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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.

23 East Chop Drive Marthas Vineyard MA

MLS Number 28285

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

HARBORFRONT - The perfect property for the boating enthusiast with a private deep water dock and 175' of harbor frontage. Enjoy spectacular views ofthe 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 for family and friends 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, Inc.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.65% last updated on 2015-04-23

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

31 New York Avenue Marthas Vineyard MA

MLS Number 28322

  • Residential
  • Village Oak Bluffs
  • Square Feet 1670
  • Bathroom 3
  • Bedrooms 5

Architecturally restored and renovated 1920's Bungalow with new separate guest quarters over garage. Built in the 1920's this traditional 5 bedroom bungalow has been the recipient of many modern upgrades and sophisticated touches by its Architect/Designer owners. Newly renovated kitchen with radiant heated floors is whimsical and functional. Poured concrete countertops offset the stainless appliances. Traditional meets modern with creative cabinetry and features. The open design of the dining and living areas is emphasized by the original woodwork and design. A fireplace with field stone surround is the centerpiece of the living area, in keeping with the creative design of this unique home. Original wood entry way with a grand staircase that leads to the 2nd floor. The sunken master has custom built-ins' skylights and unexpected architectural features. Upstairs bathroom has radiant heated floors and a new oversized shower stall. Two additional smaller bedrooms finish the 2nd floor of the house. The location has the best of both worlds, as the front of house offers the action of Oak Bluffs while the back of house leads to the tranquility of East Chop.

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: 3.65% last updated on 2015-04-23

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

MLS Number 28255

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

East Chop Waterfront! 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: 3.65% last updated on 2015-04-23

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

5 John Wesley Avenue Marthas Vineyard MA

MLS Number 28019

  • Land
  • Village Oak Bluffs
  • Acreage 0.1400

Rare offering build your dream house in East Chop on a paved road! A short walk to East Chop Jetty Beach, Oak Bluffs Harbor, ferries, Circuit Avenue where all the in town action is! Vineyard Land Surveying conducted survey in 2009...! Abutting house for sale $699,000 ! Offer on both ! Perfect location for a family compound!

Listed by Ocean Park 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: 3.65% last updated on 2015-04-23

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

1 John Wesley Avenue Marthas Vineyard MA

MLS Number 28011

  • Residential
  • Village Oak Bluffs
  • Square Feet 1593
  • Bathroom 3
  • Bedrooms 4

OAK BLUFFS EAST CHOP LOCATION STROLL TO OAK BLUFFS HARBOR , EAST CHOP BEACH CLUB, JETTY BEACH & TOWN!! Charming Victorian home located on a private corner lot in East Chop.. Very private setting across the street is the Baptist Temple town Park.. Offering 4 bedrooms with 2 MASTERSUITES on each floor, 3 full baths, open spacious floor plan, built ins, hardwood floors, beautiful original diamond windows... ,insulated from outside in! Great Farmers porch and spacious outside deck! STRONG EXISTING RENTAL HISTORY and MUCH MORE!! YOU WILL LOVE THIS PLACE!

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: 3.65% last updated on 2015-04-23

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

41 Dudley Avenue Marthas Vineyard MA

MLS Number 27993

  • Land
  • Village Oak Bluffs
  • Acreage 0.4600

East Chop: Located in the heart of East Chop on a quiet side street, just a few hundred yards from the East Chop Bluffs, this level wooded home site offers a great setting for your new construction. Any house built will have Dudley Ave. address. Perc test and soil testing completed and found suitable for Title V for single family dwelling. Lot abuts an East Chop Association park. Water main runs along Dudley Ave.

Listed by RE/MAX on Island

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: 3.65% last updated on 2015-04-23

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

11 Crescent Road Marthas Vineyard MA

MLS Number 27984

  • Residential
  • Village Oak Bluffs
  • Square Feet 2600
  • Bathroom 6
  • Bedrooms 6

BRAND NEW East Chop design situated a block from the bluffs in a quiet wood setting with VIEWS OF THE SOUND features a bright sunny open kitchen/dining/living area with ash flooring, Thermador stainless steel appliances, lots of quality detail, intimate spaces, master bedroom suite with separate sitting area and access to cozy porch and sweeping sun deck. Upstairs has another master bedroom suite with private viewing deck and 4 more sweet bedrooms with stylized berber carpet and each has its own tiled full bathroom. The 1300sq.ft. basement area is finished for with another full bathroom, bedroom and lots of space for pool, ping pong and entertainment. With intricate combination of gas hot water heat and comfortable radiant heat and central AC this house is ideal for year round and gracious summer living. Plenty of yard for a garage, pool or accessory building and Great Rental Potential!

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: 3.65% last updated on 2015-04-23

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

10 Dempster Park Marthas Vineyard MA

MLS Number 27715

  • Residential
  • Village Oak Bluffs
  • Square Feet 1819
  • Bathroom 3
  • Bedrooms 4

Historic East Chop Victorian Cottage, Steps to Harbor, Town and Beach. Completely remodeled and updated, the 4 bedroom 3 bath home sits on a private road in an exclusive neighborhood. Recent renovations include a new kitchen, updated electrical with new panel, low-flow toilets, new windows and a side patio with hot tub and wired in radio. A truly enchanting and unique home, this property combines many historic features with new, modern amenities. The custom kitchen has a state of the art Wolf range, new cabinetry, a trash compactor and makes creative use of every inch of space. Sustainable bamboo flooring complements any decor, a convenient back door leads to the outdoor shower. At the far end of the kitchen is an additional bedroom/ playroom with attached full bath. 3 Additional bedrooms upstairs with 2 full baths as well a sleeping porch and an additional artist studio/bonus room.

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: 3.65% last updated on 2015-04-23

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

63 Park Street Marthas Vineyard MA

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: 3.65% last updated on 2015-04-23

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

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: 3.65% last updated on 2015-04-23

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

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