Vineyard Haven Homes

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  /40

  $2,495,000 Pending

  • 5 Beds
  • 5 Baths
  • 3,213 Sq Ft

  174 Tashmoo Ave, Vineyard Haven, MA 02568

  Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 901-2347

  174 Tashmoo Ave, Vineyard Haven, MA 02568
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  /41

  $13,500 per month

  • 5 Beds
  • 5.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  14 Bernard Cir, Vineyard Haven, MA 02568

  Unwind in the private luxury of this BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjacent neighborhood. Indulge and unwind in the PRIVATE HEATED SALTWATER IN-GROUND POOL surrounded by opulent outdoor living and dining area highlighted by covered al-fresco kitchen, BBQ grill and bar - fully

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  14 Bernard Cir, Vineyard Haven, MA 02568
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  /20

  $1,715,000 Sold Jul 11, 2025

  • 524 Sq Ft
  • $3273/SF
  • 72 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1915

  61 Hines Point Rd, Vineyard Haven, MA 02568

  Tucked away on the serene shores of Lagoon Pond in Vineyard Haven, this cozy one-bedroom cottage offers the perfect island escape. Located on exclusive Hines Point, the home features stunning water views, direct access to a private beach, and the calming sounds of the tide just steps from your door. Inside, the cottage is thoughtfully designed for comfort and simplicity, with an open living area

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  61 Hines Point Rd, Vineyard Haven, MA 02568
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  /2

  Est $1,376,724 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  45 Pine Tree Ln, Vineyard Haven, MA 02568

  45 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  

  /20

  $929,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  299 Franklin St, Vineyard Haven, MA 02568

  Walkable to downtown Vineyard Haven, offering shops, dining, and waterfront access. Close to everything, yet tucked away on a peaceful corner lot is this classic 3-bedroom, 1.5-bathroom ranch home. The possibilities abound on a spacious .27-acre level yard where you can add more bedrooms and an ADU. The extra long detached 2-car garage with high ceilings is a great spot to store your vehicles

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 876-3522

  299 Franklin St, Vineyard Haven, MA 02568
• 

  

  /27

  $18,840 per month

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  21 William St Vh430, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,710. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely elegant home with wonderful art and furnishings. Once you step in the front door you will fall in love with this lovely home. Each room is a delight. Large nicely appointed kitchen with easy access to a beautiful dining room. A formal living room is next to a less

  Karen Overtoom Karen M. Overtoom R.E.

  21 William St Vh430, Tisbury, MA 02568
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  /31

  $1,325,000 Sold Jun 30, 2025

  • 2,292 Sq Ft
  • $578/SF
  • 10 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1992

  191 Spring Hill Rd, Vineyard Haven, MA 02568

  This pristine cape-style home is located in the heart of Vineyard Haven. This home features five bedrooms, four bathrooms, a beautifully landscaped yard, and an energy-efficient solar panel system installed by South Mountain Company. The functional and efficient floor plan with an open kitchen, living, and dining concept, makes entertaining family and guests seamless, with easy access to the

  Madelyn Silvia Wallace & Co. Sotheby's

  191 Spring Hill Rd, Vineyard Haven, MA 02568
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  /40

  Est $1,944,286 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1 Sq Ft

  179 Main St, Vineyard Haven, MA 02568

  179 Main St, Vineyard Haven, MA 02568
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  /47

  $2,675,000

  • 6 Beds
  • 5 Baths
  • 2,970 Sq Ft

  128 & 136 Spring St, Vineyard Haven, MA 02568

  A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street—two adjacent properties being sold together to create a unique, flexible compound just moments from the Tisbury School and downtown Vineyard Haven. With a spacious main residence and a separate guest house, this rare combination presents a compelling opportunity for multigenerational living, seasonal enjoyment,

  David Dickinson Compass | Point B

  128 & 136 Spring St, Vineyard Haven, MA 02568
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  /18

  $10,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • House for Rent

  100 Franklin Terrace Vh411, Tisbury, MA 02568

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and

  Karen Overtoom Karen M. Overtoom R.E.

