Updated 2027 Rankings: 757 Wings (Part 1)

Jack Herron April 15, 2026 @ 04:28 AM

We at Prep Hoops VA recently updated our 2027 rankings, expanding over 150 prospects who we feel are ones to watch in the junior class. Here's a look at part one of the wing prospects from the Hampton Roads area in the rankings.   #16) [player_tooltip player_id='2470557' first='Dean' last='Williams'] | 6'4” SG | Catholic   <figure class="wp-block-image size-large"><a href="https://prephoops.com/wp-content/uploads/sites/2/2025/07/deanwilliams-27-catholic-va-crop-1498x984-1774632591.png"><img src="https://prephoops.com/wp-content/uploads/sites/2/2025/07/deanwilliams-27-catholic-va-crop-1498x984-1774632591.png?w=800" alt="" class="wp-image-3572091" /></a></figure>   Williams had a huge junior season at Catholic, as he was healthy all year and showed he's one of the best and most versatile scorers in the 757. At 6'4” he has prototypical positional size and has gotten more explosive as a finisher over the past few years, he can drill it from deep with a quick release and good range, he can put it on the deck and get to spots in the midrange, and he is a good finisher in traffic when he gets downhill.   #38) [player_tooltip player_id='2470603' first='Nathan' last='Lessley'] | 6'6” SF | Cox   <figure class="wp-block-image size-large"><a href="https://prephoops.com/wp-content/uploads/sites/2/2024/09/tempImageMQOwA0.jpg"><img src="https://prephoops.com/wp-content/uploads/sites/2/2024/09/tempImageMQOwA0.jpg?w=1024" alt="" class="wp-image-2548683" /></a></figure>   Lessley has been one of the best players in the Beach District over the last few years, and he's one of the more intriguing long term prospects with his versatility on the offensive end of the floor. At 6'6” with long arms he has a frame that should fill out nicely moving forward, he's a sneaky athlete with long strides and he's able to explode and use his length to finish at the rim, he can knock it down from deep off the catch and on the move, and he can put it on the deck and create shots against smaller and slower defenders.   #42) [player_tooltip player_id='2896969' first='Josiah' last='Law'] | 6'4” SG | Landstown   Law is another intriguing long term prospect with great physical and athletic tools to go along with an all-around skillset that allows him to impact the game on both ends of the floor. At 6'4” he has a great frame and is a smooth athlete who can get out in transition and get downhill to the rim, he works well off the ball to get open shots from all three levels, he is a good defender who can guard multiple positions, and he's a good rebounder for his position too.   #52) [player_tooltip player_id='3035379' first='Trent' last='Smalling'] | 6'4” SG | Woodside   Smalling was a breakout player in the Peninsula District this past season, and moving forward this summer he's going to impress college coaches with his blend of size and versatile scoring. At 6'4” he's a bully type of wing who can get downhill and use his size to finish through traffic, he can get to spots in the midrange and make tough pull-ups with a hand in his face, he can make open shots from deep, and he can crash the offensive glass as well.   #53) [player_tooltip player_id='2353664' first='Namarqus' last='Byrd'] | 6'4” SF | Princess Anne   Byrd is one of the more intriguing prospects in the 757, as the Princess Anne wing projects as a “3 and d” archetype that is often sought after from college coaches. At 6'4” with long arms he has prototypical size and is a good athlete who moves his feet and challenges shots on the perimeter, he can space the floor and drill it from deep, he attacks closeouts well to get downhill, and he has great instincts on both ends of the floor too.

We at Prep Hoops VA recently updated our 2027 rankings, expanding over 150 prospects who we feel are ones to watch in the junior class. Here's a look at part one of the wing prospects from the Hampton Roads area in the rankings.