Martha's Vineyard, MA Homes

• 

  

  

  /34

  $1,150,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  70 Carol Ln, Oak Bluffs, MA 02557

  Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The primary bedroom has a bathroom on suite. Another bedroom has easy access to the hall bath. The

  

  Lisa Lucier

  Anchor Realty of MV

  (508) 456-5742

  70 Carol Ln, Oak Bluffs, MA 02557
• 

  

  

  /15

  $5,200 per month

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • House for Rent

  85 Winemack St, Oak Bluffs, MA 02557

  This charming property located in East Chop is the perfect retreat for up to 6 guests, offering 3 cozy bedrooms and 2 full bathrooms. Walk into the spacious living area complete with comfortable seating and a Smart TV for your entertainment needs. The fully equipped kitchen features modern appliances and a kitchen island with seating for the kids. Enjoy your meals at the dining table with seating

  Benjamin Snow Coldwell Banker Realty - Boston

  85 Winemack St, Oak Bluffs, MA 02557
• 

  

  

  /42

  $1,300,000 Sold Feb 13, 2026

  169 Clover Hill Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $719/SF
  • 9 Days On Market

  Current Estimated Value $1,337,071

  Last Listing Agent Stephanie Roache Donnelly + Co

  169 Clover Hill Dr, 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

  • $716/SF
  • 2 Days On Market

  • Last Sold Price $865,000
  • Apr 17, 2025

  Last Listing Agent Wendy Harman Compass
• 

  

  

  /6

  $1,125,000

  • Land
  • 10,018 Sq Ft
  • $4,891,304 per Acre

  15 Chapman La, Edgartown, MA 02539

  Opportunity Abounds - This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of

  

  Wendy Harman

  Compass

  (508) 625-9227

  15 Chapman La, Edgartown, MA 02539
• 

  

  /16

  $5,000 per month

  • 1 Bath
  • 400 Sq Ft
  • House for Rent

  90 Edgartown Rd, Vineyard Haven, MA 02568

  *Summer Weekly Rate** Inquire For Long-term Off-Season Rates. Renovated Studio Cottage on Martha's Vineyard w/private feel. Within walking distance to shops, dining, and the ferry. Lots of trees for year-round enjoyment. Open floor plan with Murphy bed for additional space and a large comfortable sofa, galley kitchen with granite countertops, stainless steel appliances, amazing tiled bathroom

  Kim Seawright Generations Realty Group

  90 Edgartown Rd, Vineyard Haven, MA 02568
• 

  

  /46

  $3,120,000 Sold Sep 16, 2025

  140 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 3,669 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $850/SF
  • 84 Days On Market

  Current Estimated Value $3,690,599

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

  140 Pond Rd, Vineyard Haven, MA 02568
• 

  

  /3

  Est $1,571,468 Not Listed For Sale

  18 Towanticut Ave, Oak Bluffs, MA 02557

  • 4 Beds
  • 2.5 Baths
  • 2,329 Sq Ft
  • Built 1989

  18 Towanticut Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 5% Above List Price
  • $644/SF
  • 13 Days On Market

  • Last Sold Price $1,500,000
  • Apr 29, 2024

  Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.
• 

  

  /31

  $1,799,999

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  43 N Slope Ln, Chilmark, MA 02535

  Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully positioned to blend into its surroundings, featuring

  

  Barbara O'Hara

  NorthStar Real Estate, LLC

  (508) 850-0854

  43 N Slope Ln, Chilmark, MA 02535
• 

  

  /12

  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,435 Sq Ft
  • House for Rent

  43 Edgartown Rd, Vineyard Haven, MA 02568

  Located off of Edgartown-Vineyard Haven Road, close to down-town and bike path, this 3 bedroom, 2 bath property is being offered year round to the right tenants. The home has been completely renovated, is being offered fully furnished and features an open floor plan with wood floors on the first level, wall to wall carpet in the upstairs bedrooms and an in-ground pool in the backyard. Available

  Karen Overtoom Karen M. Overtoom R.E.

  43 Edgartown Rd, Vineyard Haven, MA 02568
• 

  

  /3

  $105,000 Sold Sep 05, 2025

  00 Eliot Ave Unit 17, Chilmark, MA 02535

  • Land
  • 30,492 Sq Ft
  • $150,000 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 29 Days On Market

  Last Listing Agent Julianna Flanders Flanders Real Estate

  00 Eliot Ave Unit 17, Chilmark, MA 02535
• 

  /2

  Not Listed For Sale

  38 N Water St Unit R-2, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 797 Sq Ft
  • Built 1890

  38 N Water St Unit R-2, Edgartown, MA 02539

  Last Sold Summary

  • $314/SF
  • 73 Days On Market

  • Last Sold Price $250,500
  • Mar 04, 2025

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
• 

  

