[2] In their first season (1944–45), the football section of the Club won the Portsmouth and District League Division One under the guidance of former Southampton player, Stan Cribb.

However, the next season saw the team bounce straight back after an incredible run of sixteen wins in their final nineteen matches.

"Boro'" still needed to win the final match to be certain of promotion and, in front of a home crowd in excess of 1,500, they demolished Salisbury 5–0.

However, a run in the Hampshire Senior Cup that took the side all the way to the final – played at The Dell, home of then-Football League First Division club Southampton, lifted the players' spirits.

Victory over favourites Farnborough in the final was followed by a good run of results in the league – lifting the team out of trouble to remain in the Premier Division.

After the departure of Sherwood at the start of the 1995–96 season, the Management Committee undertook a review of the club's policies, the result of which was to commence a period of financial consolidation and re-structuring.

In Marsh's five seasons the club finished in the top four of the Wessex League on four occasions and reached the quarter-finals of the FA Vase in 2003–04.

Not wishing to push the club into debt, the board handed Alex Pike a new playing budget of £0 and consequently, the last three months of the season were a struggle for the side as they slipped gradually down the table to finish 12th.

With the side rarely able to put together a run of more than a couple of wins, The Boro' slipped down the table and finished the season in 13th position, their worst since rejoining the Southern League.

Boro’ won their semi against near neighbours Sholing thanks to a superb strike by the division's leading goalscorer Justin Bennett.

In the final, away at Poole Town, Gosport trailed 0–1 until veteran striker Steve Claridge came off the bench and scored in the second minute of injury time to level the tie at 1–1, taking the game to extra-time.

The Trophy run continued to a "Battle of Hampshire" two-legged semi-final against near neighbours Havant & Waterlooville which saw underdogs Gosport win 3–1 on aggregate to book a final with Cambridge United at Wembley.

The form that had Alex Pike's men looking certain for a play-off place disappeared and the last few weeks of the season became a struggle with the team recording only one win in their remaining ten league games.

Talismanic striker Justin Bennett also announced that after nine seasons at Privett Park, he would leave the club at the end of the season but the 2015–16 campaign did at least end on a high with a 2–1 win against AFC Portchester in the Russell Cotes Cup Final and with Bennett recording his 262nd and 263rd goals in Gosport colours.

On the pitch, the season started well and Gosport were making steady headway in the top half of the table but in the background the club's financial issues began to take hold.

By September 2017, with Gosport lying at the bottom of the Southern League Premier Division having lost all of their opening seven games, Pike was sacked, bringing to a close his twelve-year stint as manager.

Two days later, the club announced that Mick Catlin had departed after declining to serve as joint-manager alongside former manager Alex Pike.

[10] Within days of Pike's return, new faces started to appear in the playing squad – both as signings and on loan from other clubs – but the new players failed to make much difference with Gosport shipping goals.

The club announced that temporary charge would be taken by striker Rowan Vine, assistant manager Louie Bell and scout Jay Keating.

On 27 March 2018, it was announced in the local press that HMRC had issued the club with a dissolution order after failing to submit their accounts for the financial year ending April 2016.

After closing the gap to three points, Gosport then beat their relegation rivals in the penultimate game of the season to leapfrog them on goal difference.

The last Saturday of the season proved a tense affair but The Borough survived thanks to a 4–0 win at St Neots Town.

Nevertheless, it was a season fans would wish to forget with the team only managing five wins in 46 games, scoring only 41 goals and conceding 142 and playing 80 players.

It again came down to the last game of the season with Gosport scraping a draw at Met Police enough to survive thanks to relegation rivals Basingstoke Town losing.

This classic, old looking stand is set back from the pitch with the Press Box at the rear and the changing rooms beneath.