Vineyard Haven, MA Homes

• 

  

  

  /20

  Est $1,150,820

  Not Listed For Sale

  16 Hudson Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 1989

  16 Hudson Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent JoJo Lambert Island Home Realty Inc.
• 

  

  

  /40

  $1,725,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  225 Lamberts Cove Rd, Vineyard Haven, MA 02568

  This year-round home, situated less than half a mile from Lambert’s Cove Beach, boasts fine craftsmanship and character in a peaceful, private, wooded setting. Inside, the open living room features wide plank floors, cathedral ceilings with beams, and a central brick fireplace that connects seamlessly to the updated kitchen. The first floor extends into a modern addition, including a guest

  Brenda Galligan Karen M. Overtoom R.E.

  225 Lamberts Cove Rd, Vineyard Haven, MA 02568
• 

  

  

  /46

  $2,630,000

  Sold Jun 29, 2026

  735 Franklin St, Vineyard Haven, MA 02568

  • 5 Beds
  • 4 Baths
  • 3,361 Sq Ft
  • Built 1975

  Last Sold Summary

  • 23% Below List Price
  • $783/SF
  • 355 Days On Market

  Last Listing Agent Emily Flake Viewpoints

  735 Franklin St, Vineyard Haven, MA 02568
• 

  

  

  /19

  Est $1,075,600

  Not Listed For Sale

  4 June Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1974

  4 June Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Jared Bicknell Compass LLC
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  /3

  $525,000

  • Land
  • 10,454 Sq Ft
  • $2,187,500 per Acre

  Lot 1 Dolan Ave, Tisbury, MA 02568

  A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set on a no-through street within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way and the town library. Only one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach,

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  Lot 1 Dolan Ave, Tisbury, MA 02568
• 

  /2

  $1,175,000

  Sold Jun 05, 2026

  27 E Side Rd, Oak Bluffs, MA 02557

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,103,064

  Last Listing Agent LINK Email Cache LINK

  27 E Side Rd, Oak Bluffs, MA 02557
• 

  

  /31

  Est $2,009,520

  Not Listed For Sale

  37 Nashawena Park, Oak Bluffs, MA 02557

  • 8 Beds
  • 2.5 Baths
  • 2,005 Sq Ft
  • Built 1856

  37 Nashawena Park, Oak Bluffs, MA 02557

  Last Sold Summary

  • 188 Days On Market

  Last Listing Agent JoJo Lambert Island Home Realty Inc.
• 

  

  /19

  $1,825,000

  • 7 Beds
  • 4 Baths
  • 2,597 Sq Ft

  4 Farm Way, Edgartown, MA 02539

  Two complete homes on one acre in Edgartown's Smith Hollow neighborhood — a rare find. Set at the end of a paved cul-de-sac, the property gives each house its own septic system, its own landscaped yard, and enough separation for real privacy.The main house has four bedrooms and two baths, along with a basement and a drive-under garage. The guest house features three bedrooms, two baths, a full

  Emma Kennedy Sandpiper Realty, Inc.

  4 Farm Way, Edgartown, MA 02539
• 

  

  /26

  $845,000

  Sold Apr 16, 2026

  67 12th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $880/SF
  • 9 Days On Market

  Current Estimated Value $877,893

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  67 12th St S, Edgartown, MA 02539
• 

  

  /13

  Est $1,487,212

  Not Listed For Sale

  50 Nashawena Park, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1900

  50 Nashawena Park, Oak Bluffs, MA 02557

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jennifer DaSilva Compass | Point B
• 

  

  /17

  $725,000

  • 2 Beds
  • 1 Bath
  • 703 Sq Ft

  124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568

  Vineyard Haven- Walk to the Ferry from this 2 bedroom condo with pool. Located near the downtown area a desirable place for a rental property or live there year-round. The property features common grounds, picnic tables, and seating by the pool to relax and enjoy the outdoors.

