Vineyard Haven, MA Homes

• 

  

  

  /4

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  9 Hagerty Dr, Tisbury, MA 02568

  West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction. Featuring 4 spacious bedrooms, 4 full and one half bath. This thoughtfully designed home offers generous space. Venture outside into your private oasis, complete with an in-ground pool (36' x18') — perfect for sun-soaked afternoons and evening gatherings. Situated in a

  Lisa Gilberto C McManus Realty Group

  9 Hagerty Dr, Tisbury, MA 02568
• 

  

  /2

  $1,500,000

  Sold Aug 13, 2025

  82 Christiantown Rd Unit R, West Tisbury, MA 02575

  • Land
  • 7.42 Acres
  • $202,156 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  82 Christiantown Rd Unit R, West Tisbury, MA 02575
• 

  

  

  /26

  Est $1,554,087

  Not Listed For Sale

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • Built 1980

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 73 Days On Market
• 

  

  /2

  $595,000

  $55K PRICE DROP Pending

  • Land
  • 11,630 Sq Ft
  • $2,228,464 per Acre

  5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568

  Serious Seller.......Price will be discounted for cash sale................A perfect Vineyard location that is convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven. This is a unique location in an area of very substantial homes. Per an island engineer, your future house can possibly have up to seven bedrooms and have up to three floors. Include on the property

  Ed Charter Arrowhead Homes

  5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
• 

  

  

  /20

  $1,225,000

  Sold Mar 16, 2026

  344 Greenwood Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $782/SF
  • 75 Days On Market

  Current Estimated Value $1,221,971

  Last Listing Agent Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  344 Greenwood Ave, Vineyard Haven, MA 02568
• 

  

  /30

  Est $2,498,724

  Not Listed For Sale

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft
  • Built 1981

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 335 Days On Market
• 

  

  /17

  $1,199,500

  $96K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,513 Sq Ft

  1 Dodgers Hole Rd, Edgartown, MA 02539

  This four-bedroom cape-style home offers a comfortable and convenient lifestyle, ideally located just off the bike path with easy access to town and the bus route. Designed with an open floor plan, the main living area provides a seamless flow between the kitchen, dining, and living spaces--perfect for everyday living and entertaining. The first floor features two well-sized bedrooms and a full

  Sheila Morse Island Real Estate

  1 Dodgers Hole Rd, Edgartown, MA 02539
• 

  

  /41

  $1,900,000

  Sold May 01, 2026

  36 Smith Hollow Dr, Edgartown, MA 02539

  • 5 Beds
  • 2.5 Baths
  • 2,836 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $670/SF
  • 172 Days On Market

  Current Estimated Value $1,933,060

  Last Listing Agent Katherine Donahue Sandpiper Realty

  36 Smith Hollow Dr, Edgartown, MA 02539
• 

  

  /45

  Est $1,162,831

  Not Listed For Sale

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1999

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 145 Days On Market
• 

  

  /5

  $439,500

  • Land
  • 24,393 Sq Ft
  • $784,821 per Acre

  5 Candle Maker Cir, Edgartown, MA 02539

  Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  5 Candle Maker Cir, Edgartown, MA 02539
• 

  

  /27

  $1,735,000

  Sold Sep 29, 2025

  56 Bridle Path Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1996

  Last Sold Summary

  • 13% Below List Price
  • $687/SF
  • 2 Days On Market

  Current Estimated Value $2,197,661

  Last Listing Agent Tina Miller Donnelly + Co.

