Vineyard Haven Homes for Sale

Many know Vineyard Haven as the village with the ferry, and although that does provide plenty of convenience, Vineyard Haven has a unique character that perfectly blends the past and present. You will find delicious restaurants, shops, and nature through out Vineyard Haven. 

Browse Homes for Sale in Vineyard Haven

Below you will find all real estate currently for sale in Vineyard Haven. See a property you love? Contact us to schedule a time to tour the property. Save your favorite Vineyard Haven listings and receive updates when similar listings become available by registering with us!

1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$9,950,000

Est. Mortgage: $/month

MLS Number 40330

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

Built in 1893 and representing one of the classic Grand Dames of the Chop, lies this 4-story, 11-bedroom, 7,000 sq ft residence. The home is permanently situated atop a gentle bank with a magical path through the vegetation to the beach. A sensitive and well thought-out renovation was completed honoring all of the home’s character and charm, while complementing the flow of the house and adding appropriate freshened finishes. The home offers amazing living spaces with tall ceilings, graced with period ceiling beams, a gourmet kitchen, original fireplaces, and large windows everywhere with “of course” the most incredible North Shore sunset views. There are expansive water views from nearly every room in the house as well as a wrap around porch and balcony. The wonderfully manicured grounds offer rolling grass lawns, stone walls, a stone terrace, mature plantings, and gardens. All of this located within close proximity to the West Chop Club, Mink Meadows Golf Course and downtown Vineyard Haven. This is a rare opportunity to acquire a classic, Martha’s Vineyard waterfront home that felt as wonderful in 1920 as it does 100 years later.

Listed by Gerrett Conover of Landvest MV

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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

MLS Number 35174

  • Residential
  • Mls Status Active
  • Village Tashmoo
  • Bedrooms 6
  • Bathroom 7.5

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. New Roof on Main house and Pool house, new trim boards and exterior painting this past Fall/2022. Looks like new! 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 Brenda Galligan of Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 39980

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property.

Listed by Candy DaRosa of Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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225 Bigelow Road Vineyard Haven MA 02568

Vineyard Haven, MA225 Bigelow Road

Price$4,250,000

Est. Mortgage: $/month

Pending

MLS Number 40510

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 6
  • Acreage 2.4104

Mink Meadows - Stylish renovated contemporary with 25x44 swimming pool and guest quarters. This property has so much to offer. The main house has 4 bedrooms with a dramatic great room and several additional indoor and outdoor living areas. A 400 sq ft screened porch offers expansive views of the lawn and swimming pool area with accoya decking. The poolhouse has a changing room, bathroom, and shower. The attached guest quarters are extremely private with separate parking area and patio. Guests who come to stay will enjoy this supremely elegant space with Sugi Ban exterior, floor-to-ceiling windows, and contemporary styling. The light, bright art studio with half bathroom could be used for its intended purpose or converted into a gym, playroom, or office. If over 5000 square feet of living space with bold contemporary choices isn’t enough, consider the park-like setting with many specimen plantings and stunning stonework featuring antique reclaimed Maine granite. Of course, residents of Mink Meadows have exclusive use of the famed private association beach and do not have to join the waiting list to become members of Mink Meadows Golf Club. See "Documents" section for a list of high-end specs.

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

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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36 Burts Way Vineyard Haven MA 02568

Vineyard Haven, MA36 Burts Way

Price$3,995,000

Est. Mortgage: $/month

MLS Number 40619

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 6
  • Acreage 2.9654

Inviting waterfront property, just a half mile from town and ferry, is comprised of 3 contiguous parcels and a 6000+ sq.ft. waterfront lot totaling almost 3 acres of land with stunning views down the Lagoon toward the drawbridge. The spacious, 3,640 square foot home was sited and designed to take advantage of those views. The home has multiple gathering spaces on all three floors including an additional 700 sq. ft. in the finished lower level. A comfortable patio with pergola at the front provides outdoor seating with an unobstructed view to the water where you can moor your boat. The large deck at the rear, with a hot tub and a stonewalled garden area with lighted koi pond, completes the experience. In addition to the lot with the home, included with this package is a separate buildable parcel, the access road to the property itself, and a small waterfront parcel on the Lagoon. The property has a substantial rental history. This area, upper Lagoon Pond Road to Hines Point and Weaver Lane, has seen significant upgrades and investment in recent years and that is ongoing at this time. This is a wise investment opportunity. It is truly a safe harbor!

Listed by Lynn and Karl Buder of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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$3,900,000

Est. Mortgage: $/month

MLS Number 39426

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

Start your day off viewing magnificent sunrises from the sun-dappled porch, set within the West Chop “loop"...the perfect setting to relax and watch the ferries sailing back and forth to Martha’s Vineyard. Inside, the soaring great room with vaulted ceiling, exposed beams, hardwood floors, expansive windows, and views out to the Nantucket Sound, offers a warm and welcoming gathering space. 5 bedrooms, 3.5 bathrooms, an eat-in kitchen with adjacent dining room, and spacious great-room, allow this much-loved home to accommodate a swell of visiting family and friends. Two 1st floor bedrooms share one full bath, with a half bath off the foyer. The bright and airy primary suite on the 2nd floor has magnificent northeast views over the water, with a cathedral ceiling, sitting area, dressing room, and full bath. Two adjoining rooms connect to this expansive primary suite where you can create a private at-home workspace and/or bonus room. A 4th bedroom and full bathroom complete this floor. Amenities include mini-splits, gas furnace, irrigation, and an outdoor shower, create comfortable for year-round living and well-suited for holiday gatherings. Tucked away from Main Street on 0.87 acres, this quiet, partially wooded, property sits atop a beautiful sloping lawn overlooking the stonewall, flowering meadow, and Sound. Rarely do you find homes with these magnificent views in West Chop, it is an opportunity not to be missed.

