Chilmark Homes for Sale

Discover the latest 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.

81 Squibnocket Farm Road

Price$15,250,000

Est. Mortgage: $/month

MLS ID 32757

  • Residential
  • Square Feet 4852
  • Bedrooms 4
  • Bathrooms 4
  • Acreage 5.9

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton & Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 550+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 350+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Listed by Tea Lane Associates

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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: 3.94% last updated on Dec 21, 2017
* 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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94 Menemsha Inn Road

Price$6,500,000

Est. Mortgage: $/month

MLS ID 30425

  • Residential
  • Square Feet 3241
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 5.6

This waterfront 4 bedroom 2.5 bath impeccable custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and master bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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94 Menemsha Inn Road

Price$6,500,000

Est. Mortgage: $/month

MLS ID 30472

  • Residential
  • Square Feet 3241
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 5.6

This elegant, architect-designed main house and guest quarters are steeped in privacy at the end of a picturesque Chilmark Lane. A private path leads you to the private North shore beach frontage that is provided by this property. With remarkable views of the Vineyard sound, Elizabeth Islands, and endless sunsets this lovingly maintained property has much to offer. The four bedroom main house is in excellent condition with a spacious, well laid out kitchen and dining space as well as a lovely screened-in porch. A large living room area, with stone fireplace and French doors, leads out to the terrace and ocean views. Vaulted ceilings, spacious bedrooms and an additional living space and bathroom in the lower level plus a detached guest annex with wonderful Sound views add to the appeal of this home. The gardens and manicured outdoor spaces of this land add to the already welcoming and flawless feel of this entire property. Menemsha village is only a short drive away or one could also walk along the shore's edge to get there. This home and property is truly a magical and restful place in which to enjoy the Vineyard.

Listed by Flanders Real Estate

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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135 State Road

Price$5,750,000

Est. Mortgage: $/month

MLS ID 19770

  • Residential
  • Square Feet 2300
  • Bedrooms 4
  • Bathrooms 1
  • Acreage 1.9

Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Listed by Flanders Real Estate

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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
  • Acreage 8

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

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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137 Quansoo Road

Price$4,650,000

Est. Mortgage: $/month

MLS ID 32538

  • Residential
  • Square Feet 1476
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 3.2

This rare 3.20 acre waterfront setting captures intimate Tisbury Great pond views, as well as views to the Atlantic Ocean and Quansoo beach. Access the beach by boat or from the Quansoo parking area. The current home is light and bright with an intelligent layout that is all one level, the master suite has its own wing and the two additional bedrooms and bath are on the other side. The house is centered by an open kitchen, dining and living room area with a fireplace, and views to the water. The screened porch and extensive decking offer further areas to gather, and the grounds have lovely old oaks and a rolling lawn.This property supports 6 bedrooms and is the perfect palate for a substantial and thoughtful water front home. See broker for further details about beach access.

Listed by Tea Lane Associates

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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5 Herring Run

Price$3,200,000

Est. Mortgage: $/month

MLS ID 30966

  • Residential
  • Square Feet 1284
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 3

Simply charming home that enjoys one of the most breathtaking views you will ever see. Perched high on a hill, the views of Menemsha Pond, Vineyard Sound, the Elizabeth Islands beyond and the nearby marshlands with their abundant bird life are simply mesmerizing. 3 Acres of land with Deeded rights to a sandy Menemsha Pond cove that is shared by just 4 households and which you access down a short, pretty, winding path. Perfect for swimming, fishing and boating. A new well and a 5-bedroom septic have been installed. The newly-refreshed home has open living spaces that all enjoy the water views and there are 3 comfortable bedrooms and 2 tiled baths. Enjoy this Chilmark classic just as it is - or renovate to your heart's desire. * Land Assessment and Taxes are an approximation because lot is being re-configured.

Listed by Karen M. Overtoom R.E.

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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15 Lake Road

Price$3,000,000

Est. Mortgage: $/month

MLS ID 25297

  • Residential
  • Square Feet 1927
  • Bedrooms 5
  • Bathrooms 2
  • Acreage 2.7

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership).

Listed by Russell Maloney Real Estate

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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15 Valley Lane

Price$2,600,000

Est. Mortgage: $/month

MLS ID 32252

  • Residential
  • Square Feet 4976
  • Bedrooms 6
  • Bathrooms 5
  • Acreage 3

End-of-the-road privacy off Old Farm Rd in Chilmark. As you enter through an attractively designed entrance to this property, you'll discover a contemporary farmhouse enveloped in a landscape with vibrant, mature perennials and lush lawns with a wooded backdrop and conservation land beyond. Enter into a dramatic, over-sized living-dining area with beach stone fireplace. Walking through to the left, Patrick Ahearn has designed a gorgeous master bedroom and bath that opens through French doors to both a screened porch and open deck. Circle through the other way to a connecting first floor study/TV room. To the right of the living area is a sensational gourmet kitchen loaded with amenities. Three bedroom/bath suites are located on the second floor. A 2-room detached bedroom is located over a 2-car garage. This is a comfortable year-round house, and one that will accommodate family and friends for many summers filled with great memories. Don't miss the video, see link below!

Listed by Wallace & Co. Sotheby's

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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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8 Rockrose Path

Price$1,755,000

Est. Mortgage: $/month

MLS ID 30666

  • Residential
  • Square Feet 1973
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 1.6

This is a ranch style summer cottage set high on Rockrose Path (off King's Highway) with wide views of Chilmark Pond and the Atlantic Ocean beyond. A private Atlantic Ocean beach lot, Thumb Cove, is included with the sale of this home. Master suite with full bath, three additional bedrooms, and second full bath, cathedral ceilings, sleep loft, large wraparound mahogany decking provides plenty of seating area for taking in ocean views and starlit skies. This home has an outdoor shower, wood burning stove, insulation, whole house fan, and basement storage. Easy expansion possibilities for larger kitchen and additional master suite with terrific views possible. Furnishings, motor boat and Sunfish available separately.

Listed by Russell Maloney Real Estate

{$agent->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: 3.94% last updated on Dec 21, 2017
* 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