  56 Bridle Path Rd, Vineyard Haven, MA 02568
• 

  

  /30

  Est $1,579,897

  Not Listed For Sale

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1991

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 198 Days On Market
• 

  

  /50

  $1,770,000

  • 4 Beds
  • 2.5 Baths
  • 2,329 Sq Ft

  37 Old Hedge Row, Vineyard Haven, MA 02568

  Move in ready and easy to show! Just atop a modest knoll sits this well cared for, light filled, privately sited, four bedroom custom home. A six bedroom septic offers further spatial enhancement, or ADU potential with proper Town permitting. Convenient to downtown, public library, shopping, eateries, and ferries, the youthful home has an open floor plan, thoughtful built-ins and attractive

  Sean Federowicz Landmarks at TODAY Real Estate

  37 Old Hedge Row, Vineyard Haven, MA 02568
• 

  

  /15

  $1,000,000

  Sold May 13, 2026

  140 Midland Ave, Tisbury, MA 02568

  • 4 Beds
  • 4 Baths
  • 1,999 Sq Ft
  • Built 1974

  Last Sold Summary

  • 33% Below List Price
  • $500/SF
  • 2 Days On Market

  Last Listing Agent Tina Miller Donnelly + Co

  140 Midland Ave, Tisbury, MA 02568
• 

  

  /22

  Est $1,187,303

  Not Listed For Sale

  41 Old County Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft
  • Built 1983

  41 Old County Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 216 Days On Market
• 

  

  /16

  $710,000

  Under Contract

  • 1 Bed
  • 1 Bath
  • 542 Sq Ft

  66 Canonicus Ave, Oak Bluffs, MA 02557

  The Pinkletink Could be Yours!!! This unspoiled 1950's cottage is named for the Island's tiny frogs who "sing" the announcement of spring. The location is sublime, just 5 blocks from Inkwell Beach and only a few more to the top of Circuit Avenue, while feeling miles away in this quiet location near Farm Pond. Cherished by its owners for decades, the cottage has been lovingly maintained while

  Candy DaRosa Feiner Real Estate

  66 Canonicus Ave, Oak Bluffs, MA 02557
• 

  

  /42

  $2,900,000

  Sold Jul 03, 2025

  67 Hidden Village Rd, Vineyard Haven, MA 02568

  • 7 Beds
  • 5.5 Baths
  • 4,476 Sq Ft
  • Built 1997

  Last Sold Summary

  • 24% Below List Price
  • $648/SF
  • 347 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co.

  67 Hidden Village Rd, Vineyard Haven, MA 02568
• 

  

  /17

  Est $1,221,185

  Not Listed For Sale

  22 Briarwood Ln, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 2018

  22 Briarwood Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4 Days On Market
• 

  

  /64

  $2,579,000

  • 4 Beds
  • 2 Baths
  • 1,399 Sq Ft

  34 Windemere Rd, Oak Bluffs, MA 02557

  Set along the shimmering edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard location with all the modern comforts one would want. The house is perfectly sited to take full

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  34 Windemere Rd, Oak Bluffs, MA 02557
• 

  

  /28

  $1,400,000

  Sold Nov 26, 2025

  5 Scottys Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1968

  Last Sold Summary

  • 22% Below List Price
  • $879/SF
  • 126 Days On Market

  Current Estimated Value $1,620,913

  Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  5 Scottys Ln, Vineyard Haven, MA 02568
• 

  

  /25

  Est $5,625,567

  Not Listed For Sale

  135 Capawock Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft
  • Built 2001

  135 Capawock Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7 Days On Market
• 

  

  /22

  $1,000,000

  $100K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,118 Sq Ft

  4 5th St N, Edgartown, MA 02539

  An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement

  Doug Burke Signal House Group at Compass

  4 5th St N, Edgartown, MA 02539
• 

  

  /34

  $3,746,925

  Sold Nov 14, 2025

  39 Sengekontacket Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $1,310/SF
  • 114 Days On Market

  Current Estimated Value $3,690,250

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  39 Sengekontacket Rd, Edgartown, MA 02539
• 

  /2

  Est $2,385,623

  Not Listed For Sale

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 2,396 Sq Ft
  • Built 2001

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
• 

  

  /21

  $1,195,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  34 10th St S, Edgartown, MA 02539

  Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional

  Chrissie Teague

  34 10th St S, Edgartown, MA 02539
• 

  

  /37

  $1,705,000

  Sold Mar 24, 2026

  2 Farm Path, Oak Bluffs, MA 02557

  • 4 Beds
  • 3 Baths
  • 3,058 Sq Ft
  • Built 1992

  Last Sold Summary

  • 15% Below List Price
  • $558/SF
  • 347 Days On Market

  Current Estimated Value $2,268,423

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  2 Farm Path, Oak Bluffs, MA 02557
• 

