Tisbury Real Estate

View from Martha's VineyardTisbury (better known as Vineyard Haven) is one of the most attractive communities on Martha's Vineyard. Real estate in Tisbury/Vineyard Haven gives residents access to a wide range of activities including beautiful beaches, delicious restaurants, and shopping. You’ll find a variety of waterfront homes, Cape styles, post and beams, condos, and so much more.

Discover what it's like to live in Vineyard Haven.

Find Tisbury Homes for Sale

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

Tisbury Real Estate Statistics:

2019 Tax Rate: $9.17

2020 Tax Rate: $9.33

2021 Tax Rate: $9.17

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27 William Street Vineyard Haven MA 02568

Vineyard Haven, MA27 William Street

Price$2,950,000

Est. Mortgage: $/month

MLS Number 39457

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.3869

Warm and welcoming sunlight interiors, a grand central staircase and multiple living spaces for guests and family to enjoy. Fully renovated to accommodate a modern lifestyle including SubZero and Wolf stainless appliances, first and second floor bedroom suites with tile and marble baths, all while carefully preserving the historic charm and character. Set among lush lawns and hydrangeas, a block to Vineyard Haven’s Main Street attractions, the ferry and Owen Park beach. Current septic has additional capacity and lot size should accommodate guest house or carriage house with proper permitting.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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107 Mott Hill Road Vineyard Haven MA 02568

Vineyard Haven, MA107 Mott Hill Road

Price$1,325,000

Est. Mortgage: $/month

Active With Contract

MLS Number 39465

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.71

This warm family home has been designed and enjoyed by the original owners for many happy years and offers protected privacy with 1.7 acres of land abutting Land Bank property off of Lambert's Cove Road. The spacious kitchen welcomes you with a cozy woodstove and is ready for a Buyer's personal flair. There is good natural light and pine flooring throughout the house. The floorplan has a nice open flow between the dining area and living room. A breezeway off the kitchen leads to a two car garage with an unfinished studio space above. There are three generous bedrooms each with an en-suite bath, two on the second level and one bedroom located on the first floor. The large basement has bulkhead access and high ceilings which allows a Buyer options for additional space. The sizable open yard looks out over conservation woodlands and includes a fenced garden and plenty of parking. This sweet property affords peaceful privacy and quiet enjoyment while still being close to Vineyard Haven shopping. No drive-bys, owners in residence. Showings require 24 hours notice. House is being sold as is. The septic system has failed Title V. The Seller is in the process of completing design and permitting for a new advanced treatment system, and will offer buyers $25,000 credit at closing toward installation.

Listed by Elle Lash of Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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151 Tashmoo Avenue Vineyard Haven MA 02568

Vineyard Haven, MA151 Tashmoo Avenue

Price$1,800,000

Est. Mortgage: $/month

MLS Number 39392

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.4638

UNDER CONSTRUCTION, Four Bedroom SPACIOUS modular home with 3 full bathrooms, 1 half bathroom, large closet space. The plot can support up to SIX BEDROOMS, there are four bedrooms currently being built. The septic design is for SIX BEDROOMS. Expected completion date, late summer-early fall.

Listed by Michele Casavant of Vineyard Village Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$11,950,000

Est. Mortgage: $/month

MLS Number 39443

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Step back in time as you explore the old-world charm of this West Chop waterfront grande dame overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole. Built in 1893 and meticulously maintained and updated over the past century, the much-loved 7,026-sf Victorian home includes many original hand-crafted architectural details. The expansive great room with exposed beams and windows on three sides offers panoramic water views with truly magnificent sunsets, and the adjacent reading room faces a cozy wood-burning fireplace with a door to the covered porch. Flooded with morning light, the kitchen – convenient to the entry mudroom and butler’s pantry/laundry room – features a six-burner Wolf stove, soapstone counters, and sunny breakfast area. Each of the three floors includes a spacious main bedroom with an en-suite bath and expansive water views, for a total of three primary bedroom suites. The fully renovated basement addition – with an underground hallway and door leading to the beach path – also includes two bedrooms, totaling eleven throughout the house. Two bedrooms have fireplaces, and custom built-ins provide plenty of storage. Outside, beautifully crafted stone walls, a south-facing stone terrace, and mature perennial landscaping create a tranquil seaside retreat on .31 acres, with convenient proximity to the West Chop Club and Mink Meadows Golf Club. There’s no shortage of nearby things to do, from tennis and golf to swimming and sailing, but perhaps this property’s greatest appeal is its sense of timelessness, the charm and allure of a bygone era. With only a handful of owners over the generations, now is the rare opportunity to make summers at “Pierside” a part of your family’s history. *Stone Pagoda not included in sale of property*

Listed by Emily Flake of Viewpoints

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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137 Massasoit Avenue Vineyard Haven MA 02568

