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

Homes for Sale in Osterville, MA

Show Map
24 of 27 Listings
Map

Homes for Sale in Osterville, MA

24 of 27 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. NewActive

    $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. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 420 Starboard Lane — photoPrice ReducedOpen house Sat, Oct 3 · 11:00 AM46Active

    $1,895,000

    4 bd · 3 ba · 2,636 sqft

    420 Starboard Lane, Osterville, MA

    Jack B Cotton, Jr · Sotheby's International Realty

  16. 48 Starboard Lane — photoPrice Reduced51Active

    $11,500,000

    6 bd · 8 ba · 8,387 sqft

    48 Starboard Lane, Osterville, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  17. 156 E Bay Road — photo60Active

    $3,450,000

    4 bd · 5 ba · 3,924 sqft

    156 E Bay Road, Osterville, MA

    Barbara Corcoran · William Raveis Real Estate & Home Services

  18. 46 Great Bay Road — photoPrice Reduced52Active

    $7,500,000

    3 bd · 6 ba · 4,831 sqft

    46 Great Bay Road, Osterville, MA

    Chuck Tuttle · William Raveis Real Estate & Home Services

  19. 12 Cockachoiset Lane — photo41Active

    $2,950,000

    3 bd · 3 ba · 3,178 sqft

    12 Cockachoiset Lane, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

  20. 81 Osterville West Barnstable Road — photoPrice Reduced38Active

    $1,750,000

    3 bd · 3 ba · 3,084 sqft

    81 Osterville West Barnstable Road, Osterville, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  21. 162 Main Street — photoPrice Reduced50Active

    $1,595,000

    3 bd · 3 ba · 2,048 sqft

    162 Main Street, Osterville, MA

    Kim A Gazal Santos · Property Cape Cod

  22. 955 Main Street — photoPrice Reduced57Active

    $1,425,000

    3 bd · 2 ba · 1,765 sqft

    955 Main Street, Osterville, MA

    Karen D Lilly · Property Cape Cod

  23. 93 Oyster Way — photoPrice Reduced27Active

    $4,045,500

    4 bd · 4 ba · 4,964 sqft

    93 Oyster Way, Osterville, MA

    Kelly Crosby · LandVest, Inc.

  24. 14 Indian Trail — photoPrice Reduced43Active

    $9,850,000

    5 bd · 5 ba · 3,087 sqft

    14 Indian Trail, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

12
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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

    Nearby areas

    ZIP codes

    • 02360 (269)
    • 02649 (188)
    • 02536 (137)
    • 02540 (105)
    • 02532 (83)
    • 02631 (80)
    • 02601 (78)
    • 02563 (76)

    Cities

    • Plymouth (267)
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    • Falmouth (185)
    • Barnstable (180)
    • Sandwich (114)
    • Wareham (102)
    • Bourne (97)
    • Brewster (80)

    Osterville, MA community profile

    Area
    8.2 sq. mi.

    Source: HJN community data

    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.