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 vacation home on Martha’s Vineyard. Learn more about Chilmark.

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6 Post Oak Road

Price$2,777,000

Est. Mortgage: $/month

MLS ID 34588

  • Residential
  • Square Feet 4332
  • Bedrooms 5
  • Bathrooms 6
  • Acreage 3.3

Rare Opportunity to Own One of The Nicest Winterized Homes in Chilmark. This Furnished Turnkey House Has It All, And Could Either Be a Great Income Property Or a Great Place to Call Home. 5 Bedrooms, 4 Full Bathrooms (Jacuzzi in master bathroom), 2 Half Bathrooms, Chef's Kitchen (Thermador Gas Oven/Range, Sub-Zero Refrigerator/Freezer, Dishwasher, Microwave), Breakfast Bar, Huge Living Room, Reclaimed Wood Beams and Columns, Vaulted Ceilings, Laundry Room, Insulated Garage, Finished Basement with Movie Theater, Arcade (Billiards, Jukebox, Pinball, Darts, Video Games), Home Office, Wine Cellar, and very large Walk-In Cedar Closet, Tennis Court, Bocce Court, Outdoor Jacuzzi, Steam Room/Spa, Massive Deck w/ Large Viking Gas Grill, 2 Outdoor Showers (if you go to MV with your family during the summer, you realize how valuable it is to have 2 outdoor showers), Roof Deck, Stone Walls Around Yard & Tennis Court, and a Beautiful Landscape, equipped with Irrigation/Sprinkler System and Shed for Storage. Built By Tom Burke.

Listed by Douglas Elliman MV

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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95 Stonewall Road

Price$13,500,000

Est. Mortgage: $/month

MLS ID 34135

  • Residential
  • Square Feet 3008
  • Bedrooms 6
  • Bathrooms 5
  • Half Bath 1

Paradise is located at the magical intersection of the Atlantic Ocean and Stonewall Pond. A true seaside retreat, this 4-acre property with main house and guesthouse welcomes you to an enchanted life. Massive sliding glass doors that showcase truly unparalleled views grace nearly every room. Interior space flows out to decks, past a sprawling lawn to beautiful Stonewall Beach and tranquil Stonewall Pond. You'll enjoy the amenities at the main house with its chef's kitchen, living room with fireplace, 4-bedrooms and 4.5-baths. The guesthouse with fieldstone fireplace offers an intimate setting steeped with Vineyard charm. Short paths lead to swimming, kayaking, surfing, the treats of summer. In the category of a property that embodies the spirit of the Vineyard, this is top of the class. Enjoy the virtual tours of these properties found in the external links section.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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20 Tennis Lane

Price$2,195,000

Est. Mortgage: $/month

MLS ID 34314

  • Residential
  • Square Feet 2673
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

A thoughtfully appointed contemporary home in the center of Chilmark with 4 bedrooms and three and a half bathrooms all of which are newly renovated. This home has great entertaining spaces in and out. The large living room has a cathedral ceiling and a modern fireplace which is the focal point, there is lots of natural light provided by two sets of sliding doors to the deck . Another set of wide sliders opens up from the kitchen to the screened porch with dining area and door to the deck . The bright modern kitchen includes all high end appliances and central island. The 2 first floor bedrooms share a full bath while there is a half bath for guests and laundry room on this level. On the second floor there are two private master suites each with a private bath and one with private balcony. Large clean unfinished basement which could be finished for extra living space. A great second home or rental investment property with strong rental history. Chilmark residents have access to beautiful Lucy Vincent beach and a Squibnocket beaches and the home is within walking distance to lovely trails at Waskosims Rock land bank property.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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18 Spruce Gate Road

Price$7,500,000

Est. Mortgage: $/month

MLS ID 34218

  • Residential
  • Square Feet 3700
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

