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craigslist

For Sale "sailboat" in Chicago

  1. see also
  2. 2005 HUNTER 33 SAILBOAT LOADED RACINE WI MARINA
    $79,000
    LAKE IN THE HILLS
  3. 470 sailboat
    $2,500
    Knox
  4. BEAUTIFUL BLACK AND WHITE SAILBOAT PRINT
    $27
    Milwaukee
  5. Mid-century brass torch cut MCM ship sailboat
    $25
    Crestwood
  6. Klepper Master Boat
    $950
    Tinley Park
  7. sailboat lamp
    $10
    Brookfield
  8. Sailboat very unique probably the smallest fixed keel boat produced
    $975
    Ingleside
  9. Sailboat Brass sculpture
    $1,500
    So.West Naperville
  10. 1979 Ericson E27
    $5,000
    Chicago
  11. 1984 Freedom Yacht 29-foot sailboat -great starter or upgrade
    $6,000
    chicago
  12. Downtown sailboat share opportunity –or learn to sail
    $1,500
    chicago
  13. Laser Sailboat Rudder Head
    $60
    Algonquin
  14. Islander 36. MUST SELL AS MOVED. Good condition -- ready to sail!
    $6,900
    Milwaukee
  15. 1982 O'Day 34 foot sailboat in great condition + ready for water
    $22,500
    Crowleys southside
  16. 21' HOBIE SPORTCRUISER
    $6,500
    Steedman Mo
  17. Beneteau Idylle 13.5 44 foot Sailboat
    $59,000
    chicago
  18. Hunter Legend 37.5 Sailing Club
    $4,950
    31st Street Harbor
  19. 30' cruising/racing sailboat, fully loaded
    $6,000
    Crowley's boat yard, 3434 East 95th Street, Chicago
  20. Pottery Barn Blue Round Sailboat Rug
    $50
    Crown Point
  21. Sailboat Wall Decor
    $15
    Elmwood Park
  22. 1988 Tartan 31 Sailboat
    $34,000
    Bayfield, WI
  23. Pearson 26 Sailboat - Ready to Sail!
    $2,500
    Michigan City
  24. Jib Storm for MacGregor 26 or similar sailboat
    $300
    northwest suburbs
  25. Sailboat – 30’ with Diesel Engine
    $18,000
    Cary
  26. vintage,aluminum,grumman sailboats ,sail boat,sailing dinghy 9 foot
    $2,500
    25 miles south of chicago
  27. Sailing Partners + Lessons (no experience required) 2026
    $4,000
    Chicago
  28. Sailing Partners + Lessons (no experience required) 2026
    $4,000
    Chicago
  29. Sailing Partners + Lessons (no experience required) 2026
    $4,000
    Chicago
  30. Sailboat mast with Hydraulic in mast furler systom
    $3,500
    chicago
  31. 1985 Catalina 27 Tall Rig - $3500 or Best Offer
    $3,500
    Chicago - Montrose Harbor
  32. BEACHCOMBER DORY
    $0
    northwest suburbs
  33. Thistle Sailboat 17 foot
    $3,500
    waterford
  34. 1979 GULFSTAR Mk ll center cockpit cruiser bad engine
    $9,780
    douglas mich
  35. C&C 27
    $5,500
    city of chicago
  36. Nautos Line 39mm Sailboat Block Single Fixed Head+Becket+S-Hook #92315
    $30
    West Loop Gate
  37. 4 Waechtersbach Cobalt Blue Sailboat Coffee Mugs Vintage Cups Germany
    $125
    West Loop Gate
  38. Dead & Busted Sailboat Blocks - Harken 3" HexaRatchet - Schaefer 2.5"
    $20
    West Loop Gate
  39. Sailboat and Birds Wall Art
    $85
    n/chicago il
  40. 1977 Pearson 323 "Sea Myth" — 32' Sailboat — $13,500 OBO
    $13,500
    Chicago
  41. 1986 S2 27 SAILBOAT - New Price
    $12,500
    LOUISVILLE, KY
  42. 1987 Hunter Legend 37
    $39,500
    Chicago
  43. Sailboat Original Painting Oil on Canvas 16 x 12
    $140
    Morton Grove
  44. MAIN SAIL FOR O'DAY 28' SAILBOAT
    $300
    WILMETTE, ILLINOIS
  45. SUNFISH SAILBOAT SWIVEL JAM CLEAT
    $50
    WILMETTE, ILLINOIS
  46. SUNFISH SAILBOAT SWIVEL, JAM CLEAT
    $50
    WILMETTE, ILLINOIS
  47. SUNFISH SAILBOAT PARTS, BOW HANDLE
    $25
    WILMETTE, ILLINOIS
  48. SUNFISH SAILBOAT PARTS
    $10
    WILMETTE, ILLINOIS
  49. BEAUTIFUL BLACK AND WHITE SAILBOAT PRINT
    $27
    Milwaukee
  50. Catalina 30 Tall Rig
    $12,000
    Nautical Donations/Crowleys Yacht Yard
  51. T10 Sailboat
    $20,000
    Glenview, IL
  52. 1975 Bristol 40 Sailboat
    $19,000
    Chicago
  53. Catalina 30TR
    $25,000
    Mokena
  54. Hunter 44 Deck Salon
    $125,000
    Chicago
  55. Catalina 30 for rent
    $200
    Chicago
  56. 1984 Bayfield 40
    $25,000
    Chicago
  57. Nautical Pyrography Leather Sailboat Original Sailing Art
    $25
    downtown Naperville
  58. BEAUTIFUL BLACK AND WHITE SAILBOAT PRINT
    $27
    Milwaukee
  59. C & C 27
    $6,000
    Nautical Donations/ Crowleys Yacht Yard
  60. MC NAUTICAL WOODEN SHIP / BOAT WHEEL - vintage - like new
    $57
    Evanston
  61. Wanted Airstream , Avion or Argosy RV Motorhome
    $0
    Tinley Park
  62. Thomas Kincaid Large Painting "Perserverance"
    $200
    Lakeview
  63. Used 4hp 2-cycle Mercury Outboard
    $200
    North Aurora
  64. Murphy Nye Sail
    $500
    Wheaton
  65. Steel Stands - FREE Shipping - heavy-weight
    $30
    city of chicago
  66. 1930s Frankart Sailor Metal Figurine/Bookend
    $75
    Chicago
  67. Items with Sail Boats
    $0
    Deerfield
  68. Fantasy Family Dream Home Set
    $35
    Montgomery IL
  69. Marine Hardware Stainless Steel Shackles Fuel Keys Push Pins Screws
    $65
    West Loop Gate
  70. Framed Art Prints / Other
    $135
    Crown Point
  71. Guywire & Steel Cable – Multiple Sizes & Lengths, Heavy Duty
    $126
    city of chicago
  72. BRIERE Folk Art Pull Toy Collection EXCELLENT
    $0
    Naperville
  73. Three Wooden Sailboats Gallery Framed Artwork
    $35
    Harvard
  74. 2025 honda boat motor for sailboats new in box
    $2,500
    Calumet City
  75. Huge Vintage Framed Signed Oil Painting of Sailboats & Mountains
    $390
    Palatine
  76. Vintage Sailboats Picture plaque mirror
    $100
    Glenview