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Sailboat boats for sale

There are 146 new and used Sailboat boats for sale. Explore Sailboat brands like Other, Beneteau, Hunter, Catalina, Jeanneau, and Morgan on BoatCrazy. View a wide selection of Sailboat boats from $300 to $850,000.
146 out of 11,788 Boats Found
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  • 1990 Pacific Seacraft Flicka 20

    1990 Pacific Seacraft Flicka 20

    $27,650
    Austin, TX
    • Austin, TX
    • Sailboat
    • 20'
    • 1990 / Used
    • $27,650

    Stock #476694 Video of this vessel available at www [dot] popsells [dot] com/view/476694 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our... View Details

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    $27,650
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  • 1979 Bristol 35.5

    1979 Bristol 35.5

    $27,500
    Sorrento, ME
    • Sorrento, ME
    • Sailboat
    • 35'
    • 1979 / Used
    • $27,500

    Stock #497103 Reason for selling is "Life changes". This Bristol has been on the market for more than 30 days (Jul 1st). If you are thinking of making an offer, submit it today a... View Details

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    $27,500
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  • 1983 Gemini 3000

    1983 Gemini 3000

    $26,900
    Brick, NJ
    • Brick, NJ
    • Sailboat
    • 30'
    • 1983 / Used
    • $26,900

    Stock #489365 Video of this vessel available at www [dot] popsells [dot] com/view/489365 Reason for selling is "Bought bigger boat". This Gemini has been on the market for more... View Details

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    $26,900
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  • Price Drop 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $26,500
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35'
    • 1987 / Used
    • $26,500

    Stock #454770 Video of this vessel available at www [dot] popsells [dot] com/view/454770 Reason for selling is "Upgrading to a catamaran". ANY and ALL offers will be put in fron... View Details

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    $26,500
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  • Price Drop 1977 Tartan 42

    1977 Tartan 42

    $26,500
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 42'
    • 1977 / Used
    • $26,500

    Stock #448537 Video of this vessel available at www [dot] popsells [dot] com/view/448537 Reason for selling is "No longer used". ANY and ALL offers will be put in front of our s... View Details

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    $26,500
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  • 1984 Endeavour 38

    1984 Endeavour 38

    $25,950
    Grand Rivers, KY
    • Grand Rivers, KY
    • Sailboat
    • 38'
    • 1984 / Used
    • $25,950

    Stock #495092 This Endeavour has been on the market for more than 30 days (Jun 15th). If you are thinking of making an offer, submit it today and let's make a deal! 1984 Endeavou... View Details

    View 8 Photos and Details Contact Seller
    $25,950
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  • 1985 O Day 35

    1985 O Day 35

    $25,945
    Bloomington, IN
    • Bloomington, IN
    • Sailboat
    • 35'
    • 1985 / Used
    • $25,945

    Stock #358323 Video of this vessel available at www [dot] popsells [dot] com/view/358323 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our... View Details

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    $25,945
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  • 1979 CSY 37 Plan A Shoal

    1979 CSY 37 Plan A Shoal

    $24,900
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37'
    • 1979 / Used
    • $24,900

    Stock #450629 Reason for selling is "Not Using Enough". ANY and ALL offers will be put in front of our seller! Submit your offer today! Nice blue water sailor! Updated Electroni... View Details

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    $24,900
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  • Price Drop 1981 Ericson 38

    1981 Ericson 38

    $24,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 38'
    • 1981 / Used
    • $24,900

    Stock #449972 Reason for selling is "No Longer Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Bruce King-designed Ericson 38 with solar,... View Details

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    $24,900
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  • Price Drop 1987 Catalina 34

    1987 Catalina 34

    $22,000
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 34'
    • 1987 / Used
    • $22,000

    Stock #457782 Reason for selling is "Retiring from Boating". ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic Catalina 34! Roomy and comfo... View Details

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    $22,000
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  • Price Drop 1973 Columbia 41

    1973 Columbia 41

    $22,000
    Belvedere Tiburon, CA
    • Belvedere Tiburon, CA
    • Sailboat
    • 41'
    • 1973 / Used
    • $22,000

    Stock #458807 Video of this vessel available at www [dot] popsells [dot] com/view/458807 ANY and ALL offers will be put in front of our seller! Submit your offer today! A beauti... View Details

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    $22,000
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  • 1971 Morgan 42-2

    1971 Morgan 42-2

    $19,999
    Honolulu, HI
    • Honolulu, HI
    • Sailboat
    • 42'
    • 1971 / Used
    • $19,999

    Stock #435692 Reason for selling is "Life Changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! A 1971 Morgan 42-2 Great for Living Aboard an... View Details

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    $19,999
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  • Price Drop 1982 Ericson 36 Ron Holland Edition

    1982 Ericson 36 Ron Holland Edition

    $19,500
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Sailboat
    • 36'
    • 1982 / Used
    • $19,500

    Stock #477838 Reason for selling is "Not using it enough.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1982 Ericson 36 Sailboat (Ron Holland... View Details

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    $19,500
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  • 1947 Paul Luke Friendship 32

