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Osterville, MA Homes for Sale | Realty.com
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40 listings
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Homes for Sale in Osterville, MA

Homes for Sale in Osterville, MA

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24 of 40 Listings
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Homes for Sale in Osterville, MA

24 of 40 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. NewActive

    $16,500,000

    8 bd · 11 ba · 8,763 sqft

    143 Bayberry Way, Osterville, MA

    John J Hopkins · Frank A Sullivan Real Estate

  2. Active

    $15,850,000

    8 bd · 9 ba · 7,730 sqft

    141 Eel River Road, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

  3. Active

    $16,000,000

    7 bd · 13 ba · 14,292 sqft

    74 Garrison Lane, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

  4. Open house Sun, Oct 4 · 2:00 PMActive

    $849,900

    2 bd · 2 ba · 1,055 sqft

    466 Old Mill Road, Osterville, MA

    Danny M Griffin · Griffin Realty Group

  5. Active

    $5,695,000

    4 bd · 4 ba · 3,012 sqft

    108 Seapuit River Road, Osterville, MA

    John J Hopkins · Frank A Sullivan Real Estate

  6. Open house Sun, Oct 4 · 11:00 AMActive

    $959,000

    3 bd · 3 ba · 2,048 sqft

    31 Jasons Lane, Osterville, MA

    Lauren T Scioletti · Sotheby's International Realty

  7. Active

    $8,995,000

    6 bd · 9 ba · 9,464 sqft

    204 Garrison Lane, Osterville, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  8. 55 Deerfield Road — photo39Active

    $945,000

    3 bd · 3 ba · 1,501 sqft

    55 Deerfield Road, Osterville, MA

    Margo Pisacano · Margo & Company

  9. Open house Sun, Oct 4 · 12:30 PMActive

    $2,825,000

    4 bd · 4 ba · 3,523 sqft

    55 Seapuit Road, Osterville, MA

    Danny M Griffin · Griffin Realty Group

  10. 82 Falling Leaf Lane — photo43Active

    $990,000

    3 bd · 3 ba · 2,116 sqft

    82 Falling Leaf Lane, Osterville, MA

    John R Peacock · Sotheby's International Realty

  11. 16 Second Avenue #4 — photo43Active

    $999,000

    2 bd · 3 ba · 1,564 sqft

    16 Second Avenue #4, Osterville, MA

    Livia A Freitas Monteforte · Compass Massachusetts, LLC

  12. 175 Hickory Hill Circle — photoPrice Reduced39Active

    $1,100,000

    4 bd · 3 ba · 3,355 sqft

    175 Hickory Hill Circle, Osterville, MA

    Michelle Curran · Coastal Real Estate Advisors LLC

  13. 329 Swift Avenue — photo36Active

    $799,000

    3 bd · 2 ba · 1,856 sqft

    329 Swift Avenue, Osterville, MA

    Lauren T Scioletti · Sotheby's International Realty

  14. 51 Falling Leaf Lane — photoPrice Reduced38Active

    $1,075,000

    2 bd · 2 ba · 2,010 sqft

    51 Falling Leaf Lane, Osterville, MA

    Sam Amara · William Raveis Real Estate & Home Services

  15. 111 Westwind Circle — photo37Active

    $795,000

    3 bd · 2 ba · 1,248 sqft

    111 Westwind Circle, Osterville, MA

    W&W Boston/Cape Cod Connection · Compass Massachusetts, LLC

  16. 72 Hathaway Road — photoPrice Reduced21Active

    $2,550,000

    4 bd · 3 ba · 2,050 sqft

    72 Hathaway Road, Osterville, MA

    Tom P Foley · The Foley Company

  17. 47 Sunset Point — photo22Active

    $18,500,000

    7 bd · 11 ba · 10,104 sqft

    47 Sunset Point, Osterville, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  18. 35 Blue Heron Drive — photo36Active

    $4,250,000

    3 bd · 4 ba · 2,721 sqft

    35 Blue Heron Drive, Osterville, MA

    Tom P Foley · The Foley Company

  19. 177 Bayview Circle — photoPrice Reduced38Active

    $799,900

    3 bd · 3 ba · 2,100 sqft

    177 Bayview Circle, Osterville, MA

    Derek J Greene · The Greene Realty Group

  20. 25 Oyster Way — photoPrice Reduced56Active

    $8,800,000

    5 bd · 6 ba · 7,157 sqft

    25 Oyster Way, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

  21. 22 Scudder Road — photoPrice Reduced60Active

    $4,795,000

    5 bd · 7 ba · 4,100 sqft

    22 Scudder Road, Osterville, MA

    Sean Dacey · Coldwell Banker Realty

  22. 63 Main Street — photo48Active

    $8,625,000

    7 bd · 8 ba · 9,011 sqft

    63 Main Street, Osterville, MA

    Christa Zevitas · Berkshire Hathaway HomeServices Robert Paul Properties

  23. 114 King Arthur Drive — photoPrice Reduced30Active

    $724,000

    3 bd · 2 ba · 1,426 sqft

    114 King Arthur Drive, Osterville, MA

    Christine L Case · C. Case Realty, LLC

  24. 420 Starboard Lane — photoPrice Reduced46Active

    $1,895,000

    4 bd · 3 ba · 2,636 sqft

    420 Starboard Lane, Osterville, MA

    Jack B Cotton, Jr · Sotheby's International Realty

12
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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Cape Cod & Islands Association of REALTORS
The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Osterville housing market

    August 2026 · This period is still settling

    Homes on the market · MLS, as of Aug 31, 2026

    Median list price
    $1,750,000
    Homes for sale
    41

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026

    Median home size
    1,980 sq. ft.

    Osterville, MA community profile

    Area
    8.2 sq. mi.

    Source: HJN community data

    Nearby areas

    ZIP codes

    • 02360 (270)
    • 02649 (186)
    • 02536 (137)
    • 02540 (105)
    • 02532 (84)
    • 02631 (80)
    • 02601 (78)
    • 02563 (76)

    Cities

    • Plymouth (268)
    • Mashpee (186)
    • Falmouth (185)
    • Barnstable (182)
    • Sandwich (115)
    • Wareham (101)
    • Bourne (97)
    • Yarmouth (81)