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11 Circuit Avenue Oak Bluffs MA 02557
Sold

MLS Number 40847

  • CommercialSale
  • Mls Status Closed
  • Bathroom 17
  • Bedrooms 17
  • Acreage 0.2116

Not listed in LINK.

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.

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37 Witchwood Lane Edgartown MA 02539

Edgartown, MA37 Witchwood Lane

Sale Price$5,200,000

Sold

MLS Number 35094

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 5
  • Bathroom 4.5

STUNNING COASTAL HOME WITH DEEPWATER DOCK ON EDGARTOWN HARBOR AND SALTWATER POOL. Located in the highly sought-after Witchwood neighborhood, this meticulously maintained home was designed for both formal and casual entertaining. This 4,825-sf residence offers quality craftsmanship and detail, throughout a recently updated interior, along with 3 fireplaces, expansive windows, high ceilings, and 5 spacious bedrooms. The first floor features a welcoming foyer leading into a large family room with floor-to-ceiling windows, beautiful molding detail and bookcases surrounding a gas fireplace. The recently updated kitchen includes a center-island, new state-of-the-art appliances and wine fridge, pantry, breakfast nook and stone fireplace. There is an additional living room on the main level with French doors, along with a dining room and renovated master bedroom suite with private bath and home office, and a new sunroom overlooking the backyard gardens. The second floor features a guest bedroom suite with a private bath, 2 additional guest bedrooms with a shared bath, and a guest suite located above the garage with private bath, sitting area and separate staircase entrance. Privately sited on 3.1 acres, this Martha's Vineyard home is surrounded by large trees, lush flower gardens, and a newly designed backyard oasis featuring, a saltwater pool, pergola, stone walls, bluestone patio, fire pit, sprawling lawn, and colorful gardens. The highly coveted Witchwood neighborhood includes 2 tennis courts and a designated boat slip on the association dock set on Edgartown Harbor. Enjoy all of these amenities while being just minutes from Downtown Edgartown and the waves of South Beach.

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

Listing Sold by Vineyard Village 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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10 & 12 Boldwater Road Edgartown MA 02539
Sold

MLS Number 35256

  • Residential
  • Mls Status Closed
  • Village South Shore
  • Bedrooms 7
  • Bathroom 9.5

AUCTION: Bid June 25-28. Previously $12M. Without Reserve. Open Thurs-Sun 1-4PM & by Appt. At the end of two curving, tree-lined drives, the estate includes 22 magnificent acres of trees, pastures, and ponds. Offering privacy and spectacular indoor-outdoor living, this unique and remarkable compound features a stately seven-bedroom home. Designed by world-famous Robert A.M. Stern Architects, every room is appointed with the highest level of craftsmanship. French doors open up to an expansive wraparound deck allowing parties to flow outdoors. Spend summers by the resort-style pool and grilling al fresco dinners. The second level is reserved for the master bedroom suite, with private balconies and his and hers closets and bathrooms. Bordered by a forest preserve, the expansive property offers future possibilities while retaining its secluded and natural vibe. Agent Remarks: Call Concierge Auctions at 858.750.5362 or visit ConciergeAuctions.com for details.

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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111 Peases Point Way North Edgartown MA 02539
Sold

MLS Number 41665

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.29

This beautiful antique home has been lovingly restored and is located on a quiet dead-end street in one of Edgartown most desirable neighborhoods. The first floor of the house offers open living room with dry bar and wood burning stove, office, cathedral ceiling kitchen with dining area and a ground floor bedroom suite. The second floor has three bedrooms and two baths. A French door from the kitchen lead to a private back yard with patio, grill and exterior shower. There is a barn in the backyard that could be used for any number of usages and room for a pool if desired. Beautiful landscaping and gardens compliment the offering, all of which is withing short walking distance to Fuller Street Beach, the harbor and downtown.

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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175 Upper Main Street Edgartown MA 02539
Sold

MLS Number 35503

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 0.29

Sale price includes and deed reflects adjacent vacant lot at 4 Perkins Lane. Lot is .23 acres and is assessed (2019) at $429,200.

Listed by Carol Shore of Landmarks Real Estate

Listing Sold by Landmarks Real Estate

$
$
%
$/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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22 Edgartown Bay Road Edgartown MA 02539
Sold

MLS Number 37839

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 4
  • Bathroom 5

EDGARTOWN BAY ROAD COMPOUND Find your sanctuary, in this expertly renovated home. This idyllic property rests on 1.6 private acres with an exceptional setting abutting Sheriff's Meadow Huckleberry Barrens property. Tucked away behind mature landscaping, the private shell driveway leads you to a luxury Island retreat with designer touches throughout. An open floor plan offers a relaxed flow between living, dining and kitchen areas. Ready to entertain friends and family, the first floor also includes a formal dining room and full bath. Doors lead to bright and airy solarium where you can swim year-round in the indoor lap pool. Another full bath leads to deck with an outdoor shower. The main house boasts 4 bedrooms including an en-suite master bedroom with Juliette balcony on second floor with three more bedrooms and fourth full bath also on second floor. There is an additional 1,440 square feet of living space above the three-car garage which includes a ground level home office/den area with private entrance. On the second level, you will find a bright open living space featuring high ceilings - Great for game room and/or overflow of guests. Full bath and potential for full kitchen. This private and spacious location is ideal to South Beach and bike paths. Rarely do offerings of this caliber become available in the exclusive Edgartown Bay Road area of Katama.

