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26 Chilmark, MA 02535 Homes For Sale

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Est. Payment$4,000,000
5 Beds | 6 Baths | 4,000 Sqft

11 Azalea Lane, Chilmark, MA 02535

House For Sale

Located in Chilmark on Martha's Vineyard 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.

Est. Payment$1,500,000
3 Beds | 12 Baths | 989 Sqft

15 Doctors Creek Rd, Chilmark, MA 02535

House For Sale

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark beach cottage that includes deeded access to 7 acres of pristine South Beach on the Atlantic Ocean! 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nomans Land. Simply Stunning! Colorful Sunsets! The cottage is a cozy camp with beach stone fireplace; used seasonally. This is a "one of kind" south shore location that is not often available for purchase. Short distance to the shores of Chilmark Pond from the cottage where you can wade across, in the summer, to the boardwalk that leads to your private access to South Beach! Included is an approved septic design for a 3 bedroom system. Enjoy the "camp" as it is or use your vision to rebuild/remodel. A special place on this beautiful island.

Est. Payment$1,700,000
3 Beds | 3 Baths | 2,380 Sqft

7 Sandcastle Ln, Aquinnah, MA 02535

House For Sale

Spectacular Sunsets will light up your evening skies! Located near the ''infamous'' Dogfish Bar'', West Basin and colorful Gay Head Cliffs in Aquinnah is this westerly facing modified 3+ bedroom Saltbox. Also nearby are miles and miles of accessible white sand beaches that offers world class fishing, beaching wandering, swimming, kayaking, boating & more! A small peek of the water from the main level grows to an amazing panorama of Vineyard Sound from the Master Bedroom on the 2nd level. The 8 + acres create a unique privacy that will help you drift away into solemn relaxation and allows for creation of a 2nd dwelling (with town permits) to create your Vineyard compound! With no rentals in place, this home can be yours for the summer.

Est. Payment$1,500,000
3 Beds | 12 Baths | 989 Sqft

15 Doctors Creek Path, Chilmark, MA 02535

House For Sale

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark beach cottage that includes deeded access to 7 acres of pristine South Beach on the Atlantic Ocean! 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nomans Land. Simply Stunning! Colorful Sunsets! The cottage is a cozy camp with beach stone fireplace; used seasonally. This is a "one of kind" south shore location that is not often available for purchase. Short distance to the shores of Chilmark Pond from the cottage where you can wade across, in the summer, to the boardwalk that leads to your private access to South Beach! Included is an approved septic design for a 3 bedroom system. Enjoy the "camp" as it is or use your vision to rebuild/remodel. A special place on this beautiful island.

Est. Payment$315,000
-- Acres

0 Quansoo, Chilmark, MA 02535

Lots Land For Sale

Spectacular south shore beach lot. Enjoy beautiful summer days on this private, Quansoo Beach. Ownership provides deeded access to one of the most desirable beaches on Martha's Vineyard. Swim, fish, or boat in this beautiful area. In addition, you can enjoy all that the Tisbury Great Pond has to offer. *This is a beach lot and is not buildable. There is no well or septic.

Est. Payment$1,000,000
4 Beds | 2 Baths | 1,300 Sqft

71 Lighthouse Road, Aquinnah, MA 02535

House For Sale

The Zaccheus Cooper Homestead, an example of the Greek Revival-style, circa 1850, is now available for the first time in nearly 60 years. This antique farmhouse has only had three homeowners in its lifetime. The house is bordered by ancient stone walls and sits centered in a grassy plain. Outbuildings including an outhouse, root cellar and studio shed complete the property. The house holds four bedrooms, two fireplaces and one and one half baths and is heated by three Rinnai propane monitors. Distant water views are seen from the upstairs bedrooms and bathrooms.

Est. Payment$1,295,000
2 Beds | 2 Baths | 1,176 Sqft

9 Moshup Trail, Aquinnah, MA 02535

House For Sale

A sweet contemporary set on almost 5 acres of rolling meadow and hand-crafted stone walls, close to the colorful clay cliffs, designated a National Natural Landmark by the National Park Service, the iconic Gay Head lighthouse and the spectacular beaches of Aquinnah. The home offers wood floors throughout and the first floor has a sun-filled open living, dining and kitchen area centered around a propane wood stove. A separate living room and dining room complete this floor and lead to a sun deck. The second story is open and has 2 bedroom and a half bath. The basement is immaculate with both finished spaces for overflow as well as mechanical and storage rooms. The showpiece of the property is the colossal 1800's antique barn that was transported to the island and lovingly rebuilt. This is a special place with quiet, natural serenity, perfect for artists, writers or others looking for a little getaway in a most beautiful setting.

Est. Payment$825,000
3 Beds | 2 Baths | 1,496 Sqft

2 Opies Ln, Aquinnah, MA 02535

House For Sale

Unique opportunity to buy into this quiet, rural Aquinnah neighborhood just minutes to the restaurants and shops at the Cliffs as well as the breathtaking town beaches. The home offers unexpected water views from the living area on the second floor of this reverse living Colonial. The second floor offers a lovely open floor plan with a large sitting area as well as an island and dining area and a half bath. A new stove was just installed in the galley kitchen. There is a master suite on the first floor along with two smaller bedrooms and the home also offers a large basement. While structurally sound, the home will need some updating to return it to it's former glory. The need for these updates is included in the pricing which is well below the assessed value. This home is a "must see" for buyers who are looking for a water view, privacy and that remote feel Aquinnah can offer.

