Featured Vineyard Haven Luxury Homes
77 Winyah Circle, Vineyard Haven, MA 3BR/2BA, $1,549,000
Tucked away down a long drive-way in a quiet neighborhood sits this beautiful property that has been lovingly renovated and cared for over the last 10 years. It is located minutes to the lagoon, downtown Vineyard Haven and the Ferry.
There is a walking path from the house to the Lagoon which is part of seven acres of conservation where you can enjoy swimming, kayaking, and boating. Send me more information about this Vineyard Haven home!
Updated Kitchen, Large Deck
An open floor plan enhances entertaining and family gatherings.
The home features a reverse home design with the main living areas on the top floor which maximizes woodland views. Here you’ll find an updated kitchen, dining room and a large living room with a fireplace.
There is also a half bath and a large deck which looks out over the tree tops where you can sit for hours and enjoy the serenity of nature. Send me more information about this Vineyard Haven home!
Lower Level w/ Fireplace, Farmers Porch
A farmer’s porch invites reading and relaxing.
The downstairs has 3BR/2BA, including a master ensuite with a fireplace. A farmer’s style porch across the front of the house invites you sit, relax, enjoy a glass of wine and read the latest best seller.
A new owner could further expand the house to four or five bedrooms with the installation of a enhanced septic system, per the Tisbury Health Department.
The new septic system may also enable the owner to add a guest house or build a carriage house with one or two bedrooms and two bathrooms.
There are residency requirements associated with such an addition, so the buyer is advised to verify any desired upgrades with the town. Send me more information about this Vineyard Haven home!
The island kitchen features stainless appliances.
This property has an excellent 10-year, summer rental history. It is also nicely set up for a year-round home. The house is move in ready, so you can start to enjoy “Vineyard Living” from day one. (Listed by C McManus Realty Group)
For more information on this property, contact David Lott, Principle Broker/Owner, Vineyard Open House Real Estate, at 203-270-9357 (call or text). Send me more information about this Vineyard Haven home!
64 Crowell Lane, West Chop, Vineyard Haven, MA
Set on 1.20 acres, this new construction home includes a pool.
Scheduled for completion in 2025, this new home features 5BRs/6.5BAs and a luxurious 4,216 sqft of living space. Located in the heart of West Chop, the property is close by Mink Meadows Golf Club and a short drive to the town of Vineyard Haven.
Showcasing an open-concept design, the main living area ensures a seamless flow between the living room, dining area, and kitchen. High ceilings and large windows allow natural light to flood the space, creating a bright and airy atmosphere.
Each of the five bedrooms is a private retreat, complete with en-suite bathrooms and ample closet space. Send me more information about this new West Chop home!
Chef’s Kitchen, Pool & Cabana
Enjoy island living with a private swimming pool.
The state-of-the-art kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry, and a large island perfect for meal prep and casual dining.
Enjoy al fresco dining on the expansive patio or take a dip in the sparkling 18X40 swimming pool. Complete with a cabana the yard, here is your personal retreat for relaxation and entertainment. (Listed by Vineyard Dream Realty LLC)
Asking $4,995,000. Send me more information about this new West Chop home!
For more information Vineyard Haven luxury homes, contact David Lott, Principle Broker/Owner, Vineyard Open House Real Estate, at 203-270-9357 (call or text).
In-Town Vineyard Haven on Williams Street
In-town: 3BR/2.5BA, .40 Acre, William St., 2,378 SF. Send Me More Information!
Close to Town Down a Quiet Lane
Near-private lane, 3BR/2.5BA, gardens & stone walls, 1,740 SF. Send Me More Information!
About Vineyard Haven
The inner harbor fills with boats of all kinds in summer.
Vineyard Haven, and its adjacent summer colony of West Chop, is the main entrance to Martha’s Vineyard, a magical island six miles off the coast of Cape Cod.
Home to the busiest ferry port on island, and the only ferry port to run year round, Vineyard Haven is a wonderful landing spot for visitors and locals alike. Send me more information about buying property in Vineyard Haven!
The ferry leaves the inner harbor on an early spring morning.
