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Martha's Vineyard Luxury Homes

Find real estate listings for luxury homes on Martha's Vineyard. You’ll find a variety of spectacular homes with beautiful water views, fine finishes, expansive yards, privacy, and many wonderful features. Explore homes priced at $1M and higher.

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Aquinnah | Chilmark | Edgartown | Oak Bluffs | Vineyard Haven | West Tisbury

39 Runner Road West Tisbury MA

West Tisbury, MA39 Runner Road

Price$1,100,000

Est. Mortgage: $/month

MLS Number 36897

  • Residential
  • Square Feet 1053
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

Enjoy beautiful summer days at this magical renovated retreat in the heart of West Tisbury. Just a 3 minute walk to the library, galleries and Alley's Store, this wonderful home offers a great location in the village in a private neighborhood. Access to dock on Tisbury Great Pond allows you to motor or Kayak out to the land bank beach and enjoy the picturesque views of horse farms and extraordinary wildlife. Multiple levels with cathedral ceilings and open concept living, this bright home has nooks, crannies and a loft. The upper decks, terraces and pergolas extend the living spaces in summer and the gas fireplace makes for cozy winters. Charming detached studio off the large deck for work space or extra sleeping.

Listed by Conroy & Company R.E., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 School Street Edgartown MA

Edgartown, MA95 School Street

Price$2,650,000

Est. Mortgage: $/month

MLS Number 36899

  • Residential
  • Square Feet 2161
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Enjoy the wonders of Village living! The ultimate location in the historic district, on one of the most prestigious streets in the Village. Just 4 blocks from Main Street for dining and shopping, and steps to the bike path and bus to South Beach - what could be better. The property features a recently updated three-bedroom main house, and charming one-bedroom detached guest cottage. The custom-built field stone wood-burning fireplace creates a focal point for the living and dining rooms and adds to the dynamic of the over sized windows. The adjacent game room with built-in bookshelves is an inviting space for recreation or that quiet place to read a good book. With cherry cabinetry, double sinks, and an island with seating, the kitchen allows the cook to connect with family and guests. Just off the kitchen is a fabulous screen porch for all to convene for dining, entertaining, or pure relaxation. Of course, we can't forget the outdoor shower, a Vineyard staple, off the porch. The master bedroom with a vaulted ceiling and en suite bath occupies the right side of the second floor. Two comfortably sized bedrooms, and a shared bath with a claw foot tub and separate shower complete this floor. If you are looking for additional outdoor living space, there is potential to access the full roof deck with railings through the back guest bedroom. The piece de resistance is the private detached guest cottage with a large bedroom and a full bath. With a strong rental history, move-in ready, with furnishings available, and a private driveway with room for two parking spaces, this is the ultimate Village property. Check out the floors plans and virtual tour for a more detailed preview of the house and guest cottage. There are rentals in July, so advance notice is necessary to schedule a showing.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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90 Dukes County Avenue Oak Bluffs MA

Oak Bluffs, MA90 Dukes County Avenue

Price$2,195,000

Est. Mortgage: $/month

MLS Number 36887

  • Multi-Family
  • Village Downtown
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 1

ULTRA CHIC + LUXE IN-TOWN MIXED-USE COMPOUND. Located within walking distance to Oak Bluffs town center and harbor, this luxurious designer's own property offers a one-of-a-kind opportunity -- with three residential living spaces, multiple commercial office spaces, plus off-street parking spaces for up to nine (9) cars. Ideal for a savvy investor or business person looking for a condominium conversion OR a live-work situation with opportunity to do use rental income to offset ownership costs. The property currently generates $120,000+/year in combined commercial and residential rental income. The compound is anchored by a private and beautifully landscaped courtyard. The different spaces are as follows: THE TREE HOUSE (1,668 sq. feet) 3-Bedroom | 3-Bath second-floor unit with private deck; THE GARDEN HOUSE (797 sq. feet): 1-Bedroom | 1-Bath ground-floor unit; THE GATE HOUSE (1,350 sq. feet) 1-Bedroom | 1-Bath ground floor unit; LOWER LEVEL (1,466 sq. feet - not included in total SF shown) and featuring 12-foot ceilings, multiple rooms and a half bathroom. There is also a 1-car garage or storage shed on the first floor of the compound. There are superlative architectural and designer touches throughout this amazing property. Select furnishings are available for separate purchase. There is no other offering like this unique property . . truly a must see!

