Oak Bluffs Waterfront Homes

Find all waterfront homes for sale in Oak Bluffs, Martha's Vineyard. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

Upgrade Your Search - Create an account to save your favorite listings and to receive email updates for similar properties.

Click here to learn more about Oak Bluffs.

15 Harvester Way, Oak Bluffs, MA

Price$1,550,000

Est. Mortgage: $/month

MLS Number 32505

  • Residential
  • Square Feet 2766
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.877

A rare and refreshing find...privacy, beautiful ever-changing views, impeccably maintained, tastefully furnished and appointed, lush lawn and spectacular gardens, water access on Sengy, detached garage for your island car and boats...not a stitch to do. Start making your family memories the moment you cross the threshold of this gorgeous home.

Listed by Sandpiper Realty

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

109 Barnes Road, Oak Bluffs, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 32274

  • Residential
  • Square Feet 682
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.4932

"Vintage Vineyard" accurately describes this delightful cottage set on a bluff overlooking the Lagoon with views to the harbor and Vineyard Sound. Solidly constructed by a well known builder of yesteryear, this two-bedroom, 1-bath home features a comfortable living room with brick fireplace and west facing views of the Lagoon and spectacular sunsets. The porch has been enclosed to provide additional dining space. Step onto the patio, convenient for grilling and outdoor "meals with a view". The galley style kitchen is more than adequate for preparing meals. The requisite outdoor shower completes this charming Island get-away.

Listed by Coldwell Banker Landmarks

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

89 East Chop Drive, Oak Bluffs, MA

Price$3,295,000

Est. Mortgage: $/month

MLS Number 32036

  • Residential
  • Bedrooms 7
  • Bathroom 5
  • Acreage 0.8

This spectacular direct ocean front residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly once acre of land there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops and an abundance of other activities that make Oak Bluffs a very special place for the whole family to enjoy. Great rental history.

Listed by Vineyard Realty Group

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

317 East Chop Drive, Oak Bluffs, MA

Price$1,750,000

Est. Mortgage: $/month

MLS Number 31601

  • Residential
  • Square Feet 2615
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.3

Classic East Chop 6-bedroom waterfront cottage with western facing sunset views from your own private beach! Panoramic water views from every room give you front row seating for the races in Vineyard Sound and the swans in Crystal Lake on the other side of the house. Fish off your own jetty, put in your lobster traps or tie up your boat to your own mooring just off the beach. Built in 1935, the meticulously maintained, six bedroom, 3.5 bathroom house, includes original hardwood floors and oak paneling, electric heat for extended 3-season use, fireplace in the living room, two patios one with outdoor fireplace, 200' of private beach, a deep water private mooring, outdoor shower and a two-car garage. Substantial jetty and barrier beach provide ample protection from storms. Strong rental history.This is a must see property. Note: To view the 3D virtual tour on Linkmv, click on the Virtual Tour link and then click on the first photo, at the top of the photo is an icon for the 3D Showcase, click on that icon to see the 3D tour.

Listed by RE/MAX on Island

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

325 East Chop Drive, Oak Bluffs, MA

Price$2,095,000

Est. Mortgage: $/month

MLS Number 31615

  • Residential
  • Square Feet 1709
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.28

Fall asleep to the sound of a gently breaking surf in this carefully renovated and meticulously maintained turn of the century East Chop beach house. Nestled between the shore of the Vineyard Sound to the west and Crystal Lake to the east, this unique property boasts water views from every window. Enjoy spectacular sunrises from your breakfast table and sunsets over West Chop. Watch maritime activity of all kinds or just listen to the waves from numerous first and second floor oceanside porches. Nearly 150 feet of private beach permits direct access to the water for fishing, swimming, kayaking or paddling. The main living area of this exceptional summer home features a brick fireplace and is lined with large windows and French doors that open to a spacious, enclosed sun porch overlooking the water. The first floor also includes a sun drenched dining room, a home office or first floor bedroom, a half bath and an updated kitchen with high-end appliances, oversized antique porcelain sink and zinc countertops with copper accents. The staircase to the second floor leads to two guest bedrooms with a shared bath, a spacious hallway with built-in closets, laundry and extra storage space. The master bedroom suite features a private bath and sun porch. Other amenities include an enclosed drying yard with a cedar deck, a grilling area off the kitchen, a private outdoor shower on the beach and a one-car garage with a cabana for towels, chairs and beach toys. This wonderful location is also an easy bike ride to the East Chop tennis, beach and yacht clubs and to downtown Oak Bluffs. Frequently featured in island artwork, this spectacular waterfront home provides you with the best of Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

