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28 Crocker Drive Edgartown MA 02539

Edgartown, MA28 Crocker Drive

Sale Price$3,300,000

Sold

Listing Id 42907

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 5
  • Acreage 0.66

This beautifully renovated Katama retreat combines refined design, luxurious amenities, and thoughtfully crafted spaces. The main house features three bedrooms, including a peaceful primary suite with private deck access, a second en-suite bedroom, and a cozy bunkroom. The octagonal living room, skylit dining room with a gas fireplace, and a chef's kitchen with quartz counters and high-end appliances create inviting spaces for relaxation and entertaining. The second floor is home to a state-of-the-art theater room, designed for an unparalleled viewing experience. A 4K projector and 110-inch acoustically transparent screen deliver vivid visuals, while eight theater-quality speakers-costing over $20,000-are hidden behind the screen wall and built into the coffered ceiling to surround you with dynamic audio. This versatile space can also serve as a family room for games and gatherings. With additional room for a home office, plus the convenience of a powder room, it's an ideal multipurpose area that adapts to your needs. The detached guest retreat offers a private bedroom, a comfortable sitting area, and a full en-suite bath. Guests can enjoy movie nights with their own theater projector and automated screen, all set under soaring cathedral ceilings. A standout feature is the newly constructed exercise studio, complete with a 14-foot Endless Performance Pool (used by major universities and colleges to train their swimmers and also enjoyed by children and nonswimmers), a fully equipped gym area, and a convenient half bath. Outside, the expansive bluestone patio is perfect for al fresco dining or relaxing in the hot tub. The professionally landscaped grounds, mature gardens, and spacious lawn provide privacy and tranquility. There's also an attached heated storage room plus a separate shed, ideal for housing beach gear, bikes, and recreational equipment. With its versatile layout, premium finishes, and proximity to South Beach, this Katama property is a sophisticated retreat, designed for effortless, year-round living. As an added bonus, sellers will cover 50% of the Martha's Vineyard Land Bank fee at closing.

Listed by Jen O'Hanlon of Compass | The O'Hanlon Group

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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1 Muskoday Way Edgartown MA 02539

Edgartown, MA1 Muskoday Way

Sale Price$3,300,000

Sold

Listing Id 44010

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.5

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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3 Oxcart Road Aquinnah MA 02535

Aquinnah, MA3 Oxcart Road

Sale Price$3,295,000

Sold

Listing Id 40822

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 2
  • Acreage 1.73

Nestled safely among the dunes along Aquinnah's north shore resides this private, significantly renovated, romantic waterfront beach house. Steps away from an expansive sandy beach overlooking Dogfish Bar with panoramic views from Menemsha across Vineyard Sound, the year-round home is move-in ready affording lots of natural light, A/C, and hardwoods throughout. The rebuilt deck to the rear offers additional living space and directs you to the beach beyond. Notably, the abutting deep parcels to the east and west are un-buildable which will preserve and protect the privacy and views of this truly unique offering.

Listed by Sean Federowicz of Landmarks at TODAY Real Estate

Listing Sold by Tea Lane Associates

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$
%
$/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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71 Runner Road West Tisbury MA 02575

West Tisbury, MA71 Runner Road

Sale Price$3,295,000

Sold

Listing Id 41260

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.1

TISBURY GREAT POND - a unique and highly desirable location offering both water and village access, an heirloom quality compound in a private, peaceful setting, with meadow views and gentle ocean breezes, available for the first time in over 40 years. All the benefits of waterfront living, including deeded easements to the association dock and a pristine barrier beach. Boat, sail, kayak or stand-up paddle down idyllic, pastoral, Town Cove to Tisbury Great Pond and the Atlantic Ocean barrier beach beyond. The entire property has been thoughtfully renovated over the years to create indoor and outdoor spaces to enjoy the very best of the Vineyard lifestyle. An expansive open Great Room, hardwood and tile floors, lofted ceilings and custom detail throughout create bright, airy interiors full of character and charm. The 5 bedrooms and 3 full baths, including a primary bedroom suite and a separate cottage-style guest suite with full bath, are among the carefully designed features and modern conveniences to welcome family and friends. A brick courtyard enjoys the late afternoon sun surrounded by the lilacs, hydrangeas and flowers planted to bloom throughout the season. The roof deck with built-in seating is a treasured “cocktail cockpit” equally appealing for stargazing or relaxing with a unique view of the water and surrounding countryside. A large back deck and bluestone patio faces the morning sun and the grassy path to the water and association dock, with room for al fresco dining or large gatherings. All less than half a mile to historic West Tisbury Village. Offered furnished and including a 2021 14' MirroCraft boat with motor and 2 Acadia kayaks to enjoy the Tisbury Great Pond and deeded barrier beach access.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

Listing Sold by Russell Maloney Real Estate

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$
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$/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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7 Attaquin Way Aquinnah MA 02535

