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 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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Federal 30-year interest rate: 6.7% last updated on Sep 29, 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$9,900,000

Est. Mortgage: $/month

MLS Number 38460

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

At the northernmost tip of Martha’s Vineyard sits one of the prestigious region’s most beautiful homes. Spectacular 270-degree ocean views await, completely unobstructed thanks to its ideal location. The estate is a feast for the eyes itself: a sweeshinglesping 5,050 square foot escape of traditional and countless windows, most framing the endless Atlantic beyond. Elegant and spacious without sacrificing any of its unique character, it presents the perfect venue for entertaining both indoors and out. An incredible painted deck, positioned between the house itself and the private beach below, gives the incomparable impression of total privacy with a maximized oceanfront view. Verdant landscaping extends the pocket of paradise to the entire 0.83-acre parcel. Start each morning in the bright and airy kitchen, by the generous island or in the cozy breakfast nook. Wander the length of the pristine beach below as the waves play against sand and stone. Enjoy an alfresco lunch, made seamless by the outdoor dining area with its unbeatable views. Come sundown, find a front-row seat to a vibrant show as the sun paints the horizon with its golden glow. Welcome to true coastal paradise!

Listed by Ryan Knoechelman of Rovi Homes

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Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$5,775,000

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: 6.7% last updated on Sep 29, 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: Sun 10/9 11:00 am. to 1:00 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 Brenda Galligan of Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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$4,495,000

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 extremely 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 $2,950,000 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: 6.7% last updated on Sep 29, 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 Hilltop Road Vineyard Haven MA 02568

Vineyard Haven, MA68 Hilltop Road

Price$3,300,000

Est. Mortgage: $/month

Pending

MLS Number 39691

  • Residential
  • Mls Status Pending
  • Bedrooms 9
  • Bathroom 6
  • Acreage 2.16

This exceptional contemporary is perfect for the extended family and guests with 8 bedrooms, 5 full baths in the main residence, detached bedroom and bath over the 2-car garage, a heated 52 x 20 pool, and pool house with 2 showers and a half bath. Professionally landscaped grounds, enclosed garden and dog run. A short distance to the private association beach. Preferred membership to join the Mink Meadows Golf Club. Closing to take place post Labor Day. Two weather vanes excluded from sale. 360 Virtual Tour link: https://360.mvweb.com/tours/q5-L58o7l

Listed by Judy Federowicz of Landmarks at TODAY Real Estate

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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
Active With Contract

MLS Number 38926

  • Residential
  • 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 Leslie Graham 508-333-1000 cell of Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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125 Massasoit Avenue Vineyard Haven MA 02568

Vineyard Haven, MA125 Massasoit Avenue

Price$2,650,000

Est. Mortgage: $/month

MLS Number 36566

  • Residential
  • Mls Status Active
  • 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

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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62 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA62 Lagoon Pond Road

Price$2,550,000

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: 6.7% last updated on Sep 29, 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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81 Stoney Hill Road Vineyard Haven MA 02568

Vineyard Haven, MA81 Stoney Hill Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 39920

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 3.37

Enjoy country living in a beautiful area of Tisbury, with a wonderful 2,500 Sq. Ft. Custom Timberpeg home with attached 2 car garage. Consisting of 4 bedrooms in the main house and apartment above the garage that is perfect for additional family members. Country kitchen with induction cook top and convection oven. Large ground level has a master suite with handicap accessibility. Very private and walking distance to MV land Bank property where you can enjoy nature on the walking trails. Full basement with concrete foundation.

Listed by Julianna Flanders of Flanders Real Estate

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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

Open House

MLS Number 39392

  • Residential
  • Next Open House: Wed 10/5 12:00 pm. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5

NEW CONSTRUCTION, Four Bedroom SPACIOUS home with 3 full bathrooms, 1 half bathroom, and very large closet space; two of the bedrooms have large walk-in-closets. The fully equipped kitchen has quartz countertops. The bathrooms are large, offering high quality materials, custom tiled showers, custom tiled floors and linen closets. The walk-out basement offers two sets of sliders, allowing lots of natural light into the space. The plot can support up to SIX BEDROOMS. NEW CONSTRUCTION!

Listed by Michele Casavant of Vineyard Village Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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301 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA301 Main Street

Price$1,760,000

Est. Mortgage: $/month

MLS Number 36271

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.3702

Wonderful Location... "Back in Time"... This location is hard to beat! Property features a charming vintage cottage and a separate detached studio, sited on a beautifully maintained parcel of land with trees and flowering shrubs surrounding the perimeter. The kitchen opens into a bright, light filled dining area with sliders that lead to the expansive wrap around deck. Enjoy the living room with fireplace or the cozy den. There is a half bath on this level. The three bedrooms and two full baths are located on the second floor. Wood and linoleum throughout the house. Property also offers a separate studio with an open floor plan, bathroom and loft. This amazing location is within close proximity to the Vineyard Haven Yacht Club and close to town. There is a deeded ten foot right of way to and from the waters of Vineyard Haven Harbor. Title V Septic for 6 bedrooms. This property is being sold as is.

Listed by Nora Jardin of Island Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 October 5, 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."