Vineyard Haven Homes $1.5M+

View Martha's Vineyard homes for sale in Vineyard Haven priced at $1.5M and higher. You may also be interested in browsing all homes in Vineyard Haven.

Vineyard Haven Homes for Sale

Call Ocean Park Realty at 508-693-4210 if you have questions about a listing or would like to see any of these properties in person.

Browse Vineyard Haven Real Estate By Price:
Under $600k | $600k-$900k | $900k-$1.5M

142 Lake Street Vineyard Haven MA 02568

Vineyard Haven, MA142 Lake Street

Price$2,075,000

Est. Mortgage: $/month

MLS Number 41371

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.3593

Modern Contemporary designed by noted Vineyard architect, Bruce MacNelly. The furnishings complete the design. You can move in and unpack, offered Turnkey (excluding artwork). The well-designed layout provides plenty of room for family and friends to gather while having ample private spaces to relax or work from home. The first floor is bright with open Living, Dining, Kitchen. Large doors open out to the deck with seating and dining area overlooking the lovely landscaped garden. A half bath is off of the entry. The 2nd floor has a lovely primary bedroom with ensuite bath and views of the back garden; and at the opposite end are 2 guest bedrooms which share a full bathroom off the hall. The washer/dryer is also on the 2nd floor. The lower level has a Living/TV room and a large, above-grade bedroom with an ensuite bath. Sliders walk out to a stone terrace and a path that winds up to the backyard. The fire pit is the perfect spot to gather in the evenings and enjoy cocktails or roast marshmallows. It's an easy walk into downtown Vineyard Haven or head down to the town boat landing on Lake Tashmoo or the tennis courts at the end of the street. There is a seasonal rental history.

Listed by Kathryn Tate of Kendall & Kendall

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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84 Cuttyhunk Avenue Vineyard Haven MA 02568

Vineyard Haven, MA84 Cuttyhunk Avenue

Price$2,795,000

Est. Mortgage: $/month

MLS Number 41369

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.6399

LOWER MAKONIKEY - One of just a handful of Private Beach Associations in Vineyard Haven, this home and grounds are replete with the requisite elements for summer by the beach, and modern year round living. Just ¼ mile to the Private North Shore Beach, overlooking Vineyard Sound, this Post and Beam Style property is an entertainer's dream both inside and out. Inside, natural wooden beams and soaring ceilings abound with 2,400 square feet of generously sized living spaces, with three en-suite bedrooms, three and a half bathrooms, a loft, and bonus finished lower level living space for extra guests or home gym. Some of the first floor distinctive attributes include a primary bedroom suite, with private bathroom and walk-in closet, living room with custom built-ins and hand laid stone fireplace, beautiful kitchen open to the window lined dining room and easy access to the outdoor dining area, there is also a laundry room and powder room, and access to lower level finished living space. The second floor has two guest suites, each with private bathrooms, and a sunlit loft space for an office or lounge area. The lengthy covered front porch is welcoming and also offers yet another outdoor living space to enjoy the privacy and quiet in this natural setting. The backyard has a sweet stone patio surrounded by native forest, stone walls and mature perennial plantings for easy outdoor care, and with the screened in deck, you can enjoy this peaceful setting in any weather. The attached two car garage and extra unfinished basement space leave loads of room for storage. An extraordinary opportunity to belong to this exclusive community, valuing privacy, nature and close proximity to bustling Vineyard Haven in a delightful seaside enclave.

Listed by Rose Ryley of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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36 Ferro Way Vineyard Haven MA 02568