Vineyard Haven, MA137 Massasoit Avenue

Price$4,750,000

Est. Mortgage: $/month

MLS Number 39426

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.87

VIEWS galore from this spacious West Chop House loved and enjoyed by the same family for many decades. Start your day off viewing the magnificent sunrises from the huge, sun-dappled porch on this family-friendly house, set within the West Chop “loop," yet extremally private. It is the perfect spot to relax and watch the ferries sailing back and forth to Martha’s Vineyard. Just inside, the soaring great room with its vaulted ceiling, exposed beams, hardwood floors, expansive windows, and views out to Nantucket Sound – offers a warm and welcoming gathering space. Five bedrooms, three-and-a-half bathrooms, a spacious eat-in country kitchen with adjacent dining room, and plenty of sitting areas throughout allow this much-loved home to accommodate a swell of visiting family and friends with room to spare. A perfect place to work from home with privacy and separation. The bright and airy master suite upstairs has magnificent northeast views over the water, with a cathedral ceiling, comfortable sitting area, dressing room, and full bath. As a bonus, enjoy a walk-through study and den/bedroom, another full bath, and a light-filled bedroom. There are two spacious bedrooms downstairs, together with a third full bath and a half bathroom. Built in 1988 and renovated in 2002, the house has mini-splits, a gas furnace, irrigation, and an outdoor shower, comfortable for year-round living and well-suited for holiday gatherings. Tucked away from Main Street atop a beautiful, grassy slope overlooking the water, and the Sound beyond. The house is set on .87 acres of quiet woodland and open lawn bordered by a stone wall and flowering meadow plantings. It’s a rare offering in this location, right across the street from the West Chop Club’s Middle Pier and swimming beach. Close by are the West Chop Club, Vineyard Haven Yacht Club, Mink Meadows Golf Club, the 83-acre West Chop Woods nature preserve, and the classic 1891 West Chop lighthouse. Sailing, tennis, walking and running trails, biking fishing, children’s activities, and more are close at hand. Please note that 125 Massasoit, an abutting property, is also for sale at $3.1M offering a spectacular compound in the heart of West Chop. Rarely do you find homes with these magnificent views in West Chop, it is an opportunity not to be missed. easy to show!

Listed by Bobbi Reed of Viewpoints

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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8 Dolan Avenue Vineyard Haven MA 02568

Vineyard Haven, MA8 Dolan Avenue

Price$1,895,000

Est. Mortgage: $/month

MLS Number 39262

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 0.2887

House and separate guesthouse located just half a mile from downtown Vineyard Haven at the end of a quiet cul de sac. The main house is a charming 3-bedroom post-and-beam home with a large sunroom and a deck off the primary bedroom. The wood beams and wide-plank floors give the home a warm and welcoming ambience. In the summer, refreshing breezes cool the house. The primary bedroom with ensuite bathroom has a large deck to enjoy privacy and quietude whether it's for sunbathing or a morning cup of coffee. The deck enjoys winter water views. The other two bedrooms on this level are also of a generous size. The lower-level finished living area/media room has a wet bar for entertaining, full bath, and separate entrance (the 732 sq in the lower level is not included in the 1800 sq ft living space). Some of the upgrades at the main house include Azek exterior trim and a new roof two years ago. The craftsman-style guesthouse was designed by the late Tisbury architect Jamie Weisman and built by famed Tisbury housebuilder/boatbuilder Jeff Robinson. It has a "very Vineyard" vibe including locust post supports for the staircase landing that leads to the large roof deck. There is a light and bright living room/kitchen area and a separate bedroom with full bath. An Electric Vehicle charging outlet was recently installed.

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 02568

Vineyard Haven, MA733 Main Street

Price$5,195,000

Est. Mortgage: $/month

Pending

MLS Number 39419

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.911

Brand-New West Chop Waterfront-Sweeping water views, spectacular sunrises, and a private 143-foot sandy beach anchor this brand-new waterfront home overlooking Vineyard Haven harbor, the East Chop lighthouse, and Nantucket Sound in the distance. Exquisitely finished and move-in ready, this four-bedroom, three-and-a-half bath home with gourmet kitchen features nearly 900 SF of water view outdoor living space with expansive covered porches on the main floor and upstairs. An airy, light-filled open floor plan allows for relaxed ease of movement between the spacious entryway, living room, and kitchen and dining areas, with amenities galore. Enjoy state-of-the-art kitchen appliances, including a wine fridge and pebble ice maker, mudroom/laundry room with its own entrance, sunny outdoor shower and changing area, a built-in propane grill, and plenty of storage areas. Built to current FEMA safety standards, its elevated position dramatically enhances the views and offers ample storage space on the ground level for kayaks, bikes, surfboards, and fishing gear. Two waterview master bedrooms – one on the first floor and another upstairs – include en-suite marble-tiled bathrooms and double closets. Another upstairs bedroom features a beautiful view of the outer harbor, and a fourth bedroom accommodates bunk beds for four. Centering the upstairs bedrooms and full bath is an open sitting area with a wall of French doors offering access to a covered porch overlooking the water, sandy beach, and nearby West Chop Meadow. With its elegant and serene décor, central air conditioning, and furnishings by Vineyard Decorators – available for purchase separately –this 2,581-SF house on .9 acres is ready for immediate occupancy. The private sandy swimming beach with its calm, clear waters and the spectacular water views are clearly the star attraction, but the thoughtful attention to design, details, and craftsmanship make this house a place you will appreciate for its easy living and low maintenance for years to come. The location is superb – close to downtown, Vineyard Haven Yacht Club, Mink Meadows Golf Club, West Chop Club, the 83-acre West Chop Woods nature preserve, and the iconic 1891 West Chop lighthouse. Sailing, tennis, walking and running trails, biking, swimming, fishing, children’s activities, and more are close at hand. Contact listing agent for house plans and details about club memberships. Enjoy the perfect Vineyard summer from your sparkling new, waterfront aerie!