  

  /24

  Est $950,688

  Not Listed For Sale

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1972

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 20 Days On Market
• 

  

  /15

  $3,095,000

  $150K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,927 Sq Ft

  44 Tiffany Dr, Oak Bluffs, MA 02557

  This handsome, newly renovated classic Cape, is nestled on a private 1.38-acre lot in the sought after Lagoon Estates community, Oak Bluffs. The property has been thoughtfully renovated with two new kitchens, 5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with

  Perry Patterson MV Luxury Homes LLC

  44 Tiffany Dr, Oak Bluffs, MA 02557
• 

  

  /23

  $1,500,000

  Sold Sep 25, 2025

  190 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  Last Sold Summary

  • 15% Below List Price
  • $1,071/SF
  • 43 Days On Market

  Current Estimated Value $1,549,765

  Last Listing Agent Kathleen Kendrick Kendrick Real Estate

  190 Longview Rd, Vineyard Haven, MA 02568
• 

  

  /54

  Est $5,181,712

  Not Listed For Sale

  14 E Sound Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft
  • Built 1978

  14 E Sound Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 635 Days On Market
• 

  

  /16

  $1,175,000

  $74K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  299 Daggett Ave Unit A, Vineyard Haven, MA 02568

  This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

  Karen Overtoom Karen M. Overtoom R.E.

  299 Daggett Ave Unit A, Vineyard Haven, MA 02568
• 

  /2

  $1,125,000

  Sold Jan 23, 2026

  96 Manchester Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 3,192 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 7 Days On Market

  Current Estimated Value $1,158,235

  Last Listing Agent Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
• 

  

  /35

  Est $1,846,443

  Not Listed For Sale

  83 William Norton Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft
  • Built 1999

  83 William Norton Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 62 Days On Market
• 

  

  /28

  $2,290,000

  $205K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  268 Tashmoo Ave, Vineyard Haven, MA 02568

  Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

  Michele Casavant Vineyard Village Realty

  268 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /81

  $1,650,000

  Sold Jan 09, 2026

  209 Cove Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,194 Sq Ft
  • Built 1997

  Last Sold Summary

  • 15% Below List Price
  • $752/SF
  • 182 Days On Market

  Current Estimated Value $1,742,371

  Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

  209 Cove Rd, Vineyard Haven, MA 02568
• 

  

  /31

  Est $1,694,393

  Not Listed For Sale

  97 Snake Hollow, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • Built 1981

  97 Snake Hollow, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6 Days On Market
• 

  

  /65

  $2,690,000

  $509K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 2,618 Sq Ft

  55 Old House Way, West Tisbury, MA 02575

  Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless

  Leslie Graham Anchor Realty of Martha's Vineyard

  55 Old House Way, West Tisbury, MA 02575
• 

  

  /13

  $1,187,500

  Sold Jun 12, 2026

  54 Columbian Ave, Oak Bluffs, MA 02557

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $673/SF
  • 93 Days On Market

  Current Estimated Value $1,271,417

  Last Listing Agent Katrina Lima Donnelly + Co

  54 Columbian Ave, Oak Bluffs, MA 02557
• 

  

  /41

  Est $1,853,708

  Not Listed For Sale

  93 Hvoslef Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 2007

  93 Hvoslef Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 51 Days On Market
• 

  

  /13

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 2,345 Sq Ft

  318 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Walk to the splendid sands of Lamberts Cove Beach for an afternoon dip followed by a romantic dinner at the nearby Inn. Fabulous location. The enchanting path to the white-rimmed cove is a mere 4-minute walk away. Main house with three bedrooms,large living room, many-windowed kitchen, artist's studio and upstairs sun room. The newer two story Guest House is bright and inviting nestled in the

  Holly Alaimo Tashmoo Realty

  318 Lamberts Cove Rd, Vineyard Haven, MA 02568

Showing Results 241 - 280, Page 7 of 18