Martha's Vineyard Luxury Waterfront Homes

MLS Number 42024

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 5.5
• Acreage 0.5

This captain’s home built in 1850 lies on a double sized lot with expansive views of Edgartown Lighthouse and the entrance to the harbor. The home went through a full renovation years ago, updating the kitchen, bathrooms, opening up the floor plan and freshening all surfaces, while maintaining much of the original historic features. The street level of the home features an open floor plan with kitchen, family room, dining and living room, all which open up to an enormous exterior deck and enjoying incredible views. The second floor features a master suite with private bath and three additional bedrooms sharing two baths. There is a finished, cathedral ceiling third floor that could be used as additional bedrooms or recreational usages. The lower level offers two additional bedrooms, a full bath, living area and laundry. There is a guest house set on the lower lawn offering one bedroom, a full bath, living room with kitchenette and a charming, covered porch with direct views of the harbor. The property offers ample parking, beautiful landscaping and a huge front lawn which stretches to the harbors edge with sandy shoreline and a deep-water pier. A very rare opportunity to acquire a significant waterfront home on Edgartown’s inner harbor and with an exclusive North Water Street address.

Listed by Landvest MV

MLS Number 40007

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 4.5
• Acreage 3.3

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within a reasonable distance from essential amenities and entertainment options. Whether you're looking for a year-round residence or a vacation getaway, this waterfront home in Squibnocket is an idyllic sanctuary to create unforgettable memories with family and friends.

Listed by Wallace & Co. Sotheby's

MLS Number 41705

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 7
• Acreage 3.52

An extraordinary waterfront estate on Chappaquiddick complete with 140-ft deepwater dock, 3-bedroom guesthouse, garage barn, and the unique opportunity to own your own 9-hole “links” golf course next door. The home was designed by award-winning Boston architecture firm Albert-Righter-Tittman and built by Doyle Construction - a "dream team" for the owners whose goal was to achieve a superb finished product. It is just a few minutes away but a world apart from the hustle and bustle of Edgartown village. Since completion the property has been featured in numerous magazine articles and coffee table books. The main house pays homage to the illustrious camps that dotted this shoreline a hundred years ago - grand yet welcoming. This modern interpretation allows most areas of the home to enjoy views of Nantucket Sound. Everywhere there are pleasing details such as fir floors, locust posts that support the 900 sq ft porch, and shiplap interior. The home was built to the very highest standards. There are 5 bedrooms in the main house including a primary bedroom suite on the second floor with 180-degree water views. Beneath the impeccable cosmetic details are mechanical systems that will allow any occupant to live there with all creature comforts. The basement houses a gym and steam/sauna. The home is ideal for entertaining, with its vast great room and dining table that seats 18 people. The interior spaces spill easily to the outside where the lawn stretches to the private beach which in turn yields to Nantucket Sound glistening to the horizon. The setting also provides the ideal vantage point to watch regattas featuring some of the world's finest yachts, extraordinary sunsets, and of course the legendary Edgartown July 4th firework display. These are stellar swimming waters to plunge into right off your own beach, or, if the mood takes you, somersault into from one of the two swimming platforms at the end of your own private dock. The 140-ft dock has a draft of 6 to 8 ft. In addition there are two moorings. The 990 sq ft guesthouse is privately situated and as well as a full kitchen and living area there are 3 comfortable bedrooms. The 2200 sq ft garage barn with workshop has radiant heated floors and a half bath. The house is being sold with all furniture included. There is also the opportunity to purchase the neighboring Royal & Ancient Chappaquiddick Links, a Martha's Vineyard institution.

Listed by Wallace & Co. Sotheby's

MLS Number 40789

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 6
• Acreage 0.29

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

Listed by MV Luxury Homes

MLS Number 41236

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 35.2

Spectacular 35 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1 1/2 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming quality house was built by Andrew Flake, arguably the finest Vineyard builder over the last 40 years. Mark Hutker created an innovative design with an arc shape nautical theme so every room faces the water. The 3 second floor bedrooms enjoy large balconies and the first floor primary bedroom opens to a nice deck and quiet garden sanctuary. The handmade luxury kitchen cabinetry and extensive woodworking were done by Smallbone, a British Company noted for time honored design and craftsmanship. Adding to this estate, reflecting decades of careful planning and development, is a lovely private pool and pool house, 4 room guest suite over the garage with large deck, two stone wall enclosed specimen fruit tree meadows, a large field circled by a grand stone wall, a idyllic lily pond and two miles of private trails. Last but not least, are 14+ subdividable acres. Keep boats and small craft on your mooring at waters edge for a short trip to the 3,000 ft Boldwater private beach. Boldwater is 38 homesites on 450 acres with 150 acres of conservation and abuts approx. 1,500 acres of conservation lands and a few large estates. A most remarkable rural area convenient to town and the airport. (** The 20.8 acre 32 Boldwater Road waterfront property can be purchased without the abutting 14+ acres at 3 Jacobs Neck Road for $8,550,000)