Listed by Emily Flake of Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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68 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA68 Lagoon Pond Road

Price$2,699,000

Est. Mortgage: $/month

MLS Number 39289

  • MultiFamily
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.2869

Beautiful mixed-use property located near downtown Vineyard Haven. The property consists of an updated 2 bedroom residential cottage in the front, and a large mixed use building in the rear. On the first floor of the building is a beautiful open office space with tall ceilings and a half-bath. Currently the office is being rented to Breese Architects. On the second story of the building is a 2 bedroom 1 bath apartment that is in the final stages of a full renovation. The apartment has a large private porch in the back, with distant views of the Vineyard Haven harbor. Between and around the front house and the building in the back, there are approximately 12 parking spaces on the property.

Listed by Mike Sawyer of Sawyer Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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23 Bailey Lane Vineyard Haven MA 02568

Vineyard Haven, MA23 Bailey Lane

Price$6,750,000

Est. Mortgage: $/month

MLS Number 39266

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.1

Overlooking the outer harbor with views of the East Chop Lighthouse and Nantucket Sound beyond, this delightful contemporary possesses a casual elegance. The open design fosters a convivial ambiance as each living area flows into another. Three levels provide an abundance of living space yet fosters pockets of privacy throughout. Beamed ceilings, the warm patina of mellow hardwood floors, plenty of light and air entering through several French doors opening onto screened porches enhance the enjoyment of living in this charming home. Work and pleasure knit seamlesly together. The library/home office with full bath is sequestered at one end of the house away from all of the daily activities of a busy household. This could easily be converted to a first floor bedroom. On the second floor luxury awaits in the spacious master suite complete with a private balcony offering views across the harbor to East Chop, a sitting area with a fireplace, ensuite bath, and walk-in closet. At the opposite end of the house two bedrooms and a shared bath complete the upper floor. The lower level provides an entertainement area, game room, wine closet, cedar closet, half bath and laundry. French doors lead to the covered bluestone patio and barbecue area bordered by the rolling lawn stretching to the private beach. An attached garage, stone walls and gardens provide the finishing touches. Located in the R 25 zoning area the oversize parcel could support a detached carriage house/guest space with town approvals. The driveway parcel, 5-J-4.3, is owned jointly and maintained with the abutter.

Listed by Judy Federowicz of Landmarks at TODAY Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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152 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA152 Main Street

Price$1,875,000

Est. Mortgage: $/month

MLS Number 39246

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 0.28

The famed ‘1720 House’ has been welcoming guests to Vineyard Haven and Martha’s Vineyard as a private residence and B&B for generations. Built in 1720, it is the oldest home in Vineyard Haven, and was previously known as the Timothy Chase House when it was moved to Vineyard Haven harbor from West Tisbury in the 1800s. The property, extending from Main Street to William Street, is on the National Register of Historic Places and part of the William Street Historic District. Beautifully sited to take advantage of the morning and afternoon sun, and nicely set back from the road behind a graceful circular driveway, it is a living testimony to the island’s rich history to which the new owner can add with its own story. A comfortably sized lot offers privacy, a garage, and a shed all within a short distance of Vineyard Haven’s shops, MV Playhouse, VH Library and ferry. Also close by are Owen Park, the town dock/harbor and public beach. Little has changed in the home’s interior, and the character and integrity of the architecture remain intact along with its prominent, two brick chimneys. Wide, colonial-era style floorboards, gunstock posts, beamed ceilings and lattice windows create a warm atmosphere that showcases its historic pedigree. Offering 6 Bedrooms with 4 full Bathrooms, two half baths, it’s easy to imagine the house continuing its recent role as a popular B&B or being open to updating. A majestic copper beech tree in the side yard, which beckoned mariners in a bygone era, still stands, providing a stately welcome to the Buyer who finds safe harbor here.

Listed by Elise Jeffress Ryan of Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 MA_LINKMV as of July 4, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_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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