Its beautiful natural harbor is bracketed by the inviting beams from the East and West Chop lighthouses, which mark the entrance to the harbor and are home to active summer communities.
During the summer, the West Chop Club, Vineyard Haven Yacht Club, Mink Meadows Golf Club and Lake Tashmoo are active hives of activity for tennis players, golfers, sailors and more.
If you yearn for an active summer lifestyle, Vineyard Haven/Tisbury is your place. Send me more information Vineyard Haven luxury homes!
Vineyard Haven: A Town for All Seasons
The Mink Meadows Golf Course is a 9-hole gem.
Known interchangeably as Tisbury, Vineyard Haven is a year-round town and features the highest population of locals on island. As a result, it offers amenities both practical and fun that last all year long.
For racket sports, visit the newly updated Har-Tru tennis courts in the cents of Vineyard Haven. For pickleball, head either to the public courts adjacent to Lake Tashmoo, or the public courts at the end of Boxberry Avenue near West Chop.
Local gems like Mocha Mott’s Coffee, Bunch of Grapes Book Store, Shirley’s Hardware and Waterside Market, alongside establishments such as the UPS Store, Stop and Shop and the Vineyard Haven post office suit the quotidian needs of islanders with first-class service. Send me more information Vineyard Haven luxury homes!
The Martha’s Vineyard Film Society.
In addition, you’ll find a full calendar of entertainment with the Martha’s Vineyard Film Society, the Vineyard Playhouse and Katharine Cornell Theater all located withing a few blocks of each other.
Often, playwrights try out new plays here and internationally known actors and actresses participate in plays while enjoying a “working vacation.” Send me more information Vineyard Haven luxury homes!
Real Estate
New! Soundfront, 2BR/1BA, updated 2020. (Wallace & Co. Sotheby’s)
- Homes for sale from $795,000 to $11,00,000
- Lots for sale from $925,000
- Commercial real estate from $450,000
- Send me more information Vineyard Haven luxury homes!
A sandy beachfront is just beyond the deck. (Wallace & Co. Sotheby’s)
Buying Property in Vineyard Haven
There are six general areas of Vineyard Haven in which you will find real estate for sale. Prices vary with North Shore waterfront (off of Lake Tashmoo) and water frontage on the harbor, Lake Tashmoo, West Chop and Lagoon being the most expensive.
West Chop – Home to the West Chop Trust and private West Chop Club. Homes range up to $11M+.
Downtown Vineyard Haven – In-town living, two town Har-Tru tennis courts, town dock & public beach. Prices from $1 million to $2.495M+
Lagoon – Close to town, water views, near Martha’s Vineyard Museum, marina and post office. Prices from the $800s to $2.5M+
Central Vineyard Haven – Just out of town, but you can bike or walk to downtown. Amenities include the private Vineyard Haven Yacht Club, public beaches nearby, public tennis and pickleball courts and library. Prices from $600K to $1.7M+
Lambert’s Cove – More rural area of town that starts to look like West Tisbury and up-island, with prices from $1M to $5.5M+
Lake Tashmoo – Lakeside living w/ access to public North Shore beach, get your clamming license! Prices from $1.1M to $5.7M+. Send me more information Vineyard Haven luxury homes!
Real Estate Taxes
Real estate taxes levied upon Tisbury residents vary from year to year based on the town’s spending budget. For 2023, the rate is $7.32 per $1,000, down from $8.70 per thousand. Send me more information Vineyard Haven luxury homes!
Residential Exemption
If you’re planning to make Tisbury your main residence and will live here year-round, you may qualify for a residential exemption which can reduce your property taxes.
The town’s residential tax exemption for 2023 has been boosted from 18 percent to 22 percent. The change comes as Tisbury’s average assessed value has jumped 35 percent for fiscal 2023. The average assessed value for a home in Tisbury is now $1,435,392. Send me more information Vineyard Haven luxury homes!
Thinking about a Guest House?
