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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30 Mill Hill Road Edgartown MA 02539

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 38881

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 13.93

MILL HILL FARM, EDGARTOWN - UP ISLAND FEEL, SHORT DISTANCE TO MAIN STREET. Perched on a grassy knoll between downtown Edgartown and Katama, this nearly 14-acre, vintage farm has been thoughtfully stewarded by one family for three generations. Magnificent in its natural beauty and open space, this property offers a unique opportunity to renovate or expand the original homestead into a remarkable estate. Your vision will transform this property into a generational asset that will be truly one-of-a-kind. Expansive, pastoral views surround the 1850 farmhouse that once served as the home and office of the local doctor whose other passion was farming. The existing barn has recently served as a two bedroom guest house and could easily be renovated and remain as a guest house, a unique pool house, or returned to its original function. The additional structures include a two-car garage, a tool shed, coop and smokehouse. Protective covenants are in place to preserve the unspoiled splendor of Mill Hill Farm.

Listed by Brian Smith of Portfolio Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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56 Robinson Road Edgartown MA 02539

Edgartown, MA56 Robinson Road

Price$3,835,000

Est. Mortgage: $/month

MLS Number 38874

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.5

NEW CONSTRUCTION, with POOL, 1/2 mile from the heart of EDGARTOWN VILLAGE! Location, Location! Approx. 3,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks a 14 x 30 foot in ground pool. In addition to the dramatic Great Room there is a first floor study, a first floor master-en-suite, a mud room and separate laundry area. The Gourmet Kitchen, with it’s central island, opens to the dining room which flows into the Great Room. The second floor offers a second master-en-suite, as well as two additional guest bedrooms which share a full bath. The plot can have up to SIX BEDROOMS, a future guest house and/or a future detached bedroom. All of this, and only a 1/2 mile to the heart of Edgartown Village. The property is also close to the Library, Girls/Boys Club, public tennis courts, public playscape and the bike path.

Listed by Michele Casavant of Vineyard Village Realty

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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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200 Red Coat Hill Road Vineyard Haven MA 02568

MLS Number 38871

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2.5
  • Acreage 3.66

Nestled in one of the oldest neighborhoods in Tisbury, this 5br architecturally designed home sits on a knoll and was thoughtfully sited to allow natural sunlight from its southern exposure in almost every room. This peaceful retreat has open pastoral views and a natural, rural setting that one can enjoy inside and out. The homes’ two-story floor plan has an open kitchen dining area with granite countertops, a pantry, and doors leading to both the screen porch and south facing deck. The living area has many windows for natural light, a fireplace and built-ins and shares a hallway to the kitchen and the den. The floor plan offers two separate bedroom wings for an expanding family, privacy for guests, or even for two families. A spacious mudroom and plenty of closet space add to the functionality of this home. There are many built-in shelves, desk, bookcases, window seat and drawers. All floors are gleaming, hardwood Ash throughout and all bathrooms have tumbled marble flooring and marble sink countertops. There’s a detached garage with arched, barn doors, a screen porch with custom Artisan doors, a deck, a roof deck and a full basement with ample head height for future, finished overflow space. Solar panels hang from the garage roof to provide a low cost energy usage. Walk out the front door and into the Ancient Ways maze of hiking trails, fields and ponds throughout the neighboring 130 acres of two scenic Land Bank properties. The land of 3.66 acres is ample enough for a future guest house and more outbuildings.

Listed by Michelle Kelly of Tea Lane Associates

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$
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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 North Street Edgartown MA 02539

Edgartown, MA1 North Street

Price$5,250,000

Est. Mortgage: $/month

Pending

MLS Number 37369

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 0.357

Located in a quiet neighborhood on the edge of Edgartown Village, this beautiful residence with detached guest quarters features indoor and outdoor areas that take living and entertaining to the next level. From the gourmet kitchen with fireplace and eat-in area to the formal dining room and lovely living room with fireplace, the flow is graceful and offers plenty of space. At the end of the house is a cozy wood-paneled den, also with a fireplace, and beyond is the veranda overlooking the side yard. The main house offers three bedrooms each with a private bath, including a deluxe primary suite with a balcony overlooking the grounds. The guest quarters include a solarium-like living area with a fieldstone fireplace and wet bar and a one-bedroom suite. Between the main and guest house is a bluestone courtyard with a Gunite pool, raised spa and built-in barbecue. The perfect getaway, conveniently located with easy access to Edgartown Village, beaches, the bike path and so much more!

Listed by Lesley Heidt of Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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22 Quitsa Lane Chilmark MA 02535

Chilmark, MA22 Quitsa Lane

Price$11,000,000

Est. Mortgage: $/month

MLS Number 38250

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 3.5

AUCTION: Bid October 22-27. Currently Listed for $11M. No Reserve. Showings Daily 1-4PM & by Appointment. Settle into island life with 180-degree ocean views. Outdoor entertaining dining, lounging, and entertaining spaces span two sides of the estate, maximizing your expansive water views. Explore your private beach only steps from your property. Inside, 22 Quitsa Lane is quaint and comfortable, with rustic hardwood floors and beamed ceilings. A large open kitchen and living room function for entertaining or summer family life. Your private guest house makes it easy to share this gorgeous setting with your friends and family. There are lots of places to relax on this 3.5-acre estate, from the side patio and garden decorated with mature flowering plants to the expansive oceanfront lawn ideal for games of flag football or catch. Whether you want to soak up the sun or steal away in the shade, this Cape Cod-style property has just what you need.

Listed by Julianna Flanders of Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 October 13, 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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