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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53 Hilltop Road Vineyard Haven MA

Vineyard Haven, MA53 Hilltop Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 36881

  • Residential
  • Village West Chop
  • Square Feet 3661
  • Bedrooms 5
  • Bathroom 5

THE SWEETEST SPOT IN WEST CHOP. Just once in a blue moon, a property of this character, charm and quality becomes available on the island. Renovated from top to bottom, pursuant to plans by noted architect Patrick Ahearn in 2012, this absolutely charming West Chop compound, with Main House and Carriage House, features all of the iconic elements of a quintessential picture-postcard Vineyard home. Attractive architectural design details include a welcoming covered porch, beautiful pine floors and tile work, custom beaded board, v-groove and raised paneling, plus top-quality fixtures and appliances. This charming home features three levels of living space, all with French doors that open onto outdoor decks, covered terraces and a large screened porch which is idyllic for indoor-outdoor living and entertaining. Set on over two acres, this property enjoys a special sense of place overlooking a golden meadow and framed by a gorgeous stone wall, billowing blue hydrangeas and exquisite perennial gardens. The sandy shores of the Mink Meadows Association Beach are just a short bike ride away and membership to Mink Meadows Golf Club is available without the wait list. Located within close proximity to the West Chop Club, the Yacht Club and Vineyard Haven Village, this is an extraordinary home and opportunity for summer or year-round living.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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25 Meshacket Road Edgartown MA

Edgartown, MA25 Meshacket Road

Price$2,695,000

Est. Mortgage: $/month

MLS Number 36888

  • Residential
  • Village Katama
  • Square Feet 3646
  • Bedrooms 4
  • Bathroom 4

PRE-CONSTRUCTION OPPORTUNITY. Welcome to Edgartown's newest luxury community, right off Meshacket Road and nestled in a lovely woodland setting. EXCELLENT LOCATION - short distance (approximately 1.5 miles) to Edgartown Village and offering easy access to South Beach via bike or car. Build your brand new dream home designed by premier island architect Chuck Sullivan. (Floor plans are included in the price). ROOM FOR A POOL at an additional cost! Connection to town sewer allows EXPANSION POSSIBILITIES of up to 6 bedrooms under current Edgartown zoning regulations. Your Vineyard oasis awaits you!

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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5 Plains Head Lane Edgartown MA

Edgartown, MA5 Plains Head Lane

Price$1,695,000

Est. Mortgage: $/month

MLS Number 36882

  • Residential
  • Village Katama
  • Square Feet 2000
  • Bedrooms 3
  • Bathroom 3

IDYLLIC KATAMA BEACH RETREAT. Listen to the sounds of the ocean from this sun-filled retreat near South Beach. Perfectly designed for indoor-outdoor living and barefoot elegant entertaining, this property features an open-designed Great Room with 10-foot ceilings, beautiful hardwood floors, a gas fireplace and large sliding glass doors that open out onto a spacious wraparound mahogany deck . . . perfect for morning coffee, alfresco dining or lounging in the sun with a book with the sounds of the ocean nearby. This attractive retreat features an updated kitchen with beaded board cabinets, granite countertops and all-new stainless appliances - as well as updated bathrooms with stone countertops, tasteful fixtures and tile floors. The beautifully landscaped and private yard includes room to add a pool or to expand the home pursuant to architectural designs created by noted architect, Keith Musinski of Equilibrium Design (please inquire). Located just a short bike ride or 10-minute stroll from South Beach, this immaculate home is move-in perfect and ready to become your perfect Katama vacation retreat or investment property. Rental income history is available on request.

