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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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  • 1946 Ed Monk Custom 65

    1946 Ed Monk Custom 65

    $49,500
    Brinnon, WA
    • Brinnon, WA
    • Sailboat
    • 65' / 0'
    • 1946 / Used
    • $49,500

    Stock #404692 Reason for selling is "Job Change". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1946 ED MONK!! Must see! Hull restored. Recentl... View Details

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    $49,500
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  • 1973 Gulfstar 44

    1973 Gulfstar 44

    $49,000
    Ruskin, FL
    • Ruskin, FL
    • Sailboat
    • 44' / 0'
    • 1973 / Used
    • $49,000

    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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    $49,000
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  • 1986 Endeavour 42 CC

    1986 Endeavour 42 CC

    $49,000
    Mount Desert, ME
    • Mount Desert, ME
    • Sailboat
    • 42' / 13'
    • 1986 / Used
    • $49,000

    1986 Endeavour B’Ellie Laugh’NEmbark on your next adventure with the meticulously crafted 1986 Endeavour B’Ellie Laugh’N, designed by renowned America's Cup designer Johan Valentij... View Details

    View 18 Photos and Details Contact Seller
    $49,000
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  • 1986 O Day 40 Deep

    1986 O Day 40 Deep

    $44,500
    Coupeville, WA
    • Coupeville, WA
    • Sailboat
    • 40' / 0'
    • 1986 / Used
    • $44,500

    Stock #469143 Video of this vessel available at www [dot] popsells [dot] com/view/469143 Reason for selling is "Not using that much". ANY and ALL offers will be put in front of... View Details

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    $44,500
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  • 1990 Herreshoff 37 Diddikai

    1990 Herreshoff 37 Diddikai

    $44,350
    Marco Island, FL
    • Marco Island, FL
    • Sailboat
    • 37' / 0'
    • 1990 / Used
    • $44,350

    Stock #391951 Video of this vessel available at www [dot] popsells [dot] com/view/391951 Reason for selling is "Moving to Canada". ANY and ALL offers will be put in front of our... View Details

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    $44,350
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  • 1972 Hallberg Rassy Rasmus 35

    1972 Hallberg Rassy Rasmus 35

    $42,500
    Poulsbo, WA
    • Poulsbo, WA
    • Sailboat
    • 35' / 0'
    • 1972 / Used
    • $42,500

    Stock #477998 Video of this vessel available at www [dot] popsells [dot] com/view/477998 Reason for selling is "Downsizing". This Hallberg-Rassy has been on the market for more... View Details

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    $42,500
    VIEW DETAILS
  • 1978 Morgan 382

    1978 Morgan 382

    $42,000
    New Bern, NC
    • New Bern, NC
    • Sailboat
    • 38' / 12'
    • 1978 / Used
    • $42,000

    A teardrop-shaped hull, wide beam, discreet reverse transom, and long overhangs might be the hallmarks of a vintage racing boat, but Ted Brewer designed the Morgan 382 as a cruiser... View Details

    View 25 Photos and Details Contact Seller
    $42,000
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  • 1994 Catalina 320

    1994 Catalina 320

    $40,000
    Bloomington, IN
    • Bloomington, IN
    • Sailboat
    • 32' / 11'
    • 1994 / Used
    • $40,000

    Immaculate Catalina 320 Sailboat - A Timeless Beauty Awaits!Key Features:- Lovingly maintained with only two owners.- Fully functional mainsail (needs jib or genoa).- Lewmar self-t... View Details

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    $40,000
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  • 1967 Morgan 34

    1967 Morgan 34

    $40,000
    Crystal River, FL
    • Crystal River, FL
    • Sailboat
    • 34' / 0'
    • 1967 / Used
    • $40,000

    Stock #133855 Reason for selling is "No time to use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Popular Morgan 34! 1967 Morgan 34 for sale... View Details

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    $40,000
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  • Price Drop 1985 Nauticat 33 Pilothouse

    1985 Nauticat 33 Pilothouse

    $40,000
    Brookings, OR
    • Brookings, OR
    • Sailboat
    • 33' / 0'
    • 1985 / Used
    • $40,000

    Stock #262043 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic Nauticat33 Ketch Pilothouse with inside... View Details

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    $40,000
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  • 2002 Hunter 326 Cruiser

    2002 Hunter 326 Cruiser

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 32' / 0'
    • 2002 / Used
    • $39,900