    1947 Paul Luke Friendship 32

    $19,000
    Ventura, CA
    • Ventura, CA
    • Sailboat
    • 32'
    • 1947 / Used
    • $19,000

    Stock #234171 Video of this vessel available at www [dot] popsells [dot] com/view/234171 ANY and ALL offers will be put in front of our seller! Submit your offer today! 32 Foot... View Details

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    $19,000
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  • 1991 Hunter Vision 32

    1991 Hunter Vision 32

    $17,900
    Corona, NY
    • Corona, NY
    • Sailboat
    • 32'
    • 1991 / Used
    • $17,900

    Stock #388920 Video of this vessel available at www [dot] popsells [dot] com/view/388920 Reason for selling is "Sellers are leaving the country". ANY and ALL offers will be put... View Details

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    $17,900
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  • 1985 Ericson 32-3

    1985 Ericson 32-3

    $17,500
    Cobb Island, MD
    • Cobb Island, MD
    • Sailboat
    • 32'
    • 1985 / Used
    • $17,500

    Stock #323583 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic sailing yacht! Updated electronics... View Details

    View 11 Photos and Details Contact Seller
    $17,500
    VIEW DETAILS
  • Price Drop 1983 Catalina 38

    1983 Catalina 38

    $15,000
    Dana Point, CA
    • Dana Point, CA
    • Sailboat
    • 38'
    • 1983 / Used
    • $15,000

    Stock #462265 ANY and ALL offers will be put in front of our seller! Submit your offer today! Priced to sell quickly! Swift sailor, well appointed, roomy interior, bottom painted... View Details

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    $15,000
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  • 1973 Grampian G2-34

    1973 Grampian G2-34

    $14,900
    Yorktown, VA
    • Yorktown, VA
    • Sailboat
    • 34'
    • 1973 / Used
    • $14,900

    Stock #234013 Video of this vessel available at www [dot] popsells [dot] com/view/234013 Reason for selling is "Getting another project boat". ANY and ALL offers will be put in... View Details

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    $14,900
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  • 1972 Westerly 26 Centaur

    1972 Westerly 26 Centaur

    $14,750
    Alderson, WV
    • Alderson, WV
    • Sailboat
    • 26'
    • 1972 / Used
    • $14,750

    Stock #203644 Reason for selling is "Getting older - Time to let her go and enjoy new hobbies". ANY and ALL offers will be put in front of our seller! Submit your offer today! H... View Details

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    $14,750
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  • Price Drop 1989 Other H-28

    1989 Other H-28

    $14,500
    Bokeelia, FL
    • Bokeelia, FL
    • Sailboat
    • 29'
    • 1989 / Used
    • $14,500

    Stock #481612 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! CHARMING, COZY, CLASSIC, WELL LOVED PARKINS H... View Details

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    $14,500
    VIEW DETAILS
  • Price Drop 2025 Hobie 16

    2025 Hobie 16

    $14,500
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 16'
    • 2025 / New
    • $14,500

    The Hobie 16 revolutionized multihull sailing. The Hobie 16 was unleashed on the Southern California beach scene in 1970 and sailing was instantly transformed.The beach-launched Ho... View Details

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    $14,500
    VIEW DETAILS
Showing 106 to 126 of 146 boats found.
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Sailboat Boats on Boatcrazy

As the name suggests, sailboats rely partly or entirely on the power of the wind for propulsion and use large cloth or synthetic sails for this purpose.

We have many kinds of Sailboats for Sale and as they differ by use, size and strength – it’s important to consider carefully which type of sailboat is best for your intended use.

Sailboat Boats manufacturers on Boatcrazy

When looking to buy a quality Sailboat consider these top Sailboat Manufacturers

Hallberg-Rassy, Dufour, Beneteau, Brewer, Bluewater, Irwin, Herve, Endeavour, Corsair, Sabre, Hardin, Gulfstar, Willard.

Sailboat boats for sale by State

Sailboat Boats Frequently Asked Questions

How much does an average Sailboat cost?

Cruising sailboat prices vary. The average cost of new cruising sailboats is about $250K; however they range from around 100k all the way up to 500k. For used models you should expect an expense between 10k-100k.

To date, the average price for sailboat insurance has been around $250 to $1500 per year. This varies based on what type of policy and how much coverage you need - but it's usually cheaper than power boat insurance!

Obviously, the best time to buy a Sailboat is when the time is right for your budget! But there is never a bad time, as long as you are ready to handle the responsibility of owning such a boat, and on Boatcrazy, we have plenty to choose from! Each season also has its advantages and disadvantages, so understanding what each season presents can be of great help in finding a better deal.

Cruising Sailboats are the ultimate way to explore long distances, but for a Sailboat to travel a long journey, the boat needs to be livable, should have the right amenities and plenty of storage space, and should be able to travel at a decent speed. Moreover, it should be strong and durable.

Sailing through the Indian Ocean has come to be a challenging task owing to its characteristic of being one of the most deadly ocean waters in the world for Sailboats.

Centerboards are an essential part of any boat, but they're especially important on smaller vessels that don't have the weight or power to self-propel. Centerboard equipped boats range in length from 12 - 25 feet and work as both stability and steering systems.