Designed with serious bluewater cruising in mind, the Yorktown 39 is a capable offshore sailboat that earned a quiet but solid reputation among long-distance sailors. Built by Yorktown Yachts, the line was known for producing sturdy, well-constructed fiberglass hulls that prioritized seakeeping and reliability over flashy aesthetics — qualities that resonated with passagemakers and ocean voyagers of the era. The Yorktown 39 carries the character of a traditional cruising design, offering comfortable liveaboard accommodations suited to extended time on the water. Her hull form suggests stability and a steady motion in open ocean conditions, making her a thoughtful choice for coastal passages and offshore adventures alike. Sailors who have owned these boats often point to their dependable construction and seaworthiness as standout attributes. While detailed specifications can be difficult to track down, the Yorktown 39 appeals to buyers seeking a proven bluewater cruiser with a no-nonsense pedigree. For those willing to do thorough research and a careful survey, she represents an interesting option in the vintage offshore cruising market.
- Prices are based on recent asking prices from public listings — not actual sale prices, which are typically lower.
- Condition is not factored in. A well-maintained boat with new sails and engine can be worth significantly more than a project boat of the same model.
- Location affects price. Boats in landlocked states or areas with fewer buyers often sell for less than those on the coast.
- Year of manufacture is not filtered. Older examples of this model will generally be priced lower than newer ones.
- Included equipment varies widely. A boat with a full suite of electronics, dodger, and new standing rigging may command a large premium.
- Outliers are automatically excluded using statistical filtering to improve accuracy, but some bad data may remain.
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