Chilmark MA Real Estate

black point beach

Chilmark is one of the most desirable places to own real estate in New England thanks to its beautiful beaches and spectacular homes. The area is home to the fishing village of Menemsha and lots of beautiful rural landscapes. You’ll find a variety of contemporary homes, cottages, beach houses, waterfront properties, and custom homes.

Chilmark Real Estate Statistics:

Average Sale Price for Chilmark in 2015: $1,701,202

Average Sale Price for Chilmark in 2019: $2,379,414

Average Sale Price for Chilmark in 2020: $2,584,167

Average Days on Market for Properties Sold in Chilmark for 2020: 308

Chilmark MIL (tax) Rate 2020: 2.86

Learn more about life in Chilmark.

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Browse Listings in Chilmark MA

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5 9 & 11 Cedar Lane Chilmark MA 02535

Chilmark, MA5 9 & 11 Cedar Lane

Price$3,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37776

  • Land
  • Village South
  • Acreage 11.94

Beautiful unspoiled land with gently rolling hills, available for the first time in well over 40 years! A unique opportunity to purchase multiple lots in a most desirable private enclave on the south side of Chilmark. Create a family compound for generations to come with no erosion worries! 9 & 11 Cedar Lane have panoramic second floor water views of the Atlantic Ocean, Squibnocket, Noman's Land and sunsets in the western sky! There is a viewing stand on 9 Cedar Lane and portions of the lots have been cleared and meadow is being created to enjoy the interior pastoral views. These lots are graced with ancient stonewalls and dotted with glacial erratic boulders. This land was purchased by the family from the original owners of the Stonewall sub-division in the 1970s. An awesome offering of multiple unspoiled lots, great privacy, ready to build and a short distance to the private association beach. Each individual lot is buildable and can be sold separately should a buyer choose but the family is offering them grouped together to offer a buyer more privacy and flexibility. These beautiful lots are offered with Stonewall Beach access, one of the most beautiful private beaches on the south shore of Chilmark with spectacular surfing, fishing, swimming, beachcombing, etc. FYI: These lots are part of an approved five lot sub-division. These three lots are shown as lots 3, 4 & 5 on the sub-division plan. 5 Cedar Lane is 3.19A; 9 Cedar Lane is 4.25A and 11 Cedar Lane is 4.5A.

Listed by Hancock Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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0 Wequobsque Road Chilmark MA 02535

Chilmark, MA0 Wequobsque Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 37421

  • Land
  • Mls Status Active
  • Village South
  • Acreage 4

Build your dream house on this beautiful four acre parcel of land. Located on Wequobsque Road, this lot has beautiful topography. Possible distant water view from second story depending on building site. 50 foot set backs, height restriction is 24 feet for pitched roof and 13 feet for flat. The perc test has been completed. ZBA approval needed for a guest house after 5 years ownership of principal dwelling. ZBA approval needed for construction of a pool after 2 years ownership of principal dwelling. Drone shots taken and approximation of lines drawn on lot .

Listed by Island Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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17 High Mark Chilmark MA 02535

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS Number 37278

  • Residential
  • Mls Status Active
  • Village South
  • Bedrooms 7
  • Bathroom 5

17 High Mark, built in 1928, sits atop Highmark Hill near the center of Chilmark. There’s a plaque on the wall in the kitchen commemorating the original owner, architect, builders and neighbors of this estate which reads 'High Mark House – Abode of Ennobling Vision'. This unique Chilmark property is now exclusively offered for the first time in 49 years. Spread across 10.4 acres, the property consists of two parcels. The first parcel is 6.7 acres in size and holds the living quarters. The second parcel is 3.7 acres in size and provides a wide buffer to the main homesite or a suitable lot for further development. Structures on the larger parcel include the main house, guest house, detached bedroom, artist studio or playhouse, in ground pool with outdoor shower and dressing room, tennis court, detached two car garage and long shed workshop. Water views to the Atlantic Ocean, Menemsha Pond, and Nomans Land are seen from many of the rooms of the main house and guest house. The grounds hold specimen plantings in a park like, private setting with wide and long front and rear yards. The main house has both primary and guest bedroom suites, living room with large fireplace, dining room with ample seating for ten, office and gallery, kitchen and laundry room. The lower level has a library/media room (or another bedroom), full bath, utility room, cedar closet and multiple storage rooms. The guest house is 800 square feet with 3 bedrooms, full bath, an eat in kitchen and laundry. The detached bedroom is the perfect bunk house with views to the Atlantic. It is rare to find an estate property in Chilmark that has the features of this compound already in place . Many of the existing amenities found on this property (guest house, pool, etc.) allow for immediate enjoyment without special zoning permits and years of in town residency. Ample acreage provides room for building expansion or relocation.

Listed by Russell Maloney of Russell Maloney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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37 North Abels Hill Road Chilmark MA 02535

Chilmark, MA37 North Abels Hill Road

Price$3,475,000

Est. Mortgage: $/month

Pending

MLS Number 37032

  • Residential
  • Mls Status Pending
  • Village South
  • Bedrooms 4
  • Bathroom 3

An uncommon opportunity in Abels Hill. A sweet year round 4 bedroom home that offers strong south shore Atlantic Ocean and Chilmark Pond views. Renovated in the 90's and well maintained with an easy floor plan that expands out to the large deck and looks over a meadow to the ocean beyond. Wood floors, open beams, high ceilings and so much sunlight! 2 Loft style bedrooms and 2 additional bedrooms on the first floor with a total of 3 bathrooms. The open living space has four sets of glass sliding doors that open to the water views and make this feel like a real vacation home. Central AC plus a mini-split in one of the lofts. There is also a brick fireplace in the living room. Plus a garage to store your on island car. This is a solid year round home in one of the most desirable areas of Chilmark. Private access to the exclusive sandy south shore beach of Abels Hill. Zip around in your boat, kayak and paddle board all across Chilmark Pond and have a game of tennis on the three private courts the association offers.

