$10M+

245, 223 & 221 John Cottle Road, West Tisbury, MA

MLS Number 33945

  • Residential
  • Square Feet 10915
  • Bedrooms 9
  • Bathroom 9
  • Half Bath 1

Breathtaking waterfront estate set on nearly 15 acres offering unrivaled privacy, dramatic views, sandy beach and multiple dwellings. The main residence is a 10,000sf masterpiece with eight bedrooms on three levels. Abundant windows found in nearly every room overlook the sumptuous grounds and the awe inspiring water views. Detached from the main residence is a charming yet fully equipped two story- guest cottage. Picturesque gardens and handsome stonework lead to the sanctuary like pool and spa. Set to the east is a vintage cottage with a sprawling lawn leading to the ocean and sitting high above the trees is a contemporary five bedroom residence with captivating views. One complete and very rare waterfront package on one of the most treasured shorelines. This offering includes 223 & 221 John Cottle Road, LINK ID 33024. Square footage and bedrooms/baths for those residences are not included in the noted ELA and bedroom/bath count above.

Listed by Sandpiper Realty

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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189 & 191 Katama Road, Edgartown, MA

Price$27,500,000

Est. Mortgage: $/month

MLS Number 33623

  • Residential
  • Square Feet 6766
  • Bedrooms 12
  • Bathroom 6
  • Half Bath 1

Landmark Edgartown Harbor Estate - One of the most important offerings in recent times. Eleven acres, over 300' of frontage, sandy private beach and deep water dock. Two waterfront homes - the original grand dame, an early 1900's vintage Colonial with 9 bedrooms on three levels and the most commanding views of the harbor, lighthouse, Chappaquiddick and Nantucket Sound beyond and the second, a 1970's contemporary also with stunning views. Set far from Katama Road down a long private drive yet is in the most prime location less than a mile to the village or even less by boat. Lawn games overlooking the harbor and tennis tournaments on the private court may be an annual event. Other structures include a boathouse at the water's edge and a bathhouse just steps from the beach. The property has been held in and treasured by the same family for generations and presents the next owners a number of options to create one of Edgartown's finest compounds.

Listed by Sandpiper Realty

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 & 6 Red Gate Farm Road, Aquinnah, MA

Price$22,500,000

Est. Mortgage: $/month

MLS Number 33264

  • Land
  • Village South
  • Acreage 97.63

Offering priceless peace and privacy on the Aquinnah coastline, this rare and pristine 97.63±-acre oceanfront haven sprawls across 1,060± feet of exquisite dune-fringed sandy beachfront and also fronts another 1,100± feet on picturesque Squibnocket Pond. Held by the same family for nearly 40 years as part of Red Gate Farm, the vast acreage gives the sense of a world apart in an idyllic landscape which has remained virtually unchanged over the centuries. Perched atop various ridges, the potential homesites command glorious views to the ocean's brilliant blue waters and sunsets, also seen from across the pond, in the midst of this sublime seaside paradise of pastoral coastal heathlands and high dunes. Trails meander through the lush age-old landscape of iconic beetlebung, oak, and beech trees in the splendid solitude of this truly extraordinary property, a natural habitat for abundant wildlife. The pond offers a water sports oasis for kayaking, canoeing, sailing, and fishing.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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The Ocean Lot at South Shore Estates, West Tisbury, MA

MLS Number 33986

  • Land
  • Village South Shore
  • Acreage 20

THE OCEAN LOT. This 20-acre (+/-) lot features a building site for a two-story home with the most magnificent views on the island. A home built here will have incredible, direct views of the Atlantic Ocean to the south and expansive views to the southwest down the shoreline to Nomans Island and the cliffs of Squibnocket. The owner of this lot can also build a guest home with commanding ocean and pond views. These building sites are within walking distance from the beach. The owner of this lot has rights to use the 35-acre pond (shared with only one other owner) as well as the 141 acres of conservation land in the northern part of South Shore Estates. SOUTH SHORE ESTATES Only from above can one appreciate the superlative qualities of South Shore Estates. This 308-acre South Shore enclave features ten buildable lots (each can host a main house and a guest house), one with an existing four-bedroom home and another with a one-bedroom beach house, almost 1/2 mile of sandy shoreline, 141 acres of conservation land, and a 35-acre pond. Long Point Refuge borders the property to the west, and to the south lies the Atlantic Ocean. The amount of privacy this sprawling property offers is rarely found on the island, and yet South Shore Estates is close to the airport and less than ten miles from Edgartown. Only residents and guests of South Shore Estates are permitted to use the nearly one half-mile stretch of shoreline, therefore the beach is exceptionally private. 1200' of this shoreline is shared among the owners for their personal use, and the remaining 1200' expanse is Protected Habitat Beach. Only select owners of South Shore Estates are permitted to walk across this beach to access the 1200' private beach. South Shore Estates ensures families a high level of privacy because of its limited number of lots. Each family has the ability to create the compound of their dreams with all the perks including swimming pools and tennis courts. Above all, South Shore Estates is the ultimate opportunity for the buyer who appreciates the enduring value of beachfront property. This unique and exclusive asset promises to bring enduring value, joy, and security to you and your family for generations to come. Acres are approximate. See broker for details regarding prices for lots/parcels with dedicated private beach.