Listed by Point B Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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36 Woodhaven Drive Edgartown MA

Edgartown, MA36 Woodhaven Drive

Price$1,499,000

Est. Mortgage: $/month

MLS Number 35813

  • Residential
  • Square Feet 2700
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.5612

MOVE-IN READY, CUSTOM BUILT HOME WITH 5000+ ACRES OF STATE FOREST OUT YOUR BACK DOOR - Spacious and in terrific condition, this home has it all and then some - from excellent curb appeal to a light-filled interior. All the amenities one would expect for a comfortable and active lifestyle including attached two-car garage, central air conditioning, kitchen with center island and pantry, gracious first-floor master bedroom suite, two guest bedrooms plus a large multi-purpose open loft. Large windows and glass doors line the back of the house, letting the outside scenery in and provides natural flow to the expansive deck. A beautiful, setting surrounded by mature and lush landscaped grounds and to satisfy that active lifestyle, enjoy miles of hiking and biking trails right from your back yard. Located in Island Oaks, a neighborhood of upscale homes offering a private setting yet convenient to all Edgartown offers.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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22 Old Harbor Lane Oak Bluffs MA

Oak Bluffs, MA22 Old Harbor Lane

Price$1,100,000

Est. Mortgage: $/month

MLS Number 36734

  • Residential
  • Village Sengy
  • Square Feet 1833
  • Bedrooms 4
  • Bathroom 2

Year-round living in Waterview Farm! This 4 bedroom home is a short distance to the association beach and dock, and enjoys spectacular sunset views over a beautiful 10 acre, forever wild meadow. Many upgrades over the past few years make it move-in ready, and it has a very strong rental history, grossing over $40,000/season. Extend your own season or enjoy the peaceful bliss and stark beauty all year long. SHOWINGS ON SUNDAYS BETWEEN 10 & 2 - MASKS AND GLOVES MUST BE WORN.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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119 South Water Street Edgartown MA

Edgartown, MA119 South Water Street

Price$2,950,000

Est. Mortgage: $/month

MLS Number 36833

  • Residential
  • Village Downtown
  • Square Feet 1949
  • Bedrooms 4
  • Bathroom 2

RARE FIND ON PRESTIGIOUS SOUTH WATER STREET - Set on over 15,000sf of land, this antique cape is move-in ready yet offers countless expansion opportunities including the addition of a guest house, pool and other accessory structures. The home has been professionally restored, preserving the historical details and 18th-century ambiance and now boasts modern amenities with new plumbing, electric, heat and central air-conditioning. Warm and inviting with three working fireplaces surrounded by handsome paneling, built-in cupboards, exposed timber beams, wide pine flooring, and so much more. An unexpected bonus is the picture-perfect view of the Edgartown Lighthouse, seen from the second floor. An outstanding offering with the harbor and all the wonderful amenities the Village offers just steps away.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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86 Turkeyland Cove Road Edgartown MA

Edgartown, MA86 Turkeyland Cove Road

Price$5,500,000

Est. Mortgage: $/month

MLS Number 36832

  • Residential
  • Village Katama
  • Square Feet 3003
  • Bedrooms 4
  • Bathroom 3

ON THE GREAT POND- WATERFRONT , EDGARTOWN. Sitting on the point of Turkeyland Cove this meticulous 3.5 acre compound offers both luxury and a peaceful nature retreat. The Main House has water views from nearly every room with three bedrooms, a chef's kitchen, office study, two fireplaces, is fully air-conditioned for year-round enjoyment. There are surrounding decks for entertaining above the large sweeping grassy lawn. The detached fourth bedroom Carriage House overlooks a private pool area with perennial gardens, stone walls and it's own full cabana. The wide expansive waterfront offers a sandy beach to launch your boats, kayaks and paddle boards with Deeded Atlantic Beach Rights included ! Plus, it is located only a short drive to the charming historic village of Edgartown .

