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The group was initially put together by music producers Louis Baldonieri and Brian Lukow. Originally named 'Boy Wonder' (a name borrowed from the nickname of [[comic book]] character Robin from the [[Batman]] comics and films), the band featured several boys aged 12–14 from the New York Broadway/Acting scene.<ref>{{cite web |author=MacKenzie Wilson |url=https://www.allmusic.com/artist/dream-street-mn0000199277/biography |title=Dream Street &#124; Biography & History |website=[[AllMusic]] |access-date=2020-04-10 |archive-date=April 11, 2019 |archive-url=https://web.archive.org/web/20190411053217/https://www.allmusic.com/artist/dream-street-mn0000199277/biography |url-status=live }}</ref> Baldonieri and Lukow hoped to make an impact on the pop music industry by introducing a group of teenagers to the scene, all of whom had prior stage-singing experience. Among these original members were former [[The Broadway Kids]] members [[Greg Raposo]] and [[Chris Trousdale]], who would continue on into the remade group from 1999 until 2002. The lineup was changed not long after they debuted the show in front of several talent agents and [[record label]] reps. Their debut included a tap dance number and a jazzy theme song, both of which were sacked quickly after. It also included a cover of the popular song from the musical ''[[Rent (musical)|Rent]]'' "Seasons of Love".
 
Matt Ballinger, [[Frankie J. Galasso]], and [[Jesse McCartney]] soon join the band with Raposo and Trousdale as they would become the new faces of the group and were given the name "Dream Street", which was the name of Lukow and Baldonieri's recording studio in New York City.<ref>{{cite web |title=N.Y. boys wow Lehigh crowds as 'Dream Street' |url=https://www.poconorecord.com/story/lifestyle/2001/08/03/n-y-boys-wow-lehigh/51080555007/ |website=poconorecord.com |access-date=May 19, 2023 |archive-date=May 19, 2023 |archive-url=https://web.archive.org/web/20230519192246/https://www.poconorecord.com/story/lifestyle/2001/08/03/n-y-boys-wow-lehigh/51080555007/ |url-status=live }}</ref> With the new group members added, and with most of the jazzy Broadway songs scrapped, the only original song Lukow and Baldonieri kept for the band was titled "Jennifer Goodbye", which was initially written for Lukow's fiance, then was changed into its teen-pop incarnation months later. On July 18, 2000 the [[Pokémon the Movie 2000 Soundtrack|soundtrack]] for ''[[Pokémon the Movie 2000]]'' was released featuring their song "They Don't Understand (Pokemon Version)".{{efn|The song was later reworked for their self-titled debut album entitled, "[[Dream Street (Dream Street album)|Dream Street]]" which was released on JulyOctober 1031, 20012000 and was simply called "[[They Don't Understand (Dream Street song)|They Don't Understand]]" with lyrical changes.<ref>{{cite web |title=They Don't Understand (Pokemon Version) - Single |url=https://music.apple.com/us/album/they-dont-understand-pokemon-version-single/1575571949 |website=music.apple.com |access-date=March 17, 2023 |archive-date=March 17, 2023 |archive-url=https://web.archive.org/web/20230317190655/https://music.apple.com/us/album/they-dont-understand-pokemon-version-single/1575571949 |url-status=live }}</ref>|group=lower-alpha</ref>}}
Their eponymous debut album was released in July 2001. It was certified [[Gold Record|Gold]] in the US by the [[Recording Industry Association of America|RIAA]] peaking No. 1 on ''[[Billboard (magazine)|Billboard]]'''s [[Independent Albums]] chart and at No. 37 on the [[Billboard 200|''Billboard'' 200]]. The songs, "It Happens Every Time" and "I Say Yeah" were frequently played on [[Radio Disney]]. The boys soon made appearances to perform on various talk shows and television events. In late 2000, Dream Street made an appearance on a show that fellow member McCartney had a recurring role on, ABC's ''[[All My Children]]''. The final Dream Street release was the soundtrack album to the 2002 film ''[[The Biggest Fan]]'', which starred Trousdale.