Water View Homes on Martha’s Vineyard

Enjoy beautiful views of the ocean and ponds with a water view home on Martha’s Vineyard. Water view property types include vacation homes, residential homes, and grand estates. Find your dream home in Aquinnah, Chilmark, Edgartown, West Tisbury, Oak Bluffs, or Vineyard Haven.

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103 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA103 Main Street

Price$12,700,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40823

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acreage 1.7

Welcome to your dream waterfront oasis on Vineyard Haven Harbor! This exceptional custom home offers an unparalleled blend of luxury, serenity, and captivating water views. Situated on a sprawling beach front parcel, this residence boasts an array of incredible features that epitomize coastal living at its finest. Step inside and be greeted by the seamless flow of the open-concept living space, designed to maximize both comfort and style. The interior is bathed in natural light, courtesy of the expansive windows that showcase panoramic views of Vineyard Haven Harbor. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and a spacious island. The adjacent sitting area features a fireplace and French doors leading to a screened porch. The primary bedroom suite boasts stunning water views, a spacious walk-in closet, and a luxurious en-suite bathroom. The additional guest bedrooms are generously sized, each offering its own unique view of the harbor or the lush surroundings. For those seeking relaxation and recreation, this property offers an outdoor paradise. Step outside to discover meticulously landscaped grounds, an expansive stone patio and pool, perfect for lounging or al fresco dining, while relishing the breathtaking scenes of the ferry passing by. One of the true highlights of this remarkable residence is its private beach, providing exclusive access to the pristine shoreline on Vineyard Haven harbor and allowing for easy boating access. A two-car garage offers ample storage for vehicles and outdoor equipment. Located on Main Street, you'll have easy access to the charming shops, galleries, and restaurants in Downtown Vineyard Haven. Live the waterfront lifestyle you've always dreamed of in this extraordinary home.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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$12,500,000

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: 7.22% last updated on Nov 30, 2023
* 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 Edgartown MA 02539

Edgartown, MA32 Boldwater Road

Price$11,375,000

Est. Mortgage: $/month

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 terraces 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+ abutting sub-dividable acres into potentially 3-4 lots. 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 30 homesites on 450 acres with 150 acres of conservation and abuts approximately 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: 7.22% last updated on Nov 30, 2023
* 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: 7.22% last updated on Nov 30, 2023
* 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 40627

  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 40668

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 5.6

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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267 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA267 Barnes Road

Price$5,850,000

Est. Mortgage: $/month

MLS Number 39954

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 5.5
  • Acreage 1.25

Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning waterviews and spectacular sunsets. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living, the immaculate 4,046 square foot home with a newly finished 2,000 square foot walk-out basement has a wonderful flow throughout and waterviews from almost every room. It was designed to capture the essence of waterfront life. It is rare to find a home in a setting like this on Martha’s Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet close to all the Island has to offer. The main level, with soaring ceilings, is comprised of a large living area enjoying a wood-burning fireplace and wet bar, a sitting area, half-bath, dining room, and a large kitchen with eat-in dining, with full views of the Lagoon and access to the outdoor patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon and adjoining the large primary suite with a second wood-burning fireplace and two spacious ensuite bedrooms, all with fabulous views. If you are looking for a quiet space, you can enjoy a second covered porch at the front of the house. Being sold furnished, this is the ultimate Vineyard Experience.

Listed by Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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15 Navy Way Edgartown MA 02539

Edgartown, MA15 Navy Way

Price$5,650,000

Est. Mortgage: $/month

MLS Number 41304

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.51

Luxurious South Beach waterview home - From the moment you step inside, you are enveloped in a world of opulence and sophistication. This house boasts sleek lines and exquisite custom features that include limestone floors and white oak floors imported from France. The open floor plan seamlessly connects the family room, dining area, and state of the art kitchen, creating a sense of unity and flow that's perfect for daily living. With multiple common living spaces, this house caters to the demands of modern life, providing comfort, style, and endless opportunities for relaxation and entertainment. Natural light pours in through large windows, casting a warm glow that bathes the entire living space with breathtaking panoramic views with beautiful sunsets. All three bedroom en suites were crafted with style and functionality in mind. Living here is about being in harmony with the elements, where the ocean's presence is heard, and seen every day, and where the senses are continually awakened by its timeless beauty. To complete this property there is a meticulously maintained garden filled with lush, mature landscaping.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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14 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 39980

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property. JUNE 2023 UPDATE: Installation of A/C just completed; home refreshed and redecorated; all new storm/screen doors; all exterior trim newly painted and whole property power washed.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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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11 Macs Lane Vineyard Haven MA 02568

Vineyard Haven, MA11 Macs Lane

Price$4,945,000

Est. Mortgage: $/month

MLS Number 41504

  • MultiFamily
  • Mls Status Active
  • Bedrooms 15
  • Bathroom 12.5
  • Acreage 0.84

A unique opportunity to own a one of a kind property with capacity for twenty people complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fourteen bedrooms and twelve full baths and one half bath, in the main building, there is a private owners apartment on the first level. The potential opportunity to subdivide this parcel only adds value to this well-rounded offering. The property is being offered turn key with the opportunity to own a very profitable business. This offering is for both the current business and the real estate. Just a short distance to downtown Vineyard Haven, the harbor and the ferry, look no further for your future investment!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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$4,750,000

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: 7.22% last updated on Nov 30, 2023
* 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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72 Chappaquiddick Avenue Edgartown MA 02539

Edgartown, MA72 Chappaquiddick Avenue

Price$3,800,000

Est. Mortgage: $/month

MLS Number 40745

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 7.5
  • Acreage 3

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT with a BASKETBALL COURT, all set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location! This Chappy Compound has been meticulously grown and maintained over the years through architectural design, professional decorating and professional landscaping. The Workout & Game Barn was recently constructed in 2022. It has a light airy feeling with its cathedral ceiling, light colored wood and abundance of natural light streaming into its interior space. An interior barn door separates the space into two work out areas. The architecturally designed Guest House was constructed in 2018 with year round living as an option. It was designed with an open floor plan and an abundance of outdoor living spaces to make this Guest House live large. The fun Pool House sports a wooden beamed cathedral ceiling with a large open lounge area, kitchenette and bath, overlooking the Pool and Workout & Game Barn. The interplay between the Workout & Game Barn, Pool House, Pool and abutting Tennis Court makes this Chappy Compound fun and playful!

Listed by Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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 December 4, 2023 . 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.