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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Federal 30-year interest rate: 6.13% last updated on Jan 26, 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: 6.13% last updated on Jan 26, 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: 6.13% last updated on Jan 26, 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$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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Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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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 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: 6.13% last updated on Jan 26, 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$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: 6.13% last updated on Jan 26, 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$2,550,000

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: 6.13% last updated on Jan 26, 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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128 Spring Street Vineyard Haven MA 02568

Vineyard Haven, MA128 Spring Street

Price$2,495,000

Est. Mortgage: $/month

MLS Number 40292

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.25

In Town Location just blocks to Main Street. Large Colonial with separate apartment with full kitchen close to beaches shopping dining and Ferry terminal. Bright two story foyer and high ceilings open concept kitchen with bright natural light . Complete with central Air, wood flooring, large windows, gas fireplace, great space and location for family and friends to gather. Extended outdoor living front porch backyard patio for grilling and entertaining. Included apartment/office/guest with full kitchen and full bath attached with separate entry. Partially finished basement with office/media/gym. Options include a single family home, investment property or employee housing close to Main Street. Abutting Property 136 Spring Street GH 1B/1BA/Loft/Full walkout Basement can build another 3B Home also for Sale ~ together would make a great compound!

Listed by Janna O'Loughlin of Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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24 Peacegate Way Vineyard Haven MA 02568

Vineyard Haven, MA24 Peacegate Way

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 39910

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathroom 4
  • Acreage 1.38

You are in for a treat as you experience this fun and whimsical property with a four-bedroom main house and a two-bedroom guest house. Situated on 1.38 acres, abutting 26 acres of MV Land Bank, and located just 2.5 miles from downtown Vineyard Haven and the ferry, 24 Peacegate Way is an exceptional opportunity offering a unique Vineyard vibe. The main house was custom-designed by the owners capturing the essence of their lifestyle and what they love most, including an enormous chef’s kitchen and walk-in pantry, a first-floor bedroom with a wood-burning fireplace and cathedral ceiling, a two-story solarium porch featuring a one-of-a-kind wood slatted floor, and floor to ceiling windows. The dining area and cozy living room with wood-burning stove and sliders to the sun-filled four-season porch are at the back of the house off the capacious kitchen, which is the focal room on this floor. The second floor is as intriguing as the first, highlighting a generous cathedral ceiling primary suite with a walk-in closet and full bath that leads to the upper-story balcony. A guest bedroom and full bath are located at the top of the stairs. If you are looking for privacy, there is another guest bedroom tucked away at the far end of this floor featuring dramatic angles, built-ins, and another cathedral ceiling. The laundry room and a secret walk-in closet occupy the long hall that leads to this bedroom. It will be hard to find a basement as big as this one with amazing ceiling height, and spanning the length of the entire house and garage. Adding to the distinctive features of this property is a two-bedroom 788 sf guest house with a separate driveway and basement accessed through the outside. This home awaits your personal touch and vision and is perfect for extended family and guests or as a rental. Completing this property is the remarkable yard with mature plantings and trees, including a dawn redwood tree from Polly Hill Arboretum, and a fabulous kitchen garden where you can grow all your favorites! This property presents an up-Island experience yet with proximity to town for plenty of shopping, restaurants, and easy access to the ferry. Come and enjoy this offering! Property is being sold "as is". Inspections have been completed and reports are available upon request.

Listed by Stephanie Roache of Donnelly + Co

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$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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47 Carl Lairs Lane Vineyard Haven MA 02568

Vineyard Haven, MA47 Carl Lairs Lane

Price$1,950,000

Est. Mortgage: $/month

MLS Number 40293

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.7969

Large Family? Employee Housing? This Fixer Upper has what you need. Great space! 3 levels to spread out and enjoy. Bring your imagination and capable friends or family to help make this terrific home reach it's full potential. Perched on a knoll with a newly issued Cert of Occupancy for 5 bedrooms Almost an acre of land just outside of town on a cul d sac. Central AC on the 1st floor. Plus 3 bedrooms which includes the Master Bedroom en suite with walk in closet. Kitchen has granite counters and custom cabinets. Pellet Stove and propane heat and on demand Hot Water heater. Garage plus Semi-Finished Walk Out basement is roomy and convenient. Beautiful expansive yard, a short walk or bike ride to town and ferry. Septic has failed and will be Buyer's responsibility. Home is being sold AS IS. Please no drive bys. Home is occupied and the turnaround is on the property. 48 hour notice.

Listed by Martha Smith of Jane Brown Assoc.

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$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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34 Proprietors Way Vineyard Haven MA 02568

Vineyard Haven, MA34 Proprietors Way

Price$1,849,000

Est. Mortgage: $/month

Pending

MLS Number 40228

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.2319

Simply Stunning Custom Vineyard Home in a private setting and just a 5 minute walk to town, shops, galleries, boutiques, dining, gym with in-door pool, ferry ports and Owen Park Beach! A Perfect Investment Opportunity with a proven rental history in place for 2023. Built in 2018 with 4 bedrooms, 4 bathrooms, a luxurious primary en suite on each floor, and a spacious sun-filled open living/dining/kitchen area. Turnkey offering with all the furniture and furnishings included (less personal items). Tastefully appointed with many designer elements throughout! The Best of Island Living!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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4A Amelias Crossing Vineyard Haven MA 02568

Vineyard Haven, MA4A Amelias Crossing

Price$1,640,000

Est. Mortgage: $/month

Pending

MLS Number 38082

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.4132

Brand new home under construction on Lot 4A. House number to be assigned later. This is my last new home, previous 8 built and sold. Walk to Town. High end construction. House will have 4 bedrooms and 4 full baths. Septic system is a 6 bedroom design. 2 more bedrooms can be added in walk out or over a future garage. Partial Walk out unfinished basement. This lot can accommodate a house, garage, and a pool. Same size House next door rents for $10,000 a week in August. Photos shown are from previous homes I built on same street.

Listed by Paul Adler of Nab's Corner

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$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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 MA_LINKMV as of January 30, 2023 . 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."