Skip to main content
Join The Club
- Join our community
17
Member Features
24/7
Access Available
5K+
Active Members
Live Q&A Sessions
Weekly interactive sessions
Member Competitions
Win exclusive prizes
Exclusive Content
Premium articles & videos
Early Access
First to see new features
Exclusive Newsletters
Football news direct to your inbox
Monthly Rewards
Surprise gifts & perks
GET CLUB ACCESS QUICK
For the quickest way to join, simply enter your email below and get access. We will send a confirmation and sign you up to our newsletter to keep you updated on all your football news.
By submitting your information you agree to the Terms & Conditions and Privacy Policy and are aged 16 or over.
FIND OUT ABOUT OUR MAGAZINE
Want to subscribe to the magazine? Click the button below to find out more information.
Find out more
Get Club Access Quick

Join The Club for quick access. Enter your email below and we'll send confirmation plus sign you up to our newsletter.

By submitting your information you agree to the Terms & Conditions and Privacy Policy and are aged 16 or over.

Background
Welcome to Fourfourtwo club !
Hi ,

Your membership journey starts here.

Keep exploring and earning more as a member.

MY ACCOUNT

Badge picture
Earn your first badge
Complete 1 quiz to unlock your first badge.
Keep earning badges
Explore ways to get more involved as a member.
Football Quizzes

Football Quizzes

Quick quizzes for football fans.

Read Now
Football Crosswords

Football Crosswords

Football-themed crossword challenges.

Read Now

See what you’ve unlocked.

Explore your membership benefits.

Explore
Member Exclusives
Find the subscription that suits you

Find the subscription that suits you

We’ve highlighted the subscriptions our members get the most value from.

Explore

Sign Out
FourFourTwo FourFourTwo FOOTBALL NEWS, FEATURES, QUIZZES
UK EditionUK AU EditionAustralia US EditionUS CA EditionCanada KR Edition대한민국 TR EditionTürkiye
Sign in
  • View Profile
  • Sign out
  • Soccer Cleat Buying Guides
  • Newsletter
  • News
  • Video
  • Features
  • Quizzes
  • Clubs
  • Membership
  • More
    • Interviews
    • Opinion
    • The Magazine Archive
    • Subscribe
    • How to Watch
    • About
    • Lists
FourFourTwo Magazine
FourFourTwo Magazine
Why subscribe?
  • Fascinating feature articles, covering everything from grass-roots football to the international scene
  • 'ACCESS ALL AREAS' pass to exclusive interviews with the biggest and best names in the game!
From$29.99
Save 36%
Subscribe now
Trending
  • 🚨 PSG's Liverpool disrespect
  • ⚖️ Legal action against Chelsea
  • Ronaldo
  • EPL
  • Interviews
  • Transfers
  • Messi
  1. Competition

Ranked! Real Madrid’s 22 Premier League signings, from blunders to wonders

Features
By Paul Sarahs published 30 January 2018

When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

Prised from the Prem - but prized or despised?

Prised from the Prem - but prized or despised?

Rich and glamorous, Real Madrid have spent decades pursuing the planet’s best players, but only recently have they regularly pillaged the Premier League for their next big thing.

Since 1999, the Spanish giants have raided the English top flight for 22 signings: some of the finest players to ever kick a ball, as well as a few cult heroes, short-term fixes and some who never made much sense. From David Beckham to Cristiano Ronaldo to, well, Julien Faubert, we rank all of Real Madrid’s Premier League signings of the last 20 years. 

Page 1 of 23
Page 1 of 23
22. Jonathan Woodgate

22. Jonathan Woodgate

Woodgate’s career was stymied by injury so when Real Madrid spent £13.4m for his services in 2004 it raised more than a few eyebrows.  Having played 37 times in his 18 months at Newcastle, the England defender arrived at the Bernabeu injured and didn’t make his debut for over a year. When he did, it proved to be a disaster. 