Aquinnah, MA7 Attaquin Way

Sale Price$3,295,000

Sold

Listing Id 43365

  • Residential
  • Mls Status Closed
  • Bedrooms 7
  • Bathroom 4
  • Acreage 2.4

This unique hilltop property is located at the end of a private drive, surrounded by the natural beauty of Aquinnah. It consists of two separate contemporary "Acorn houses," creating airy, light-filled environments and offers views over the expansive, meadow-like lawn that extends toward the ocean. From this vantage point, you can enjoy breathtaking views of the Atlantic Ocean, the Elizabeth Islands, a glimpse of the North Shore, and the Gay Head Lighthouse. The main house, built in 1973, features a top-floor primary suite, with the kitchen, living, and dining areas located on the main/middle level. On the first floor, there are three guest bedrooms, one of which is currently set up as a media room, and a full bathroom. Similarly, the guest house, built in 1988, includes a top-floor primary suite and an open-concept kitchen, living, and dining area on the main level. The first floor has two guest bedrooms, with one currently configured as a home gym, along with a full bathroom. In 2021, the houses were joined, expanded, and renovated by AD100 designer Billy Cotton. They are connected by a spacious wrap-around deck on the main level and by a hallway with plenty of storage closets and a large laundry room on the first level. The homes can be separated by closing a barn-style door on the first floor. This design allows the homes to function together for multigenerational families or to provide space and privacy for multiple families or guests. Both homes are equipped with a full kitchen and dishwasher. Plans for expansion are available including an additional structure, and an envelope to construct a pool.

Listed by Heidi Vanderhoop 508-954-5061 of Tea Lane Associates

Listing Sold by Vineyard Village Realty

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$
%
$/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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53 Wequobsque Road Chilmark MA 02535

Chilmark, MA53 Wequobsque Road

Sale Price$3,290,000

Sold

Listing Id 38565

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

This magnificent waterfront home sited on 6.4 acres sits atop the dramatic Wequobsque cliffs. On Chilmark's coveted South Shore, this home boasts ownership of over 350 feet of private beach with access from your staircase in the backyard. The home has a 5-bedroom and 4-bath wing. Attached by a screened-in porch, is the large gathering kitchen with ceiling beams, tall columns and an open, airy design. Enjoy meals in the dining area with ocean views. Dine on the large outdoor deck facing the Ocean. On the west side of the property sits the barn with a half bath and a loft that can be used as an office or extra sleeping area. There is wet bar, ping-pong table, large screen TV and sofa. There's space to install a wood stove. The home has a new full basement and HVAC system. A very large one car garage below the barn completes the property. This is your opportunity to own your dream home on the waterfront on Chilmark's South Shore.

Listed by Grace Hagerty of Grace Hagerty Real Estate Inc

Listing Sold by Grace Hagerty Real Estate Inc

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$
%
$/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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30 Namas Avenue Oak Bluffs MA 02557

Oak Bluffs, MA30 Namas Avenue

Sale Price$3,285,000

Sold

Listing Id 40522

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.9729

EAST CHOP ~ The ULTIMATE FAMILY ENTERTAINER/Investment Opportunity~ Enjoy the comforts of living in this COASTAL CHIC Beautiful, Modern and Spacious Home that is SKILLFULLY RENOVATED and designed for Island Living with total comfort and relaxation in this QUINTESSENTIAL EAST CHOP LOCATION......situated on a meticulously landscaped with colorful gardens and lush greenery. In Perfect Proximity are 3 Spacious Sunny first floor bedrooms complemented by 2 Completely Renovated Bathrooms. On the Second Floor is an Impressive Primary Suite with Sweeping Distant Water Views of Vineyard Haven Outer Harbor. Top Quality Features include 7" Light Oak Beach Flooring, Pella Windows, Newer Roof, Mahogany Porch (2022), Designer Lighting and Brand New Kitchen with Miele Appliances 2022. The 6 Bedroom Title 5 Septic System is currently servicing just 4 BEDROOMS; So there are EXPANSION Possibilities and ROOM for a POOL with Town Approvals. This wonderful residence is a walk or short bike ride to Jetty Beach, East Chop Beach Club, Lighthouse, Oak Bluffs Harbor and Ferry Ports! An Absolute Must See!