Vineyard Haven, MA36 Ferro Way

Price$2,175,000

Est. Mortgage: $/month

MLS Number 41255

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.3494

Discover the pinnacle of luxury living in Vineyard Haven with this exceptional 5-bedroom, 3.5 bath home, now enhanced by a brand-new farmer's porch. Only 3 years old, this residence seamlessly marries modern sophistication with timeless charm, providing an idyllic retreat for families seeking the finest in comfort and style. From the moment you step inside, you'll be captivated by the expansive eat-in kitchen, boasting a gas stove, double ovens and a free-standing refrigerator as well as a free-standing freezer that cater to your storage needs while showcasing premium cabinetry and countertops. This culinary haven effortlessly flows into the dining area, perfect for daily life and entertaining. For easy clean up, enjoy the central vac system and 2 large pantries in the kitchen. The main floor bedroom, walk-in closet and main bath are an enchanting retreat away from the second-floor bedrooms which provide comfort and seclusion for family members and guests alike. Endless possibilities with the finished attic space which offers versatility to suit your family's evolving needs. Whether you desire a play area for youngsters or a productive home office, this space can be tailored to your preferences. Outdoor living reaches new heights with the addition of a freshly constructed farmer's porch. This charming space provides an inviting entryway and a welcoming spot to enjoy the surroundings. Thoughtfully designed outdoor lighting casts a warm glow over the outdoor spaces, setting the stage for enchanting evenings. The irrigation system ensures that the lawn and gardens remain vibrant and lush year-round. Set in the sought-after Vineyard Haven locale, convenience and elegance converge seamlessly. Local amenities, schools, parks and the delightful downtown area are all within easy reach. Whether you 're spending a leisurely day at the beach or exploring nearby boutiques, this location offers an array of options.

Listed by Hope O'Brien of Compass LLC

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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794 & 690 Chappaquonsett Road Vineyard Haven MA 02568
Pending

MLS Number 41193

  • Residential
  • Mls Status Pending
  • Bedrooms 10
  • Bathroom 10
  • Acreage 20.34

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha’s Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. For many decades it has hosted a broad spectrum of well-known figures from the worlds of literature, theater, cinema, and politics. There are two separate lots – one 17.4 acres and the other 2.84 acres. A mile of private shoreline surrounds the property, including 2000 feet of sandy beach on the exquisite swimming waters of Vineyard Sound, and a large swath of sandy beach on Lake Tashmoo. There are no fewer than 4 homes - a 3-bedroom main house, a 2-bedroom caretaker’s cottage, and 2 elegant beach houses built in 2007 which offer some of the most astonishing water views on Martha’s Vineyard. The Pond Pavilion and the Ocean Pavilion are 2 separate, detached bedroom suites. The swimming pool overlooking Vineyard Sound with views of the mainland beyond is simply stunning. A Har-Tru tennis court is discretely nestled in a private corner of the property. Supremely stylish and yet consummately casual, this famed Martha's Vineyard property is a unique offering and could never be recreated.

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

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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74 Leland Avenue Vineyard Haven MA 02568

Vineyard Haven, MA74 Leland Avenue

Price$1,500,000

Est. Mortgage: $/month

Open House

MLS Number 41198

  • Residential
  • Next Open House: Sat 09/30 11:00 am. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5

This property has it all, Open kitchen with breakfast bar, bright familyroom with french doors leading to the expansive mahogany deck with bench, outdoor shower and large rear yard, perfect for a pool. Separate Living and formal dining rooms, half bath with laundry. Second floor features a spacious Master bedroom, on-suite bath with jaccuzzi tub and seperate shower, Two large bedrooms and hall bath, loft area could be used as addtional sleeping area. Central air conditioning and propane hot air heat. The full basement with high ceilings will make for a fantastic finished living space. This wonderful home sits on over a half acre of land, with beautiful rock retaining walls abutting greenbelt in a convenient but private setting. Guest house possibillities.

Listed by Roy Cutrer Jr of Laer Realty Partners

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%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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89 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA89 Main Street

Price$2,975,000

Est. Mortgage: $/month

MLS Number 41117

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

Generations have admired the elegant facade of this waterview home tucked into a corner of Vineyard Haven village, and the flower gardens in front are fully deserving of the oohs and aahs from 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 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 The house conveys with an easement to walk down to the harbor.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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30 Hillside Path Vineyard Haven MA 02568

Vineyard Haven, MA30 Hillside Path

Price$1,995,000

Est. Mortgage: $/month

MLS Number 41131

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.2031

UPDATE: To schedule a showing, please contact Don Angus at 508-759-2121 or dangus@uppercaperealty.com Vineyard Haven near the Lagoon This wonderful retreat from the world abuts the Brightwood Park/Sheriffs Meadows and will be “forever wild”. Natural landscaping with stone walls, pathways and steps lead to the home’s entrance. The main level of this Island Home features an inviting open floor plan with wood planked cathedral ceilings, gleaming hardwood floors and two sets of double sliding doors that bring you out to an expansive deck with stainless cable rails to allow unobstructed views of the treed backdrop. The open kitchen has a Subzero fridge, Bosch cooktop, double drawer dishwashers, pantry and an island for entertaining. A private study and additional full bath complete the main level. The primary suite on the 2nd level has a new luxurious bath complete with soaking tub, walk in tile shower. On the lower level you will find a spacious walkout apartment suite with private entrance, full kitchen and living room, bedroom, new tiled bath & laundry for rental income or guest quarters. Well located close to the bike path and convenient to the Village and Harbor.

