Martha's Vineyard Luxury Waterfront Homes

Browse all luxury waterfront homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

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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

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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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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

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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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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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1 Clam Point Cove Road Chilmark MA 02535

Chilmark, MA1 Clam Point Cove Road

Price$9,950,000

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: 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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20 Eliot Avenue Chilmark MA 02535

Chilmark, MA20 Eliot Avenue

Price$6,800,000

Est. Mortgage: $/month

MLS Number 41047

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.6

Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark’s most idyllic locations. This remarkable property offers an unparalleled living experience with breathtaking Atlantic Ocean views and exclusive access to Stonewall Beach. Step inside and be greeted by a seamless fusion of elegance and comfort. The interior spaces are thoughtfully designed to maximize the views and large windows let in an abundance of natural light. With most of the living area on the first floor, the spacious layout features a large living room with stone fireplace, dining room with fireplace, home office, gourmet kitchen, and 3 spacious bedrooms. The second floor features a bedroom suite with breathtaking views of Stonewall Pond and the Atlantic Ocean beyond. This Chilmark location harmoniously combines natural beauty and modern conveniences. In addition to the immediate waterfront access, the surrounding area offers a wealth of activities including boating, fishing, kayaking and paddle boarding. Don't miss your chance to make this unparalleled waterfront retreat your own.

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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81 Oyster Pond Road Edgartown MA 02539

Edgartown, MA81 Oyster Pond Road

Price$5,975,000

Est. Mortgage: $/month

Active With Contract

MLS Number 38572

  • Residential
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 3

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This traditional 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The mudroom entryway provides convenient access to the two-car garage. A guest apartment located above the garage with a full kitchen, bath, laundry, a spacious living room and bedroom. This thoughtfully designed space offers guests ample privacy. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. Oyster Pond residents enjoy exclusive access to the Pond and the sandy beach on the Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

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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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

$
$
%
$/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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36 Burts Way Vineyard Haven MA 02568

Vineyard Haven, MA36 Burts Way

Price$3,700,000

Est. Mortgage: $/month

Open House

MLS Number 40619

  • Residential
  • Next Open House: Sat 12/9 1:00 pm. to 3:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 6

Inviting waterfront property, just a half mile from town and ferry, is comprised of 3 contiguous parcels and a 6000+ sq.ft. waterfront lot totaling almost 3 acres of land with stunning views down the Lagoon toward the drawbridge. The spacious, 3,640 square foot home was sited and designed to take advantage of those views. The home has multiple gathering spaces on all three floors including an additional 700 sq. ft. in the finished lower level. A comfortable patio with pergola at the front provides outdoor seating with an unobstructed view to the water where you can moor your boat. The large deck at the rear, with a hot tub and a stonewalled garden area with lighted koi pond, completes the experience. In addition to the lot with the home, included with this package is a separate buildable parcel, the access road to the property itself, and a small waterfront parcel on the Lagoon. The property has a substantial rental history. This area, upper Lagoon Pond Road to Hines Point and Weaver Lane, has seen significant upgrades and investment in recent years and that is ongoing at this time. This is a wise investment opportunity. It is truly a safe harbor!

Listed by Sandpiper 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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19 The Boulevard Edgartown MA 02539

Edgartown, MA19 The Boulevard

Price$3,195,000

Est. Mortgage: $/month

MLS Number 41208

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.53

Surrounded by the expansive water views of Sengekontacket Pond, State Beach, and Nantucket Sound, this waterfront retreat offers a newly renovated main house plus a detached guest house on a large .53 acre lot. The 3 bedroom / 2.5 bathroom main home underwent a complete gut renovation in 2019 and features a large open floor plan that offers spectacular natural light throughout. The detached guest house offers plenty of storage space along with a studio apartment with a full kitchen and amazing water views. Throughout the two houses, there are sweeping panoramic views. Come enjoy this newly renovated waterfront compound.

Listed by Keller Williams 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 5, 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.