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Sailboat boats for sale

There are 152 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Catalina, Beneteau, Other, O Day, and Morgan on BoatCrazy. View a wide selection of Sailboat boats from $300 to $695,000.
152 out of 14,966 Boats Found
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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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  • 1987 Bayfield 32C

    1987 Bayfield 32C

    $30,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 32' / 10'
    • 1987 / Used
    • $30,000

    1987 Bayfield 32CEmbark on your next adventure with this beautifully crafted Bayfield Yachts cutter rig, a timeless vessel built in Ontario, Canada. Designed for durability and per... View Details

    View 45 Photos and Details Contact Seller
    $30,000
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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

    View 11 Photos and Details Contact Seller
    $29,900
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  • 1979 Hinterhoeller Niagra 35

    1979 Hinterhoeller Niagra 35

    $29,900
    Bluffton, SC
    • Bluffton, SC
    • Sailboat
    • 35' / 0'
    • 1979 / Used
    • $29,900

    Stock #414593 Reason for selling is "Selling all of his toys.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic 1979 Hinterhoeller Niagra... View Details

    View 10 Photos and Details Contact Seller
    $29,900
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  • 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

    View 10 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 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
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $29,000
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $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
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  • 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
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  • 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

    View 10 Photos and Details Contact Seller
    $27,500
    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

    View 10 Photos and Details Contact Seller
    $27,000
    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

    View 10 Photos and Details Contact Seller
    $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 been on the market for more than 30 days (Jan 21st). If you are thinking of making an offer, s... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • 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
  • 1974 Westsail 32

    1974 Westsail 32

    $25,000
    Aransas Pass, TX
    • Aransas Pass, TX
    • Sailboat
    • 32' / 0'
    • 1974 / Used
    • $25,000

    Stock #481041 This Westsail has recently been added to market (Feb 27th). Submit your offer today! Well-equipped 1974 Westsail 32 cruiser! A great bluewater sailer for your next... View Details

    View 10 Photos and Details Contact Seller
    $25,000
    VIEW DETAILS
  • Price Drop 1959 Custom Built Geerd Hendel Raised-Deck Cutter

    1959 Custom Built Geerd Hendel Raised-Deck Cutter

    $25,000
    Savannah, GA
    • Savannah, GA
    • Sailboat
    • 35' / 10'
    • 1959 / Used
    • $25,000

    Today, Janet A is the culmination of years of meticulous restoration, making her strong, seaworthy, and ready for her final preparations before launching. She is suited for long-di... View Details

    View 20 Photos and Details Contact Seller
    $25,000
    VIEW DETAILS
  • 1985 Jensen Cal 35 MKII

    1985 Jensen Cal 35 MKII

    $24,995
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 35' / 0'
    • 1985 / Used
    • $24,995

    Stock #356435 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well equipped classic Cal 35 MKII in very nice c... View Details

    View 10 Photos and Details Contact Seller
    $24,995
    VIEW DETAILS
  • 2015 Schock Harbor 20

    2015 Schock Harbor 20

    $24,000
    Coronado, CA
    • Coronado, CA
    • Sailboat
    • 20' / 0'
    • 2015 / Used
    • $24,000

    Stock #416323 Video of this vessel available at www [dot] popsells [dot] com/view/416323 Reason for selling is "No Longer Used". ANY and ALL offers will be put in front of our s... View Details

    View 10 Photos and Details Contact Seller
    $24,000
    VIEW DETAILS
  • 1989 Hunter 30

    1989 Hunter 30

    $22,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 30' / 11'
    • 1989 / Used
    • $22,000

    1989 Hunter 30"Silent Knight"This is a very nice freshwater boat, very well maintained for an 89'. - Starting aft, this boat offers the swim platform with stainless steel swim ladd... View Details

    View 30 Photos and Details Contact Seller
    $22,000
    VIEW DETAILS
Showing 85 to 105 of 152 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.