Vineyard Haven Homes for Sale

About the Town

Vineyard Haven (Tisbury) is the unofficial gateway town of the island, with a deep commercial harbor dating back to the sail ships of colonial times. It’s the only town with ferry service to and from the mainland, year-round. That year-round vitality extends to Main Street shopping and the residential neighborhoods beyond. Vineyard Haven attracts many seasonal visitors and residents who enjoy water sports on Lake Tashmoo or Lagoon Pond, the convenience of Mink Meadows Golf Course, or relaxing evenings of theatre or dining in town.

Vineyard Haven contains the subareas below. Click the links to learn more about each area. For more information about the community of Vineyard Haven, visit the Town of Tisbury official website.

Vineyard Haven Real Estate Listings

If you would like to view one of the properties below, please contact us online or call 508-693-6866. To stay-up-to-date on your favorite listings and searches, please register with our site. You'll receive automated emails as new Vineyard Haven homes are listed.

Properties by Category:

Waterfront Homes | Water View Homes | Condos | Land | Rentals

Renting in Vineyard Haven? Visit our Vineyard Haven Rentals page to browse available vacation rentals.

849 Main Street

Price$10,800,000

Est. Mortgage: $/month

Rental ID 31361

  • Residential
  • Square Feet 3921
  • Bedrooms 6
  • Bathrooms 5
  • Acreage 1.62

Rare opportunity to purchase a waterfront West Chop home with stunning panoramic views of Vineyard Sound. Located on the outer harbor this property has been lovingly cared for by the same family for many decades. The gently rolling lawn leads to your private, deeded, sandy beach, which is the perfect setting for swimming, boating, fishing, kayaking and enjoying time with family and friends. A new addition in 2005 expanded this delightful home to include three bedrooms and three baths to accommodate the growing family. The original home retains its charming character featuring a living room with fireplace that extends from the front to the rear of the house, stepping through French doors to the covered porch stretching across the back of the house. An inviting dining room provides the setting for memorable gatherings offering views to Vineyard Sound. Three light filled bedrooms and two and a half baths complete the original portion of the home. The new kitchen, family room and screened porch add an element of casual living and space for an active family. Spend relaxing afternoons reading on the porch or watching the many boating activities and ferries passing day or night. Begin your journey of enjoying this wonderful home for generations to come.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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849 Main Street

Price$10,800,000

Est. Mortgage: $/month

Rental ID 30885

  • Residential
  • Square Feet 3921
  • Bedrooms 6
  • Bathrooms 5
  • Acreage 1.62

Affectionately known as "The Whale" and owned by the same family for over 60 years, this Classic West Chop home is privately situated on 1.62 acres with stone walls framing an expansive, gently rolling lawn down to the sandy beach. With over 200 feet of protected beach, this is some of the best swimming and kayaking on the island! Enjoy panoramic views from the screened in porch, back deck, and all 6 bedrooms! With a 3 br. addition in 2004, this is a delightful combination of old and new, appealing to all! The older wing includes 3 bedrooms and 2.5 bath, all with water views! The large living room leads out to a beautiful sitting area overlooking the manicured lawn, stone wall, hydrangeas, the beach and Sound beyond. The formal dining room with extensive windows also enjoys panoramic views. In the renovated wing there is an updated kitchen overlooking a comfortable family room and inviting screened in porch. A large first floor master suite and 2 additional bedrooms en suite viewing the Sound complete this charming addition. An oversized basement and garage provide additional storage especially for bikes, kayaks, and "island" car! Please note there is central air in the new wing only. The panoramic views here are mesmerizing and this is a rare opportunity to find a turnkey house on an oversized, private lot, within the "West Chop Loop", truly a property not to be missed.

