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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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  • 1985 O Day 35

    1985 O Day 35

    $28,550
    Port Jefferson, NY
    • Port Jefferson, NY
    • Sailboat
    • 35'
    • 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
  • 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

    View 10 Photos and Details Contact Seller
    $28,500
    VIEW DETAILS
  • 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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  • 1988 Ericson 34.5

    1988 Ericson 34.5

    $28,000
    Friday Harbor, WA

    Ericson 34.5 Sailboat - A Timeless Cruiser for Your Sailing Adventures Low Hours 2018 Beta Marine B-25 installed, PYI MAX Prop, Dripless Shaft Seal, full inventory of sails includ... View Details

    View 14 Photos and Details Contact Seller
    $28,000
    VIEW DETAILS
  • 1981 Other 43 RC

    1981 Other 43 RC

    $28,000
    Sandusky, OH
    • Sandusky, OH
    • Sailboat
    • 43'
    • 1981 / Used
    • $28,000

    Stock #501125 Reason for selling is "Occupational relocation". This Serendipity has been on the market for more than 30 days (Aug 6th). If you are thinking of making an offer, su... View Details

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    $28,000
    VIEW DETAILS
  • Price Drop 1986 Catalina 34

    1986 Catalina 34

    $28,000
    La Salle, MI
    • La Salle, MI
    • Sailboat
    • 34'
    • 1986 / Used
    • $28,000

    Stock #504170 This Catalina has been on the market for more than 30 days (Aug 28th). If you are thinking of making an offer, submit it today and let's make a deal! 1986 Catalina... View Details

    View 1 Photo and Details Contact Seller
    $28,000
    VIEW DETAILS
  • 1987 Catalina 36

    1987 Catalina 36

    $28,000
    Baltimore, MD
    • Baltimore, MD
    • Sailboat
    • 36'
    • 1987 / Used
    • $28,000

    Stock #503474 This Catalina has been on the market for more than 30 days (Aug 22nd). If you are thinking of making an offer, submit it today and let's make a deal! VERY NICE SAIL... View Details

    View 10 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
  • 1983 Gemini 3000

    1983 Gemini 3000

    $26,900
    Brick, NJ
    • Brick, NJ
    • Sailboat
    • 30'
    • 1983 / Used
    • $26,900

    Stock #489365 Video of this vessel available at www [dot] popsells [dot] com/view/489365 Reason for selling is "Bought bigger boat". This Gemini has now been on the market more... View Details

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    $26,900
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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

    View 10 Photos and Details Contact Seller
    $25,945
    VIEW DETAILS
  • Price Drop 1973 Gulfstar 41

    1973 Gulfstar 41

    $25,900
    Vandemere, NC
    • Vandemere, NC
    • Sailboat
    • 41'
    • 1973 / Used
    • $25,900

    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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    $25,900
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  • Price Drop 1973 Gulfstar 44

    1973 Gulfstar 44

    $25,000
    Ruskin, FL
    • Ruskin, FL
    • Sailboat
    • 44'
    • 1973 / Used
    • $25,000

    Stock #339042 Video of this vessel available at www [dot] popsells [dot] com/view/339042 Reason for selling is "Change in life priorities". ANY and ALL offers will be put in fro... View Details

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    $25,000
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  • 1986 O Day 35

    1986 O Day 35

    $25,000
    Sparrows Point, MD
    • Sparrows Point, MD
    • Sailboat
    • 35'
    • 1986 / Used
    • $25,000

    Stock #498999 This O'day has been on the market for more than 30 days (Aug 24th). If you are thinking of making an offer, submit it today and let's make a deal! O'Day in good con... View Details

    View 1 Photo and Details Contact Seller
    $25,000
    VIEW DETAILS
  • Price Drop 1981 Ericson 38

    1981 Ericson 38

    $24,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 38'
    • 1981 / Used
    • $24,900

    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! Bruce King-designed Ericson 38 with solar,... View Details

    View 10 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
  • Price Drop 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $24,000
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35'
    • 1987 / Used
    • $24,000

    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
    $24,000
    VIEW DETAILS
  • Price Drop 1984 Endeavour 38

    1984 Endeavour 38

    $22,900
    Grand Rivers, KY
    • Grand Rivers, KY
    • Sailboat
    • 38'
    • 1984 / Used
    • $22,900

    Stock #495092 Reason for selling is "No longer use/retiring". This Endeavour has now been on the market a couple months. Looking for any offers! 1984 Endeavour 38 Sloop great fo... View Details

    View 10 Photos and Details Contact Seller
    $22,900
    VIEW DETAILS
  • Price Drop 1973 Columbia 41

    1973 Columbia 41

    $22,000
    Belvedere Tiburon, CA
    • Belvedere Tiburon, CA
    • Sailboat
    • 41'
    • 1973 / Used
    • $22,000

    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
    $22,000
    VIEW DETAILS
  • Price Drop 1985 Other Yacht

    1985 Other Yacht

    $21,490
    Rockport, TX
    • Rockport, TX
    • Sailboat
    • 43'
    • 1985 / Used
    • $21,490

    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
    $21,490
    VIEW DETAILS
  • 1981 Catalina 30

    1981 Catalina 30

    $20,000
    Barnegat, NJ
    • Barnegat, NJ
    • Sailboat
    • 30'
    • 1981 / Used
    • $20,000

    Stock #505941 Reason for selling is "2 boat owner". This Catalina has recently been added to market (Sep 15th). Submit your offer today! Classic Catalina 30 With Beta Diesel, AC... 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
Showing 64 to 84 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.