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Sailboat boats for sale

There are 156 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 $695,000.
156 out of 15,516 Boats Found
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  • 2012 Hunter e36

    2012 Hunter e36

    $124,999
    Staten Island, NY
    • Staten Island, NY
    • Sailboat
    • 36' / 0'
    • 2012 / Used
    • $124,999

    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
    $124,999
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  • 2000 Beneteau OCEANIS 38.1

    2000 Beneteau OCEANIS 38.1

    $120,000
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 38' / 12'
    • 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
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  • 2007 Hunter 38

    2007 Hunter 38

    $114,900
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 12'
    • 2007 / Used
    • $114,900

    007 Hunter 38 Available for viewing!! Overview If you’ve been waiting for the right cruising sailboat—this is it. This 2007 Hunter 38 delivers the perfect combination of perfor... View Details

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    $114,900
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  • Price Drop 2005 Bruce Roberts 44

    2005 Bruce Roberts 44

    $110,000
    Port Clinton, OH
    • Port Clinton, OH
    • Sailboat
    • 44' / 0'
    • 2005 / Used
    • $110,000

    Stock #474386 Reason for selling is "Downsizing". This Bruce Roberts has now been on the market a couple months. Looking for any offers! SPACIOUS LIVEABOARD LAYOUT, SOLAR PANEL,... View Details

    View 10 Photos and Details Contact Seller
    $110,000
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  • 1994 Pacific Seacraft 34

    1994 Pacific Seacraft 34

    $100,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 10'
    • 1994 / Used
    • $100,000

    1994 Pacific Seacraft 34 "Esmerelda" This William Crealock designed 1994 Pacific Seacraft cutter is ready for your next sailing adventure. The vessel has been stored indoors thro... View Details

    View 30 Photos and Details Contact Seller
    $100,000
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  • 2007 Custom Built 16

    2007 Custom Built 16

    $97,000
    Kansas City, KS
    • Kansas City, KS
    • Sailboat
    • 16' / 0'
    • 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
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  • 2000 Hunter 410

    2000 Hunter 410

    $95,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 13'
    • 2000 / Used
    • $95,000

    2000 Hunter 410 - "Cabaret" This Hunter has been maintained quite well over its life, kept on the Great Lake Michigan and moored at the Racine Yacht Club. Take your family sailing... View Details

    View 30 Photos and Details Contact Seller
    $95,000
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  • 1982 Nauticat 38

    1982 Nauticat 38

    $89,500
    Groton, CT
    • Groton, CT
    • Sailboat
    • 38' / 0'
    • 1982 / Used
    • $89,500

    Stock #427079 Video of this vessel available at www [dot] popsells [dot] com/view/427079 Reason for selling is "No Longer Using". ANY and ALL offers will be put in front of our... View Details

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    $89,500
    VIEW DETAILS
  • Price Drop 1985 Endeavour Center Cockpit 42

    1985 Endeavour Center Cockpit 42

    $86,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 42' / 0'
    • 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

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    $86,900
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  • 2007 Beneteau First 10R

    2007 Beneteau First 10R

    $85,000
    Savannah, GA
    • Savannah, GA
    • Sailboat
    • 33' / 0'
    • 2007 / Used
    • $85,000

    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
    $85,000
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  • 1981 Other 40

    1981 Other 40

    $85,000
    Cathlamet, WA
    • Cathlamet, WA
    • Sailboat
    • 40' / 0'
    • 1981 / Used
    • $85,000

    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
    $85,000
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  • 1996 Caliber 1 35 LRC

    1996 Caliber 1 35 LRC

    $85,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 35' / 11'
    • 1996 / Used
    • $85,000

    1996 Caliber 35 LRC "Archangel" This is a single owner vessel, purchased new in '96 and used exclusivley for cruising Lake Michigan. The boat has been really well cared for as wa... View Details

    View 30 Photos and Details Contact Seller
    $85,000
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  • 1982 C & C 43 Landfall

    1982 C & C 43 Landfall

    $83,900
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 43' / 0'
    • 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
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  • 1976 Custom Built 50' Yawl

    1976 Custom Built 50' Yawl

    $80,000
    Morro Bay, CA
    • Morro Bay, CA
    • Sailboat
    • 50' / 0'
    • 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
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  • 2006 Catalina 320 Sloop

    2006 Catalina 320 Sloop

    $79,900
    Willis, TX
    • Willis, TX
    • Sailboat
    • 32' / 0'
    • 2006 / Used
    • $79,900

    Stock #483778 Video of this vessel available at www [dot] popsells [dot] com/view/483778 Reason for selling is "Not using enough". This Catalina has recently been added to marke... View Details

    View 10 Photos and Details Contact Seller
    $79,900
    VIEW DETAILS
  • 2023 Other 62

    2023 Other 62

    $70,700
    Miami, FL
    • Miami, FL
    • Sailboat
    • 20' / 8'
    • 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
  • 1979 Hughes 40

    1979 Hughes 40

    $69,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 40' / 13'
    • 1979 / Used
    • $69,900

    This one is not going to last long! Hughes boats have been recognized for years for their battleship-like construction, strength, and "sailability". They certainly aren't the faste... View Details

    View 25 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • Price Drop 1984 Bristol 41.1 CC

    1984 Bristol 41.1 CC

    $69,900
    Corpus Christi, TX
    • Corpus Christi, TX
    • Sailboat
    • 41' / 0'
    • 1984 / Used
    • $69,900

    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
    $69,900
    VIEW DETAILS
  • 1986 Oceanic null

    1986 Oceanic null

    $69,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 46' / 13'
    • 1986 / Used
    • $69,900

    1986 Pan-Oceanic 46 – Proven Bluewater CruiserOffered for sale is a 1986 Pan-Oceanic 46, a classic, heavy-displacement offshore cruising sailboat known for strength, comfort, and o... View Details

    View 25 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • Price Drop 1993 Custom Built Baraka 46

    1993 Custom Built Baraka 46

    $69,875
    Saint Petersburg, FL
    • Saint Petersburg, FL
    • Sailboat
    • 46' / 14'
    • 1993 / Used
    • $69,875

    1993 Custom 46’ Baraka CutterESME is a custom-built 46’ cutter that has just returned from an approximately nine-month family cruise through the Caribbean and to Panama, a real-wor... View Details

    View 25 Photos and Details Contact Seller
    $69,875
    VIEW DETAILS
  • Price Drop 1979 Tom Colvin Gazelle

    1979 Tom Colvin Gazelle

    $69,000
    Baltimore, MD
    • Baltimore, MD
    • Sailboat
    • 42' / 11'
    • 1979 / Used
    • $69,000

    A true head-turner, Summer Wind is a classic Tom Colvin Gazelle schooner with a unique junk rig, built tough with 1/4" steel for serious cruising. Designed for adventure, she&rsquo... View Details

    View 19 Photos and Details Contact Seller
    $69,000
    VIEW DETAILS
Showing 22 to 42 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.