Listed by Suzanne Lanzone & Associates LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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2 Rockrose Path Chilmark MA

Chilmark, MA2 Rockrose Path

Price$1,395,000

Est. Mortgage: $/month

MLS Number 36863

  • Residential
  • Village South
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3

This four bedroom, three bath home with ocean views is located on Rockrose Path off Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath, large laundry room and plenty of storage space. Furnishings available separately. Access to a deeded, private Atlantic Ocean beach at Thumb Cove is also available separately (follow this link: http://vineyard.mylinkmls.com/Listings/36865).

Listed by Russell Maloney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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54 Clevelandtown Road, Lots 11 & 12 Edgartown MA

MLS Number 36817

  • Residential
  • Village Katama
  • Square Feet 3430
  • Bedrooms 3
  • Bathroom 2

Situated a 15 minute walk to downtown Edgartown, this 1.2 acres of land, with house and two car garage, consists of 2 separate Building Lots. It has future potential value that any savvy investor can quickly see. Although the house needs work, its Edgartown location is priceless!

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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24 Paddock Road Oak Bluffs MA

Oak Bluffs, MA24 Paddock Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 36525

  • Residential
  • Square Feet 3450
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

BEST VALUE IN THE PRESERVE!!! New Custom Built Residence, 2019, by Dubin Construction situated in OAK BLUFFS' most desirable Community that features large home sites and lots of conservation land with a pond. Contemporary design offers upstairs and downstairs master bedroom suites as well as a first and second floor living room and includes two additional bedrooms with a shared bath. Kitchen has gorgeous cabinetry with high end appliances, there is wide oak flooring throughout and gleaming marble tile detail in entrance, laundry and bathrooms. Other highlights include luxurious bathrooms, large deck off living and dining room, stone patio off first floor master, and a very special stone fireplace anchors the great room. Call for an appointment to view this wonderful property!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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277 North Road Chilmark MA

Chilmark, MA277 North Road

Price$8,950,000

Est. Mortgage: $/month

MLS Number 36813

  • Residential
  • Village North
  • Square Feet 2914
  • Bedrooms 6
  • Bathroom 3

The James Cagney Estate - A vast 70-acre estate with multiple building sites on the north shore of Chilmark. This is possibly the last time a real estate asset of this scale ever becomes available on Martha's Vineyard. The property is a world unto itself offering so much of what Chilmark and Martha's Vineyard are rightly famous for - water views, beach access, sun-dappled meadows, shaded forests through which streams and brooks wend, and lichen-covered stone walls. Exploring this estate - actually made up of three contiguous pieces of property - is like traveling through time and offers a window into a Chilmark of days gone by. The property was at one time the summer retreat of movie star Jimmy Cagney whose affection for this place is legendary. The Cagney house dates from the 1700s and is still in its original location along with a second house, studio, and barn. The prime waterview building site is located a distance away and is completely private. Located on a ridge and surrounded by acres of meadows and stone walls, this site offers views of Vineyard Sound and the mainland in the distance. A third building site is situated in another area of wide open meadows. The opportunities to develop this estate are many and varied and are limited only by a buyer's vision. This rare property could be yours to be treasured now and for generations of your family to come - truly a refuge from the exigencies of modern city living.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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138 & 138B State Road Chilmark MA

Chilmark, MA138 & 138B State Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 36861

  • Residential
  • Village South
  • Square Feet 2558
  • Bedrooms 5
  • Bathroom 4

This is an amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds just past Hariffs Bridge. A 3 bedroom main house and 2 bedroom guest house occupy 4 acres of private natural land, and include access to Stonewall pond and Stonewall beach. The "Lenom" property has been in the same family since the 1970's and is being offered for the first time in over 50 years. The year-round main home has been lovingly maintained over the years and AC was added in 2017, the whole house interior was painted in 2020 which has transformed the space and emphasizes the cathedral height living room and the impressive central stone fireplace. Glass doors and three large picture windows surround the dining area to maximize the water views and summer indoor/outdoor living and entertaining. There's also a lovely patio directly off from the dining area to enjoy the outdoor space. The open kitchen has views over to 'Quitsa pond and was fully renovated in 2013 and painted in 2020. Upstairs there's a loft/TV space and also a great viewing roof deck to enjoy sunrises and sunsets and 360 degree water views all day long. The master bedroom is nicely separated from the other 2 guest bedrooms and there are three bathrooms in total, plus an outdoor shower. The guest cottage was converted from the original boathouse to a comfy one bed plus loft bedroom escape right at the water's edge. The upstairs living room with deck that overlooks the pond, bathroom, (with a second water view outdoor shower), and compact open kitchen/dining make this a great space for extra guests or extended family to stay. A new 2 bed septic has been designed and approved for this building. The property has been a popular rental with many repeat families enjoying the homes for generations.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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56 Hatch Road Vineyard Haven MA