Est. Payment$1,729,000
3.02 Acres

00 Middle Coomb, Chilmark, MA 02535

Lots Land For Sale

In the Quansoo area of Chilmark, three unspoiled acres with views and full access to Tisbury Great Pond. Ownership includes membership to Old Fields association that owns deeded access to 2- acre private beach on Tisbury Great Pond, perfect for kayaking, paddleboarding, sailing or take a quick ride in your motorboat to the south shore and play in the surf. The property is approved for six-bedroom septic when a well is installed. This is a rare opportunity to create your own Island sanctuary.

Est. Payment$699,000
4 Beds | 2 Baths | 1,344 Sqft

172 Antlers Shore Drive, East Falmouth, MA 02535

House For Sale

Waterfront property with spectacular views and unbelievable sunsets! A location that can't be beat. There is direct access to Vineyard Sound for boating and the last home on the point right before the boat ramp. This affordable waterfront home is on Eel River with unobstructed views to Vineyard Sound. Enjoy morning coffee or evening drinks on the second floor balcony. Enjoy direct access to the water for swimming. Large first floor room is perfect for family gatherings, with overflow onto the porch. This 4 bedroom, 2 bath home can be used now or updated to suit your needs. Newer windows. Association boat launch is nearby.

$400,000
Est. Payment$2,500,000
3 Beds | 3 Baths | 1,798 Sqft

63 Putnam Road, Chilmark, MA 02535

House For Sale

Spectacular sunset water views are the focus of this gorgeous property with a zen like feel that fits gently into the stunning landscape. Views from every room over the north shore and Vineyard Sound. The master suite has a wonderful orientation with drop dead views from the bed. Each room has its own access to a private deck or porch. The kitchen is brand new as are all the windows and doors throughout. A gazebo in the yard offers a sanctuary form the home for meditation and solace. Walk the 3/5 mile of private beach, roam the trails and explore the miles of conservation properties nearby. This is a wonderful and intimate home that will bring joy for generations to come. Enjoy it as is or consider modifying it to fulfill your needs. Sellers is motivated.

Est. Payment$7,995,000
4 Beds | 3 Baths | 2,140 Sqft

100 Beach Plum Lane, Chilmark, MA 02535

House For Sale

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

Est. Payment$4,195,000
6 Beds | 4 Baths | -- Sqft

260 South Road, Chilmark, MA 02535

House For Sale

Waterview Chilmark estate sprawling over 6.1 acres with access to Chilmark Pond and an Atlantic Ocean beach. Known as The James Allen House, this historic home has been lovingly maintained by the same family for generations. The landscape is like no other with stonewalls, various species of trees, expansive lawn, and an open field with paths that lead you to Chilmark Pond and beyond. The classic floor plan of the main house offers multiple living spaces with 3 bedrooms, several fireplaces, and beautiful waterviews. This property features multiple other buildings including a 2 bedroom guest cottage, 1 bedroom bunkhouse, garage and garden shed. This is a unique opportunity for a new owner to carry on the proud legacy of this home's historic past. An extraordinary and rare find in the heart of Chilmark.

Est. Payment$8,900,000
5 Beds | 3 Baths | 4,000 Sqft

18 Austin Pasture Road, Chilmark, MA 02535

House For Sale

A magical setting on Squibnocket Pond with endless waterviews of Squibnocket Pond, Atlantic Ocean and Nomans Land Island. Perched high up on a hill on over 16 acres of untouched land, sits this inviting Chilmark home that has been crafted to take in the beautiful surroundings and private landscape. The home features wonderful wood throughout, a generous main level with an open living room and a stone fireplace, a built-in window seat, a spacious dining room and a large gourmet kitchen with an over-sized island. The master suite includes a spacious bath and access to a lovely porch overlooking Squibnocket Pond and beyond. A separate guest wing includes 2 additional bedrooms and full guest bath. Oversized windows allow for spectacular waterviews in every direction. The lower level features a comfortable sitting room with a wood stove, 2 guest bedrooms, full bath and access to a one car garage and storage area. Venture down a peaceful footpath to the water's edge and boat, kayak, or paddle board with ease on Squibnocket Pond. With over 16 acres of grounds, this home is sited to take in mesmerizing waterviews and its serene setting is the perfect retreat to create memories for a lifetime.

Est. Payment$320,000
-- Acres

0 Quansoo Beach, Chilmark, MA 02535

Lots Land For Sale

This is Non-Buildable beach lot. This is deeded access to a Quansoo beach lot on Chilmark's South Shore. Private access to this gorgeous iconic sandy beach, perfect for swimming, surfing, fishing, and beach walks or launch your paddleboard and kayak in the Tisbury Great Pond. Enjoy peaceful access with no crowds or lines. Ownership of the non-buildable beach lot will compliment any property owned on the Vineyard.

Est. Payment$3,000,000
5 Beds | 3 Baths | 1,980 Sqft

15 Lake Road, Chilmark, MA 02535

House For Sale

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zachs in Aquinnah (with membership). Six bedroom septic in place for expansion possibilities

$149,000
Est. Payment$1,050,000
3 Beds | 3 Baths | 1,361 Sqft

22 Larsen Ln, Chilmark, MA 02535

House For Sale

Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, decorative beams and ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Offered Furnished. Check out the 3D Vitrual Tour.

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