INNOVATE Real Estate
Massachusetts · 41 active listings

Oak Bluffs Real Estate

Search all 41 listingsFind a local agent

Oak Bluffs market snapshot

Calculated by INNOVATE Real Estate from MLS-sourced listing data for Oak Bluffs, refreshed nightly -- updated Oct 21, 2026.

Median list price
$1,399,000
Median sale price (12mo)
$1,390,000
Avg. days on market
431 days
Sale-to-list ratio
95.4%
Year over year
+42.5%

Currently for sale in Oak Bluffs

See all 31 →
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
234 County Road, Oak Bluffs MA 02557
$1,375,000
234 County Road, Oak Bluffs MA 02557
Oak Bluffs, 02557
5 bd·2 ba·1,952 sqft
30 days on market
Listed by Emma Kennedy
20 Hidden Cove, Oak Bluffs MA 02557
$1,595,000
20 Hidden Cove, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·3 ba·1,898 sqft
36 days on market
Listed by Jennifer DaSilva
61 Canonicus Ave, Oak Bluffs MA 02557
$2,200,000
61 Canonicus Ave, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·2.5 ba·2,420 sqft
37 days on market
Listed by Kristin Buck
68 Front Street, Oak Bluffs MA 02557
$1,755,000
68 Front Street, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·3 ba·2,815 sqft
38 days on market
Listed by Alyssa Halisky
3 Oak Bluffs Avenue, Oak Bluffs MA 02557
$5,000,000
3 Oak Bluffs Avenue, Oak Bluffs MA 02557
Oak Bluffs, 02557
43 days on market
Listed by Jesse Greenstein
267 Barnes Road, Oak Bluffs MA 02557
$4,395,000
267 Barnes Road, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·5.5 ba·4,046 sqft
43 days on market
Waterfront
Listed by Stephanie Roache
53 Circuit Avenue, Oak Bluffs MA 02557
$5,500,000
53 Circuit Avenue, Oak Bluffs MA 02557
Oak Bluffs, 02557
61 days on market
Listed by Stephanie Roache
0 Heather Ln, Oak Bluffs MA 02557
$399,000
0 Heather Ln, Oak Bluffs MA 02557
Oak Bluffs, 02557
76 days on market
Listed by Jennifer DaSilva
59 Tuckernuck Ave, Oak Bluffs MA 02557
$2,595,000
59 Tuckernuck Ave, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·2.5 ba·1,858 sqft
91 days on market
Listed by Jennifer DaSilva
24 Towanticut St, Oak Bluffs MA 02568
$789,000
24 Towanticut St, Oak Bluffs MA 02568
Oak Bluffs, 02568
91 days on market
Listed by Alisan Lohan - Conway
28 Beach Rd, Oak Bluffs MA 02557
$3,675,000
28 Beach Rd, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·2.5 ba·1,800 sqft
92 days on market
Listed by Wendy Harman
14 High Meadow Ln, Oak Bluffs MA 02557
$1,750,000
14 High Meadow Ln, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·2 ba·1,932 sqft
92 days on market
Listed by Jennifer DaSilva

Recently sold in Oak Bluffs

Last 6 months. Real comps from the MLS, not estimates.

385 Barnes Road, Oak Bluffs MA 02557
Sold 3 wk ago
$5,028,000
Listed at $5,295,000
385 Barnes Road, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·5.5 ba·3,608 sqft
8 Paddock Rd, Oak Bluffs MA 02557
Sold 3 wk ago
$5,300,000
Listed at $5,450,000
8 Paddock Rd, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·5.5 ba·3,300 sqft
3 Hidden Cove Rd, Oak Bluffs MA 02557
Sold 4 wk ago
$2,150,000
Listed at $2,295,000
3 Hidden Cove Rd, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·3.5 ba·3,016 sqft
26 Sea Glen Road, Oak Bluffs MA 02557
Sold 1 mo ago
$1,390,000
Listed at $1,495,000
26 Sea Glen Road, Oak Bluffs MA 02557
Oak Bluffs, 02557
4 bd·3 ba·1,514 sqft
82 Pennsylvania Avenue, Oak Bluffs MA 02557
Sold 1 mo ago
$1,250,000
Listed at $1,296,000
82 Pennsylvania Avenue, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·1.5 ba·1,144 sqft
3 Kims Way, Oak Bluffs MA 02557
Sold 1 mo ago
$1,188,000
Listed at $1,155,000
3 Kims Way, Oak Bluffs MA 02557
Oak Bluffs, 02557
3 bd·2 ba·1,164 sqft

Walkability

Blended score for Oak Bluffs's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

38
Car-dependent
out of 100
EPA National Walkability Index
8.2 / 20 -- Below average walkable
Google Places amenity density
33 / 100
Restaurants & cafes1
Grocery stores0
Parks4
Schools1
Transit stops4
Pharmacies0

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Oak Bluffs Elementary
0.13 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
427
Student:teacher ratio
8.7:1
District
Oak Bluffs
Middle
Lawrence
7.85 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
498
Student:teacher ratio
9.8:1
District
Falmouth
High
Martha's Vineyard Regional High
2.37 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Current Weather

Live conditions in Oak Bluffs, from Marthas Vineyard Airport.

Clear and Windy
54°F
Clear and Windy

Cities near Oak Bluffs

Pawtucket, Rhode Island · 9.1 miFalmouth · 9.3 miMashpee · 12 miEast Providence, Rhode Island · 16.7 miBarnstable · 17.9 miBourne · 19.8 mi

ZIP codes in Oak Bluffs

02557 · 41 for sale02568 · 48 for sale

Oak Bluffs real estate FAQ

How many homes are for sale in Oak Bluffs right now?+

There are currently 41 active listings in Oak Bluffs, Massachusetts, pulled directly from the MLS.

What is the median home price in Oak Bluffs?+

The median list price for active listings in Oak Bluffs is $1,399,000. Homes are spending an average of 431 days on market.

Is Oak Bluffs's housing market up or down this year?+

Median closed-sale prices in Oak Bluffs have risen 42.5% year over year, based on trailing 12-month MLS sales.

What schools serve Oak Bluffs?+

The closest public schools to Oak Bluffs's center are Oak Bluffs Elementary, Lawrence, Martha's Vineyard Regional High. See the schools section above for grade levels and district details.

Is Oak Bluffs walkable?+

Oak Bluffs's center has a walkability score of 38 out of 100, blending EPA's National Walkability Index with nearby-amenity density.

Listing data provided by MLS Property Information Network via Trestle/CoreLogic. Last sample-row update: 27 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.