Vineyard Haven Real Estate

Vineyard Haven, a community in Tisbury, is the main port of entry to Martha's Vineyard. The town is home to one of the most beautiful harbors on the island. Types of homes in Vineyard Haven include townhouse style condos, vineyard style homes, cottages, contemporary homes, Cape Cod style homes, and vacation homes.

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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 Viewpoints

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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1005 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1005 Main Street

Price$11,600,000

Est. Mortgage: $/month

MLS Number 38460

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 7
  • Acreage 0.8333

Welcome to 1005 Main St! Located at the northern tip of Martha's Vineyard comes one of the most beautiful oceanfront properties on the entire island. A 5,050 square foot estate with an incredible deck, private beach, lovely painted floors and a ton of space for entertainment is now on the market. A feeling of privacy and peace surrounds this property due to the amazing landscaping, views, and unique character that this home brings. Come watch the sunset from the very spacious and freshly painted deck and be taken away into the immersive environment of the immaculate surroundings. Call and set up an appointment today!

Listed by Rovi Homes

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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1153 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1153 Main Street

Price$9,500,000

Est. Mortgage: $/month

MLS Number 38206

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 6.5
  • Acreage 0.59

Beautifully sited on a winding, private lane and overlooking pristine North Shore West Chop, conservation trust protected beach, this elegant seaside home flawlessly combines the refined lifestyle of its 1896 origins with a modern style. Meticulously maintained and completely renovated, it is move-in ready for you to enjoy wide, panoramic views of Vineyard Sound and the Elizabeth Islands, dramatic sunsets, natural light, and a fine, sandy beach made for memorable summer days and nights. The house features a first floor that openly flows from an eloquent entrance foyer through dining, living and kitchen areas, and ending up on the most incredible spacious covered porch taking in the magical views of always entertaining boating and fishing activity lawn, gardens, and the Sound. Coastal living has never been easier with its 8 BRs and 6.5 BAs that will make filling this open and airy waterfront home with the happy sounds of summer vacations and family gatherings a breeze. The property is wonderfully landscaped with many specimen trees, nicely framing the lawn and gardens and there is potential to add a swimming pool. Mink Meadows Golf Course and downtown Vineyard Haven are only minutes away. A truly amazing Vineyard property in one of the few remaining N. Shore Martha’s Vineyard private communities!

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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$7,995,000

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 Landmarks Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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22 Cataumet Avenue Vineyard Haven MA 02568

Vineyard Haven, MA22 Cataumet Avenue

Price$7,850,000

Est. Mortgage: $/month

MLS Number 39296

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.58

This wonderful 5-bedroom beachfront residence is set on a private lane and offers 167 ft. of dune frontage in the exclusive West Chop neighborhood. The charming 1900’s shingle-styled home features an open first floor plan that leads to an expansive wrap-around porch overlooking the gorgeous park-like lawn with wind-swept trees and a sandy path that winds through the dunes to the West Chop Trust beach. The house is loaded with original architectural detail throughout and has been kept nicely for three-season use by the current owners for over 30 years. Located within walking distance to the West Chop club, within close proximity to Mink Meadows Golf Club and just 2 miles to downtown Vineyard Haven. This property offers all the essentials for a perfect island lifestyle.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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47 and 31 Hatch Road Vineyard Haven MA 02568

Vineyard Haven, MA47 and 31 Hatch Road

Price$6,950,000

Est. Mortgage: $/month

MLS Number 37396

  • Residential
  • Mls Status Active
  • Village West Chop
  • Bedrooms 7
  • Bathroom 6

Elegant and refined, this exceptional estate property is sited on 1.3 acres. Located in the coveted Hatch Road neighborhood, this 2 home property boasts incredible architectural detail with all the modern amenities. As you enter the property via a winding gravel drive past an expansive lawn, you come to a setting not found so close to downtown Vineyard Haven. The main house dates back to 1900 and has been meticulously renovated and features a gourmet kitchen open to a dining room with french doors looking out to a rose garden, a spacious first floor master bedroom suite, dramatic great room with 20 foot ceilings with wood detail, and an inviting screened-in porch leading out to a private brick patio. The home features 4 additional guest bedrooms on the second floor. The guest house was designed in 2008 and built by a prominent Martha’s Vineyard builder. The wood detail includes aged lumber and the walls are warmly lined with recycled barnwood. Stunning museum quality terrazzo flooring inlaid with wood beams and terrazzo countertops are featured in the spacious great room, gourmet kitchen and dining room. Other guest house amenities include two bedrooms with en suite baths each with stunning wide plank flooring, and a spacious loft perfect for a home office. A home gym/pool house, outdoor kitchen, 2 car-garage and pool complete this rare offering.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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31 Lamberts Cove Road Vineyard Haven MA 02568
Open House

