Chilmark Homes for Sale

Explore the latest single family homes for sale in Chilmark below. Search through a variety of residential listings to find you new home. Be sure to create an account to save your search and receive notifications when new listings matching your criteria come onto the market. Already have an account? Sign in here!

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You might be interested in searching waterfront homes or luxury listings for sale in Chilmark.

68 Meeting House Road, Chilmark, MA

Price$1,950,000

Est. Mortgage: $/month

MLS Number 33760

  • Residential
  • Square Feet 2300
  • Bedrooms 4
  • Bathroom 3
  • Acreage 6.16

Charming four bedroom Cape with beach key to the sandy shores of Black Point. Sited on over six pristine acres, some of which is held in conservation, complete with stone walls, rolling hills, and meadow. The well-built home offers the perfect layout for comfortable summer living, with an open floor plan and large screened in porch. Distant water views and endless star gazing is achieved from the rooftop deck. The epitome of Island living.

Listed by Sandpiper Realty

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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27, 30, 31 Tower Lane, Chilmark, MA

Price$3,500,000

Est. Mortgage: $/month

MLS Number 33303

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathroom 3
  • Acreage 63.3

This is a unique property like no other! Located off of Middle Road on over 63 acres (much of which are conservation restricted), this amazing property has been used as a family compound. Offering an architecturally designed main house, a charming guest house, a caretaker's cottage, additional outbuilding as well as an unfinished in ground pool and pool house. This property, while exceptional, it is in need of maintenance and updating. Being sold "as is", this property needs to be seen to be appreciated.

Listed by Flanders Real Estate

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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34 High Mark, Chilmark, MA

Price$1,950,000

Est. Mortgage: $/month

MLS Number 33598

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.8

Enter into this home and be immediately stunned by the wide open expansive South Shore Atlantic views! This vintage home is reminiscent of mid century architecture and offers a lovely open floor plan with an expansive deck facing the views. The master bedroom and a full bathroom is also on this level. The lower level of the home features 3 more bedrooms and a full bathroom as well as an additional living room space, great for the kids! Glass doors and windows to let the natural light flow in. Only a short distance to Chilmark center, Menemsha and Lucy Vincent beach.

Listed by Flanders Real Estate

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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7 Black Point Road, Chilmark, MA

Price$1,960,000

Est. Mortgage: $/month

MLS Number 33729

  • Residential
  • Square Feet 2120
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Come see this charming architect designed retreat with main house & two connecting guest wings, set on 5.5 pristine acres plus 17,424 SF deeded Atlantic Ocean Beach lot valued at $303,000 included with sale for a total acreage of 5.9 acres (SEE Comments/directions). Impeccably maintained the property is designed for relaxing and enjoying the unpretentious beauty of Black Point and the beach. The great room with banks of sliding doors beacons you the deck & patio. Ocean breezes & the sound of the surf gently wake you in the morning & help you drift off to sleep. The evening sky will make an Astronomer out of you. Main house features the great room, dining area, kitchen, laundry, pantry, master, full bath & outdoor shower. 1st guest wing has 2 BR'S, full bath with outdoor shower. Built in 2007 the 2nd guest wing has living area, BR, bath and outdoor shower. With town permitting you can add a guest house & pool. While you feel miles away you are still less than 10 minutes to Alley's store.

Listed by Point B Realty LLC

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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140 State Road, Chilmark, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 33561

  • Residential
  • Square Feet 2042
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.2

Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This magical property is known as the "Lorca" home because the current owners purchased it in 1972 from the Garcia Lorca estate. With modern upgrades, this is a year round home which evokes old Vineyard charm and features water views from almost every room. Built in 1939 "Lorca" was expanded in 1973 and has been been lovingly renovated and maintained over the past 40 years. There are 3 bedrooms and 2 bathrooms, an open living room, kitchen and dining room, an adjacent family room with fireplace and wonderful picture windows to maximize the water views. Dine al fresco on one of the 2 large decks and enjoy magical moon-rises and spectacular sunsets with 360 degree water views from the roof top deck. Stroll down the gently sloping yard to a private dock and enjoy sailing, kayaking, swimming and paddle boarding. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound or take a quiet moment at home to simply relax in the surrounding beauty. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. It's just a short walk (.3 miles), boat or drive to nearby private association Stonewall ocean beach. This is an amazing opportunity to own a very special Chilmark waterfront property that is surrounded by nature.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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138 and 140 State Road, Chilmark, MA

