Chilmark Real Estate

Types of homes in Chilmark include ranch style homes, charming cottages, traditional farmhouses, vacation homes, and old family homesteads. Real estate in Chilmark offers access to fishing, beaches, and miles of trails. Chilmark's coastline is very dramatic, ranging from the sloping sandy beaches of the south shore to the rocky coast of the north shore.

Contact us to ask questions or schedule a tour, or scroll down to browse all Chilmark real estate on Martha’s Vineyard.

Register with us to save your favorite Martha's Vineyard real estate listings and receive notification when similar properties become available.

r=13-24
16 Trails End Chilmark MA

Chilmark, MA16 Trails End

Price$1,395,000

Est. Mortgage: $/month

MLS Number 34723

  • Residential
  • Square Feet 1113
  • Bedrooms 4
  • Bathroom 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 and most furnishings 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

92 Kings Highway Chilmark MA

Chilmark, MA92 Kings Highway

Price$1,250,000

Est. Mortgage: $/month

MLS Number 36272

  • Residential
  • Square Feet 1830
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.9

On a quiet country road in Chilmark, this bright and airy contemporary home offers recent, extensive renovations including new kitchen, bathrooms, HVAC and decks. This is a great vacation home with open layout, high ceilings, stone fireplace, walls of windows, skylights and large wrap-around deck for outdoor living. There are four spacious bedrooms with a private deck off the master. Includes plans for a detached garage designed into the hillside with guest suite above. Hiking and biking trails all around. Great location equidistant to Lucy Vincent beach and Alley's!

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

8B Clambelly Road Chilmark MA

Chilmark, MA8B Clambelly Road

Price$1,249,500

Est. Mortgage: $/month

MLS Number 34950

  • Residential
  • Square Feet 1978
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

CHARMING IN CHILMARK. Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The thoughtful design captures the southern light traversing the first floor living area as the day unfolds. The Chef's kitchen, open concept design and large deck allow for an exceptional space in which to entertain. Three outbuildings grace the property allowing for additional storage, gardening tools and a space for simple solitude, play or work. Just minutes away from Lucy Vincent and Squibnocket as well as Alley's and the famous Liz Lemon at 7A. See additional details below.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

22 Larsen Lane Chilmark MA

Chilmark, MA22 Larsen Lane

Price$1,050,000

Est. Mortgage: $/month

MLS Number 34809

  • Residential
  • Square Feet 1361
  • Bedrooms 3
  • Bathroom 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, 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. There is over 600 additional sq feet of living space on the lower level that is not included in the square footage listed. Check out the 3D Virtual Tour.

Listed by Kelleher R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

3 Fulling Mill Road Chilmark MA

Chilmark, MA3 Fulling Mill Road

Price$995,000

Est. Mortgage: $/month

MLS Number 35606

  • Residential
  • Square Feet 1728
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.7

Custom built home set hillside with lovely terraced gardens, patio and glacial rocks. Ample family space on two levels. Bright and fully equipped kitchen opens onto the screened porch for dining alfresco. The en-suite master bedroom opens to private deck. Propane heat, fireplace and central AC. Great location just minutes to Beetlebung Corner and Lucy Vincent Beach.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

4 Peases Point Way Chilmark MA

Chilmark, MA4 Peases Point Way

Price$849,000

Est. Mortgage: $/month

MLS Number 30444

  • Residential
  • Square Feet 1652
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

Located down an idyllic country lane, this beautiful 3 bedroom home offers an inviting open floor plan with cathedral beamed ceilings perfect for entering summer family and friends. Renovated in 2004, updates include a new kitchen with granite counters and new appliances, updated bathrooms, new roof and new outside shower. This charming space flows gracefully out to a spacious sun room leading out to a large back deck. The private, first floor master en-suite includes a large inviting window seat perfect for morning coffee. Two second floor bedrooms and a small loft complete the picture. Located just minutes to Menemsha for an early morning swim or idyllic sunset lobster dinner. Small stained glass insert in front door to be replaced with clear glass. Reduced Price is "as is". Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

Listed by Kelleher R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

508 North Road Chilmark MA

Chilmark, MA508 North Road

Price$750,000

Est. Mortgage: $/month

MLS Number 32266

  • Residential
  • Square Feet 900
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.1

Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a bedroom make up the first floor plus a large deck space. Upstairs is two bright bedrooms with skylights.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

1 Crowberry Lane Chilmark MA

Chilmark, MA1 Crowberry Lane

Price$725,000

Est. Mortgage: $/month

MLS Number 33477

  • Land
  • Village North
  • Acreage 4.32

4.32 rolling acres with stone walls. Deeded walking access to north shore beach. 4-bedroom septic, well, and electric power are all installed. Natural Heritage work has already been completed and permit is in hand. The access and building site was recently brush-cut for easy access.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

11 High Meadow Chilmark MA

Chilmark, MA11 High Meadow

Price$675,000

Est. Mortgage: $/month

MLS Number 17138

  • Land
  • Village North
  • Acreage 3.02

This private three acre lot enjoys North shore waterviews, substantial building envelope, privacy from abutting Waskosim's Rock Reservation, beautiful stonewalls, and pondviews. This is a rare offering of one of only a few lots in an area of pastoral & ecologically protected land in Chilmark. Fully engineered. Well and utilities on site. Property includes rights to the two tennis courts nearby on Old Farm Rd which are all weather sandy green carpet surface similar to har-tru.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

11 High Meadow Chilmark MA

Chilmark, MA11 High Meadow

Price$675,000

Est. Mortgage: $/month

MLS Number 34844

  • Land
  • Village North
  • Acreage 3.02

Three acre vacant lot with second story waterviews abutting conservation land. Enjoy pastoral and pond views along with beautifully restored stone walls from your building site. Lot is fully engineered with well and utilities in place with rights to nearby tennis courts. Just bring your plans.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

96 Hammett Lane Chilmark MA

Chilmark, MA96 Hammett Lane

Price$659,000

Est. Mortgage: $/month

MLS Number 29872

  • Land
  • Village North
  • Acreage 4.3

A beautiful 4.2-acre piece of land at the top of Hammett Lane. This is a very special spot with gently undulating woodlands punctuated by lichen-covered boulders. The property can support 6 bedrooms, based upon perk test results. In addition to site work by Sourati Engineering, all NHESP work has been completed. No other homes can be seen from the proposed location of the main house which adds to the desirability of this piece of land. Please check the documents section for a site plan showing the location of the ideal home site. The entrance to Great Rock Bight beach is just half a mile from Hammett Lane. Menemsha, Beetlebung Corner, and Lucy Vincent are all a short distance away.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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

Lot 1A Bartlett Woods Chilmark MA

Chilmark, MALot 1A Bartlett Woods

Price$645,000

Est. Mortgage: $/month

MLS Number 34839

  • Land
  • Village South
  • Acreage 4.56

Nicely wooded and gently sloping vacant parcel with several choice building sites to choose from. Well is installed and electricity and cable are to the site.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 2020
* 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