A popular Vineyard amenity is a guest house. A guest house is an ideal solution to an abundance of needs: overflow guests, visiting children, rental income or a place for an aging parent. Zoning laws have to be considered, however. In order to add a guest house to your property, consider these requirements:
a. The lot area exceeds, by 25% or more, that required for a single-family dwelling (see
Schedule A in zoning laws)
b. The guest house is no larger than one-half (1/2) that of the principal structure on the same
lot as determined by square footage. Maximum square footage allowed:
i. A maximum of 600 sq. ft. of living space for the R-10 Zone
ii. A maximum of 800 sq. ft. of living space for the R-20 Zone
iii. A maximum of 800 sq. ft. of living space for the R-25 Zone
iv. A maximum of 800 sq. ft. of living space in the R-50 Zone
vi. Maximum height in all zones will not be greater than 24 ft.
vii. Send me more information Vineyard Haven luxury homes!
Area
Eat, Play, Shop!
The Black Dog Tavern, a local and international institution.
Although it caters to a local population, Vineyard Haven is still a destination, and you’ll find an abundance of things to do.
Main Street is lined with charming boutiques and unique galleries, not to mention more than a couple of places to pick up an ice cream cone or slice of delicious fudge.
Grab breakfast, lunch or dinner at one of the town’s many restaurants, including the historic Black Dog Tavern which was founded by local sailing entrepreneur, Captain Robert Douglas. This iconic eatery was one of Vineyard Haven’s first year-round restaurants, and its canine mascot has become an international symbol for the island. Send me more information Vineyard Haven luxury homes!
The start of a Sunday Holmes Hole Sailing Association race.
If you’re looking to head to the water, Owen Park Beach serves as the town harbor and offers pleasant views, or the beach at Lake Tashmoo offers a more rustic and natural setting.
And if boating is your passion, you can pick up a transient mooring in Vineyard Haven harbor. Vineyard Haven is known for the high quality of its sailors, many of whom grew up learning in the MV Sail program for islanders.
And if you like friendly racing, join the Holmes Hole Sailing Association for racing from June to October. Send me more information Vineyard Haven luxury homes!
Discovery Package
The welcoming lobby at the Harbor View Hotel in Edgartown.
Visit Martha’s Vineyard on a 3 day/2 night Discovery Package to visit homes and experience the island lifestyle.
Stay at either The Mansion House in Vineyard Haven, or the famed Harbor View Hotel in Edgartown. Play golf at Mink Meadows Golf Club or Farm Neck Golf Club, explore the island and look at available property with Vineyard Open House Real Estate Broker/Owner David Lott. Send me more information about the Island Discovery Package!
Island Discovery Package Details
The Mansion House, Vineyard Haven.
- 3 days/2 nights at either The Mansion House, Vineyard Haven or Harbor View Hotel, Edgartown
- Vineyard Open House Discovery Discount at both hotels
- Breakfast at your hotel
- Play golf at Mink Meadows Golf Club or Farm Neck Golf Club (additional fee)
- Explore Martha’s Vineyard
- Tour properties for sale with Broker/Owner David Lott, Vineyard Open House Real Estate, LLC
- Send me more information about the Island Discovery Package!
For More Information, call Broker/Owner David Lott at (cell) 203-270-9357, or send him an email.
Additional Information
Tisbury Schools
The Town of Tisbury provides a public school for children from Kindergarten to eighth grade. A comprehensive website offers all the information you will need to interact with the school and its administration. Click on this link to the Tisbury Public School website where you’ll access:
- Nurse’s Web Pages
- Cafeteria, Menus, Applications
- Web Based Programs
- Teacher’s Web Pages
- Staff Directory
- Parent Teacher Conferences
- Parent Section
- Administration
- MVPS COVID-19/Parent Symptom Check Agreement
Links to information about all of Martha’s Vineyard Public Schools: https://mvyps.org/
In Vineyard Haven there is also a Montessori School for children ages 6-14 in elementary and middle school. Form the website: “We are an exceptional, progressive school that offers our students and their families a nurturing environment which challenges all students to do their very best.
“Our community has a strong commitment to excellence in education, which is reflected by the quality curriculum and enrichment programs we offer.” Send me more information Vineyard Haven luxury homes!
Nearest Airport
- Martha’s Vineyard Airport, 5 miles