Price$11,000,000

Est. Mortgage: $/month

MLS Number 33559

  • Residential
  • Square Feet 4600
  • Bedrooms 7
  • Bathroom 6
  • Acreage 5.8

Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history. “Lorca” is sited on a 1.2 acre lot (140 State Rd) while “Lenom” and the “Boathouse” are sited on the abutting 4.6 acre lot (138 State Rd). These 3 homes are offered together for the first time in over 50 years. Built in 1939, the original "Lorca" home was expanded in 1973 and renovated over the past 40 years. This year round home evokes old Vineyard charm with modern upgrades and features water views from almost every room. “Lorca” has 3 bedrooms, 2 bathrooms, and light open living spaces with wonderful picture windows through which to enjoy views of the pond and the ocean beyond. Enjoy al fresco dining on the water facing decks then walk down a gentle grassy slope to your own private dock on the pond, surrounded by nature. “Lenom” is the second home with 3 bedrooms and 3 baths. Most recently expanded in 1988, the kitchen and dining area were renovated in 2013 and air conditioning was added in 2017. This year round house has a beautiful stone fireplace, a focal point of the open living/dining area, and a rooftop deck that has wonderful 360 degree views of Stonewall and Quitsa ponds. Nestled between “Lorca” and “Lenom”, on the water's edge, is “The Boathouse”. Built in the early 1970's as a boathouse it was expanded in the 1980s into an additional home with one bedroom and one bathroom plus loft space, full kitchen, living room and lovely outdoor decks over-looking the pond. Each of these homes, with its own unique vistas and water views, is privately situated. Together they create a family compound that allows both separation and the ability to come together so the whole property can be enjoyed by all. Relax in the beauty or enjoy sailing, kayaking, swimming and paddle boarding. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. Just a short walk, boat or drive to nearby private association Stonewall ocean beach. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound. This is an extraordinary property, exclusively offered as a 3 home estate for $11,000,000 or one home (“Lorca”) may be purchased separately for $5,500,000.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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14 Bens Way, Chilmark, MA

Price$2,595,000

Est. Mortgage: $/month

MLS Number 33587

  • Residential
  • Square Feet 3163
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

The Jethro Athearn Homestead, circa 1735, is a two and one half story, center-chimney home, relocated from West Tisbury, sensitively restored and updated for modern living in the 1990's. This five bedroom, three and one half bath home sits on three private acres off North Road, once part of the actor James Cagney's estate. Period features include seven working fireplaces. Wide pine flooring, antique doors and hardware are found throughout the interior spaces. Glorious terraced gardens, inspired by noted English landscape designer, Gertrude Jekyll, a stone garden house, a fruit orchard and ancient stone walls compliment the antique homestead and provide a captivating setting. There are two outbuildings on the grounds, an 18th century barn and a 4/5 bay carriage house with bath. The property includes an additional abutting eight acres of farmland, surrounded by non-developable open space. The Great Rock Bight Preserve, with miles of walking trails and sandy Vineyard Sound beach, is within walking distance from the house.

Listed by Russell Maloney Real Estate

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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1 Swans Way, Chilmark, MA

Price$789,000

Est. Mortgage: $/month

MLS Number 33545

  • Residential
  • Square Feet 1288
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.6

Designed for the utmost in individual privacy, this truly charming home is comprised of three "pods". The central pod houses living/dining room with brick hearth; immaculate kitchen with windows onto the screened porch that let you serve directly onto a dining bar with stools; a roomy bedroom with adjoining bath and a tidy laundry utility room. The other two pods each have their own bedrooms and baths - one of which has a propane "woodstove" and is large enough to hold a dance party! The lawn and gardens are serene and magical, creating a unique and charming enclave, while the location is fantastic - just about a mile away from Alley's General Store for any and all those last minute items - yet only a couple of miles from Lucy Vincent Beach.

