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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

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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 Jordan Way Edgartown MA 02539

Edgartown, MA7 Jordan Way

Sale Price$2,500,000

Sold

Listing Id 34194

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 4
  • Bathroom 3.5

NEW CONSTRUCTION in the Jordan Way neighborhood: Location, location, location! 1/10th of a mile from Edgartown Village. This home consists of an open-designed great room with a gas fireplace, dining area, and a gourmet cook's kitchen with hardwood floors. There are a total of four (4) bedrooms, including a first-floor master suite PLUS three additional bedrooms and two full baths on the second floor. The spacious backyard offers plenty of ROOM FOR A POOL.

Listed by Michele Casavant of Vineyard Village Realty

Listing Sold by Premier Properties

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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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95 School Street Edgartown MA 02539

Edgartown, MA95 School Street

Sale Price$2,500,000

Sold

Listing Id 36899

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 4
  • Bathroom 3.5

Enjoy the wonders of Village living! The ultimate location in the historic district, on one of the most prestigious streets in the Village. Just 4 blocks from Main Street for dining and shopping, and steps to the bike path and bus to South Beach - what could be better. The property features a recently updated three-bedroom main house, and charming one-bedroom detached guest cottage. The custom-built field stone wood-burning fireplace creates a focal point for the living and dining rooms and adds to the dynamic of the over sized windows. The adjacent game room with built-in bookshelves is an inviting space for recreation or that quiet place to read a good book. With cherry cabinetry, double sinks, and an island with seating, the kitchen allows the cook to connect with family and guests. Just off the kitchen is a fabulous screen porch for all to convene for dining, entertaining, or pure relaxation. Of course, we can't forget the outdoor shower, a Vineyard staple, off the porch. The master bedroom with a vaulted ceiling and en suite bath occupies the right side of the second floor. Two comfortably sized bedrooms, and a shared bath with a claw foot tub and separate shower complete this floor. If you are looking for additional outdoor living space, there is potential to access the full roof deck with railings through the back guest bedroom. The piece de resistance is the private detached guest cottage with a large bedroom and a full bath. With a strong rental history, move-in ready, with furnishings available, and a private driveway with room for two parking spaces, this is the ultimate Village property. Check out the floors plans and virtual tour for a more detailed preview of the house and guest cottage. There are rentals in July, so advance notice is necessary to schedule a showing.

Listed by Stephanie Roache of Sandpiper Realty

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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25 Old Dunhams Corner Way Edgartown MA 02539
Sold

Listing Id 41075

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.75

In the heart of KATAMA sits this beautiful furnished 4 bedroom, 3 1/2 bath home which is set up for comfortable easy living. When you step into the entry foyer you are greeted by a spacious kitchen to your left, with an island that flows into the open dining area and great room which features a soaring ceiling, lots of glass and windows, a two story fireplace place and wide pine planked floors. Off of the great room is an inviting screened porch and ground level decks that wrap the rear and side of the home. The right wing of the first floor features a primary en-suite with a private entrance to the exterior deck, a second first floor guest bedroom and an additional full bath, a half bath and first floor laundry. The second floor showcases two more bedrooms, another full bath and a landing to view the great room and dining area below. Completing this offering is a detached two car garage with unfinished space above. The home has generated a Strong Rental History. What's not to love about this 4 bedroom 3 1/2 bath open floor plan offered in the heart of Katama. Come and enjoy, there are even two community tennis courts!

Listed by Michele Casavant of Vineyard Village Realty

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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65 Road To The Plains Edgartown MA 02539
Sold

Listing Id 38296

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.6262

KATAMA COMPOUND with HEATED POOL - Charming three-bedroom cape, with updated kitchen and baths, lacks nothing. Open living with soaring ceilings, and access to the oversized yard and patio. Splash the day away in the heated saltwater pool, highlighted with a private powder/changing room and fully equipped cabana. Located above the oversized, three-car garage, you will find a one-bedroom guest house, the perfect private accommodations for family and friends! Ideal for personal enjoyment, an investment opportunity, or both. The property has strong rental history and tenants in place for the 2021 season. Need more room? Not a problem, connected to town sewer, the property can accommodate up to 7 bedrooms! With the sandy shores, roaring surf of South Beach and calm waters of Edgartown Great Pond nearby, this home is sure to be a crowd pleaser!