Initially roared on by an optimistic Bernabeu crowd, Woodgate proceeded to steer a shot into his own net on 24 minutes. He then managed to get sent off for two bookings, capping the mother of all nightmare debuts. He managed just 891 minutes of action in a two-year spell which cost Madrid £16,000 per minute played and was later vote by Marca readers as the worst transfer of the 21st century. Ouch.

Verdict: Started horribly, went downhill from there

Page 2 of 23
Page 2 of 23
21. Nicolas Anelka

21. Nicolas Anelka

At just 20 years old, Arsenal whizkid Anelka was already known for his difficult temperament, but that didn’t stop Madrid from forking out £23m to sign him in the summer of 1999. The lightning-quick goalscorer failed to settle in Madrid, and it showed on the pitch – he didn't score in La Liga until February.

He also managed to fall out with the affable Vicente del Bosque, which got him suspended from training. After two goals in 19 league games, he moved back to his first club, PSG, for £22m: at least Madrid managed to get most of their money back.

Verdict: Not at all worth the trouble

Page 3 of 23
Page 3 of 23
20. Julien Faubert

20. Julien Faubert

Faubert struggled to hold down a regular place in the West Ham side, ranking this as one of the more bizarre signings of recent seasons.  But in January 2009, Juande Ramos needed a back-up winger and duly sanctioned a shock loan deal for the Frenchman. “His agent should be knighted by the Queen,” Paul Merson quipped.   

The short-term stint in Madrid went exactly as predicted – badly. Faubert was accused of falling asleep on the bench in a game against Villarreal. He later denied it, telling FourFourTwo he'd just closed his eyes because he was bored.

The hijinks didn’t end there, though. Faubert also missed a Sunday training session because he thought he had the day off. “The boy just got confused, nothing more,” Ramos said. Having featured for 52 minutes in total, he soon returned to London, and now plays for Indonesian side Borneo.

Verdict: Comedy gold 

Page 4 of 23
Page 4 of 23
19. Thomas Gravesen

19. Thomas Gravesen

Gravesen had six months left on his Everton contract when his agent told him Real Madrid had been in touch. “I told him to stop joking,” Gravesen recalled. “Seven days later, it was done.”

Madrid were after a midfielder to sit behind Zinedine Zidane and Luis Figo. The Danish international did a decent job in the 18 months he was at the Bernabeu, but became more known for his physical style and his unusual manner of shouting and joking on the pitch. By far his greatest legacy was the ‘Gravesinha’ – a bizarre move fondly recalled in many a Madrid bar since, in which he feigned a pass by touching the ground with his left knee (which then started to bleed).

In August 2006 a training-ground bust-up with Robinho saw him sold to Celtic. He now resides in Las Vegas having made a fortune in investments.

Verdict: No hit, but a figure of fun 

Page 5 of 23
Page 5 of 23
18. Lassana Diarra

18. Lassana Diarra

No stranger to the odd transfer move, Lassana Diarra swapped Portsmouth for Madrid in a £20m deal to replace the injured Mahamadou Diarra in 2008. “Lass” as he was known in Spain somehow acquired the fabled No. 10 shirt, previously worn by the likes of Robinho, Michael Laudrup, Luis Figo and Robert Prosinecki.

He was in and out of the team and was moved on to Anzhi Makhachkala in 2012. He has since turned out for Lokomotiv Moscow, Marseille, and UAE side Al Jazira, moving to PSG in January 2018.

Verdict: Overly expensive 

Page 6 of 23
Page 6 of 23
17. Emmanuel Adebayor

17. Emmanuel Adebayor

The former Arsenal man joined Real Madrid on loan from Manchester City in the winter transfer window of 2011 to stop then boss Jose Mourinho moaning about a lack of depth up front.  He played mostly from the bench and scored a respectable eight goals – two of which came against Spurs – but other than that struggled to make a significant impact.  Those goals against Tottenham made an impression, however – Adebayor joined the north London side the following season on loan from City and signed a permanent deal the year after.

The Togolese international now plays his football in Turkey with Istanbul Basaksehir, alongside Emre Belozoglu, Gael Clichy and Gokhan Inler - a veritable Premier League old boys' club on the banks of the Bosphorus. 

