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Martha's Vineyard Homes with Guest House

View listings for homes with guest houses on Martha's Vineyard.

Martha's Vineyard Homes for Sale with a Guest House

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47 and 31 Hatch Road Vineyard Haven MA

Vineyard Haven, MA47 and 31 Hatch Road

Price$7,950,000

Est. Mortgage: $/month

MLS Number 37396

  • Residential
  • Square Feet 6476
  • Bedrooms 7
  • Bathroom 5
  • Half Baths 2

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: 2.8% last updated on Oct 22, 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 MA

Vineyard Haven, MA165 State Road

Price$799,000

Est. Mortgage: $/month

MLS Number 37418

  • Residential
  • Square Feet 1426
  • Bedrooms 3
  • Bathroom 1
  • Half Baths 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: 2.8% last updated on Oct 22, 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 MA

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 37397

  • Residential
  • Square Feet 2748
  • Bedrooms 4
  • Bathroom 3
  • Acreage 13.93

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: 2.8% last updated on Oct 22, 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 MA

Edgartown, MA64 Road to the Plains

Price$1,000,000

Est. Mortgage: $/month

MLS Number 37300

  • Residential
  • Square Feet 1020
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.5

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: 2.8% last updated on Oct 22, 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 MA

Edgartown, MA19 Llewllyn Way

Price$2,250,000

Est. Mortgage: $/month

MLS Number 37351

  • Residential
  • Square Feet 3428
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 2

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: 2.8% last updated on Oct 22, 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 MA

West Tisbury, MA101 Capawock Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 35478

  • Residential
  • Square Feet 3513
  • Bedrooms 5
  • Bathroom 3
  • Acreage 5.9

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: 2.8% last updated on Oct 22, 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 MA

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS Number 37278

  • Residential
  • Square Feet 3883
  • Bedrooms 7
  • Bathroom 5
  • Acreage 10.4289

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: 2.8% last updated on Oct 22, 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 Vineyard Haven MA

MLS Number 37190

  • Residential
  • Square Feet 2954
  • Bedrooms 3
  • Bathroom 2
  • Half Baths 1

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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 MA

Edgartown, MA7 Whalers Walk

Price$935,000

Est. Mortgage: $/month

MLS Number 37181

  • Residential
  • Square Feet 1456
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.96

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: 2.8% last updated on Oct 22, 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 MA

Edgartown, MA10 Puwal Lane

Price$4,500,000

Est. Mortgage: $/month

MLS Number 37165

  • Residential
  • Square Feet 5116
  • Bedrooms 5
  • Bathroom 5
  • Half Baths 1

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: 2.8% last updated on Oct 22, 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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95 Whalers Walk Edgartown MA

Edgartown, MA95 Whalers Walk

Price$1,649,000

Est. Mortgage: $/month

MLS Number 37138

  • Residential
  • Square Feet 2950
  • Bedrooms 6
  • Bathroom 4

TWO HOUSES FOR THE PRICE OF ONE.. Both completely re furbished; absolutely like brand new. Photos say it all. Main House Very nicely done in a contemporary vein , with a classic post and beam feel. Central air, and can accommodate up to 10 people. Lovely outside areas, including deck and yard. Wonderful location, minutes from great pond and south beach in one direction and easy bike to Morning Glory farm and Main St. Edgartown in the other direction. Guest house , more of the same , just smaller. Very separate. 2 more bedrooms and 2 full baths. This is turn key, being sold fully furnished. This property has an excellent rental history, averaging over $70,000.oo for only a 9 week period. Easily has a higher potential.

Listed by Metes & Bounds

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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129, 139 Old Farm Road Chilmark MA

Chilmark, MA129, 139 Old Farm Road

Price$3,675,000

Est. Mortgage: $/month

MLS Number 37095

  • Residential
  • Square Feet 1550
  • Bedrooms 3
  • Bathroom 3
  • Half Baths 1

