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Chilmark Properties

A somewhat isolated community, Chilmark is known for its rustic beauty, rolling land, rambling stone walls, grazing sheep and picturesque beaches. Home to Great Rock Bight Preserve, Menemsha Reservation, Chilmark Chocolates, and many idyllic beaches and ponds. Also in the town of Chilmark is the small fishing village of Menemsha, offering fantastic eateries, a public beach, and the most famous sunset on the island.

Chilmark real estate includes waterfront homes on the South Shore, Vineyard Sound, Menemsha or Squibnocket Ponds, as well as property along scenic Middle Road and North Road, or near the village of Menemsha.

Contact Sandpiper Realty to learn more about one of the Chimark real estate listings below.  Register with our site if you would like to stay up to date on your favorite Chilmark properties.  You might also like to browse Katama properties or West Chop properties.

76 Menemsha Inn Road Marthas Vineyard MA

MLS Number 28118

  • Residential
  • Village Chilmark
  • Square Feet 340
  • Bathroom 1
  • Bedrooms 2

This romantic seaside cottage sits on the bluff overlooking Vineyard Sound and offers breathtaking waterviews, spectacular sunsets, a 125' private beach, a creek, and is one of only a handful of waterfront properties along the North Shore that is walking distance to Menemsha Village. With this gem of a spot, the value is in the land, the views and natural setting. At this pristine and unspoiled parcel, one can build a new home of their dreams of up to three bedrooms. This is as good as it gets!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Tabor Hills Marthas Vineyard MA

Chilmark MA22 Tabor Hills

Price$1,275,000

Est. Mortgage:$/month

MLS Number 28025

  • Residential
  • Village Chilmark
  • Square Feet 2375
  • Bathroom 2
  • Bedrooms 3

Beautifully kept three bedroom contemporary home, set amongst 3 acres of rolling Chilmark land. The first floor is all wood floors, a spacious first floor master bedroom, with large bathroom and walk-in closet space as well as an open layout plan for the living/dining and spacious kitchen area all add to the comfort of this home. Enjoy dinners on the screened in porch, or reading a back on the back deck overlooking the large yard and wooded surroundings. A First floor laundry area, a half bathroom, a small office area, as well as a 2 car garage complete the first floor. Upstairs you will find 2 more large bedrooms that share a full bathroom. This home gets amazing light, the living room is lined with windows, making it a wall of glass to enjoy the Chilmark landscape. This home has a 5 bedroom septic in place, yet it is only a 3 bedroom home so the potential already exists to add more bedrooms either by finishing the walk out basement area, an addition or a detached bedroom, so many options!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

134 South Road Marthas Vineyard MA

Chilmark MA134 South Road, South

Price$825,000

Est. Mortgage:$/month

MLS Number 28014

  • Residential
  • Village Chilmark
  • Square Feet 2344
  • Bathroom 2
  • Bedrooms 4

Set nicely back from South Road in a nestle of towering trees, this bright and sunny one-level home is full of character and charm. It's a happy home with a variety of inviting living spaces and well-designed for privacy for family and houseguests. The spacious sun room is the heart of the home when the winter sun is low while the roomy deck is easily accessed from both the eat-in kitchen with bay window and the lovely, formal dining room. The living room's a natural for entertaining with fireplace and ample seating. A sizable loft above the 2-car garage offers opportunity for the artist, writer or overflow guests.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

73 Tabor House Road Marthas Vineyard MA

Chilmark MA73 Tabor House Road

Price$450,000

Est. Mortgage:$/month

MLS Number 27648

  • Land
  • Village Chilmark
  • Acreage 3.6000

Enjoy the privacy of your woodsy terrain with the added benefit of abutting over 47 acres of Land Bank property! Conveniently located & ready for your vision. This parcel will include an approved six bedroom septic design and well.