MLS Number 35174

  • Residential
  • Next Open House: Tue 05/24 4:00 pm. to 6:00 pm.
  • Mls Status Active
  • Village Tashmoo
  • Bedrooms 6

Why would you need to leave home? this extraordinary estate offers everything one needs for privacy and seclusion. This Historic property has been meticulously and tastefully restored to preserve the historic character and grandeur yet offers all of today's modern amenities. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room, family room and home office. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It is well equipped with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offering exceptional privacy. Access to Lake Tashmoo, association dock and several walking trails. Additional 3.30 acre parcel. Please inquire. BUYER'S BROKER MUST BE PRESENT AT ALL SHOWINGS AND APPOINTMENTS.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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

MLS Number 39419

  • Residential
  • Mls Status Active
  • 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 Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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” in Vineyard Haven. 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 Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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87 Bellevue Avenue & 0 Howard Street Vineyard Haven MA 02568

MLS Number 39481

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3
  • Acreage 2.96

Sited on a bluff with expansive views overlooking the beautiful Lagoon Pond is this uniquely classic Victorian style cottage. The property is comprised of 2 adjacent parcels totaling 3 acres, a beautiful landscaped lawn, lush gardens, and mature plantings. Also featured is 270 feet of beachfront on Lagoon Pond. Built in the 1870's, this extraordinary home was once a part of the Innisfall Inn, which was a summer resort for actors, opera singers, and musicians. With many renovations and updates over the years, the original Victorian details have been thoughtfully preserved and the details of the new construction have been carefully matched. There is a charming detached bedroom/guest cottage, complete with water views, that has an attached storage shed. The location of the property affords one to easily access downtown Vineyard Haven by foot, bike, or boat . The private 270 waterfront beach is perfect for sailing, swimming, kayaking, paddling, etc. The property upon which the house is located is 1.57 acres, with a 5 bedroom septic system. The adjacent parcel is 1.39 acres, and has a 4 bedroom septic system installed to facilitate the permitting of a second home. Many options exist for this truly "one of a kind" property.

Listed by Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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14 Hatch Road Vineyard Haven MA 02568

Vineyard Haven, MA14 Hatch Road

Price$3,799,000

Est. Mortgage: $/month

MLS Number 39424

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5
  • Acreage 0.7943

Located on elegant Hatch Road, with proximity to Vineyard Haven village, the ferry, and the Vineyard Haven Yacht Club, this outstanding classic home has been thoughtfully renovated to provide the current comforts of this family compound, while maintaining the original character and charm. A large wrap-around porch invites sitting, relaxing, and endless conversation, setting the tone for summer. Complete with seven bedrooms spread amongst the main house and guest apartment, a newly built studio, and being sold turnkey, this property is what the Vineyard is all about! A visit to 14 Hatch Road provides space for generational gatherings and focuses on relaxation, getting reconnected, and enjoying all the pleasures of the Island. The detached contemporary-style studio is the piece de resistance, offering space for an office or quiet getaway from the hustle-bustle of the house. The property is surrounded by mature plantings, and is wonderfully landscaped, with a gracious patio that extends from the porch, welcoming outdoor entertaining. If 7 bedrooms are not enough for you, the septic system is for 9 bedrooms and with town approvals, there is room for expansion. There are rentals in place for the 2022 season. OPEN HOUSE: Saturday, May 21st from 11:00am - 1:00pm and Monday, May 23rd from 1:00pm - 3:00pm.

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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242 Herring Creek Road Vineyard Haven MA 02568

MLS Number 38926

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 4.1

122 ft private Dock & Mooring & House, on Lake Tashmoo on over 4 acres. its a beautiful stroll down an "old country rd" to the dock (with power & water). 1.5 story Home, located off Herring Creek Rd, features living space primarily on the first level, including kitchen, screened in porch, dining room, living room, laundry, 10+ closets, three bedrooms and two bathrooms (6 bedroom septic, plenty room for expansion). It's not often a house with a private dock & mooring, on Tashmoo comes from on the Market. Clamming & Fishing so close to home is what makes the Vineyard so special. Basement has a finished room with a rolling bar cart and a cozy sitting area for watching movies, entertaining or overflow guests. Roof is a few years old. The Unfinished 2nd Level has a lot of potential for expanded living space. A garden shed for storage and a huge clean basement. Come and make your own family memories on Lake Tashmoo- bring your boat, kayaks, clamming rakes and fishing poles. A truly exceptional location, with waterfront amenities. Less than a mile walk or bike ride to Tashmoo Town Beach and Wilfrid's Pond- Newly established walking trails on the right side of Herring Creek Rd. Mink Meadows Golf Course is a down a old country dirt road. This property is only about a 5 minute drive away from Downtown Vineyard Haven - the SSA, Restaurants and Shopping. A boater's paradise with superb potential. Being offered mostly furnished.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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 May 22, 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."