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Sailboat boats for sale

There are 153 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Catalina, Beneteau, Other, Custom Built, and Morgan on BoatCrazy. View a wide selection of Sailboat boats from $300 to $695,000.
153 out of 15,287 Boats Found
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  • 1987 Hunter Legend 37

    1987 Hunter Legend 37

    $35,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 37' / 12'
    • 1987 / Used
    • $35,000

    1987 Hunter Legend 37 Large main salon with dinnett to port and settee to starboard, nav station to starboard, full galley with 2 burner stove / oven, double stainless sink and re... View Details

    View 18 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1985 Other Yacht

    1985 Other Yacht

    $33,900
    Rockport, TX
    • Rockport, TX
    • Sailboat
    • 43' / 0'
    • 1985 / Used
    • $33,900

    Stock #471425 ANY and ALL offers will be put in front of our seller! Submit your offer today! Very unique, French-made aluminum vessel. Rare and hard to pass up This 1985 Mag 13... View Details

    View 10 Photos and Details Contact Seller
    $33,900
    VIEW DETAILS
  • 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

    View 10 Photos and Details Contact Seller
    $33,900
    VIEW DETAILS
  • Price Drop 1975 Fales 32 Navigator

    1975 Fales 32 Navigator

    $29,995
    Chicago, IL
    • Chicago, IL
    • Sailboat
    • 32' / 0'
    • 1975 / Used
    • $29,995

    Stock #471796 Reason for selling is "No longer sailing / using the vessel". This Fales has now been on the market a couple months. Looking for any offers! NICE LOOKING BOAT READ... View Details

    View 10 Photos and Details Contact Seller
    $29,995
    VIEW DETAILS
  • 1996 Custom Built Chuck Paine 30

    1996 Custom Built Chuck Paine 30

    $29,950
    Brooklin, ME
    • Brooklin, ME
    • Sailboat
    • 30' / 0'
    • 1996 / Used
    • $29,950

    Stock #483294 Reason for selling is "Not using enough". This Custom Built has recently been added to market (Apr 15th). Submit your offer today! Maine boat building craftsmanshi... View Details

    View 5 Photos and Details Contact Seller
    $29,950
    VIEW DETAILS
  • 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
    VIEW DETAILS
  • Price Drop 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $29,500
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35' / 0'
    • 1987 / Used
    • $29,500

    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

    View 10 Photos and Details Contact Seller
    $29,500
    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". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $29,000
    VIEW DETAILS
  • 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 now been on the market more than a month. Please submit your offer tod... View Details

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

    View 30 Photos and Details Contact Seller
    $28,999
    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

    View 10 Photos and Details Contact Seller
    $28,550
    VIEW DETAILS
  • Price Drop 1988 Hunter 35.5

    1988 Hunter 35.5

    $28,500
    Au Gres, MI
    • Au Gres, MI
    • Sailboat
    • 35' / 0'
    • 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

    View 10 Photos and Details Contact Seller
    $28,500
    VIEW DETAILS
  • Price Drop 2001 Catalina 320 Wing

    2001 Catalina 320 Wing

    $28,500
    Washington, NC
    • Washington, NC
    • Sailboat
    • 32' / 0'
    • 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
    VIEW DETAILS
  • 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
    VIEW DETAILS
  • 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! Well-Equipped Gulfstar 41 Ketch - Perkins Diesel, Updated Portlights, Cruiser Ready... View Details

    View 10 Photos and Details Contact Seller
    $28,000
    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

    View 10 Photos and Details Contact Seller
    $27,500
    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 a couple months. Looking for any offers! 1982 Ericson 36 Sailboat (Ron... 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
  • Price Drop 1987 Catalina 34

    1987 Catalina 34

    $25,000
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 34' / 0'
    • 1987 / Used
    • $25,000

    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
    $25,000
    VIEW DETAILS
  • 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
Showing 85 to 105 of 153 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.