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Martha's Vineyard Vacation Homes

Thinking of vacationing on the Vineyard? Scroll down to view vacation homes in the area. Contact Sandpiper Realty if you would like to learn more about one of the Martha's Vineyard vacation homes below. Register with our site to stay up to date on your favorite listings.

You may also like to view Martha's Vineyard beach homes.

2 Wing Road, Oak Bluffs, MA

Oak Bluffs MA2 Wing Road, Downtown

Price$749,000

Est. Mortgage: $/month

MLS Number 27767

  • Residential
  • Village Oak Bluffs
  • Square Feet 1522
  • Bathroom 3
  • Bedrooms 5

Vintage Vineyard- This fully renovated 1900's Farm House is the perfect Vineyard retreat. The charming 4 bedroom 3 bath home has been restored to perfection from top to bottom with no detail overlooked. All systems have been updated including new roof and septic. Sited on an expansive lot and only a short walk to downtown Oak Bluffs and the harbor, this property is the ideal vacation home!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Norton Farm Road, West Tisbury, MA

MLS Number 19207

  • Residential
  • Village West Tisbury
  • Square Feet 3984
  • Bathroom 4
  • Bedrooms 4

Classic, elegant country home with water views, private pool, and nearby beach. This beautiful architectural home features a cook's kitchen, private library, three bedrooms with en suite bathrooms plus a loft bedroom with bathroom. The second and third floor rooms have lovely water views and private balconies. The first floor master bedroom, breakfast room and elegant dining room all open up to the sprawling backyard and pool. Three fireplaces, wood floors, french doors, and custom wood detailing throughout the home add to the elegance inside and the manicured lawn, gardens, Gunite heated in-ground pool, and privacy of 2+ acres facing Vineyard Sound complete the package outside. Walk to two Makonikey beaches, less than 1/2 mile away. This property has all the elements of a perfect Vineyard vacation home.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

89 South Summer Street, Edgartown, MA

MLS Number 29043

  • Residential
  • Village Edgartown
  • Square Feet 1449
  • Bathroom 2
  • Bedrooms 4

Opportunities like this don't come around very often - this 4 bedroom, two bathroom home has been in the same family for the past 90+ years! Located just two blocks from downtown Edgartown - shopping, restaurants, galleries and so much more are just moments away. Surrounded by many newly built/renovated homes - continue to use it as is or with necessary town approvals unleash your creative juices and turn it into the Martha's Vineyard vacation home of your dreams. The property is presently occupied but easy to show.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

34 Chase Lane, Vineyard Haven, MA

MLS Number 27191

  • Residential
  • Village Vineyard Haven
  • Square Feet 1508
  • Bathroom 2
  • Bedrooms 4

Newly updated and renovated (2015) 4 bedroom, 2 bathroom home with detached artist studio/workshop/storage shed. Open kitchen, living and dining area. Large deck, outside shower, private yard and so much more. Prime location close to public tennis courts, the Tashmoo boat ramp, downtown Vineyard Haven, the Steamship, etc. Don't miss this opportunity. Great vacation get-away or investment opportunity. Vacant and easy to show!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Island Inn Road Bldg G, Oak Bluffs, MA

MLS Number 28191

  • Condominium
  • Modification Date 2015-06-18T14:52:02
  • Location 48.26662,13.02852
  • Village Oak Bluffs
  • Square Feet 856

A great investment opportunity awaits you in Oak Bluffs! Own a piece of the Vineyard Dream townhouse at the Island Inn with a pool view from the living room and 2nd floor bedroom. This is ideal for a two week family vacation that lets you choose your two weeks and the property managers rent the rest of the summer for you. This is a two bedroom, open living with fireplace/ dining and kitchen area with one and a half baths town house. A perfect investment opportunity for those who want to enjoy their vacation and gain an extra income. Amenities included are a community pool & tennis court, on site laundry, function rooms and Island Inn is adjacent to Farm Neck Golf Club and the Martha's Vineyard "Best Ethnic Restaurant" featuring Cajun cuisine. Close to beaches, biking and the town of Oak Bluffs.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Island Inn Road, Oak Bluffs, MA

