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$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 Landvest MV

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$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Karen M. Overtoom R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Viewpoints

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$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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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59 Hagerty Drive Vineyard Haven MA 02568

Vineyard Haven, MA59 Hagerty Drive

Price$4,450,000

Est. Mortgage: $/month

Pending

MLS Number 40483

  • Residential
  • Mls Status Pending
  • Bedrooms 6
  • Bathroom 6
  • Acreage 1.15

Sited on just over an acre, this West Chop compound complete with a private pool and pool house is sure to impress. This pristine residence, flanked with windows, has stunning water views of the Atlantic Ocean and beyond. Nestled at the end of a quiet street, but also provides easy access to the West Chop Club, Vineyard Haven Yacht Club, Mink Meadows Golf Club and Downtown. Spend your days soaking in the privacy that this tranquil abode provides or take advantage of its ideal location to access the hustle and bustle of downtown Vineyard Haven. With six bedrooms, five full and two half baths, two outdoor showers, a second level sun deck, garden patio space, screened-in porch, and a private pool/hot tub with a pool house, look no further for your sophisticated summer retreat. Living is seamless both indoors and out, with the open floor plan that this one-of-a-kind property boasts. No detail is overlooked at this stunning West Chop compound.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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
Pending

MLS Number 38926

  • Residential
  • Mls Status Pending
  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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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11 Pine Tree Lane Vineyard Haven MA 02568

Vineyard Haven, MA11 Pine Tree Lane

Price$1,795,000

Est. Mortgage: $/month

MLS Number 40504

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.2676

Tucked away on peaceful Pine Tree Lane – along Vineyard Haven’s outer harbor, sits this comfortable four bedroom home, finished lower level and large private yard with mature trees and plantings. Located in a fabulous, well established West Chop neighborhood, you are just steps to Grove Street town beach. This classic ranch-style home had many renovations by former owner, including kitchen, bathrooms, new roof and boiler. Other improvements completed in 2020 were new cedar shingle siding, all windows and trim, garage door, hardwood floors throughout, central A/C, and new driveway. The main level features a living room with wood-burning fireplace, updated kitchen, primary with en-suite bath, and two additional bedrooms which share a bath. The lower level offers an additional 1000 sf of living space including a family room, bedroom and full bath. Conveniently located just one mile from town, it is an easy walk to the yacht club, library and all that Vineyard Haven has to offer. This property is a must see and move-in ready!!

Listed by Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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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65 Snake Hollow Vineyard Haven MA 02568

Vineyard Haven, MA65 Snake Hollow

Price$1,650,000

Est. Mortgage: $/month

MLS Number 40472

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.1

This spacious three bedroom home has been lovingly cared for by the original owner who built the home. There are many fantastic features including an open floor plan with the kitchen and breakfast bar opening into the dining area. Off the dining area there are French doors leading to a light filled grand, three season room (360sf - 18x20sf). In the main living room there is a Swedish coal stove, the focal point of the room, with a stone wall artistically created by Lew French. In 2002 the owner added an addition onto the living room. A beautiful stone faced wood burning fireplace with brick chimney were added. Robert Merriman helped create this unique fireplace in 2010. One of the three bedrooms and full bath are on this level. There are yellow pine floors throughout the first floor adding warmth to the home. The second floor features two bedrooms an office and half bath. There is a full basement that is partially finished and there is a half bath. The other side has washer, dryer, utility and storage area. The home is heated by a kerosene monitor and electric baseboard. Additional features include a large farmer's porch that spans the front of the house, an attached artist studio with beautiful lighting, pine floors, heat, and skylights, a free standing detached workshop/shed with loft and built in cabinets. All sited on 1.1 acres of land, this property has many mature trees, secret gardens and fenced in areas for meditation and privacy. The moss badminton court adds to the charm of the backyard.

Listed by Island Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 Nab's Corner

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$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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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152 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA152 Main Street

Price$1,495,000

Est. Mortgage: $/month

Pending

MLS Number 39246

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

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

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.32% last updated on Mar 23, 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 April 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.