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Sailboats for Sale in Chicago

(1 - 15 of 142)
  1. 13 hours ago on CL
  2. 1 day ago on CL
  3. Please call owner Joe at 773 355 XXXX. Boat is in Chicago, Illinois. Classic Gem Charter Member in Sailboat Hall of Fame. Rehabbed in 200...
    BoatsFSBO.com ·2 days ago on Boats and Outboards
  4. 2 days ago on CL
  5. 1 day ago on CL
  6. … for sale at Chicago IL. For additional pictures and info visit the full listing at BoatCrazy where you can also conta...
    BoatsFSBO ·3 days ago on BoatCrazy.com
  7. The Pennant is a delightful small daysailer designed for the young at heart, complete with main and jib. The Pennant is the perfect small...
    4 days ago on SpreadMyAd
  8. Inua is a fresh water only boat being offered for sale by her owners who are considering a smaller sailboat. See the list below as well a...
    Sail Place Inc. ·6 days ago on YachtWorld
  9. 5 days ago on CL
  10. 13 hours ago on CL
  11. … for sale at Chicago IL. For more photos and info visit the full listing at BoatCrazy where you can also contact the sell...
    For Sale by Owner ·1 week ago on BoatCrazy.com
  12. 6 days ago on CL
  13. 6 days ago on CL
  14. 6 days ago on CL
  15. 2 days ago on CL

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