20 ft2016 Grady-White Freedom 205
$48,900
20 ft$48,900
22 ft$45,000
27 ft$39,900
23 ftReel Delight
$38,900
23 ft$31,500
20 ftSea Biscuit II
$15,900
20 ftHappy Hour
$15,900
37 ftPIGASUS
Call for pricing
38 ftKING OF THE NORTH
$549,900 USD
37 ftLUCKY PENNY II
$363,900 USD
33 ft2016 GRADY-WHITE EXPRESS 330
$298,900 USD
30 ft.
$189,900 USD
HMY Yacht Sales is currently showing 155 active pre-owned Grady-White boats. Median asking price $165K, most between $105K and $249K. Top listed regions include Florida, Maryland, and Massachusetts.
Filter by size ranges such as under 30 feet and 30 to 40 feet or price bands such as under $500k and $500k to $1m.
Model-specific searches include 208 Adventure, Gulfstream 232, 25 SAILFISH, Fisherman 257. See every pre-owned Grady-White listing.
Grady-White was founded in 1959 in Greenville, North Carolina by Glen Grady and Don White, and has been owned and led by the Smith family since Eddie Smith acquired the company in 1968. The active used Grady-White inventory on HMY Yachts currently runs from 20 to 45 feet and model years 1981 to 2023, with Marlin, Canyon, Express, and Adventure hulls all represented.
For a used Grady-White, the major comparison points are model line (Canyon, Marlin, Express, Adventure, Freedom, Fisherman), length, year, outboard package and hours, electronics suite, hardtop and T-top setup, leaning post and livewell configuration, fuel capacity, and refit or repower history. Grady-White's foam-cored SeaV2 hull design and consistent build quality have given the brand a strong reputation for retained value on the used market.
| Model | LOA | Years built | Listings |
|---|---|---|---|
| 208 Adventure | 20 ft | 1997–2021 | View → |
| Gulfstream 232 | 23 ft | 2001–2004 | View → |
| 25 SAILFISH | 25 ft | 1988 | View → |
| Fisherman 257 | 25 ft | 2014–2019 | View → |
| 275 Freedom | 27 ft | 2018–2020 | View → |
| Canyon 271 | 27 ft | 2012–2018 | View → |
| Freedom 275 | 27 ft | 2013–2016 | View → |
| 282 Sailfish | 28 ft | 2001 | View → |
| Freedom 285 | 28 ft | 2018–2028 | View → |
| Release 283 | 28 ft | 2008 | View → |
| Sailfish 282 | 29 ft | 2002–2007 | View → |
| 305 Express | 30 ft | 2007 | View → |
| 306 Bimini | 30 ft | 1999–2007 | View → |
| 306 Canyon | 30 ft | 2014–2021 | View → |
| 307 Freedom | 30 ft | 2016 | View → |
| Freedom 307 | 30 ft | 2016 | View → |
| Marlin | 30 ft | 1999–2006 | View → |
| Marlin 300 | 30 ft | 2005–2007 | View → |
| Canyon 306 | 31 ft | 2013–2018 | View → |
| 330 Express | 33 ft | 2003–2018 | View → |
| 335 Freedom | 33 ft | 2013–2014 | View → |
| Canyon 336 | 33 ft | 2016–2021 | View → |
| Express 330 | 33 ft | 2004–2016 | View → |
| Freedom 335 | 34 ft | 2014–2018 | View → |
| 370 Express | 37 ft | 2016–2018 | View → |
| Canyon 366 | 37 ft | 2012 | View → |
| Canyon 376 | 37 ft | 2014–2021 | View → |
| Express 370 | 37 ft | 2014–2015 | View → |
| Freedom 375 | 37 ft | 2018–2020 | View → |
| Express 360 | 39 ft | 2006–2007 | View → |
| Canyon 456 | 45 ft | 2019–2022 | View → |
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