Listed by Tina Parisi of Upper Cape & Vineyard Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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82 Skiff Avenue Vineyard Haven MA 02568

Vineyard Haven, MA82 Skiff Avenue

Price$2,090,000

Est. Mortgage: $/month

MLS Number 41096

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.2402

Downtown pristine recently developed 3 bedroom 2 1/2 bath home: provides privacy with a convenient short walk to shops, beach and ferry. Set back for quiet and peaceful luxury living, it's a hidden gem. This property boasts; solid hardwood floors, ducted heat/AC, gas fireplace, quartz counters, tiled bathrooms, an open concept floor plan, a first floor master bedroom, two living rooms and custom blinds throughout. This home is filled with light from all sides and views of mature Oak Trees, the generous raised deck is perfect for outside entertainment and relaxation. Below is a bluestone patio, outdoor shower, storage shed and well designed lawn and landscaping. It is move in ready with all furnishing available for purchase. The driveway supports 4 vehicles. Town approval in place to add a full bathroom and wet bar on the first floor. Agent is the owner.

Listed by Susan Lemoie-Zarba of Premier Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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103 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA103 Main Street

Price$12,700,000

Est. Mortgage: $/month

MLS Number 40823

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 5
  • Acreage 1.7

Welcome to your dream waterfront oasis on Vineyard Haven Harbor! This exceptional custom home offers an unparalleled blend of luxury, serenity, and captivating water views. Situated on a sprawling beach front parcel, this residence boasts an array of incredible features that epitomize coastal living at its finest. Step inside and be greeted by the seamless flow of the open-concept living space, designed to maximize both comfort and style. The interior is bathed in natural light, courtesy of the expansive windows that showcase panoramic views of Vineyard Haven Harbor. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and a spacious island. The adjacent sitting area features a fireplace and French doors leading to a screened porch. The primary bedroom suite boasts stunning water views, a spacious walk-in closet, and a luxurious en-suite bathroom. The additional guest bedrooms are generously sized, each offering its own unique view of the harbor or the lush surroundings. For those seeking relaxation and recreation, this property offers an outdoor paradise. Step outside to discover meticulously landscaped grounds, an expansive stone patio and pool, perfect for lounging or al fresco dining, while relishing the breathtaking scenes of the ferry passing by. One of the true highlights of this remarkable residence is its private beach, providing exclusive access to the pristine shoreline on Vineyard Haven harbor and allowing for easy boating access. A two-car garage offers ample storage for vehicles and outdoor equipment. Located on Main Street, you'll have easy access to the charming shops, galleries, and restaurants in Downtown Vineyard Haven. Live the waterfront lifestyle you've always dreamed of in this extraordinary home.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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201 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA201 Lagoon Pond Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 40666

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.3445

This unique property offers three distinct structures and the additional waterfront lot! A charming four bedroom two bath home with spectacular views of Lagoon Pond waiting for your personal touch. Adjacent to the Main House a detached Barn beckons creativity with it's generous space and loft above it's an ideal spot for an art studio, workshop or office. The detached garage provides convenient parking plus added storage for your island adventures and watersports kayaks, beach equipment and bikes. Sit back and relax on your front porch and revel nature and your breathtaking water views!!! This property includes the additional waterfront land elevating the allure to a new level. This waterfront land gives you the potential for private Town mooring rights. See mooring application in 'documents'. A coveted perk grant you exclusive access and resident preference for a mooring in the picturesque Lagoon Pond with approval. Convenient to the scenic beauty of the Island, Downtown, shopping, dining, beaches with easy access to the Vineyard Haven Ferry Terminal.

Listed by Janna O'Loughlin of Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 September 27, 2023 . 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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