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Osterville, MA Homes for Sale | Realty.com
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  • Commercial

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. Active

    $3,390,000

    3 bd · 5 ba · 5,049 sqft

    140 Seapuit Road, Osterville, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  2. 15 South Street — photoOpen house Sat, Oct 24 · 11:00 AM25Active

    $775,000

    2 bd · 2 ba · 1,170 sqft

    15 South Street, Osterville, MA

    Marie Souza Team · Cape Cod Real Estate Services

  3. Active

    $299,900

    1 bd · 1 ba · 412 sqft

    3040 Falmouth Road Apt G3, Osterville, MA

    Ann M Quinlin · Sotheby's International Realty

  4. Active

    $6,600,000

    5 bd · 8 ba · 4,955 sqft

    434 Sea View Avenue, Osterville, MA

    Robert B Kinlin · Berkshire Hathaway HomeServices Robert Paul Properties

  5. Open house Sat, Oct 24 · 11:00 AMActive

    $3,225,000

    3 bd · 3 ba · 1,506 sqft

    32 Starboard Lane, Osterville, MA

    Christopher Hayward · William Raveis - Nantucket

  6. Open house Sat, Oct 24 · 11:00 AMActive

    $795,000

    2 bd · 2 ba · 1,170 sqft

    13 South Street, Osterville, MA

    Marie Souza Team · Cape Cod Real Estate Services

  7. Active

    $16,500,000

    8 bd · 11 ba · 8,763 sqft

    143 Bayberry Way, Osterville, MA

    John J Hopkins · Frank A Sullivan Real Estate

  8. 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

  9. 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

  10. 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

  11. 466 Old Mill Road — photoOpen house Sat, Oct 24 · 1:00 PM33Active

    $849,900

    2 bd · 2 ba · 1,055 sqft

    466 Old Mill Road, Osterville, MA

    Daniel M Griffin · Griffin Realty Group

  12. 31 Jasons Lane — photoOpen house Sat, Oct 24 · 12:00 PM55Active

    $959,000

    3 bd · 3 ba · 2,048 sqft

    31 Jasons Lane, Osterville, MA

    Lauren T Scioletti · Sotheby's International Realty

  13. 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

  14. 55 Deerfield Road — photo39Active

    $945,000

    3 bd · 3 ba · 1,501 sqft

    55 Deerfield Road, Osterville, MA

    Margo Pisacano · Margo & Company

  15. 55 Seapuit Road — photoOpen house Sat, Oct 24 · 12:00 PM58Active

    $2,825,000

    4 bd · 4 ba · 3,523 sqft

    55 Seapuit Road, Osterville, MA

    Daniel M Griffin · Griffin Realty Group

  16. 82 Falling Leaf Lane — photoOpen house Sat, Oct 24 · 12:00 PM43Active

    $990,000

    3 bd · 3 ba · 2,116 sqft

    82 Falling Leaf Lane, Osterville, MA

    John R Peacock · Sotheby's International Realty

  17. 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

  18. 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

  19. 51 Falling Leaf Lane — photoPrice Reduced38Active

    $1,050,000

    2 bd · 2 ba · 2,010 sqft

    51 Falling Leaf Lane, Osterville, MA

    Sam Amara · William Raveis Real Estate & Home Services

  20. 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

  21. 72 Hathaway Road — photoPrice Reduced21Active

    $2,450,000

    4 bd · 3 ba · 2,050 sqft

    72 Hathaway Road, Osterville, MA

    Tom P Foley · The Foley Company

  22. 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

  23. 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

  24. 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

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, MA community profile

    Area
    8.2 sq. mi.

    Source: HJN community data

    Osterville housing market

    September 2026 · This period is still settling

    Selling at 98.4% of asking price

    Buyers here are paying below asking. MLS · 14 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $1,595,000
    Homes for sale
    45
    Median days on market
    33 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,980 sq. ft.

    Nearby areas

    ZIP codes

    • 02360 (289)
    • 02649 (198)
    • 02536 (141)
    • 02540 (115)
    • 02601 (79)
    • 02532 (76)
    • 02563 (76)
    • 02655 (75)

    Cities

    • Plymouth (287)
    • Falmouth (200)
    • Mashpee (198)
    • Barnstable (183)
    • Sandwich (113)
    • Wareham (100)
    • Brewster (70)
    • Dennis (69)