Listed by Karen M. Overtoom R.E.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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30 Huntington Way, Chilmark, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 32883

  • Residential
  • Square Feet 1100
  • Bedrooms 3
  • Bathroom 1
  • Acreage 3.02

A wonderful Chilmark opportunity on the Tisbury Great Pond with view and pond access. This sweet single level cottage is surrounded by 3 plus acres of land. Large dwelling and building site location formerly approved. A quick trail leads to the edge of a sandy swim spot where you can keep a sailboat, kayak or zodiac to enjoy all that the Tisbury Great Pond and the Atlantic ocean beach offers. Sunny deck, outdoor shower and pond views. Inside you will find a large eat in kitchen, cozy living room with fireplace plus a bonus sun room/den to the rear. Two bedrooms plus stairs to another attic bed/room. There's one bathroom and an outdoor shower. There's a large storage shed onsite and a septic for 6 bedrooms installed and ready to go.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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12 & 24 North Slope Lane, Chilmark, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 33341

  • Residential
  • Square Feet 1448
  • Bedrooms 3
  • Bathroom 2
  • Acreage 6.7

A fabulous property located off North Road, with sweeping protected water views of the North Shore and the Elizabeth Islands. The house sits on an enchanting piece of property with mature trees, pretty pathways, glacial boulders and of course the water views. The existing 2 bedroom seasonal home and detached studio bedroom was built in the late 1960's to a 1965 Stanmar design and partially re constructed in 1995 by the architect owner. There's a 4 bedroom septic on the property. Renovate this single level contemporary structure or start again in this location or further back on the property to maximize the land and water views - the property is staked and ready for your imagination.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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24 Bassett Place Road, Chilmark, MA

Price$1,950,000

Est. Mortgage: $/month

MLS Number 33369

  • Residential
  • Square Feet 1473
  • Bedrooms 4
  • Bathroom 1
  • Acreage 15.8

Chilmark Pond front cottage with Atlantic Ocean views and private beach lot. YOU CAN'T BE CLOSER TO CHILMARK POND. Unique waterfront summer house with outstanding ocean and pond views on Chilmark Pond. Very private. Nature preserve setting on 15 acres surrounded by marsh lands, heron and osprey.Nothing between you, the pond and ocean. Big deck for dining and relaxation. Shared dock on the pond. Private ownership in Atlantic Ocean beach short boat ride away.

Listed by Conroy & Company R.E., Inc.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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 Boston Hill Road, Chilmark, MA

Price$2,850,000

Est. Mortgage: $/month

MLS Number 33362

  • Residential
  • Square Feet 2500
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Within walking distance to Chilmark center and Quitsa boat landing,this 4 bedroom home with beautiful grounds and water views of Menemsha Pond has a light filled interior rising above the in-ground pool. The center of the home with soaring cathedral ceilings has a unique open staircase rising to the second floor Master bedroom en-suite with study and private sunning deck. Creative designed open living, kitchen and dining areas overlook the pool from every room. 6 bedroom septic for 2 additional bedrooms or guest house.

Listed by Conroy & Company R.E., Inc.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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100 South Road, Chilmark, MA

Price$1,395,000

Est. Mortgage: $/month

MLS Number 33322

  • Residential
  • Square Feet 3166
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a first-floor master suite), this home is perfect for year-round living or as an all-seasons Vineyard retreat. The property adjoins acres of untouched woods, providing ample privacy, while remaining easily accessible throughout the year on a town-maintained paved road. First floor consists of formal living room with fireplace, separate dining room, master suite with large sitting room and private screened-in sunroom, laundry room, additional bedroom and bath, kitchen, 650 sq. ft. mahogany deck for outdoor entertaining, and sun-filled, 530 sq. ft. great room with 14' ceiling, exposed antique beams and radiant floor heating for the ultimate in winter comfort. Second floor contains two large bedrooms with cozy dormer alcoves, and full bath. Oversized two-car garage with built-in work bench. 1500 sq. ft. basement provides lots of storage space, additional refrigerator and freezer, and second laundry room. The many updates and improvements include new well, architectural-shingle roof, cedar-siding shingles, HVAC, Title V septic system, top-quality insulation, upgraded electrical and plumbing, and energy-efficient Marvin windows and French doors throughout. This home is turn key. Fully furnished with just a few exceptions!