Vineyard Haven, MA56 Hatch Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 36855

  • Residential
  • Square Feet 2325
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2

This jewel of a contemporary on Hatch Road sets the stage for summer or year round living featuring waterviews, a neighborhood beach for launching your kayack or dinghy, an open concept design for entertaining family and guests and a convenient location midway between the village and West Chop. A wonderful balance between openess and privacy the first floor offers views of the harbor straight through from the gourmet kitchen to the sunny deck. A quiet den tucked to the side provides an entertainment/TV room as well as functioning as an additional bedroom. The covered porch off the den provides shade while the open first and second level decks catch the morning rays. The second floor harbors three en suite bedrooms with access to the upper deck from the master and one of the guest bedrooms. On the north side of the house a glass enclosed "conservatory" leads to the multipurpose room which can function as a bunkroom for the grandkids or with rearrangement of the furniture a garage for winter storage of your car of boat.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 Sarita Walker Road West Tisbury MA

West Tisbury, MA21 Sarita Walker Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 36602

  • Residential
  • Village South Shore
  • Square Feet 3472
  • Bedrooms 5
  • Bathroom 4

A perfect property for horse owners, gardeners, or for those who seek space and privacy in a rural setting. This country estate is beautifully situated on 6.9 acres that enjoys sweeping views across meadows and glimpses of Watcha Pond. There are 142 acres of land dotted with cedars and woodlands abutting the southwestern side of the property. The 2800+ sq. ft. main house oozes character and charm. The first floor welcomes you into a lovely double height living room with the adjoining dining room both with fireplaces. Take the dining through the French doors onto the covered porch & terrace and enjoy grilling on the built-in outdoor barbecue. The chef's kitchen with 12 burner commercial gas stove/oven and wood burning fireplace, offers a dining area set in the full bay window. It connects to the laundry, pantry and side entry porch. The first floor guest wing has 2 bedrooms that share a full bath. The second level has a cozy sitting area with fireplace on the balcony overlooking the living room. The Master Bedroom and full bath is accessed from the balcony hallway. Take in views of the pond from the balcony outside the bedroom. It features 2 walk-in closets. A hidden doorway leads to an office with all the privacy one needs to work from home. The 2 car garage has a studio apartment with bath and kitchen above. There is a one summer bedroom cottage attached by a breezeway -- truly a teenager's dream and a delight for summer guests. The beautifully constructed post & beam 4 stall barn was built in 2010. It's complete with tack room, washing stall and hayloft. A paddock sits along one side. School your horse in the riding ring or ride along one of the many connecting trails along the south shore. More photos to follow

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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18 Paddock Road Oak Bluffs MA

Oak Bluffs, MA18 Paddock Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 36170

  • Residential
  • Village Central
  • Square Feet 4329
  • Bedrooms 5
  • Bathroom 5

