Set on 2.9 private acres in a desirable coastal neighborhood, Quicksand Pond, this beautifully renovated Cape offers deeded access to Quicksand Pond and a peaceful lifestyle just minutes from Adamsville, sandy beaches and local clubs. Completely renovated in 2010. the home features a custom Chef's kitchen with cherry cabinets, stone counters, and an open floor plan that flows seamlessly into the

Liz Kinnane Mott & Chace Sotheby's Intl.

Welcome to 18 Homeward Way — a peaceful Chilmark retreat tucked off scenic North Road, just minutes from the storied fishing village of Menemsha. This rare 15-acre offering includes two buildable parcels, creating an extraordinary opportunity for a Vineyard compound.The impeccably maintained residence, built in 1986, radiates classic Vineyard charm. Its thoughtful single-level layout

Bill Rossi Studio Realty

In the heart of Acoaxet, tucked along a private lane that follows the eastern shore of Richmond Pond, Water View Haven enjoys a commanding southwest orientation with sweeping UNOBSTRUCTED views across Richmond Pond, the barrier beach, and out to the Atlantic Ocean. Designed by Yankee Barn and constructed in 2020 to exceptional standards, this Post and Beam home blends timeless coastal design with

Deborah Ladd Compass

Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

Brenda Galligan Karen M. Overtoom R.E.

This iconic home in Westport Harbor was built in 1770. It boasts stunning views of the ocean and Richmond pond. The property features 4 bedrooms, with a primary suite conveniently located on the first floor. The eat in kitchen is perfect for family gatherings and the home is situated on a spacious 2.43 acre lot. Additionally there is a large barn on the property, offering plenty of potential for

Jennifer Silverman Compass

Designed by the famous mid century architect Andrew Geller, this contemporary home is situated at the top of the parcel with ocean views and a glimpse of Chilmark pond. There is ample open space to accommodate family and friends and overlooks the large meadow which follows the stone wall to South Road. Access to walking trails, and Lucy Vincent Beach is a short distance away.

Natalie Conroy Conroy & Company R.E., Inc.

WESTPORT HARBOR - TWO HOME COMPOUND Located in one of Westport's most sought-after areas, this stunning shingle style 3BR home along with this sweet 2BR colonial is a rare offering. Strategicaly placed to maximize waterviews, each property feels connected yet each has their own solar panels, well, septic system, and yard where landscaping creates a sense of separation and privacy. Offering

Kathy Santos Residential Properties Ltd.

Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

Patrick McCarthy Grace Hagerty Real Estate Inc

This beautifully renovated contemporary home is perched on a hillside, offering views of the Atlantic Ocean. Upon entering the home has a light and airy atmosphere with cathedral ceilings and a wall of windows connecting you with the outdoors. The main level consists of an open-concept kitchen, living, and dining area with soaring ceilings and sliding glass doors that overlook the treetops of

Heidi Vanderhoop Tea Lane Associates

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

Thomas Wallace Wallace & Co. Sotheby's International Realty

Rarely available, Seaside East free-standing home with dazzling water views and country club living. Entering this home you find yourself in an expansive fireplaced living room with soaring ceilings and hardwood floors. The spacious sunroom is wrapped in sliding glass doors that open to the wrap-around deck. The kitchen, while vintage, is large and bright, and opens to adjacent dining area with

Sarah Meehan Milbury and Company

Welcome to Round Hill, a highly desirable gated community with 9 hole golf course, tennis, beach, pool, clubhouse, and cafe. This unique home abuts a small pond provided an array of wildlife to enjoy. This home offers a harmonious blend of refined living and outdoor enjoyment. The living room is a captivating space, defined by its soaring high ceiling and the architectural intrigue of a vaulted,

Phyllis Ibbotson Mott & Chace Sotheby's International Realty

Located at 2 Slades Farm Ln, Dartmouth, MA, this single-family residence in Bristol County presents an inviting home ready for its next chapter. The heart of this residence is undoubtedly its expansive kitchen, a space thoughtfully designed to be both functional and luminous, featuring a large kitchen island that provides ample room for both meal preparation and casual dining, while a skylight

Katherine Hebert KAM Realty

This newly constructed, luxury home is nestled down a professionally landscaped, private drive just minutes away from local beaches and Padanaram Village/Harbor. On the main level you can enter the home through a beautiful foyer, functional mudroom or direct access via an oversized 2 car garage. Here you will find an open concept living/dining/kitchen area offering multiple seating options for