Verdict: A forgettable spell    

Page 7 of 23
Page 7 of 23
16. Michael Owen

16. Michael Owen

With his Liverpool contract entering its final year, former Ballon d’Or winner Owen jumped at the chance to play alongside Ronaldo, Zidane, Raul and David Beckham by sealing an £8m move in 2004.

A slow start segued into a hot streak following the international break in October, with Owen scoring the only goal in successive games against Dynamo Kiev in the Champions League and Valencia in La Liga.  He scored 13 league goals in his only campaign but never dislodged Raul and Ronaldo, and it hardly helped that he spent most of the year holed up in a business hotel. 

He moved back to the Premier League with Newcastle United just 12 months later, and hung up his boots in 2013 after spells with Manchester United and Stoke City.

Verdict: Never really took off 


 

Page 8 of 23
Page 8 of 23
15. Jerzy Dudek

15. Jerzy Dudek

The Polish international joined Madrid in 2007 when his contract at Liverpool expired.  He had achieved legend status with the Reds following his heroic performance between the posts in the Miracle of Istanbul in 2005: Liverpool won the Champions League on penalties against Milan thanks to Dudek's shootout saves from Andrea Pirlo and Andriy Shevchenko.

He swapped Merseyside for Madrid following six years at Liverpool but barely featured for Los Blancos, making just two league appearances in four years at the club, firmly behind Iker Casillas in the pecking order.  Despite the paucity of appearances, he yet became a popular figure and left through a guard of honour in his final game.

Verdict: Made up the numbers

Page 9 of 23
Page 9 of 23
14. Michael Essien

14. Michael Essien

One of Jose Mourinho’s favourites, Ghanaian international Essien moved from Chelsea on a season-long loan deal in the summer of 2012, having struggled with injuries at Chelsea.  His time with the Blues was one of unrivalled success for the club, with Essien instrumental in two Premier League wins, four FA Cups and their first ever Champions League victory in 2012. 

He was useful at the Bernabeu, often filling in a right back, but ultimately managed only a bit-part role under Mourinho before joining Milan the following summer on a permanent deal. Essien is still playing football at the age of 35 with Persib Bandung in Indonesia.

Verdict: Did a job

Page 10 of 23
Page 10 of 23
13. Gabriel Heinze

13. Gabriel Heinze

Argentinian international Heinze was one of many United players to fall out with Sir Alex Ferguson over the years, with the Scot accusing Real Madrid of only wanting to sign him to lure his friend Cristiano Ronaldo away from Manchester United.  Heinze had originally wanted to move to Liverpool when his exit from United was guaranteed but Ferguson put a stop to it. 

Heinze won the Premier League with United and La Liga with Real Madrid in successive seasons before seeing out his career with Marseille, Roma and Newell’s Old Boys back in his native Argentina.

Verdict: Decent enough 

Page 11 of 23
Page 11 of 23
12. Javier Hernandez

12. Javier Hernandez

Mexico international Javier ‘Chicharito’ Hernandez arrived from Manchester United on transfer deadline day in 2014, but struggled to make a significant impact while playing second fiddle to Karim Benzema.  He scored just nine goals for Real Madrid, although one of those settled the Champions League quarter-final against cross-city rivals Atletico.

Now back in the Premier League with West Ham United following a couple of decent goalscoring seasons in Germany with Bayer Leverkusen, even making the Bundesliga team of the season in 2015/16. Hernandez is Mexico’s all-time leading goalscorer with 49 goals in 99 games.

Verdict: Worth it for that goal against Atleti

Page 12 of 23
Page 12 of 23
11. Jose Antonio Reyes

11. Jose Antonio Reyes

Reyes left Arsenal for Real Madrid in a loan swap deal on transfer deadline day 2006, with Julio Baptista going in the other direction. The former Sevilla winger played 38 games in total for Los Blancos during his only season at the Bernabeu, scoring six league goals – the most important of which came on the final day of the season when he scored twice in a 3-1 win over Mallorca that saw Madrid snatch the 2007 league title ahead of Barcelona on head-to-head record. 