Listed by Coldwell Banker Landmarks

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

46 South Ridge Road Marthas Vineyard MA

Chilmark MA46 South Ridge Road

Price$699,000

Est. Mortgage:$/month

MLS Number 27720

  • Land
  • Village Chilmark
  • Acreage 3.3000

Lovely rolling land with dramatic sunsets and sweeping vistas of the Chilmark north shore. Located in the desirable Meetinghouse Road Association which combines wonderful privacy, convenient Chilmark location and many fine homes. South Ridge Rd is an ideal location for endless miles of biking and hiking in Chilmark and West Tisbury with easy connection to the 40 miles of the island bike paths. South Shore beaches including Lucy Vincent Beach only 2-3 miles away.

Listed by Tea Lane Associates

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Fulling Mill Road Marthas Vineyard MA

MLS Number 27723

  • Residential
  • Village Chilmark
  • Square Feet 888
  • Bathroom 1
  • Bedrooms 2

Here is a Classic Chilmark Cottage. This is a charming quintessential cottage located on an absolutely beautiful private lot with some waterviews. This is an idyllic setting surrounded by mature trees. Here is your opportunity to live the dream at an affordable price. Plan to spend next summer enjoying Lucy Vincent Beach. Property also has a wonderful two room studio. This home has two bedrooms ,a nice living room with built in book cases and a large deck. Great opportunity to own in Chilmark. This home has potential to expand to 3 BR with upgraded septic system.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7 South Ridge Road Marthas Vineyard MA

Chilmark MA7 South Ridge Road, North

Price$1,595,000

Est. Mortgage:$/month

MLS Number 27634

  • Residential
  • Village Chilmark
  • Square Feet 2200
  • Bathroom 2
  • Bedrooms 4

This Vineyard cape, built in 1992, sits on 3.5 private acres just off Meeting House Road in Chilmark. The property is thoughtfully sited next to acres of land held in conservation by Vineyard Open Land Foundation. Distant water views to No Mans Land are seen from the kitchen, living room, den and master bedroom. Recent renovation to this home include a large kitchen with center island and a second floor media room/office. The living room features a wood burning fireplace designed and built by Johnny Hoy. A second wood burning fireplace is seen in the large master bedroom. There are two, spacious first floor bedrooms for family and guests and a cozy den (possible fourth bedroom) just off the living room. The grounds are private and can be enjoyed from the rear deck and patio. A fenced, raised bed, vegetable/cutting garden is located in the yard just outside of the kitchen. Association tennis and miles of neighborhood walking trails that connect to Sheriff's Meadow trails available for leisure activities.A two car garage with workbench provides parking and storage for boats. Most furnishings are available.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

13 Cemetery Road Marthas Vineyard MA

Chilmark MA13 Cemetery Road, North

Price$2,200,000

Est. Mortgage:$/month

MLS Number 27561

  • Residential
  • Village Chilmark
  • Square Feet 3200
  • Bathroom 2
  • Bedrooms 4

Classic clean, modern lines with extraordinary water views of the Elizabeth Islands, Vineyard Sound and vibrant sunsets. A very solid home with new systems including a solid furnace, air conditioning, 6 bedroom septic system and new roof. Easy to walk into this property and enjoy it for many years to come without a concern for substantial investment. There has been a solid rental history over the last few years. Spring Point Association has a private beach on the north shore as well as two private tennis courts. The SPA has dedicated view channels that home owners are allowed to maintain their views within so that your investment and water view will maintain solid.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 North Slope Lane Marthas Vineyard MA

MLS Number 27429

  • Land
  • Village Chilmark
  • Acreage 4.7600

Sloping, gentle hills and large trees on this private high parcel off of North Road. Possible views from a future house. Well in and utilities at site. A short drive from Menemsha Beach.

Listed by Cronigs Real Estate

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

00 Quansoo Road Marthas Vineyard MA

Chilmark MA00 Quansoo Road, South

Price$305,000

Est. Mortgage:$/month

MLS Number 27305

  • Land
  • Village Chilmark
  • Acreage 0.8000

Beautiful Quansoo beach lot...Ensure lasting summer memories with your family on this private south shore, Chilmark beach. This is an unbuildable beach lot that grants access to Quansoo beach via the Quansoo Beach Association.

Listed by Flanders Real Estate

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2015-03-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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