  Lisa Lucier Anchor Realty of Martha's Vineyard

  124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568
• 

  

  /51

  $2,500,000

  Sold Nov 21, 2025

  79 David Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 4.5 Baths
  • 4,982 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $502/SF
  • 83 Days On Market

  Current Estimated Value $2,748,271

  Last Listing Agent Tina Miller Donnelly + Co

  79 David Ave, Vineyard Haven, MA 02568
• 

  

  /28

  Est $1,221,025

  Not Listed For Sale

  36 Norris Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1988

  36 Norris Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Nicholas Korba Landmarks at TODAY Real Estate
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  /38

  $5,800,000

  $450K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 5,732 Sq Ft

  31 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and burgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  31 Lamberts Cove Rd, Vineyard Haven, MA 02568
• 

  /2

  $8,958,400

  Sold Aug 04, 2026

  29 & 25 Naushon Rd (Plus 9 & 11 Beach Pebble Rd), West Tisbury, MA 02575

  • 4 Beds
  • 3 Baths
  • 2,334 Sq Ft
  • Built 1950

  Last Sold Summary

  • $3,838/SF

  Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

  29 & 25 Naushon Rd (Plus 9 & 11 Beach Pebble Rd), West Tisbury, MA 02575
• 

  

  /20

  Est $1,000,234

  Not Listed For Sale

  57 Netock Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1986

  57 Netock Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Katherine Donahue Sandpiper Realty
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  /69

  $2,300,000

  $900K PRICE DROP

  • 4 Beds
  • 3.5 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
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  /30

  $1,150,000

  Sold Jul 20, 2026

  66 Barnes Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,752 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $656/SF
  • 44 Days On Market

  Current Estimated Value $1,131,111

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  66 Barnes Rd, Vineyard Haven, MA 02568
• 

  

  /42

  Not Listed For Sale

  4 Quail Run Rd Unit 17, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Built 1972

  4 Quail Run Rd Unit 17, Edgartown, MA 02539

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Wendy Harman Compass
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  /25

  $1,795,000

  • 4 Beds
  • 1.5 Baths
  • 1,871 Sq Ft

  487 Lamberts Cove Rd, Vineyard Haven, MA 02568

  This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha’s Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth’s Pond. Designed for easy enjoyment, the home offers a warm and welcoming kitchen filled with sunshine, a spacious living room, and two fireplaces

  Jill Napior Tea Lane Associates

  487 Lamberts Cove Rd, Vineyard Haven, MA 02568
• 

  

  /31

  $999,000

  Sold Jan 13, 2026

  26 Hampson Ave, Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft
  • Built 1920

  Last Sold Summary

  • $927/SF
  • 16 Days On Market

  Current Estimated Value $1,059,023

  Last Listing Agent Rene Ben David Ocean Park Realty Inc

  26 Hampson Ave, Oak Bluffs, MA 02557
• 

  

  /26

  Est $2,140,145

  Not Listed For Sale

  59 The Blvd, Edgartown, MA 02539

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft
  • Built 1978

  59 The Blvd, Edgartown, MA 02539

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jennifer DaSilva Compass | Point B
• 

  

  /34

  $1,175,000

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,682 Sq Ft

  261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

  END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS.This well-maintained 3-bedroom, 3-bath end-unit condo offers a rare combination of privacy, space, and access to one of Vineyard Haven’s most sought-after communities.As an end unit with its own private driveway, this home offers added separation and a more single-family feel—along with a one-car garage and additional storage for

  Jennifer O'hanlon Compass LLC

  261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
• 

  

  /20

  $1,325,000

  Sold Jul 07, 2026

  5 Seth's Path, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $928/SF
  • 204 Days On Market

  Last Listing Agent Robin Perschel Feiner Real Estate

  5 Seth's Path, Oak Bluffs, MA 02557
• 

  

  /41

  Est $1,881,559

  Not Listed For Sale

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 1980

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc
• 

  

  /37

  $389,900

  • 1 Bed
  • 1.5 Baths
  • 584 Sq Ft

  21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568

  HERE'S YOUR CHANCE TO OWN A PIECE of the ISLAND!!! Live the beautiful Island Life with this gorgeous seasonal condo at the Island Inn Resort. AFFORDABLE & PRICED APPROX $100,000 less than an identical unit that Just Sold this summer!!Don't miss this delightful one and a half bedroom seasonal condo (sleeps 6) available for your families use. When you’re not here, the management team will rent

  Susan Austin Austin R.E. Properties of MV

  21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568
• 

  

  /39

  $2,500,000

  Sold Sep 29, 2025

  31 The Blvd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $1,852/SF
  • 124 Days On Market

  Current Estimated Value $2,829,728

  Last Listing Agent Wendy Harman Compass

  31 The Blvd, Edgartown, MA 02539
• 

  