Reyes never played for Arsenal again, moving to Atletico Madrid and then back to his first club, Sevilla, before spending a season with Espanyol.

Verdict: Turned up when it mattered

Page 13 of 23
Page 13 of 23
10. Ricardo Carvalho

10. Ricardo Carvalho

Centre back Carvalho was another favourite of Jose Mourinho, having played for his fellow Portuguese at Porto, Chelsea and Real Madrid.  He joined Los Blancos for a measly £6.7m in 2010 and played a total of 48 matches in his first season at the Estadio Santiago Bernabeu, but injuries in his second term saw his contribution wane. 

He won La Liga in 2011/12 before spending three seasons at Monaco.  Nudging 40, Carvalho is still playing football, now with Shanghai SIPG, and was the oldest outfield player at Euro 2016 – which he won with Portugal.

Verdict: Cheap, loyal, dependable 

Page 14 of 23
Page 14 of 23
9. Alvaro Arbeloa

9. Alvaro Arbeloa

A fan favourite at Madrid having been a stalwart of both the Madrid Castilla and Real Madrid C teams before his move to Deportivo La Coruna in 2006, Arbeloa signed for his boyhood club for a second time in 2009 from Liverpool.  Rarely part of Real Madrid’s best XI, he was nevertheless a useful squad player for his versatility and professionalism – especially at a fee of just £3.5m.  He became a key Mourinho ally as the dressing room split, which went down well with the hardcore fans, who gave him a lavish send-off in his final game.

Now retired, Arbeloa enjoyed a trophy-laden career at club and international level, twice winning the Champions League with Madrid as well as the World Cup in 2010 and the Euros in 2008 and 2012.

Verdict: Good value for money

Page 15 of 23
Page 15 of 23
8. David Beckham

8. David Beckham

Beckham’s arrival coincided with the beginning of the end of the Galactico era at Real Madrid, having joined just as Claude Makelele and Vicente del Bosque were leaving the Bernabeu. Los Blancos didn’t win a thing in Beckham’s first three years at the club and when he was pressed for a decision on a contract extension the club had offered him, he revealed that he would be joining LA Galaxy of Major League Soccer at the end of the season.

By the time he departed with a final-day league title triumph in 2007, his professional attitude had earned him popularity and respect.

Verdict: Did more than just sell shirts 

Page 16 of 23
Page 16 of 23
7. Arjen Robben

7. Arjen Robben

Dutchman Robben arrived from Chelsea in 2007 having helped the Blues to five trophies in just three seasons.  His stay at the Bernabeu was cut short in the summer of 2009 when Real Madrid signed a certain Cristiano Ronaldo, with Robben claiming that he never wanted to leave Madrid but was forced out to make way for the Portuguese. 

Real Madrid’s loss was Bayern Munich’s gain, Robben helping them to six league titles in eight seasons, including four doubles and a Champions League trophy.

Verdict: Should never have been sold

Page 17 of 23
Page 17 of 23
6. Gareth Bale

6. Gareth Bale

Real Madrid made Gareth Bale the most expensive signing of all time when they bought him from Tottenham in 2013.  He repaid part of that fee almost immediately with decisive goals in the finals of both the Copa del Rey against Barcelona and the Champions League against Atletico Madrid. 

The ‘Cardiff Express’ was also unstoppable in the title run-in of 2016/17, but has struggled to make a consistent impact at the Bernabeu due to his injury and fitness issues.  Bale is still only 28, though, and has an opportunity to become a true great at Real Madrid, fitness permitting.

Verdict: Good, but limited by poor fitness 

Page 18 of 23
Page 18 of 23
5. Steve McManaman

5. Steve McManaman

McManaman signed for Real Madrid from Liverpool on a free transfer in 1999, becoming just the second Englishman to play for the Spanish giants after Laurie Cunningham 20 years earlier. 