Listed by South Light Property LLC

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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79 Turkeyland Cove Road, Edgartown, MA

Price$16,250,000

Est. Mortgage: $/month

MLS Number 33803

  • Residential
  • Village Katama
  • Square Feet 6892
  • Bedrooms 7
  • Bathroom 8

This stunning custom home sits on 29 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique & lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef's kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

Listed by Landvest MV

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Lelands Path, Edgartown, MA

Price$15,900,000

Est. Mortgage: $/month

MLS Number 33391

  • Residential
  • Village Chappy
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. Designed by Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. Built for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. Truly a rare and unique opportunity to own and enjoy a generational quality estate.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Lelands Path, Edgartown, MA

Price$15,900,000

Est. Mortgage: $/month

MLS Number 33684

  • Residential
  • Village Chappy
  • Square Feet 11677
  • Bedrooms 8
  • Bathroom 8

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

Listed by Landvest MV

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Lelands Path, Edgartown, MA

Price$15,900,000

Est. Mortgage: $/month

MLS Number 33189

  • Residential
  • Village Chappy
  • Square Feet 9441
  • Bedrooms 8
  • Bathroom 8

You cannot find a more complete package! This home has covered all the bases for comfort and elegance. Each of the rooms is designed to capture the strong views from the land looking over Edgartown Harbor and the Atlantic Ocean. The house is designed to allow guest and family to be together on the multiple porches or sharing meals as well as relaxing or watching a movie together. The home has several wings for everyone to spread out and have privacy and quiet time as well. Each bedroom has a bathroom and each wing has a private laundry. The views are really outstanding from all points of the house. Patrick Ahearn was able to capture the natural beauty of this property and what it overlooks by designing a home that embraced the land completely with the home design. If you like privacy and easy access to secluded sandy beaches, you should see this home. Conservation land abuts the property securing what is so special about the natural aesthetic of Chappaquiddick open meadows, water views and sandy long beaches.

Listed by Tea Lane Associates

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Beach Street, Edgartown, MA

Price$15,850,000

Est. Mortgage: $/month

MLS Number 33765

  • Residential
  • Village Downtown
  • Square Feet 5554
  • Bedrooms 7
  • Bathroom 5

Truly one of the finer homes on Edgartown Harbor, 8 Beach Street offers over a half of acre of property, a white sandy beach and a substantial deep-water pier, all just a short walk to town. The historic home was originally built in the 1890's and is prominently situated atop a stable bank with arguably the best view of the entrance to Edgartown Harbor. The updated home offers 6 main house bedrooms / 4.5 baths and incredible views from nearly every room in the house. Complimenting the property is an expansive water facing terrace and deck, a sweeping driveway with parking courtyard, as well as a detached 2-car garage with 2nd floor apartment.

Listed by Landvest MV

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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The Residence Lot at South Shore Estates, West Tisbury, MA

MLS Number 33982

  • Residential
  • Village South Shore
  • Square Feet 3500
  • Bedrooms 4
  • Bathroom 4

THE RESIDENCE LOT: This 25.8-acre (+/-) oceanfront property contains a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive underground 12,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. Each bedroom and living space has wonderful views of the ocean. The house is within walking distance from the 1200' of private beach. The residence features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms (one with adjacent steam bath and a separate cedar sauna), two outdoor showers, and five fireplaces. The home is divided into three wings, which are connected by decks on both the first and second floors. This thoughtful layout provides the owner and his or her guests with ample privacy and the opportunity for solitude, if desired. The owner of this lot may build a guest home in addition to the existing four-bedroom home. The owner shares use of the 141 acres of conservation land for hiking and trail running with the other owners of South Shore Estates. SOUTH SHORE ESTATES: Only from above can one appreciate the superlative qualities of South Shore Estates. This pristine 308-acre South Shore enclave features ten buildable lots, one with an existing four-bedroom home and another with a one-bedroom beach house, almost ½ mile of sandy shoreline, 141 acres of conservation land, and a 35-acre pond. The amount of privacy this sprawling property offers is rarely found on the island, and yet South Shore Estates is close to the airport and less than ten miles from Edgartown. Each lot can accommodate a main house and a guest house. South Shore Estates spans nearly one half-mile of shoreline on the Atlantic Ocean. Only residents and guests of South Shore Estates are permitted to use this enormous stretch of beach, therefore it remains exceptionally private. 1200' of this shoreline is shared among the owners for their personal use, and the remaining 1200' expanse is Protected Habitat Beach. Only select owners of South Shore Estates are permitted to walk across this pristine beach to access the 1200' private beach. For those seeking serenity, expansive views down the South Shore, and sublime privacy, there is no better venue than this beach. See website: https://www.thesouthshoreestates.com.

