Freedom 21 Sailboats for Sale & Market Overview

Freedom 21 Drawing
Make
Freedom
Model
21
Builder
Freedom Yachts
Designer
Garry Hoyt
Number Built
Production Year(s)
1982 - ??

The Freedom 21 represents the purest distillation of Gary Hoyt’s "Sailing for the Masses" philosophy. Launched in the early 1980s and manufactured by Tillotson-Pearson Inc. (TPI), this 21-foot trailerable cruiser was designed to eliminate the intimidation factor and mechanical clutter of traditional sailing. At its core is the signature unstayed carbon fiber mast, a feature that allowed the Freedom 21 to dispense with the wires, turnbuckles, and chainplates that define standard sloops. By utilizing a "wrap-around" sleeve sail and a wishbone boom, Hoyt created a vessel that could be rigged and de-rigged in minutes, making it one of the most sophisticated yet accessible entry-level pocket cruisers of its era.

InfoView listings

Below are the most recent Freedom 21 sailboat listings (up to 10).

Standard listing sites miss the technical details sailors need. Our database of 10,000+ models unlocks advanced filtering so you can search by keel type, rig configuration, and performance ratios—even when the seller forgot to include them.

Search across multiple sailboat listing websites at once, and get notified of new listings!

Example: Daily emails for  "40 ft fin keel fractional sloops under $200k in Canada"
Start Searching Now
SourceYearMakeModelPriceCabinsHeadsCityCountryListing Date

View More Listings

DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.

Market Overview

$—
Median Asking Price (past 12 months)
0
Listings Tracked (past 12 months)
0
New Listings (90 days)
Comparable Models to Freedom 21
ModelLOAMedian Price (USD)ListingsRecent
Viko 2121.33' $29,4402410
Freedom 35 Cat Ketch34.75' $60,000218
Beneteau First 21.721' $22,383197
ETAP 21i21' $15,1971911
Freedom 3837.92' $71,501113
Freedom 3029.97' $20,95082
Freedom 3232.75' $18,75060
Freedom 45 CC45' $109,90042
Precision 2120.75' $5,50031

Frequently Asked Questions

What are similar sailboats to the Freedom 21?
Comparable models include the Viko 21, Freedom 35 Cat Ketch, Beneteau First 21.7. See the comparison table above for pricing and availability.