MLS Number 28852

  • Condominium
  • Modification Date 2015-06-16T11:00:44
  • Village Oak Bluffs
  • Square Feet 590
  • Bathroom 1

The light shines in on this End Unit - upgraded with a couple of extra windows gives feeling to more space and provides a brighter living room and master bedroom! Fully furnished at the lovely Island Inn Country Club community. Loaded with amenities - yet AFFORDABLE! Vacation - rental income - your choice! Pool, tennis, conference rooms, walk or bike to beach and Farm Neck Golf Club.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Island Inn Road, Oak Bluffs, MA

MLS Number 28832

  • Condominium
  • Modification Date 2015-06-15T11:54:13
  • Village Oak Bluffs
  • Square Feet 319
  • Bathroom 1

Beautifully situated at the far end of the Island Inn Country Club. Chic 1 bedroom studio with new upgraded appliances, stone counter and new hard wood floor is stylish and offered fully furnished. This community is a hidden gem loaded with amenities! Beach, pool, tennis, golf. Enjoy a vacation - rent for income -Do your own or use the management company on site. This is a savvy opportunity at an attractive price A MUST SEE!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

65 Spring Hill Road, Vineyard Haven, MA

MLS Number 28759

  • Residential
  • Village Vineyard Haven
  • Square Feet 1687
  • Bathroom 3
  • Bedrooms 3

Fresh and inviting, this 3-bedroom, 3-bath Gambrel is set on an oversize corner lot in a year round neighborhood within walking distance of the Tisbury School, Lake Tashmoo boat landing and tennis courts. Well maintained this light filled home has great appeal as a vacation or year round home, featuring an open floor plan with a large living room, formal dining room and an eat-in kitchen leading to the enclosed patio. The master bedroom with en suite bath, two additional bedrooms with a shared bath, complete the second floor. The full basement contains a finished room perfect as a home office.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

192 Waldron Bottom Road, West Tisbury, MA

MLS Number 23714

  • Residential
  • Village West Tisbury
  • Square Feet 3000
  • Bathroom 3
  • Bedrooms 4

Delightful, three level home with 4 bedrooms and 3 baths ready to be enjoyed this summer! Light and airy with cathedral ceilings and multiple decks and access to the gardens and yard. Very private lot with nice elevation. The house is situated among the tree tops taking advantage of the south shore breezes. Prime location for vacationing - located just down the road from Long Point beach and pond and 600 acres of conservation land (Trustees of Reservations Wildlife Refuge).

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

496 County Road, Oak Bluffs, MA

Oak Bluffs MA496 County Road, Sengy

Price$1,175,000

Est. Mortgage: $/month

MLS Number 28568

  • Residential
  • Village Oak Bluffs
  • Square Feet 2200
  • Bathroom 2
  • Bedrooms 3

STORYBOOK OAK BLUFFS CHALET: This enchanting chalet-style home is nicely sited on 2.6 acres in a lovely, lush countryside location yet is centrally located with direct access to bike paths and less than a mile from the all-time favorite Farm Neck Golf Club and Restaurant. The spacious living room, reminiscent of an old-world country lodge, is graced by high ceilings with exposed beams, wood paneling, decorative woodwork and mural, and a soaring brick fireplace. The open floor design flows into the dining room. A second living room or library/den accessed from the dining area provides additional entertaining space. There are 3 bedrooms, two on the first floor and one off the"Sound of Music" balcony. This is truly a charming home filled with character, ideal for year-round living and as a vacation home. The large parcel welcomes expansion and also offers deeded easement to Fresh Pond.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

33 Island Inn Road, Oak Bluffs, MA

MLS Number 28530

  • Condominium
  • Modification Date 2015-06-03T12:26:11
  • Village Oak Bluffs
  • Square Feet 319
  • Bathroom 1

PRICED TO SELL! Furnished open style Condo, Sleeps 4 - with kitchenette and full bathroom. Includes association swimming pool, BBQ area - laundry on site - tennis courts, play ground all nicely spaced out around beautiful landscaped grounds! Rent and vacation - best of all worlds! Walk or bike to beaches -

