and narrow your search. If you have fewer than 200 results, you can save your search.

Martha’s Vineyard Homes with Guest House

Find a variety of homes with a guest house on Martha’s Vineyard, whether you are looking for a seasonal home or year round residence. Martha’s Vineyard has beautiful oceanfront properties, homes with wooded acreage, Cape style homes, and much more. Browse homes on Martha’s Vineyard below. 

Call 508-693-4210 or contact us online if you have questions about any of these properties or would like to set up a private tour.

Time Saving Tip - Sign up for a search account (it's free) to save your favorite Martha's Vineyard real estate listings and get notified when similar properties become available.

52 and 56 Robinson Road Edgartown MA

Price$4,440,000

Est. Mortgage: $/month

MLS Number 34570

  • Multi-Family
  • Village Downtown
  • Bedrooms 6
  • Bathroom 3
  • Half Bath 1

This special IN TOWN compound sited on two lots is quite a find. The Open Concept Main House offers a comfortable, spacious living area that leads to a sunken four season family room. In combination with the Formal Living room and separate Dining room this creates extra living and entertaining space. The Master Suite with private bath is at one end of the house while the other three bedrooms and full bath are at the other end allowing extra privacy for family and guests. The Two Car Garage is perfect for keeping a summer car on island and the snow where it should be... outside. For convenience, there is a laundry room/half bath on the main floor. The very large clean dry basement has two entrances, one from the garage and the other through the outside dormered dog house entrance (no bulkhead), for easy access. There is plenty of room for storage and rainy day activities (i.e. kids riding bikes, etc.), with high ceilings it's just waiting to be finished. The Second House is a Two Bedroom Cape with dormered large attic room. Both houses are on town sewer. The larger house #52 has the possibility of up to 6 bedrooms and can support a guest house, while the smaller house #56 may have up to seven bedrooms and may also support a guest house, with appropriate permits and approval from the Town. This location grants easy access to groceries, restaurants, downtown and Edgartown Harbor. The potential for this rare property offers many options, including a Pool !

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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

15 Mill Street Edgartown MA

Price$171,500

Est. Mortgage: $/month

MLS Number 35723

  • Condominium
  • Village Downtown
  • Square Feet 472
  • Bedrooms 1
  • Bathroom 1

Top Earner and Preferred Location - second floor corner overlooking the pool offers better views and no upstairs neighbor. Unit 30 has been in the same family for over 30 years with a history of well-documented income and a lifetime of cherished family memories. Enjoy it all - time on Martha's Vineyard, the beaches, shops and restaurants in the historic heart of Edgartown Village, AND annual rental income for a fraction of the effort and expense of home ownership. Edgartown Commons is a fully managed seasonal property, open May thru October, with on-site property manager, reservations team, housekeeping, linen service and maintenance. Voted “Best of the Vineyard” and a popular rental accommodation for budget-friendly rates and amenities, including kitchenettes in each unit, outdoor swimming pool and patio, pool house with showers and laundry, BBQ/picnic areas and playground. Unit 30 accommodates up to five guests, and has been impeccably maintained with regular updates and renovations, granite counters, quality furnishings including a sleeper sofa and memory foam mattresses, plus tasteful beachy décor featuring original artwork. Added value is provided by a 'lock off' connector door to Unit 31, when rented together this popular feature allows Units 30 and 31 to be combined into a larger Family Suite. Offered fully furnished for a turnkey purchase, rental history and financials available by request.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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

7 Vickers Street Edgartown MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 35710

  • Residential
  • Village Katama
  • Square Feet 1768
  • Bedrooms 3
  • Bathroom 2

Charming Gambrel in an excellent Katama location! Open living area with hard wood floors and fireplace. First floor bedroom with full bath and two, very spacious, second story bedrooms with a shared bath. The pool is nicely sited at the rear of the property. Additional bedrooms and overall expansion is possible on this parcel.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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

8 Craft's Field Way Edgartown MA

Price$1,290,000

Est. Mortgage: $/month

MLS Number 35735

  • Residential
  • Village Katama
  • Square Feet 1960
  • Bedrooms 3
  • Bathroom 2

Craft's Field - Terrific opportunity in a sought after neighborhood in Katama. Great open concept Cape in very good condition just a mile from South Beach. Kitchen with large peninsula, nice size dining area and bright living room. First floor master with spacious bath and another half bath shared with laundry area. A second story loft overlooks the first floor living space and is great overflow, living space. There are two second floor guest bedrooms with a shared bath. A lovely farmers porch for rocking and relaxing, deck that wraps around the side and rear of the house, an outdoor shower, and the nicely grassed and private back yard make for lots of extra outdoor living spaces. Won't last long!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Sheriffs Lane Edgartown MA

Price$4,850,000

Est. Mortgage: $/month

MLS Number 35746

  • Residential
  • Village Downtown
  • Square Feet 4735
  • Bedrooms 5
  • Bathroom 5

This classic Greek Revival home lies on the corner of Peases Point Way North and Sheriffs Lane, a quiet road which provides walking access to the wonderful Sheriffs Meadow walking trails and pond. Designed by Patrick Ahearn and built in 2003, the stately residence offers 5 main house bedrooms including a sizable master suite with access to a 2nd floor deck. There is a large family room, kitchen, living room, dining room and office all facing a covered porch and private yard. There is a attached 2-car garage with full guest suite with separate entrance above. The house is in excellent condition and nicely landscaped with pool permits in place.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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