Chilmark Properties

A somewhat isolated community, Chilmark is known for its rustic beauty, Chilmark MA Beach Access Homesrolling land, rambling stone walls, grazing sheep and picturesque beaches. Home to Great Rock Bight Preserve, Menemsha Reservation, Chilmark Chocolates, and many idyllic beaches and ponds. Also in the town of Chilmark is the small fishing village of Menemsha, offering fantastic eateries, a public beach, and the most famous sunset on the island.

Chilmark real estate includes waterfront homes on the South Shore, Vineyard Sound, Menemsha or Squibnocket Ponds, as well as property along scenic Middle Road and North Road, or near the village of Menemsha.

Contact Sandpiper Realty to learn more about one of the Chimark real estate listings below. Register with our site if you would like to stay up to date on your favorite Chilmark properties.

You might also like to browse Katama properties or West Chop properties.

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

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8A Clambelly Road Marthas Vineyard MA

Price$1,180,000

Est. Mortgage: $/month

MLS Number 30362

  • Residential
  • Village Chilmark
  • Square Feet 3297
  • Bedrooms 3
  • Bathroom 2

Private spacious property tucked in the woods off Tea Lane. Beautiful, south facing sun filled home with professional mature landscape on a large piece of gently sloping land. Surrounded by trails with plenty of room for the entire family. Ground floor master en suite with three spacious closets and an ADA compliant bathroom. Formal living room and dining room, gourmet kitchen with enormous pantry. Mudroom with washer/dryer and sink off the kitchen. Room to expand with over 700 sq ft of unfinished attic space and over 2500 sq. ft of unfinished basement. New mahogany deck off back of house adds to the entertaining space in the summer. 16' x 12' shed with workbench for all your tools & equipment. 5.31 acres is in a conservation restriction with the Town of Chilmark.

Listed by Carroll & Vincent R.E.

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%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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20 Davids Way Marthas Vineyard MA

Price$6,250,000

Est. Mortgage: $/month

MLS Number 30120

  • Residential
  • Village Chilmark
  • Square Feet 3455
  • Bedrooms 3
  • Bathroom 3

Celebrate the senses at this superior beach front residence in Chilmark. Three Barn Farm is sympathetically nestled into the landscape 150 feet away from Vineyard Sound and offers intimate views of the Elizabeth Islands, the Vineyard Sound, Gay Head Lighthouse, Dogfish Bar and the renowned Menemsha sunsets. The stunning contemporary 3 bedroom 3.5 bathroom residence, was designed for seamless indoor to outdoor living; one can enjoy the natural setting and stunning views from every part of the property. Walk to the beach and to Menemsha Village from this exclusive enclave, and feel the peace and beauty of your Vineyard hideaway.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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26 Hammett Road Marthas Vineyard MA

Price$1,650,000

Est. Mortgage: $/month

MLS Number 30348

  • Land
  • Area Chilmark
  • Acreage 10.2

Envision your new home set among tall oaks and bound by several thousand feet of sturdy stone walls from centuries past. Directly next door lies the Land Bank's Great Rock Bight -- one of the great treasures of Martha's Vineyard. Select from several possibilities for house, guest house or equestrian pursuits, all set upon the lush acreage of a seaside community. Walk to the private association beach, stroll along waterfront trails or enjoy an afternoon of tennis on association courts. End the day with dramatic sunsets while strolling along Vineyard Sound, overlooking the Elizabeth Islands. A rare opportunity to create your Vineyard estate.

Listed by Rooney & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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53 Wequobsque Road Marthas Vineyard MA

Price$1,700,000

Est. Mortgage: $/month

MLS Number 30225

  • Residential
  • Village Chilmark
  • Square Feet 4237
  • Bedrooms 4
  • Bathroom 5

This well-built and substantial home in Chilmark captures stunning views of the Atlantic and enjoys incredible privacy as well as exclusive private south shore beach. With many intricate details in the design, this 4,000 s.f. home offers 4 bedrooms, 3 baths, generous kitchen, many sitting areas, welcoming screened porch and a huge deck. Only a mile from Chilmark center yet hidden from the world...surrounded by nature and the sounds of the waves... 4.2 acres with an additional acreage and engineering to relocate the home in the future.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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3 Catherines Way Marthas Vineyard MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 30329

  • Residential
  • Village Chilmark
  • Square Feet 2000
  • Bedrooms 4
  • Bathroom 2

