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

36 listings
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Homes for Sale in Osterville, MA

Homes for Sale in Osterville, MA

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24 of 36 Listings
Map

Homes for Sale in Osterville, MA

24 of 36 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. NewActive

    $712,000

    2 bd · 2 ba · 1,222 sqft

    727 Main Street Apt G2, Osterville, MA

    Gene Orloff · Sotheby's International Realty

  2. 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

  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. Active

    $3,225,000

    3 bd · 3 ba · 1,506 sqft

    32 Starboard Lane, Osterville, MA

    Christopher Hayward · William Raveis - Nantucket

  6. Active

    $16,500,000

    8 bd · 11 ba · 8,763 sqft

    143 Bayberry Way, Osterville, MA

    John J Hopkins · Frank A Sullivan Real Estate

  7. 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

  8. 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

  9. 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

  10. 466 Old Mill Road — photoOpen house Sat, Nov 7 · 12:00 PM33Active

    $849,900

    2 bd · 2 ba · 1,055 sqft

    466 Old Mill Road, Osterville, MA

    Daniel M Griffin · Griffin Realty Group

  11. 31 Jasons Lane — photo55Active

    $959,000

    3 bd · 3 ba · 2,048 sqft

    31 Jasons Lane, Osterville, MA

    Lauren T Scioletti · Sotheby's International Realty

  12. 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

  13. 55 Deerfield Road — photo39Active

    $945,000

    3 bd · 3 ba · 1,501 sqft

    55 Deerfield Road, Osterville, MA

    Margo Pisacano · Margo & Company

  14. 55 Seapuit Road — photoOpen house Sun, Nov 8 · 12:30 PM58Active

    $2,825,000

    4 bd · 4 ba · 3,523 sqft

    55 Seapuit Road, Osterville, MA

    Daniel M Griffin · Griffin Realty Group

  15. 82 Falling Leaf Lane — photoOpen house Sat, Nov 7 · 2:00 PM43Active

    $990,000

    3 bd · 3 ba · 2,116 sqft

    82 Falling Leaf Lane, Osterville, MA

    John R Peacock · Sotheby's International Realty

  16. 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

  17. 51 Falling Leaf Lane — photoPrice ReducedOpen house Sat, Nov 7 · 11:00 AM38Active

    $1,050,000

    2 bd · 2 ba · 2,010 sqft

    51 Falling Leaf Lane, Osterville, MA

    Sam Amara · William Raveis Real Estate & Home Services

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 22 Scudder Road — photoPrice Reduced59Active

    $4,695,000

    5 bd · 7 ba · 4,100 sqft

    22 Scudder Road, Osterville, MA

    Sean Dacey · Coldwell Banker Realty

  24. 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

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

    Nearby areas

    ZIP codes

    • 02360 (292)
    • 02649 (209)
    • 02536 (136)
    • 02540 (101)
    • 02601 (77)
    • 02532 (75)
    • 02563 (72)
    • 02631 (69)

    Cities

    • Plymouth (290)
    • Mashpee (209)
    • Falmouth (183)
    • Barnstable (173)
    • Sandwich (105)
    • Wareham (100)
    • Brewster (69)
    • Dennis (69)

    Osterville, MA community profile

    Area
    8.2 sq. mi.

    Source: HJN community data

    Osterville housing market

    October 2026 · This period is still settling

    Homes on the market · MLS, as of Oct 25, 2026

    Median list price
    $1,299,900
    Homes for sale
    49

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,980 sq. ft.