Listed by South Light Property LLC

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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103 Main Street, Vineyard Haven, MA

Price$13,500,000

Est. Mortgage: $/month

MLS Number 33742

  • Residential
  • Village West Chop
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4

A matchless property on a matchless Island. A premier location on Vineyard Haven Harbor with expansive views of all the activity, a large 1.7A parcel of land which provides unique privacy, a dramatically designed pool and surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. The spaces are designed for casual living or an elegant cocktail party. A dramatic foyer separates the casual side of the house from the more formal rooms. The spacious kitchen to the left, with a view of the Harbor, incorporates a casual sitting area with fireplace and a separate bar area. Wide French doors open to a large porch with stone fireplace. The many windows gets you closer to the smell of the ocean, breezes and feeling of what summer is all about; beaching, boating, watching the ferry in action, good food and good company. Leaving the casual side of the home and meandering beyond the dining room, the south wing of the first floor includes the formal living room with fireplace, all season porch and study. The different textures in each room, from the paneled study, to the softly toned living room and porch adds an element of contrast. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balconied hallway, a gallery for intriguing art, leads to the master suite on the right with an oversized walk in closet, bath and French doors overlooking the lawn and pool to the Harbor beyond. Next to the master suite is a stairway to the widows' walk and the Harbor and stars. A highly technical powered hatch opens that space for the “Mary Poppins” view. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is privately located above the 2 car garage. It includes sleeping quarters, bath, living space and kitchenette. It has private access from the garage or can be accessed from the guest suite on the second floor. Located on Main Street, the size of the parcel of land allowed the house to be located behind a well- planted front yard which screens all the activity and still provides a tremendous amount of room on the water side for a patio with built in grill, pool with gracious surround and a broad lawn that rolls directly to the water. The written word and videos are powerful tools however in this instance; this is a property that must be visited.

Listed by Sandpiper Realty

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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The Beach House Lot at South Shore Estates, West Tisbury, MA

MLS Number 33984

  • Land
  • Village South Shore
  • Acreage 30.3

THE BEACH HOUSE LOT. This 30.3-acre (+/-) lot features a one-bedroom beach house perched on stilts with direct ocean views and a building site for a two-story main residence north of the beach house. A home built here will have breathtaking southwest views of the Atlantic Ocean, the beautiful ponds that line the South Shore, and the Squibnocket Cliffs beyond. Both the beach house and the building site are within walking distance from the beach. The owner of this lot has rights to use the 141 acres of conservation land along with the other owners of South Shore Estates. SOUTH SHORE ESTATES Only from above can one appreciate the superlative qualities of South Shore Estates. This 308-acre South Shore enclave features ten buildable lots (each can host a main house and a guest house), one with an existing 4-bedroom home and another with a 1-bedroom beach house, almost 1/2 mile of sandy shoreline, 141 acres of conservation land, and a 35-acre pond. Long Point Refuge borders the property to the west, and to the south lies the Atlantic Ocean. The amount of privacy this sprawling property offers is rarely found on the island, and yet South Shore Estates is close to the airport and less than ten miles from Edgartown. Only residents and guests of South Shore Estates are permitted to use the nearly one half-mile stretch of shoreline, therefore the beach is exceptionally private. 1200' of this shoreline is shared among the owners for their personal use, and the remaining 1200' expanse is Protected Habitat Beach. Only select owners of South Shore Estates are permitted to walk across this beach to access the 1200' private beach. South Shore Estates ensures families a high level of privacy because of its limited number of lots. Each family has the ability to create the compound of their dreams with all the perks including swimming pools and tennis courts. Above all, South Shore Estates is the ultimate opportunity for the buyer who appreciates the enduring value of beachfront property. This unique and exclusive asset promises to bring enduring value, joy, and security to you and your family for generations to come. Acres are approximate. See broker for details regarding prices for lots/parcels with dedicated private beach. See website: https://www.thesouthshoreestates.com.

Listed by South Light Property LLC

{$office->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 A VisitAsk A QuestionMore Details