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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14 Swans Way

Price$875,000

Est. Mortgage: $/month

MLS ID 34905

  • Residential
  • Square Feet 1999
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

Welcome to this charming Chilmark classic, lovingly owned by the same family since the 1970s. Sweet, warm four bedroom house built in the Yankee Barn style with authentic wood beams from an English pub. The home's interior has many special features like high ceilings, big windows, and a large open living room with beautiful brick fireplace, a smart entry foyer/mudroom, painted wood floors, a formal dining room, large dry basement for storage or future finished space, and a loft study area overlooking the first floor. The large master bedroom is on the first floor and features an en suite bathroom. The second floor has three more bedrooms and a guest bathroom. This is an artistic home with wide woodbeamed floors and many personal touches. Large wraparound deck, outdoor shower, and open well-tended yard offer easy summer living. There is a large shed with electricity and phone jacks that was once used as a bunk house for summer overflow. Located off of South Rd. in the woods, it has a private feeling yet ten minute drive to Lucy Vincent Beach and five minute drive to Alley's General Store and the town center of West Tisbury. ** Please note Seller has summer rental leases in place.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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16 Trails End

Price$1,550,000

Est. Mortgage: $/month

MLS ID 34723

  • Residential
  • Square Feet 1113
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 2

One of the unique aspects of this hilltop home is it's location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing sunsets. Connect with nature within the abutting Land Bank preserve. Several favorite vantage points are the new master suite/office again with those amazing views, the cathedral ceiling living room with gas wood stove and the expansive deck. Free wheeling with a beach Jeep included and a short drive to exclusive Lucy Vincent Beach.. Shed for storage, Out door shower, air conditioning and excellent rental history.

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

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$
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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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3 Eliot Avenue

Price$3,995,000

Est. Mortgage: $/month

MLS ID 34907

  • Residential
  • Square Feet 4696
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

A substantial Tom Tate built home on 1.2 acres in Chilmark, designed to work with the landscape to maximize the spectacular water views from almost every window. Experience the most amazing sunrises and sunsets with panoramic views over Nashaquitsa and Menemsha Ponds and the Elizabeth Islands to the North, with Menemsha and Stonewall Ponds and Atlantic beach to the south. At over 4,600 square feet, this fabulous 4/5 bedroom, 3 and a half bathroom home has been thoughtfully designed with both year round living and summer entertaining in mind. The grand entrance foyer separates the master bedroom suite on the south side of the main level from the open living room with feature fireplace and doors to the decks. There's a superb open gourmet kitchen with custom heart pine counter tops and top notch appliances and adjacent large dining space. There are multiple doors to all the outdoor spaces, and decks span the whole length of the home. Two staircases take you down to private guest bedrooms, baths and a great family / hang out space with doors to private hot tub and patio. It's a short stroll to Stonewall Beach and the boat launch on 'Quitsa pond. This property must be seen to be appreciated. Steps away from your own private access to Stonewall beach. Strong rental history.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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15 Doctors Creek Path

Price$1,900,000

Est. Mortgage: $/month

MLS ID 34870

  • Residential
  • Square Feet 989
  • Bedrooms 3
  • Bathrooms 1
  • Half Bath 1

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark cottage. 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nomans Land. Simply Stunning! Colorful Sunsets! Includes a deeded beach lot on South Beach. The cottage is a cozy camp with beach stone fireplace; used seasonally. This is a "one of kind" south shore location that is not often available for purchase. Short walk to the shores of Chilmark Pond from the cottage where you can wade across, in the summer, to the boardwalk that leads to your private access to South Beach! Expansion possibilities still being researched

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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3 Little Oak Lane

Price$949,610

Est. Mortgage: $/month

MLS ID 34858

  • Residential
  • Square Feet 1590
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 1.6

Chilmark living - the way it's supposed to be. Located between Middle Road and South Road, this year-round, 3 bedroom, 2 bath home offers Up-Island privacy on 1.6 acres. A gardener's dream, with newly planted raised perennials in a deer resistant enclosure. Centrally located, it is close to “one of the 10 best beaches in North America” - Lucy Vincent Beach; steps away from Fulling Mill Preserve's extensive trail system and dramatic ocean views; minutes away from the Chilmark Store, the Chilmark Community Center and Menemsha. The house has undergone extensive renovations with a new Corian bathroom sink and vanity, new glass shower doors, 4 new heating/air conditioning ductless Mini-Splits, all new windows, new gutters, all new Moen faucets, new carpet on the lower level, insulated blinds and fresh paint throughout. A lower garden shed and storage has easy access.

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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22 Larsen Lane

Price$1,199,000

Est. Mortgage: $/month

MLS ID 34809

  • Residential
  • Square Feet 1361
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 0.13

Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, decorative beams and ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. Winter water views from upstairs. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Most Furnishings Included.

Listed by Kelleher R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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6 Post Oak Road

Price$2,777,000

Est. Mortgage: $/month

MLS ID 34588

  • Residential
  • Square Feet 4332
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 2

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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$14,850,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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