Sarah Korolnek Milbury and Company

Enjoy the sweeping panoramic views of Buzzards Bay & the Elizabeth Islands. This home is a rare find in the exclusive guard-gated Community of Round Hill. This Mansion second floor suite could be your year-round home or a summer retreat offering two bedrooms and two full baths. Within the open-concept dining/living room featuring a dramatic original marble fireplace living room, soaring ceilings,

Fatima Simas Anne Whiting Real Estate

Magnificent custom-built brick-front Georgian Colonial set on 6.76 wooded acres with gardens, fruit trees, a brook, chicken coop & natural stone firepit. This 12-room home offers 4,500+ sq ft with 4+ bedrooms, 4.5 baths & 9+ ft ceilings throughout. A grand 2-story foyer opens to formal dining & living rooms, the family room features vaulted ceilings, large windows & fireplace. The chef’s kitchen

Jennifer DaPonte Berkshire Hathaway HomeServices Robert Paul Properties

Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house

Mark Jenkins Wallace & Co. Sotheby's

Dennis Talbot built home on 1.61 acres in Tiverton's serene Fieldstone Lane enclave. This 3-bed, 2-full-bath Cape blends timeless craftsmanship with thoughtful design. Inside, rich wood construction, a centerpiece fireplace, and a wood stove create a warm, welcoming atmosphere. The first-floor primary suite opens directly to a private deck perfect for morning coffee or sunset relaxation.

Kimberly Marion Engel & Volkers Oceanside

Welcome to a stunning new construction contemporary colonial offering the perfect blend of modern luxury and waterfront living. This 4,150 sq. ft. home features two primary suites, one on each floor plus 2- additional bedrooms and four full baths. Enjoy an open-concept living area, a chef’s kitchen with a granite island, breakfast bar, and spacious dining area, plus a formal dining room for

Mina Shenouda Keller Williams Boston MetroWest

"SERENITY–Oceanfront Living at Its Finest...Welcome to Serenity—a rarely available oceanfront cottage that captures the true essence of coastal living. Set against the backdrop of an unparalleled white sandy beach & breathtaking ocean views, this charming retreat offers the perfect blend of comfort, character, and tranquility. Step inside to discover an open-concept living space featuring

Sarah Meehan Milbury and Company

This beautifully designed and built home is privately sited on 4.02 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors take

Brenda Galligan Karen M. Overtoom R.E.

Set on a picturesque 1.79-acre lot just minutes from Padanaram and Russells Mills Villages, this custom shingled residence offers a spacious layout designed for easy living and effortless entertaining. Inside, a welcoming entry foyer opens to an airy living room w/ vaulted ceilings and a gas fireplace. The well-appointed kitchen—anchored by a granite-topped island—connects to the fireplaced

Team MCM Gibson Sotheby's International Realty

Welcome to Underwood Farm in beautiful Westport! This impeccably maintained 1-bedroom, 1.5-bath condo blends style, comfort, and convenience in one of the area's most sought-after communities. The open-concept design features gleaming hardwood floors, soaring ceilings, and a seamless flow through the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The modern

Jim Sabra Equity Real Estate

Welcome to 99 Sylvia Lane in South Westport - Fully renovated cottage with amazing westerly views of the East Branch of the Westport River. Cottage was gutted to studs in 2024. New plumbing, heating, insulation, windows, siding and more. New interior layout with use of every little inch. Vaulted ceiling and open floor plan. Views all around. Amazing kitchen design with high end granite and

Nicole Plante Even Keel Realty, Inc.

Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and

Rebecca V Conroy Conroy & Company R.E., Inc.

Located in Round Hill —one of South Dartmouth’s most iconic waterfront communities—this stunning two-level Mansion condominium offers the unique opportunity to embrace elevated coastal living. With 2 bedrooms, 2 full baths and a 2300+/- sq ft footprint, this residence showcases lofty ceilings, a bright open floor plan on both levels, and a sleek, move-in-ready interior with coastal contemporary

Team MCM Gibson Sotheby's International Realty

Beautiful, solidly custom built home featuring red oak Post and Beam work throughout. The many unique and attractive features are sure to delight the most discerning buyer. Abuts 5.9 acres of forever protected Landbank property extending the 2 private acres of this property for extraordinary privacy. A brick walk bordered by a lovely boxwood hedge leads to two separate entrances into the home.

Elaine Vanderhoop Beachcombers of MV

This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views

Meg Bodnar Tea Lane Associates

12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

Tina Palmer Conroy & Company R.E., Inc.