  100 Franklin Terrace Vh411, Tisbury, MA 02568
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  /34

  $1,050,000 Sold Jun 30, 2025

  • 1,606 Sq Ft
  • $654/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  160 Bernard Cir, Vineyard Haven, MA 02568

  Charming, four bedroom home with impressive rental history, new roof and septic in 2021/2022. Being offered turn-key, fully furnished with coastal decor, ready to move in and enjoy. Soaring cathedral ceilings highlight the open floor plan of the main living area on the second floor. Granite counters, stainless steel appliances and a center island in the kitchen leads to the dining area with

  Dawn Bellante-Holand Sandpiper Realty

  160 Bernard Cir, Vineyard Haven, MA 02568
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  /27

  Est $1,373,100 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,228 Sq Ft

  24 Alyssa Ln, Vineyard Haven, MA 02568

  24 Alyssa Ln, Vineyard Haven, MA 02568
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  /39

  $2,900,000

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  21 Woodlawn Ave, Vineyard Haven, MA 02568

  Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club,

  Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

  21 Woodlawn Ave, Vineyard Haven, MA 02568
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  /29

  $1,925,000 Sold Jun 24, 2025

  • 2,378 Sq Ft
  • $810/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1928

  21 William St, Vineyard Haven, MA 02568

  Nestled at the quiet end of William Street, just moments from the lively charm of downtown Vineyard Haven, this delightful 3-bedroom home offers the perfect blend of comfort and convenience. The spacious primary suite is thoughtfully located on the main level, providing both privacy and ease of living. Inside, an open and airy floor plan combines timeless character with modern touches—ideal for

  Laura Finney Wallace & Co. Sotheby's

  21 William St, Vineyard Haven, MA 02568
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  /39

  Est $6,712,733 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,546 Sq Ft

  103 Main St, Vineyard Haven, MA 02568

  103 Main St, Vineyard Haven, MA 02568
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  /62

  $1,995,000

  • 4 Beds
  • 2 Baths
  • 2,462 Sq Ft

  129 Beach Rd, Tisbury, MA 02568

  Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access,

  Michele Moore Island Real Estate

  129 Beach Rd, Tisbury, MA 02568
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  /25

  $949,000 Sold Jun 23, 2025

  • 1,012 Sq Ft
  • $938/SF
  • 49 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  345 Franklin St, Vineyard Haven, MA 02568

  Charming Cape-style home in Vineyard Haven, ideally located just minutes from Downtown and Owen Little Beach. This well-maintained property sits on a 0.26-acre lot, offering a private back deck, a spacious yard, and an outdoor shower perfect for after beach days. The home boasts 3 bedrooms and 1.5 bathrooms, with a thoughtful layout that includes a bedroom on the first floor and two on the

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  345 Franklin St, Vineyard Haven, MA 02568
• 

  

  /19

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,714 Sq Ft

  43 Look St, Vineyard Haven, MA 02568

  43 Look St, Vineyard Haven, MA 02568
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  /42

  $3,195,000

  • 5 Beds
  • 4 Baths
  • 2,300 Sq Ft

  27 Spring St, Vineyard Haven, MA 02568

  Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features five fireplaces, (one currently hidden behind a plastered wall), a gracious living room, dining room,

  Alexis Holden Tea Lane Associates

  27 Spring St, Vineyard Haven, MA 02568
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  /30

  $1,525,000 Sold Jun 18, 2025

  • 2,016 Sq Ft
  • $756/SF
  • 110 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  54 Lake St, Vineyard Haven, MA 02568

  Welcome to this delightful 4-bedroom, 3-bathroom home, perfectly situated in a highly desirable location where convenience meets tranquility. Just a short stroll from town, restaurants, Tashmoo Landing, and tennis courts, this property offers the ideal combination of lifestyle and leisure.Step onto the covered front porch and into a warm, inviting space featuring two living rooms—one on each

  Jon Hartzband Martha's Vineyard Island-Wide Realty

  54 Lake St, Vineyard Haven, MA 02568
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  /48

  Est $1,457,177 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 2,417 Sq Ft

  152 Main St, Vineyard Haven, MA 02568

  152 Main St, Vineyard Haven, MA 02568
• 

  

  /32

  $3,145,000

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft

  36 Tashmoo Ave, Vineyard Haven, MA 02568

  This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven's most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  36 Tashmoo Ave, Vineyard Haven, MA 02568
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  /18

  $1,200,000 Sold May 19, 2025

  • 2,080 Sq Ft
  • $577/SF
  • 590 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  193 Franklin Terrace, Vineyard Haven, MA 02568

  Perched on a sunny sloping lot, this 3-bedroom, 2-bath year-round home in a quiet established neighborhood is walking distance to the heart of town and close to everything. Septic can accommodate 4 bedrooms. Deck with grilling area and outdoor shower looking over the landscaped side yard. On the main level, open kitchen with a large island. On the lower level, 3 bedrooms, 2 have walkout access. A

  Claire Callagy Compass

  193 Franklin Terrace, Vineyard Haven, MA 02568
• 

  

