Martha's Vineyard Luxury Waterfront Homes

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111 North Water Street Edgartown MA 02539

Edgartown, MA111 North Water Street

Price$16,750,000

Est. Mortgage: $/month

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

$
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%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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25 Lelands Path Edgartown MA 02539

Edgartown, MA25 Lelands Path

Price$14,995,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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150 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA150 East Chop Drive

Price$13,200,000

Est. Mortgage: $/month

MLS Number 42039

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 8
  • Acreage 0.64

Welcome to your dream retreat in Oak Bluffs—a magnificent seven-bedroom waterfront estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves. In addition to the main living room, the property includes several cozy sitting areas, a media room for movie nights, and a game room, ensuring there's always a perfect spot for relaxation and entertainment. It's more than just a home, it's a sanctuary where you can create lasting memories with loved ones, enjoy sophisticated coastal living, and savor the unique charm of this beautiful area.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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37 North Neck Road Edgartown MA 02539

Edgartown, MA37 North Neck Road

Price$12,500,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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32 Boldwater Road, 3 Jacobs Neck Road Edgartown MA 02539

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.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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47 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 East Chop Drive

Price$11,000,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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74 Turkeyland Cove Road Edgartown MA 02539

Edgartown, MA74 Turkeyland Cove Road

Price$10,950,000

Est. Mortgage: $/month

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, floating dock, 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 a floating dock (exceptionally rare on the Great Pond) facilitates boating to the Atlantic beach or other recreation on these pristine waters. Held by the same owner for the past 30 years, this property is an opportunity not to be missed.

Listed by Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 Clam Point Cove Road Chilmark MA 02535

Chilmark, MA1 Clam Point Cove Road

Price$8,900,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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74 & 75 Jeremiah Way Edgartown MA 02539

Edgartown, MA74 & 75 Jeremiah Way

Price$6,200,000

Est. Mortgage: $/month

MLS Number 37949

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.4

Welcome to this exquisite waterfront sanctuary boasting breathtaking views and serene surroundings on Katama Bay. This enchanting 4.40-acres waterfront property features a charming two-story home comprised of four bedrooms and three bathrooms with the addition of a private waterfront vacant land parcel. The home offers ample space for comfortable living both indoors and outdoors. As you step through the front door, you are greeted by an airy and light-filled interior, flanked with windows, that seamlessly blend with the beauty of the outdoors. The spacious living area is perfect for hosting gatherings. The highlight of this home is the expansive porch where you can enjoy your morning coffee while taking in the picturesque views of the waterfront. Imagine relaxing here as you watch the sunset over the tranquil waters. Upstairs, you will find the inviting bedrooms, each offering a peaceful retreat at the end of the day. The primary suite is a true oasis with its own private balcony overlooking the water, creating the perfect spot for relaxation. It is located in a highly desirable waterfront community on Chappy and just a short distance to Edgartown Village. Don't miss this rare opportunity to own a waterfront gem that offers a lifestyle of comfort, beauty and a unique opportunity to build your Chappy compound. You can have up to nine bedrooms with town approval on the vacant land parcel!—sold as is.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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104 Pond View Farm Road West Tisbury MA 02575

MLS Number 41979

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 3.2

An exceptional waterfront opportunity on the Tisbury Great Pond with two homes and a permitted dock where one can keep a boat, and motor out to the south shore Atlantic sandy beach. There are strong views of the water from both the main home and guest house where one can enjoy the abundant bird and pond life, fishing and tranquility that this coveted location offers. The air conditioned main home has four bedrooms and two full, plus one half bathrooms. There's a screened porch on the the south westerly corner - a perfect spot for sunset! There's also a bonus den/sunroom with wet bar on the south side of the home. The layout is all on one level, plus there's a huge unfinished basement and back up generator for both homes. The two bedroom, two bathroom guest house has a three bedroom septic and nice separation from the main home plus lovely water views from the farmers porch. A new roof, windows and cedar shingle siding were completed in Spring 2024. Both homes offer existing infrastructure to live in now, renovate or ultimately rebuild the home of your dreams, with virtually unobstructed views of the pond that are ready to enjoy. Conveniently close to West Tisbury village, Alleys and to Edgartown/West Tisbury Road.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 Garrett Way Edgartown MA 02539

Edgartown, MA4 Garrett Way

Price$4,350,000

Est. Mortgage: $/month

MLS Number 40914

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5
  • Acreage 3.37

A dramatic home with water views and over 6000 sq ft of living space. So much thought has gone into this stunning property. Immediately upon entering the visitor is awestruck by the Great Room with 32 ft high ceilings and a stunning fieldstone fireplace. Could there be a more dramatic spot on Chappaquiddick to host a dinner party? All four of the bedrooms have bathrooms ensuite, and three of the bedrooms have water views. The details of the house are too many and varied to mention, and include the iron chandelier and sconces handmade by Vineyard artisan Barney Zeitz, glass prism set in the skylight roof, large reclaimed antique heart pine flooring throughout, atrium balcony, and two story screen porch. The landscape is equally captivating, with the softness of the many blooming flowers juxtaposed against the fieldstone walls. A lily pond allows visitors to visit and reflect. The property is virtually surrounded by conservation land and the abutting Pocha Pond Preserve offers 150 acres of trails and waterfront to enjoy. Views of Nantucket Sound are visible from the first and second floors and on a particularly clear day it is possible to see Nantucket itself. In addition to the 6500 sq ft of living space, there is a 2-car garage and large basement that includes an entertainment room, laundry room, a half bath, and large amounts of storage space

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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Based on information submitted to LINKMV as of May 27, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.