Chilmark Private Homes

Search with Sandpiper Realty, Inc. to find current private homes for sale in Martha's Vineyard's town of Chilmark. Look through a variety of listings including luxury homes, cottages, condos and more. Register with us to save your favorite properties, and you can get email updates when new listings match your search criteria.

For more information, questions, or to schedule a showing, please contact us today!

You can also search homes near country clubs or beach access homes for sale in Chilmark.

15 Valley Lane, Chilmark, MA

Price$2,600,000

Est. Mortgage: $/month

MLS Number 32252

  • Residential
  • Square Feet 4976
  • Bedrooms 6
  • Bathroom 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

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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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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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34 Bijahs Way, Chilmark, MA

Price$1,100,000

Est. Mortgage: $/month

MLS Number 32139

  • Residential
  • Square Feet 2293
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.2

Well designed for low maintenance this 4 bedroom home located off Tea Lane in Chilmark has plenty to offer. With over 4 acres and access from 2 different roads a guest house could be added with it's own entrance for total privacy. The open kitchen living floor plan with sliders to a large 25 ft deck offers great entertaining space. Built in bookcases and window seat adds to the charm of the room and tie in nicely with the hardwood floors. The renovated kitchen with lots of counter space and large pantry provides ample room to create. There are 2 floors of outside decks overlooking the garden area and the walkout basement adds additional living space. Spacious entryway leads to first floor master bedroom and 2 additional bedrooms that share a bath. This home is in excellent condition and ready for summer enjoyment. Seasonal water views from the living room.

Listed by Carroll & Vincent R.E.

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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100 South Road, Chilmark, MA

Price$1,450,000

Est. Mortgage: $/month

MLS Number 31585

  • Residential
  • Square Feet 2877
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a first-floor master suite), this home is perfect for year-round living or as an all-seasons Vineyard retreat. The property adjoins acres of untouched woods, providing ample privacy, while remaining easily accessible throughout the year on a town-maintained paved road. First floor consists of formal living room with fireplace, separate dining room, master suite with large sitting room and private screened-in sunroom, laundry room, additional bedroom and bath, kitchen, 650 sq. ft. mahogany deck for outdoor entertaining, and sun-filled, 530 sq. ft. great room with 14' ceiling, exposed antique beams and radiant floor heating for the ultimate in winter comfort. Second floor contains two large bedrooms with cozy dormer alcoves, and full bath. Oversized two-car garage with built-in work bench. 1500 sq. ft. basement provides lots of storage space, additional refrigerator and freezer, and second laundry room. The many updates and improvements include new well, architectural-shingle roof, cedar-siding shingles, HVAC, Title V septic system, top-quality insulation, upgraded electrical and plumbing, and energy-efficient Marvin windows and French doors throughout. This home is turn key. Fully furnished with just a few exceptions!

Listed by Up Island Realty

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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27 Hewing Field, Chilmark, MA

Price$1,890,000

Est. Mortgage: $/month

MLS Number 31822

  • Residential
  • Square Feet 4652
  • Bedrooms 10
  • Bathroom 6
  • Acreage 4.5

This is a compound for someone with a dream. Whether to connect family and friends in comfort the year round, to host workshops, to garden, to conduct a professional practice or pursue creative endeavors - there's ample room to do it all here. With the treasure of Chilmark beaches to enjoy, it's just a scenic 5-minute drive from Alley's. Tucked away on a hilltop meadow bordered by conservation land, an extensive trail network beckons just steps from the decks leading down to the mossy banks of the Tiasquam. Besides the space and versatility here, the main house has extra insulation in the interior walls for an added sense of quiet, a 2015 Buderus 7-zone heating system, three stairways to the second floor, additional attic and basement rooms, an attached 2-car garage and a generator. There's great privacy between the dwellings and a general sense of sanctuary and expansiveness on these bright acres.

Listed by Tashmoo Realty

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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 Austin Pasture Road, Chilmark, MA

Price$7,800,000

Est. Mortgage: $/month

MLS Number 31818

  • Residential
  • Square Feet 3358
  • Bedrooms 4
  • Bathroom 3
  • Acreage 22.9

22 acres in Chilmark with a well designed home that truly resonates with the land. Commanding views over Squibnocket Pond, south shore barrier beaches and the Atlantic Ocean. A three bedroom main house and a one bedroom guest house are sited privately on a south facing slope taking advantage of the best this property has to offer. Ultimate privacy with an exceptional location. Exclusive access to Squibnocket Pond with two little private islands included (Strawberry Island and Gull Island). Paddle board and kayak around this pristine pond and enjoy the quiet and calm that comes with living in this natural environment.This is truly a once in a lifetime opportunity for a discerning Buyer. Click on the link for a drone video of the property.

Listed by Tea Lane Associates

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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 Jethro Lane, Chilmark, MA

Price$1,450,000

Est. Mortgage: $/month

MLS Number 30761

  • Residential
  • Square Feet 3150
  • Bedrooms 5
  • Bathroom 3
  • Acreage 3.4

Attractive water view contemporary designed by Alvin Eisenman, distinguished Professor of Art and Architecture, Yale University, in the highly desirable Spring Point north shore waterfront Chilmark community. Spring Point is 40 home sites on 335 acres with 130 acres of common land, 3/4 mile of private beach, two tennis courts, 3.5 miles of pretty dirt roads and 3 miles of beautiful wooded and beach bluff paths for endless walking and running. Beautiful water views from inside and outside the main house with a short walk to the private beach and spectacular sunsets year round. Main house and guest house enjoy a spacious layout and the property enjoys wonderful privacy abutting 240 acre private estate.

Listed by Tea Lane Associates

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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, Chilmark, MA

Price$6,500,000

Est. Mortgage: $/month

MLS Number 30472

  • Residential
  • Square Feet 3241
  • Bedrooms 5
  • Bathroom 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}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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72 Blueberry Ridge Lane, Chilmark, MA

Price$1,425,000

Est. Mortgage: $/month

MLS Number 29742

  • Residential
  • Square Feet 2075
  • Bedrooms 3
  • Bathroom 2
  • Acreage 7.5

Recently renovated contemporary style home in an inviting setting with water and vista views of the sound and north shore. Professional landscaping with privacy sitting high on a unique site.This home is in great shape with sophisticated touches and updated systems and is being offered turn-key with all furnishings along with a 2001 Jeep Cherokee.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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