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    Oak Bluffs, MA
    Map
    35 Properties Available

    35 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    18 Puritan Dr, Oak Bluffs, MA 02557
    1/42
    Active Under Contract

    $1,895,000

    5 Beds3.5 Baths2,527 SqFt

    18 Puritan Dr, Oak Bluffs, MA 02557

    Listed by Jennifer DaSilva of Compass

    312 East Chop Drive, Oak Bluffs, MA 02557
    1/37
    Active

    $2,295,000

    3 Beds3 Baths1,425 SqFt

    312 East Chop Drive, Oak Bluffs, MA 02557

    Listed by Alyssa Halisky of Wallace & Co. Sotheby's International Realty

    7 Ploughshare Lane, Oak Bluffs, MA 02557
    1/33
    Active

    $1,599,000

    3 Beds2.5 Baths1,645 SqFt

    7 Ploughshare Lane, Oak Bluffs, MA 02557

    Listed by Emma Kennedy of Sandpiper Realty, Inc.

    44 Tiffany Dr, Oak Bluffs, MA 02557
    1/15
    Price Dropped by $150K

    $3,095,000

    4 Beds4.5 Baths3,927 SqFt

    44 Tiffany Dr, Oak Bluffs, MA 02557

    Listed by Perry Patterson of MV Luxury Homes LLC

    3 Troy Street, Oak Bluffs, MA 02557
    1/26
    Active

    $1,349,000

    3 Beds2 Baths1,863 SqFt

    3 Troy Street, Oak Bluffs, MA 02557

    Listed by Alyssa Halisky of Wallace & Co. Sotheby's International Realty

    15 Tamarack Lane, Oak Bluffs, MA 02557
    1/42
    Active

    $4,950,000

    6 Beds5.5 Baths3,998 SqFt

    15 Tamarack Lane, Oak Bluffs, MA 02557

    Listed by Stephanie Roache of Donnelly + Co.

    19 Perkins Avenue, Oak Bluffs, MA 02557
    1/14
    Active

    $825,000

    2 Beds1 Bath985 SqFt

    19 Perkins Avenue, Oak Bluffs, MA 02557

    Listed by Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc.

    61 Ocean Avenue #4, Oak Bluffs, MA 02557
    1/26
    Price Dropped by $100K

    $1,299,000

    1 Bed1 Bath546 SqFt

    61 Ocean Avenue #4, Oak Bluffs, MA 02557

    Listed by Buder Team of Sandpiper Realty, Inc.

    22 Firehouse, Oak Bluffs, MA 02557
    1/14
    Active

    $950,000

    2 Beds1 Bath1,074 SqFt

    22 Firehouse, Oak Bluffs, MA 02557

    Listed by Jen O'Hanlon of Compass

    33 Vineyard Ave, Oak Bluffs, MA 02557
    1/33
    Active

    $1,995,000

    3 Beds2.5 Baths1,431 SqFt

    33 Vineyard Ave, Oak Bluffs, MA 02557

    Listed by Allison Cameron Parry of Douglas Elliman Real Estate - Nantucket

    22 Old Harbor Lane, Oak Bluffs, MA 02557
    1/27
    Active

    $1,850,000

    4 Beds2 Baths1,833 SqFt

    22 Old Harbor Lane, Oak Bluffs, MA 02557

    Listed by Lisa Stewart of Sandpiper Realty, Inc.

    26 Sea Glen Road, Oak Bluffs, MA 02557
    1/39
    Price Dropped by $100K

    $1,495,000

    4 Beds3 Baths1,514 SqFt

    26 Sea Glen Road, Oak Bluffs, MA 02557

    Listed by Jennifer DaSilva of Compass

    3 Hidden Cove Rd, Oak Bluffs, MA 02557
    1/41
    Pending

    $2,295,000

    4 Beds3.5 Baths3,016 SqFt

    3 Hidden Cove Rd, Oak Bluffs, MA 02557

    Listed by Wendy Harman of Compass

    8 Paddock Rd, Oak Bluffs, MA 02557
    1/42
    Active

    $5,450,000

    4 Beds5.5 Baths3,300 SqFt

    8 Paddock Rd, Oak Bluffs, MA 02557

    Listed by Lesley Heidt of Sandpiper Realty, Inc.