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

58 Howard Street, Vineyard Haven, MA

MLS Number 28498

  • Residential
  • Village Vineyard Haven
  • Square Feet 1375
  • Bathroom 2
  • Bedrooms 3

A true waterfront vacation home that caters to all generations. Sitting high on a hill with expansive waterviews, the property was designed over the years to accommodate everyone. The casual house is centered around a living room with a fireplace and levels of glass windows which place you within full view of the water. There is an efficient, open kitchen, three bedrooms and two baths along with a loft area for contemplative writing if so inspired. A large pantry holds a surprise; an extra space for an unexpected guest. Creatively landscaped by one of the family members, a screened gazebo sits closer to the water designed to serve as a summer dining room with water and good storage....A trip to the outdoor shower is a treat via an interesting walkway.....There are a number of sheds for everything including one with electricity for the extra refrigerator or freezer. Does this sound perfect? Well it is. Minutes walk to Vineyard Bus stop. Lovely waterview walk along Lagoon Pond down the "Ramble" and Weaver Lane to downtown Vineyard Haven.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 R/4C North Water Street, Edgartown, MA

MLS Number 28333

  • Condominium
  • Modification Date 2015-04-14T17:21:37
  • Village Edgartown
  • Square Feet 795
  • Bathroom 2

The Edgartown Residence Club offers a unique opportunity to own a 2 bedroom/ 2 bath condo located on the 4th floor with panoramic views of the harbor. This is an unbeatable location in the heart of downtown Edgartown. You return to the Vineyard because you love the ambiance, the food, and the beauty. Now you can possess a piece of it. It has the distinguished North Water St. location, walking distance to everything with shopping, dining, and activities right out the door. Your Vineyard vacation couldn't be more hassle free. No struggles to rent - no second home headaches. You have exclusive use of a car while in residence, airport and ferry shuttle transportation, a fitness room, salon and day spa onsite, onsite gourmet dining in season, and membership in the prestigious Registry Collection - with access to vacations worldwide. It's one thing to know and love the Vineyard. It's another to have it know and love you. Join a very small group of owner partners. Our staff gets to know you and your preferences - and meets your needs with gracious, unobtrusive service. You have personal concierge service, daily housekeeping, pre-arrival and in-house shopping, and a private owners lounge. This lovely condo has deeded week 38 , which is the week of September 20, and another flex week in season, plus 2 more weeks off-season. If you decide not to use your unit, ERC will rent your condo, and you receive 75% of the rent. What are you waiting for?

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

50 Brush Pond Road, Oak Bluffs, MA

MLS Number 28252

  • Residential
  • Village Oak Bluffs
  • Square Feet 1414
  • Bathroom 1
  • Bedrooms 2

Enjoy gorgeous water views from this wonderful home. Relax on the three season porch and watch the beautiful sunsets over Brush Pond and the Lagoon. Kayak or canoe on the pond. What more could you want? There are two spacious bedrooms. A generous sized living room that will be perfect for entertaining. Enjoy the fireplace on those chilly nights. The kitchen offers plenty of room and the eat in dining area boasts a great view of the water. This home offers a summer cottage feel that is just right for the Vineyard. This home is the perfect vacation spot for countless summers to come. There is space for two cars in the garage. There is possibility of adding a second floor and improving the view from this level!!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

15 Massabesic Avenue, Vineyard Haven, MA

MLS Number 28226

  • Residential
  • Village Vineyard Haven
  • Square Feet 3344
  • Bathroom 3
  • Bedrooms 4

