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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. vintage,aluminum,grumman sailboats ,sail boat,sailing dinghy 9 foot
    $3,500
    25 miles south of chicago
  6. Sunfish jet ski wave runner Trailer No title
    $500
    Glenview
  7. 33' Tartan Ten Sailboat Project
    $2,995
    Franklin Park
  8. 16’ Hobie Cat
    $2,500
    Fox Lake
  9. Cal 27 Pop-Top
    $2,500
    Williams Bay on Lake Geneva, WI
  10. 24’ day sailor Rainbow sailboat
    $2,500
    Skokie
  11. Sailboat
    $3,000
    Hayward
  12. 1999 Macgregor 26x w/Dinghy
    $13,500
    Michigan City
  13. Sailing Partners + Lessons (no experience required) 2024
    $3,500
    Chicago
  14. Dyer Dink 10’ sailing dinghy, fiberglass with teak
    $1,800
    Lakeview
  15. Classic wooden sailboat
    $4,500
    LEXINGTON
  16. 1983 Macgregor 25
    $5,000
    BEECHER
  17. Boat Bar
    $13,500
    Oregon
  18. Catalina 27 Tall Rig Sailboat
    $5,500
    Chicago
  19. Hunter 44 Deck Salon
    $150,000
    Chicago
  20. SAILBOAT 35 FOOT
    $22,000
    MONTROSE HARBOR, CHICAGO ILLINOIS
  21. 1987 Hunter Legend 37
    $49,000
    Chicago
  22. 2018 Megabyte Sailboat
    $6,000
    Kewanee
  23. J29 SAILBOAT AND TRAILER
    $14,000
    Louisville
  24. Catalina 22 Sailboat
    $6,400
    Wheaton
  25. Sail Boat Super Porpoise
    $625
    Cary
  26. Thistle Sailboat 17 foot
    $3,500
    waterford
  27. Cat-Ketch Sailboat 21 foot
    $3,000
    waterford
  28. Sail Boat - Hobie Cat
    $700
    Lake Zurich
  29. Sailboat 15 foot
    $2,000
    Lindenhurst
  30. McLaughlin Optimist (Opti) Sailboat with aluminum dolly.
    $1,600
    Elmhurst
  31. Hobie 18 - Catamaran
    $5,500
    Wilmette
  32. RACING SAILBOATS
    $2,200
    EAST CHICAGO, INDIANA
  33. Columbia 10.7 Sailboat
    $9,999
    Waukegan
  34. 470 sailboat
    $2,500
    Knox
  35. PEARSON VANGUARD SAILBOAT
    $7,900
    EAST CHICAGO, INDIANA
  36. Sail Boat Yacht 1984 C&C 29ft
    $12,000
    Park Ridge