    85 Winemack St, Oak Bluffs, MA 02557
    1/15
    Active

    $5,200

    3 Beds2 Baths1,430 SqFt

    85 Winemack St, Oak Bluffs, MA 02557

    Listed by Benjamin Snow of Coldwell Banker Realty - Boston

    385 Barnes Road, Oak Bluffs, MA 02557
    1/42
    Active

    $5,495,000

    3 Beds5.5 Baths3,608 SqFt

    385 Barnes Road, Oak Bluffs, MA 02557

    Listed by Stephanie Roache of Donnelly + Co.

    103 Meadow View Road, Oak Bluffs, MA 02557
    1/26
    Pending

    $1,750,000

    3 Beds2.5 Baths2,862 SqFt

    103 Meadow View Road, Oak Bluffs, MA 02557

    Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    3 Kims Way, Oak Bluffs, MA 02557
    1/25
    Price Dropped by $40K

    $1,155,000

    3 Beds2 Baths1,164 SqFt

    3 Kims Way, Oak Bluffs, MA 02557

    Listed by Alyssa Halisky of Wallace & Co. Sotheby's International Realty

    12 Wheelhouse Way, Oak Bluffs, MA 02557
    1/20
    Pending

    $1,075,000

    3 Beds1.5 Baths1,487 SqFt

    12 Wheelhouse Way, Oak Bluffs, MA 02557

    Listed by Dawn Bellante of Sandpiper Realty, Inc.

    9 Brunswick, Oak Bluffs, MA 02557
    1/36
    Price Dropped by $20K

    $1,275,000

    3 Beds1 Bath1,033 SqFt

    9 Brunswick, Oak Bluffs, MA 02557

    Listed by Alice Pierce of Coldwell Banker Realty - Hingham

    33 Ocean Ave, Oak Bluffs, MA 02557
    1/30
    Pending

    $2,950,000

    3 Beds2.5 Baths1,845 SqFt

    33 Ocean Ave, Oak Bluffs, MA 02557

    Listed by Marcia Garvey of Donnelly + Co.

    2 Lincoln Ave, Oak Bluffs, MA 02557
    1/20
    Active

    $640,000

    1 Bed1 Bath354 SqFt

    2 Lincoln Ave, Oak Bluffs, MA 02557

    Listed by Stacy Ickes of Donnelly + Co.

    6 Brewster Ave, Oak Bluffs, MA 02557
    1/34
    Active

    $3,250,000

    4 Beds3 Baths1,728 SqFt

    6 Brewster Ave, Oak Bluffs, MA 02557

    Listed by Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc.

    4 Canonicus Ave, Oak Bluffs, MA 02557
    1/42
    Price Dropped by $100K

    $5,225,000

    6 Beds4 Baths2,890 SqFt

    4 Canonicus Ave, Oak Bluffs, MA 02557

    Listed by Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc.

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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        Listings
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        Communities
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        2. Essex County
        3. Middlesex County
        4. Cheshire County
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        7. Strafford County
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    2025116_de019a81a93148e1Proud Partner of FGP

    Berkshire Hathaway Homservices Verani Realty, LLC

    Angeline Gorham Lic# NH: 059041 / MA: 9585173

    +1(603) 620-1717 angeline.gorham@verani.com

    3 West Road Hampstead, NH, 03841

     

    Office: (603) 382-2121

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Worcester County
        2. Essex County
        3. Middlesex County
        4. Cheshire County
        5. Coos County
        6. Hillsborough County
        7. Strafford County
        8. Belknap County
        9. Merrimack County
        10. Rockingham County
        11. Atkinson
        12. Hudson
        13. Hampstead
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        4. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    2025116_de019a81a93148e1Proud Partner of FGP

    Berkshire Hathaway Homservices Verani Realty, LLC

    Angeline Gorham Lic# NH: 059041 / MA: 9585173

    +1(603) 620-1717 angeline.gorham@verani.com

    3 West Road Hampstead, NH, 03841

     

    Office: (603) 382-2121

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility