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89 Main Street Vineyard Haven MA 02568
Sold

Listing Id 41926

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 5
  • Acreage 0.07

Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to its distinctive red door and the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home (most recently in 2008-2010 and then in 2019). Consider the fact that the house has four large bedrooms all with modern ensuite bathrooms PLUS an office PLUS a separate den PLUS an extra full bathroom. The primary bedroom with its private deck occupies the entire third level of the home and enjoys spectacular 120-degree harbor views of the multitude of wooden sailboats on their moorings and the ferries coming and going. This is a home for entertaining friends and family thanks to its open floor plan that opens onto a large deck. The home is located at the far end of Main Street in what is a bustling part of the village, and yet when one steps inside, the hubbub disappears as the door closes behind you. The cobbled driveway fits two cars and there is also a grassy driveway that leads to a detached two-car garage. The garage is currently configured to accommodate one car in the off-season. The other half of the garage is an art studio that could be used as is or repurposed as an office or gym. Tucked between the house and garage is a peaceful area with bluestone pavers that lead to an outdoor shower - the perfect place to rinse off after a day at the beach or out kayaking or paddle-boarding.

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

Listing Sold by eXp Realty

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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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13 Oxcart Road Aquinnah MA 02535

Aquinnah, MA13 Oxcart Road

Sale Price$2,550,000

Sold

Listing Id 38079

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1

BEACHFRONT HOME IN AQUINNAH! This sparkling renovated beach house on Dogfish Bar's coveted Oxcart Road is an absolute gem. The property features +/-100' of private, sandy beach with gorgeous calm waters, gentle dunes, miles of beachfront to explore, and views sweeping across Vineyard Sound to the Elizabeth Islands, mainland and Menemsha nearby. Nestled right amongst the dunes, the home is in immaculate condition, with all new exterior shingle siding and roof, all new windows, and new decking and outdoor shower. On the interior, the living spaces are inviting and bright, also with numerous recent upgrades. There is beautiful wood flooring throughout, and with AC, forced air heating, and wood-burning fireplace - the home offers much more than just the typical summer retreat. Perched upstairs, the master is private and balconied, with the grandest of the property's water views. The location in Aquinnah offers a number of additional nearby beaches to enjoy, as well as boat launches, and trails. And, the roads in Aquinnah are outstanding for cycling enthusiasts. Notably, this area is known by local engineers to be accreting land annually, in contrast to other beachfront areas on-island where erosion is a concern. Look no further in your search for the quintessential beach cottage on Martha's Vineyard.

Listed by Peyton Wallace of Compass | MV Team

Listing Sold by Laer Realty Partners

$
$
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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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4 Calebs Common Circle Edgartown MA 02539
Sold

Listing Id 38141

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 1

CHAPPY COMPOUND - Two distinct beach houses, beautifully renovated with bright interiors, lofted ceilings and unique character. Both are privately sited - rent one and enjoy the other - with separate pea stone driveways and amenities. A charming studio/office, post & peg built garage, a firepit, picnic grove, and treehouse with slide and twinkling lights, complete the compound. Each house features many custom finishes, professional grade stainless appliances and soapstone counters in the kitchens, hardwood floors, marble and tile baths, mahogany decking and outdoor showers with changing areas. The 1,854 s/f main house enjoys a first floor owners suite, a distinctive screened porch and sunporch on the second floor from the two bedrooms, one with a very special bedroom with bunkhouse loft. The 1,146 s/f guest house features charming hand-painted floors in the first floor bedrooms and a second floor bedroom suite-a private oasis with tile bath and lounge or office area at the landing. Enjoy the quiet sandy Sheriffs Meadow beach at the end of the road. Showing May - June 13th, Seller prefers to close after Labor Day.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

Listing Sold by Sandpiper 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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10 Mollys Way Chilmark MA 02535

Chilmark, MA10 Mollys Way

Sale Price$2,550,000

Sold

Listing Id 42953

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2

The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime location for watching incredible sunsets over the pond to the ocean beyond and strolling into town for beach-going, fishing, boating, shopping, and dining. The layout and flow of the spaces feature captivating views from many vantages, and all new windows enhance natural light and views. The refined palette and materials reflect the natural surroundings and match the experience of Menemsha living. With modern forced air cooling and heating and a fully insulated structure, the property can be enjoyed year-round. Additionally, the ground level suite is the ideal complement to the two upper floors, providing a private retreat for family and friends. A turnkey ocean-view offering, the Salt Shack presents a rare opportunity to enjoy a stunning escape to the authentic fishing village of Menemsha.

