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

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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5 Guerin Lane Chilmark MA

Chilmark, MA5 Guerin Lane

Price$2,475,000

Est. Mortgage: $/month

MLS Number 37547

  • Residential
  • MlsStatus Active
  • Square Feet 2429
  • Bedrooms 5
  • Bathroom 4

Perfection off of Middle Road with all of the natural beauty that embodies this part of the island including mature trees, perennial gardens, and old stone walls. A meticulous main house, recently renovated and facing south with sunlight all day long on the deck and in the main living areas. Well designed with three ensuite bedrooms and baths and AC throughout. Open living spaces flow from the kitchen to the dining and living room. A tasteful fireplace centers the living room as a focal point and makes this space so cozy in the off season. A separate guest suite is located across the lawn - with bedroom, full bath, outdoor shower, living room/kitchen with AC. Plus there's a bonus bunk house. This Chilmark home is ready to move right in and enjoy.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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98 Kings Highway Chilmark MA

Chilmark, MA98 Kings Highway

Price$525,000

Est. Mortgage: $/month

MLS Number 37508

  • Land
  • MlsStatus Active
  • Village South
  • Acreage 2.2

A smart opportunity to own a lovely 2.2 acre south facing parcel off South Road, Chilmark. There is an approved 6 bedroom septic design and access to power allowing for an easy property to develop. Birdsong, glacial boulders and nature all around. Cleared paths and site and easy to show A well located private piece of land to build your new Chilmark home on Martha's Vineyard. Close to biking and hiking trails and with beach access at Lucy Vincent and Squibnocket

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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Wequobsque Road Chilmark MA

Chilmark, MAWequobsque Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 37421

  • Land
  • MlsStatus 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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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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15 Menemsha Inn Road Chilmark MA

Chilmark, MA15 Menemsha Inn Road

Price$875,000

Est. Mortgage: $/month

MLS Number 37246

  • Land
  • MlsStatus Active
  • Village North
  • Acreage 1.95

A rare find. One of the last unbuilt parcels close to Menemsha This land is a destination location where you can leave the car behind. Set on almost 2 acres of land on Menemsha Inn Rd., this lot is fully engineered with a 6 bedroom septic system and well installed. A bucolic path winds through the farm lands with cows and chickens, across salt marsh and tidal flats to Menemsha beach. You can also do the 1 minute drive down the hill. Property has been brushcut to allow you to fully appreciate the stonewalls on 2 sides and imagine your building site. There are views across the meadows and great evening skies towards the sunset. Great hiking trails nearby connect to Menemsha Hill reservation and the only thing missing is your house design. This is a very easy and turnkey parcel. Will sell quickly.

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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17 Chowder Kettle Lane Chilmark MA

Chilmark, MA17 Chowder Kettle Lane

Price$2,450,000

Est. Mortgage: $/month

MLS Number 37199

  • Residential
  • MlsStatus Active
  • Village North
  • Square Feet 2384
  • Bedrooms 4

Menemsha -- one of the most desirable locations on the Island. It is an easy walk to the village and to the beach from this sweetly located property. Set at the end of a private cul-de-sac, this remodeled beach themed, sea view cottage oozes with charm. Three bedrooms and two baths are in the two story main house. The second floor consists of a master suite, dressing area, bathroom, water-view office and bonus room with ample storage. A screened in porch and upper and lower decks point the way to terrific sunsets! A one bedroom one bath guest cottage and outdoor shower complete this property. Agent has an ownership interest in home.

Listed by Kendall & Kendall

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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17 High Mark Chilmark MA

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS Number 37278

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 3883
  • Bedrooms 7

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 Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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37 North Abels Hill Road Chilmark MA

Chilmark, MA37 North Abels Hill Road

Price$3,475,000

Est. Mortgage: $/month

MLS Number 37032

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 2082
  • Bedrooms 4

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 Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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129, 139 Old Farm Road Chilmark MA

Chilmark, MA129, 139 Old Farm Road

Price$3,675,000

Est. Mortgage: $/month

MLS Number 37095

  • Residential
  • MlsStatus Active
  • Village North
  • Square Feet 1550
  • Bedrooms 3

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 Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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 TourAsk A QuestionMore Details

21 Squibnocket Road Chilmark MA

Chilmark, MA21 Squibnocket Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 36962

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 2018
  • Bedrooms 4

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. Access to the pond is by a newly constructed elevated walkway and there's a new kayak/paddleboard 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. The house comes fully furnished with new, interior designer-sourced furniture and furnishings. 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: 2.72% last updated on Nov 25, 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 TourAsk A QuestionMore Details

6 Tilton Cove Way Chilmark MA

Chilmark, MA6 Tilton Cove Way

Price$13,500,000

Est. Mortgage: $/month

MLS Number 36699

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 5638
  • Bedrooms 6

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 Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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 TourAsk A QuestionMore Details

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