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Sailboat boats for sale

There are 119 new and used Sailboat boats for sale. Explore Sailboat brands like Other, Catalina, Hunter, Beneteau, Morgan, and Ericson on BoatCrazy. View a wide selection of Sailboat boats from $500 to $275,000.
119 out of 10,533 Boats Found
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  • Price Drop 2007 Custom Built 16

    2007 Custom Built 16

    $77,000
    Kansas City, KS
    • Kansas City, KS
    • Sailboat
    • 16'
    • 2007 / Used
    • $77,000

    Stock #176116 ANY and ALL offers will be put in front of our seller! Submit your offer today! The Little Leon is a scale replica of the Square Sail Brigantine "Leon". She was ent... View Details

    View 4 Photos and Details Contact Seller
    $77,000
    VIEW DETAILS
  • 2023 2 Bar 62

    2023 2 Bar 62

    $70,700
    Miami, FL
    • Miami, FL
    • Sailboat
    • 20'
    • 2023 / New
    • $70,700

    The 2.Bar 6.20 is a cutting-edge and dynamic boat designed for a wide range of boating activities. Its compact size and agile design make it a versatile option for both adventurous... View Details

    View 25 Photos and Details Contact Seller
    $70,700
    VIEW DETAILS
  • Price Drop 2006 Catalina 320 Sloop

    2006 Catalina 320 Sloop

    $69,999
    Willis, TX
    • Willis, TX
    • Sailboat
    • 32'
    • 2006 / Used
    • $69,999

    Stock #483778 Video of this vessel available at www [dot] popsells [dot] com/view/483778 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $69,999
    VIEW DETAILS
  • Price Drop 2007 Beneteau First 10R

    2007 Beneteau First 10R

    $69,500
    Savannah, GA
    • Savannah, GA
    • Sailboat
    • 33'
    • 2007 / Used
    • $69,500

    Stock #254117 Video of this vessel available at www [dot] popsells [dot] com/view/254117 ANY and ALL offers will be put in front of our seller! Submit your offer today! Highly s... View Details

    View 10 Photos and Details Contact Seller
    $69,500
    VIEW DETAILS
  • Price Drop 1986 Beneteau Idylle 13.5

    1986 Beneteau Idylle 13.5

    $68,900
    Chicago, IL
    • Chicago, IL
    • Sailboat
    • 44'
    • 1986 / Used
    • $68,900

    Stock #492637 Reason for selling is "Getting a larger vessel.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1986 Beneteau Idylle 13.5 - a lar... View Details

    View 10 Photos and Details Contact Seller
    $68,900
    VIEW DETAILS
  • 1984 Bristol 41.1 CC

    1984 Bristol 41.1 CC

    $64,900
    Corpus Christi, TX
    • Corpus Christi, TX
    • Sailboat
    • 41'
    • 1984 / Used
    • $64,900

    Stock #465455 Video of this vessel available at www [dot] popsells [dot] com/view/465455 ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautifu... View Details

    View 10 Photos and Details Contact Seller
    $64,900
    VIEW DETAILS
  • Price Drop 1981 Other 40

    1981 Other 40

    $64,000
    Cathlamet, WA
    • Cathlamet, WA
    • Sailboat
    • 40'
    • 1981 / Used
    • $64,000

    Stock #413566 Video of this vessel available at www [dot] popsells [dot] com/view/413566 Reason for selling is "Health issues forces sale". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $64,000
    VIEW DETAILS
  • 1989 Morgan 44 Center Cockpit

    1989 Morgan 44 Center Cockpit

    $62,000
    Tampa, FL
    • Tampa, FL
    • Sailboat
    • 44'
    • 1989 / Used
    • $62,000

    Stock #474817 Video of this vessel available at www [dot] popsells [dot] com/view/474817 Reason for selling is "Not currently Using". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $62,000
    VIEW DETAILS
  • 1994 Hunter Legend 40.5

    1994 Hunter Legend 40.5

    $59,500
    Puerto Real, PR
    • Puerto Real, PR
    • Sailboat
    • 40'
    • 1994 / Used
    • $59,500

    Stock #450385 Reason for selling is "Getting out of Sailing". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well-equipped 1994 Hunter 40 Legend... View Details

    View 9 Photos and Details Contact Seller
    $59,500
    VIEW DETAILS
  • 1992 Other Tropic 1200

    1992 Other Tropic 1200

    $58,000
    Placida, FL
    • Placida, FL
    • Sailboat
    • 42'
    • 1992 / Used
    • $58,000

    Stock #438378 Video of this vessel available at www [dot] popsells [dot] com/view/438378 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
    $58,000
    VIEW DETAILS
  • 1980 Other 30

    1980 Other 30

    $57,500
    Cohasset, MA
    • Cohasset, MA
    • Sailboat
    • 30'
    • 1980 / Used
    • $57,500

