Chilmark Homes For Sale

Chilmark is arguably the island’s most beautiful town with rolling rural landscape sandwiched between gorgeous beach-lined coasts to the north and south. Many of the lovely homes for sale in Chilmark are properties lined with classic stone walls across several acres. Real estate in Menemsha, Chilmark’s historic fishing village is very popular thanks to the picturesque sunsets, nearby beaches, and great restaurants.

Homes for sale in Chilmark are a great investment, whether you are looking for a vacation home or a place to live year-round. At Coldwell Banker Landmarks we specialize in helping buyers find the perfect real estate on Martha’s Vineyard. Our team has decades of experience in the local real estate market, so contact us to get started.

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8 Rockrose Path

Price$1,755,000

Est. Mortgage: $/month

MLS ID 30666

  • Residential
  • Square Feet 1973
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 1.6

This is a ranch style summer cottage set high on Rockrose Path (off King's Highway) with wide views of Chilmark Pond and the Atlantic Ocean beyond. A private Atlantic Ocean beach lot, Thumb Cove, is included with the sale of this home. Master suite with full bath, three additional bedrooms, and second full bath, cathedral ceilings, sleep loft, large wraparound mahogany decking provides plenty of seating area for taking in ocean views and starlit skies. This home has an outdoor shower, wood burning stove, insulation, whole house fan, and basement storage. Easy expansion possibilities for larger kitchen and additional master suite with terrific views possible. Furnishings, motor boat and Sunfish available separately.

Listed by Russell Maloney Real Estate

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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5 Tree Frog Lane

Price$1,250,000

Est. Mortgage: $/month

MLS ID 32822

  • Residential
  • Square Feet 1944
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 4

Post-and-beam home set on 4 gorgeous acres in Chilmark with undulating land, fruit trees, a pond, and lichen-covered stone walls. The interior is warm and inviting - a real country home complete with fireplace. Two outbuildings offer opportunities to create a studio or workshop. Lucy Vincent Beach and Menemsha are equidistant, each being 3 miles away. The seasonal Menemsha shuttle leaves from a spot on Tabor House Road just 100 yards away. A guesthouse is permitted after 5 years.

Listed by Wallace & Co. Sotheby's

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Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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8 Smith Lane

Price$1,175,000

Est. Mortgage: $/month

MLS ID 33196

  • Residential
  • Square Feet 2089
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 2.5

If location is important this is the spot. Just a short drive off State road, this house is an easy bike ride to both town beaches and walking distance to the Chilmark Store and the community center. 2.5 wonderful rolling acres with a large west facing meadow affording tons of privacy and sun. This home has been rented for many years and is available for the first time. Nice sized bedrooms with a real master en-suite, huge living room with sliders out to a very large and almost new mahogany deck, great for lounging and grilling. The super-sized kitchen has tons of potential and would benefit from some updating of appliances and counter tops. This home is a diamond in the rough presenting real opportunity to someone with vision who appreciates a property with special qualities. There is a 2 car garage with plenty of storage and a wonderful palate of interesting land on which to create your vision.

Listed by Feiner Real Estate

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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16 Old Nursery Lane

Price$1,125,000

Est. Mortgage: $/month

MLS ID 32850

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathrooms 1
  • Acreage 10.8

Unique, rustic farmhouse in Chilmark. Charming house on the site of a 17th century homestead. Originally built in 1985 as a goat farm and organic homestead, this home is inspired by the Island's oldest historic homes. It is situated on almost 11 wooded acres, bordered by large parcels of permanently protected land. House features Fieldstone Rumford fireplace, wide-board floors, hand-hewn beams, antique gas cookstove, copper sink, and clawfoot tub. Three wing configuration forms a courtyard. Main house with two bedrooms, sleeping nook and breezeway connection to a large studio with loft bedroom. Small guest bedroom/office with separate entrance over attached woodshed. Detached garage. This is a very unique and rare opportunity for over 10 acres in Chilmark at this price. House will be sold with engineered septic design approved by Board of Health (currently in process). Buyer is responsible for septic install. House being sold "as is."

