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Sailboat boats for sale

There are 109 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Catalina, Beneteau, Other, Morgan, and Custom Built on BoatCrazy. View a wide selection of Sailboat boats from $300 to $275,000.
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  • 2024 Beneteau Oceanis 34.1

    2024 Beneteau Oceanis 34.1

    $275,000
    Rockport, ME
    • Rockport, ME
    • Sailboat
    • 34'
    • 2024 / New
    • $275,000

    Stock #461281 Video of this vessel available at www [dot] popsells [dot] com/view/461281 Reason for selling is "2024 Model Year Close-out". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $275,000
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  • 1992 Other Treworgy 65

    1992 Other Treworgy 65

    $250,000
    Bay City, MI
    • Bay City, MI
    • Sailboat
    • 65'
    • 1992 / Used
    • $250,000

    (CURRENT OWNER OF 15-YEARS) EXCELLENT BUSINESS OPPORTUNITY; SELLER PERFORMED A SIGNIFICANT REFIT AND THEN ONLY USED ONE SEASON, MAKING THIS STEEL HULL SCHOONER READY FOR COMMERCIAL... View Details

    View 33 Photos and Details Contact Seller
    $250,000
    VIEW DETAILS
  • 1962 Aalsmeer Yacht Custom 57 (Dutch Built)

    1962 Aalsmeer Yacht Custom 57 (Dutch Built)

    $240,000
    Port Ludlow, WA
    • Port Ludlow, WA
    • Sailboat
    • 57'
    • 1962 / Used
    • $240,000

    Stock #151765 Reason for selling is "Aging owner". ANY and ALL offers will be put in front of our seller! Submit your offer today! Aalsmeer Yacht Inc./G.J. Dekker Design. Mid-co... View Details

    View 10 Photos and Details Contact Seller
    $240,000
    VIEW DETAILS
  • 2012 Beneteau Oceanis 54

    2012 Beneteau Oceanis 54

    $235,000
    Pensacola, FL
    • Pensacola, FL
    • Sailboat
    • 54'
    • 2012 / Used
    • $235,000

    Stock #389247 Video of this vessel available at www [dot] popsells [dot] com/view/389247 Reason for selling is "Wants something a little smaller.". ANY and ALL offers will be pu... View Details

    View 10 Photos and Details Contact Seller
    $235,000
    VIEW DETAILS
  • 2024 Beneteau Oceanis 30.1

    2024 Beneteau Oceanis 30.1

    $195,000
    Rockport, ME
    • Rockport, ME
    • Sailboat
    • 30'
    • 2024 / New
    • $195,000

    Stock #461275 Video of this vessel available at www [dot] popsells [dot] com/view/461275 Reason for selling is "2024 Model Year Close-out". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $195,000
    VIEW DETAILS
  • Price Drop 2004 Jeanneau Sun Odyssey 54DS

    2004 Jeanneau Sun Odyssey 54DS

    $180,000
    Gordonville, TX
    • Gordonville, TX
    • Sailboat
    • 54'
    • 2004 / Used
    • $180,000

    Stock #481887 Video of this vessel available at www [dot] popsells [dot] com/view/481887 Reason for selling is "no time to sue". This Jeanneau has now been on the market a coupl... View Details

    View 10 Photos and Details Contact Seller
    $180,000
    VIEW DETAILS
  • Price Drop 1984 Custom Built Topsail Gaff Rigged Schooner

    1984 Custom Built Topsail Gaff Rigged Schooner

    $175,000
    --

    Stock #478420 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Replica Of A 1700s to 1800s Gloucester Fishing S... View Details

    View 10 Photos and Details Contact Seller
    $175,000
    VIEW DETAILS
  • Price Drop 2004 Caliber 1 40 LRC SE

    2004 Caliber 1 40 LRC SE

    $169,900
    Honolulu, HI
    • Honolulu, HI
    • Sailboat
    • 40'
    • 2004 / Used
    • $169,900

    Stock #484464 Reason for selling is "New Passions". This Caliber has now been on the market more than a month. Please submit your offer today! Skip the 2-Year Refit. This Calibe... View Details

    View 10 Photos and Details Contact Seller
    $169,900
    VIEW DETAILS
  • Price Drop 2003 J Boats J/120

    2003 J Boats J/120

    $144,900
    Port Jefferson, NY
    • Port Jefferson, NY
    • Sailboat
    • 40'
    • 2003 / Used
    • $144,900

    Stock #467988 Reason for selling is "Sellers are done with boating for now". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2003 J BOAT J/120! L... View Details

    View 10 Photos and Details Contact Seller
    $144,900
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  • 2004 Fisher 25 Gentlemans Racer

    2004 Fisher 25 Gentlemans Racer

    $139,000
    New Baltimore, MI
    • New Baltimore, MI
    • Sailboat
    • 25'
    • 2004 / Used
    • $139,000

