Oceanfront Real Estate on Martha’s Vineyard

Martha’s Vineyard is New England’s largest island and has some of the most beautiful oceanfront properties available. Delightful oceanfront amenities include access to sandy beaches and spectacular views of emerald waters. Find oceanfront real estate in Chilmark, Edgartown, West Tisbury, Oak Bluffs, and Vineyard Haven.

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1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$11,950,000

Est. Mortgage: $/month

MLS Number 39443

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Step back in time as you explore the old-world charm of this West Chop waterfront grande dame overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole. Built in 1893 and meticulously maintained and updated over the past century, the much-loved 7,026-sf Victorian home includes many original hand-crafted architectural details. The expansive great room with exposed beams and windows on three sides offers panoramic water views with truly magnificent sunsets, and the adjacent reading room faces a cozy wood-burning fireplace with a door to the covered porch. Flooded with morning light, the kitchen – convenient to the entry mudroom and butler’s pantry/laundry room – features a six-burner Wolf stove, soapstone counters, and sunny breakfast area. Each of the three floors includes a spacious main bedroom with an en-suite bath and expansive water views, for a total of three primary bedroom suites. The fully renovated basement addition – with an underground hallway and door leading to the beach path – also includes two bedrooms, totaling eleven throughout the house. Two bedrooms have fireplaces, and custom built-ins provide plenty of storage. Outside, beautifully crafted stone walls, a south-facing stone terrace, and mature perennial landscaping create a tranquil seaside retreat on .31 acres, with convenient proximity to the West Chop Club and Mink Meadows Golf Club. There’s no shortage of nearby things to do, from tennis and golf to swimming and sailing, but perhaps this property’s greatest appeal is its sense of timelessness, the charm and allure of a bygone era. With only a handful of owners over the generations, now is the rare opportunity to make summers at “Pierside” a part of your family’s history. *Stone Pagoda not included in sale of property*

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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1005 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1005 Main Street

Price$11,600,000

Est. Mortgage: $/month

MLS Number 38460

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 7
  • Acreage 0.8333

Welcome to 1005 Main St! Located at the northern tip of Martha's Vineyard comes one of the most beautiful oceanfront properties on the entire island. A 5,050 square foot estate with an incredible deck, private beach, lovely painted floors and a ton of space for entertainment is now on the market. A feeling of privacy and peace surrounds this property due to the amazing landscaping, views, and unique character that this home brings. Come watch the sunset from the very spacious and freshly painted deck and be taken away into the immersive environment of the immaculate surroundings. Call and set up an appointment today!

Listed by Rovi Homes

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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76 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA76 Menemsha Inn Road

Price$8,900,000

Est. Mortgage: $/month

Pending

MLS Number 39240

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

WATER VIEW, WATERFRONT, PRIVATE BEACH- nestled above the north shore with spectacular views of the Gay Head Lighthouse, Vineyard Sound, and the Elizabeth Islands. Walk down to your private beach and go for a morning swim, kayak, or paddleboard. Privacy abounds with this spectacular new home, finished in 2021 was designed by Hutker Architects. The masterful quality craftsmanship by Serpa Construction does not disappoint. Engineered to make this home safe and durable for decades to come. Thoughtfully designed with three bedrooms, two primary suites in the main living level, and one lower level bedroom, all with breathtaking oceanfront views. Throughout the house are three full and two-half bathrooms. A comfortable office or den on also on the main level. This contemporary coastal home is move-in ready and is designed inside and out to enjoy everything about life on the Island. The main level enjoys spanning views with an open concept, including a fully equipped modern kitchen. The state-of-the-art STUV fireplace works as a standard fireplace or for chillier evenings it can be operated as a woodstove. The home is a Smart home wired with LED fixtures and a Sonos system throughout, set up to be voice-activated for ease. Walk down to the beach alongside a babbling freshwater stream. Cross the footbridge to a beautiful grassy knoll that sits high above the beach overlooking the Elizabeth Islands. After a late afternoon swim, head up to the top deck for a sunset with a six-person Hotspring hot tub.

Listed by Compass | Point B

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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

Price$4,900,000

Est. Mortgage: $/month

MLS Number 39258

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 6.4

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 a 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 Real Estate Inc

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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 & 54 North Neck Road Edgartown MA 02539

Edgartown, MA53 & 54 North Neck Road

Price$3,795,000

Est. Mortgage: $/month

MLS Number 38068

  • Land
  • Mls Status Active
  • Acreage 4.2

SUPERLATIVE WATERFRONT OPPORTUNITY ON CHAPPY’S NORTH NECK. This beautiful low bank waterfront property enjoys sweeping views across Edgartown Harbor and extending north to Nantucket Sound -- and the westerly exposure affords spectacular evening sunsets year-round. The property features a stone revetment along the shoreline and there is a set of stairs that leads down to the 170-foot private sandy beach. The 4.2-acre property spans across both sides of North Neck Road, offering a myriad of opportunities and the existing 1930's structures offer an opportunity to work with the existing building footprints, as desired. Come and explore the possibilities of building your idyllic Chappy retreat in this most magical waterfront setting.

Listed by Compass | Point B

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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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35A North Neck Road Edgartown MA 02539

Edgartown, MA35A North Neck Road

Price$3,750,000

Est. Mortgage: $/month

MLS Number 39509

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.3

CHAPPAQUIDDICK WATERFRONT - Loved for generations, this casual beach cottage offers panoramic views of Edgartown Harbor, across Nantucket Sound, and around Cape Poge Bay. The current configuration is casual with a centralized living area, accented by soaring ceilings and a fireplace flanked by two-bedroom wings. Thoroughly enjoyable as is, but for those looking for a home with more modern amenities, the oversized parcel easily allows future expansion and development. Swimming, boating, and fishing are right out your doorstep, with nearly 500’ of private sandy beach and dock on the outer harbor. Chappaquiddick offers something for everyone. Enjoy the serenity of countless hiking trails, a round at the Royal and Ancient Chappaquiddick Links, and beautiful beaches while all being minutes away from all the hustle and bustle of Edgartown Village. An incredible opportunity!

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 Eliot Avenue Chilmark MA 02535

Chilmark, MA0 Eliot Avenue

Price$155,000

Est. Mortgage: $/month

MLS Number 33176

  • Land
  • Mls Status Active
  • Village South
  • Acreage 0.8

Enjoy access to lovely stonewall Beach, south shore Atlantic beach with great swimming and fishing! - not a buildable lot.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 MA_LINKMV as of May 19, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_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."