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151 Tashmoo Avenue Vineyard Haven MA 02568
Sold

Listing Id 43901

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.4646

This Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to a peaceful and private deck. Living room offers a comfortable space for TV and relaxing. There is also nice size first floor primary with walk-in closet and spacious en-suite bathroom. The grand entryway takes you to the second floor which offers a second primary bedroom with walk-in closet and en-suite bath. There are two guest rooms that share a bath and second floor laundry. Wood and tile floors throughout, propane FHA with A/C. The walkout basement features 10'ceiling height and is ready to be finished off for additional living space, workshop or office.

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

Listing Sold by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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34 Massasoit Avenue Oak Bluffs MA 02557
Sold

Listing Id 44132

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 3.5
  • Acreage 0.15

Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to shops, restaurants, beaches, and ferries. . The commercial zoned land has been approved for several different situations from housing to store fronts. Come take a look at all this property has to offer.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Paddock Road Oak Bluffs MA 02557

Oak Bluffs, MA42 Paddock Road

Sale Price$1,999,000

Sold

Listing Id 35025

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

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide EASY ACCESS into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy POND VIEWS and panoramic meadow views. This HIGH QUALITY NEW CONSTRUCTION offers 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining, outdoor shower and borders conservation land for complete privacy. The option to add a POOL is available upon request. An OPEN FLOOR PLAN features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The living and dining area has lovely views of the pond, custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four SPACIOUS bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is a set up for an additional washer and dryer upstairs. Enjoy UP-ISLAND PRIVACY with DOWN-ISLAND CONVENIENCE! Don't miss this opportunity to enjoy this beautiful INVESTMENT property and begin to earn income right away. Or enjoy it all year round yourself with family and friends!! MOVE IN READY!!

Listed by Jennifer B. DaSilva of Ocean Park Realty Inc

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Pulpit Lane Edgartown MA 02539

Edgartown, MA24 Pulpit Lane

Sale Price$1,998,500

Sold

Listing Id 41306

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

Discover serenity in this captivating Contemporary residence, nestled within the tranquil enclave of Edgartown Estates in the heart of Katama. Experience a harmonious fusion of inviting spaces that redefine entertainment on the first floor. A grand Living Room welcomes you with its lofty vaulted ceilings and ample seating, setting the stage for memorable gatherings. Flow seamlessly in one direction to a cozy TV/Family Room, and in the opposite direction, be greeted by the interconnected Dining and Kitchen Areas. The Kitchen boasts a charming breakfast bar and elegant counters, inviting culinary exploration. Adjacent to the open Dining Area, a sunlit Sunroom awaits, featuring a cathedral ceiling, plush sofa seating, expansive glass windows on three sides that paint the space with natural light, and an inviting door that leads to the back deck, creating a perfect setting for alfresco dining. The TV/Family Room boasts a large space and comfortable seating, promising hours of entertainment. One of the three Bedrooms, accompanied by a shared full bath, graces the first floor, offering privacy and convenience. Step out onto the deck that overlooks the private backyard, a haven for outdoor gatherings and relaxation. The bike path conveniently awaits at the just a short distance at the entrance to Edgartown Estates encouraging leisurely rides and scenic strolls. The allure of South Beach beckons just two miles away, promising endless seaside enjoyment. This is not just a property; it's a symphony of contemporary living harmonized with the tranquility of Katama. Embrace the opportunity to call this distinctive residence your own, and experience life in a whole new light. For a truly seamless transaction, furniture, is available for purchase.

Listed by Susie Wallo 508-776-6050 of Compass | The O'Hanlon Group

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Crafts Field Way Edgartown MA 02539
Sold

Listing Id 39786

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.66

CONTEMPORARY KATAMA BEACH RETREAT. Listen to the sounds of the ocean from this sun-filled retreat near South Beach. Perfectly designed for casual indoor-outdoor living, this property features an open-designed Great Room with vaulted ceilings, skylights, a wood-burning fireplace and large sliding glass doors that open out onto a spacious wraparound deck . . . perfect for morning coffee, alfresco dining or lounging in the sun with a book with the sounds of the ocean nearby. This ideally-located South Beach retreat features an updated kitchen with granite countertops and stainless appliances. The expansive yard includes offers the possibility to add a pool or garage. Located just a short bike ride or 10-minute stroll from South Beach, this home is being offered turnkey with all furnishings and contents and ready to become your perfect Katama vacation retreat or investment property (rental history available). The unfinished lower level offers expansion potential for a Media/Game Room and more! This property can be enjoyed as-is or transformed into a contemporary beach retreat with your very own signature style!

