Boro 5 Spurs Development Team 0
Boro lined up with Julio Arca back in his old position of left-back and new boy Emmanuel Ledesma paired up front with last season's top scorer Marvin Emnes.
The game was played on an immaculate surface but in front of a sparse crowd of just around 20 curious guests from the nearby luxury hotel complex.
Spurs legends Les Ferdinand and Tim Sherwood greeted their Boro counterparts warmly as they arrived ahead of the game with their team.
Emnes was next to test the impressive Button, picking himself up and dusting himself down after being fouled outside the box, only to see his curling free-kick palmed wide on 18 minutes.
In the moments that followed, Faris Haroun, Ledesma and Seb Hines were all denied by the 23-year-old former England youth international.
However, he was unable to prevent Bailey from giving Boro the lead shortly before the half-hour mark.
Emnes started the move with a clever piece of skill out on the right, before feeding Ledesma, who feigned to shoot before playing in Bailey, who tucked the ball home from close range.
Button blocked a Ledesma free-kick as Boro continued to dominate the remainder of the opening half.
Manager Tony Mowbray had indicated ahead of the game that he wanted to give as many of his players a run out as possible and at the interval he made four changes.
Bailey moved to the unfamiliar position of right-back to accommodate the newcomers as Scott McDonald and Luke Williams replaced the front two.
Williams was soon in the thick of the action, taking up where he left off with his two-goal display at Falkirk as he set off on a searing run from the halfway line and laid the ball back to the onrushing Leadbitter, who thumped a cracking shot off the top of the crossbar, much to Button's relief.
Another rash of substituions followed just after the hour-mark and Williams dropped into a supporting role as Curtis Main formed an attacking spearhead alongside McDonald.
Boro's second goal came on 67 minutes as Main supplied Smallwood, who stormed through the Spurs defence and, after a fortunate exchange of passes with Park, was able to square the ball across to McDonald, who geelfully buried his chance with a first time shot form a spotion almost on the goalline.
Within moments is was three as Halliday whipped the ball into the box, Park half-volleyed the ball from the back post and Main slammed home from six yards.
The goal of the game followed shortly afterwards as Park drifted in from the right, feigned to shoot and ghosted past one defender before hammering a low, left-footed shot into the back of the net from just inside the box.
As Spurs struggled to get hold of the ball at all, Boro continued to press and when a surging Main run ended with him being hauled down, Halliday completed the scoring by slamming the penalty high into the top left-hand corner.
There was no time for the game to restart and the referee's whistle signalled the end of another highly-satisfying pre-season performance from Mowbray's men, who are beginning to look like a squad refreshed and revitalised.
Joe Bennett and Jonathan Woodgate did not take part after training seperately from the rest of the group this week, while Rhys Williams was also left out as a precaution after picking up a knock.
Boro: Leutwiler (Ripley 61), Parnaby (Reach 46), Arca (Halliday 30), Hines, McManus, Bailey, Leadbitter (Main 61), Thomson (Smallwood 46), Haroun (Park 61), Ledesma (McDonald 46), Emnes (Williams L 46).
Spurs: Buttom, Byrne, Hall, Velkjovic, Fryers, Mason, Bentaleb, Pritchard, Parrett, Falque, Coulibay. Subs: Stewart, Gomelt, Munns, Ekong.