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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 11,686 Boats Found
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  • 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
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  • 1991 Hunter Vision 32

    1991 Hunter Vision 32

    $17,900
    Corona, NY
    • Corona, NY
    • Sailboat
    • 32'
    • 1991 / Used
    • $17,900

    Stock #388920 Video of this vessel available at www [dot] popsells [dot] com/view/388920 Reason for selling is "Sellers are leaving the country". ANY and ALL offers will be put... View Details

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    $17,900
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  • 1985 Ericson 32-3

    1985 Ericson 32-3

    $17,500
    Cobb Island, MD
    • Cobb Island, MD
    • Sailboat
    • 32'
    • 1985 / Used
    • $17,500

    Stock #323583 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic sailing yacht! Updated electronics... View Details

    View 11 Photos and Details Contact Seller
    $17,500
    VIEW DETAILS
  • 1980 Pearson 32

    1980 Pearson 32

    $16,500
    Warwick, RI
    • Warwick, RI
    • Sailboat
    • 32'
    • 1980 / Used
    • $16,500

    Stock #501802 Video of this vessel available at www [dot] popsells [dot] com/view/501802 Reason for selling is "Not using". This Pearson has recently been added to market (Aug 1... View Details

    View 10 Photos and Details Contact Seller
    $16,500
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  • Price Drop 1983 Catalina 38

    1983 Catalina 38

    $15,000
    Dana Point, CA
    • Dana Point, CA
    • Sailboat
    • 38'
    • 1983 / Used
    • $15,000

    Stock #462265 ANY and ALL offers will be put in front of our seller! Submit your offer today! Priced to sell quickly! Swift sailor, well appointed, roomy interior. 1989 Catalina... View Details

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    $15,000
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  • 1973 Grampian G2-34

    1973 Grampian G2-34

    $14,900
    Yorktown, VA
    • Yorktown, VA
    • Sailboat
    • 34'
    • 1973 / Used
    • $14,900

    Stock #234013 Video of this vessel available at www [dot] popsells [dot] com/view/234013 Reason for selling is "Getting another project boat". ANY and ALL offers will be put in... View Details

    View 10 Photos and Details Contact Seller
    $14,900
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  • 1972 Westerly 26 Centaur

    1972 Westerly 26 Centaur

    $14,750
    Alderson, WV
    • Alderson, WV
    • Sailboat
    • 26'
    • 1972 / Used
    • $14,750

    Stock #203644 Reason for selling is "Getting older - Time to let her go and enjoy new hobbies". ANY and ALL offers will be put in front of our seller! Submit your offer today! H... View Details

    View 10 Photos and Details Contact Seller
    $14,750
    VIEW DETAILS
  • Price Drop 1989 Other H-28

    1989 Other H-28

    $14,500
    Bokeelia, FL
    • Bokeelia, FL
    • Sailboat
    • 29'
    • 1989 / Used
    • $14,500

    Stock #481612 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! CHARMING, COZY, CLASSIC, WELL LOVED PARKINS H... View Details

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    $14,500
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  • 1980 Hinterhoeller Niagara 35

    1980 Hinterhoeller Niagara 35

    $14,000
    West Haverstraw, NY
    • West Haverstraw, NY
    • Sailboat
    • 35'
    • 1980 / Used
    • $14,000

    1980 Niagara 35 Classic  designed by mark Ellis, enjoyed a production run thay spanned three decades (1978 to 1995)., live-aboard cruiser with numerus long voyages to the desi... View Details

    View 22 Photos and Details Contact Seller
    $14,000
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  • 1973 Bristol 35

    1973 Bristol 35

    $14,000
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 35'
    • 1973 / Used
    • $14,000

    Stock #409107 Video of this vessel available at www [dot] popsells [dot] com/view/409107 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $14,000
    VIEW DETAILS
  • Price Drop 2025 Hobie 16

    2025 Hobie 16

    $13,999
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 16'
    • 2025 / New
    • $13,999

    The Hobie 16 revolutionized multihull sailing. The Hobie 16 was unleashed on the Southern California beach scene in 1970 and sailing was instantly transformed.The beach-launched Ho... View Details

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    $13,999
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  • 1982 O Day 29

    1982 O Day 29

    $12,800
    Tawas City, MI
    • Tawas City, MI
    • Sailboat
    • 29'
    • 1982 / Used
    • $12,800