Listed by Wendy Harman of Compass | Point B

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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159 Charles Neck Way West Tisbury MA 02575
Sold

Listing Id 42420

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.7

THE WHALE HOUSE: COASTAL-INSPIRED LIVING NEAR LONG POINT. Experience the allure of The Whale House, a coastal-inspired retreat nestled near Long Point Beach -- and adjacent to over 96 acres owned by The Nature Conservancy. This beautifully appointed residence is an ideal sanctuary for family and friends to indulge in relaxation and seaside splendor. The first floor welcomes you with a sun-filled open layout, perfect for effortless entertaining and unwinding. A Living Area adorned with a gas fireplace sets the stage for cozy gatherings. The well-appointed Kitchen boasts a prep counter/breakfast bar and stainless appliances, seamlessly flowing into the Dining Area. French doors lead to a spacious screened porch, offering a delightful setting for al fresco dining and lounging. Additionally, an expansive south-facing deck beckons with dining, grilling, and lounging areas. The first-floor bedroom is ideal for guests and opens to a shared full bath, while the second-floor features a Primary Bedroom with private den/office and an en suite bath with a soaking tub and separate shower. Two additional second-floor Bedrooms with vaulted ceilings share a full bath with a tub and shower. Newly transformed for additional living enjoyment, the finished Lower Level unveils a captivating Bonus Room perfect for a Family Room/Lounge, in-home gym or office. Surrounded by a sprawling lawn, The Whale House invites outdoor entertainment for yard games. Long Point Beach, a mere mile away, offers both a sandy ocean beach with waves and a serene freshwater pond. Residents also have access to highly-coveted Lamberts Cove Beach on the island's north shore. Embrace the coastal charm and leisurely luxury of The Whale House, a haven where cherished memories are waiting to be made. Note: Established 10-year history of fully-booked rental seasons. Furnishings and contents are available for separate purchase/negotiation.

Listed by Wendy Harman of Compass | Point B

Listing Sold by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Box Turtle Lane Oak Bluffs MA 02557
Sold

Listing Id 43361

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.76

This delightful home is on a scenic lot nestled within the Sengekontacket Association. Every room in the home is filled with natural light and beautiful views. It is a very short walking distance to the community boat dock and kayaking, as well as the walking trails of Sengy. Updated in 2008 by the architect owner, this home has 3 bedrooms in the main house and a lovely bedroom and bathroom in the studio that is attached to the main home by a stunning overhead trumpet walkway.Cathedral ceilings in the main family room and kitchen with light from every angle.The renovated kitchen, living room and addition of a screened porch complete the main floor of the home.The lower level of the home has 3 sets of sliding glass doors that walk out to the gardens. There are 2 large bedrooms, one full bathroom and a separate washer and dryer room.The top floor has a completely updated and very large master and ensuite with lovely views of the property and surrounding woodlands.This property has an intimate feel because of the care taken with the design, but also allows for everyone to have their own private space for relaxation due to the large square footage and open floor plan. There is also an outdoor fire pit and large wrap around deck off of the main floor. Solar panels on the main home.Family members and friends leave after their visits to 26 Box Turtle each year saying "When can we come back". A special home in a special location. The Sengekontacket Association has an active group of pickleball and tennis residents who will welcome you on the courts. Owners will offer a 1997 Island Jeep Wrangler to be included in the sale of this property with roughly 55,000 mileage.There is both propane and electric heat for the property.