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by Ocean Park 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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29 South Pond Road West Tisbury MA 02575
Sold

Listing Id 39320

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 5.5
  • Acreage 1.45

The living is easy in this comfortable and spacious home. This property has a welcoming feel with an open living design to bring everyone together. The house is quite spacious with more than 3,700 square feet of living space. The comfortable living room with fireplace and the dining room with wet bar both onto a large deck through new sliding doors. There is also a separate den/tv room. The beautifully renovated kitchen with top of the line appliances is a job for someone who loves to cook. In addition, there are amazing outdoor spaces that include large deck, beautiful heated pool with spa and landscaped yard. The master suite is located on the first floor with cathedral ceiling, gas fired fireplace, large windows, walk in closed, and newly renovated bath. The second floor has three additional bedrooms and two full baths. The basement is partially finished as a family room. There is a full bathroom as well as the laundry room with two washers and dryers. To complete this property, there is a two car garage, a mud room, an outdoor shower/changing room, and a detached accessory building with two spacious rooms and full bath with shower. The Deep Bottom Pond Association has paved roads, association tennis courts, and a shared dock on the Tisbury Great Pond.

Listed by Sheila Morse of Island Real Estate

Listing Sold by Island Real Estate

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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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3 Mayhew Way Oak Bluffs MA 02557

Oak Bluffs, MA3 Mayhew Way

Sale Price$2,500,000

Sold

Listing Id 41577

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.78

Welcome to this exceptional home nestled in the coveted Tower Ridge Community. This property enjoys a prime location next to Farm Neck Golf Club, allowing residents the opportunity to partake in world-class golfing and tennis. This residence not only enjoys close proximity to Martha's Vineyard's finest beaches but also showcases a newly constructed 18x38 pool and pool house, designed by renowned architect Patrick Ahearn. 3 Mayhew Way is where luxury and modern comfort seamlessly blend to create a single-floor residence of unparalleled elegance. This spacious floor plan encompasses 4 bedrooms and 2.5 bathrooms, providing ample space for relaxation and entertainment. High-end finishes and thoughtful details adorn the interior, creating an atmosphere of sophistication and style. Upon entering, you will be greeted by carefully curated interior amenities. The kitchen boasts elegant granite countertops and top-of-the-line stainless steel appliances. The fireplace adds a touch of warmth to this sophisticated abode. The attached 3-season room offers a seamless transition between indoor and outdoor living. Beyond the interiors, this residence offers an impressive array of exterior features. A notable highlight is the landscaping, curated by Donaromas, which enhances the outdoor space, creating a serene oasis for relaxation. This exceptional property presents a rare opportunity to experience the epitome of luxury living on Martha's Vineyard.

Listed by Andrew McElhinney of Compass LLC

Listing Sold by Landmarks at TODAY Real Estate

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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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26 Chappaquiddick Avenue West Tisbury MA 02575
Sold

Listing Id 39981

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 1.5
  • Acreage 1.41

Exclusive Makonikey - Beautiful views of the Vineyard Sound are within your grasp. This multi-structure (3) property was built as a summer family compound in the 1970's that offers a wonderful opportunity to live in the perfectly located and quiet area of Lambert's Cove. A private pathway leads to a shared north shore beach with a few abutting neighbors. The homestead parcel awaits the next owner's vision to be fully realized from this special location. Included in this sale is 39 Beach Pebble Road, and shared deeded beach access on Passamaquoddy.

Listed by Casandra Hyland of Landmarks at TODAY Real Estate

Listing Sold by Compass | MV Team

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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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301 North Road West Tisbury MA 02575

West Tisbury, MA301 North Road

Sale Price$2,500,000

Sold

Listing Id 37146

  • Residential
  • Mls Status Closed
  • Village Central
  • Bedrooms 3
  • Bathroom 3

Quintessential up-island farm property with renovated antique farmhouse and barn set among meadows surrounded by stone walls. This sweet home is surprisingly bright and airy and sits on a rise, with an expansive deck overlooking fields and woodlands. Featuring an open floor plan from kitchen to dining to living room, all new windows, and ceilings that have been raised above the original beams, this 1850 house feels comfortable and relevant today! The barn is a classic post and beam building which remains in great shape and includes an office or studio space. Endless stone walls. Surrounded by conservation land. Subdivision possible. Only one mile to the beach! This property is part of Seven Gates Farm and enjoys the benefits of miles of coastline including three distinct beaches and two docks, 1000 acres of common land with trails weaving throughout, two tennis courts and a lovely community of neighbors. Note: 2% fee to Seven Gates Farm at closing in addition to purchase price and Land Bank fee.