Your luxury oasis awaits in Oak Bluffs' most sought after enclave, “The Preserve At The Woodlands.” This new construction luxury home sits on over two acres, surrounded by generous setbacks that provide added privacy among tall pines and oaks. This property truly accommodates the Vineyard lifestyle in a distinctive and beautifully maintained setting perfect for entertaining in the summer and beyond. For the sports and outdoor enthusiast, The Preserve is just a minute from the renowned Farm Neck Golf Club and connects to walking and biking trails that lead to the three down island beaches. With more than 4200 sq. ft., five-bedroom/bathroom ensuites, and 10 ft. ceilings, this stunning home defies expectations! Nestled at the end of a softly curving driveway, hidden from the road by a stretch of mature trees, the house provides coveted privacy coupled with a spacious modern interior that boasts high-end amenities, top of the line appliances, and all the requisites for a home to be enjoyed year-round. Specific features include: First and second-floor master bedroom suites, guest suite, chef's kitchen with Thermidor appliances, hardwood floors, custom tile bathrooms, multiple balconies and patios, luxe closets and storage throughout the home, spacious third-floor loft, massive unfinished basement with 10-foot ceilings, expansive outdoor entertaining spaces, and lush landscaping. As the home approaches the last stages of construction, the new buyers may opt to have the developers oversee the addition of an already-permitted 16'x34' inground pool and/or customize closets and basement. Completion of 18 Paddock is set for September 2020. With few lots remaining in this exclusive neighborhood, don't miss out on this incredible opportunity to fulfill the dream of luxury homeownership on the Vineyard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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273 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA273 East Chop Drive

Price$1,645,000

Est. Mortgage: $/month

MLS Number 36707

  • Residential
  • Village East Chop
  • Square Feet 1104
  • Bedrooms 3
  • Bathroom 1

Little Jaws - Aptly named after the cinematic classic, this quintessential Vineyard retreat exudes charm. Located at the water's edge, this 1930's cottage is centered around the vaulted living room with large beach-stone fireplace. Original hardwood floors and detail throughout. The first floor offers 2 bedrooms with full bath along with kitchen, dining area and sun-room, perfect for an afternoon nap or to catch up with a great book. The second floor is comprised of the Master Bedroom with powder room. The large covered porch is the perfect spot to listen to the waves and watch the activity in Vineyard Sound. Enjoy incredible sunsets, boating, paddle-boarding, fishing, etc, just steps away.

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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14 and 22 Cataumet Avenue Vineyard Haven MA

MLS Number 36803

  • Multi-Family
  • Village West Chop
  • Bedrooms 11
  • Bathroom 8
  • Half Bath 1

EXQUISITE WEST CHOP BEACHFRONT ESTATE - This rare and exquisite beachfront estate features 200 feet of direct frontage on West Chop Trust Beach and is comprised of three 1900's homes with charming architectural details of the era. Privately sited on 1.56 park-like acres, the property features exquisite landscaped grounds with mature trees and plantings, gorgeous perennial gardens and a magnificent lawn that stretches to meet the edge of the shoreline. The five-bedroom MAIN HOUSE was perfectly designed for entertaining and to enjoy the amazing views and sunsets across Vineyard Sound. The enchanting one-bedroom GUEST COTTAGE is loaded with charm -- and the nearby STUDIO building offers a fitness retreat with dry sauna. Sitting along the front row, the majestic five-bedroom BEACH HOUSE is a classic, turn-of-the-century shingle-style home with an expansive wraparound deck and front-row views across the sound. This rare beachfront estate offers an idyllic setting for gathering family and friends to create special experiences and treasured memories for years to come. Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This property is being offered as a combined ensemble as shown here -- or the two properties may also be purchased separately. See LINK listings #36795 and #36796 for more details.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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14 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA14 Cataumet Avenue

Price$6,950,000

Est. Mortgage: $/month

MLS Number 36796

  • Residential
  • Village West Chop
  • Square Feet 3822
  • Bedrooms 6
  • Bathroom 4

WEST CHOP BEACHFRONT CHARMER WITH GUEST COTTAGE and STUDIO. Sited on a quiet and private lane in West Chop, this wonderful 1900's gem is sited on an acre of exquisite park-like grounds that border the West Chop Trust Beach, creating a special and private sanctuary near the sea. Boasting delightful and charming architectural features of the era, the home offers a warm and inviting style -- as well as spacious indoor and outdoor living areas ideal for entertaining family and friends. The property is comprised of a 5-Bedroom Main House, a 1-Bedroom Guest Cottage and a separate Studio with fitness room and dry sauna. The property can be enjoyed as-is or transformed into a signature waterfront compound (conceptual renderings are available). Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This special West Chop property is part of a larger 1.56-acre, three-home estate, which is also being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for details.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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22 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA22 Cataumet Avenue