Just after you pass through the stone entry on Lambert's Cove Road you feel truly "up-island" as you head into Lower Makonikey. Wind your way through the ancient paths marked with creative and colorful trail markers, made by modern day natives, and find yourself at 15 Massabesic Avenue. This subtly majestic home fulfills every need you have as well as those you have yet to discover. Sit back and relax in these thoughtfully crafted living spaces, with accents made by local artisans with gorgeous designs, and spectacular details. When you wake to sight of Vineyard Sound from the third floor master suite, you know you're finally here, living your life on Martha's Vineyard. Go ahead downstairs for breakfast, don't worry, the views continue on the second floor's open floor-plan style living space. The kitchen with sitting area, dining room and formal living room all enjoy perfectly placed glazing so that the peaceful water view on the horizon beyond becomes the backdrop for your everyday life. Introduce your guests to the short wooded path at the foot of the yard; this delightful walk will deliver them to the private association beach, which also has a small parking area for the considerate late afternoon post-beach day pick up. The ubiquitous outdoor shower on the lower level deck greets them upon their beachy return, with easy access to the two first floor guestrooms. Evenings at 15 Massabesic are as much a destination for sunset viewing as any north shore beach but with better amenities. From either your master suite upstairs or the formal living room, light the fireplace, relax, enjoy the view and then wake up and do it again in this perfect vineyard vacation home.

Listed by Sandpiper Realty, Inc.

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

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

337 Main Street, Vineyard Haven, MA

MLS Number 28032

  • Residential
  • Village Vineyard Haven
  • Square Feet 2318
  • Bathroom 2
  • Bedrooms 5

Quintessential Vineyard home with lovely detail throughout. Very open and bright interior includes a year round sun room perfect for dining. The covered porch provides your outdoor living area with deep overhangs. Five comfortable bedrooms including a private master wing creates the perfect vacation home. Walk to town, the beach and the VH Yacht Club. The perfect summer home in a perfect location.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 North Water Street, Edgartown, MA

MLS Number 27891

  • Condominium
  • Modification Date 2015-01-14T08:35:26
  • Village Edgartown
  • Square Feet 795
  • Bathroom 2

The Edgartown Residence Club offers a unique opportunity to own a 2 bedroom/ 2 bath condo located on the 4th floor with panoramic views of the harbor. This is an unbeatable location in the heart of downtown Edgartown. You return to the Vineyard because you love the ambiance, the food, and the beauty. Now you can possess a piece of it. It has the distinguished North Water St. location, walking distance to everything with shopping, dining, and activities right out the door. Your Vineyard vacation couldn't be more hassle free. No struggles to rent - no second home headaches. You have exclusive use of a car while in residence, airport and ferry shuttle transportation, a fitness room, salon and day spa onsite, onsite gourmet dining in season, and membership in the prestigious Registry Collection - with access to vacations worldwide. It's one thing to know and love the Vineyard. It's another to have it know and love you. Join a very small group of owner partners. Our staff gets to know you and your preferences - and meets your needs with gracious, unobtrusive service. You have personal concierge service, daily housekeeping, pre-arrival and in-house shopping, and a private owners lounge. This lovely condo has deeded week 15 , which is the week of April 12, and another week in season, plus 2 more weeks off-season. If you decide not to use your unit, ERC will rent your condo, and you receive 75% of the rent. What are you waiting for?

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 North Water Street, Edgartown, MA

MLS Number 27888

  • Condominium
  • Modification Date 2015-01-13T15:34:06
  • Village Edgartown
  • Square Feet 795
  • Bathroom 2

The Edgartown Residence Club offers a unique opportunity to own a 2 bedroom/ 2 bath condo located on the 4th floor with panoramic views of the harbor. This is an unbeatable location in the heart of downtown Edgartown. You return to the Vineyard because you love the ambiance, the food, and the beauty. Now you can possess a piece of it. It has the distinguished North Water St. location, walking distance to everything with shopping, dining, and activities right out the door. Your Vineyard vacation couldn't be more hassle free. No struggles to rent - no second home headaches. You have exclusive use of a car while in residence, airport and ferry shuttle transportation, a fitness room, salon and day spa onsite, onsite gourmet dining in season, and membership in the prestigious Registry Collection - with access to vacations worldwide. It's one thing to know and love the Vineyard. It's another to have it know and love you. Join a very small group of owner partners. Our staff gets to know you and your preferences - and meets your needs with gracious, unobtrusive service. You have personal concierge service, daily housekeeping, pre-arrival and in-house shopping, and a private owners lounge. This lovely condo has deeded weeks 23 and 24, which is the week of June 7, and the week of June 14, plus 2 more weeks off-season. If you decide not to use your unit, ERC will rent your condo, and you receive 75% of the rent. What are you waiting for?

