Homes in ZIP Code 02568

/4
$675,000
- Land
- 0.23 Acre
- $2,941,176 per Acre
0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

Andrew McElhinney Compass LLC

0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
/21
$1,325,000 Sold Aug 29, 2025

19 S Vine Ln, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,982 Sq Ft
- Built 1992
Last Sold Summary
- 17% Below List Price
- $669/SF
- 89 Days On Market
Current Estimated Value $1,495,267

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

19 S Vine Ln, Vineyard Haven, MA 02568

/26
Est $1,034,913 Not Listed For Sale

4 Elias Ln, Vineyard Haven, MA 02568
- 1 Bed
- 1 Bath
- 1,182 Sq Ft
- Built 1977
4 Elias Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 9% Above List Price
- $804/SF
- 10 Days On Market
Last Sold Price $950,000

Last Listing Agent Stephanie Roache Donnelly + Co

/32
$22,950,000
- 7 Beds
- 8.5 Baths
- 8,200 Sq Ft
60 Bartimus Luce Rd, Vineyard Haven, MA 02568

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

Gerrett Conover Landvest MV

60 Bartimus Luce Rd, Vineyard Haven, MA 02568
/55
$15,000,000 Sold Apr 09, 2025

8 Snail Rd, Chilmark, MA 02535
- 6 Beds
- 7 Baths
- 6,967 Sq Ft
- Built 2006
Last Sold Summary
- 7% Above List Price
- $2,153/SF
- 25 Days On Market
Current Estimated Value $3,678,000

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

8 Snail Rd, Chilmark, MA 02535

/28
Est $1,272,772 Not Listed For Sale

175 Oak Ln, Vineyard Haven, MA 02568
- 4 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1986
175 Oak Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 13% Above List Price
- $732/SF
- 19 Days On Market
Last Sold Price $1,125,000

Last Listing Agent Joanna Fairchild eXp Realty

/8
$599,000
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

Emma Kennedy Sandpiper Realty

124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
/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 $1,543,077

Last Listing Agent Kathleen Kendrick Kendrick Real Estate

190 Longview Rd, Vineyard Haven, MA 02568

/23
Est $1,898,177 Not Listed For Sale

171 Otis Bassett Rd, Vineyard Haven, MA 02568
- 5 Beds
- 2.5 Baths
- 3,026 Sq Ft
- Built 1999
171 Otis Bassett Rd, Vineyard Haven, MA 02568

Last Sold Summary
- 6% Above List Price
- $593/SF
- 11 Days On Market
Last Sold Price $1,795,000

Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

/30
$1,350,000
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
56 Garvin St, Oak Bluffs, MA 02557

Single Story Bungalow — Turnkey & Walkable Lifestyle! Welcome to this beautifully updated home offering effortless single-level living and a bright, open layout designed for comfort and functionality. Turnkey and thoughtfully renovated, the property seamlessly blends classic charm with modern upgrades throughout. The updated kitchen features contemporary cabinetry, sleek countertops, and modern

Casandra Hyland Sandpiper Realty, Inc.

56 Garvin St, Oak Bluffs, MA 02557
/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 $1,149,261

Last Listing Agent Michele Moore Island Real Estate

96 Manchester Ave, Oak Bluffs, MA 02557

/16
Est $1,299,117 Not Listed For Sale

35 Skiffs Ln, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1980
35 Skiffs Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 19% Above List Price
- $778/SF
- 2 Days On Market
Last Sold Price $1,095,000

Last Listing Agent Kathleen Sollitto Karen M. Overtoom R.E.

/44
$2,700,000
- 4 Beds
- 3 Baths
- 1,399 Sq Ft
34 Windemere Rd, Oak Bluffs, MA 02557

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to

JoJo Lambert Island Home Realty Inc.

34 Windemere Rd, Oak Bluffs, MA 02557
/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 $1,662,699

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

209 Cove Rd, Vineyard Haven, MA 02568

/37
Est $1,207,819 Not Listed For Sale

43 Skiffs Ln, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1991
43 Skiffs Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 8% Above List Price
- $847/SF
- 32 Days On Market
Last Sold Price $1,115,000

Last Listing Agent Chelsea Brennan Lamacchia Realty, Inc.