The best and most coveted location on Martha's Vineyard - Squibnocket Farm. Set within a private, gated +/- 500 acre community that includes over 300 acres of conservation land, extensive private waterfront on Squibnocket Pond, miles of sandy Atlantic beach with towering dunes, and only 12 homes, this turnkey offering melds modern construction and comfort with an idyllic farm-like setting. Stately and elegant, the property residence sprawls peacefully amid surrounding natural beauty. The home was designed and built by Soikkeli & Company, a well-known luxury contractor on the Island. The exterior design evokes traditional New England farmhouse style, with multiple gables and cedar shingles defining the facade. The living space centers on a gorgeous chef's kitchen - soapstone counters, custom farm sink, all new top of the line appliances and fixtures, and a charming pantry are just a few of the outstanding elements found within. Two living rooms flank the kitchen on either side, and the master suite is set perfectly on the first level at the home's southern end. Four additional bedrooms are found on a northerly wing, as is the two-car garage. Views of the ocean, Squibnocket Pond, Noman's Land, and open fields are readily available from many rooms. The house is wired for sound and includes smart home features such as Nest learning thermostats for the AC and heating systems, and sound controlled by HEOS and the Google assistant. The landscape of the property was thoughtfully designed, highlighting ancient stonewalls on the property borders. Along with gracious lawns, flower beds and an organic vegetable garden, the property offers nearly 3 acres of fenced pasture as well as permits for a pool and horse barn. Outdoor living areas to enjoy include an expansive back deck, a superb screened porch with outdoor fireplace, and an outdoor fire pit - ideal for summer evenings or nighttime star-gazing. Ownership in Squibnocket Farm provides access to miles of trails, multiple accesses to Squibnocket Pond, and access to the exquisite homeowners beach, which is home to some of the most stunning sandy beachfront and dunes on the Atlantic seaboard. Squibnocket Farm is a paradise that must been seen to fully experience - a rare enclave of privacy and calm.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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1 Azalea Lane

Price$8,250,000

Est. Mortgage: $/month

MLS ID 34126

  • Residential
  • Square Feet 2511
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. Note that the images shown are of the house BEFORE renovation. Detached garage.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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61 Stonewall Road

Price$2,175,000

Est. Mortgage: $/month

MLS ID 34058

  • Residential
  • Square Feet 2537
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 4.5

Stonewall Association, one of the premier waterfront neighborhoods in Chilmark, is the location of this brilliant renovation. A wall of beautiful windows across the entire length of the house, white tile and light hardwood floors, create a delightful and stylish home. The renovation, completed this year, adds a clean, modern aesthetic that complements the strong post and beams of the original design. The 4.5-acre property is largely cleared providing a sweeping lawn and a setting for a whimsical outdoor dining gazebo. An Atlantic Ocean beach is the main allure of the neighborhood and this property is well situated for access to the beach and all the pleasures of Chilmark. Whether you are a fun-loving beach person or academic recluse, this property has broad appeal to a gamut of tastes. Virtually all furniture included for an additional fee.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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10 Rumpus Ridge

Price$700,000

Est. Mortgage: $/month

MLS ID 33533

  • Residential
  • Square Feet 1000
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.5

Close to Chilmark Center, this three bedroom, two bathroom home is pleasantly sited on a quiet lane. It is ready for a new owner to repair & refurbish it for the next chapter!

Listed by Flanders Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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 Squibnocket Road

Price$4,375,000

Est. Mortgage: $/month

MLS ID 33963

  • Residential
  • Square Feet 2018
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond (with rights to build an elevated walkway and kayak rack). Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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114 Middle Road

Price$2,250,000

Est. Mortgage: $/month

MLS ID 33858

  • Residential
  • Square Feet 3951
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

New Price! This masterfully-crafted home completed in 2010 was built with the highest quality materials, finishes, and mechanics. There is custom paneling, mill work, and cabinetry gracing each and every room. Start with the open concept floor plan - enter first the foyer with a coat closet, powder room, and gorgeous staircase. Then the living room with cathedral ceiling and impressive stone fireplace, a lovely dining area, and a spectacular chef's kitchen with top-tier appliances - Wolf stove top and microwave, 2 Viking ovens and warming drawer, Fisher Paykel refrigerator, dishwasher, and dryer. Off the living room is the master bedroom suite with its own library with fireplace, dressing room with fireplace, and stunning bathroom with a claw-foot soaking tub, double vanity, and tiled shower. Off the kitchen is the year-round sun room or den, a butler's pantry, laundry, and 2-car heated garage. Upstairs you have 2 more bedrooms each with high-end bathrooms. Outside there are stone walls and patios and a charming fountain - all designed for relaxing. Plus a deck perfect for outdoor dining. It should be noted there is a 4-bedroom septic system so the den could be used as a bedroom if desired. The stylish furniture can be purchased separate from the house sale. So many options at this unique home. It's a must see!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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27, 30, 31 Tower Lane

Price$3,500,000

Est. Mortgage: $/month

MLS ID 33303

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathrooms 3
  • Acreage 63.3

This is a unique property like no other! Located off of Middle Road on over 63 acres (much of which are conservation restricted), this amazing property has been used as a family compound. Offering an architecturally designed main house, a charming guest house, a caretaker's cottage, additional outbuilding as well as an unfinished in ground pool and pool house. This property, while exceptional, it is in need of maintenance and updating. Being sold "as is", this property needs to be seen to be appreciated.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.2% last updated on Apr 25, 2019
* 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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