  /20

  Est $1,926,271 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,240 Sq Ft

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  11 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  /57

  $3,200,000

  • 4 Beds
  • 4 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach,

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /38

  $1,875,000 Sold Apr 01, 2025

  • 3,841 Sq Ft
  • $488/SF
  • 24 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1994

  83 Dolan Ave, Vineyard Haven, MA 02568

  Beautiful Cape style home renovated over the years with an open floor plan, five bedrooms including a first-floor primary with en-suite, and a nicely finished walk-out lower level. There is a 7-bedroom septic system for additional bedrooms and a special permit for the apartment. Manicured yard with mature plantings providing excellent privacy. In-ground heated pool with blue stone patio and lots

  Courtney Marek Sandpiper Realty

  83 Dolan Ave, Vineyard Haven, MA 02568
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  /32

  Est $2,625,554 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,276 Sq Ft

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /30

  $2,195,000 Open Mon 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 2,730 Sq Ft

  5 Pine Tree Ln, Vineyard Haven, MA 02568

  Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  5 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  /19

  $1,265,000 Sold Mar 11, 2025

  • 1,682 Sq Ft
  • $752/SF
  • 357 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2010

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568

  A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a modern, galley style kitchen with stainless steel appliances and extensive counter space. The three

  Allison Fisher Snowden Donnelly + Co

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568
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  /21

  Est $1,113,080 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,230 Sq Ft

  131 Summer St, Vineyard Haven, MA 02568

  131 Summer St, Vineyard Haven, MA 02568
• 

  

  /51

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
• 

  

  /38

  $2,860,000 Sold Mar 10, 2025

  • 3,752 Sq Ft
  • $762/SF
  • 290 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1836

  49 William St, Vineyard Haven, MA 02568

  Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with modern luxury. Step into this meticulously updated 4-bedroom home and you will find a gourmet kitchen, a welcoming dining room, wet-bar and a screened

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  49 William St, Vineyard Haven, MA 02568
• 

  

  /22

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,250 Sq Ft

  33 Summer St, Vineyard Haven, MA 02568

  33 Summer St, Vineyard Haven, MA 02568
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  /37

  $2,150,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout.The modern kitchen and bathrooms feature elegant quartz countertops, while tile showers with custom glass enclosures add a touch of luxury. Each bedroom includes spacious

  Mike Sawyer Sawyer Realty Group

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /13

  $776,500 Sold Mar 05, 2025

  • 768 Sq Ft
  • $1011/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  32 Clark Ave, Vineyard Haven, MA 02568

  This two bedroom year-round home will afford you all the opportunities Vineyard Haven has to offer. This private lot is bursting with lilacs, forsythia, wisteria, raspberry canes, a mock orange bush and a peach tree. The home boasts natural light, cathedral ceilings, a comfortable kitchen and living area with two bedrooms and one full bath. There is a mudroom and a handsome, fully enclosed front

  Diana Gilmore Island Real Estate

  32 Clark Ave, Vineyard Haven, MA 02568
• 

  

  /15

  Est $1,182,406 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 966 Sq Ft

  73 Leonard Cir, Vineyard Haven, MA 02568

  73 Leonard Cir, Vineyard Haven, MA 02568
• 

  

  /37

  $2,195,000 Pending

  • 3 Beds
  • 4 Baths
  • 3,310 Sq Ft

  42 Daggett Ave, Vineyard Haven, MA 02568

  This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with

  Rene Jackson Island Real Estate

  42 Daggett Ave, Vineyard Haven, MA 02568
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  /3

  $750,000 Sold Feb 27, 2025

  • 1,100 Sq Ft
  • $682/SF
  • 0 Days On Market

  • 1 Bath
  • Built 2021

  2 Union St Unit A, Tisbury, MA 02568

  Commercial Condo Not listed in LINK

  LINK Email Cache LINK

  2 Union St Unit A, Tisbury, MA 02568
• 

  

  /31

  Est $1,485,747 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,655 Sq Ft

  99 Summer St, Vineyard Haven, MA 02568

  99 Summer St, Vineyard Haven, MA 02568
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  /52

  $3,950,000

  • 5 Beds
  • 7 Baths
  • 4,372 Sq Ft

  139 Main St, Vineyard Haven, MA 02568

  Nestled just two blocks from Vineyard Haven’s working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses—now gracefully combined into a single half-acre parcel—this home offers rare space, privacy, and timeless character in one of the island’s most approachable villages.From the moment you step through the welcoming

  Leslie C. Floyd Portfolio Real Estate, Inc.

  139 Main St, Vineyard Haven, MA 02568

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