Chilmark Waterfront Homes

Discover the latest waterfront homes for sale in Martha's Vineyard's seaside village of Chilmark. When you register with us you can save your favorite searches, and receive updates when similar are posted. If you already have an account with us, log in here!

Search through a variety of beautiful listings, and feel free to contact us if you have any questions or would like to schedule a tour.

107 Washque Avenue

Price$3,250,000

Est. Mortgage: $/month

MLS ID 33791

  • Residential
  • Square Feet 3688
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

Waterfront property on Chappaquiddick with extensive private beach and water views that stretch as far as the eye can see. Spread out over 4 acres, this property is ideal for the buyer who wants a beach vacation for their family and guests. Sweeping water views are available from most interior living space, and the large decks each offer their own different perspectives. The 5-bedroom “modern rustic” home is immaculately maintained - the pickled wood beams pay tribute to the driftwood found on the surrounding beaches. And speaking of beaches, the property has 400 feet of sandy private beach on Katama Bay, and abuts rarely-used conservation land with an even longer stretch of sandy barrier beach. A quick paddle across the calm, shallow water takes you to an ocean beach with big surf and some of the best fishing on the eastern seaboard. The waters in front of the house are filled with shellfish that are yours for the raking. Need more elbow room? The town has approved plans for the construction of a garage and screened porch. Photographs cannot capture the full scope of this property and it has to be experienced first hand to be fully appreciated.

Listed by Wallace & Co. Sotheby's

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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89 East Chop Drive

Price$3,295,000

Est. Mortgage: $/month

MLS ID 33701

  • Residential
  • Bedrooms 7
  • Bathrooms 5
  • Half Bath 1
  • Acreage 0.8

This spectacular direct oceanfront residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly one acre of land there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops and an abundance of other activities that make Oak Bluffs a very special place for the whole family to enjoy. Great rental history.

Listed by Vineyard Realty Group

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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

Price$1,699,000

Est. Mortgage: $/month

MLS ID 33651

  • Residential
  • Square Feet 2456
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

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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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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29 Harbor View Lane

Price$3,300,000

Est. Mortgage: $/month

MLS ID 33574

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

**RECENTLY INSTALLED 5 BEDROOM SEPTIC ** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. Comes with a plan and approval from the board of health for a new 5 bedroom septic. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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35A North Neck Road

Price$3,995,000

Est. Mortgage: $/month

MLS ID 30578

  • Residential
  • Square Feet 2486
  • Bedrooms 5
  • Bathrooms 2
  • Acreage 4.3

North Neck… a truly spectacular setting with amazing, endless views from Edgartown Harbor, across Nantucket Sound and around to Cape Poge Bay. A casual and highly functional layout, a large common area complete with soaring ceilings and fireplace is flanked by two bedroom wings, ideal for easy summer living. The property includes 4.6+ acres of land,nearly 500' of private sandy beach and dock - swimming, boating and fishing are just steps away!

Listed by Sandpiper Realty

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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556 Chappaquonsett Road

MLS ID 32041

  • Residential
  • Square Feet 5311
  • Bedrooms 12
  • Bathrooms 10
  • Half Bath 2

This unique waterfront estate offers 3 residences (12 bedrooms), an art studio, tennis court, and 300 feet of private beach. The property is located in an old established area abutted by gracious summer estates and hundreds of acres of permanently protected open space. The spacious Main House marries classic New England architecture and a Mid-Century Modern design with walls of glass and high ceilings welcoming breathtaking indoor-outdoor connections to its gorgeous waterfront setting. 180 degree views extend over the pastoral pond and barrier beach north to Woods Hole, west over the Elizabeth Islands for incredible sunsets, and east to the outer Cape shoreline. A former barn was converted to a residence with 4+ bedrooms, 3 bathrooms, and common room, perfect for guests. The 1-bedroom cottage on the edge of the pond is a romantic, dreamy escape. Pack your suitcase and move in, now offered fully furnished, turnkey (with exception of art).

Listed by Kendall & Kendall

{$office->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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Western Parcel at South Shore Estates

MLS ID 31690

  • Residential
  • Square Feet 600
  • Bedrooms 1
  • Bathrooms 1
  • Acreage 30

This 30.3 +/- acre oceanfront parcel contains two lots. It features a one- bedroom beach house perched on stilts with direct ocean views and exclusive use of 300' of private beach within walking distance from the beach house. The 17.6 +/- acre front lot contains the beach house and a building site for a two-story main residence north of the beach house. A home built here will have breathtaking southwest views of the Atlantic Ocean, the beautiful ponds that line the South Shore, and the Squibnocket Cliffs beyond. ? The 12.7 +/- acre northern lot can host an additional residence or guest home, making this property an ideal purchase for an individual looking to build multiple homes. ? The owner of this parcel shares rights to the 141 +/- acres of conservation land northwest of the property with the owner of The Eastern Parcel and the owner of the property to the west of the parcel.

Listed by South Light Property LLC

{$office->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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Eastern Parcel at South Shore Estates

MLS ID 31685

  • Residential
  • Square Feet 4392
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 2

This 29.1+/- acre oceanfront property features two lots and 300' of frontage on the Atlantic Ocean. The 16.6 +/- acre front lot contains a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive underground 12,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. The owner of this parcel has exclusive rights to use 300' of private beach. This sandy shoreline is within walking distance from the house and is nestled in between two private beaches of neighboring properties. The main outdoor deck is the perfect place to entertain or to relax by the pool. Enjoy a peaceful morning reading the newspaper and sipping coffee poolside, or host an elegant luncheon for close friends or business contacts after a tennis match. The brilliant colors of sunset over the Atlantic Ocean make a perfect backdrop to a cocktail party or al fresco dining on the deck. Each bedroom and living space has wonderful views of the ocean. The residence features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms (one with adjacent steam bath and a separate cedar sauna), two outdoor showers, and five replaces. The home is divided into three wings, which are connected by decks on both the first and second floors. This thoughtful layout provides the owner and his or her guests with ample privacy and the opportunity for solitude, if desired. The 12.5 +/- rear lot can host an additional residence or guest home. The most attractive building site on this lot offers peaceful views down Jennie's Cove. The owner of this property has rights to use, along with the owner of The Western Parcel and one other owner, the 141 +/- acres of conservation land northwest of the property for hiking, trail running, and nature walks.

Listed by South Light Property LLC

{$office->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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11 Azalea Lane

Price$5,200,000

Est. Mortgage: $/month

MLS ID 30618

  • Residential
  • Square Feet 3750
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 1

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Listed by Wallace & Co. Sotheby's

{$office->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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