Aggregated across every U.S. Craigslist market — asking prices, years and locations for every active Windward 21 Macgregor listing.
+ Add to CompareWe haven't seen a Windward 21 Macgregor on Craigslist in the last 30 days. New listings show up here automatically — check back soon, or look up what a Windward 21 Macgregor typically sells for using the free appraisal tool.
Where is the best place to buy a used Windward 21 Macgregor?
Craigslist, YachtWorld, SailingTexas, and Facebook Marketplace are the four main places used Windward 21 Macgregors change hands. Craigslist typically has the lowest prices (private sellers, trailer-pickup only) while YachtWorld lists broker boats with cleaner paperwork. The table above pulls every active Craigslist Windward 21 Macgregor listing in the U.S. so you can compare across markets in one place.
What should I look for when buying a used Windward 21 Macgregor?
Before paying a deposit, verify hull and deck integrity (soft spots, delamination), check the standing rigging age (most insurers require replacement every 10–15 years), inspect the engine hours and service history, and confirm the sails have usable life left. A pre-purchase survey by a SAMS or NAMS-accredited surveyor is the single best $500–$900 you will spend.
How often do Windward 21 Macgregor listings turn over?
Craigslist ads expire after 30 days, and active Windward 21 Macgregor listings are typically re-posted or sold within 2–8 weeks. This page updates daily — listings that haven't been seen in 30 days drop off automatically so the links stay live.
Read the full specifications, performance numbers, and known issues before you drive out to look at one.