/2
$674,000
- Land
- 0.49 Acre
- $1,375,510 per Acre
56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

Marilyn Moses Ocean Park Realty Inc

56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
/17
$970,000 Sold Dec 08, 2025

6 Sachem Way, Oak Bluffs, MA 02557
- 3 Beds
- 1 Bath
- 1,546 Sq Ft
- Built 1974
Last Sold Summary
- 8% Above List Price
- $627/SF
- 57 Days On Market
Current Estimated Value $1,004,171

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

6 Sachem Way, Oak Bluffs, MA 02557

/49
Est $1,898,513 Not Listed For Sale

75 Skiffs Ln, Vineyard Haven, MA 02568
- 4 Beds
- 2.5 Baths
- 2,548 Sq Ft
- Built 1984
75 Skiffs Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 8% Above List Price
- $687/SF
- 186 Days On Market
Last Sold Price $1,750,000

Last Listing Agent Kelly Mercier The Agency

/6
$1,595,000
- Land
- 3.2 Acres
- $498,438 per Acre
9 Beach Pebble Rd, Vineyard Haven, MA 02568

Vacant land in West Tisbury's Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive neighborhood. This property presents a unique opportunity to create an exceptional island retreat.

Cassie Bradley Wallace & Co. Sotheby's International Realty

9 Beach Pebble Rd, Vineyard Haven, MA 02568
/20
$975,000 Sold Sep 30, 2025

32 Beach Rd, Oak Bluffs, MA 02557
- 3 Beds
- 2 Baths
- 836 Sq Ft
- Built 1920
Last Sold Summary
- 7% Below List Price
- $1,166/SF
- 29 Days On Market
Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

32 Beach Rd, Oak Bluffs, MA 02557

/26
Est $4,980,627 Not Listed For Sale

48 Forest Rd, Vineyard Haven, MA 02568
- 8 Beds
- 4 Baths
- 4,800 Sq Ft
- Built 1932
48 Forest Rd, Vineyard Haven, MA 02568

Last Sold Summary
- 9% Below List Price
- $1,146/SF
- 446 Days On Market
Last Sold Price $5,500,000

Last Listing Agent Jim Osmundsen Donnelly + Co.

/2
$899,000 Pending
- Land
- 4.2 Acres
- $214,048 per Acre
5A2.12 State Rd, Tisbury, MA 02568

This is a beautiful 3.5 acre piece of land! Stunning and Peaceful!

Fred Mascolo Jane Brown Assoc.

5A2.12 State Rd, Tisbury, MA 02568
/22
$2,899,000 Sold Oct 01, 2025

78 Winemack St, Oak Bluffs, MA 02557
- 4 Beds
- 2 Baths
- 1,889 Sq Ft
- Built 1956
Last Sold Summary
- $1,535/SF
- 0 Days On Market
Current Estimated Value $2,443,390

Last Listing Agent Susan Austin Austin R.E. Properties of MV

78 Winemack St, Oak Bluffs, MA 02557

/26
Est $1,567,996 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
- 18% Above List Price
- $673/SF
- 73 Days On Market
Last Sold Price $1,325,000

Last Listing Agent Elissa Lash Tea Lane Associates

/19
$1,195,000
- 3 Beds
- 2 Baths
- 1,164 Sq Ft
3 Kims Way, Oak Bluffs, MA 02557

Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

Alyssa Halisky Wallace & Co. Sotheby's International Realty

3 Kims Way, Oak Bluffs, MA 02557
/18
$1,200,000 Sold May 19, 2025

193 Franklin Terrace, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
- Built 1972
Last Sold Summary
- 11% Below List Price
- $577/SF
- 590 Days On Market
Current Estimated Value $1,306,356

Last Listing Agent Claire Callagy Compass

193 Franklin Terrace, Vineyard Haven, MA 02568

/30
Est $2,311,297 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
- 4% Below List Price
- $945/SF
- 335 Days On Market
Last Sold Price $2,400,000

Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

/2
$1,250,000
- 1 Bed
- 1 Bath
- 855 Sq Ft
0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

Peyton Wallace Studio Realty

0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
/20
$1,295,000 Sold Sep 05, 2025

