Martha's Vineyard Homes with Guest House

Below are current listings for homes with a guest house on Martha's Vineyard.

Homes with Guest House for Sale on Martha's Vineyard

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7 North Bog Road

Edgartown, MA7 North Bog Road

Price$1,995,000

Est. Mortgage: $/month

MLS ID 38619

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 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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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, MA2 Farm Path

Price$1,299,000

Est. Mortgage: $/month

MLS ID 38601

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 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 Marilyn Moses Cell 617-462-0381 ANYTIME ! of 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, MA19 Locust Lane

Price$9,995,000

Est. Mortgage: $/month

Open House

MLS ID 38453

  • Residential
  • Next Open House: Fri 08/6 4:00 pm. to 7:00 pm.
  • Mls Status Active
  • Bedrooms 7
  • Bathrooms 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, MA187 Oak Lane

Price$1,550,000

Est. Mortgage: $/month

MLS ID 38485

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 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, MA52 Robinson Road

Price$2,535,000

Est. Mortgage: $/month

MLS ID 38309

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 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

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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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3 Duarte Circle

Edgartown, MA3 Duarte Circle

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS ID 38302

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.8

If you are looking for a casual country home and studio located midway to town and South Beach, this property may be for you! Positioned on a level .80 acres and tied into the town sewer line, there is a possibility to expand this 3 bedroom house to a total of up to 7 bedrooms with Town approvals. Adding a pool and Guest house may be possible also. Located in Katama at the corner of Road-to-the Plains and Duarte Circle.

Listed by Frank M. Markwica of Sandpiper Realty

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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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377 State Road

West Tisbury, MA377 State Road

Price$3,600,000

Est. Mortgage: $/month

MLS ID 38232

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 2.5
  • Acreage 3.28

Super opportunity for a viable home business with a lovely home. This is a well established business right in the heart of West Tisbury where a new owner can be their own boss and support a lifestyle that allows you to have a home and business onsite. All of the necessary equipment and existing infrastructure is included in the asking price. The home is a large four bedroom home in great condition with an in-ground pool and hot tub. Well landscaped and private from the existing business. There is also a barn onsite for storage or private use. Over 3 acres allows for a guest house of up to 1000 sq feet in West Tisbury (special permit). Really a smart package for those looking to take advantage of a life style shift or gardening enthusiasts.

Listed by Jill Napior of Tea Lane Associates

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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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68 North Water Street

Edgartown, MA68 North Water Street

Price$9,989,000

Est. Mortgage: $/month

Pending

MLS ID 35647

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathrooms 6
  • Acreage 0.31

An expansive compound in the heart of Edgartown village does not come to the market very often. A stunning renovation by Stern McCafferty Architecture + Interiors has yielded a home that seamlessly blends the old and new, the historic with the contemporary. Light, bright, and with the highest levels of finished detail, the home is filled with details to remind you that you are in one of the most richly historic communities in all of New England. Just look out the front windows and watch the yachts pass between the beautiful waterfront homes and it calls to mind that only a few generations ago it was whaling vessels that dominated the water views and the homes themselves belonged to successful ship’s captains. The 4,100 s.f. main house and 660 s.f. guest house with sweeping lawn, lovely manicured gardens and oversized swimming pool is an oasis in bustling North Water Street with its brick sidewalks, traditional streetlights, and signature Greek Revival homes. Step inside and you enter a sophisticated home with a contemporary sensibility. Sleek modern furniture and furnishings are juxtaposed with traditional architectural details. In keeping with the modern desire for an open plan living there is lots of space for gatherings of friends and family. There are four large bedrooms with three baths – one of which is a master ensuite with office, and on the third level, a large sleeping and play space for younger kids, also with a full bath. The swimming pool is set within the beautiful gardens and is one of the largest pools in the village at 42’ x 18’. At the far end of the property is a charming two-bedroom cottage and garage. A parking court is accessed off a private lane on Morse Street which is large enough to park an abundance of cars. The property is a gem in the crown of historic North Water Street.

Listed by Bonnie Pierce of Wallace & Co. Sotheby's

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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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65 Road to the Plains

Edgartown, MA65 Road to the Plains

Price$2,500,000

Est. Mortgage: $/month

MLS ID 38296

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 4
  • Acreage 0.6262

KATAMA COMPOUND with HEATED POOL - Charming three-bedroom cape, with updated kitchen and baths, lacks nothing. Open living with soaring ceilings, and access to the oversized yard and patio. Splash the day away in the heated saltwater pool, highlighted with a private powder/changing room and fully equipped cabana. Located above the oversized, three-car garage, you will find a one-bedroom guest house, the perfect private accommodations for family and friends! Ideal for personal enjoyment, an investment opportunity, or both. The property has strong rental history and tenants in place for the 2021 season. Need more room? Not a problem, connected to town sewer, the property can accommodate up to 7 bedrooms! With the sandy shores, roaring surf of South Beach and calm waters of Edgartown Great Pond nearby, this home is sure to be a crowd pleaser!

Listed by Katherine Donahue of Sandpiper Realty

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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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1 Pondmark

Chilmark, MA1 Pondmark

Price$5,200,000

Est. Mortgage: $/month

MLS ID 38183

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2.5
  • Acreage 4.7

Turn onto country lane and make first turn to right. Drive past Norwegian Pine and many mature plantings and follow stately stone walls up past an open field overlooking the pond. The gentle slope takes you past the garden to a parking area. The white cottage sits on top of the knoll with sweeping views looking out over Keith farm and beyond to the ocean. From the living room the light brightens the large room with vaulted ceilings and a fireplace with a copper chimney hood.You can walk out on the deck for breakfast and watch the cows, geese, horses or the calming motion of the sea. You can lay in bed and take it all in from the king size bed and wall of windows facing south. There is room for a guest house or barn in this private setting. There are walking trails on Old North Road or a trail to Menemsha Crossroads. Go back in time to a slower way of life in this old style Chilmark retreat.

Listed by Elise LeBovit of Gay Head Realty

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$
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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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"Based on information submitted to MA_LINKMV as of August 5, 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."