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48 Witchwood Lane Edgartown MA 02539

Edgartown, MA48 Witchwood Lane

Sale Price$37,500,000

Sold

MLS Number 43908

  • Residential
  • Mls Status Closed
  • Bedrooms 9
  • Bathroom 9.5
  • Acreage 3

Every nice town has an iconic property that is widely considered the most special and this property might just be it. From the moment one enters the driveway, you're captured by the extraordinary landscaping, the expansive lawns and the general Gatsbyesque feeling that sweeps over you. The drive through carriage house, the symmetry of the classic architecture and courtyards and the spectacular views across the water side yard to Edgartown harbor and Chappaquiddick, are singularly unique. The main residence offers over 15,000 sq ft of living space with 7-bedrooms and large-scale living areas with 10 ft ceilings. The home is ideal for entertaining and offers tremendous flexibility on how its used. There are amazing covered porches, an outdoor fireplace and spacious decks. The large lower level has nearly 2,000 sq. ft. of entertaining area including a bowling alley, and there is an attached 3-car garage. The free-standing carriage house has 2 additional garages and 2 separate apartments, one with a full kitchen. A large swimming pool and deep-water pier round out this truly irreplaceable property.

Listed by Gerrett Conover of Landvest MV

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 Cobbs Hill Road Chilmark MA 02535

Chilmark, MA41 Cobbs Hill Road

Sale Price$37,000,000

Sold

MLS Number 43193

  • Residential
  • Mls Status Closed
  • Bedrooms 9
  • Bathroom 8.5
  • Acreage 28.5

One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated drive, and past a 150 year old barn that was relocated from Pennsylvania, the beautiful Main House with bespoke interiors and a wraparound porch overlooks rolling lawns and a quintessential boat house with dock and private beach. A separate guest house, design studio, gym, tennis court, garages, additional guest accommodations and staff housing are thoughtfully sited around the property. Multiple riding rings and paddocks for the equestrians and gentleman farmers, while the stunning Norman Foster designed pool house is a true work of art, ideal for personal relaxation or sophisticated entertaining alike. A legacy property like no other, Blue Heron Farm is a pleasure to show, by appointment only.

Listed by Brian Dougherty of Corcoran Property Advisors

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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Off Moshup Trail Aquinnah MA 02535

Aquinnah, MAOff Moshup Trail

Sale Price$27,000,000

Sold

MLS Number 37684

  • Land
  • Mls Status Closed
  • Acreage 304

Not listed in LINK Mutiple lots with both Pond and Ocean Frontage

Listed by LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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146 Quenames Road Chilmark MA 02535

Chilmark, MA146 Quenames Road

Sale Price$25,000,000

Sold

MLS Number 36389

  • Residential
  • Mls Status Closed
  • Bedrooms 9
  • Bathroom 8.5
  • Acreage 60.4

One of the largest single residential lots in Chilmark, this exceptional 60 acre offering includes 800 +/- feet of direct, breath-taking Atlantic Ocean front. This Martha's Vineyard estate offer multiple homes including a new farmhouse, main house and bunk house. A private drive leads you past beautiful farmland, open fields, down past Quenames Pond and over the dune down to the sandy beach. The residences and grounds offer endless options in this simply stunning private oceanfront estate.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

Listing Sold by Grace Hagerty Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 Faulkner Drive Edgartown MA 02539

Edgartown, MA17 Faulkner Drive

Sale Price$25,000,000

Sold

MLS Number 39067

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 7
  • Acreage 2.1

Listed by Thomas Leclair of Landvest MV

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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177 Katama Road Edgartown MA 02539

Edgartown, MA177 Katama Road

Sale Price$24,000,000

Sold

MLS Number 44096

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4
  • Acreage 9.5

This spectacular beachfront property is located on Tower Hill and offers panoramic waterviews of Edgartown's inner and outer harbor. The historic home offers 4-bedrooms, multiple sitting areas, charming kitchen with top-of-the-line appliances, breakfast nook and formal dining room for 8 people with water views. Completing the property is a wrap around, water facing porch, expansive yard, private deep-water dock and private beach. Conveniently located right off the bike path for either a 5-minute walk to downtown or 2.5 miles bike ride to South Beach.

Listed by Thomas Leclair of Landvest MV

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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794 & 690 Chappaquonsett Road Vineyard Haven MA 02568
Sold

MLS Number 41193

  • Residential
  • Mls Status Closed
  • Bedrooms 10
  • Bathroom 10
  • Acreage 20.34

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha's Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. For many decades it has hosted a broad spectrum of well-known figures from the worlds of literature, theater, cinema, and politics. There are two separate lots - one 17.4 acres and the other 2.84 acres. A mile of private shoreline surrounds the property, including 2000 feet of sandy beach on the exquisite swimming waters of Vineyard Sound, and a large swath of sandy beach on Lake Tashmoo. There are no fewer than 4 homes - a 3-bedroom main house, a 2-bedroom caretaker's cottage, and 2 elegant beach houses built in 2007 which offer some of the most astonishing water views on Martha's Vineyard. The Pond Pavilion and the Ocean Pavilion are 2 separate, detached bedroom suites. The swimming pool overlooking Vineyard Sound with views of the mainland beyond is simply stunning. A Har-Tru tennis court is discretely nestled in a private corner of the property. Supremely stylish and yet consummately casual, this famed Martha's Vineyard property is a unique offering and could never be recreated.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 02539
Sold

MLS Number 41169

  • Residential
  • Mls Status Closed
  • Bedrooms 9
  • Bathroom 10
  • Acreage 3.03

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 Alyssa Halisky of Wallace & Co. Sotheby's

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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33 & 31 Edgartown Bay Road Edgartown MA 02539
Sold

MLS Number 37479

  • MultiFamily
  • Mls Status Closed
  • Village Katama
  • Bedrooms 6
  • Bathroom 4

This remarkable waterfront property sits atop a knoll and commands outstanding views of Katama Bay all the way into Edgartown Harbor and the length of Chappaquiddick Island all the way to Norton Point. The 2100 sq.ft. main house has seen many additions, updates and alterations since its original construction in the 1930's, while the 3-bay garage/boathouse with 1,548 sq.ft. guesthouse above was built in 2001. The current owners grew up summering at the property since their parents purchased it in the 1950's. For them it is filled with cherished memories - while the new owners will love it for its 300 feet of sandy beach, deepwater dock and the wooded setting that affords serenity from all the world around. Adjoining 2.8 acre waterfront parcel lying to the south of the home Included in the sale.

Listed by Candy daRosa of Karen M. Overtoom R.E.

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 Kelley Street Et Al Edgartown MA 02539
Sold

MLS Number 37464

  • CommercialSale
  • Mls Status Closed
  • Village Downtown
  • Bathroom 56.5
  • Bedrooms 57

Not Listed in LINK Commercial Property - Inn, Restaurant, Retail space, Hotel rooms and suites and B and B like homes. Total of 4 properties as well as a parking lot

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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.

Ask A QuestionMore Details

81 South Water Street Edgartown MA 02539
Sold

MLS Number 43909

  • Residential
  • Mls Status Closed
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.67

This beautiful home lies on over a ½ of an acre of prime Edgartown harbor front land. The house was built in 1909 and was constructed on the original site of Governor Mayhew's summer residence, built in 1642, Governor Mayhew was one of the early settlers in Edgartown and chose this site as the finest lot on the harbor to build his home. The six-bedroom main house is in good condition and is highly situated with commanding views down a sloping grass hill, over Collins Beach, the central harbor and beyond to Chappaquiddick. The home features a large sun porch wrapping around the water side and the second-floor bedrooms access an expansive, exterior deck. There is a one-bedroom apartment above a 2-car carriage house. All of the grounds are wonderfully landscaped offering the largest expanse of grass on the inner harbor. There is also a deep-water pier configured to host a number of boats.

Listed by Gerrett Conover of Landvest MV

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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.

Ask A QuestionMore Details

189 & 191 Katama Road Edgartown MA 02539
Sold

MLS Number 37284

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 12
  • Bathroom 6.5

Edgartown Harbor - An exceptional offering of 11 acres, over 300' of frontage on the harbor, deep-water dock and mooring, sandy private beach, tennis court and two waterfront homes. The original grand dame is an early 1900's vintage Colonial with nine bedrooms on three levels and the most commanding views of the harbor, lighthouse, Chappaquiddick and Nantucket Sound beyond and the second home is a 3 bedroom 1970's contemporary. 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 only minutes by boat. 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 decades and presents the next owners a number of options to create one of finest compounds on the harbor.

Listed by Lesley Heidt of Sandpiper Realty

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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.

Ask A QuestionMore Details

Based on information submitted to LINKMV as of June 13, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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