Listed by Bobbi Reed of Viewpoints

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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232 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA232 Lagoon Pond Road

Price$3,290,000

Est. Mortgage: $/month

MLS Number 40713

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.4843

WATER VIEWS from almost every room in this home. Mooring permit transferred with home sale (current waitlist 6 years) The full service "Safe Harbor Vineyard Haven Marina" is 1/4 Mile down the road (See website link). The potential is endless with this ranch boasting 5/4 bedrooms and 4 full bathrooms. All furniture included so move in immediately. Estate sale so needs a little TLC. This Vineyard Haven home is situated on Lagoon Pond less than 1 mile from town. You can arrive by ferry even with your own car, stroll down Main Street and walk to your new home if you want. This incredible home has 2,276 square feet of living space, an attached garage, a wood burning fireplace and a deck overlooking Lagoon Pond. Lagoon Pond is a saltwater navigable bay off of Vineyard Haven Sound. Don’t miss the opportunity to live on the water in Vineyard Haven. One of the most up and coming towns on the Vineyard.

Listed by Keith Mclaughlin of Grade A Realty

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%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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201 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA201 Lagoon Pond Road

Price$2,880,000

Est. Mortgage: $/month

MLS Number 40666

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.2458

Waterfront!!! Martha's Vineyard Waterfront Property Direct Access and Dramatic Views of the Lagoon! Your magical Island spot! This Property known as Early Spring Farm Antiques includes a four bedroom Main House, Barn, Garage, and Outbuilding. The structures total 3,407SF of existing footprints. Title V Septic has Passed Inspection. Launch your craft into the Lagoon and enjoy the remarkable abundant wildlife birdwatching and fishing. Enjoy the amazing views relax on the front porch and enjoy the beautiful nautical breeze and natural sounds smells and surroundings on the waterfront. A Private setting surrounded by nature yet convenient to Downtown, shops, dining, beaches, boat landings, and easy access to the Vineyard Haven Ferry Terminal.

Listed by Janna O'Loughlin of Seacoast Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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62 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA62 Lagoon Pond Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 39729

  • MultiFamily
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.23

A stunning multi house property with so much to offer, residential or commercial! A three bedroom bungalow style front house with central AC and proven rental history. The indoor/outdoor living space is truly impeccable with a private deck and perfectly manicured side yard with its own separate entrance and a quaint working fireplace inside. A three bedroom colonial style home sits in back with an open layout downstairs, an updated kitchen, and stainless steel appliances. The primary bedroom located on the second floor has a loft above with great extra space and distant views of Vineyard Haven Harbor! There are solar panels on both the front house and back house which help to provide over half the electricity to the property. An unbelievable courtyard with gorgeous trees and plantings separates the two homes. In the back of the home there is more storage with a 6'x8' garden shed as well as a 16'x14' insulated and heated workshop with a 10'x12' attached room. A true amazing use of space.

Listed by Allison Fisher Snowden of Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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125 Massasoit Avenue Vineyard Haven MA 02568

Vineyard Haven, MA125 Massasoit Avenue

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 36566

  • Residential
  • Mls Status Pending
  • Village West Chop
  • Bedrooms 5
  • Bathroom 3

One of a kind saltbox located in the heart of West Chop. Owned and loved by the same family since 1935, this home was erected on its current site in 1930 incorporating portions of an older (late 1700's) house which had been carefully dismantled and transported from Lambert's Cove to the current West Chop site. This is a wonderful opportunity for a new family to embrace a treasured home with peaks of water. This 5 bedroom, 3 bath home embodies simple summer life on Martha's Vineyard, rocking on the back porch, playing tag in the yard, or enjoying a morning or evening tide ride. Properties on "the Loop" rarely come on the market, this classic is not too be missed!

Listed by Emily Flake of Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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39 Burts Way Vineyard Haven MA 02568

Vineyard Haven, MA39 Burts Way

Price$1,850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40613

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.7667

Distant views and convenience best describe this newly renovated three bedroom, three bath, one level home. You'll enjoy the half-mile distance to the ferry dock and center of town and the nearby access to the Lagoon for boating, clamming and water fun. The view to the Lagoon from a new expansive deck system is an added bonus. A spacious, attached two-car garage will accommodate your vehicle and beach toys and a full, unfinished basement is awaiting whatever additional space you wish to create. Forget your maintenance worries because all mechanical systems are new thanks to a down-to-the-studs interior renovation in 2020 and new roof and weatherization in 2022. The property enjoys a substantial rental history but is also ideal for your own seasonal or year 'round occupancy. This is a special opportunity in an equally special location.

Listed by Lynn and Karl Buder of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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101 Dunham Avenue Vineyard Haven MA 02568

Vineyard Haven, MA101 Dunham Avenue

Price$1,800,000

Est. Mortgage: $/month

MLS Number 40733

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.365

Located on a hill in a quiet neighborhood this property is just blocks from Main Street Vineyard Haven, the Lagoon, and the ferry. Spacious 6 bedroom home offering three levels of living space. Painted inside and out, floors refinished and ready to go. Perfect for employee housing, year round living or a vacation home.

Listed by Roy Cutrer Jr of Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 LINKMV as of June 1, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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.