    VERY RARELY DO YOU ENCOUNTER AN OPPORTUNITY TO CAPURE SUCH A SPECIAL VESSEL .. THIS 2004 MAYS CRAFT 25 GENTLEMAN'S RACER IS JUST THAT - PLEASE SEE FULL SPECS FOR COMPLETE LISTING D... View Details

    View 14 Photos and Details Contact Seller
    $139,000
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  • Price Drop 2011 Beneteau OCEANIS 40

    2011 Beneteau OCEANIS 40

    $125,000
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 40'
    • 2011 / Used
    • $125,000

    Stock #485961 Video of this vessel available at www [dot] popsells [dot] com/view/485961 Reason for selling is "Not using enough". This Beneteau has now been on the market more... View Details

    View 10 Photos and Details Contact Seller
    $125,000
    VIEW DETAILS
  • 2000 Beneteau OCEANIS 38.1

    2000 Beneteau OCEANIS 38.1

    $120,000
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 38'
    • 2000 / Used
    • $120,000

    Move Aboard This Summer — Self-Sufficient 38' Cruiser, Everything Including, SouthHaven Slip for 2026Picture this. It's a Thursday evening in July. You're anchored in a quiet cove... View Details

    View 11 Photos and Details Contact Seller
    $120,000
    VIEW DETAILS
  • Price Drop 2012 Hunter e36

    2012 Hunter e36

    $118,999
    Staten Island, NY
    • Staten Island, NY
    • Sailboat
    • 36'
    • 2012 / Used
    • $118,999

    Stock #397048 Reason for selling is "Seller is comig up on 74 and hands are not working very well anymore to operate sails.". ANY and ALL offers will be put in front of our selle... View Details

    View 10 Photos and Details Contact Seller
    $118,999
    VIEW DETAILS
  • 2005 Bruce Roberts 44

    2005 Bruce Roberts 44

    $110,000
    Port Clinton, OH
    • Port Clinton, OH
    • Sailboat
    • 44'
    • 2005 / Used
    • $110,000

    Stock #474386 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our seller! Submit your offer today! SPACIOUS LIVEABOARD LAYOUT, SOLAR PANEL, LOADED... View Details

    View 10 Photos and Details Contact Seller
    $110,000
    VIEW DETAILS
  • Price Drop 2000 Covey Island 38 Custom Schooner

    2000 Covey Island 38 Custom Schooner

    $109,000
    Port Hadlock, WA
    • Port Hadlock, WA
    • Sailboat
    • 38'
    • 2000 / Used
    • $109,000

    Stock #479058 Reason for selling is "Aging out of sailing". This Covey Island has now been on the market a couple months. Looking for any offers! Beautiful Custom Schooner with... View Details

    View 10 Photos and Details Contact Seller
    $109,000
    VIEW DETAILS
  • 2007 Custom Built 16

    2007 Custom Built 16

    $97,000
    Kansas City, KS
    • Kansas City, KS
    • Sailboat
    • 16'
    • 2007 / Used
    • $97,000

    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
    $97,000
    VIEW DETAILS
  • 2003 Catalina 350 MKI Wing Keel

    2003 Catalina 350 MKI Wing Keel

    $89,400
    Islamorada, FL
    • Islamorada, FL
    • Sailboat
    • 35'
    • 2003 / Used
    • $89,400

    Stock #494632 Video of this vessel available at www [dot] popsells [dot] com/view/494632 Reason for selling is "RV travel plans". This is a new advertisement, on the market just... View Details

    View 10 Photos and Details Contact Seller
    $89,400
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  • 1985 Endeavour Center Cockpit 42

    1985 Endeavour Center Cockpit 42

    $86,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 42'
    • 1985 / Used
    • $86,900

    Stock #440400 Video of this vessel available at www [dot] popsells [dot] com/view/440400 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
    $86,900
    VIEW DETAILS
  • 1982 C & C 43 Landfall

    1982 C & C 43 Landfall

    $83,900
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 43'
    • 1982 / Used
    • $83,900

    Stock #435883 Video of this vessel available at www [dot] popsells [dot] com/view/435883 Reason for selling is "Seller wants a smaller sailboat". ANY and ALL offers will be put... View Details

    View 10 Photos and Details Contact Seller
    $83,900
    VIEW DETAILS
  • 1976 Custom Built 50' Yawl

    1976 Custom Built 50' Yawl

    $80,000
    Morro Bay, CA
    • Morro Bay, CA
    • Sailboat
    • 50'
    • 1976 / Used
    • $80,000

    Stock #276005 ANY and ALL offers will be put in front of our seller! Submit your offer today! Very Unique ONE-of-a-kind, hand-built replica of the "Spray" famously first singleha... View Details

    View 10 Photos and Details Contact Seller
    $80,000
    VIEW DETAILS
  • Price Drop 1981 Other 40

    1981 Other 40

    $79,000
    Cathlamet, WA
    • Cathlamet, WA
    • Sailboat
    • 40'
    • 1981 / Used
    • $79,000

    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
    $79,000
    VIEW DETAILS
1 to 21 of 109 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.