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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47 and 31 Hatch Road

Vineyard Haven, MA47 and 31 Hatch Road

Price$7,950,000

Est. Mortgage: $/month

MLS ID 37396

  • Residential
  • MlsStatus Active
  • Square Feet 6476
  • Bedrooms 7
  • Bathrooms 5

Elegant and refined, this exceptional estate property is sited on 1.3 acres. Located in the coveted Hatch Road neighborhood, this 2 home property boasts incredible architectural detail with all the modern amenities. As you enter the property via a winding gravel drive past an expansive lawn, you come to a setting not found so close to downtown Vineyard Haven. The main house dates back to 1900 and has been meticulously renovated and features a gourmet kitchen open to a dining room with french doors looking out to a rose garden, a spacious first floor master bedroom suite, dramatic great room with 20 foot ceilings with wood detail, and an inviting screened-in porch leading out to a private brick patio. The home features 4 additional guest bedrooms on the second floor. The guest house was designed in 2008 and built by a prominent Martha's Vineyard builder. The wood detail includes aged lumber and the walls are warmly lined with recycled barnwood. Stunning museum quality terrazzo flooring inlaid with wood beams and terrazzo countertops are featured in the spacious great room, gourmet kitchen and dining room. Other guest house amenities include two bedrooms with en suite baths each with stunning wide plank flooring, and a spacious loft perfect for a home office. A home gym/pool house, outdoor kitchen, 2 car-garage and pool complete this rare offering.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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165 State Road

Vineyard Haven, MA165 State Road

Price$799,000

Est. Mortgage: $/month

MLS ID 37418

  • Residential
  • MlsStatus Active
  • Square Feet 1426
  • Bedrooms 3
  • Bathrooms 1

Delightful well maintained home, walking distance to town, ferry and schools. This one-story house, with opportunity to finish the attic space, offers 3 bedrooms, laundry room, updated bathrooms, open living/dining room with cozy fireplace. With a brand new roof and windows this home has a lot to offer. Situated on a large cleared lot of .42 acres, a 600sf guest house is allowed with ZBA approval. An inviting front deck and backyard with bluestone patio fire pit are perfect for outdoor entertaining. The backyard also offers a brand new shed, outdoor shower, and plenty of potential for the enthusiastic gardener. The location, one car garage, potential for expansion, and recent upgrades make this a wonderful opportunity.

Listed by Donnelly + Co

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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30 Mill Hill Road

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

MLS ID 37397

  • Residential
  • MlsStatus Active
  • Square Feet 2748
  • Bedrooms 4
  • Bathrooms 3

MILL HILL FARM - Breathtaking pastoral estate less than a mile from Main St. - It is so rare that a property such as this comes available. Standing at the homestead, one has the feeling of stepping back in time to a simpler way of life. This 1800's farm has been lovingly maintained while stewarded by one family for three generations. The Farmhouse, bunkhouse and additional outbuildings are surrounded by nearly 14 protected acres of rolling, open fields filled with wildflowers and native wooded edge . During a recent subdivision of the family property, there was foresight to protect the remaining acreage and preserve the unspoiled magnificence of Mill Hill Farm. No further subdivision will be allowed for 300 years. The original three bedroom Farm house was moved to this location and served as the residence and office of a local Doctor. A more recent addition of a kitchen, dining area and 3-season porch grace the southern end of the home leading out to a large, level yard. A thoughtful renovation and expansion to at least five bedrooms or more could result in a superlative and rare estate this close to town. The existing bunkhouse has more recently served as a one bedroom guest house that could be easily renovated to suit or returned to its original use as a barn. The opportunity is endless for the savvy buyer who chooses to act decisively.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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64 Road to the Plains

Edgartown, MA64 Road to the Plains

Price$1,000,000

Est. Mortgage: $/month

MLS ID 37300

  • Residential
  • MlsStatus Active
  • Square Feet 1020
  • Bedrooms 3
  • Bathrooms 2