  /24

  $899,000 Open House 5/02

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs- Restless Winds Condominium Unit #4 comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a ships feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest bedroom, a tiled bathroom

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 546-9282

  37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
• 

  

  /21

  $7,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  27 Beach Plum Ln, Chilmark, MA 02535

  weekly rental rate negotiable, cost $400-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt . it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a

  Bryan Hummel Commonwealth Realty Group

  27 Beach Plum Ln, Chilmark, MA 02535
• 

  /2

  $10,189,494 Sold Nov 03, 2025

  55 King Point Way, Edgartown, MA 02539

  • 4 Beds
  • 8 Baths
  • 9,900 Sq Ft
  • Built 2021

  Last Sold Summary

  • $1,029/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  55 King Point Way, Edgartown, MA 02539
• 

  

  /36

  Est $2,465,705 Not Listed For Sale

  28 Woodhaven Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 3,470 Sq Ft
  • Built 2013

  28 Woodhaven Dr, Edgartown, MA 02539

  Last Sold Summary

  • 7% Above List Price
  • $663/SF
  • 261 Days On Market

  • Last Sold Price $2,300,000
  • Apr 25, 2024

  Last Listing Agent Stephanie Roache Donnelly + Co.
• 

  

  /41

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,016 Sq Ft

  3 Hidden Cove Rd, Oak Bluffs, MA 02557

  Hidden Cove Gem with Serene Pond Views And Coveted Water Access - Located in the desirable Hidden Cove enclave—a 65+ acre water-access community—this inviting contemporary home offers privacy and high-end finishes with direct access to Sengekontacket Pond and Nantucket Sound. Community amenities include a private boat dock, walking trails, pickleball and tennis, all near Oak Bluffs. The

  

  Wendy Harman

  Compass

  (508) 456-9911

  3 Hidden Cove Rd, Oak Bluffs, MA 02557
• 

  

  /21

  $9,500 per month

  • 4 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • House for Rent

  155 Skiff Ave, Vineyard Haven, MA 02568

  **SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vineyard Haven. Unwind at neighborhood beaches; Eastville, Owen Park, Tashmoo beaches all just a few minutes drive from your vacation retreat.This lovely home spread over 1600ft of living area provides

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  155 Skiff Ave, Vineyard Haven, MA 02568
• 

  

  /30

  $1,550,000 Sold Oct 16, 2025

  251 State Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $780/SF
  • 114 Days On Market

  Current Estimated Value $1,614,002

  Last Listing Agent Meg Bodnar Tea Lane Associates

  251 State Rd, Vineyard Haven, MA 02568
• 

  

  /37

  Est $3,537,227 Not Listed For Sale

  149 Litchfield Rd, Edgartown, MA 02539

  • 3 Beds
  • 5 Baths
  • 4,417 Sq Ft
  • Built 2011

  149 Litchfield Rd, Edgartown, MA 02539

  Last Sold Summary

  • 13% Above List Price
  • $711/SF
  • 12 Days On Market

  • Last Sold Price $3,140,000
  • Jun 17, 2024

  Last Listing Agent Peyton Wallace Compass
• 

  

  /12

  $1,495,000 Open Fri 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft

  33 Alyssa Ln, Vineyard Haven, MA 02568

  Country Living so close to Town! Lovely 4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space . Open kitchen, dining & entertainment area. Sliders open to Large side deck. High Ceilings Wood floors Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has large primary

  

  Stephanie Burke

  Portfolio Properties

  (508) 687-6441

  33 Alyssa Ln, Vineyard Haven, MA 02568
• 

  

  /41

  $13,500 per month

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

  14 Bernard Cir, Vineyard Haven, MA 02568

  ** SUMMER WEEKLY RATE ** Private and luxurious 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 -

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  14 Bernard Cir, Vineyard Haven, MA 02568
• 

  

  /29

  $1,970,000 Sold Jun 26, 2025

  493 Katama Rd Unit E2, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $1,397/SF
  • 0 Days On Market

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

  493 Katama Rd Unit E2, Edgartown, MA 02539
• 

  

  /26

  Est $3,392,658 Not Listed For Sale

  53 Pinehurst Rd, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 3,916 Sq Ft
  • Built 2018

  53 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • 5% Below List Price
  • $916/SF
  • 50 Days On Market

  • Last Sold Price $3,589,000
  • Dec 16, 2024

  Last Listing Agent Michele Casavant Vineyard Village Realty
• 

  

  /21

  $869,000 Open House 5/02

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

  In the heart of Downtown Oak Bluffs Restless Winds Unit #5 comes with an amazing roof top deck shared with only one other condo (unit #4). You're in the middle of it all with this great location, yet you have easy access to a private and peaceful deck overlooking the town of Oak Bluffs and the surrounding waters. This incredible space takes you to another level of relaxation and a birds eye view

