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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7 Clambelly Road

Price$1,250,000

Est. Mortgage: $/month

MLS ID 32609

  • Residential
  • Square Feet 1876
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 3.5

This charming Chilmark cottage offers unexpected water views of the Vineyard Sound. Private and tranquil, the two bedroom, two bath main house and separate two bedroom guest suite, and garage is nestled in the woods off of Tea Lane on Chilmark's North Shore. The main house features an open concept living space comprised of a great room, open kitchen, and dining area with high ceilings, wide planked hardwood floors, an impressive stone fireplace and a wall of windows looking out onto a surprisingly broad view of the Sound. The main house has two bedrooms, both facing the water, and two bathrooms, designed with a sweetly rustic post and beam style that fits so well in the natural beauty of the Chilmark woods. The property has a spacious two car garage with a guest suite above which offers two bedrooms, a bathroom, and study space. The property has a six bedroom septic in place that has passed Title V offering the possibility for expansion. The Seller has scheduled tree maintenance this fall to broaden the view. Currently, the house is a three season home, but the Seller has an estimate for installing insulation and heat while maintaining the charm and look of the interior, roughly $50,000. This is a wonderful investment opportunity for a Chilmark Buyer looking for a special view at a great price.

Listed by Tea Lane Associates

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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: 3.78% last updated on Sep 14, 2017
* 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

{$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: 3.78% last updated on Sep 14, 2017
* 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 Old Farm Road

Price$1,195,000

Est. Mortgage: $/month

MLS ID 32030

  • Residential
  • Square Feet 800
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 3.2

This year round house provides the perfect balance of modern and minimal, style and simplicity, compact design and interior spaces that make a big impact. Set on just over three acres in Chilmark, this house is sited on a cleared, gentle rise and is surrounded by towering pine and oak trees that provide a serene and private setting. Built in 2003, this architect owned home features two distinct living spaces joined by a large mahogany deck, perfect for outdoor dining. The primary space contains the kitchen, dining area, one bedroom, one full and one half bath and a covered porch. The secondary space features an open living barn design with a wood burning, double sided, fireplace that can be enjoyed both in and outdoors. This space is currently configured for living and dining and has ample room for sleeping quarters and a half bath. Features and architectural elements present in both structures include radiant heating, two full walkout basements, whole house generator, Marvin windows and doors, wide pine plank flooring, concrete foundation with fieldstone veneer, mahogany decking, outdoor shower and a new cedar shake roof. Community tennis court within walking distance. Lot size can accommodate multiple structures with an additional 2,700 square feet of living space. Owner in residence, please no drive-bys.

Listed by Russell Maloney 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: 3.78% last updated on Sep 14, 2017
* 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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34 Bijahs Way

Price$1,100,000

Est. Mortgage: $/month

MLS ID 32139

  • Residential
  • Square Feet 2293
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 4.2

Well designed for low maintenance this 4 bedroom home located off Tea Lane in Chilmark has plenty to offer. With over 4 acres and access from 2 different roads a guest house could be added with it's own entrance for total privacy. The open kitchen living floor plan with sliders to a large 25 ft deck offers great entertaining space. Built in bookcases and window seat adds to the charm of the room and tie in nicely with the hardwood floors. The renovated kitchen with lots of counter space and large pantry provides ample room to create. There are 2 floors of outside decks overlooking the garden area and the walkout basement adds additional living space. Spacious entryway leads to first floor master bedroom and 2 additional bedrooms that share a bath. This home is in excellent condition and ready for summer enjoyment. Seasonal water views from the living room.

Listed by Carroll & Vincent 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: 3.78% last updated on Sep 14, 2017
* 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$1,050,000

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: 3.78% last updated on Sep 14, 2017
* 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: 3.78% last updated on Sep 14, 2017
* 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: 3.78% last updated on Sep 14, 2017
* 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: 3.78% last updated on Sep 14, 2017
* 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$650,000

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: 3.78% last updated on Sep 14, 2017
* 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$650,000

Est. Mortgage: $/month

MLS ID 32160

  • Residential
  • Square Feet 1008
  • Bedrooms 3
  • Bathrooms 1
  • Acreage 2.2

FANTASTIC LOCATION. Menemsha Crossroads is a great place to live, a close ride to both town center and beaches and Menemsha. A basic ranch style house with great screened porch is ready for the next owner's ideas. 3 bedrooms and 1 bath, the septic was upgraded a few years ago. NOTE: This includes lots 137 and 138.

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: 3.78% last updated on Sep 14, 2017
* 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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