ClaudiaLavin
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Lexington, MA
Arlington, MA
Waltham, MA
Somerville, MA
Burlington, MA
Belmont, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
79 Bedford St
Plan a TourBuild an open house tour from homes you’ve viewed
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Contact Me

20+ Homes for Sale in Oak Bluffs, MA

20 results

Property at 33 Vineyard Ave, Oak Bluffs, MA 02557
1 / 32
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 19 Perkins Avenue, Oak Bluffs, MA 02557
1 / 14
Active
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 20 Hidden Cove, Oak Bluffs, MA 02557
1 / 39
Active
Price

$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 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

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 40 Hidden Cove Road Unit 2 #2, Oak Bluffs, MA 02557
1 / 28
Active
Price

$1,495,000

40 Hidden Cove Road Unit 2 #2, Oak Bluffs, MA 02557

3 bds
|
3.5 ba
|
2739 sqft
MLS® 73544610Single Family Residence
Century 21 North East Homes - Rose Ryley
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 61 Canonicus Ave, Oak Bluffs, MA 02557
1 / 41
Active

$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 0 Heather Ln, Oak Bluffs, MA 02557
Active
Price

$399,000

0 Heather Ln, Oak Bluffs, MA 02557

0 bds
|
0 ba
|
-- sqft
MLS® 73560451Residential
Compass - Jennifer Dasilva
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 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
Property at 7 Overview Lane, Oak Bluffs, MA 02557
1 / 14
Active

$5,100,000

7 Overview Lane, Oak Bluffs, MA 02557

0 bds
|
0 ba
|
-- sqft
MLS® 73503350Residential
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 7 Ploughshare Lane, Oak Bluffs, MA 02557
1 / 33
Active
Price

$1,499,000

7 Ploughshare Lane, Oak Bluffs, MA 02557

3 bds
|
2.5 ba
|
1645 sqft
MLS® 73527741Single Family Residence
Sandpiper Realty, Inc. - Emma Kennedy
Property at 112 Dukes County, Oak Bluffs, MA 02557
1 / 7
Active
Price

$549,000

112 Dukes County, Oak Bluffs, MA 02557

0 bds
|
0 ba
|
-- sqft
MLS® 73482521Other
Wallace & Co. Sotheby's International Realty - Rose Ryley
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
Property at 15 Tamarack Lane, Oak Bluffs, MA 02557
1 / 42
Active
Price

$4,600,000

15 Tamarack Lane, Oak Bluffs, MA 02557

6 bds
|
5.5 ba
|
3998 sqft
MLS® 73522816Single Family Residence
Donnelly + Co. - Stephanie Roache
Property at 27 Double Ox Rd, Oak Bluffs, MA 02557
1 / 12
Active

$3,400,000

27 Double Ox Rd, Oak Bluffs, MA 02557

3 bds
|
4.5 ba
|
3260 sqft
MLS® 73542323Single Family Residence
Sandpiper Realty, Inc. - Lesley Heidt

Brokerage Information

Luxury Realty Partners

7 Langley Road, Newton, MA, 02459

(603) 320-2906

Market Area Served

Lexington, Somerville, Waltham, Belmont, Burlington, Arlington 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.

Claudia Lavin

I'm Claudia Lavin Rodriguez, a Lexington, MA real estate agent helping first-time buyers, young professionals and families across Greater Boston — from first search to keys.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Mortgage Calculator
  • Investment Calculator
  • Plan a Tour
  • Insights
  • Testimonials
  • Contact
  • Buyer's Guide
  • Seller's Guide
  • Privacy Policy

Contact

  • 7 Langley Road, Newton, MA, 02459
  • (603) 320-2906
  • claudialavin.re@gmail.com

Brokerage

Luxury Realty Partners

© 2026 Claudia Lavin. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

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

As of October 5, 2026, there are 20 homes for sale in Oak Bluffs, MA, with a median list price of $1,725,000. In July 2026, the median sale price for homes in Oak Bluffs, MA was $1,262,500.

Homes for sale
20
Median list price
$1,725,000
Median sale price (July 2026)
$1,262,500
Median days on market (July 2026)
58 days
  • Oak Bluffs market report
  • Oak Bluffs single-family homes for sale

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 homes are for sale in Oak Bluffs, MA?

As of October 5, 2026, there are 20 homes for sale in Oak Bluffs, MA, including 15 single-family homes.

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

The median list price of homes for sale in Oak Bluffs, MA is $1,725,000. Homes 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 in Oak Bluffs, MA that sold in July 2026 had a median of 58 days on market. Homes currently for sale show a median of about 54 days on market.