Beauty, privacy and stunning imagination describe the 12 acre estate with 325 yards of ancient stone walls weaving through a meadow landscape with an extraordinary 2,800 sq ft architectural Greenhouse supported by a charming post and beam 925 sq ft guest house and a 600 sq ft beautiful comfortable living barn. Designed like a cross, this advanced high-tech contemporary Greenhouse may have other uses such as a personal residence. It resembles a cathedral with a soaring angular roof line in perfect symmetry. It was built by Rough Brothers, the preeminent and largest manufacturer of greenhouses world wide. Rough does extensive research and designs systems and controls for conservatories, public and private gardens, US Dept of Agriculture and Forestry, major universities, Projects completed for NY Botanical Gardens, National Botanical Gardens in Washington DC, MIT University and Huntington Garden and Museum. Equipped with the most advanced temperature control system, it houses dozens of exotic and rare plants, trees, grasses, vegetables and flowers. The 12 acres have beautiful meadows, endless trees, dense brush and hundreds of healthy mature heirloom blueberry bushes. The property abuts the 300+ acres of Roth Woodlands and Waskosim's Rock and Tiasquam Valley Reservations extending uninterrupted from North Road to Middle Road.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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21 Checamo Path West Tisbury MA

West Tisbury, MA21 Checamo Path

Price$1,295,000

Est. Mortgage: $/month

MLS Number 36997

  • Residential
  • Square Feet 3816
  • Bedrooms 5
  • Bathroom 3
  • Acreage 4.4

ABUNDANT PRIVACY ON 4.4 ACRES - This large property with main house, guest house and large barn/shop building is centrally located on the Island, yet offers a peaceful wooded setting. The property abuts 365 acres of land owned by the town of West Tisbury that has miles of trails and connects to the state forest. This oasis provides the feeling of being in the country, while just ten minutes from all the down Island towns. The first floor of the main house has two living areas plus a sunken solarium. There is access to the large deck form one of the living rooms, as well as the first floor bedroom. There is a full bathroom on the first floor as well. The spacious and sunny kitchen is open to the dining area. On the second level there is a large open living area with steps up to the next level where you will find three large bedrooms, a full bathroom, as well as a laundry room. There is a wonderful third level loft living area that feels like a sanctuary with a private deck that looks out into the treetops. The charming guest house is 672 square feet and was built in 2015. It features a lovely covered front porch and fenced in back yard. It is set on the opposite side of the lot, allowing for privacy for both the main house and guest house. A 1,584 square foot outbuilding is being used as a wood shop, but could easily be converted into a barn or garage. There is also an open front structure that is currently being used to protect the owners boat and tractor. Bring your horses, home business or plans for upgrades - many possibilities exist here.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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8 Tuthill Lane and 27 Braleys Way Edgartown MA

MLS Number 36831

  • Residential
  • Square Feet 10398
  • Bedrooms 9
  • Bathroom 9
  • Half Baths 2

This incredibly private waterfront compound, uniquely located just minutes from historic Downtown Edgartown, is being offered for the first time in more than 30 years. This classic Martha's Vineyard retreat offers it all: a private sandy beach, boat access, more than 10,000-sq. ft. of living space in two homes, pool, barn, and endless sunsets. This unique combination would typically only be found in remote locations up island, yet here you can feel completely out of town while being a short stroll or bike ride into Edgartown and all it has to offer. Sited on three meticulously landscaped acres overlooking Eel Pond and Edgartown Harbor, nearly every room from the five-bedroom main house and four-bedroom guest house enjoys unobstructed water views. A sophisticated yet comfortable setting, this Island compound offers unmatched privacy. The main residence features multiple living areas and a restful primary bedroom suite with sun deck, spacious bathroom and a private office with fireplace. Other features include a gourmet kitchen with sitting area, home office, study, pool room, four guest bedroom suites, and an oversized screened porch, perfect for summer entertaining. The guest house is equally inviting and offers welcoming living and dining area, a screened porch, family room, playful bunkroom, two additional guest bedrooms, oversized primary bedroom suite with private deck, and a three-car garage. The gunite pool and spa provide panoramic water views are surrounded by a bluestone patio, classic stonewalls, and lush plantings of colorful roses and hydrangeas. The expansive lawn leads to the water's edge on Eel pond where you can enjoy easy access to Edgartown Harbor and beyond from your private beach where the owners can keep a boat. This desirable private waterfrontage allows you to spend summers clamming, kayaking, paddle boarding, swimming and boating. A truly remarkable Island escape in Edgartown that epitomizes the best of Martha's Vineyard in one of its most coveted locations.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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31 New York Avenue Oak Bluffs MA

