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Sailboat boats for sale

There are 156 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Catalina, Beneteau, Other, Morgan, and Custom Built on BoatCrazy. View a wide selection of Sailboat boats from $300 to $695,000.
156 out of 15,516 Boats Found
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  • 1981 Ericson 38

    1981 Ericson 38

    $33,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 38' / 0'
    • 1981 / Used
    • $33,900

    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! Add Bottom Paint and This One Is Ready To... View Details

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    $33,900
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  • 1975 Fales 32 Navigator

    1975 Fales 32 Navigator

    $33,350
    Chicago, IL
    • Chicago, IL
    • Sailboat
    • 32' / 0'
    • 1975 / Used
    • $33,350

    Stock #471796 Reason for selling is "No longer sailing / using the vessel". This Fales has now been on the market more than a month. Please submit your offer today! NICE LOOKING... View Details

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    $33,350
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  • 2001 Catalina 320 Wing

    2001 Catalina 320 Wing

    $33,150
    Washington, NC
    • Washington, NC
    • Sailboat
    • 32' / 0'
    • 2001 / Used
    • $33,150

    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

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    $33,150
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  • 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $33,000
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35' / 0'
    • 1987 / Used
    • $33,000

    Stock #454770 Video of this vessel available at www [dot] popsells [dot] com/view/454770 Reason for selling is "Upgrading to a catamaran". This Ericson Yachts has now been on th... View Details

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    $33,000
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  • 1999 Catalina 270

    1999 Catalina 270

    $32,700
    Dana Point, CA
    • Dana Point, CA
    • Sailboat
    • 27' / 0'
    • 1999 / Used
    • $32,700

    Stock #459927 Video of this vessel available at www [dot] popsells [dot] com/view/459927 Reason for selling is "Bought a larger boat". ANY and ALL offers will be put in front of... View Details

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    $32,700
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  • 1988 Hunter 35.5

    1988 Hunter 35.5

    $31,700
    Au Gres, MI
    • Au Gres, MI
    • Sailboat
    • 35' / 0'
    • 1988 / Used
    • $31,700

    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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    $31,700
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  • Price Drop 1977 Tartan 42

    1977 Tartan 42

    $29,900
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 42' / 0'
    • 1977 / Used
    • $29,900

    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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    $29,900
    VIEW DETAILS
  • Price Drop 1979 CSY 37 Plan A Shoal

    1979 CSY 37 Plan A Shoal

    $29,900
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37' / 0'
    • 1979 / Used
    • $29,900

    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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    $29,900
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  • 1981 Pearson 323

    1981 Pearson 323

    $29,000
    Marion, MA
    • Marion, MA
    • Sailboat
    • 34' / 10'
    • 1981 / Used
    • $29,000

    New Blower motor, new stern and Bow lights, new deck mounted solar vent, new oil sender, new Port side scupper drain hose Three new high grade batteries last year and a half New... View Details

    View 22 Photos and Details Contact Seller
    $29,000
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  • Price Drop 1983 North End Fast 40

    1983 North End Fast 40

    $29,000
    Huntington Beach, CA
    • Huntington Beach, CA
    • Sailboat
    • 40' / 0'
    • 1983 / Used
    • $29,000

    Stock #477647 Video of this vessel available at www [dot] popsells [dot] com/view/477647 This North End has been on the market for more than 30 days (Feb 17th). If you are thinki... View Details

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    $29,000
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  • 1990 Pacific Seacraft Flicka 20

    1990 Pacific Seacraft Flicka 20

    $29,000
    Austin, TX
    • Austin, TX
    • Sailboat
    • 20' / 0'
    • 1990 / Used
    • $29,000

    Stock #476694 Video of this vessel available at www [dot] popsells [dot] com/view/476694 Reason for selling is "No longer using". This Pacific Seacraft has now been on the marke... View Details

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    $29,000
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  • 1987 Bayfield 32C

    1987 Bayfield 32C

    $28,999
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 10'
    • 1987 / Used
    • $28,999

    1987 Bayfield 32C Designed by Ted Gozzard and hand-crafted in Ontario, Canada, the 32C is one of a select few Bayfield 32s ever built with the extended tall rig. The difference is... View Details

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    $28,999
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  • 1985 O Day 35

    1985 O Day 35

    $28,550
    Port Jefferson, NY
    • Port Jefferson, NY
    • Sailboat
    • 35' / 0'
    • 1985 / Used
    • $28,550

    Stock #393959 ANY and ALL offers will be put in front of our seller! Submit your offer today! This 1985 O'day 35 is very special in that it is rigged for racing with a larger mas... View Details

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    $28,550
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  • 1973 Columbia 41

    1973 Columbia 41

    $28,000
    Belvedere Tiburon, CA
    • Belvedere Tiburon, CA
    • Sailboat
    • 41' / 0'
    • 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' / 0'
    • 1973 / Used
    • $28,000

    Stock #473174 ANY and ALL offers will be put in front of our seller! Submit your offer today! 1973 Gulfstar 41 Center Cockpit - Bluewater Cruiser, A/C, Autopilot, Upgraded Well-... View Details

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    $28,000
    VIEW DETAILS
  • 1983 Sabre 34

    1983 Sabre 34

    $27,950
    Port Orchard, WA
    • Port Orchard, WA
    • Sailboat
    • 34' / 0'
    • 1983 / Used
    • $27,950

    Stock #427931 Video of this vessel available at www [dot] popsells [dot] com/view/427931 Reason for selling is "downsizing (has 3 sailboats)". ANY and ALL offers will be put in... View Details

    View 10 Photos and Details Contact Seller
    $27,950
    VIEW DETAILS
  • Price Drop 1983 Peterson 42

    1983 Peterson 42

    $27,500
    Ashtabula, OH
    • Ashtabula, OH
    • Sailboat
    • 42' / 0'
    • 1983 / Used
    • $27,500

    Stock #472960 ANY and ALL offers will be put in front of our seller! Submit your offer today! Professionally maintained custom built 1983 Peterson 42! Rare opportunity to acquire... View Details

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    $27,500
    VIEW DETAILS
  • 1987 Catalina 34

    1987 Catalina 34

    $27,000
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 34' / 0'
    • 1987 / Used
    • $27,000

    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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    $27,000
    VIEW DETAILS
  • 1940 Australian Square Metre

    1940 Australian Square Metre

    $27,000
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 40' / 0'
    • 1940 / Used
    • $27,000

    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

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    $27,000
    VIEW DETAILS
  • 1982 Ericson 36 Ron Holland Edition

    1982 Ericson 36 Ron Holland Edition

    $26,500
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Sailboat
    • 36' / 0'
    • 1982 / Used
    • $26,500

    Stock #477838 Reason for selling is "Not using it enough.". This Ericson Yachts has now been on the market more than a month. Please submit your offer today! 1982 Ericson 36 Sai... View Details

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    $26,500
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  • 1985 O Day 35

    1985 O Day 35

    $25,945
    Bloomington, IN
    • Bloomington, IN
    • Sailboat
    • 35' / 0'
    • 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

    View 10 Photos and Details Contact Seller
    $25,945
    VIEW DETAILS
Showing 85 to 105 of 156 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.