Vineyard Haven Real Estate

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Search all listings for sale in this Martha's Vineyard villages. Vineyard Haven is considered the island’s most year-round community. Find properties on the historic streets of Main and William Street, as well as on West Chop, Lake Tashmoo, Lagoon Pond, and Vineyard Sound.

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Browse All Real Estate For Sale in Vineyard Haven, Martha's Vineyard

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108 William Street Vineyard Haven MA

Price$2,795,000

Est. Mortgage: $/month

MLS Number 31993

  • Residential
  • Square Feet 5534
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.657

Location, Location, Location! Walk or bike to everything. This majestic harbor view property offers living at its best in a vibrant area of well maintained and preserved period homes just one block to Main Street or Owen Park's deep water dock, beach, bandstand, and boat moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to the Tisbury school. The Steamship ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street, this Bracketed-Italianate style gem is known as the Capt. Benjamin Cromwell House and was carefully sited on the highest point of the property. Perfectly proportioned cross gable and cupola, impeccably renovated and updated throughout, features include 6 bedrooms, 5 baths, chef's kitchen, oil heat, a/c, spacious finished attic with soaring peaks. Don't forget the adorable cabin guest house with its climbing roses plus the two car garage while overlooking the .66 acre manicured grounds. Skip over to Owen Park to your dinghy or kayak, grab a morning swim or stretch on the beach, or simply soak up a magical sunrise or reflective sunset while the sea ebbs and flows nearby. As the captain of the old Island Line transportation service with steam-powered side-wheelers, the Eagle's Wing and later the Monohansett, this property was an emblem of the Captain's success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing. The architectural details, water views, spacious veranda, gleaming wood floors, 9' ceilings, crown molding, and more will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity, in turn-key condition - a property which needs to be seen to be appreciated. Furnishings available separately.

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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77 Massabesic Avenue Vineyard Haven MA

Price$1,525,000

Est. Mortgage: $/month

MLS Number 33393

  • Residential
  • Square Feet 3540
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Enjoy stunning water views from every room of this charming three bedroom Vineyard Haven home. Tucked away off lower Lambert's Cove Road, this post and beam styled house is nestled on over three acres in Lower Makonikey and boasts substantial views of Vineyard Sound from the first and second level. There are many sweet interior details including three fireplaces, a loft space, and a fully finished walk out basement which provides additional living space. The property also offers access to the association's private North shore beach. The house has been thoughtfully maintained by the current owner including new skylights, roof, downspouts, red cedar shingles and new roof. The graceful trees behind the home have been regularly topped and pruned to maintain the broad, deep view. The property offers ample outdoor spaces with deck and patio overlooking gently wooded land, open lawn space, as well as lovely plantings .

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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733 Main Street Vineyard Haven MA

Price$3,250,000

Est. Mortgage: $/month

MLS Number 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.91

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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111 Main Street Vineyard Haven MA

Price$3,350,000

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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15 Mechanics Street Vineyard Haven MA

MLS Number 32654

  • Commercial
  • Village South
  • Bathroom 2
  • Bedrooms 1

Possibilities abound with this special commercial offering. Located in the B2 corridor on State Road. The main floor offers nearly 800 square feet of commercial space with an office, full bath and kitchenette in the back. A large, dry basement with 9ft ceilings and interior access offers an additional 900 sf of useful space. There is an attractive patio/sitting area out front with a handcrafted pergola running along the side that brings you to the cozy back patio with a custom stone fireplace. There are 6 parking spots and a finished second floor.

Listed by Martha's Vineyard Island-Wide Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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48 Sandpiper Lane Vineyard Haven MA

Price$1,299,000

Est. Mortgage: $/month

MLS Number 32353

  • Residential
  • Village Tashmoo
  • Square Feet 2260
  • Bedrooms 4
  • Bathroom 3

WEST CHOP - Elegant and uniquely styled home in desirable Tashmoo Woods, on the last remaining lot within view of Mink Meadows Golf Course. This home has tremendous curb appeal. Front entrance via a vestibule, creating a nice transition into the home. Main living level has an Open Floor Plan, 9 foot high ceilings, striking 'two over two' oversized windows, Custom Trim Detail, Wood Burning fireplace and Wide Oak flooring throughout. Living room flows seamlessly to the dining area and kitchen. Large Custom Kitchen with Cream Cabinets (including oversized upper cabinets and numerous roll out shelves) beautiful mink colored Quartz counter tops, complementary Sea Glass backsplash and Stainless Steel appliances with a Cook's gas stove. Kitchen looks out over back yard and woodlands towards Mink Meadows and is adjacent to the garage for ease of access with groceries! Ground Floor Master Suite with Custom Trim and Wainscoting throughout, Walk in Closet, Double Vanity, Large Custom Tiled shower with Seamless Glass door. Upstairs to the Second Master Bedroom Suite, also with a Double Vanity, Quartz counters, Custom Closets, Custom Tiled floors and Shower with Seamless Glass Enclosure, Separate Water Closet and Custom Trim Detail! Two additional guest bedrooms share a bathroom with Tiled Tub and Wainscoting. Access to large storage area over garage. Second floor also has Wide Oak Flooring throughout, not a carpet in sight!! Multi zone Central Air-conditioning and forced hot air Heat. Full Basement. Front porch with Mahogany deck and Blue Stone Patio in rear yard off dining area. Mahogany clad Outdoor shower. Tashmoo Woods has numerous amenities including Association Tennis, Swimming Pool, Clubhouse, Dock and Private Beach Access. Minutes to Lake Tashmoo, Mink Meadows Golf, West Chop Club, Vineyard Haven Yacht Club, Restaurants, Shopping and Ferry. Move in ready. Empty and easy to show!

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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135 Bigelow Road Vineyard Haven MA

Price$1,695,000

Est. Mortgage: $/month

MLS Number 31850

  • Residential
  • Village West Chop
  • Square Feet 2556
  • Bedrooms 4
  • Bathroom 4

MINK MEADOWS - Custom designed contemporary main and guest homes built with the finest materials and high-level workmanship nestled on over 2.5 acres of land overlooking the golf course. The homes offer a quiet and warm environment that entrances, calms, and intrigues while provides comfort that flows from the carefully thought out design and exquisite surroundings. Floor to ceiling glass doors in every room blends the interior with the lush gardens, mature trees and stone walls. Golfing and the Mink Meadows beach on Vineyard Sound are just a walk away.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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122 Kuffies Point Way Vineyard Haven MA

MLS Number 31874

  • Residential
  • Village Tashmoo
  • Square Feet 4034
  • Bedrooms 4
  • Bathroom 4

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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275 South Farm Road Vineyard Haven MA

Price$5,700,000

Est. Mortgage: $/month

MLS Number 29771

  • Residential
  • Village Tashmoo
  • Square Feet 3067
  • Bedrooms 5
  • Bathroom 3

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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386 State Road Vineyard Haven MA

MLS Number 28734

  • Commercial
  • Village Central
  • Half Bath 2

ISLAND COVE ADVENTURES- This family owned business was established on Martha's Vineyard in 1992. On nearly one acre of commercially zoned land, this 18-hole beautifully landscaped miniature golf course has a water garden theme. The Saltbox style building houses an ice cream bar with food storage, an office on the second floor, a full basement and two bathrooms. A back deck with a covered cabana style structure is where an outdoor grill has been in operation since 2003. Large parking lot holds 35 cars. Sale includes a mobile rock climbing wall located adjacent to the parking lot. A lot of fun for years to come! This terrific commercial piece of land could offer other options for a different business as well.

Listed by Cronigs Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 2019
* 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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