Cozy Contemporary in Ideal Katama Location! The home has been well cared for and recent updates include new windows and exterior siding. There are great gathering spaces inside and out with a sunny open concept with vaulted ceilings and large windows and glass doors that lead out to the spacious wrap-around deck. The accommodations are comfortable and include two guest bedrooms on the first floor and the master with adjoining bath and private balcony on the second. Town sewer is available and would allow for future expansion to six bedrooms and a guest house with proper permitting - lots of options! Located within 2 miles to all Edgartown offers - swimming at popular South Beach and shopping and dining in the Village. And for kayaking and paddleboarding, the Edgartown Great Pond is only 1 mile away!

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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 Llewllyn Way

Edgartown, MA19 Llewllyn Way

Price$2,250,000

Est. Mortgage: $/month

MLS ID 37351

  • Residential
  • MlsStatus Active
  • Square Feet 3428
  • Bedrooms 4
  • Bathrooms 4

Serene location overlooking the fields of Morning Glory farm, with Land Bank walking trails and biking trails out your back door. House is a short bike path ride to downtown Edgartown and a quick walk to Morning Glory Farm or Sweetened Water Preserve. The main house has everything you need: open concept first floor with exposed timbers and stone fireplace, two car garage and full basement for that home gym. There is not only a first floor master bedroom with ensuite bath, sauna, and private deck, but there is a second floor master bedroom with en suite and walkout balcony. Second floor also has home office/den, third bedroom and another full bath. Then there is the guest house! Newly built craftsman timber frame 1+ bedroom, 1.5 bath with 3 decks, outdoor shower, central AC, boasting quality construction and attention to detail. This property has everything you need...multi generational living, rental income from one of the homes or just extra space for friends and family. Working from home? Plenty of options for office space, plenty of room for a future pool. Possibility to tie into town sewer for future bedroom expansion. Rare opportunity in a desirable neighborhood.

Listed by Martha's Vineyard Island-Wide Realty

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%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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101 Capawock Road

West Tisbury, MA101 Capawock Road

Price$2,750,000

Est. Mortgage: $/month

MLS ID 35478

  • Residential
  • MlsStatus Active
  • Square Feet 3513
  • Bedrooms 5
  • Bathrooms 3

Contemporary home with privacy located in the Upper Makonikey community. Five bedrooms, three baths with large office. Deeded rights to the two Upper Makonikey beaches both easy walks from house. Water views and 5.9 acres. Small spring fed pond borders property. Plenty of room for expansion for a guest house, pool or tennis court. Back-up generator, air conditioning, irrigation. Year round home. Agent has an ownership interest in this property.

Listed by Kendall & Kendall

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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17 High Mark

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS ID 37278

  • Residential
  • MlsStatus Active
  • Square Feet 3883
  • Bedrooms 7
  • Bathrooms 5

17 High Mark, built in 1928, sits atop Highmark Hill near the center of Chilmark. There's a plaque on the wall in the kitchen commemorating the original owner, architect, builders and neighbors of this estate which reads 'High Mark House - Abode of Ennobling Vision'. This unique Chilmark property is now exclusively offered for the first time in 49 years. Spread across 10.4 acres, the property consists of two parcels. The first parcel is 6.7 acres in size and holds the living quarters. The second parcel is 3.7 acres in size and provides a wide buffer to the main homesite or a suitable lot for further development. Structures on the larger parcel include the main house, guest house, detached bedroom, artist studio or playhouse, in ground pool with outdoor shower and dressing room, tennis court, detached two car garage and long shed workshop. Water views to the Atlantic Ocean, Menemsha Pond, and Nomans Land are seen from many of the rooms of the main house and guest house. The grounds hold specimen plantings in a park like, private setting with wide and long front and rear yards. The main house has both primary and guest bedroom suites, living room with large fireplace, dining room with ample seating for ten, office and gallery, kitchen and laundry room. The lower level has a library/media room (or another bedroom), full bath, utility room, cedar closet and multiple storage rooms. The guest house is 800 square feet with 3 bedrooms, full bath, an eat in kitchen and laundry. The detached bedroom is the perfect bunk house with views to the Atlantic. It is rare to find an estate property in Chilmark that has the features of this compound already in place . Many of the existing amenities found on this property (guest house, pool, etc.) allow for immediate enjoyment without special zoning permits and years of in town residency. Ample acreage provides room for building expansion or relocation.

