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Boats for sale in Chicago

  1. 18' Day Sailor and Trailer
    $2,500
    Bloomingdale
  2. 2005 Catalina Capri 22 w/ Tohatsu 6hp Outbrd and Trailer
    $12,500
    Northfield
  3. C&C 27 MK3 1976
    $5,500
    Waukegan
  4. Cyclone Sailboat
    $850
    Deerfield
  5. Sunfish jet ski wave runner Trailer No title
    $500
    Glenview
  6. 33' Tartan Ten Sailboat Project
    $2,995
    Franklin Park
  7. 16’ Hobie Cat
    $2,500
    Fox Lake
  8. Cal 27 Pop-Top
    $2,500
    Williams Bay on Lake Geneva, WI
  9. 24’ day sailor Rainbow sailboat
    $2,500
    Skokie
  10. Sailboat
    $3,000
    Hayward
  11. 1999 Macgregor 26x w/Dinghy
    $13,500
    Michigan City
  12. Sailing Partners + Lessons (no experience required) 2024
    $3,500
    Chicago
  13. Dyer Dink 10’ sailing dinghy, fiberglass with teak
    $1,800
    Lakeview
  14. Classic wooden sailboat
    $4,500
    LEXINGTON
  15. Boat Bar
    $13,500
    Oregon
  16. Catalina 27 Tall Rig Sailboat
    $5,500
    Chicago
  17. Hunter 44 Deck Salon
    $150,000
    Chicago
  18. SAILBOAT 35 FOOT
    $22,000
    MONTROSE HARBOR, CHICAGO ILLINOIS
  19. 1987 Hunter Legend 37
    $49,000
    Chicago
  20. 2018 Megabyte Sailboat
    $6,000
    Kewanee
  21. J29 SAILBOAT AND TRAILER
    $14,000
    Louisville
  22. Catalina 22 Sailboat
    $6,400
    Wheaton
  23. Sail Boat Super Porpoise
    $625
    Cary
  24. Thistle Sailboat 17 foot
    $3,500
    waterford
  25. Cat-Ketch Sailboat 21 foot
    $3,000
    waterford
  26. Sail Boat - Hobie Cat
    $700
    Lake Zurich
  27. Sailboat 15 foot
    $2,000
    Lindenhurst
  28. McLaughlin Optimist (Opti) Sailboat with aluminum dolly.
    $1,600
    Elmhurst
  29. Hobie 18 - Catamaran
    $5,500
    Wilmette
  30. RACING SAILBOATS
    $2,200
    EAST CHICAGO, INDIANA
  31. Columbia 10.7 Sailboat
    $9,999
    Waukegan
  32. 470 sailboat
    $2,500
    Knox
  33. PEARSON VANGUARD SAILBOAT
    $7,900
    EAST CHICAGO, INDIANA
  34. Sail Boat Yacht 1984 C&C 29ft
    $12,000
    Park Ridge