    Stock #391868 Video of this vessel available at www [dot] popsells [dot] com/view/391868 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

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    $39,900
    VIEW DETAILS
  • 1980 Custom Built Navigateurs J.E.L. Custom 37'

    1980 Custom Built Navigateurs J.E.L. Custom 37'

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 37' / 0'
    • 1980 / Used
    • $39,900

    Stock #441946 Video of this vessel available at www [dot] popsells [dot] com/view/441946 Reason for selling is "Quitting Sailing". ANY and ALL offers will be put in front of our... View Details

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    $39,900
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  • 1976 Morgan Out Island 41

    1976 Morgan Out Island 41

    $39,000
    Islamorada, FL
    • Islamorada, FL
    • Sailboat
    • 41' / 0'
    • 1976 / Used
    • $39,000

    Stock #478744 This Morgan has been on the market for more than 30 days (Jan 30th). If you are thinking of making an offer, submit it today and let's make a deal! 1976 Morgan Out... View Details

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    $39,000
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  • 2003 Catalina 28 Mark II

    2003 Catalina 28 Mark II

    $37,400
    Grapevine, TX
    • Grapevine, TX
    • Sailboat
    • 28' / 0'
    • 2003 / Used
    • $37,400

    Stock #422477 Video of this vessel available at www [dot] popsells [dot] com/view/422477 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

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    $37,400
    VIEW DETAILS
  • 2012 Tartan Seventeen Square Meter Sailboat

    2012 Tartan Seventeen Square Meter Sailboat

    $37,000
    Walloon Lake, MI
    • Walloon Lake, MI
    • Sailboat
    • 17' / 0'
    • 2012 / Used
    • $37,000

    Color: Navy Blue Hull, Maize Mainsail & Jib, Spinnaker: Navy Blue Hull Number: 40 Year Commissioned: 2012 Boat Manufacturer: Tartan Marine Company: Drawings Attached. C... View Details

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    $37,000
    VIEW DETAILS
  • 1987 Hunter Legend 37

    1987 Hunter Legend 37

    $35,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 37' / 12'
    • 1987 / Used
    • $35,000

    1987 Hunter Legend 37 Large main salon with dinnett to port and settee to starboard, nav station to starboard, full galley with 2 burner stove / oven, double stainless sink and re... View Details

    View 18 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1983 O Day 34

    1983 O Day 34

    $35,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 11'
    • 1983 / Used
    • $35,000

    1983 O'Day 34 "Dawn Treader" The O'Day 34. This boat offers plenty of comfortable room below deck and a spacious cockpit which make this a great weekend cruiser and daysailer! Wi... View Details

    View 30 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1974 Gulfstar 41 Ketch

    1974 Gulfstar 41 Ketch

    $35,000
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 41' / 0'
    • 1974 / Used
    • $35,000

    Stock #429648 Video of this vessel available at www [dot] popsells [dot] com/view/429648 Reason for selling is "Done Sailing for Now". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • Price Drop 1979 Cape Dory 36

    1979 Cape Dory 36

    $35,000
    League City, TX
    • League City, TX
    • Sailboat
    • 36' / 0'
    • 1979 / Used
    • $35,000

    Stock #422752 Video of this vessel available at www [dot] popsells [dot] com/view/422752 Reason for selling is "Bought new boat". ANY and ALL offers will be put in front of our... View Details

    View 11 Photos and Details Contact Seller
    $35,000
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  • Price Drop 2000 Catalina 36 MKII

    2000 Catalina 36 MKII

    $35,000
    Dunedin, FL
    • Dunedin, FL
    • Sailboat
    • 36' / 0'
    • 2000 / Used
    • $35,000

    Stock #438188 Video of this vessel available at www [dot] popsells [dot] com/view/438188 Reason for selling is "Ready for the happy new owner". ANY and ALL offers will be put in... View Details

    View 11 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1985 Morgan 45-4 Nelson-Marek

    1985 Morgan 45-4 Nelson-Marek

    $35,000
    San Pedro, CA
    • San Pedro, CA
    • Sailboat
    • 45' / 0'
    • 1985 / Used
    • $35,000

    Stock #448656 Video of this vessel available at www [dot] popsells [dot] com/view/448656 Reason for selling is "Moved". ANY and ALL offers will be put in front of our seller! Su... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
Showing 64 to 84 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.