Listed by Russell Maloney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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81 Edgartown Vineyard Haven Road

MLS ID 37190

  • Residential
  • MlsStatus Active
  • Square Feet 2954
  • Bedrooms 3
  • Bathrooms 2

Centrally located with easy access to town and transportation, this multi-house property makes for a great live/work/investment opportunity. The main older Victorian home with 2+ bedrooms and 1-1/2 baths has some nice architectural features, an enclosed porch, back deck, full basment and large back yard and separate parking. The guest house is set privately to the rear of the property has 3 bedrooms and 1 full bath and it too has a very large yard and plenty of parking and shed. There is also an oversized 4 car garage with extra high ceilings between the main and guest houses. Excellent rental history.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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 Whalers Walk

Edgartown, MA7 Whalers Walk

Price$935,000

Est. Mortgage: $/month

MLS ID 37181

  • Residential
  • MlsStatus Active
  • Square Feet 1456
  • Bedrooms 3
  • Bathrooms 2

This home is located in a great neighborhood and is set nicely on a private one-acre (0.96) parcel with a coveted South Shore location! The light and bright cape has 3 bedrooms, 2 full baths with open kitchen and dining area, generous living room, 1st floor bedroom and a full basement suitable for finishing. The home has been freshly painted and has new lighting fixtures and hardware. The kitchen, flooring and appliances await your finishing touches and if desired, the seller has contractors available to complete the work for you. Town SEWER permits have been secured and are transferable to new owners. Connecting to SEWER will allow for significant expansion possibilities that could include: 7 bedrooms, guest house or garage with apartment and pool, subject to permitting. The convenient location is an easy walk or bike ride to Morning Glory Farm and Downtown Edgartown. Vineyard Golf Club is a very short walk down a dirt path located just across the street on Edgartown Meadows Road. This South Shore location also offers traffic free access to South Beach and Norton Point via the newly paved Meeting House Way.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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10 Puwal Lane

Edgartown, MA10 Puwal Lane

Price$4,500,000

Est. Mortgage: $/month

MLS ID 37165

  • Residential
  • MlsStatus Active
  • Square Feet 5116
  • Bedrooms 5
  • Bathrooms 5

KATAMA, KATAMA, KATAMA - NEW CONSTRUCTION - To be built - In an area of existing finer homes, just a stone's throw from The Field Club, within biking distance of South Beach and Downtown Edgartown, and close to path for walking or jogging to either location. Situationed on over half an acre of land, this is the last of 4 building lots in a small Enclave. MAIN HOUSE - 4,716sq.ft. - Four (4) Bedrooms, all of which are Ensuite - private attached bathrooms - 4.5 bathrooms in all. SECOND STRUCTURE: 400 sq.ft. Detached Bedroom with future expansion for a 900sq.ft. Guest House. Two Car Garage. POOL - Gunite Pool and Pool house. Main house has a Ground Floor Primary Suite and three additional Suites upstairs with a Media Room. Main living area has an Open Floor Plan which leads to a 47ft long Mahogany Deck (787sq.ft.) and 26ft long Screened Porch - (364sq.ft.) and a 32' x 16' Gunite pool complete with Pool House. Central Air, Full unfinished basement. PHOTOS ARE NOT OF THIS HOME, PHOTOS ARE OF SIMILAR HOME.

Listed by Alisan Lohan-Conway Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 2020
* 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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