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Sailboat boats for sale

There are 156 new and used Sailboat boats for sale. Explore Sailboat brands like Other, Hunter, Beneteau, Catalina, Morgan, and Jeanneau on BoatCrazy. View a wide selection of Sailboat boats from $300 to $850,000.
156 out of 11,682 Boats Found
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  • 1987 Catalina 36

    1987 Catalina 36

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

    Stock #503474 This is a new advertisement, on the market just this week (Aug 22nd). Always accepting offers! VERY NICE SAILBOAT READY FOR THE WATER! SLOOP RIGGED! UNIVERSAL DIESE... View Details

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    $28,000
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  • 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 recently been added to market (Aug 6th). Submit your offer today! Excellent Serendipity 43! D... View Details

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    $28,000
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  • 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

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    $27,650
    VIEW DETAILS
  • 1979 Bristol 35.5

    1979 Bristol 35.5

    $27,500
    Sorrento, ME
    • Sorrento, ME
    • Sailboat
    • 35'
    • 1979 / Used
    • $27,500

    Stock #497103 Reason for selling is "Life changes". This Bristol has been on the market for more than 30 days (Jul 1st). If you are thinking of making an offer, submit it today a... View Details

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    $27,500
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  • 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 been on the market for more... View Details

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    $26,900
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  • Price Drop 1977 Tartan 42

    1977 Tartan 42

    $26,500
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 42'
    • 1977 / Used
    • $26,500

    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
    $26,500
    VIEW DETAILS
  • 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $26,500
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35'
    • 1987 / Used
    • $26,500

    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

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    $26,500
    VIEW DETAILS
  • 1984 Endeavour 38

    1984 Endeavour 38

    $25,950
    Grand Rivers, KY
    • Grand Rivers, KY
    • Sailboat
    • 38'
    • 1984 / Used
    • $25,950

    Stock #495092 Reason for selling is "No longer use/retiring". This Endeavour has now been on the market more than a month. Please submit your offer today! 1984 Endeavour 38 Sloo... View Details

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    $25,950
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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

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    $25,945
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  • 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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  • 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 is a new advertisement, on the market just this week (Aug 24th). Always accepting offers! O'Day in good condition and well-equipped with the heat, A/C, solar,... View Details

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    $25,000
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  • 1986 Mirage 29

    1986 Mirage 29

    $25,000
    Panama City, FL
    • Panama City, FL
    • Sailboat
    • 29'
    • 1986 / Used
    • $25,000

    Stock #502377 Video of this vessel available at www [dot] popsells [dot] com/view/502377 Reason for selling is "Has another boat". This is a new advertisement, on the market jus... View Details

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    $25,000
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  • 1991 Hunter 30-2

    1991 Hunter 30-2

    $25,000
    Saint Clair Shores, MI
    • Saint Clair Shores, MI
    • Sailboat
    • 30'
    • 1991 / Used
    • $25,000

    Stock #502811 Reason for selling is "Life changes". This is a new advertisement, on the market just this week (Aug 17th). Always accepting offers! Updated Hunter with 2026 sails... View Details

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    $25,000
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  • Price Drop 1985 Other Yacht

    1985 Other Yacht

    $24,990
    Rockport, TX
    • Rockport, TX
    • Sailboat
    • 43'
    • 1985 / Used
    • $24,990

    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

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    $24,990
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  • 1979 CSY 37 Plan A Shoal

    1979 CSY 37 Plan A Shoal

    $24,900
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37'
    • 1979 / Used
    • $24,900

    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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    $24,900
    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
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  • 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

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    $22,000
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  • Price Drop 1987 Catalina 34

    1987 Catalina 34

    $21,000
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 34'
    • 1987 / Used
    • $21,000

    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
    $21,000
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  • Price Drop 1972 Other Porpoise 52

    1972 Other Porpoise 52

    $20,000
    Wilmington, CA
    • Wilmington, CA
    • Sailboat
    • 52'
    • 1972 / Used
    • $20,000

    Stock #496173 Video of this vessel available at www [dot] popsells [dot] com/view/496173 This Duncan has been on the market for more than 30 days (Jun 30th). If you are thinking... View Details

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    $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
  • Price Drop 1982 Ericson 36 Ron Holland Edition

    1982 Ericson 36 Ron Holland Edition

    $19,500
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Sailboat
    • 36'
    • 1982 / Used
    • $19,500

    Stock #477838 Reason for selling is "Not using it enough.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1982 Ericson 36 Sailboat (Ron Holland... View Details

    View 10 Photos and Details Contact Seller
    $19,500
    VIEW DETAILS
Showing 106 to 126 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.