Price$7,250,000

Est. Mortgage: $/month

MLS Number 36795

  • Residential
  • Village West Chop
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4

BEACHFRONT BLISS ON WEST CHOP. Quietly set on private lane in West Chop and bordering 167 feet of beachfront, this charming 1900's summer home enjoys superlative front-row water views and evokes images of quintessential Vineyard summer days spent living by the sea . . . fishing, clamming, doing “tide rides” down the shoreline, riding bicycles, reading books and more. This turn-of-the-century, shingle-style home features classic architectural details of the era and features an open first-floor living area that opens out onto an expansive wraparound deck overlooking gorgeous park-like grounds and a sandy path that meanders through beach grass to West Chop Trust Beach. Framed between blue skies and sparkling blue waters Sound of Vineyard, this charming seaside home is a perfect place to gather family and friends and create treasured memories for years to come. Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This rare beachfront retreat is part of a larger 1.56-acre, three-home estate, which is being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for more details.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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137 Katama Road Edgartown MA

Edgartown, MA137 Katama Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 36836

  • Residential
  • Village Downtown
  • Square Feet 2000
  • Bedrooms 3
  • Bathroom 2

Ideally located home on the edge of Edgartown Village and "on the way" to South Beach. An easy walk into Town for coffee, shopping, an evening at one of Edgartown's elegant eateries, or to catch the Harbor launch at the Yacht Club. The home features a covered front porch overlooking a garden patio with comfortable couches and umbrellas. There is a fenced yard, and a grassy lawn which leads to the private rear yard and outside deck and shower. Inside, the bright, two story foyer leads the way to a living room with hardwood floors, fireplace, and a wall of windows overlooking the lushly landscaped yard. Beyond, there is an eat in kitchen, home office/den, and half bath. The second floor consists of a Master Bedroom with private bath and two additional bedrooms which share a full bath. The partially finished basement contains a family room, large storage closet, laundry and utility room. And for your island car and other necessities there is a detached two car garage. A wonderful family home.

Listed by American Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 Boston Hill Road Chilmark MA

Chilmark, MA8 Boston Hill Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 36621

  • Residential
  • Village South
  • Square Feet 2500
  • Bedrooms 4
  • Bathroom 3

Within walking distance to Chilmark center and Quitsa boat landing,this 4 bedroom home with beautiful grounds and water views of Menemsha Pond has a light filled interior rising above the in-ground pool. The center of the home with soaring cathedral ceilings has a unique open staircase which leads to the second floor Master bedroom en-suite with study and private sunning deck. Creative designed open living, kitchen and dining areas overlook the pool from every room. 6 bedroom septic provides for 2 additional bedrooms or guest house.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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8B Clambelly Road Chilmark MA

Chilmark, MA8B Clambelly Road

Price$1,195,000

Est. Mortgage: $/month

MLS Number 36736

  • Residential
  • Village South
  • Square Feet 1978
  • Bedrooms 3
  • Bathroom 3

Charming Chilmark residence with 3+ br main home, a barn and two more outbuildings on 3.6 acres with perennial gardens, mature plantings, stonewalls and plenty of privacy. This property is off the meandering, historic Tea Lane and a stones' throw to the new Paint Mill Brook Preserve and down the road from treasured hiking trails at Waskosims' Rock and Tea Lane Farm. The first floor offers a sun filled, open kitchen and expanded living area with beautiful hardwood flooring, a foyer, and a first-floor en suite master bedroom. The second floor offers another living area with two more bedrooms and a partially finished 'bonus' room that could be converted to a fourth, future bedroom. The finished, lower level offers an abundance of additional space and potential! Presently operating as a fully-equipped, commercial kitchen, a dream opportunity for caterers and food enthusiasts, yet could easily be converted to its own in-law apartment with private entrance for your guests, parents or older children. Commercial Kitchen equipment to be sold separately or removed from the property by closing.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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