Listed by Trish Lyman/203-253-3038 of Compass | Point B

Listing Sold by Compass | Point B

$
$
%
$/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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42 Tylers Creek Road Oak Bluffs MA 02557
Sold

MLS Number 40959

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 2.227

Farm Neck: Welcome to 42 Tyler's Creek Road. This sun-drenched, reserve-style home features open-concept living on the second level and 4 spacious bedrooms with en suites on the first level. The first floor also has a den with a wall of windows that runs floor to ceiling and opens to a deck that runs that length of the house. The second level has soaring ceilings and an abundance of windows and doors that take advantage of the ever changing views of Sengekontacket Pond and the 18th hole of Farm Neck Golf Course. The upper level is home to the living room with wood burning fireplace. Create your own craft cocktails at the bar. French doors open to an inviting deck that leads to stairs for the expansive deck below. The kitchen flows into the dining area, taking advantage of the views, with French doors, inviting you to the outdoor space. Enjoy the home as it is or bring your own vision to this 3,472 sq. ft. home on a 2.23-acre parcel. This property comes with a Stockholder membership in Farm Neck.

Listed by Michele Moore of Island Real Estate

Listing Sold by Compass | Point B

$
$
%
$/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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15 Red Valley Road Chilmark MA 02535

Chilmark, MA15 Red Valley Road

Sale Price$5,100,000

Sold

MLS Number 40729

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 3
  • Acreage 3.6

Glorious views spanning over Nashaquitsa and Menemsha Pond to the Vineyard Sound and Elizabeth Islands. This sweet Vineyard home is situated up high overlooking open meadows, old stone walls with multiple views to the Atlantic Ocean. Located in beloved Blacksmith Valley and enjoyed by the same family for over sixty years -this is a rare opportunity. With 3.6 acres of open, rolling land, classic Chilmark stonewalls and beach plum bushes, this charming 5 bedroom home with an existing pool, sits on a ridge and offers views from Noman's Land to the Edgartown shoreline. The property also includes a garage for vehicle and boat storage at the edge of the property. Squibnocket Beach is around the corner as well as an opportunity to join Zack's Cliffs for Blacksmith Valley residents. The property includes deeded access to Quitsa Pond and a small dock area where kayaks and a sunfish can be stored. Boating, swimming, fishing and bird watching are right outside your door. This is a special opportunity for a Buyer who appreciates and understands what this location has to offer.

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

Listing Sold by Tea Lane Associates

$
$
%
$/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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26 Crackatuxet Cove Road Edgartown MA 02539
Sold

MLS Number 36535

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 4
  • Bathroom 2.5

The 4-acre waterfront property, with a wonderful 4-bedroom home, is located in the exclusive Herring Creek Farm Association. Herring Creek Farm is one of the island's most desirable addresses offering 215 acres of majestic land, most of which is under conservation restrictions in perpetuity. This beautiful setting is discovered by a winding drive that leads through open fields, stables and grazing farm animals. The farm is limited to only a few lucky residences and comes with rare direct access to some 1,500 sq. ft. of private and pristine Atlantic beachfront. The 1990's home is winterized and was constructed utilizing bio-climatic design principles and is in great condition. It offers an abundance of light with its cathedral ceilings and expansive decks which offer stunning views of the ocean and open farmlands. The land stretches to the pond's edge offering boating access as well. This incredibly unique offering is special as it exists or will lend itself towards creating the next amazing family compound with all of the above amenities. It is located in the best area of Katama with less than a 10-minute drive to downtown Edgartown.

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

258 Upper Main Street Edgartown MA 02539
Sold

MLS Number 42636

  • CommercialSale
  • Mls Status Closed
  • Bathroom 3
  • Bedrooms 2
  • Acreage 0.88

Not listed in LINK.

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

93 Oyster Pond Road Edgartown MA 02539
Sold

MLS Number 43512

  • Land
  • Mls Status Closed
  • Acreage 4.1

Includes an outbuilding

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.

Ask A QuestionMore Details

24 Blacksmith Valley Road Chilmark MA 02535
Sold

MLS Number 37938

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.99

Enchanting Blacksmith Valley homestead is being offered for the first time in over 70 years. Nearly four acres of open, rolling land facing the Atlantic Ocean, this property is peppered with meandering stonewalls, native plantings and a hidden, seasonal stream. The vintage 4-br home sits on a high knoll and enjoys breathtaking waterviews of Squibnocket Pond, Squibnocket Ridge and the Atlantic Ocean. With 350' feet of pond frontage, breathe in the salt air and sounds of ocean waves and nature at your doorstep. The property has been well maintained and improved over the years with retaining walls, a South-facing deck and roof, exterior shingles, Title V septic and new appliances, yet retains its classic, vintage charm of “old Vineyard” throughout. Squibnocket Beach is a short walk away, and Zack's beach access in Aquinnah included as part of Blacksmith Valley Association. Kayaking, fishing and bird watching on Squibnocket Pond or Quitsa Pond are only some of the ways you can unplug and connect with nature here.

Listed by Michelle Kelly of Tea Lane Associates

Listing Sold by Tea Lane Associates

$
$
%
$/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 14, 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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