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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.

00 Nahomon Street, Oak Bluffs, MA

MLS Number 28694

  • Land
  • Village Oak Bluffs
  • Acreage 0.2500

Newly Subdivided building lot. Close to downtown Oak Bluffs, quiet residential neighborhood. Broker is owner.

Listed by Breakwater MV

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: 3.87% last updated on 2015-06-04

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

112 Park Street, Oak Bluffs, MA

MLS Number 28634

  • Residential
  • Village Oak Bluffs
  • Square Feet 2300
  • Bathroom 3
  • Bedrooms 4

Historically renovated 1930's East Chop home nestled on a large double lot in this highly desirable neighborhood. This dazzling home offers vintage charm with modern, luxury amenities. Enjoy the magnificent sunset views over Nantucket Sound and picturesque Crystal Lake from the 75 ft. wrap around deck and covered dining rotunda. 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.

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: 3.87% last updated on 2015-06-04

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

40 Munroe Avenue, Oak Bluffs, MA

MLS Number 28705

  • Land
  • Village Oak Bluffs
  • Acreage 0.8600

Located in East Chop, this beautifully wooded, private lot (37,462 sq. ft.), offers a great setting for your new construction. It's hard to find this size buildable lot on East Chop. The lot generally meets town conditions for guest house but requires verification or special permit. Perc and soil testing will be completed soon. Water main runs along Munroe Ave. Walk to lighthouse, beaches and town.

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: 3.87% last updated on 2015-06-04

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

317 East Chop Drive, Oak Bluffs, MA

MLS Number 28593

  • 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 1930 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

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

114 Park Street, Oak Bluffs, MA

MLS Number 28507

  • Residential
  • Village Oak Bluffs
  • Square Feet 1872
  • Bathroom 3
  • Bedrooms 4

Oak bluffs - east chop - stunning waterviews over crystal lake ,vineyard & nantucket sound all the way to cape cod! Spectacular sunsets ! Outstanding location a stroll to east chop beach club, jetty beach, oak bluffs harbor & town ! Custom vineyard design bright & spacious throughout! 4 bedrooms & 3.5 baths ... Finished living space & second kitchen in the walk out basement! Large exterior deck is the perfect space for entertaining! Strong existing rental history 2015..Mini splits air conditioning ..In most of the rooms..Must see vineyard home! You will love this place! Panoramic 180 degree waterviews!!

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: 3.87% last updated on 2015-06-04

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

63 Webster Avenue, Oak Bluffs, MA

MLS Number 28117

  • Multi-Family
  • Village Oak Bluffs
  • Bathroom 3
  • Bedrooms 5

Water View Family Compound. East Chop area corner lot water view multi-family home. Recently remodeled with a new guest apartment this spacious family home is in move in condition and ready for occupancy. 5 bedrooms, 4.5 baths with multi sitting areas to accommodate summers, holidays and everything in-between. Year round living, wood burning fireplace and water views are added value to the oversized lot in a quiet area of sought after East Chop. A neighborhood of substantial homes, community and scenic vistas, this location is ideal for gatherings and celebration.

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: 3.87% last updated on 2015-06-04

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

23 East Chop Drive, Oak Bluffs, 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

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

31 New York Avenue, Oak Bluffs, 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: 3.87% last updated on 2015-06-04

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

307 East Chop Drive, Oak Bluffs, 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: 3.87% last updated on 2015-06-04

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

5 John Wesley Avenue, Oak Bluffs, 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: 3.87% last updated on 2015-06-04

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