Houses for Sale in Oak Bluffs, MA

14 results

14 single-family homes are for sale in Oak Bluffs, MA (median list price $1,852,500), as of November 4, 2026.

$5,225,000

Price reduced by

4 Canonicus Ave, Oak Bluffs, MA 02557

6 bds
|
4 ba
|
2890 sqft

$1,808/sqft · 497 days on market

MLS® 73472922Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group

$1,950,000

25 Oak Avenue, Oak Bluffs, MA 02557

2 bds
|
2 ba
|
1459 sqft

$1,337/sqft · 15 days on market

MLS® 73593599Single Family Residence
Sandpiper Realty, Inc. - Lisa Stewart
Property at 59 Tuckernuck Ave, Oak Bluffs, MA 02557
1 / 41
Active Under Contract
Price drop

$2,595,000

Price reduced by

59 Tuckernuck Ave, Oak Bluffs, MA 02557

4 bds
|
2.5 ba
|
1858 sqft

$1,397/sqft · 106 days on market

MLS® 73553801Single Family Residence
Compass - Jennifer Dasilva
Property at 19 Perkins Avenue, Oak Bluffs, MA 02557
1 / 14
Active Under Contract
Price drop

$799,000

Price reduced by

19 Perkins Avenue, Oak Bluffs, MA 02557

2 bds
|
1 ba
|
985 sqft

$811/sqft · 168 days on market

MLS® 73522647Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group
Property at 61 Canonicus Ave, Oak Bluffs, MA 02557
1 / 41
Active Under Contract

$2,200,000

61 Canonicus Ave, Oak Bluffs, MA 02557

3 bds
|
2.5 ba
|
2420 sqft

$909/sqft · 52 days on market

MLS® 73576858Single Family Residence
Donnelly + Co. - Kristin Buck

What's actually happening in Oak Bluffs right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

$1,595,000

Price reduced by

20 Hidden Cove, Oak Bluffs, MA 02557

4 bds
|
3 ba
|
1898 sqft

$840/sqft · 51 days on market

MLS® 73577547Single Family Residence
Compass - Jennifer Dasilva

$4,395,000

267 Barnes Road, Oak Bluffs, MA 02557

3 bds
|
5.5 ba
|
4046 sqft

$1,086/sqft · 58 days on market

MLS® 73572956Single Family Residence
Donnelly + Co. - Stephanie Roache
Property at 33 Vineyard Ave, Oak Bluffs, MA 02557
1 / 38
Active
Price drop
Open

$1,695,000

Price reduced by

33 Vineyard Ave, Oak Bluffs, MA 02557

3 bds
|
2.5 ba
|
1431 sqft

$1,184/sqft · 185 days on market

MLS® 73511961Single Family Residence
Douglas Elliman Real Estate - Nantucket - Allison Cameron Parry

$1,375,000

234 County Road, Oak Bluffs, MA 02557

5 bds
|
2 ba
|
1952 sqft

$704/sqft · 45 days on market

MLS® 73580264Single Family Residence
Sandpiper Realty, Inc. - Emma Kennedy

$2,595,000

Price reduced by

44 Tiffany Dr, Oak Bluffs, MA 02557

4 bds
|
4.5 ba
|
3927 sqft

$661/sqft · 159 days on market

MLS® 73527128Single Family Residence
MV Luxury Homes LLC - Perry Patterson

$1,755,000

68 Front Street, Oak Bluffs, MA 02557

3 bds
|
3 ba
|
2815 sqft

$623/sqft · 53 days on market

MLS® 73576389Single Family Residence
Wallace & Co. Sotheby's International Realty - Alyssa Halisky

$3,100,000

Price reduced by

6 Brewster Ave, Oak Bluffs, MA 02557

4 bds
|
3 ba
|
1728 sqft

$1,794/sqft · 430 days on market

MLS® 73472925Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group

$789,000

24 Towanticut St, Oak Bluffs, MA 02568

0 bds
|
0 ba
|
-- sqft

106 days on market

MLS® 73568028Residential
Alisan Lohan - Conway Properties - Alisan Lohan Conway

$975,000

68 Pond View Drive, Oak Bluffs, MA 02557

0 bds
|
0 ba
|
-- sqft

116 days on market

MLS® 73548450Residential
Sandpiper Realty, Inc. - Casandra Hyland

Houses for sale in Oak Bluffs, MA: market at a glance

As of November 4, 2026, there are 14 single-family homes for sale in Oak Bluffs, MA, with a median list price of $1,852,500. In August 2026, the median sale price for homes in Oak Bluffs, MA (all home types) was $1,875,000.

Houses for sale
14
Median list price
$1,852,500
Median sale price (August 2026, all home types)
$1,875,000
Median days on market (August 2026, all home types)
124 days

Common questions about Oak Bluffs, MA real estate

How many single-family homes are for sale in Oak Bluffs, MA?

As of November 4, 2026, there are 14 single-family homes for sale in Oak Bluffs, MA.

What is the median single-family home price in Oak Bluffs, MA?

The median list price of single-family homes for sale in Oak Bluffs, MA is $1,852,500. Homes (all home types) that sold in August 2026 had a median sale price of $1,875,000.

How long do homes take to sell in Oak Bluffs, MA?

Homes (all home types) in Oak Bluffs, MA that sold in August 2026 had a median of 124 days on market. Single-family homes currently for sale show a median of about 48 days on market.