Modify your search

Modify Results

Expand your results

Narrow by County

Narrow by City

Narrow by Type

Narrow by Number of Bedrooms

  • 0-1(299)
  • 2(1400)
  • 3(2635)
  • 4(2234)
  • 5+(866)

Narrow by Finished Square Feet

Massachusetts Vacation Homes For Sale: Showing 1-15 of 8734 .

Sort by
Featured Listings

House in Oak Bluffs, Dukes County, Massachusetts, 2362 sq. ft.
$749,000

INCOME PRODUCER, Live in One and Rent the other! Lovely Cape situated on a 1.34 acre lot, in a very PRIVATE setting yet convenient to all towns. Professionally landscaped yard. Lovely 1 bedroom Garage Apartment above a double bay garage. In the MAIN HOUSE, 3 Bedrooms, 2 upstairs and one bedroom on the first floor. 2 Full Baths. Bright and spacious dining/living area with hardwood floors. Gorgeous fireplace, Full Basement, Beautiful Deck surrounded by woods. Very STRONG RENTAL HISTORY. Contact... View Details

House in Edgartown, Dukes County, Massachusetts, 5000 sq. ft.
$2,850,000

This is a rare Opportunity to own a true family compound. The First home is a beautiful 3,500 sq. ft. Custom Built with Cathedral Ceilings and magnificent fireplace. It has a beautiful open granite and custom made cherry kitchen and an openess which lends to old world charm. The second home is a Farmer's porch 1,500 sq. ft. Cape with another wonderful granite and custom made cherry kitchen. Both houses are at different ends of the property to afford privacy with room for paddocks and a barn in... View Details

House in West Tisbury, Dukes County, Massachusetts, 3239 sq. ft.
$900,000

This beautiful recently renovated home has two master bedroom suites and a total of five bedrooms and four baths. A must see with the great flow of its dining room living room den and office. Close to Long Point Beach and far away from the airport traffic this home is one of the best deals in West Tisbury. View Details   Visit Website

House in Oak Bluffs, Dukes County, Massachusetts, 913 sq. ft.
$259,000

ONE OF A KIND Campground Cottage (http://mvcma.org/).Steps to the Oak Bluffs Harbor, Town, Beaches and Ferries. This home is immaculate and in move in condition. Living area has a BEAUTIFUL STAIN GLASS WINDOW and the open floor plan is very spacious and LOADED WITH CHARM! There are 3 bedrooms and 1 bath. Lovely farmers porch and nice back deck, large yard for relaxing and entertaining. Also, two parking spots.. This is a must see if looking for a Vineyard Cottage with so much character and... View Details

House in West Tisbury, Dukes County, Massachusetts, 2562 sq. ft.
$1,150,000

What a value. Tile and granite kitchen and baths with hardwood floors throughout , a wonderful fireplaced living room and endless living area with room for the family,relatives and friends on a private 2.5 acre lot. This home cannot be duplicated for the price. View Details

Homesite in Oak Bluffs, Dukes County, Massachusetts,
$2,800,000

One of the Last Large lots in O.B. It can be sub-divided into three lots or kept as one. Presently it is a working Horse Farm with two Barns, numerous paddocks and lots of open space. A rare opportunity so close to all the down island towns. View Details

House in Edgartown, Dukes County, Massachusetts, 2000 sq. ft.
$3,950,000

The Point at Crackatuxet Cove on Great Pond Edgartown. Enjoy stunning Sunsets over Crackatuxet Cove and the Atlantic Ocean. With larger acreage properties across the pond you are afforded privacy, yet only a 5 minute ride to town. View Details

House in Edgartown, Dukes County, Massachusetts, 2992 sq. ft.
$2,450,000

This new beautifully custom crafted home offers spacious ten foot ceilings throughout the entire first floor;cathedral ceilings in the second floor. The home feels like a much larger home. Upon entering there is an office or den which leads to a hallway into a great room which is comprised of an open kitchen, dining, living area with a gas fired fireplace. The kitchen is equipped with state of the art appliances featuring a Wolf 6 burner range with convection oven, Sub-Zero back to back... View Details

House in Oak Bluffs, Dukes County, Massachusetts, 1309 sq. ft.
$565,000

Extremely Desirable East Chop Location with peeks of Oak Bluffs Harbor from the beautiful wrap around farmers porch! Steps to Jetty Beach, Island ferries, town, and Oak Bluffs Harbor..truly a most desirable location..across the street is a private wooded park. This home was built in the 1900's, detailed with charm and character throughout. It has been owned and enjoyed by the same family for over 30 years, Lovely landscaped corner lot with a white picket fence.. Inside the living room has a... View Details

House in Edgartown, Dukes County, Massachusetts, 2250 sq. ft.
$1,650,000

Located in the heart of Edgartown Village, this beautiful period house retains the charm of historic Edgartown. This home has four bedrooms and two bathrooms on a large .17 acre village lot. There is a separate building that could be used for an office, guest bedroom or extra storage. Located on a side street with very little traffic,restaurants, shops and harbor are a short stroll from this prime location. View Details

House in Cape Cod, Massachusetts,   $9,150,000

House in Cape Cod, Massachusetts,
$9,150,000

This extraordinary marina is located in one of Cape Cod’s most prestigious communities. Cape Cod is world renowned for its glorious coastline, quaint villages and world class resorts. The Company offers a full array of land and water based services, including dockage for over 110 boats, fuel, hauling and launching services, marine repair and maintenance and seasonal storage for 250 boats. The Company also operates active boat sales and brokerage functions and a retail store. Its Cape Cod... View Details   Visit Website

Condo in Plymouth, Plymouth County, Massachusetts, 1370 sq. ft.
$257,153

Location & placement of your condo is key at the beautiful waterfront of White Cliffs Country Club. At this particular condo, along with the sun in the a.m 'AND' afternoon & the best view of the golf course,you can see why this is a great viewing spot from the 21x8'deck. There's a garage,2 bdrms2.5 ... View Details   Visit Website

House in Oak Bluffs, Dukes County, Massachusetts, 2352 sq. ft.
$3,395,000

The Idyllic Vineyard Retreat - The house sits on the edge of Sengekontacket Pond with expansive views to the East and West.... step off your private dock into the your 23 foot, 1997 Mako Center console boat which is included in the sale...for those who are not boating, the bright, open four bedroom ... View Details   Visit Website

House in West Yarmouth, Barnstable County, Massachusetts, 1668 sq. ft.
$895,000

Unusual opportunity to own in beautiful Great Island Ocean Club;a private,gated,oceanside community with its own ocean beach,in-ground pool,tennis courts and children's play area.This well kept contemporary cape with ocean views from nearly every room is built around a welcoming open floor plan.The ... View Details   Visit Website

House in Truro, Barnstable County, Massachusetts, 3730 sq. ft.
$829,000

$100,000 PRICE RECUDTION! This lovely 4 bedroom Cape is the best single family buy on the Lower Cape! Only minutes to beautiful Truro beaches and just 10 minutes to Provincetown. Designed with comfort and privacy in mind, each spacious bedroom is a personal retreat with full bath and plenty of room ... View Details   Visit Website