283 East Chop Drive, Oak Bluffs, MA

Price$1,775,000

Est. Mortgage: $/month

MLS Number 31483

  • Residential
  • Square Feet 2456
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.31

Private beach on East Chop with gorgeous water views of the Vineyard Sound from each room, including all bedrooms! Quintessential Vineyard shingled house right on the water; swim, kayak or watch the ferry and boats from your private deck or porch just a few steps to the Sound. 2456 square foot house with four bedrooms (two of them enormous), two and one half baths, large, separate laundry room, open floor plan to include fully equipped kitchen, dining room and living room with a large stone fireplace, all with stunning water views. Second floor family room and ample closet space in every bedroom. Walk/bike to either Oak Bluffs or Vineyard Haven and to the Telegraph Hill Lighthouse. Perfectly situated within one mile of East Chop Beach Club, Yacht Club and Tennis Club. This home will not disappoint.

Listed by Anchor Realty of Martha's Vineyard

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

348 Sea View Avenue, Oak Bluffs, MA

Price$6,490,000

Est. Mortgage: $/month

MLS Number 18014

  • Residential
  • Square Feet 3891
  • Bedrooms 10
  • Bathroom 5
  • Acreage 1.5

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nantucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Listed by Island Real Estate

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

23 East Chop Drive, Oak Bluffs, MA

Price$3,399,000

Est. Mortgage: $/month

MLS Number 30153

  • Residential
  • Square Feet 2702
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.54

East Chop - This charming harbor front home has been EXTENSIVELY RENOVATED over the winter. It now features a completely new, modern kitchen that includes an island breakfast bar and opens to the waterside sun porch. New hardwood floors in many of the bedrooms and the bathrooms have also been renovated with new fixtures, tiling and bead board with chair rail - These improvements along with updated electric and plumbing and more make the “Red House” feel like a whole new home. Plus the new outside shower is a welcome addition for beach goers. With five spacious bedrooms and stunning water views from almost every room, this is where summer memories are made. Extra space for overflow can be found over the boathouse/garage and let's not forget the covered veranda - the place where all will convene to admire the views and enjoy the harbor activity. A private deep water dock and 175' of harbor frontage make this the perfect property for the boating enthusiast. Enjoy the luxury of living on the water with the town and beach just a stroll away. (Please see "List of Improvements" under Documents tab for a complete list of improvements).

Listed by Sandpiper Realty

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

115 Sea View Avenue, Oak Bluffs, MA

Price$1,495,000

Est. Mortgage: $/month

MLS Number 25268

  • Residential
  • Square Feet 2047
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.09

On the water ! At the Beach! Walk to town ! Owner reports Rental income $70,000.00 (+ - ).This is what Location, location , location means. Spectacular and charming 1900s Oak Bluffs gem. Major, tastefully done renovations. New ( 2012) Title 5 septic system. Heat is propane on the 1st level and electric in the upstairs and all baths ( each bath has it, own heat/thermostat). Each bedroom has its own bath. Lots of private spaces. First floor bedroom. Wrap around porch and water views from 3 bedrooms and all living areas. Upstairs porches with views that could only be better if you were on a boat. Moon Rises and Sun Rises. The best swimming beach is at your door. View the Oak Bluffs Fireworks from your own house. Walk to town. July gets $7,000 to $8,000 weekly. August gets $8,000 plus weekly( listed on "weneedavacation.com). If you were to add in more weeks in the shoulder seasons ( who would not love to sit on that front porch in June, Sept or October) that could be rented you have a potential for additional income !

Listed by Jane Brown Assoc.

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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