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Houses for Sale in Oak Bluffs, MA

14 results

Property at 19 Perkins Avenue, Oak Bluffs, MA 02557
1 / 14
Active Under Contract
Price

$799,000

19 Perkins Avenue, Oak Bluffs, MA 02557

2 bds
|
1 ba
|
985 sqft
MLS® 73522647Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group
Property at 25 Oak Avenue, Oak Bluffs, MA 02557
1 / 31
Active

$1,950,000

25 Oak Avenue, Oak Bluffs, MA 02557

2 bds
|
2 ba
|
1459 sqft
MLS® 73593599Single Family Residence
Sandpiper Realty, Inc. - Lisa Stewart
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
MLS® 73576858Single Family Residence
Donnelly + Co. - Kristin Buck
Property at 20 Hidden Cove, Oak Bluffs, MA 02557
1 / 41
Active
Price
Open

$1,595,000

20 Hidden Cove, Oak Bluffs, MA 02557

4 bds
|
3 ba
|
1898 sqft
MLS® 73577547Single Family Residence
Compass - Jennifer Dasilva
Property at 267 Barnes Road, Oak Bluffs, MA 02557
1 / 42
Active

$4,395,000

267 Barnes Road, Oak Bluffs, MA 02557

3 bds
|
5.5 ba
|
4046 sqft
MLS® 73572956Single Family Residence
Donnelly + Co. - Stephanie Roache

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.

Property at 33 Vineyard Ave, Oak Bluffs, MA 02557
1 / 38
Active
Price

$1,695,000

33 Vineyard Ave, Oak Bluffs, MA 02557

3 bds
|
2.5 ba
|
1431 sqft
MLS® 73511961Single Family Residence
Douglas Elliman Real Estate - Nantucket - Allison Cameron Parry
Property at 234 County Road, Oak Bluffs, MA 02557
1 / 12
Active

$1,375,000

234 County Road, Oak Bluffs, MA 02557

5 bds
|
2 ba
|
1952 sqft
MLS® 73580264Single Family Residence
Sandpiper Realty, Inc. - Emma Kennedy
Property at 59 Tuckernuck Ave, Oak Bluffs, MA 02557
1 / 41
Active
Price

$2,595,000

59 Tuckernuck Ave, Oak Bluffs, MA 02557

4 bds
|
2.5 ba
|
1858 sqft
MLS® 73553801Single Family Residence
Compass - Jennifer Dasilva
Property at 44 Tiffany Dr, Oak Bluffs, MA 02557
1 / 15
Active
Price

$2,595,000

44 Tiffany Dr, Oak Bluffs, MA 02557

4 bds
|
4.5 ba
|
3927 sqft
MLS® 73527128Single Family Residence
MV Luxury Homes LLC - Perry Patterson
Property at 68 Front Street, Oak Bluffs, MA 02557
1 / 36
Active

$1,755,000

68 Front Street, Oak Bluffs, MA 02557

3 bds
|
3 ba
|
2815 sqft
MLS® 73576389Single Family Residence
Wallace & Co. Sotheby's International Realty - Alyssa Halisky
Property at 6 Brewster Ave, Oak Bluffs, MA 02557
1 / 34
Active
Price

$3,100,000

6 Brewster Ave, Oak Bluffs, MA 02557

4 bds
|
3 ba
|
1728 sqft
MLS® 73472925Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group
Property at 24 Towanticut St, Oak Bluffs, MA 02568
1 / 5
Active

$789,000

24 Towanticut St, Oak Bluffs, MA 02568

0 bds
|
0 ba
|
-- sqft
MLS® 73568028Residential
Alisan Lohan - Conway Properties - Alisan Lohan Conway
Property at 4 Canonicus Ave, Oak Bluffs, MA 02557
1 / 42
Active
Price

$5,225,000

4 Canonicus Ave, Oak Bluffs, MA 02557

6 bds
|
4 ba
|
2890 sqft
MLS® 73472922Single Family Residence
Sandpiper Realty, Inc. - Katie Donahue & Rachel Serwa Group
Property at 68 Pond View Drive, Oak Bluffs, MA 02557
1 / 6
Active

$975,000

68 Pond View Drive, Oak Bluffs, MA 02557

0 bds
|
0 ba
|
-- sqft
MLS® 73548450Residential
Sandpiper Realty, Inc. - Casandra Hyland

Brokerage Information

Gibson Sotheby's International Realty

526B Boston Post Road, Sudbury, MA, 01776

(207) 939-1067

License #9630186-RE-S

Market Area Served

Concord, Carlisle, Lexington, Newton, Wellesley, Weston, Somerville, Belmont, Cambridge, Bedford, Lincoln, Arlington, Sudbury and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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Amanda Allen Nurse

I'm Amanda Allen Nurse, a Concord, MA real estate agent with Gibson Sotheby's, guiding move-up families and home sellers across MetroWest from first search to closing.

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Gibson Sotheby's International Realty

© 2026 Amanda Allen Nurse. All rights reserved.
License #9630186-RE-S. Equal Housing Opportunity. Information deemed reliable but not guaranteed.

Service Areas

  • Somerville, MA
  • Belmont, MA
  • Cambridge, MA
  • Arlington, MA
  • Weston, MA
  • Newton, MA
  • Wellesley, MA
  • Sudbury, MA

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  • Sudbury

    526B Boston Post Road

    Sudbury, MA 01776

    9784438484

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

As of October 28, 2026, there are 14 single-family homes for sale in Oak Bluffs, MA, with a median list price of $1,852,500. In July 2026, the median sale price for homes in Oak Bluffs, MA (all home types) was $1,262,500.

Houses for sale
14
Median list price
$1,852,500
Median sale price (July 2026, all home types)
$1,262,500
Median days on market (July 2026, all home types)
58 days
  • Oak Bluffs market report

Homes for sale near Oak Bluffs

  • Vineyard Haven, MA
  • Tisbury, MA
  • West Chop, MA
  • Edgartown, MA
  • West Tisbury, MA
  • Woods Hole, MA
  • Falmouth, MA
  • East Falmouth, MA

Common questions about Oak Bluffs, MA real estate

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

As of October 28, 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 July 2026 had a median sale price of $1,262,500.

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

Homes (all home types) in Oak Bluffs, MA that sold in July 2026 had a median of 58 days on market. Single-family homes currently for sale show a median of about 41 days on market.