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Sailboat boats for sale

There are 108 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Beneteau, Catalina, Other, Morgan, and Custom Built on BoatCrazy. View a wide selection of Sailboat boats from $300 to $275,000.
108 out of 12,150 Boats Found
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  • Price Drop 1988 Hunter 35.5

    1988 Hunter 35.5

    $28,500
    Au Gres, MI
    • Au Gres, MI
    • Sailboat
    • 35'
    • 1988 / Used
    • $28,500

    Stock #466642 Reason for selling is "Getting out of boating". ANY and ALL offers will be put in front of our seller! Submit your offer today! 35.5 Cruiser equipped with an overs... View Details

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    $28,500
    VIEW DETAILS
  • Price Drop 2001 Catalina 320 Wing

    2001 Catalina 320 Wing

    $28,500
    Washington, NC
    • Washington, NC
    • Sailboat
    • 32'
    • 2001 / Used
    • $28,500

    Stock #471597 ANY and ALL offers will be put in front of our seller! Submit your offer today! Well equipped 2001 Catalina 320! Perfect for coastal cruising and weekend adventures... View Details

    View 10 Photos and Details Contact Seller
    $28,500
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  • 1973 Columbia 41

    1973 Columbia 41

    $28,000
    Belvedere Tiburon, CA
    • Belvedere Tiburon, CA
    • Sailboat
    • 41'
    • 1973 / Used
    • $28,000

    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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    $28,000
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  • 1973 Gulfstar 41

    1973 Gulfstar 41

    $28,000
    Vandemere, NC
    • Vandemere, NC
    • Sailboat
    • 41'
    • 1973 / Used
    • $28,000

    Stock #473174 Video of this vessel available at www [dot] popsells [dot] com/view/473174 Reason for selling is "Bought a new vessel". ANY and ALL offers will be put in front of... View Details

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    $28,000
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  • 1972 Other Porpoise 52

    1972 Other Porpoise 52

    $28,000
    Wilmington, CA
    • Wilmington, CA
    • Sailboat
    • 46'
    • 1972 / Used
    • $28,000

    Stock #496173 This is a new advertisement, on the market just this week (Jun 30th). Always accepting offers! Fully-equipped 52ft cruiser, rebuilt systems, turnkey sailboat with a... View Details

    View 3 Photos and Details Contact Seller
    $28,000
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $27,650
    VIEW DETAILS
  • 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

    View 11 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • 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
    VIEW DETAILS
  • 1984 Endeavour 38

    1984 Endeavour 38

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

    Stock #495092 This is a new advertisement, on the market just this week (Jun 15th). Always accepting offers! 1984 Endeavour 38 Sloop great for living aboard and cruising the wate... 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
    VIEW DETAILS
  • Price Drop 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

    View 10 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
  • Price Drop 1987 Catalina 34

    1987 Catalina 34

    $24,000
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 34'
    • 1987 / Used
    • $24,000

    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

    View 10 Photos and Details Contact Seller
    $24,000
    VIEW DETAILS
  • Price Drop 1974 Westsail 32

    1974 Westsail 32

    $22,990
    Aransas Pass, TX
    • Aransas Pass, TX
    • Sailboat
    • 32'
    • 1974 / Used
    • $22,990

    Stock #481041 ANY and ALL offers will be put in front of our seller! Submit your offer today! Well-equipped 1974 Westsail 32 cruiser! A great bluewater sailer for your next voyag... View Details

    View 10 Photos and Details Contact Seller
    $22,990
    VIEW DETAILS
  • Price Drop 1982 Ericson 36 Ron Holland Edition

    1982 Ericson 36 Ron Holland Edition

    $22,500
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Sailboat
    • 36'
    • 1982 / Used
    • $22,500

    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

    View 10 Photos and Details Contact Seller
    $22,500
    VIEW DETAILS
  • 1983 Catalina 38

    1983 Catalina 38

    $20,000
    Dana Point, CA
    • Dana Point, CA
    • Sailboat
    • 38'
    • 1983 / Used
    • $20,000

    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

    View 10 Photos and Details Contact Seller
    $20,000
    VIEW DETAILS
  • 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

    View 4 Photos and Details Contact Seller
    $19,999
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $19,000
    VIEW DETAILS
  • Price Drop 1940 Australian Square Metre

    1940 Australian Square Metre

    $18,000
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 40'
    • 1940 / Used
    • $18,000

    Stock #177855 ANY and ALL offers will be put in front of our seller! Submit your offer today! She has had her hull re-planked with mahogany and the newer ribs are laminated with... View Details

    View 10 Photos and Details Contact Seller
    $18,000
    VIEW DETAILS
  • 1987 Cheoy Lee 42 Golden Wave

    1987 Cheoy Lee 42 Golden Wave

    $18,000
    Portland, CT
    • Portland, CT
    • Sailboat
    • 42'
    • 1987 / Used
    • $18,000

    Stock #432139 Video of this vessel available at www [dot] popsells [dot] com/view/432139 Reason for selling is "Lifestyle Change". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $18,000
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $17,900
    VIEW DETAILS
  • 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
Showing 64 to 84 of 108 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.