Martha's Vineyard Waterfront Homes

Below are currently listed waterfront homes for sale on Martha’s Vineyard. Be sure to create an account with our site to save your favorite properties and searches, and get notified of updates by email.

Whether you're moving locally or seeking a vacation home, let Coldwell Banker Landmarks Real Estate help you find your next home on the Island. Please contact us to visit any of the Martha's Vineyard properties below, or call 508-693-6866.

r=1-10
311 East Chop Drive

Price$2,250,000

Est. Mortgage: $/month

MLS ID 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

29 Road to the Gut

Price$2,925,000

Est. Mortgage: $/month

MLS ID 33749

  • Residential
  • Square Feet 3230
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 5.57

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

138 and 140 State Road

Price$11,000,000

Est. Mortgage: $/month

MLS ID 33559

  • Residential
  • Square Feet 4600
  • Bedrooms 7
  • Bathrooms 6
  • Acreage 5.8

Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history. “Lorca” is sited on a 1.2 acre lot (140 State Rd) while “Lenom” and the “Boathouse” are sited on the abutting 4.6 acre lot (138 State Rd). These 3 homes are offered together for the first time in over 50 years. Built in 1939, the original "Lorca" home was expanded in 1973 and renovated over the past 40 years. This year round home evokes old Vineyard charm with modern upgrades and features water views from almost every room. “Lorca” has 3 bedrooms, 2 bathrooms, and light open living spaces with wonderful picture windows through which to enjoy views of the pond and the ocean beyond. Enjoy al fresco dining on the water facing decks then walk down a gentle grassy slope to your own private dock on the pond, surrounded by nature. “Lenom” is the second home with 3 bedrooms and 3 baths. Most recently expanded in 1988, the kitchen and dining area were renovated in 2013 and air conditioning was added in 2017. This year round house has a beautiful stone fireplace, a focal point of the open living/dining area, and a rooftop deck that has wonderful 360 degree views of Stonewall and Quitsa ponds. Nestled between “Lorca” and “Lenom”, on the water's edge, is “The Boathouse”. Built in the early 1970's as a boathouse it was expanded in the 1980s into an additional home with one bedroom and one bathroom plus loft space, full kitchen, living room and lovely outdoor decks over-looking the pond. Each of these homes, with its own unique vistas and water views, is privately situated. Together they create a family compound that allows both separation and the ability to come together so the whole property can be enjoyed by all. Relax in the beauty or enjoy sailing, kayaking, swimming and paddle boarding. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. Just a short walk, boat or drive to nearby private association Stonewall ocean beach. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound. This is an extraordinary property, exclusively offered as a 3 home estate for $11,000,000 or one home (“Lorca”) may be purchased separately for $5,500,000.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

22 Lelands Path

Price$14,900,000

Est. Mortgage: $/month

MLS ID 33684

  • Residential
  • Square Feet 11677
  • Bedrooms 8
  • Bathrooms 8
  • Half Bath 2

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

10 Fowler Lane

Price$1,695,000

Est. Mortgage: $/month

MLS ID 33462

  • Residential
  • Square Feet 1444
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.37

“Best Properties on the Market - Homes on the Massachusetts Coast” (The Week Magazine August 3, 2018)... Wind's Will - Awaken to the sun rising over Nantucket Sound and fall asleep to the water lapping at the shore of Sengekontacket Pond. A pair of 2 bedroom cottages restored to retain their charm and simple carefree style. Summer activities like fishing, clamming, kayaking, paddle boarding and of course swimming and beaching are all at your doorstep and the protected pond is ideal for mooring a boat. With 95' of frontage on Sengekontacket and a private sandy beach, water views from most rooms and an upper viewing deck, this is an offering that shouldn't be missed. A typical day concludes with a fire in the pit beside the water with s'mores and the sun setting over the Pond after a walk through the forest, wetlands, marsh and meadow of the more than 150 acres of walking trails at the nearby Caroline Tuthill Preserve. A true summer camp compound of a time gone by...

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

22 Lelands Path

Price$14,900,000

Est. Mortgage: $/month

MLS ID 33391

  • Residential
  • Square Feet 10099
  • Bedrooms 8
  • Bathrooms 9
  • Half Bath 2

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. Designed by Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. Built for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. Truly a rare and unique opportunity to own and enjoy a generational quality estate.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

22 Lelands Path

Price$14,900,000

Est. Mortgage: $/month

MLS ID 33189

  • Residential
  • Square Feet 9441
  • Bedrooms 8
  • Bathrooms 8
  • Half Bath 2

You cannot find a more complete package! This home has covered all the bases for comfort and elegance. Each of the rooms is designed to capture the strong views from the land looking over Edgartown Harbor and the Atlantic Ocean. The house is designed to allow guest and family to be together on the multiple porches or sharing meals as well as relaxing or watching a movie together. The home has several wings for everyone to spread out and have privacy and quiet time as well. Each bedroom has a bathroom and each wing has a private laundry. The views are really outstanding from all points of the house. Patrick Ahearn was able to capture the natural beauty of this property and what it overlooks by designing a home that embraced the land completely with the home design. If you like privacy and easy access to secluded sandy beaches, you should see this home. Conservation land abuts the property securing what is so special about the natural aesthetic of Chappaquiddick open meadows, water views and sandy long beaches.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

655 Herring Creek Road

MLS ID 33187

  • Residential
  • Square Feet 928
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 1.26

It's all about the beach, stunning sunrises, epic sunsets and the sound of the waves lapping on the shore. Live the Island life in this classic style summer house perched waterfront between Lake Tashmoo and Vineyard Sound. Kayaking, paddle boarding sailing just steps away. Designed for casual vacation living, it's a perfect summer home for generations to come.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

733 Main Street

Price$3,250,000

Est. Mortgage: $/month

MLS ID 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.91

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

4 Windy Way

Price$4,950,000

Est. Mortgage: $/month

MLS ID 31766

  • Residential
  • Square Feet 2651
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 3.3

Set on the highest island point on Makonikey in West Tisbury, this property's commanding, panoramic view is one of the best on the North Shore and possibly the whole island. At 108' above sea level, these breathtaking water views across Vineyard Sound, the Elizabeth Islands, Woods Hole, and of the coastlines from Aquinnah to Edgartown are truly one of a kind and will take your breath away! Take in the North Shore's boating activity during the day and the amazing sunsets at dusk! The property offers 3.3 private acres with a 4-br home and a detached artist's studio with old style Vineyard charm AND could be so much more! With the guidance and expertise of a local engineer, the owners have successfully accomplished permit approvals for a 5000 sf home. This engineering work and the Conservation Commission approval is included in the sale. The property can support up to six bedrooms and the acreage allows for a guest house. As part of Makonikey Association, owners will enjoy 3000' of coastline with two beautiful, sandy beaches. The shared stairs to one of the sandy beaches is a stone's throw away - great swimming, boating, fishing and sunsets. This is an authentic Vineyard experience.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details