Oak Bluffs, MA31 New York Avenue

Price$1,295,000

Est. Mortgage: $/month

MLS Number 37020

  • Residential
  • Square Feet 2390
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.1733

This East Chop home is a true example of New England's classic shingle style architecture. This 1920's Craftsman style home offers the charm and sophistication of its time with impeccably preserved wainscoting, a traditional foyer and high ceilings throughout the entire first floor. The sun-filled living and dining area share one side of the first floor and is a perfect space for entertaining especially around the beach stone fireplace. The kitchen is at the center of the home and, renovated in 2009, offers a warm and inviting space with top of the line appliances, concrete countertops, custom cabinetry and with many of the same aesthetics of wainscoting and high ceilings. This 4-br home has one bedroom on the first floor, plus a laundry room/office space, mudroom, with three more bedrooms on the second floor. The signature front porch overlooks thoughtfully planned perennial gardens, lawn space and mature plantings. There's also a 1-br guest house and it's equally charming! Built in 2013, its wood walls, high ceilings, concrete floor and en suite bedroom with balcony make this 720 sf dwelling perfect for family overflow, guests wanting privacy or can be used as an income-generating property. The fenced in yard is surrounded by tall privet hedge and offers a private, courtyard feeling among the gardens, dogwoods, and other mature plantings. There's a bluestone patio and firepit for summer and winter evening gatherings alike. Only a short walk to East Chop beach, harbor and downtown shops, this one set up for Vineyard living!

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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100 Watcha Club Road West Tisbury MA

West Tisbury, MA100 Watcha Club Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 36565

  • Residential
  • Square Feet 4380
  • Bedrooms 8
  • Bathroom 5
  • Half Baths 1

WATERFRONT ESTATE ON THE SOUTH SHORE. With over 12 acres of land and a large parcel of conservation land directly to the north, this property offers the ultimate in seclusion. There are stunning first floor water views of Watcha Pond and the Atlantic Ocean from the main house and the guesthouse also enjoys water views of Watcha Pond. The 4 members of the Watcha Club Road Association are part owners of a private beach on the Atlantic Ocean half a mile away which you may reach via a quiet dirt road, or simply by traveling the two- tenths of a mile across the pond to the barrier beach from the boat landing at either the main house or guesthouse. Owners also have deeded access to an additional 500+ ft of sandy ocean beach adjoining the east end of the association beach. Ancient moss-covered paths wind their way from both properties down to the pond. The 4-bedroom, 3,000+sq. ft. main house built in 1982 may be used while a future owner designs a new home that takes full advantage of the stunning setting. These cleared views would not be possible if this were an undeveloped building site. The 1,100-sq. ft. guesthouse with 3 bedrooms was designed by architect Joseph Dick and completed in 2013. It has been lightly used and feels brand new. NOTE: A subdivision plan has been drafted and sellers would consider selling the main house on 7.15 acres (guest house would be permitted).

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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 Pondview Drive Oak Bluffs MA

Oak Bluffs, MA30 Pondview Drive

Price$1,229,000

Est. Mortgage: $/month

MLS Number 36606

  • Residential
  • Square Feet 2016
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.6322

Get the most for your investment with this lowest priced new construction 5 bedroom and 3 bath Colonial in an upscale neighborhood with deeded Lagoon access. Located in beautiful Vineyard Hills Association boasts this custom built 5 bedroom 3 bathroom NEW CONSTRUCTION. The colonial style home flares its character and curb appeal with its large farmers porch, beautiful 3rd floor dormers, and circular driveway. More than 2,000 sq. ft. of living space that was custom designed with an open floor plan to the Living, Dining and Kitchen on the first floor and a first floor bedroom and bath. There are 4 additional bedrooms on the second floor with a master suite with another full bathroom. The 3rd floor has an additional 500 plus sq. ft of unfinished living space that can be finished off for the entertainment/media/game room. The HVAC system is propane FHA and central AC with blown open cell insulation. Site plan includes future site for guest house that can have up to an additional 750 sq. ft. of living space. Property is also sited for an 18 x 36 foot swimming pool. The septic system is for 6 bedrooms. The custom kitchen cabinets are a white shaker style of solid maple with a gorgeous Silestone Quartz counter top. Beautiful stainless steel appliances with an island bar in the center of the kitchen. 5 inch plank solid oak flooring and tile throughout the entire home with Andersen windows (400 series) and Jeld-Wen doors. Spacious yard with irrigation to entertain guests for large gatherings. All mahogany decking throughout the farmers porch, sun deck and the outdoor shower complete this home to enjoy many Vineyard memories. Easy to show.