Listed by Martha's Vineyard Island-Wide Realty

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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3 Catherines Way

Price$1,050,000

Est. Mortgage: $/month

MLS ID 30329

  • Residential
  • Square Feet 2000
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 1.8

A lovely traditional farmhouse with great history located just a short distance from Chilmark Center. This well maintained home boasts beautiful perennial gardens, and well manicured landscapes. A spacious interior provides the first floor with 2 separate large living areas, a large formal dining room and a renovated granite counter top kitchen. This house is full of character and charm and also offers an additional outbuilding that can be used as an oversized shed, studio or transformed into an endearing summer bunkhouse for overflow guests. A spacious deck space off the back of the house is great for entertaining or can serve as a quiet reading spot to enjoy the blooming gardens that surround this home. Only a short distance to the Chilmark store, Chilmark Chocolates and approximately a mile and half from Squibnocket and Lucy Vincent beaches.

Listed by Flanders Real Estate

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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4 Peases Point Way

Price$1,020,000

Est. Mortgage: $/month

MLS ID 30444

  • Residential
  • Square Feet 1652
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 3.2

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. Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

Listed by Kelleher R.E.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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26 Kenasaoome Way

Price$879,900

Est. Mortgage: $/month

MLS ID 33069

  • Residential
  • Square Feet 702
  • Bedrooms 3
  • Bathrooms 1
  • Acreage 3.2

CHILMARK - Abutting 90 + acres of Conservation Land, this gem of a property has so much to offer, with tons of potential! Located in the lovely Quansoo area, on 3.2 acres of level and wooded land. Currently, a two bedroom, two story home, with an open floor plan and a large wrap around mahogany deck for that Summer living, including an outside shower. Very appealing, large, functional existing additional structure being used as a detached bedroom with cute porch! Three bedroom septic system with Title 5 Certification but lot size allows multiple additional bedrooms. Keep the house as is or take advantage of the lot size, location, by building your dream home and keep existing house as your guest house! Guest house allowed up to 800sq.ft, once town requirements are met. Quansoo Beach is at the 'end of the road', end of Quansoo Road, and can be freely enjoyed at the 'relaxing' time of the year........when the season is over.....(unless you have a key)! Short of that.... Spend your Summer days with a beach pass from the Town of Chilmark for Lucy Vincent and Squibknocket Beaches!!

Listed by Alisan Lohan-Conway Properties

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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508 North Road

Price$875,000

Est. Mortgage: $/month

MLS ID 32266

  • Residential
  • Square Feet 900
  • Bedrooms 3
  • Bathrooms 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

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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9 Quansoo Road

Price$849,000

Est. Mortgage: $/month

MLS ID 26725

  • Residential
  • Square Feet 1400
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 3.1

This cozy cape is situated down private Quansoo Road, with lots of amenities. It is a four bedroom home with 2 full bathrooms, a renovated kitchen, central a/c and a full basement that could easily be finished off for more living space. A large lovely yard, plenty of room for a garden and for the kids to play. Plus enjoy access to Quansoo Beach in the off season when the gate is open, it is only a short distance away.

Listed by Flanders Real Estate

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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35 Menemsha Crossroad

Price$515,000

Est. Mortgage: $/month

MLS ID 21712

  • Residential
  • Square Feet 1000
  • Bedrooms 3
  • Bathrooms 1
  • Acreage 2.2

Located just off of Menemsha Crossroad, this 2+ acre parcel is great spot to build a new home. Currently situated on this lot is a 3 bedroom, 1 bathroom home. A lovely front yard with mature plantings offering coverage from the road. Menemsha village, Beaches are only a short distance away as is Chilmark center.

Listed by Flanders Real Estate

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.32% last updated on Feb 8, 2018
* 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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