In an eight-season spell, Northwood finished in the top three on four occasions, culminating with the Premier Division title in the 1991–92 season, leading to admission to the Isthmian League in 1992.

In the late 1990s and early 2000s, the club enjoyed their best spell in their history with strikers Lawrence Yaku, Steve Hale and Scott Fitzgerald – who joined Watford in 2003 – forming a potent strike force.

Despite relegation, Northwood did lift the 2006/07 Middlesex Senior Cup as they beat Conference South outfit Hayes 4–2 on penalties, although it was the only real bright point in a disappointing season.

Dave Anderson was the most successful in the late noughties as he helped the club finish 6th and 10th, in 2008–09 and 2009–10 respectively, and reach the FA Trophy first round proper for the first time ever, before departing in March 2010.

When Anderson departed in March 2010, his assistant Mark Barnham took the reins at the club, but he resigned in November of the same year due to the poor league position and after a run of eleven games without a win stretching back to September.

Then (in November 2010) it was the turn of former Woods favourite Steve Hale to have his crack as manager at Chestnut Avenue, and despite instigating a brief turnaround in fortunes in late 2010 and early 2011, the form faded quickly and after a series of heavy defeats, and a run of just one win in twelve matches, he was dismissed in March 2011 following a 6–2 mauling at the hands of Biggleswade Town.

The arrivals of Cockfosters duo Mitch Swain and John Christian – who both made over 100 appearances in previous spells with the side – and St Albans City defender Reece Yorke added much needed depth to the squad and all three would play crucial roles later on in the season.

Top scorer and eventual Supporters Player of the Year Oliver Hawkins would prove the major catalyst in their assault up the table scoring several goals in a ten-game period.

A dip in form around the February/March time saw Northwood seemingly slip out of play-off contention, yet hard fought wins over several top half teams saw the side close the gap.

Bellotti followed up that superb showing to net a last gasp winner at home to Burnham in the penultimate game of the league season to take the race for the last play-off position down to the final game, although the Woods would let that slip away against Leighton Town as they conceded four times in the opening half-hour to narrowly fall short of a top five finish, ending up in a respectable 7th position.

[4] But in November 2012, after a solid start to the season, Meakin left to step up and take the reins at Isthmian League Premier Division side Wingate & Finchley.

After several players joined Meakin at Wingate, Burgess strengthened his own squad with the short-term loan signings of Brentford duo Terrell Miller and Sam Beale.

Burgess then signed both Jerome Federico and George Nicholas on dual registration in early 2013, but was dealt a sizeable blow as Northwood also lost top scorer Spencer Bellotti to Wingate & Finchley in February 2013, where he reunited with Meakin.

They responded, however, by beating the same opponents 2–1 in the FA Cup preliminary round in August 2015, overseen by former Watford midfielder Jamie Hand due to the absence of manager Mark Burgess and assistant Simon Huggett.

Northwood then secured their second ever Middlesex Senior Cup title with a 2–0 win in the final against Enfield Town on 7 May 2016, handing them their first silverware since they last lifted the competition nine years earlier.

[8] Manager Mark Burgess suffered the blow of losing eight of the 2015–16 squad, including George Nicholas, Max Holland, player of the year Andy Lomas and captain Steve Brown to Harrow Borough in the summer of 2016.

A late rally by Histon left Northwood just four points above relegation heading into the final weeks with survival only secured on the penultimate weekend of the season.

After finishing 17th in the 2017–18 season, Northwood returned to the Isthmian League after an eight-year absence – being placed in the newly created South Central division following the biggest shake-up of the Non-League pyramid since 2004.

With the club still searching for a permanent replacement for Simon Lane, chairman Ian Barry confirmed the arrival of Dean Barker as first team manager on 16 May 2018.

Northwood again faced a Chelsea youth age group side (Under 23s) in pre-season – their first meeting since 2012 – and won 1-0 thanks to a goal from James Ewington, clinching the Pete Barry Memorial Trophy.

Also arriving as director of football was the vastly experienced Steve Ringrose, a former boss of local clubs Hillingdon Borough and North Greenford United.

Unfortunately, the team slipped to a 1–0 defeat to Broadfields United in the final played at Uxbridge's Honeycroft ground, meaning the wait to lift the trophy for the first time goes on.

[24] Then in June 2024, Northwood announced the appointment of former Queens Park Rangers and Wycombe Wanderers midfielder Scott Donnelly as their new manager, the 36-year-old's first managerial position.

Then in late October 2024, Northwood announced the appointment of Gary Meakin as the club's new manager - who returned for a second spell in charge, almost 12 years after his first one ended.