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Oak Bluffs, MA

1 Multi Familes

$749,900 - $749,900

10 Single Families

$219,900 - $1,410,000

0 Condos

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2,804
$50,013
$519,500

The Town of Oak Bluffs is a resort town on the northeast shore of Martha's Vineyard. There was a large pre-Colonial Indian population that took advantage of the fishing and shellfishing in Oak Bluffs, probably on a seasonal basis. The explorer Gosnold was among the first European adventurers, fishermen and traders who set up temporary or seasonal camps on Cuttyhunk beginning as early a 1602. The first grant of 500 acres of land made to a European was in 1642 to John Dagget but it wasn't until 1667 that the first permanent European settlement took place. Subsistence farming, fishing and shellfishing supported the early settlers.

In 1835, Jeremiah Pease chose an oak grove on the edge of Squash Meadow for a camp meeting of island Methodists. The summer meeting became popular and attendance grew like wildfire. Groups of church members first came to stay in tents for two or three days, then families started bringing their own tents to the weekend retreats. In 1835, nine tents were sufficient to shelter the attendees; in 1858, 12,000 people attended the Sunday services.

The camp meetings were ecumenical in spirit and attracted members of most Protestant sects as well as Roman Catholics. By the late 1850's, annual visitors were replacing tents with elaborately decorated carpenter Gothic cottages and the first major hotel in Oak Bluffs opened in the 1860's.

The expanding number of permanent residents, including a significant immigrant population of Portuguese, continued a substantial fishing industry, built cottages and serviced summer visitors in the thriving tourist business. Through the 19th century, Oak Bluffs saw the side-by-side development of a secular seaside resort featuring a trotting track, roller rink and dance hall, and the continuation of a religious summer revival.

In modern times Oak Bluffs has come to terms with all of the strands in its past, and among the most sought after houses are the small, colorful, carpenter Gothic cottages built by revivalists.

(Seal supplied by community. Narrative based on information provided by the Massachusetts Historical Commission)

02557

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$219,900 - $1,410,000
$519,500
$567,570
$749,900 - $749,900
$749,900
$749,900


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New Single Family Homes for Sale in Oak Bluffs, MA

New Listing
New Listing

$729,900
Single Family
Posted 4 days ago
5 Upper Meadow Ln Oak Bluffs MA 02557 Home for sale - MLS #71335086
2,079 sq. ft.
0.81 acres

Custom home in desireable Meadow View Farms. This beautiful home w/open floor plan w/formal living room w/fireplace & cathedral ceiling that flows into the dining/kitchen area w/entryway into the...

Read more

New Listing
New Listing

$489,000
Single Family
Posted 8 days ago
60 Pond View Dr Oak Bluffs MA 02557 Home for sale - MLS #71333912
1,971 sq. ft.
1.12 acres

Bank Owned large contemporary cape located in the Vineyard Hills subdivision in Oak Bluffs. 1 acre plus lot with large detached garage with high clearence garage door. Good interior condition with...

Read more

$219,900
Single Family
Posted 25 days ago
40 County Rd Oak Bluffs MA 02557 Home for sale - MLS #71327627
800 sq. ft.
9,583 sq. ft.

Great Value for this 2 bedroom, 1 bath Ranch in good condition. Close to beaches and Downtown. Hardwood and tile floors, large rear stone patio, enclosed porch and renovated kitchen. Only primary...

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$550,000
Single Family
Posted 3 months ago
36 Lake Avenue Oak Bluffs MA 02557 Home for sale - MLS #71310663
1,661 sq. ft.

Wow! What a place for making memories! Sit on your front porch to watch all of the activity of the harbor, cross the street to buy clams at Nancy's or listen to live music along the dock - and only...

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$349,900
Single Family
Posted 3 months ago
7 Morgan Luce Ln Oak Bluffs MA 02557 Home for sale - MLS #71306936
1,210 sq. ft.
0.45 acres

Great value for this 13 year old 4 bedroom, 2 bath Cape on a nice private .45 acre lot. All hardwood floors, large private deck, walkout basement with illegal 1 bedroom apartment. Only primary...

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New Multi Family Homes for Sale Oak Bluffs, MA

$749,900
Multi-Family
Posted 1 month, 3 days ago
31 Lower Douglas Ln Oak Bluffs MA 02557 House for sale - MLS #71325037
2,880 sq. ft.
0.24 acres

OAK BLUFFS MULTIFAMILY Very well maintained 2 side by side Townhouse on a desired neighborhood. 2 full baths, large 2 beds. Cathedral Selling, New Septic System, Central heat/AC. Great for owner...

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