Chilmark Real Estate - New Listings

Scroll down to find recently listed real estate for sale in Martha's Vineyard, MA'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.

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You might be interested in searching single family homes or condos for sale in Chilmark.

100 Beach Plum Lane Chilmark MA

Price$8,500,000

Est. Mortgage: $/month

MLS Number 35399

  • Residential
  • Square Feet 2140
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.3

Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was lovingly restored by the current owner and Joseph Dick, a well-known and respected architect on the Cape and Islands. The main house features two bedrooms, two baths, living and dining rooms with water views, fireplace, well-appointed kitchen, outdoor rain shower, and a front porch which provides a front row seat to those magical Menemsha sunsets and the Elizabeth Islands. The guest house has one bedroom and bath, large, open living and dining areas, an ample kitchen, and an outdoor shower. Adjacent to the guest house is a detached, one bedroom cottage. A cottage at the rear of the property contains an office with wide water views and a lower level space currently configured as a personal gym. The last of the five cottages on the property is used for storage of seasonal furnishings. Mature landscaping, specimen trees and lush perennial gardens surround the property and delight the senses with vivid colors and welcoming floral scents. A short stroll on a deeded path takes one to the historic fishing village of Menemsha, it's seafood and craft shops and the calm waters at Menemsha Beach.

Listed by Russell Maloney Real Estate

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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55 Bijahs Way Chilmark MA

Price$1,975,000

Est. Mortgage: $/month

MLS Number 35387

  • Residential
  • Square Feet 3776
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

55 Bijah's Way is a custom designed post and beam home built by well-known and respected island builder Heikki Soikkeli. Sited on 3 private acres, this home features 5 bedrooms, 4 ½ baths, screened porch, 2 decks, fireplace, generator, and an attached two car garage. Native plantings, sweeping lawns, a lengthy stonewall, scattered glacial erratics, as well as specimen trees including red maples, beetlebungs, oaks, hollies and pines enhance the landscape. The first floor of this home features an open living and dining room, fireplace, screened porch, and a well appointed kitchen. There are two first floor bedrooms; the master suite with walk in closets and an outdoor shower and a second bedroom and bath. The second floor of this home contains three bedrooms, one of which is separate and accessed by its own staircase providing space for an au pair, in-laws, or an office. There are two bathrooms found on the second floor as well. Closet space is ample throughout the home. This property borders 50+ acres of land held under conservation restriction, and miles of walking and hiking trails can be found nearby. Neighborhood community tennis courts are available. Chilmark residents enjoy the ocean beaches of Lucy Vincent, Squibnocket, and Vineyard Sound beach at Menemsha.

Listed by Russell Maloney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 High Meadow Road-Lot 36 Chilmark MA

MLS Number 35344

  • Land
  • Village North
  • Acreage 4.03

This beautiful four acre lot in Chilmark is set on a gentle rise with vistas overlooking meadow and woodlands. The building site is open and filled with light. Peaceful and private, this lot abuts 184 acres of conservation land (Waskosim's Rock Reservation) with miles of walking trails. Old growth trees flourish in the meadow and glacial boulders accent the welcoming approach. Perc tests support a six bedroom home and the well has already been installed. This land comes with access to nearby Old Farm Road association tennis courts and to Chilmark South Shore Beaches. This is a very special piece of land.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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252 Middle Road Chilmark MA

Price$1,060,000

Est. Mortgage: $/month

MLS Number 35294

  • Residential
  • Village South
  • Square Feet 2106
  • Bedrooms 4
  • Bathroom 3

House and guest house on a hilltop sanctuary. The mid-century modern main house designed by Ronald Gourley offers open-living space with a glorious wall of windows that bring in dramatic light throughout the day. Main house has a first floor en suite master with private office space. Two upstairs bedrooms are connected by a loft hallway. The one-bedroom guest cottage is privately tucked away down the hill. Both houses offer expansive decks and outdoor showers. The large lower yard is hidden from the main road and surrounded by stone walls. Mature landscaping offers privacy and solitude.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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28 Black Point Road Chilmark MA

Price$1,975,000

Est. Mortgage: $/month

MLS Number 35279

  • Residential
  • Village South
  • Square Feet 1719
  • Bedrooms 3
  • Bathroom 3

Bright and airy retreat on Black Point complete with key to Black Point Beach. Set on 5.4 acres off Black Point Road in Chilmark, this charming cottage brings an immediate feeling of peace and levity. One can hear the ocean and walk, ride or drive to Black Point Beach as a key to this private south shore beach is included. The layout of the house is intelligent with an entry that brings one into an open and bright living, dining and kitchen area, as well as a screened porch and an open deck. The upper level offers a master bedroom and bath with water views, while the downstairs level offers another bedroom, full bathroom and living area. There is also a substantial independent garage with a newly finished bedroom and bath above. The current owners renovated both structures inside and out to include new appliances, heating and cooling systems, new roofing, an upgraded septic and so much more. They have enjoyed the property as is, but this generous lot has potential to support another home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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11 Homeward Way Chilmark MA

Price$1,975,000

Est. Mortgage: $/month

MLS Number 34559

  • Residential
  • Village North
  • Square Feet 2444
  • Bedrooms 5
  • Bathroom 2

Vintage stone cape-style home, originally built in 1941 by renowned Chilmark builder, Roger Allen. This charming stone house was created using Chimark stones. A five bedroom home situated on a beautiful private 6.78 acre lot off North Road close to Menemsha. This extraordinary property abuts acres of Land Bank agricultural conservation property and is being offered for the first time in over 75 years. Within close proximity to Trustees of Reservations Menemsha Hills Preserve, a short drive to Land Bank Great Rock Bight preserve, Menemsha Beach and sunsets galore! This charming stone home welcomes you as you approach the property. A bright and cheery sun room addition lets you enjoy the spacious yard with ancient stonewalls and magnificent trees. Update this unique and charming home or use your imagination to make it the home of your dreams, close to Menemsha yet a world away! To top it off there is a spacious two-car garage with attached workshop. Title V septic system recently installed. This property is very unique and must be seen to appreciate its value. Pictures do not do it justice. Being sold "as is". There is an easement for grazing cattle on a portion of the lot, please call listing broker for further information.

Listed by Hancock Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 Post Oak Road Chilmark MA

Price$1,350,000

Est. Mortgage: $/month

MLS Number 35135

  • Residential
  • Village South
  • Square Feet 1936
  • Bedrooms 4
  • Bathroom 3

This inviting 4 BR, 3 BA home is privately situated on almost 5 acres in the Quansoo area of Chilmark. The house features open living areas with hardwood floors throughout, two MBR suites, two gas fireplaces & a partially finished basement with custom built ins, offering great space for a home office or study. The rear deck and lovely screened porch add additional spaces for summer enjoyment with pretty views across an expansive lawn and the woodlands beyond. This home lends itself nicely to both year-round or vacation living and offers the potential to add a guest house, tennis court or swimming pool.... * This property is being conveyed with a Quansoo Beach lot, valued at $300,000.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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