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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69 Kanomika Road Edgartown MA

Edgartown, MA69 Kanomika Road

Price$5,650,000

Est. Mortgage: $/month

MLS Number 36839

  • Residential
  • Square Feet 3958
  • Bedrooms 6
  • Bathroom 4
  • Half Baths 1

Edgartown Great Pond waterfront home with 6 bedrooms, 5.7 acres, over 400' of pond frontage, and boating access to the Atlantic barrier beach. Look no further than this beautiful home designed by Sherman & Associates if looking for a move-in ready option on the great pond. Set privately in Kanomika, a hidden enclave that occupies one of the few true peninsulas on Edgartown Great Pond, this property offers room for family and friends, with options available for pool and guest house. The interior features brilliant light and volume, with huge windows and high ceilings throughout. Fabulous views of the water from many rooms. All of the bedrooms and living spaces offer generous proportions. A brand new boardwalk out to the waterfront provides a sublime connection between the house, land, and water, and the experience of boating, paddleboarding, kayaking, swimming and beach-going on the pond to the Atlantic is second to none on Martha's Vineyard. Built in 2000 and enjoyed by one family for the past 20 years, this property is ready to help create your island memories.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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62 Schoolhouse Road Edgartown MA

Edgartown, MA62 Schoolhouse Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 36759

  • Residential
  • Square Feet 2850
  • Bedrooms 5
  • Bathroom 3
  • Half Baths 2

KATAMA COMPOUND IN EDGARTOWN ESTATES - MANY RECENT UPDATES: NEW WOOD FLOORS IN THE LIVING ROOM AND KITCHEN, NEW FLOORS IN GUEST HOUSE, NEW KITCHEN CABINETS, GARAGE HAS BEEN PAINTED & LANDSCAPING IS BEING INSTALLED (PHOTOS OF UPDATES COMING SOON). Four bedroom main house & detached two car garage with one bedroom apartment above. The home has been extremely well maintained and sits on a half acre of land, in close proximity to both South Beach and Edgartown Village. Skylights in the main house provide loads of light and there is an open floor plan that flows from the kitchen to a large living area. Sliders lead to the south facing deck, which is ideal for those warm summer evenings. Other great features include a brick fireplace, hardwood floors, balconies off two of the bedrooms and a third floor that provides a second living area. There is a full basement that offers potential for additional living space. The apartment is situated in a way that offers complete privacy from the main house and even has its own wrap around deck. There is a bonus room on the main level of the garage with half bath. A custom built cedar storage shed is the perfect spot for bikes & beach toys. The nearby bike path leads to town or south beach and the Katama General Store is right down the street! Contact listing agent for photos of updated kitchen and living area.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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88 North Water Street Edgartown MA

Edgartown, MA88 North Water Street

Price$6,250,000

Est. Mortgage: $/month

MLS Number 36728

  • Residential
  • Square Feet 5022
  • Bedrooms 7
  • Bathroom 5
  • Half Baths 1

This classic captain's home lies in the middle of historic North Water Street and offers terrific views of Edgartown Harbor. The stately 1850's residence with its tall ceilings, grand staircase and many fireplaces have retained most of its original character. The ground floor offers gracious living areas and a kitchen with large bay window facing the rear yard while the 2nd floor offers 6 bedrooms. There are steps to the 3rd floor attic and the rooftop windows walk offering views from one of the highest points in town. There is a large rear yard with ample room for a pool if desired and a two bedroom guest house with living room and shared bath. A must see if desiring a fine in town Edgartown water view property.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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52 Mill House Way Vineyard Haven MA

Vineyard Haven, MA52 Mill House Way

Price$11,500,000

Est. Mortgage: $/month

MLS Number 36702

  • Residential
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6
  • Half Baths 2