Listed by Up Island Realty

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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 Eliot Avenue, Chilmark, MA

Price$4,995,000

Est. Mortgage: $/month

MLS Number 32911

  • Residential
  • Square Feet 4696
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

A substantial Tom Tate built home on 1.2 acres in Chilmark, designed to work with the landscape to maximize the spectacular water views from almost every window. Experience the most amazing sunrises and sunsets with panoramic views over Nashaquitsa and Menemsha Ponds and the Elizabeth Islands to the North, with Menemsha and Stonewall Ponds and Atlantic beach to the south. At over 4,600 square feet, this fabulous 4/5 bedroom, 3 and a half bathroom home has been thoughtfully designed with both year round living and summer entertaining in mind. The grand entrance foyer separates the master bedroom suite on the south side of the main level from the open living room with feature fireplace and doors to the decks. There's a superb open gourmet kitchen with custom heart pine counter tops and top notch appliances and adjacent large dining space. There are multiple doors to all the outdoor spaces, and decks span the whole length of the home. Two staircases take you down to private guest bedrooms, baths and a great family / hang out space with doors to private hot tub and patio. It's a short stroll to Stonewall Beach and the boat launch on 'Quitsa pond. This property must be seen to be appreciated. Steps away from your own private access to Stonewall beach. Strong rental history.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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156 South Road, Chilmark, MA

Price$1,550,000

Est. Mortgage: $/month

MLS Number 33282

  • Residential
  • Square Feet 2084
  • Bedrooms 3
  • Bathroom 2
  • Acreage 5

This quintessential Vineyard retreat is located just 1.5 miles to West Tisbury on a large 5 acre lot on South Road. Upon entering this charming Cape you are immediately greeted with a warm yet dramatic post and beam living room with cathedral ceilings and a wood burning fireplace encased in a custom made floor to ceiling wood surround. This room sets the tone for the rest of the home which is very unique in both layout and architecture.The kitchen includes a small island and an additional room which could be used as a more casual eating area or sitting room. There is a bedroom and a den and bath in this section of the house leading to an inviting long corridor which provides access to the second bedroom and finally the master en suite. Placing a couple of the bedrooms away from the main living areas' is great for groups with small children or elders who might prefer to retire a bit earlier then the rest of the family offering peace and quiet from a busy summer day. The home has a full house generator which is a must have for winter use.The house is sited on a dramatic, park like setting lot which offers many options in terms of landscaping or expansion to the house. In season it offers a large lawn area as well as an expansive area of wild flowers, grape vines and vegetable garden. The large lot enables the buyer to add a guest house, barn, garage, pool, etc with town approvals.The home is only 1 mile to beautiful Hancock Beach and 3 miles to Lucy Vincent Beach. The Seller's do have a beach key to Hancock Beach that could be purchased separately.

Listed by Kelleher R.E.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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, Chilmark, MA

Price$1,175,000

Est. Mortgage: $/month

MLS Number 33196

  • Residential
  • Square Feet 2089
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

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

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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11 Howell Lane, Chilmark, MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33171

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

No detail was forgotten in this meticulously maintained Post and Beam custom home down Flanders Lane. A peaceful setting where you can hear the Menemsha bell chiming in the distance. With four spacious bedrooms, 2 of which are master bedrooms, gracious living areas, beautiful outdoor spaces and deeded rights to 200' of Menemsha Pond frontage, this home is a rare find. From the Alaskan cedar shake roof, to the soapstone kitchen counters and sink, the level of quality and craftsmanship is supreme. The finish work of the oversized living room with huge brick fireplace is an ideal resting place for those chilly winter evenings. The cozy TV/Dining area off the kitchen serves as the perfect entertaining space that can spill out onto the stone patio. A brand new 18 x 36 gunnite heated saltwater in-ground pool currently being added to this unique gem of a property, will enhance the already well maintained and beautiful landscapes and gardens surrounding this home. A must see property, too many details and qualities to list. An unparalleled find!