2 Upper Douglas Ln, Oak Bluffs, MA 02557
- 4 Beds
- 2 Baths
- 1,584 Sq Ft
- Built 1988
Last Sold Summary
- 3% Below List Price
- $818/SF
- 5 Days On Market
Current Estimated Value $1,338,603

Last Listing Agent Lynn Buder Sandpiper Realty

2 Upper Douglas Ln, Oak Bluffs, MA 02557

/45
Est $1,073,176 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
- 8% Above List Price
- $612/SF
- 145 Days On Market
Last Sold Price $990,000

Last Listing Agent Kerry Quinlan-Potter Breakwater MV

/27
$2,825,000
- 5 Beds
- 2 Baths
- 2,386 Sq Ft
187 Lagoon Pond Rd, Vineyard Haven, MA 02568

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

Erin Leighton Compass

187 Lagoon Pond Rd, Vineyard Haven, MA 02568
/30
$815,000 Sold Nov 14, 2025

17 Siloam Ave, Oak Bluffs, MA 02557
- 3 Beds
- 1 Bath
- 907 Sq Ft
- Built 1870
Last Sold Summary
- 2% Below List Price
- $899/SF
- 100 Days On Market
Current Estimated Value $788,324

Last Listing Agent Marilyn Moses Ocean Park Realty Inc

17 Siloam Ave, Oak Bluffs, MA 02557

/30
Est $1,514,032 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
- 7% Below List Price
- $1,042/SF
- 198 Days On Market
Last Sold Price $1,625,000

Last Listing Agent Richard Rooney Rooney & Company

/7
$599,000
- Land
- 0.07 Acre
- $8,160,763 per Acre
112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

Rose Ryley Wallace & Co. Sotheby's

112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
/2
$6,825,000 Sold Jan 05, 2026

662 Chappaquonsett Rd, Vineyard Haven, MA 02568
- 3 Beds
- 3 Baths
- 1,914 Sq Ft
- Built 1973
Last Sold Summary
- 2% Below List Price
- $3,566/SF
- 0 Days On Market
Current Estimated Value $4,237,496

Last Listing Agent Jill Napior Tea Lane Associates

662 Chappaquonsett Rd, Vineyard Haven, MA 02568

/25
Est $5,054,546 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
- 12% Below List Price
- $1,969/SF
- 7 Days On Market
Last Sold Price $5,750,000

Last Listing Agent Jill Napior Tea Lane Associates

/36
$3,499,000 Pending
- 5 Beds
- 6 Baths
- 3,800 Sq Ft
35 Mt Alworth Rd, Tisbury, MA 02568

Welcome to a stunning new construction-in-progress home that blends modern coastal living with the island charm. Set on an elevated site with distant water views, this thoughtfully designed living space, plus an additional 900 square foot basement with both finished and unfinished areas—perfect for a media room, gym, office or storage.Outside, enjoy your own private retreat creating the ideal

Jennifer B. DaSilva Compass

35 Mt Alworth Rd, Tisbury, MA 02568
/25
$1,300,000 Sold Dec 18, 2025

23 Laurel Ave, Oak Bluffs, MA 02557
- 4 Beds
- 2 Baths
- 1,248 Sq Ft
- Built 1900
Last Sold Summary
- 13% Below List Price
- $1,042/SF
- 64 Days On Market
Current Estimated Value $1,205,845

Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

23 Laurel Ave, Oak Bluffs, MA 02557

/2
Est $2,472,307 Not Listed For Sale

84 Cuttyhunk Ave, Vineyard Haven, MA 02568
- 3 Beds
- 3.5 Baths
- 2,396 Sq Ft
- Built 2001
84 Cuttyhunk Ave, Vineyard Haven, MA 02568

Last Sold Summary
- 7% Above List Price
- $960/SF
- 40 Days On Market
Last Sold Price $2,300,000

Last Listing Agent Rose Ryley Sandpiper Realty Inc

/15
$560,000
- 1 Bed
- 1.5 Baths
- 591 Sq Ft
21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

Sheila Morse Island Real Estate

21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

Showing Results 281 - 320, Page 8 of 18

Massachusetts Dukes County Vineyard Haven 02568

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