Listed by Meg Bodnar 508-221-2782 of Tea Lane Associates

Listing Sold by Alisan Lohan-Conway Properties

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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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100 Watcha Club Road West Tisbury MA 02569
Sold

Listing Id 37873

  • Residential
  • Mls Status Closed
  • Village South Shore
  • Bedrooms 4
  • Bathroom 3

Note: This transaction is part of a $7.25M sale that included the 5.5 acres at 98 Watcha Club. Waterfront property on Watcha Pond with gorgeous ocean views and easy ocean beach access. The 3000-sf house with views of Watcha Pond and the Atlantic Ocean is in fine condition but is ready to make way for a magnificent dream home for the new owner. The house is on a rise and so the views are exceptional. The lawn sweeps down to the edge of the crystal-clear waters of Watcha Pond. There you can keep all manner of watercraft to access the ocean beach or enjoy the Pond. Kids who summer here will ditch their devices and learn their way around kayaks, canoes, paddle boards, and sailboats. Idyllic summer days can be spent swimming and body surfing in the Atlantic, then diving into the sweet waters of Watcha Pond. The area offers some of the Island's best birding and Watcha is a fisherman's paradise, full of Perch and ancient Pike. The property also has membership in a small Beach Association for walking and vehicle access to an Atlantic beach half a mile away via a quiet dirt road. A portion of this beach is expected to erode over the next decades, but the property's deeded beach access over Watcha Pond will remain in perpetuity. Note: The neighboring 5.5-acre lot with newer 2400-sf home is also available for purchase.

Listed by Cassie Courtney of Wallace & Co. Sotheby's

Listing Sold by Keller Williams 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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125 Sea View Avenue Oak Bluffs MA 02557
Sold

Listing Id 38620

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 3.5
  • Acreage 0.1

Forever Views, Views and more Views! This Ocean facing Victorian home has sweeping water views across Nantucket Sound as well as Farm Pond. Loaded with charming details, the generous rooms offer ease for summertime gatherings and entertaining. Delightfully sited and expanded over time, the large welcoming porch sets the comfortable pace as each room flows to another. Front parlor, den, dining room, convenient laundry/storage room and a renovated kitchen - plus a multitasking overflow room with bathroom and a bedroom suite with private entrance at the rear. Front and back, the two staircases lead to the five bedrooms and two bathrooms. Plenty of convenient parking and easy access to the grassy backyard complete with BBQ area and outdoor shower. Impressive rental history, this treasured cottage style home is steeped in happy Vineyard vibes!

Listed by Helena Kirschenbaum of RE/MAX on Island

Listing Sold by Ocean Park 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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52 Robinson Road Edgartown MA 02539

Edgartown, MA52 Robinson Road

Sale Price$2,500,000

Sold

Listing Id 38309

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 2.5
  • Acreage 0.5

EDGARTOWN, NEWLY RENOVATED, FIVE Bedroom home with room for a POOL, GUEST HOUSE and SIXTH BEDROOM, this property offers it all. Upon entry you are greeted by the Great Room which anchors the home with its cathedral ceiling and masonry fireplace. The Great Room opens to the kitchen/dining area which offers a large central kitchen island with quartz countertops. Off the Great Room is a Sun Room with beadboard ceiling, slate tiled floor, and french doors flanked with additional windows overlooking the large, flat back yard. The first floor also offers a den, laundry room with half bath, and a guest wing with four bedrooms and a full bath. The fifth bedroom en-suite is located on the opposite side of the home from the guest wing, offering ultimate privacy. The home also offers an attached two car garage and full basement. The property is only 1/2 mile to the heart of Edgartown Village, is close to the Library, Girls/Boys Club, public tennis courts, public playscape and the bike path. This property must be scene in order to appreciate all it has to offer. Easy to show.

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.

Ask A QuestionMore Details

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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