Listed by Flanders Real Estate

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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, Chilmark, MA

Price$879,900

Est. Mortgage: $/month

MLS Number 33069

  • Residential
  • Square Feet 702
  • Bedrooms 3
  • Bathroom 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

{$office->Name}

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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81 Squibnocket Farm Road, Chilmark, MA

Price$12,650,000

Est. Mortgage: $/month

MLS Number 32757

  • Residential
  • Square Feet 4852
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.9

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton & Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 450+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 300+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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137 Quansoo Road, Chilmark, MA

Price$4,300,000

Est. Mortgage: $/month

MLS Number 32538

  • Residential
  • Square Feet 1476
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

This rare Chilmark waterfront setting is on three acres of graceful land featuring a light-filled home with an intelligent one level layout. Kayak from the private pond front beach to the Atlantic, or enjoy paddle boarding, shell fishing and the sunset right in your front yard. The current home is open and bright, the master suite has its own wing and the two additional bedrooms and bath are on the other side. The house is centered by an open concept kitchen, dining and living room area with a fireplace, and views to the water. The screened porch and extensive decking offer further areas to gather, and the grounds have lovely old oaks and a rolling lawn.This property supports 6 bedrooms and is the perfect palate for a substantial and thoughtful water front home. The property captures intimate pond views, as well as views to the Atlantic Ocean and Quansoo beach. The Island's Great Ponds, over ten acres in size, are salt ponds, and considered some of the best fishing and boating spots on Martha's Vineyard. The Tisbury Great Pond is on the south shore and separated from the ocean by a barrier beach that is opened seasonally to achieve the balance of salinity necessary for the native oysters, clams and many species of fish. For those seeking a quiet and tranquil escape with a quintessential and expansive Martha's Vineyard water view, it doesn't get much better than this. See broker for further details about beach access.

Listed by Tea Lane Associates

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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, Chilmark, MA

Price$800,000

Est. Mortgage: $/month

MLS Number 32266

  • Residential
  • Square Feet 900
  • Bedrooms 3
  • Bathroom 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

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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34 Bijahs Way, Chilmark, MA

Price$1,100,000

Est. Mortgage: $/month

MLS Number 32139

  • Residential
  • Square Feet 2293
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

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. Get your beach passes to Lucy Vincent and enjoy Summer 2018 season!

Listed by Carroll & Vincent R.E.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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 Herring Run, Chilmark, MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 30966

  • Residential
  • Square Feet 1284
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

Simply charming home that enjoys one of the most breathtaking views you will ever see. Perched high on a hill, the views of Menemsha Pond, Vineyard Sound, the Elizabeth Islands beyond and the nearby marshlands with their abundant bird life are simply mesmerizing. 3 Acres of land with Deeded rights to a sandy Menemsha Pond cove that is shared by just 4 households and which you access down a short, pretty, winding path. Perfect for swimming, fishing and boating. A new well and a 5-bedroom septic have been installed. The newly-refreshed home has open living spaces that all enjoy the water views and there are 3 comfortable bedrooms and 2 tiled baths. Enjoy this Chilmark classic just as it is - or renovate to your heart's desire. * Land Assessment and Taxes are an approximation because lot is being re-configured.

Listed by Karen M. Overtoom R.E.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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11 Azalea Lane, Chilmark, MA

Price$5,200,000

Est. Mortgage: $/month

MLS Number 30618

  • Residential
  • Square Feet 3750
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Listed by Wallace & Co. Sotheby's

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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, Chilmark, MA

Price$1,020,000

Est. Mortgage: $/month

MLS Number 30444

  • Residential
  • Square Feet 1652
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

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. Small stained glass insert in front door to be replaced with clear glass. Check out the 3D Tour - https://livetour.istaging.com/590cc123becd360054078dae?ui=true

Listed by Kelleher R.E.

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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