$5M - $10M

22 Quitsa Lane Chilmark MA

Price$9,995,000

Est. Mortgage: $/month

MLS Number 34036

  • Residential
  • Square Feet 3888
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Green Hollow Road Edgartown MA

Price$9,800,000

Est. Mortgage: $/month

MLS Number 34450

  • Residential
  • Square Feet 3875
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 1

A rare opportunity to create the ultimate Edgartown Harbor front compound has become available at Green Hollow Way for the first time in over 50 years. The 2.5-acre parcel includes 3 dwellings, which combine for a total of 8 pre-existing bedrooms, offering complete planning flexibility. The property provides an incredibly rare sense of privacy and yet is conveniently located between downtown Edgartown and South Beach. The property also includes a 180 +/- feet deep-water dock, which has a classic harbor beach cottage that could never be replicated.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Jacobs Neck Road Edgartown MA

Price$9,750,000

Est. Mortgage: $/month

MLS Number 35464

  • Residential
  • Square Feet 4520
  • Bedrooms 4
  • Bathroom 4
  • Acreage 13.8

Rarely does a brand new home become available in such a distinguished neighborhood. Set on 14 waterfront acres in Boldwater on the south shore of Martha's Vineyard stands this 4,250 sq foot home built to the very highest specifications. The open floor plan allows the entire family to gather in the Great Room with living, dining, and kitchen areas all combined beneath soaring cathedral ceilings. The bedrooms are large and offer gorgeous water views. There are several outdoor spaces to take full advantage of the stunning natural surroundings. In the morning you can sit and enjoy a cup of coffee while you watch the osprey swoop and soar to the background music of the ocean waves. The screened porch is a gathering place in the evenings before dinner is served. A short boardwalk leads to your private shoreline on the shores of Edgartown Great Pond, where a mere 10-minute boat ride has you stepping into the barrier beach and the great Atlantic Ocean. There are recreational opportunities for young, old, and everyone in-between - sailing, paddle boarding, kayaking, swimming, fishing, surfing, and many miles of trails for walking or biking right from your back door. Guest house and swimming pool are permitted.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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Lot 4 at Homers Pond West Tisbury MA

Price$9,500,000

Est. Mortgage: $/month

MLS Number 34296

  • Land
  • Village South Shore
  • Acreage 23.7

This 23.7 acre oceanfront parcel offers substantial buildable rights that will offer breathtaking southwesterly views of the Atlantic Ocean, barrier beach, Homers Pond and the cliffs of Squibnocket beyond. There is a existing one-bedroom beach house that could be rebuilt in place as well as a significant main house building site behind. As one of the lots in Homers Pond Association, you commonly own 141 acres of conservation restricted land which provides a majestic entrance to the properties. In addition you are one of 3 lots that commonly own over 46 acres of association land which can be improved to offer any number of usages and represents great value. One can also walk directly from the property through the dunes to access over 1,200 sf of private beach. With engineering and utilities in place, tremendous build ability and the ultimate secluded location, this is an amazing opportunity.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 and 140 State Road Chilmark MA

Price$9,250,000

Est. Mortgage: $/month

MLS Number 33559

  • Residential
  • Village South
  • Square Feet 4600
  • Bedrooms 7
  • Bathroom 6

Spectacular 3 home waterfront Chilmark estate on 5.4 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history. “Lorca” is sited on a 1.4 acre lot (140 State Rd) while “Lenom” and the “Boathouse” are sited on the abutting 4 acre lot (138 State Rd). These 3 homes are offered together for the first time in over 50 years. Built in 1939, the original "Lorca" home was expanded in 1973 and renovated over the past 40 years. This year round home evokes old Vineyard charm with modern upgrades and features water views from almost every room. “Lorca” has 3 bedrooms, 2 bathrooms, and light open living spaces with wonderful picture windows through which to enjoy views of the pond and the ocean beyond. Enjoy al fresco dining on the water facing decks then walk down a gentle grassy slope to your own private dock on the pond, surrounded by nature. “Lenom” is the second home with 3 bedrooms and 3 baths. Most recently expanded in 1988, the kitchen and dining area were renovated in 2013 and air conditioning was added in 2017. This year round house has a beautiful stone fireplace, a focal point of the open living/dining area, and a rooftop deck that has wonderful 360 degree views of Stonewall and Quitsa ponds. Nestled between “Lorca” and “Lenom”, on the water's edge, is “The Boathouse”. Built in the early 1970's as a boathouse it was expanded in the 1980s into an additional home with one bedroom and one bathroom plus loft space, full kitchen, living room and lovely outdoor decks over-looking the pond. Each of these homes, with its own unique vistas and water views, is privately situated. Together they create a family compound that allows both separation and the ability to come together so the whole property can be enjoyed by all. Relax in the beauty or enjoy sailing, kayaking, swimming and paddle boarding. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. Just a short walk, boat or drive to nearby private association Stonewall ocean beach. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound. This is an extraordinary property, exclusively offered as a 3 home estate for $9,250,000 or the two parcels may be purchased separately.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Austin Pasture Road Chilmark MA

