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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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35 Watcha Path Edgartown MA

Edgartown, MA35 Watcha Path

Price$2,688,000

Est. Mortgage: $/month

MLS Number 36096

  • Multi-Family
  • Village South Shore
  • Location 41.383152,-70.599529
  • Bedrooms 6
  • Bathroom 3

Located on the outskirts of Edgartown you'll find this well kept secret, quiet, rural area. In the heart of this neighborhood lives this incredible potential for so many possibilities. A beautiful 1 story 3 bedroom/2.5 bath home with everything a buyer could possibly want including extra special finishes. Below lies the amazing basement described below. The 2nd building is a Large metal Workshop, large enough for almost any imagination you can dream up which includes an office and bath with an extra garage entrance for loading and unloading convenience. Last but not least is the original family home. This house is very old and for most buyers would be an extreme renovation job, providing another lovely home for income producing or guests and extended family.... With 5.5 beautifully wooded acres of land surrounding these buildings, you can only imagine the quiet and peaceful living that can be yours... yet so close to everything Vineyard. Truly a must see to get the many possible ideas flowing that this property will provide. Not a dream anymore.. a Reality !

Listed by Martha's Vineyard Seacoast Properties

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Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

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7 South Water St.,Harborside Inn Edgartown MA

MLS Number 36117

  • Condominium
  • Village Downtown
  • Square Feet 284
  • Bedrooms 1
  • Bathroom 1

This one week a Year "Time Share" located in one of the most popular areas on the Vineyard, South Water St., Edgartown... On the Harbor at the Harborside Inn, at the best time of year to be on the Vineyard, Week 37, usually falling mid to end of September. These Deeded Title Units are well maintained and put you right in the middle of all the action Edgartown has to offer. If you would prefer to rent your week out ... We can help as well as the Harborside office. Wonderful amenities are included for the week. A beautiful pool overlooking the Edgartown Harbor, a conference room for any events you may need to attend while here, lovely spaces for Weddings and get-together's, and many more. Imagine your own week on the Island every year without all of the worry about upkeep and maintenance when you're not here. Linens cleaned and washed with maid services and a laundry at your disposal....reasonably priced and best of all... Simple... The way life was meant to be lived during your Vacation on the beautiful Island of Martha's Vineyard.

Listed by Martha's Vineyard Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

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9 Field Club Drive Edgartown MA

Edgartown, MA9 Field Club Drive

Price$2,050,000

Est. Mortgage: $/month

MLS Number 36133

  • Land
  • Acreage 0.62

Located in the exclusive Field Club Association, a premier Katama location, situated half way between downtown Edgartown and South Beach. A five bedroom home can be constructed on this lot. Sale of the property includes membership to the Field Club and its featured amenities including the use of the clubhouse, private dining, swimming pools, cabanas, tennis, paddle and squash courts, a full service spa, and a fitness club, as well as programs for all age groups. The parcel is the third on the left as you enter.

Listed by Match Point Properties

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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

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52 Eastville Avenue Oak Bluffs MA

Oak Bluffs, MA52 Eastville Avenue

Price$339,000

Est. Mortgage: $/month

MLS Number 36122

  • Land
  • Village East Chop
  • Acreage 0.6198

Large, 27,000sqft, corner home site, level and wooded, is situated on the bike path, short walk to the hospital, is equidistant between the centers of Oak Bluffs and Vineyard Haven. Property is in AE flood zone, but on the very edge of it. It's possible that a land surveyor could have the plot removed from the flood zone via a Letter of Map Amendment (LOMA) to the NFIP, estimated cost to do so would be about $1000-$1500 with no guarantee of success, consult a land surveyor/engineer for more info. We received an estimate for flood insurance of about $1800/year. Debris on the property consists of remnants of construction from a 1950's 3 bedroom structure.

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

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726 Franklin Street Vineyard Haven MA

Vineyard Haven, MA726 Franklin Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 35991

  • Residential
  • Village West Chop
  • Square Feet 2688
  • Bedrooms 3
  • Bathroom 3

West Chop country living at its finest! This rambling gambrel-style farmhouse set on over an acre of land welcomes you home. Perfectly located near Mink Meadows Golf course and West Chop Club, and just across the street from 80+ acres of walkable Sheriff's Meadow land. This property boasts a detached two car garage with a large partially finished studio space above. The deck and backyard are great for hosting friends and family for a summer barbecue. The first floor master bedroom is located down its own private hallway and features a spacious walk-in closet and great natural light in the bedroom. There is an additional living room area in the basement and the home features central A/C for those steamy summer days. Four bedroom septic. Furnishings are negotiable for a turn-key opportunity. Ideal as a rental investment property or make it your family's island retreat for years to come!

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

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