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$9,950,000

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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Federal 30-year interest rate: 6.7% last updated on Sep 29, 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$9,900,000

Est. Mortgage: $/month

MLS Number 38460

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

At the northernmost tip of Martha’s Vineyard sits one of the prestigious region’s most beautiful homes. Spectacular 270-degree ocean views await, completely unobstructed thanks to its ideal location. The estate is a feast for the eyes itself: a sweeshinglesping 5,050 square foot escape of traditional and countless windows, most framing the endless Atlantic beyond. Elegant and spacious without sacrificing any of its unique character, it presents the perfect venue for entertaining both indoors and out. An incredible painted deck, positioned between the house itself and the private beach below, gives the incomparable impression of total privacy with a maximized oceanfront view. Verdant landscaping extends the pocket of paradise to the entire 0.83-acre parcel. Start each morning in the bright and airy kitchen, by the generous island or in the cozy breakfast nook. Wander the length of the pristine beach below as the waves play against sand and stone. Enjoy an alfresco lunch, made seamless by the outdoor dining area with its unbeatable views. Come sundown, find a front-row seat to a vibrant show as the sun paints the horizon with its golden glow. Welcome to true coastal paradise!

Listed by Rovi Homes

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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14 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$5,775,000

Est. Mortgage: $/month

MLS Number 39980

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property.

Listed by Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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1 Mariners View Lane Aquinnah MA 02535

Aquinnah, MA1 Mariners View Lane

Price$4,495,000

Est. Mortgage: $/month

MLS Number 39641

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.2

One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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: 6.7% last updated on Sep 29, 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$3,595,000

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: 6.7% last updated on Sep 29, 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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00 Moshup Trail Aquinnah MA 02535

Aquinnah, MA00 Moshup Trail

Price$450,000

Est. Mortgage: $/month

Pending

MLS Number 40111

  • Land
  • Mls Status Pending
  • Acreage 0.2035

Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/4 acre of beach on the Atlantic. Note: This is not a buildable lot, no structures of any kind are permitted.

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 October 6, 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."