Listed by Tea Lane Associates

MLS Number 41887

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 7.5
• Acreage 16.4

CASUAL ELEGANCE ON KATAMA BAY. Welcome to 25 Lelands Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappaquiddick. This magnificent home, nestled at the end of a private winding drive on 16.4 private acres, offers over 7,200 square feet of living space, designed for the ultimate luxury of spending treasured time with family and friends. As you step inside, you'll be greeted by the warmth of four wood-burning fireplaces, handsome hardwood and painted floors, custom millwork and built-ins, a spacious screened porch and more! The rooftop widow's walk provides breathtaking 360-degree views, while the sparkling blue waters of Katama Bay can be seen and enjoyed from most every room in the house This welcoming retreat features six bedrooms, all with en suite baths, including an exquisite three-room Owner's Suite with en suite bath, adjoining den/office, sweeping water views, and a private second-floor deck. Additionally, there is a three-room Family Suite on the second floor, complete with its own private living area and kitchenette. The combined screened and covered porch, which extends nearly the full length of the home and overlooks Katama Bay, is a defining feature of the property, providing ample space for al fresco summer meals, reading, playing games, or simply soaking in the brilliant evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, fishing, and clamming. Embrace the tranquility of life on Chappy, surrounded by sand dunes, tidal ponds and grassland habitats, with access to miles of unspoiled beaches and nature trails. There is an attached 3-bay garage for storing all your recreational gear including your island car, watercraft, bicycles, beach equipment and fishing gear! The home was designed by architect Patrick Ahearn and is being offered turnkey, including hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston, adding objects and vibrant colors that delight the eye in every room. Enjoy this beautiful property as-is or bring your own design style and create your signature coastal haven. Discover the perfect blend of casual elegance and serene waterfront living at this stunning Chappy waterfront retreat on Katama Bay.

Listed by Compass | Point B

MLS Number 41086

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 4.8

This waterfront Edgartown Great Pond compound abounds with rare features. Set in a coveted, private location on Turkeyland Cove, the 4.8 acre parcel includes two full sized homes, custom pool with pool house, +/- 400 feet of waterfront, outstanding views, and a private beach lot on the Atlantic. The main residence sits right on the shoreline, with four bedrooms and beautiful quality throughout. The second home, built in 2010, is set back from the waterfront - still with water views - with 2556 sf, two bedrooms, three car attached garage, and full basement. The property is tied together gracefully with extensive plantings, landscaping and custom fence/gateways. The pool area is an oasis unto itself, with two outbuildings supporting the L shaped gunite swimming pool. Open lawns lead easily to the waterfront, where you have access by boat to the Atlantic beach or other recreation on these pristine waters. Held by the same owner for over 30 years, this property is an opportunity not to be missed.

Listed by Compass | MV Team

MLS Number 42061

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 3.5
• Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

MLS Number 42260

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 20.8

Spectacular 20.8 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1.5 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming quality house was built by Andrew Flake, arguably the finest Vineyard builder over the last 40 years. Mark Hutker created an innovative design with an arc shape nautical theme so every room faces the water. The 3 second floor bedrooms enjoy large balconies and the first floor primary bedroom with separate sitting area opens to a nice deck and quiet garden sanctuary. The hand made luxury kitchen cabinetry and extensive woodworking were done by Smallbone, a British Company noted for time honored design and craftsmanship. Adding to this estate, reflecting decades of careful planning and development, is a lovely private pool and pool house, 4 room guest suite over the garage with large balcony, two stone wall enclosed specimen fruit tree meadows, a large field circled by a grand stone wall, an idyllic lily pond and 2 miles of private trails. Keep boats and small craft on your mooring at waters edge for a short trip to the 3,000 ft Boldwater private barrier beach. Boldwater is 38 homesites on 450 acres with 150 acres of conservation and abuts approximately 1,500 of additional conservation land and a few large estate. A most remarkable rural area convenient to town and the airport. (14.4 abutting acres with grand meadow on 3 Jacobs Neck Rd is available for purchase separately)

Listed by Tea Lane Associates

MLS Number 40699

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 6
• Acreage 3

Martha's Vineyard has many fine waterfront properties but only a handful of exceptional ones. The Lee Family Compound is an exceptional 3 acre waterfront property with breathtaking unobstructed pond views from an elevated secure location, 750+ ft of pond frontage, 48 ft dock with separate mooring for easy access to Menemsha Pond and Vineyard Sound and privacy without an abutter in view - all compliment the spacious 5 bedroom 5 bath comfortable well built main house and well sited 2 bedroom 1 bath contemporary guest house. The stunning views are everywhere so 14 of the 16 rooms in both houses enjoy grand pond views. Because of the elevation -- the sunsets, moonrises, and stargazing are some of the most remarkable the island has to offer. The two home compound can house 18 comfortably and is perfect for year-round family events. Come launch your canoe, kayak or paddle board from spring to fall; swim, clam or sail from private sandy beach off the point all summer long; sunbathe on your private dock or 3 decks or on the terraced lawn overhanging the cove; and enjoy seasonal holidays by a roaring fire with extended family and loved ones. This compound is proof that a picture is worth a 1,000 words.(see Video Aerial Tour)

Listed by Tea Lane Associates