The Vineyard Realty Group, LLC | 508-627-3030 | john@vineyardrealtygroup.com | PO Box 1883, Edgartown, MA 02539 VT Real Estate Web Design

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Homes in Vineyard Haven $1M+

Scroll down to view all Vineyard Haven homes for sale listed at $1m and above. Don't hesitate to contact your local agents at the Vineyard Realty Group with questions about buying Vineyard Haven real estate. 

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721 Main Street, Vineyard Haven, MA

Price$7,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.81

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breathe away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Listed by Viewpoints

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Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

556 Chappaquonsett Road, Vineyard Haven, MA

Price$7,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32041

  • Residential
  • Square Feet 5311
  • Bedrooms 11
  • Bathroom 10
  • Acreage 22

This unique waterfront compound offers dramatic water views, privacy, direct access to 300+ feet of private beach, pastoral pond, tennis court, and multiple dwellings. The 22 acre property is in an old established area of the island abutted by gracious summer estates and hundreds of acres of permanently protected open space. The combination of the many existing structures and historic footprints combined with the staggering beauty of the waterfront setting creates a property with tremendous charm and vast potential in one of the Island's very special locations. While tucked away from the crowds it is only about a 12 minute drive from ferry to the property.

Listed by Kendall & Kendall

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Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

275 South Farm Road, Vineyard Haven, MA

Price$5,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 29771

  • Residential
  • Square Feet 3067
  • Bedrooms 5
  • Bathroom 3
  • Acreage 6.4

Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.

Listed by Jampel Associates

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Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

122 Kuffies Point Way, Vineyard Haven, MA

Price$5,499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31874

  • Residential
  • Square Feet 4034
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.528

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

111 Main Street, Vineyard Haven, MA

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.6726

Tucked down an unassuming driveway and invisible from the street, this 19th century Cape is just steps from Vineyard Haven's year-round shopping and cultural center. Terrace after terrace unfolds as you descend toward the waterfront through the lovely 2/3-acre compound, culminating in 68 feet of beach on the inner harbor. The main house, built around 1825, has four bedrooms plus an office/bedroom, three-and-a-half baths and five fireplaces. Harbor views abound from many vantage points, with character-filled features including wide board floors and extensive wainscoting, broad-silled windows, plaster walls and low ceilings. A seven-bedroom septic was installed in 2013. The property boasts many extras: a garden shed, detached one-car garage, large harborview porch with arched beadboard ceiling, and lush, mature gardens. A secret gate provides access to Owen Park with its town wharf and gazebo. Near the harbor is a boathouse with brick fireplace, built-in bunkbeds, barrel-ceilinged interior with natural wood, tiny bath and kitchenette. The peaceful private beach, perfect for crabbing, kayaking and contemplation, crowns this property where future memories are waiting to be made. A mooring is available.

Listed by John Best Associates

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

55 Jewett Lane, Vineyard Haven, MA

Price$3,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31963

  • Residential
  • Square Feet 3935
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.81

HISTORIC WATERFRONT ANTIQUE - Come live a bit of history in this beautifully restored six-bedroom, four-bath Colonial, formerly a tavern built in 1768, visited by seamen until the 1850's. Many of the small rooms of the tavern were combined into larger spaces when the building was converted into a home. Original architectural details remain including dentil work on the mantel of the living room fireplace, gunstock corners, beaded wainscoting and wide pine floors. Enjoy relaxing on the breezy porch watching the busy activity in the harbor or walk down the garden path to the stairs leading to the shore front lounging deck offering spectacular views of Vineyard Sound. Keep your dingy or kayak on the newly refurbished beach to easily reach your boat on a mooring immediately in front of the house. The house can be purchased with most of the furnishings. Substantial rental income.

Listed by Coldwell Banker Landmarks

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

63 Harbor View Lane, Vineyard Haven, MA

Price$3,595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32387

  • Residential
  • Square Feet 2131
  • Bedrooms 5
  • Bathroom 2
  • Acreage 0.6359

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on “little Hatch Road” - that sweet little enclave lying midway between West Chop and downtown. Enjoy sweeping views of Vineyard Sound, East Chop and Cape Cod from your spacious, enclosed, heated porch or from the back lawn. From the lawn, mosey down the steps to your 146-foot private beach. The classic house is fully restored, yet preserves much of its vintage charm - buttery hardwood floors, soapstone kitchen sink, paneled butler's pantry, Old World bathroom fixtures and more. With five bedrooms, two full baths and a delightful attached “bunk house” for the kids, there's plenty of room for family, friends or summer tenants to spread out and enjoy. The parcel enjoys beautiful mature landscaping plus a detached garage.

Listed by Coldwell Banker Landmarks

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

733 Main Street, Vineyard Haven, MA

Price$3,475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.92

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Listed by Viewpoints

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

201 Mitchell Road, Vineyard Haven, MA

Price$2,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32707

  • Residential
  • Square Feet 5021
  • Bedrooms 6
  • Bathroom 4
  • Acreage 2.58

Private 2.6-acre estate in Mink Meadows with multiple components - main house (3,451 sq ft), swimming pool, 3-bedroom guesthouse (1,540 sq ft), 2-story detached dry studio, and 2-car garage. Extensive landscaping and stonework accentuates the estate feel. The entrance to the half-mile of private association beach is less than 500 yards down a quiet dirt road. There are peeks of Vineyard Sound over the charming golf course views. The field stone chimney is a distinctive landmark for your arriving guests. MAIN HOUSE: There is extensive space for entertaining, including a 600 sq ft great room with cathedral ceiling, 300 sq ft screen porch, 800 sq ft hardwood deck overlooking the golf course, and of course, the beautifully landscaped swimming pool environment with adjacent changing area/outdoor shower. There is a formal dining room for gatherings during the cooler months, as well as an elegant sitting room with fireplace. A dedicated office provides views of the golf course. GUESTHOUSE: A 3-bedroom guesthouse is a rarity, especially one with this much privacy. This one is located almost 200 feet away from the main house, has its own private driveway, and has additional seclusion thanks to mature landscape screening. There is a 600 sq ft main deck overlooking the golf course and woods, and another spacious deck off the master bedroom suite. The guesthouse also has its own outdoor shower and a full basement. STUDIO: The two-level dry studio with hardwood floors is presently being used as a gym and office but it has multiple applications depending on an owner's needs.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

162 Gay Head Avenue, Vineyard Haven, MA

Price$2,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 33199

  • Residential
  • Square Feet 3673
  • Bedrooms 5
  • Bathroom 4
  • Acreage 1.46

Enjoy Up and Down Island living at this unique, 3 acre parcel with two houses in two towns! In Vineyard Haven you'll find a 2,475 square foot, four bedroom, three and one half bath house with water views to Vineyard Sound. Walk across the yard to West Tisbury and you'll find the second house of this Vineyard compound with 1,200 square feet of living space with one bedroom and one and a half baths. Each house is equipped for year-round living and each has its own septic system which makes expansion possible with permitting. This property has glorious gardens, smashing water view sunsets and access to two beaches. Follow the clam shell path from either house to the private Lower Makonikey Beach or take a swim at nearby beautiful Lambert's Cove Beach. You may enjoy this property in whatever proportion you wish. There are plenty of spaces for privacy, guests, large family gatherings, a home based business, or live in one house and generate rental income with the other.

Listed by Russell Maloney Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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