Listed by Jayne Isford of Ocean Park Realty Inc

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Pond Road West Tisbury MA 02575

West Tisbury, MA100 Pond Road

Sale Price$1,990,000

Sold

Listing Id 36533

  • Residential
  • Mls Status Closed
  • Village South Shore
  • Bedrooms 5
  • Bathroom 5.5

There is room for all in this sprawling 4,400+ SF contemporary cape style home in the upscale Deep Bottom Pond neighborhood. Set on a super private 4.5-acre lot with access to the Tisbury Great Pond for kayaking only a short walk from your backyard. The flow throughout the house is well planned and is bright and sunny, with soaring ceilings and loads of windows and glass doors letting the outside in. The spacious home offers five bedrooms and 5.5 baths including a grand master bedroom with en-suite, walk-in closet and french doors to the rear deck, numerous living areas, front farmers porch, back deck overlooking the beautifully landscaped grounds, 3- car garage and huge basement. Deep Bottom Pond an enclave of significant homes offering a pastoral setting with rolling fields and grazing horses, walking trails, tennis and water access to the Great Pond. Being sold turnkey.

Listed by Lesley Heidt of Sandpiper Realty

Listing Sold by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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12 Green Avenue Edgartown MA 02539

Edgartown, MA12 Green Avenue

Sale Price$1,989,900

Sold

Listing Id 36590

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 5
  • Bathroom 3

All the best of the village is just a short stroll from this peaceful side street. Located on a corner lot, this classic Greek Revival is well-positioned, affording a large and private side yard. The home has been nicely maintained and exudes the charm and character of previous years while boasting many of today's comforts. Accommodations are plenty with five bedrooms and the gathering areas well designed to flow to the large screened porch that connects the interior spaces with the outside. A newer addition at the back of the house is an open concept great room with high ceilings and clerestory windows letting in loads of natural light - the kitchen, casual dining area and family room are found here along with full bath, mudroom and laundry, all with terrific flow to the brick patio and walkway. Outside shower, plenty of parking and garage complete this Edgartown Village Gem!

Listed by Lesley Heidt of Sandpiper Realty

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 44006

  • Condominium
  • Mls Status Closed
  • Bathroom 1
  • Bedrooms 1
  • Full Bath 1

Private luxury at the Harbor View Captain's Cottages offers a gracious and relaxed way to enjoy Vineyard living. The Captain Osborne Cottage is a beautifully furnished one-bedroom, one-bath residence that blends deeded ownership with comprehensive maintenance and professional property management provided by the Harbor View Hotel, creating an effortless and welcoming ownership experience. The cottage features a private entrance through a covered porch, as well as a quiet rear deck complete with its own outdoor shower-ideal for relaxed Island living. Inside, the bedroom is highlighted by a gas fireplace and a walk-in closet with a stackable washer and dryer. Daily housekeeping and room service enhance the ease and comfort of ownership. With Association and Town approvals, there is potential to convert the existing one-bedroom residence into a two-bedroom, two-bath suite. Owners enjoy full access to the hotel's concierge services, heated saltwater pool, and the award-winning Bettini Restaurant. Just beyond the property lies Edgartown Village, celebrated for its picturesque harbor views, art galleries, boutiques, golf courses, and nearby pristine beaches. Offering a thoughtful balance of casual elegance, private luxury, and everyday convenience, this is a rare opportunity to fully embrace the Vineyard lifestyle with the amenities and attentive service of a full-service hotel. The Harbor View Hotel retains a Right of First Refusal as outlined in Master Deed Article 10.

Listed by Kim Naylor of Donnelly + Co

Listing Sold by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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32 Norton Orchard Road Edgartown MA 02539
Sold

Listing Id 39897

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.29

Not listed in LINK.

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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

29 Bold Meadow Road Edgartown MA 02539
Sold

Listing Id 41936

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.85

Bold Meadow! This nicely maintained home is located in a well established neighborhood just outside of the Edgartown Village, close to Morning Glory Farm and South Beach. Many nice features throughout include a spacious living room with cathedral ceiling, wood burning fireplace and custom built-in cabinets. The fully equipped kitchen is open to the dining room with sliders to a deck with pergola overlooking a peaceful backyard. There is a first floor primary with en-suite bathroom and sliders to a private deck and outdoor shower. Coming in from the oversized 1-car garage is a mudroom, 1/2 bath and laundry room. Second floor includes 3 nice size bedrooms, one with a window seat, that share a full bath. Potential for a second bath if one wanted. Wood, Tile and Carpet throughout. This home is immaculate inside and out.

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

Listing Sold by C McManus Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 21, 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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