    Stock #248636 Video of this vessel available at www [dot] popsells [dot] com/view/248636 Reason for selling is "Getting out of boating". ANY and ALL offers will be put in front... View Details

    View 10 Photos and Details Contact Seller
    $12,800
    VIEW DETAILS
  • Price Drop 1987 Cheoy Lee 42 Golden Wave

    1987 Cheoy Lee 42 Golden Wave

    $12,300
    Portland, CT
    • Portland, CT
    • Sailboat
    • 42'
    • 1987 / Used
    • $12,300

    Stock #432139 Video of this vessel available at www [dot] popsells [dot] com/view/432139 Reason for selling is "Lifestyle Change". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $12,300
    VIEW DETAILS
  • 1980 Balboa 27

    1980 Balboa 27

    $11,500
    Frenchville, PA
    • Frenchville, PA
    • Sailboat
    • 27'
    • 1980 / Used
    • $11,500

    Stock #243728 Reason for selling is "Not Using/No time because of work.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Trailerable Cruiser. Hi... View Details

    View 10 Photos and Details Contact Seller
    $11,500
    VIEW DETAILS
  • Price Drop 1983 Hunter 34

    1983 Hunter 34

    $10,000
    Deale, MD
    • Deale, MD
    • Sailboat
    • 34'
    • 1983 / Used
    • $10,000

    Stock #432668 ANY and ALL offers will be put in front of our seller! Submit your offer today! 1983 HUNTER 34 CRUISER READY TO SAIL AWAY! You have been asking for this 1983 Hunte... View Details

    View 10 Photos and Details Contact Seller
    $10,000
    VIEW DETAILS
  • Price Drop 1993 Catalina 270

    1993 Catalina 270

    $9,995
    Bradenton, FL
    • Bradenton, FL
    • Sailboat
    • 27'
    • 1993 / Used
    • $9,995

    Stock #439087 Video of this vessel available at www [dot] popsells [dot] com/view/439087 Reason for selling is "Have Another sailboat". ANY and ALL offers will be put in front o... View Details

    View 10 Photos and Details Contact Seller
    $9,995
    VIEW DETAILS
  • 1972 Morgan Monohull

    1972 Morgan Monohull

    $8,000
    Lone Tree, IA
    • Lone Tree, IA
    • Sailboat
    • 24'
    • 1972 / Used
    • $8,000

    This 1972 Morgan25 is a classic monohull sailboat known for its solid construction and excellent sailing. It has a comfortable cockpit and spacious cabin with sleeping accommodatio... View Details

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    $8,000
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  • 1983 Hunter 31

    1983 Hunter 31

    $7,750
    Mystic, CT
    • Mystic, CT
    • Sailboat
    • 31'
    • 1983 / Used
    • $7,750

    Stock #329591 Reason for selling is "Switching to Power". ANY and ALL offers will be put in front of our seller! Submit your offer today! 31' sloop with racy features, more cont... View Details

    View 10 Photos and Details Contact Seller
    $7,750
    VIEW DETAILS
  • Price Drop 1972 Grampian 26

    1972 Grampian 26

    $7,500
    Bay City, MI
    • Bay City, MI
    • Sailboat
    • 26'
    • 1972 / Used
    • $7,500

    Stock #468158 Video of this vessel available at www [dot] popsells [dot] com/view/468158 Reason for selling is "Bought a larger boat". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $7,500
    VIEW DETAILS
  • Price Drop 1978 Cape Dory SAILBOAT

    1978 Cape Dory SAILBOAT

    $4,995
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 24'
    • 1978 / Used
    • $4,995

    1978 Cape Dory 25 “Muskrat”The Cape Dory 25 is a legendary, seaworthy "pocket cruiser" designed by George Stadel and built by Cape Dory Yachts from 1973 to 1982. Featuring a class... View Details

    View 5 Photos and Details Contact Seller
    $4,995
    VIEW DETAILS
  • Price Drop 2001 Hobie Wave

    2001 Hobie Wave

    $4,000
    Gulfport, FL

    Hobie Wave Catamaran - Sail into Adventure with Confidence The Hobie Wave is the perfect choice for those seeking a new sailing experience with friends and family. This 2001 model... View Details

    View 6 Photos and Details Contact Seller
    $4,000
    VIEW DETAILS
Showing 127 to 147 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.