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Sandpiper Realty, Inc. - Martha's Vineyard

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Edgartown, MA
Sandpiper Realty, Inc. - Martha's Vineyard

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Connecting You to Vineyard Living
For a Week or a Lifetime
Vacation Home Sales + Rentals

Voted Best of the Vineyard 2026 Sandpiper Realty, Inc.

of Martha's Vineyard, founded in 1969, has a history of service that has gained us recognition for integrity and professionalism. An established independent agency with a longstanding reputation, we also have a very personal interest in, and commitment to, our clientele and to the Vineyard community. We offer a full range of services including seller representation, buyer representation, real estate counseling and vacation home leasing. Our success in serving our clients is evidenced by over 50 years in business. The keys to this success are simple – our agents are experienced, knowledgeable, credible and ethical. These are characteristics and responsibilities we take very seriously and strive to practice every day. We truly believe that after working with us for a short period of time, you will understand the difference between our service and that of our competitors. Reputation is the ultimate key to success in real estate as referrals are by far the best advertising available. Therefore, we understand the importance of doing everything possible to satisfy a clients needs and expectations. We take a true consultative approach when dealing with our clients and seek to understand their needs and goals. We seek to provide helpful answers, practical solutions, and unparalleled value.

11/02/2026

Escape to Martha’s Vineyard and enjoy the charm and tranquility of this inviting four-bedroom home. With spacious accommodations, a comfortable layout, and access to a neighborhood tennis court, it’s the perfect setting for a relaxing Island retreat with family and friends.

Spend your days exploring the Vineyard, soaking up the sun at South Beach, or picking up fresh local favorites at nearby Morning Glory Farm. After a day of Island adventures, return to the peaceful surroundings of West Tisbury and unwind!

📍West Tisbury, Martha’s Vineyard

2027 RENTALS | CODE: 100034

10/31/2026

Some places are simply owned. Others become part of a family’s story.

Cherished by the same family for generations, this extraordinary Chappaquiddick property is filled with the kind of memories that only come from years spent by the water — long summer days, dinners on the deck, tennis matches, sunsets over the harbor, and time together that becomes tradition.

With a private beach, dock, clay tennis court, and sweeping views across Edgartown Outer Harbor, it’s easy to see why this special place has been held onto for so long.

Now, a new chapter begins.

10/30/2026

Halloween weekend on Martha’s Vineyard is here. 🎃

We rounded up a few events happening around the island Friday and Saturday, plus a couple of featured picks worth a closer look.

From haunted houses and trick-or-treating to glass pumpkins, ghost walks, and a late-night masquerade, there’s a little something for every kind of Halloween mood.

Save this post for the weekend, share it with your crew, and enjoy Halloween on the Vineyard. 🍂👻

Featuring events from around the island, including Marthas Vinyard Screenprinting White Stone Equestrian Oak Bluffs Association Circuit Arts Martha's Vineyard Museum West Tisbury Public Library, and more.

10/30/2026

Experience beachfront living at its finest in this exceptional Martha’s Vineyard home! Step outside and sink your toes directly into the sand, with a private beach, sweeping water views, and unforgettable sunsets right at your doorstep.

Featuring four bedrooms, multiple inviting living spaces, a beautiful stone fireplace, and a gourmet kitchen, this home is designed for effortless coastal living. Two expansive decks offer the perfect setting for outdoor dining, lounging, and taking in the spectacular waterfront scenery.

☀️ Your front-row seat to summer on Martha’s Vineyard awaits!

📍Oak Bluffs, Martha’s Vineyard

2027 RENTALS | CODE: 801

10/29/2026

Tucked away in a quiet neighborhood overlooking beautiful Jernegan Pond, this charming two-bedroom home offers the perfect setting for a relaxing Island getaway. Featuring two bedrooms, additional sleeping accommodations, and a bright, inviting sunroom, there’s plenty of space to unwind and enjoy time with family and friends.

Step outside to the backyard seating area and take in the tranquil pond views and surrounding natural beauty. Whether enjoying your morning coffee, relaxing with a good book, or returning from a day of Island adventures, this delightful home is the perfect place to slow down and enjoy Vineyard living!

📍Edgartown, Martha’s Vineyard

2027 RENTALS | CODE: 7759

10/27/2026

Some arrivals feel like coming home. Some departures make you wish you could stay a little longer.⛴️🌅

10/26/2026

NEW LISTING | 91 Litchfield Road | $2,875,000

📍Edgartown, Martha's Vineyard

Set on 4.9 acres surrounded by Chappaquiddick's natural beauty, this thoughtfully designed home offers approximately 2,900 square feet of living space with three ensuite bedrooms, soaring cathedral ceilings, custom woodwork, and a wood-burning fireplace. A year-round enclosed porch and mahogany deck provide inviting spaces to relax and enjoy the peaceful setting.

Additional highlights include a detached garage with guest accommodations above, owned solar panels, a new six-zone heating and cooling system, and an eight-bedroom septic system offering expansion potential. Just a short ferry ride from downtown Edgartown, this property offers privacy, versatility, and easy access to Chappy's beaches and conservation trails.

📩 Contact us for more information or to schedule a private showing.

Agent: Casandra Hyland
📷:

10/23/2026

Escape to the Vineyard and unwind in this spacious three-bedroom home, tucked away on a quiet street. With two separate living areas, there’s plenty of room for family and friends to gather, relax, and enjoy time together. The home offers comfortable accommodations with two king bedrooms and a third bedroom featuring a queen bed and three twin beds—ideal for families and larger groups.

Step outside to the expansive back deck, perfect for morning coffee, outdoor dining, or unwinding after a day exploring the Island. With its peaceful setting, generous living spaces, and inviting outdoor area, this home has everything you need for a memorable Martha’s Vineyard getaway!

📍Edgartown, Martha’s Vineyard

2027 RENTALS | CODE: 539

10/22/2026

NEW LISTING | 25 Oak Avenue | $1,950,000

📍Oak Bluffs, Martha's Vineyard

Historic charm meets modern elegance in Oak Bluffs! Believed to have been moved from the Campgrounds to the Highlands in the early 1900s, the Mary E. Gilkes house has been beautifully transformed into a sophisticated Island home. Thoughtfully renovated and expanded, this enchanting home blends its Victorian heritage with modern comforts, from the mahogany front porch with classic Vineyard-blue ceilings to a versatile bonus loft and energy-efficient design. Every inch has been carefully considered, with additional possibilities for future expansion.

Tucked into a peaceful setting just up the hill from Circuit Avenue, this special property offers easy access to downtown Oak Bluffs, East Chop, Eastville Beach, and the ferry. A wonderful opportunity to enjoy the best of Vineyard living in a home where history, character, and contemporary style come together!

📩 Contact us for more information or to schedule a private showing.

Agent: Lisa Stewart

10/20/2026

A little privacy, a lot of natural light, and the best of Vineyard Haven just minutes away. 🌿

Tucked along a quiet lane on an acre of beautifully landscaped grounds, this thoughtfully updated home offers the perfect balance of peaceful retreat and everyday convenience.

From the sun-filled living spaces and inviting kitchen to the outdoor gazebo, garden-level guest suite, and beautifully maintained grounds, every detail makes it easy to settle right in.

Just a quarter mile from Land Bank trails and less than two miles from Main Street.

Discover more through the link in our bio.

Address

60 Winter Street
Edgartown, MA
02539

Opening Hours

Monday	9am - 5pm
Tuesday	9am - 5pm
Wednesday	9am - 5pm
Thursday	9am - 5pm
Friday	9am - 5pm

Website

http://www.sandpiperrealty.com/, http://www.sandpiperrental.com/

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