Chilmark Homes For Sale

Chilmark is arguably the island’s most beautiful town with rolling rural landscape sandwiched between gorgeous beach-lined coasts to the north and south. Many of the lovely homes for sale in Chilmark are properties lined with classic stone walls across several acres. Real estate in Menemsha, Chilmark’s historic fishing village is very popular thanks to the picturesque sunsets, nearby beaches, and great restaurants.

Homes for sale in Chilmark are a great investment, whether you are looking for a vacation home or a place to live year-round. At Coldwell Banker Landmarks we specialize in helping buyers find the perfect real estate on Martha’s Vineyard. Our team has decades of experience in the local real estate market, so contact us to get started.

8 Snail Road

Price$17,750,000

Est. Mortgage: $/month

MLS ID 28958

  • Residential
  • Square Feet 6967
  • Bedrooms 6
  • Bathrooms 5
  • Acreage 9.5

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. Designed by Seattle architect Rick Sundberg, Falmouth landscape architect Steve Stimson and built by master builder Andrew Flake, the house flows continuously between interior and exterior spaces. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of the South Shore and Chilmark Pond. This home features gracious skylights, huge windows and wonderful detail in both design and materials. Oak and radiant-heated limestone floors, marble baths, precast concrete fireplace mantles and top quality appliances support a relaxed yet sophisticated experience for residents and guests. Views from the grand entrance encompass the ocean and infinity pool. The foyer leads past an exquisitely appointed dining room to the great room with soaring ceilings, floor to ceiling windows and an oversized wood burning fireplace. The impeccable attention to detail is highlighted in the chef's kitchen with sitting area, fireplace and custom casework. Heated infinity pool, half-basketball court, large screened porch and outdoor terraces provide a breezy and beautiful venue for all. This secluded residence and 2 bedroom guest cottage sit on 9.5 acres of wooded hillside and includes access to a private Atlantic Ocean beach accessed by boat across Chilmark Pond from your private dock. A presidential paradise, this estate served as the 2013 summer White House. An exquisite Vineyard home!

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: 3.78% last updated on Sep 14, 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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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: 3.78% last updated on Sep 14, 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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22 Quitsa Lane

Price$9,995,000

Est. Mortgage: $/month

MLS ID 32736

  • Residential
  • Square Feet 3888
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 3.5

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

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: 3.78% last updated on Sep 14, 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: 3.78% last updated on Sep 14, 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: 3.78% last updated on Sep 14, 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: 3.78% last updated on Sep 14, 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: 3.78% last updated on Sep 14, 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: 3.78% last updated on Sep 14, 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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21 Eliot Avenue

Price$4,000,000

Est. Mortgage: $/month

MLS ID 30462

  • Residential
  • Square Feet 1714
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.65

Leave it all behind when you arrive at this magical location with stunning views of both the Atlantic Ocean and Stonewall Pond. One of the Island's most brilliant settings and an immensely fascinating location where Stonewall Pond meets the Atlantic barrier beach. A path to the beach is just footsteps from an elegantly simple dwelling with lots of glass and decks. This is an incomparable location and must be experienced! The property includes a detached shed and a Stonewall beach lot. Aerial video can be found under External Links.

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: 3.78% last updated on Sep 14, 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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443 South Road

Price$3,500,000

Est. Mortgage: $/month

MLS ID 31295

  • Residential
  • Square Feet 2965
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 5.2

Built circa -1840, this former post office during the civil war is a well- recognized landmark with its 300 year old elm trees. The architecturally stylish home and property comprised of a total 11 rooms, 5 bedrooms and three baths is situated on five acres which overlooks the grazing sheep meadow to the Atlantic Ocean. This authentic property has been thoroughly updated blending simple antique warmth with modern function and capability which includes a fabulous gourmet open plan kitchen/ family room opening to pergola stone patio. Steps away is a separate guest house, barn with loft, 2 car garage and several outbuildings all surrounded by stone walls, attractive lawns, fields, and gardens. The 85 solar panel farm provides electric heat to 2 big heat pumps. There is oil FHW for backup which is rarely used. Owner receives credit every quarter and never pays an electric or heat bill.

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

{$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: 3.78% last updated on Sep 14, 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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