Listed by Peyton Wallace of Studio Realty

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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7 Turkeyland Cove Road Edgartown MA 02539
Sold

Listing Id 36396

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 4
  • Bathroom 4.5

This special Katama property offers a 3-bedroom, 2,341 sq. ft. main residence, a detached 2-car garage with 660 sq ft of finished living space above, and a swimming pool. These improvements are on a 5.2-acre corner lot at the entrance to Turkeyland Cove and off Slough Cove Road. The house has a spacious and open floor plan with cathedral ceilings, lots of natural light and views across the lawn to a heated 20'x40' swimming pool, all surrounded by mature trees for privacy. You can hear the ocean waves of South Beach in the distance, launch a kayak nearby to explore Edgartown Great Pond, all while being only 3 miles to the center of town. This property is located in an emerging neighborhood and would also lend itself toward creating a substantial family compound. *Guest Houses are not permitted in this zone.

Listed by Gerrett Conover of Landvest MV

Listing Sold by Donnelly + Co

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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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75 Main Street & 16 Union Street Vineyard Haven MA 02568
Sold

MLS Number 38448

  • CommercialSale
  • Mls Status Closed
  • Bathroom 2.5
  • Half Baths 5
  • Acreage 1.0376

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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106 Panhandle Road West Tisbury MA 02575
Sold

Listing Id 42589

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 1.4

With easy access to the West Tisbury Village, this lovely 4 bedroom, 3.5 bath home is privately sited on 1.4 acres overlooking a protected pasture. Many nice features include open living spaces, a well equipped kitchen with stainless steel appliances, a center island and granite. The sun-filled great room with oversized windows offer peaceful views of the meadow, a cathedral ceiling and sliders to a wrap around deck for outdoor entertaining and enjoyment. The dining room features a butlers pantry, comfortable living room with many custom built-in shelving, fireplace and sliders to another spacious deck There is a first floor primary with en-suite bathroom and walk-in closet. Some of the many extra features include Marmoleum flooring in the kitchen and mudroom offering sustainability, durability, high quality and design. An energy efficient heat pump system, beautiful wood floors, custom woodworking throughout, a full basement and an oversized mudroom with laundry. Special attention to the landscaping creating a natural setting, mature plantings and a fenced in garden area. (The property is subject to estate rules.)

Listed by Brenda Galligan of Karen M. Overtoom R.E.

Listing Sold by Karen M. Overtoom R.E.

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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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135 Middle Road Chilmark MA 02535

Chilmark, MA135 Middle Road

Sale Price$2,525,000

Sold

Listing Id 37541

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 2
  • Acreage 7.1

A quintessential 1950s cottage situated on the highly sought after area of Middle Road in Chilmark. Consisting of a main house, guest house, garage and storage shed on 7.1 total acres. Would make a great family compound. A Landbank walking trail abuts property. Property is being sold "AS IS." Septic upgrade plan completed, but not installed.

Listed by Julianna Flanders of Flanders Real Estate

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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61 Beach Road (part Of) Vineyard Haven MA 02568
Sold

MLS Number 39285

  • Land
  • Mls Status Closed
  • Acreage 1.14

Not Listed in LINK New subdivision -Commercial Land with existing building to be removed per plan.

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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51,61,65,71,76,77 Stillpoint Meadows & 725 State West Tisbury MA 02575
Sold

MLS Number 39553

  • Land
  • Mls Status Closed
  • Acreage 26.4

Private lots along Crocker Pond and Priester Pond.

Listed by 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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61 Lagoon Pond Road Vineyard Haven MA 02568
Sold

MLS Number 38827

  • CommercialSale
  • Mls Status Closed
  • Bathroom 4
  • Bedrooms 6
  • Half Baths 2

Newly built 6 bedroom compound with Commercial and Residential opportunities. Minutes from Main Street VH, the ferry, and steps from Lagoon Pond this property consists of a newly built 3 bedroom, 2 1/2 bath front house that sits above an oversized garage with 14 foot ceilings. The home is modern and open with stainless steel appliances and granite countertops. The back house is also 3 bedroom, 1 1/2 bath with an oversized one car garage and plenty of parking around the property. With a great proven rental history and commercial use this compound is definitely a must see.

Listed by Allison Snowden of Donnelly + Co

Listing Sold by Donnelly + Co

$
$
%
$/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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29 Road To The Gut Edgartown MA 02539
Sold

Listing Id 33749

  • Residential
  • Mls Status Closed
  • Village Chappy
  • Bedrooms 4
  • Bathroom 2

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, for such solitude. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, this truly is the greatest escape.

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by Cedco 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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Based on information submitted to LINKMV as of June 16, 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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