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Sailboat boats for sale in Michigan

There are 10 new and used Sailboat boats for sale in Michigan. Explore Sailboat brands like Other, Beneteau, Fisher, Grampian, Hunter, and O Day on BoatCrazy. View a wide selection of Sailboat boats from $12,800 to $139,000.
10 boats found within 100 miles out of 14,843 Boats Found
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  • 2004 Fisher 25 Gentlemans Racer

    2004 Fisher 25 Gentlemans Racer

    $139,000
    New Baltimore, MI
    • New Baltimore, MI
    • Sailboat
    • 25' / 6'
    • 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
    VIEW DETAILS
  • 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
    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

    View 10 Photos and Details Contact Seller
    $37,000
    VIEW DETAILS
  • 1988 Hunter 35.5

    1988 Hunter 35.5

    $31,700
    Au Gres, MI
    • Au Gres, MI
    • Sailboat
    • 35' / 0'
    • 1988 / Used
    • $31,700

    Stock #466642 Reason for selling is "Getting out of boating". ANY and ALL offers will be put in front of our seller! Submit your offer today! 35.5 Cruiser equipped with an overs... View Details

    View 10 Photos and Details Contact Seller
    $31,700
    VIEW DETAILS
  • Price Drop 1972 Grampian 26

    1972 Grampian 26

    $15,500
    Bay City, MI
    • Bay City, MI
    • Sailboat
    • 26' / 0'
    • 1972 / Used
    • $15,500

    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
    $15,500
    VIEW DETAILS
  • 2025 Hobie 16

    2025 Hobie 16

    $15,500
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 16' / 0'
    • 2025 / New
    • $15,500

    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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    $15,500
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  • 1982 O Day 29

    1982 O Day 29

    $12,800
    Tawas City, MI
    • Tawas City, MI
    • Sailboat
    • 29' / 0'
    • 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
  • 2025 Other SUNFISH

    2025 Other SUNFISH

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    The Sunfish sailboat is one of the most iconic and enduring small sailboats in the world. First introduced in the 1950s, the Sunfish was designed to be an easy-to-sail, fun, and ve... View Details

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    Call for price
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  • 2025 Other SUNFISH

    2025 Other SUNFISH

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    The Sunfish sailboat is one of the most iconic and enduring small sailboats in the world. First introduced in the 1950s, the Sunfish was designed to be an easy-to-sail, fun, and ve... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2025 Other SOL

    2025 Other SOL

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    Drawing inspiration from the rays of the sun and waves of the water, the SOL embodies the spirit of adventure and the joy of sailing. A dinghy sailboat perfect for one to four sail... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
Showing 1 to 10 of 10 boats found.

Sailboat boats for sale in Michigan by City

Most Common Boat Searches in Michigan

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 in Michigan 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.