Listed by Ocean Park Realty Inc

Listing Sold by Landmarks at TODAY 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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9 Hollow Way Edgartown MA 02539

Edgartown, MA9 Hollow Way

Sale Price$3,284,500

Sold

Listing Id 40933

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 1.0102

EDGARTOWN - NEW CONSTRUCTION with POOL - 6 Bedrooms...in Two Structures.....Plus a 31'6" x 14' heated saltwater pool! 5 Bedroom Main House with 4.5 Bathrooms. Detached 1 bedroom w/Full Bathroom over a Two (2) car garage. Main house has a lovely open floor plan with a large kitchen w/Bosch® Stainless Steel Appliances, beautiful Soapstone Island and Carrara Marble counters, a dining room, additional breakfast area and a living room w/fireplace flanked by built in shelves. Living area leads through French Doors to a large mahogany deck, that continues the length of the rear of the house and incorporates a private deck outside the ground floor private suite! Step off the deck directly onto the patio surrounding the saltwater pool and custom outdoor wood burning Fireplace! Lovely hardscape and dramatic landscaping. Back inside, Four more bedrooms upstairs, two (2) are private suites, plus two (2) guest rooms that share a full bathroom. DETACHED BEDROOM: 368 sq.ft. One bedroom with a FULL PRIVATE BATH, which is the Sixth (6th) Bedroom and Fourth (4th) Suite, a 'getaway space', over a two car Garage. Garage has potential for expansion to become and ADU - Accessory Dwelling Unit - with appropriate permits and approvals. Minutes to Farm Neck Sanctuary, short distance to Sengekontacket Pond and Downtown Edgartown, quick trip to Farm Neck Golf or Edgartown Golf. DAYS ON MARKET INCLUDE BUILDING PERIOD.

Listed by Alisan Lohan-Conway of Alisan Lohan-Conway Properties

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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0 Chappaquiddick Road Edgartown MA 02539
Sold

MLS Number 42797

  • Land
  • Mls Status Closed
  • Acreage 35.94

Not Listed in LINK -New Sub-division

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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131 North Water Street Edgartown MA 02539
Sold

MLS Number 41892

  • Condominium
  • Mls Status Closed
  • Bathroom 2
  • Bedrooms 2
  • Full Bath 2

Welcome to the luxurious penthouse, two-bedroom en-suite Captain Collins Cottage at the Harbor View Hotel, in the historic village of Edgartown. This exquisite penthouse captains cottage stands out as the only captain's cottage with a private elevator, adding a layer of luxury to this offering. The private elevator opens to a spacious foyer area that separates the great room from the primary bedroom. Stepping into the great room you are greeted with an abundance of natural light, high ceilings, and a gas fireplace, adding warmth and charm to the great room are. The great room area boasts a living room with custom built in shelving, a gas fireplace, a dining area with a builtin bar area, and a stunning palladian wall of glass as the backdrop. The great room offers two private balconies, both of which offer water views. The primary bedroom also offers water views. The primary bedroom sports a custom built in window seat with storage and a television hidden from view that rises from the bed's footboard with a click of a button. This penthouse captains cottage offers a custom kitchenette with a two burner stovetop, a dishwasher drawer, a built-in microwave, half refrigerator and a porcelain farmers sink. A separate closet offers a half wine refrigerator with pantry storage. Abutting the wine closet is a laundry closet with a private stackable washer/dryer for in unit convenience. As a resident you'll have access to concierge services offered through the hotel. The hotel provides complimentary use of their fleet of Mercedes cars and bicycles, allowing you to easily navigate the surroundings and discover the beauty of Edgartown and beyond. The hotel also offers a complimentary shuttle into the village by a golf cart. Service is at your fingertips. Keep up with your fitness at the on-site gym and enjoy the convenience of daily housekeeping. A heated pool and gas fire pits on-site create the perfect setting for outdoor relaxation and socializing. The property's dining experience at Bettini's restaurant and the Roxi pool bar offers culinary delights. Take advantage of the stunning views from the front porch of the Harbor View, where you can admire the Edgartown Lighthouse, the outer harbor, and breathtaking vistas of Chappaquiddick. his luxurious two-bedroom en-suite captain cottage, with deeded rights, offers a perfect blend of elegance, convenience, and natural beauty, making it an ideal retreat for those seeking a refined, extraordinary living experience.

Listed by Michele Casavant of Vineyard Village Realty

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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248 & 250 Upper Main Street Edgartown MA 02539
Sold

MLS Number 37400

  • CommercialSale
  • Mls Status Closed
  • Village Downtown
  • Bathroom 2
  • Bedrooms 1

The possibilities are endless at this prime commercial/B-11 opportunity on Upper Main Street in Edgartown. A highly visible location, offering just over 100' feet of frontage, on .64 acres! The sophisticated commercial building, currently utilized as a fitness studio, is in impeccable condition and provides ample space to accommodate any future business, retail, or residential venture. A sleek one-bedroom residence, set back from the street, provides an immediate housing option. With finished office space, the detached garage can be used as-is or adapted to fit your personal needs. Let your imagination run wild!

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by The Agency

$
$
%
$/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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7 Oakland Avenue Oak Bluffs MA 02557

Oak Bluffs, MA7 Oakland Avenue

Sale Price$3,250,000

Sold

MLS Number 43355

  • CommercialSale
  • Mls Status Closed
  • Bathroom 1.5
  • Half Baths 3
  • Acreage 0.14

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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Based on information submitted to LINKMV as of June 15, 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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