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

52 Pond View Drive, Oak Bluffs, MA

MLS Number 25886

  • Residential
  • Village Oak Bluffs
  • Square Feet 2022
  • Bathroom 3
  • Bedrooms 3

This charming, Cape style home in sought after Vineyard Hills wont last at this new price. It offers just over 2,000sf of living space with an open concept living, kitchen dining area that flows to the outside via sliders to the rear deck for grilling and outside dining . A welcoming farmer's porch and large yard provide additional spaces to enjoy the outdoors. Dual over sized master suites give this home a competitive edge. Excellent income producing opportunity for investment buyer - this successful vacation rental property generates $20,000+/- rental income each season. Plenty of room for all with two spacious master suites on the second floor, first floor bedroom with hall bath and den/office for overflow of guests. Sleeps 8 comfortably. Central air-conditioning and full basement round out this home. Located in the desirable neighborhood of Vineyard Hills, a private community offering paved roads and easy access to Sailing Camp Park and the lagoon and is less than three miles to the Oak Bluffs town center, harbor and beaches.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

55 Ocean Avenue, Oak Bluffs, MA

Oak Bluffs MA55 Ocean Avenue

Price$3,650,000

Est. Mortgage: $/month

MLS Number 27768

  • Residential
  • Village Oak Bluffs
  • Square Feet 2997
  • Bathroom 5
  • Bedrooms 4

Great Expectations ~ A grand Victorian home on one of the most sought after vacation spots on the Island, Oak Bluffs Ocean Park, has been completely renovated and transformed into the jewel on the park that it once was. Water and park views are enjoyed inside and out of this elegant home from the wraparound veranda to the second floor balcony. Three of the four en-suite bedrooms have water views with access to the front porch. This thoughtful renovation encompasses the entire home. From the impeccable attention to detail on the exterior, to creating an open floor plan to accommodate a large family & friends. All the amenities one would expect in this high quality renovation: spa-like baths with carrara marble, Thermador appliances & soapstone counters in the kitchen, sun filled family room, game room with access to the patio, central AC and two car parking in the rear, to name just a few! This beautifully restored Victorian home is a rare find and one that is ready for you and your family to enjoy for generations to come! *Finished basement square footage is not included in the total amount above. Approximately an additional 500sf in the finished basement* Property is offered fully furnished~turnkey!

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Old Lighthouse Road, Vineyard Haven, MA

MLS Number 26077

  • Residential
  • Village Vineyard Haven
  • Square Feet 576
  • Bathroom 1
  • Bedrooms 2

When small can be perfect - A charming home with just enough space... open living room, dining room and kitchen, two bedrooms and a bath. A pleasant "not too large" yard behind a white picket fence in a quiet neighborhood with a small price. The location is a pleasant walk to Vineyard Haven Village with longer walks to West Chop. Only an owner could provide these wonderful highlights. To quote the present owners, "There is a lot of punch packed in this 600 square foot cottage! This cottage is primarily used for rental income that generates over $16,000 in the summer vacation months and $8,000 in the winter months. It comes fully furnished and ready for rental generating income. Renters are already in place for the summer of 2015. It is easy to maintain because of its size. Block out a summer week for your own personal enjoyment! Imagine sipping your morning brew on the 300sf wrap around deck in the morning while listening to the foghorn and ferry in the distance. This cottage is conveniently situated on a quiet dirt road, right off of Main Street. It is a 10 minute stroll into downtown Vineyard Haven. Along the way, stop off at the Tisbury town beach (Owen Little Way, next to Yacht Club), Owen Park Beach (Harbor Beach off of Main Street) or the library for a beach read refresher. Ride your bike to West Chop lighthouse or hike in the nearby West Chop Woods. Pack a picnic lunch and take a short car trip (4 minute drive) to Lake Tashmoo. Don't have a car? No problem. The bus is located in downtown Vineyard Haven. Love to golf? Mink Meadows Golf Course is just a short trip away." There is a three bedroom septic in place.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