A lovely traditional farmhouse with great history located just a short distance from Chilmark Center. This well maintained home boasts beautiful perennial gardens, and well manicured landscapes. A spacious interior provides the first floor with 2 separate large living areas, a large formal dining room and a renovated granite counter top kitchen. This house is full of character and charm and also offers an additional outbuilding that can be used as an oversized shed, studio or transformed into an endearing summer bunkhouse for overflow guests. A spacious deck space off the back of the house is great for entertaining or can serve as a quiet reading spot to enjoy the blooming gardens that surround this home. Only a short distance to the Chilmark store, Chilmark Chocolates and approximately a mile and half from Squibnocket and Lucy Vincent beaches.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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36 Wintergreen Way Marthas Vineyard MA

Price$1,380,000

Est. Mortgage: $/month

MLS Number 30316

  • Residential
  • Village Chilmark
  • Square Feet 2784
  • Bedrooms 3
  • Bathroom 3

Pool and tennis are appealing amenities at this home located on an attractive, very private lot off picturesque Middle Rd. The house is an early John Abrams design/build. The main room is wonderfully uplifting with its soaring cathedral ceilings. The exposed beams, painted white, contribute much to the room's aesthetic. This area is an open-concept floor plan with large living room merging into dining and kitchen areas. A screened porch adjacent to an open deck provides the perfect combination of outdoor living areas. Three bedrooms and three baths. This property is a "must see" is this price range.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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18 Spruce Gate Road Marthas Vineyard MA

Price$6,500,000

Est. Mortgage: $/month

MLS Number 30325

  • Residential
  • Village Chilmark
  • Square Feet 3786
  • Bedrooms 5
  • Bathroom 4

Enjoy quality and easy living on the farm. This 500 acre peninsula includes 16 lots which share 350 acres of conservation land with old stone walls, trails and open meadows as well as access to private Atlantic Ocean beaches and Squibnocket pond. This is living in natures finest surroundings. A Buyer can quickly enjoy a home without the concerns of upgrading or rebuilding any aspect of this home. Vistas of meadows, Atlantic Ocean, old stone walls and open sky are offered from different rooms. Cathedral ceilings, cherry floors, open living, beautiful exposed beams and high end finish in in the kitchen and baths. Deeded view channels provide protection for Atlantic Ocean views. This is a rare opportunity to purchase a quality home already built within the farm. Expansion allowed due to size of acreage included. Solid area to support a rental if not using the home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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51 Squibnocket Farm Road Marthas Vineyard MA

MLS Number 30281

  • Residential
  • Village Chilmark
  • Square Feet 3225
  • Bedrooms 4
  • Bathroom 2

Quintessential Chilmark property located in one of the finest coastal enclaves in the entire Northeast, only 16 home sites on 500+ acres of private and natural seaside lands. Renovated 1830's barn with soaring ceilings, exposed beams and modern kitchen amenities. One-of-a-kind property with deeded rights to miles of private, south-facing sandy beaches and pond-side trails.

Listed by Rooney & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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

Do not fill in this field:

Do not fill in this field:

51 Squibnocket Farm Road Marthas Vineyard MA

MLS Number 30280

  • Residential
  • Village Chilmark
  • Square Feet 3200
  • Bedrooms 4
  • Bathroom 2

Set in one of the wildest, most natural open landscapes on the island, this converted 1830s Dutch barn in Squibnocket Ridge Farm is unlike any other home on the island. Just steps from the beach and Squibnocket Pond, surrounded by conservation land, tranquility and miles of private shoreline, this home combines rustic historic character with modern kitchen, baths, and utilities/systems. 32-ft high ceilings in the soaring living room, water views, screened porch and expansive outdoor living space including lawn, gardens, trails. This is a truly extraordinary property.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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211 Middle Road Marthas Vineyard MA

Price$1,325,000

Est. Mortgage: $/month

MLS Number 30182

  • Residential
  • Village Chilmark
  • Square Feet 2896
  • Bedrooms 7
  • Bathroom 4

Located off Middle Rd this new to market compound is perfect for the extended family or entertaining a crowd. 5 bedrooms in the main house with large light flooded living areas, floor to ceiling fireplaces, full length deck, and 2 car garage. The charming , private 2 bedroom arts & crafts style guest house has Mexican tile floors, screened porch and fireplace. Within walking distance to conservation trails and a short distance to Beetlebung Corner. Excellent rental history.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.64% last updated on May 26, 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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