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. 

Houses for Sale with Guest House on Martha's Vineyard

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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7 North Bog Road Edgartown MA 02539

Edgartown, MA7 North Bog Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 38619

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.1

Just a short walk to Town and Morning Glory Farm you will find this Beautiful 3 Bedroom home on a private 2.1 acres of land. A desirable location on a quiet side street just off of the Edgartown/West Tisbury Road and adjoining Bike Path.This custom built Post & Beam home has been artfully crafted with great attention to detail that can be seen in every room. Designed with passive solar efficiency and architectural grade Pella windows. Features include an open floor plan with a breathtaking great room that has a 17 foot ceiling, cherry built-in cabinets and a gorgeous stone wood burning fireplace. The dining and kitchen area feature granite counter tops, custom cherry cabinets, stainless appliances, 2 ovens and a large walk in pantry, mini split air conditioning on both levels. The large screen porch just off of the kitchen adds additional living space creating even more room for summer entertaining and hosting of family gatherings. Just off of the screen porch is a spacious deck overlooking an oasis of nature that includes your own beautiful Koi pond, mature trees and many varieties of perennials. There is a desired first floor bedroom, bathroom and laundry area, while the second floor has a large master bedroom that features built in bureaus and a magnificent mission style window overlooking the private backyard. A lower level recreation area offers a propane fireplace, a wet bar, a sauna and plenty of storage. Custom built-ins that can be used for additional bedding or relaxing with a movie. In addition to the already added value of a brand NEW 5 BEDROOM SEPTIC SYSTEM, plans have been drawn by Gakidis & Stewart Design Group for a 900 s/f 2 Bedroom GUEST HOUSE that is ready for the new homeowner to submit for permitting. Few homes this close to town present such opportunity with a lot of land this size. A perfect year round, seasonal or investment home with rental opportunities awaits your arrival. This is a must see!

Listed by Rene' Jackson of Island Real Estate

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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2 Farm Path Oak Bluffs MA 02557

Oak Bluffs, MA2 Farm Path

Price$1,299,000

Est. Mortgage: $/month

MLS Number 38601

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.89

Classic Oak Bluffs Custom Cape is situated on almost an acre of level land abutting the State Forest. Features a sweeping farmer's porch in the front and a large exterior deck in the rear offering protected views into the meadow, a separate oversized builders garage that includes office space and the potential for a guest house is sited in front corner of the property, there is a finished basement with built in bar and utility room, and there is room for a SWIMMING POOL off the rear deck. This wonderful family home has an Open floor plan with cathedral ceilings, sky lights, and a first floor bedroom and full bathroom,. Brand new exterior cedar shingle siding and trim.. WELL KEPT CHARMING home & location is equidistant to all the down island towns. Seller is installing a new 4 Bedroom Septic System. MUST SEE!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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19 Locust Lane Aquinnah MA 02535

Aquinnah, MA19 Locust Lane

Price$9,995,000

Est. Mortgage: $/month

Open House

MLS Number 38453

  • Residential
  • Next Open House: Fri 08/6 4:00 pm. to 7:00 pm.
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 4.5

Incredibly rare and PRIVATE 17.76 acre lush, green, beautiful high country erosion-free Aquinnah Hilltop Estate with 6,100+ sf 6 bed, 3.5 bath, winterized main house with radiant floors, outdoor shower, 2 beautiful + large fireplaces, Tuscan fireplace grill, chef’s kitchen, roof deck, stone patio with gas line connected to outdoor grill, and water and island views from every room in the house, as well as a 1,000+/- sf 1 bed, 1 bath winterized guest house with full kitchen, and large deck overlooking the property and the Elizabeth islands + Vineyard Sound, and a 3 car heated garage. 2 min to the Atlantic Ocean and 5 min to the Vineyard Sound. 1 minute drive to Gay Head Cliffs + Lighthouse. Live off the grid w/ 80KW Kohler generator, 2000 gallon propane tank, fenced in garden, streams, stone walls, industrial tankless water heater, Viking, GE, & Bosch stainless steel appliances! Room to entertain over 100 people.

Listed by Jesse Greenstein of Douglas Elliman MV

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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187 Oak Lane West Tisbury MA 02575

West Tisbury, MA187 Oak Lane

Price$1,550,000

Est. Mortgage: $/month

MLS Number 38485

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3

MAIN HOUSE and GUEST HOUSE: Possibilities abound on this private West Tisbury compound. Multiple buildings create a myriad of uses on over three acres of land. A two bedroom and one bath Main House feature an idyllic outdoor living space with stone fireplace, decorative pond and screened gazebo on a multi-level deck. Main House is a classic post and beam design with exposed wood and cathedral ceilings. Completely private from the Main House is an income producing one bedroom Guest House and two bay garage with partially finished space. The spacious yard and multiple buildings offer something for everyone-whether a gardener, woodworker or artist. So much opportunity to realize your own vision on this substantial piece of land. Property being sold "as is." Some recent updates include water heater in Main House (2020) and hardwood floors (2019) and Guest House water heater (2018). Guest House has passed Title V. Main House has failed Title V and is buyer's responsibility to update.

Listed by Kristin Buck of Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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52 Robinson Road Edgartown MA 02539

Edgartown, MA52 Robinson Road

Price$2,535,000

Est. Mortgage: $/month

MLS Number 38309

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2.5
  • Acreage 0.5

EDGARTOWN, NEWLY RENOVATED, FIVE Bedroom home with room for a POOL, GUEST HOUSE and SIXTH BEDROOM, this property offers it all. Upon entry you are greeted by the Great Room which anchors the home with its cathedral ceiling and masonry fireplace. The Great Room opens to the kitchen/dining area which offers a large central kitchen island with quartz countertops. Off the Great Room is a Sun Room with beadboard ceiling, slate tiled floor, and french doors flanked with additional windows overlooking the large, flat back yard. The first floor also offers a den, laundry room with half bath, and a guest wing with four bedrooms and a full bath. The fifth bedroom en-suite is located on the opposite side of the home from the guest wing, offering ultimate privacy. The home also offers an attached two car garage and full basement. The property is only 1/2 mile to the heart of Edgartown Village, is close to the Library, Girls/Boys Club, public tennis courts, public playscape and the bike path. This property must be scene in order to appreciate all it has to offer. Easy to show.

Listed by Michele Casavant of Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of August 4, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."

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