Listed by Viewpoints

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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721 Main Street

Price$8,600,000

Est. Mortgage: $/month

Rental ID 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathrooms 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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

Price$5,700,000

Est. Mortgage: $/month

Rental ID 29771

  • Residential
  • Square Feet 3067
  • Bedrooms 5
  • Bathrooms 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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

Rental ID 31874

  • Residential
  • Square Feet 4034
  • Bedrooms 4
  • Bathrooms 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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575 Chappaquonsett Road

Rental ID 29787

  • Residential
  • Square Feet 2446
  • Bedrooms 6
  • Bathrooms 3
  • Acreage 8.55

The Peg House at Aunt Rhoda's Pond. Set on just over eight, private, waterfront acres is the Peg House, an architect designed, Timberpeg home in the classic post and beam style. This home features six bedrooms, three and one half baths, fireplace, first floor master suite and a large screened porch overlooking Aunt Rhoda's Pond. There is a floating dock at the pond for launching of small boats and kayaks. Follow the sandy path from the house to a half acre parcel of private north shore Vineyard Sound beach. The Peg House abuts sixty-eight acres of the Phillips Preserve, a Sheriff's Meadow permanently protected property featuring miles of walking trails through oak and pitch pine forest. The small island across from the Peg House is also part of the protected Sheriff's Meadow property. The Peg House... a scenic and secluded waterfront retreat, from which to enjoy the island of Martha's Vineyard. Please note: Red lot lines on aerial photos are an approximation.

Listed by Russell Maloney Real Estate

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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55 Jewett Lane

Price$3,950,000

Est. Mortgage: $/month

Rental ID 31963

  • Residential
  • Square Feet 3935
  • Bedrooms 6
  • Bathrooms 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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29 Harbor View Lane

Price$3,850,000

Est. Mortgage: $/month

Rental ID 30310

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.57

**RECENTLY APPROVED 5 BEDROOM SEPTIC DESIGN AND PLANS INCLUDED** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. Comes with a plan and approval from the board of health for a new 5 bedroom septic. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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27 Hatch Road

Price$3,850,000

Est. Mortgage: $/month

Rental ID 31876

  • Residential
  • Square Feet 3797
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 0.77

Rare opportunity to own 6 bedroom, 4 1/2 bath brand new construction on Hatch Road. Custom-built, energy-efficient retreat sited on a wooded and landscaped 3/4 acre lot includes a five-bedroom, three-level home and a detached one-bedroom carriage house. Beautifully styled and fully furnished, the main house features an open floor plan, three floors, and stunning views of Vineyard Haven harbor and East Chop. The main floor boasts 9-foot ceilings and crown molding, a great room with 50-inch HDTV and media room set-up, gas fireplace with variable heatilator fan, a stunning chef's style kitchen with center island, granite and quartz countertops, six-burner Thermador gas range, Thermador microwave and dishwasher, a master suite with large walk-in closet, jetted spa tub, tiled shower, and twin French door access to rear bluestone patio, laundry room with frontload washer and dryer, walk-in pantry and 1/2 bathroom. The dining room exits through French doors to large screened-in porch with a cathedral ceiling, fan, and outdoor speakers. Second floor boasts second master suite with twin walk-in closets, tiled shower, and twin French door access to covered side porch with stunning views of the harbor. Second floor also features bedrooms 3 and 4 with third full bath. Third floor features a Nantucket dormer with spectacular views of East Chop and a sliding glass door that open onto a sun deck with sweeping views of East Chop and Vineyard Haven harbor. Rough-in plumbing on third floor can accommodate another bathroom or wet bar. Third floor can serve as fifth bedroom, office, art studio, or entertainment suite. The third floor includes insulated unfinished space offering expansion opportunities. Rich hardwood floors installed throughout entire house. Ceiling fans in great room, all bedrooms, and covered side porch. Relax in rocking chairs on the Nantucket styled front porch. Three-zone FHA heat and A/C, and expanded outdoor shower. Custom landscaped yard features mature trees including one of the few California Sequoia trees in the northeast. There is plenty of room on the property to add a pool with town approval. Gorgeous private brand new Carriage House over a spacious 2-car garage. Custom designed kitchen, stainless appliances with granite countertops, 1 full bath, 1 queen bedroom, hardwood floors throughout, front load washer and dryer, large living room, cable, wireless, 50-inch HDTV with surround sound, private mahogany deck, and outdoor shower.

Listed by Premier Properties

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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

Price$3,475,000

Est. Mortgage: $/month

Rental ID 24993

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathrooms 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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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