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 544-0253

  37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
• 

  

  /41

  $8,750 per month

  • 4 Beds
  • 2.5 Baths
  • 1,811 Sq Ft
  • House for Rent

  11 High Meadow Ln, Vineyard Haven, MA 02568

  **SUMMER WEEKLY RATE ** INQUIRE FOR LONG TERM OFFSEASON RATE**Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 High Meadow Ln, Vineyard Haven, MA 02568
• 

  

  /26

  $1,500,000 Sold Mar 30, 2026

  68 20th St S, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 1,975 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Below List Price
  • $759/SF
  • 28 Days On Market

  Current Estimated Value $1,598,800

  Last Listing Agent Carol Shore Donnelly + Co

  68 20th St S, Edgartown, MA 02539
• 

  

  /5

  Not Listed For Sale

  0 Bridle Path Rd, Vineyard Haven, MA 02568

  0 Bridle Path Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7 Days On Market

  • Last Sold Price $885,000
  • Dec 12, 2024

  Last Listing Agent Diana Gilmore Island Real Estate
• 

  

  /32

  $2,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  29 Old Nursery Ln, Chilmark, MA 02535

  Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large

  Julianna Flanders Flanders Real Estate

  29 Old Nursery Ln, Chilmark, MA 02535
• 

  

  /27

  $21,700 per month

  • 5 Beds
  • 3 Baths
  • 2,168 Sq Ft
  • House for Rent

  97 3rd St N, Edgartown, MA 02539

  YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

  Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

  97 3rd St N, Edgartown, MA 02539
• 

  

  /18

  $4,250,000 Sold Sep 09, 2025

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 4,125 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $1,030/SF
  • 21 Days On Market

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568
• 

  

  /38

  Est $986,343 Not Listed For Sale

  287 County Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1998

  287 County Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 16% Above List Price
  • $759/SF
  • 10 Days On Market

  • Last Sold Price $850,000
  • Dec 14, 2023

  Last Listing Agent Jill Napior Tea Lane Associates
• 

  

  /48

  $3,950,000

  • 3 Beds
  • 4.5 Baths
  • 3,314 Sq Ft

  20 Edson Forrest Rd, West Tisbury, MA 02575

  Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. A full restoration of this this three-bedroom house (with six-bedroom septic) in 2022 created a luxury home with a thoughtful layout, 2 story expansion, and exceptional

  Meg Bodnar Tea Lane Associates

  20 Edson Forrest Rd, West Tisbury, MA 02575
• 

  

  /22

  $20,000 per month

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

  55 Samoset Ave, Oak Bluffs, MA 02557

  Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  55 Samoset Ave, Oak Bluffs, MA 02557
• 

  /2

  $3,300,000 Sold Dec 09, 2025

  1 Muskoday Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,194 Sq Ft
  • Built 1972

  Last Sold Summary

  • $1,504/SF
  • 0 Days On Market

  Current Estimated Value $2,894,117

  Last Listing Agent LINK Email Cache LINK

  1 Muskoday Way, Edgartown, MA 02539
• 

  

  /17

  Est $1,477,397 Not Listed For Sale

  19 Quantapog Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,298 Sq Ft
  • Built 1988

  19 Quantapog Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Above List Price
  • $601/SF
  • 22 Days On Market

  • Last Sold Price $1,380,000
  • Jun 20, 2024

  Last Listing Agent Leslie Floyd Portfolio Real Estate Inc.
• 

  

  /36

  $5,325,000

  • 6 Beds
  • 4 Baths
  • 2,890 Sq Ft

  4 Canonicus Ave, Oak Bluffs, MA 02557

  Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  4 Canonicus Ave, Oak Bluffs, MA 02557
• 

  

  /29

  $11,000 per month

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  29 Mercier Way, Edgartown, MA 02539

  **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  29 Mercier Way, Edgartown, MA 02539
• 

  

  /48

  $4,750,000 Sold Nov 21, 2025

  36 Crocker Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 4,131 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $1,150/SF
  • 84 Days On Market

  Current Estimated Value $4,646,654

  Last Listing Agent Stephanie Roache Donnelly + Co.

  36 Crocker Dr, Edgartown, MA 02539
• 

  

  /12

  Est $1,180,880 Not Listed For Sale

  3 Carole Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,997 Sq Ft
  • Built 1985

  3 Carole Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $576/SF
  • 209 Days On Market

  • Last Sold Price $1,150,000
  • Jan 30, 2024

  Last Listing Agent Bob Sparks American Real Estate LLC

Showing Results 1 - 40, Page 1 of 18