35 Island Inn Road, Oak Bluffs, MA

MLS Number 27631

  • Condominium
  • Modification Date 2014-10-30T11:47:26
  • Village Oak Bluffs
  • Square Feet 584
  • Bathroom 1

The way to go!! You fully own your own condo. This includes all the bells and whistles! VACATION and RENT! Your choice!! FULLY FURNISHED, AC, Fireplace, Beach, Tennis, Pool, parking, world class Farm Neck Golf Course steps walk away! This is a an super price point to have it all! This Seller has owned and enjoyed this condo for approx 30 years and is now ready to sell - SUPER MOTIVATED!! Encouraging and considering all reasonable offers!!

Listed by Sandpiper Realty, Inc.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 North Water Street, Edgartown, MA

MLS Number 27279

  • Condominium
  • Modification Date 2014-08-13T09:21:24
  • Village Edgartown
  • Square Feet 795
  • Bathroom 2

Calling all fishermen who enjoy fishing on Martha's Vineyard especially in the fall. This fractional 2 bedroom/ 2 bath condo located in the center of downtown Edgartown with an amazing view of the harbor, just came on the market. This unit at the Edgartown Residence Club has deeded the second week in October, so every year you can bring your fishing poles and gear, and take part in the famous Blue Fish Derby. The local fishermen have told me that fishing is great this year, so don't miss this opportunity. Besides the week in October, you will be able to choose another week in season and two weeks out of season. Don't worry about bringing a car over on the ferry, you will get picked up at the Steamship Authority or the airport, and will have the use of a car for the weeks that you are staying at the ERC. There is maid service every day, a complimentary continental breakfast, so you can just relax and totally enjoy your vacation. If you are not a fishermen, this is still a great week to be on the island. All the locals know that October is one of the best months to spend time on the Vineyard. The weather is amazing, and the island is quiet and beautiful.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 North Water Street, Edgartown, MA

MLS Number 27134

  • Condominium
  • Modification Date 2014-07-18T12:39:37
  • Village Edgartown
  • Square Feet 796
  • Bathroom 2

The Edgartown Residence Club offers a unique opportunity to own a 2 bedroom/ 2 bath condo located on the 4th floor with panoramic views of the harbor. This is an unbeatable location in the heart of downtown Edgartown. You return to the Vineyard because you love the ambiance, the food, and the beauty. Now you can possess a piece of it. It has the distinguished North Water St. location, walking distance to everything with shopping, dining, and activities right out the door. Your Vineyard vacation couldn't be more hassle free. No struggles to rent - no second home headaches. You have exclusive use of a car while in residence, airport and ferry shuttle transportation, a fitness room, salon and day spa onsite, onsite gourmet dining in season, and membership in the prestigious Registry Collection - with access to vacations worldwide. It's one thing to know and love the Vineyard. It's another to have it know and love you. Join a very small group of owner partners. Our staff gets to know you and your preferences - and meets your needs with gracious, unobtrusive service. You have personal concierge service, daily housekeeping, pre-arrival and in-house shopping, and a private owners lounge. This lovely condo has deed the first two weeks in July, plus 2 more weeks off-season. You will be able to watch the famous Fourth of July Parade from your porch on the 4th floor; plus later that night the fireworks in Edgartown Harbor. If you decide not to use your unit, ERC will rent your condo, and you receive 75% of the rent. What are you waiting for?

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

32 Beach Road, Oak Bluffs, MA

MLS Number 26990

  • Residential
  • Village Oak Bluffs
  • Square Feet 836
  • Bathroom 2
  • Bedrooms 3

Charming beach cottage with peeks at the water and a short walk to Eastville beach. The '20's cottage has been updated over the years; wood floors thru-out; a breezy screened porch; deck; and yard. Property abuts town land with access to Brush Pond and the Lagoon. On town water and sewer. Possible expansion to second floor or roof deck for expansive waterviews. Garden shed. Ready for laid back summer vacations or year-round living.

Listed by Sandpiper Realty, Inc.

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

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.