  /29

  Est $967,176

  Not Listed For Sale

  8 Tabernacle Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1 Bath
  • 1,255 Sq Ft
  • Built 1867

  8 Tabernacle Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard
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  /33

  $1,690,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,347 Sq Ft

  41 & 0 Cook Rd, Vineyard Haven, MA 02568

  Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or future investment. An easement is being established along the existing driveway to

  Jennifer O'hanlon Compass LLC

  41 & 0 Cook Rd, Vineyard Haven, MA 02568
• 

  

  /28

  $1,450,000

  Sold May 04, 2026

  38 Rogers Way, Oak Bluffs, MA 02557

  • 3 Beds
  • 1.5 Baths
  • 2,448 Sq Ft
  • Built 2000

  Last Sold Summary

  • 12% Below List Price
  • $592/SF
  • 182 Days On Market

  Current Estimated Value $1,720,942

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  38 Rogers Way, Oak Bluffs, MA 02557
• 

  

  /32

  Est $1,033,336

  Not Listed For Sale

  53 Anthiers Way, Edgartown, MA 02539

  • 1 Bed
  • 1.5 Baths
  • 1,092 Sq Ft
  • Built 2008

  53 Anthiers Way, Edgartown, MA 02539

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Valentina Globa eXp Realty, LLC
• 

  /2

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,182,285 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
• 

  

  /6

  $1,800,000

  Sold Oct 02, 2025

  34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

  • Land
  • 2.06 Acres
  • $874,211 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 83 Days On Market

  Last Listing Agent Lesley Heidt Sandpiper Realty

  34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
• 

  

  /14

  Est $912,162

  Not Listed For Sale

  9 Leslies Ln, Oak Bluffs, MA 02557

  • 3 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1974

  9 Leslies Ln, Oak Bluffs, MA 02557

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Michele Moore Island Real Estate
• 

  

  /70

  $3,790,000

  $860K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,312 Sq Ft

  31 Josiah Sachem Way, Vineyard Haven, MA 02568

  THE COMPOUND AT INDIAN HILLSome properties are a house. This one is a world.Set on more than three private acres along the gentle slopes of Indian Hill, this is a true multi-dwelling compound, purpose-built for the way people actually want to live now: together, apart, and on their own terms. A main house, a studio barn, and a guest house share 4,464 square feet of living space across the

  Helena Kirschenbaum Studio Realty

  31 Josiah Sachem Way, Vineyard Haven, MA 02568
• 

  

  /25

  $1,260,000

  Sold Nov 03, 2025

  11 Flamingo Dr, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 2002

  Last Sold Summary

  • 16% Below List Price
  • $692/SF
  • 186 Days On Market

  Current Estimated Value $1,353,569

  Last Listing Agent Skip Dostal Martha's Vineyard R.E.

  11 Flamingo Dr, Edgartown, MA 02539
• 

  

  /40

  Est $2,421,731

  Not Listed For Sale

  174 Tashmoo Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 4.5 Baths
  • 3,213 Sq Ft
  • Built 2011

  174 Tashmoo Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard
• 

  

  /19

  $799,000

  • Land
  • 2.1 Acres
  • $380,476 per Acre

  42 Field View Ln Unit 79, West Tisbury, MA 02575

  Nestled among the open fields of West Tisbury, this beautiful building parcel offers apeaceful, bucolic setting with endless potential. An eclectic artists' camp graces theproperty, creating a unique sense of character and inspiration. Meandering walking trailswind through a diverse landscape of pine, oak, and beech trees, inviting you to exploreand enjoy the natural surroundings.

  Meg Bodnar Tea Lane Associates

  42 Field View Ln Unit 79, West Tisbury, MA 02575
• 

  

  /56

  $2,036,000

  Sold Oct 01, 2025

  23 Crowell Ln, Vineyard Haven, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 3,587 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $568/SF
  • 56 Days On Market

  Current Estimated Value $2,202,376

  Last Listing Agent Sheila Morse Island Real Estate

  23 Crowell Ln, Vineyard Haven, MA 02568
• 

  

  /34

  Est $1,737,768

  Not Listed For Sale

  35 Tuckernuck Ave, Oak Bluffs, MA 02557

  • 5 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1870

  35 Tuckernuck Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Jennifer DaSilva Compass | Point B

Showing Results 561 - 600, Page 15 of 18