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Sailboats for Sale in Chicago

(1 - 15 of 20)
  1. Ready to cruise. Super Rig (high mast). Standing headroom. Heavy duty rigging, Lloyds Hull Certificate, sleeps 4, one owner, replaced hea...
    Sherwin D. · 3 weeks ago
  2. … Well maintained freshwater boat located in Chicago. Large V-berth with storage, spacious aft cabin with lots of storage...
    Racine Riverside Marine, Inc. ·6 days ago on BoatTrader.com
  3. Sailboat boom with all hardware 12'-11" long 3-3/8 tall x 2-7/8 wide
    Marketplace User ·1 week ago on SpreadMyAd
  4. Two sets of winches - Purchase two or all four with a reduced price Each set of 2 priced at $225 each or both pair for $425(Total of four...
    Marketplace User ·2 weeks ago on SpreadMyAd
  5. 2 Large Schaefer Blocks withT-Track Genoa cars (Slides) with Stop Two 18in T Tracks Can be pre-owned for Genoa or Jib Bottom of track nee...
    Marketplace User ·2 weeks ago on SpreadMyAd
  6. Designed by Farr Yacht Design, the world’s leader in racing yacht architecture, and inspired by the IMS World Champion 1st 40.7, the perf...
    Marketplace User ·3 weeks ago on Boats
  7. One of the most popular Jeanneau sailboats built, the Sun Odyssey 37 is a well built, fun cruising boat perfect for the Great Lakes.
    Marketplace User ·3 weeks ago on Boats
  8. … , Looking for a well-equipped, comfortable Catalina? Look no further! This 1 has it all...even air conditioner! Al...
  9. Beautiful well maintained Sailboat ready for a new owner. This is a Classic, long overhangs, Solid Rig, Solid hull - Basically a very stu...
    Marketplace User ·3 weeks ago on Boats
  10. 30 Catalina 30 – Tall Rig • Boat Name: Nittany • Year: 1981 • Located in Chicago, IL • Hull Material: Fiberglass • Engine Fue...
    Marketplace User ·Over 4 weeks ago on Boatsforsale-ads
  11. All in attractive condition.
    Marketplace User ·Over 4 weeks ago on Boatsforsale-ads
  12. … Beautiful well maintained Sailboat ready for a new owner. This is a Classic, long overhangs, Solid Rig, Solid hul...
    Elite Yacht Brokerage L.L.C. ·Over 4 weeks ago on BoatTrader.com
  13. 1969 Cal Yachts. Well Designed great to sail Now a Classic. Combination of Cal Fast and Yacht Comforts. Accommodations for 6. Galley Encl...
    Marketplace User ·Over 4 weeks ago on ChooseYourItem
  14. … Decks have been Professionally Rebuilt. Blue Heaven is a freshwater Pearson 39.2 sloop. She is a great club racer ...
    Weber Yachts ·Over 4 weeks ago on BoatTrader.com
  15. … Resourceful, ingenious,& committed to time honoured traditions of excellence, the history of Cheoy Lee is as va...
    POP Yachts ·Over 4 weeks ago on BoatTrader.com

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