    Stock #299074 ANY and ALL offers will be put in front of our seller! Submit your offer today! Custom Re-Fit! Over 6' Headroom Below! Power Winch! Half-Dodger! Battenless Mainsail... View Details

    View 10 Photos and Details Contact Seller
    $57,500
    VIEW DETAILS
  • 1990 Hunter Legend Cruiser/Sloop 37.5

    1990 Hunter Legend Cruiser/Sloop 37.5

    $56,000
    Anacortes, WA

    Hunter Legend 37.5 - A Trusted Companion for Your Sailing Adventures Embark on your next nautical journey with the Hunter Legend 37.5, a cruiser sailboat that combines classic des... View Details

    View 24 Photos and Details Contact Seller
    $56,000
    VIEW DETAILS
  • 1993 Hunter 36

    1993 Hunter 36

    $56,000
    Titusville, FL
    • Titusville, FL
    • Sailboat
    • 36'
    • 1993 / Used
    • $56,000

    Stock #484223 Video of this vessel available at www [dot] popsells [dot] com/view/484223 Reason for selling is "No longer uses the boat.". ANY and ALL offers will be put in fron... View Details

    View 10 Photos and Details Contact Seller
    $56,000
    VIEW DETAILS
  • 1995 Catalina 36 Mark II Shoal Draft

    1995 Catalina 36 Mark II Shoal Draft

    $56,000
    Fort Myers Beach, FL
    • Fort Myers Beach, FL
    • Sailboat
    • 36'
    • 1995 / Used
    • $56,000

    Stock #339883 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Catalina MK II Shoal Draft Wing Keel,... View Details

    View 10 Photos and Details Contact Seller
    $56,000
    VIEW DETAILS
  • 1979 Pearson 40

    1979 Pearson 40

    $55,000
    Miami, FL
    • Miami, FL
    • Sailboat
    • 40'
    • 1979 / Used
    • $55,000

    Stock #306233 Video of this vessel available at www [dot] popsells [dot] com/view/306233 Reason for selling is "Looking to go bigger". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $55,000
    VIEW DETAILS
  • Price Drop 1980 Morgan 461

    1980 Morgan 461

    $54,500
    Port Charlotte, FL
    • Port Charlotte, FL
    • Sailboat
    • 46'
    • 1980 / Used
    • $54,500

    Stock #499782 Reason for selling is "Sellers sailing adventures are over for now". This Morgan has now been on the market more than a month. Please submit your offer today! Grea... View Details

    View 10 Photos and Details Contact Seller
    $54,500
    VIEW DETAILS
  • 2002 Corsair F-28R

    2002 Corsair F-28R

    $53,000
    San Pedro, CA

    This F‑28R is a well‑kept example of one of Ian Farrier’s most versatile and exciting trimarans. Light, quick, and easy to handle, the F‑28R delivers true performance sailing... View Details

    View 22 Photos and Details Contact Seller
    $53,000
    VIEW DETAILS
  • 1993 Beneteau First 35.5

    1993 Beneteau First 35.5

    $52,200
    Melbourne, FL
    • Melbourne, FL
    • Sailboat
    • 35'
    • 1993 / Used
    • $52,200

    Stock #454865 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Elegant And Fast 1993 Beneteau First 35.5 Racer/... View Details

    View 2 Photos and Details Contact Seller
    $52,200
    VIEW DETAILS
  • 1982 Young Sun 43 Ketch

    1982 Young Sun 43 Ketch

    $52,000
    Poulsbo, WA
    • Poulsbo, WA
    • Sailboat
    • 43'
    • 1982 / Used
    • $52,000

    Stock #500270 Video of this vessel available at www [dot] popsells [dot] com/view/500270 Reason for selling is "Not being used enough". This Young Sun has been on the market for... View Details

    View 10 Photos and Details Contact Seller
    $52,000
    VIEW DETAILS
  • Price Drop 1997 Freedom Yachts 35

    1997 Freedom Yachts 35

    $50,000
    Rockland, ME
    • Rockland, ME
    • Sailboat
    • 35'
    • 1997 / Used
    • $50,000

    Stock #501571 Reason for selling is "Life changes". This Freedom Yachts has been on the market for more than 30 days (Aug 30th). If you are thinking of making an offer, submit it... View Details

    View 10 Photos and Details Contact Seller
    $50,000
    VIEW DETAILS
  • 1980 Gulfstar Sailmaster 47

    1980 Gulfstar Sailmaster 47

    $50,000
    Gulf Shores, AL
    • Gulf Shores, AL
    • Sailboat
    • 47'
    • 1980 / Used
    • $50,000

    Stock #448739 Reason for selling is "No time to use anymore". ANY and ALL offers will be put in front of our seller! Submit your offer today! YOUR SAILING ADVENTURES AWAIT YOU!... View Details

    View 10 Photos and Details Contact Seller
    $50,000
    VIEW DETAILS
Showing 22 to 42 of 119 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.