Listed by Jill Napior of Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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129 Chilmark MA 02535

Chilmark, MA129

Price$3,675,000

Est. Mortgage: $/month

MLS Number 37095

  • Residential
  • Mls Status Active
  • Village North
  • Bedrooms 3
  • Bathroom 3.5

Beauty, privacy and stunning imagination describe the 12 acre estate with 325 yards of ancient stone walls weaving through a meadow landscape with an extraordinary 2,800 sq ft architectural Greenhouse supported by a charming post and beam 925 sq ft guest house and a 600 sq ft beautiful comfortable living barn. Designed like a cross, this advanced high-tech contemporary Greenhouse may have other uses such as a personal residence. It resembles a cathedral with a soaring angular roof line in perfect symmetry. It was built by Rough Brothers, the preeminent and largest manufacturer of greenhouses world wide. Rough does extensive research and designs systems and controls for conservatories, public and private gardens, US Dept of Agriculture and Forestry, major universities, Projects completed for NY Botanical Gardens, National Botanical Gardens in Washington DC, MIT University and Huntington Garden and Museum. Equipped with the most advanced temperature control system, it houses dozens of exotic and rare plants, trees, grasses, vegetables and flowers. The 12 acres have beautiful meadows, endless trees, dense brush and hundreds of healthy mature heirloom blueberry bushes. The property abuts the 300+ acres of Roth Woodlands and Waskosim's Rock and Tiasquam Valley Reservations extending uninterrupted from North Road to Middle Road.

Listed by Robert Kenney of Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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 Tilton Cove Way Chilmark MA 02535

Chilmark, MA6 Tilton Cove Way

Price$13,500,000

Est. Mortgage: $/month

MLS Number 36699

  • Residential
  • Mls Status Active
  • Village South
  • Bedrooms 6
  • Bathroom 5

Perfectly sited on a slight bluff overlooking upper Chilmark pond to the Atlantic. Kayak or canoe from your dock to the private beach access. Superbly appointed , this 6 bedroom custom built home offers the finest in craftsmanship and materials including Lew French stone work and patios. There are few words that can adequately describe the feeling that exists in this location. The roar of the ocean and the glorious sunrises, the privacy, the view of nature’s world serene and safe. Exclusively offered.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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239 State Road Chilmark MA 02535

Chilmark, MA239 State Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36769

  • Residential
  • Mls Status Active
  • Village North
  • Bedrooms 3
  • Bathroom 2

A Charming summer home with magnificent, uninterrupted views of Menemsha Pond, Vineyard Sound, and on a clear day the Elizabeth Islands, in the distance. The property comes with access to Short Beach; a private beach 10 minutes away by foot and just a few minutes by car. The beach comes with small boat launching rights. The house has great cross breezes on warm days and a fireplace for when it's chilly. It has been in the same family for over 60 years and has been called "Windhover" based on the Gerard Manley Hopkins poem by that name. The property is on what is now considered an undersized lot, but is grandfathered in for zoning purposes. Property is located close to State Road, but has extensive privacy with natural brush surrounding the perimeter.

Listed by Julianna Flanders of Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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99 Cygnet Way Chilmark MA 02535

Chilmark, MA99 Cygnet Way

Price$350,000

Est. Mortgage: $/month

MLS Number 36865

  • Land
  • Mls Status Active
  • Village South
  • Acreage 0.1

Note: This is NOT a buildable lot, no structures of any kind permitted. Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot, Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .1 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor across the pond to one of Chilmark's best beaches. Chilmark Pond is the perfect spot for swimming for children, learning to sail and crabbing. Dock space provided for one 4HP motor boat and one small sail boat. Storage racks provided for kayaks and row boats. Parking for Thumb Cove is located just one-tenth of a mile off South Road. Call today for a guided tour!

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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2 Rockrose Path Chilmark MA 02535

Chilmark, MA2 Rockrose Path

Price$1,288,000

Est. Mortgage: $/month

MLS Number 36863

  • Residential
  • Mls Status Active
  • Village South
  • Bedrooms 4
  • Bathroom 3

This four bedroom, three bath home with ocean views is located on Rockrose Path off Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath, large laundry room and plenty of storage space. Architectural plans are available for renovation or rebuild. Owner motivated to sell. Furnishings available separately. Access to a deeded, private Atlantic Ocean beach at Thumb Cove is also available separately (follow this link: http://vineyard.mylinkmls.com/Listings/36865).

Listed by Russell Maloney of Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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 TourAsk A QuestionMore Details

102 Kings Highway Chilmark MA 02535

Chilmark, MA102 Kings Highway

Price$547,000

Est. Mortgage: $/month

Active With Contract

MLS Number 36755

  • Land
  • Village South
  • Acreage 3.05

Wonderful wooded parcel in a private area. Gently sloped parcel has the well installed and septic design is completed for six bedrooms. A great location for your new home!

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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"Based on information submitted to MA_LINKMV as of February 27, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."

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