Price$8,900,000

Est. Mortgage: $/month

MLS Number 34345

  • Residential
  • Village South
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 3

A magical setting on Squibnocket Pond with endless waterviews of Squibnocket Pond, Atlantic Ocean and Nomans Land Island. Perched high up on a hill on over 16 acres of untouched land, sits this inviting Chilmark home that has been crafted to take in the beautiful surroundings and private landscape. The home features wonderful wood throughout, a generous main level with an open living room and a stone fireplace, a built-in window seat, a spacious dining room and a large gourmet kitchen with an over-sized island. The master suite includes a spacious bath and access to a lovely porch overlooking Squibnocket Pond and beyond. A separate guest wing includes 2 additional bedrooms and full guest bath. Oversized windows allow for spectacular waterviews in every direction. The lower level features a comfortable sitting room with a wood stove, 2 guest bedrooms, full bath and access to a one car garage and storage area. Venture down a peaceful footpath to the water's edge and boat, kayak, or paddle board with ease on Squibnocket Pond. With over 16 acres of grounds, this home is sited to take in mesmerizing waterviews and its serene setting is the perfect retreat to create memories for a lifetime.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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32 Boldwater Road & 3 Jacobs Neck Road Edgartown MA

MLS Number 35130

  • Residential
  • Village South Shore
  • Square Feet 4519
  • Bedrooms 5
  • Bathroom 4

35-acre WATERFRONT estate on Edgartown Great Pond with spectacular views and deeded access to Boldwater's association beach. This offering consists of two parcels with a house, carriage house, and pool on one parcel and the potential for a complete buildout on the other. The house and carriage house totaling 5 bedrooms spread over 4500 sq ft were designed to take maximum advantage of the wide Ocean views over Edgartown Great Pond. Keep a boat or two or three on the 500-ft stretch of private beach you own on Edgartown Great Pond where it is a quick jaunt to the barrier beach. On one side of this barrier beach are calm waters where kids enjoy building sandcastles and chasing crabs, and on the other side is the vastness of the Atlantic Ocean with its roaring surf. The acreage is comprised of many different features including stone walls, open fields, pond front beaches, and secret paths leading to tranquil waterfront spots. Boldwater is one of the most distinguished and desirable communities on the south shore and this 35-acre estate is among its preeminent settings.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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109 North Water Street Edgartown MA

Price$8,650,000

Est. Mortgage: $/month

MLS Number 35208

  • Residential
  • Village Downtown
  • Square Feet 882
  • Bedrooms 2
  • Bathroom 1

This unique Edgartown harbor front parcel offers the rare opportunity to construct a newly built house on historic North Water Street with amazing views of the lighthouse and entrance to the harbor. Complimenting the property is the most charming two-bedroom boathouse just steps to the sandy shoreline. There is a deeded dock slip for a 17-foot boat on the neighboring dock. A very special property that must be seen if considering an inner harbor property acquisition.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Beach Plum Lane Chilmark MA

Price$8,500,000

Est. Mortgage: $/month

MLS Number 35399

  • Residential
  • Village North
  • Square Feet 2140
  • Bedrooms 4
  • Bathroom 3

Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was lovingly restored by the current owner and Joseph Dick, a well-known and respected architect on the Cape and Islands. The main house features two bedrooms, two baths, living and dining rooms with water views, fireplace, well-appointed kitchen, outdoor rain shower, and a front porch which provides a front row seat to those magical Menemsha sunsets and the Elizabeth Islands. The guest house has one bedroom and bath, large, open living and dining areas, an ample kitchen, and an outdoor shower. Adjacent to the guest house is a detached, one bedroom cottage. A cottage at the rear of the property contains an office with wide water views and a lower level space currently configured as a personal gym. The last of the five cottages on the property is used for storage of seasonal furnishings. Mature landscaping, specimen trees and lush perennial gardens surround the property and delight the senses with vivid colors and welcoming floral scents. A short stroll on a deeded path takes one to the historic fishing village of Menemsha, it's seafood and craft shops and the calm waters at Menemsha Beach.

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Azalea Lane Chilmark MA

Price$8,250,000

Est. Mortgage: $/month

MLS Number 34126

  • Residential
  • Village South
  • Square Feet 2511
  • Bedrooms 5
  • Bathroom 3

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. Note that the images shown are of the house BEFORE renovation. Detached garage.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 Spruce Gate Road Chilmark MA

Price$7,750,000

Est. Mortgage: $/month

MLS Number 34218

  • Residential
  • Village South
  • Square Feet 3700
  • Bedrooms 5
  • Bathroom 3

Squibnocket Farm, Martha's Vineyards' only exclusively gated private community is further enhanced by the private 450+ acre Squibnocket community with over 1.5 miles of pond front, over 2 miles of ocean front, 300+ acres of conservation land and shared with only 12 other homes. This turnkey offering melds modern construction and comfort with an idyllic farm-like setting and directly abuts 17 acres of conservation land. Stately and elegant, the property residence sprawls peacefully amid surrounding natural beauty. The home was designed and built by Soikkeli & Company, a well-known luxury contractor on the Island. The exterior design evokes traditional New England farmhouse style, with multiple gables and cedar shingles defining the facade. The living space centers on a gorgeous chef's kitchen - soapstone counters, custom farm sink, all new top of the line appliances and fixtures, and a charming pantry are just a few of the outstanding elements found within. Two living rooms flank the kitchen on either side, and the master suite is set perfectly on the first level at the home's southern end. Four additional bedrooms are found on a northerly wing, as is the two-car garage. Views of the ocean, Squibnocket Pond, Noman's Land, and open fields are readily available from many rooms. The house is wired for sound and includes smart home features such as Nest learning thermostats for the AC and heating systems, and sound controlled by HEOS. The landscape of the property was thoughtfully designed, highlighting ancient stonewalls on the property borders. Along with gracious lawns, flower beds and an organic vegetable garden, the property offers nearly 3 acres of fenced pasture as well as permits for a pool and horse barn. Outdoor living areas to enjoy include an expansive back deck, a superb screened porch with outdoor fireplace, and an outdoor fire pit - ideal for summer evenings or nighttime star-gazing. Ownership in Squibnocket Farm provides access to miles of trails, multiple accesses to Squibnocket Pond, and access to the exquisite homeowners beach, which is home to some of the most stunning sandy beachfront and dunes on the Atlantic seaboard. Squibnocket Farm is a paradise that must be seen to fully experience - a rare enclave of privacy and calm.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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93 South Water Street Edgartown MA

Price$7,500,000

Est. Mortgage: $/month

MLS Number 33715

  • Residential
  • Village Downtown
  • Square Feet 5207
  • Bedrooms 5
  • Bathroom 5

Located within Edgartown's charming Historic District and offering magical views across a tidal pond to Edgartown Harbor, lies this unique 5 bedroom residence. The home underwent a complete renovation in 2010 preserving every historic detail while introducing a fresh and stylish flair. The first floor offers a gourmet kitchen, family room, dining room and large living room with fireplace and French doors leading to the harbor facing deck. The 2nd floor offers 4 bedrooms and 3 baths. There is an entire wing offering an dramatic master bedroom suite with a 20 foot high, cathedral ceiling, an office, sitting room and luxurious bathroom. The lower level offers a second living space, bathroom and walkout to the covered grill area, exterior shower and pool / terrace area. Complimenting the property is a 2-car garage and perfectly landscaped lot which stretches from South Water Street to the waters edge, all located less than three blocks from Main Street.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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