue, Oak Bluffs, MA

Price$549,000

Est. Mortgage: $/month

MLS Number 30013

  • Residential
  • Square Feet 1527
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.23

Renovated down to the bare studs in 1992, with an addition in 1998, this authentic Vineyard home is just a short walk to town, the ferry, beaches, East Chop Lighthouse, shopping, and so much more. All the must haves: 3+ bedrooms, 2+ baths, quintessential island character, newer windows, siding, and electrical, an outdoor shower, sun room, front and rear porches, a yard for the kids and an accessible location. The East Chop community offers sailing, swimming, tennis, and a unique social atmosphere. Meticulously maintained and nestled privately behind mature trees, this home has nicely landscaped grounds, gardens, a shed and ample parking. Move-in condition for your next home or a rental/investment property for the summer season.

Listed by Elevated Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jul 21, 2016
* 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