This gracious, impeccably detailed, three-story air conditioned home with guest house and garage overlooks Vineyard Haven harbor towards the East Chop lighthouse, steps away from its own sandy beach and an easy stroll to downtown Vineyard Haven. Thoughtfully sited and designed, the 5,787- sf house on 1.55 acres includes four bedrooms, an expansive living and dining room, and multiple porches with spectacular water views. A graceful gambrel designed house was built in 2004 which incorporates an abundance of windows, red cedar shingles, and copper gutters. The first floor boasts an open living room with a dramatic fieldstone fireplace and a wall of French doors with views of the harbor. The gourmet kitchen adjoins a screened in porch for that perfect sunset dinner. Enjoy multiple outside sitting areas including a porch, another screened in porch and an outside kitchen and dining table on a sunny bluestone terrace. The second floor has a breathtaking master suite with an enviable master bathroom. Completing the second floor are three more bedrooms en suite and two sitting rooms. A third floor with large open spaces and sweeping views, especially from the widow's walk, will entice you for that afternoon read. Additional amenities include a full walkout basement with wet bar, an exercise room, a media room, plus a state of the art wine cellar and an elevator. This is a very special offering!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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41 Road to the Plains Edgartown MA

Edgartown, MA41 Road to the Plains

Price$1,400,000

Est. Mortgage: $/month

MLS Number 36495

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.97

Located in sought-after Katama, this inviting and sun filled four-bedroom, two full bath home is uniquely positioned on nearly 1-acre set well back from the main road. The first floor features an open kitchen with recently updated appliances and windows that let the natural light stream in, a wood-burning fireplace living room, a family room, and an office. Adjacent to the living room, with access from 2 sets of French doors, is the large, wraparound deck overlooking the private yard. The second floor offers four bedrooms, including a spacious master bedroom. Once connected to town water and sewer, the Board of Health will allow up to 7-bedrooms and potentially a guest house with special permit. Minutes to South Beach, Edgartown's shopping, and restaurants, this home is perfectly located for convenience and privacy. More photos coming soon!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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66,57,59 Jernegan Pond Road Edgartown MA

MLS Number 36329

  • Residential
  • Square Feet 1680
  • Bedrooms 3
  • Bathroom 2
  • Half Baths 1

Terrific Edgartown location abutting 27 acres of Sherriff's Meadow conservation land. A combined 3 lot parcel totaling 1.77 gently sloping acres upon which is a 3 bedroom 2 1/2 bath home, ready for your personal touch. With Town approvals, and septic upgrades, there is ample room for a 1 bedroom guest house. Just off the West Tisbury Road, near Morning Glory Farm, the bike path, and with easy access to Downtown and South Beach, this property is tucked away in a private, park like setting. Easy to show. Exclusive.

Listed by Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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16 Witchwood Lane Edgartown MA

Edgartown, MA16 Witchwood Lane

Price$3,749,999

Est. Mortgage: $/month

MLS Number 36125

  • Residential
  • Square Feet 4724
  • Bedrooms 5
  • Bathroom 4
  • Half Baths 2

Katama with deepwater dock slip - Five bedroom Katama house with swimming pool and a slip on a deepwater dock. This property in the distinguished Witchwood neighborhood is nestled on 3.5 acres and is set back from the road for ultimate privacy. The large stately home awaits your updates or can be lived in its current well-maintained condition. There are multiple living spaces both formal and casual. On the first level there is a large master bedroom en suite; a large living room with double-sided wood-burning fieldstone fireplace; a formal dining room; and a casual dining area with open kitchen. The second level has 2 bedroom en suites along with 2 more bedrooms that share a full bath. To complete this offering there is an attached 3-car garage, gunite pool, and a large deck for outdoor dining and relaxation amidst the mature plantings. A guest house is permitted. Enjoy the amenities of the Witchwood Association which include the use of 2 tennis courts and an assigned slip on the deep-water pier that accommodates boats up to 35'. House can be occupied right away.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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27, 30, 31 Tower Lane; 34 Eben's Lane Chilmark MA

MLS Number 35757

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathroom 4
  • Acreage 67.2

PRICE CHANGE reflects the addition of 3.9 acres to the existing listing. Large estate in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you. The options for this property are many and varied.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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