McManaman capped a fine debut season with Los Blancos with a spectacular volley in the final of the Champions League against Valencia in a 3-0 victory at the Stade de France.  Teammate Luis Figo won the Ballon d’Or in 2000 with Zinedine Zidane coming second, but McManaman played an important supporting role and stayed at the Bernabeu until 2003, winning two league titles and adding another Champions League to his trophy cabinet.

Verdict: A valuable supporting act

Page 19 of 23
Page 19 of 23
4. Ruud van Nistelrooy

4. Ruud van Nistelrooy

After handing in a transfer request at Manchester United, Van Nistelrooy signed for Madrid in the summer of 2006, where his predatory instincts fired the team to back-to-back league titles. Nicknamed ‘Van Gol’, the Dutchman won the Pichichi award in his first season with 25 goals, and scored in seven consecutive matches – equalling the La Liga record with former Madrid legend Hugo Sanchez.

Injuries slowed him down, but he left in 2010 with a superb record of 64 goals in 96 games, spending a season in the Bundesliga with Hamburg before retiring after a year at Malaga.  

Verdict: A steal at £10m

Page 20 of 23
Page 20 of 23
3. Xabi Alonso

3. Xabi Alonso

Alonso joined Real Madrid in a £30m deal in 2009 amid rumours of a falling out with Liverpool boss Rafa Benitez.  Returning President Florentino Perez wasted no time in making the former Real Sociedad playmaker one of the first signings of his second spell in charge of the club, and it turned out to be a masterstroke.

Alonso continued to do what he had done throughout his career at club and international level – boosting the midfield with elegance, intelligence and maturity. As well as huge success in club football, he was also part of the Spain squads that won the World Cup in 2010 and the Euros in 2008 and 2012.

He remained at Madrid for four years, winning the league title in 2012, two Copa del Rey trophies and – most importantly – the club’s 10th Champions League title in 2014 before moving on to Bayern Munich, where he added three Bundesliga title to his trophy cabinet. 

Verdict: A class act

Page 21 of 23
Page 21 of 23
2. Luka Modric

2. Luka Modric

Modric didn’t enjoy the best of starts in a Real Madrid shirt, culminating with a Marca poll voting the Croatian as the worst signing of the season in early 2013.  Due to selling club Tottenham playing hardball over his transfer fee, he missed pre-season with his new team and arrived out of shape in August 2012.

Modric began to blossom under the tutelage of Carlo Ancelotti following the Italian’s arrival in the summer of 2013, becoming the ingenious fulcrum of the team – and has remained so ever since. As others grab the limelight, he and Toni Kroos are the ones who make the Madrid machine run so smoothly.  

Verdict: Invaluable and underrated

Page 22 of 23
Page 22 of 23
1. Cristiano Ronaldo

1. Cristiano Ronaldo

Cristiano joined Real Madrid from Manchester United in 2009 for a then world record transfer fee of £80m, six months after Sir Alex Ferguson fumed that he "wouldn’t sell them a virus". The Portuguese international has gone on to score more than 400 goals, become the club’s record scorer, win four Ballons d’Or and has guided Madrid to three Champions League titles.

One of the greatest footballers to ever play the game, despite being high maintenance in the nine seasons he’s spent at the Bernabeu, Ronaldo will go down as a Real Madrid legend.

Verdict: Worth every penny

Page 23 of 23
Page 23 of 23
Paul Sarahs
Latest in Competition
MANCHESTER, ENGLAND - MARCH 25: ESPN UWCL presenter Alex Scott during the UEFA Women's Champions League 2025/26 Quarter-finals First Leg match between Manchester United FC and FC Bayern München at Old Trafford on March 25, 2026 in Manchester, England.
Competition Alex Scott says Arsenal, Chelsea and Manchester United's Champions League displays are perfect WSL advert
 
 
An exterior view of Stamford Bridge, home of Chelsea FC.
Competition Premier League clubs consider joint legal action over Chelsea 'secret payments' ruling: report
 
 
FFT389.feat_wcplayoffs.gettyimages_2206168696
Competition World Cup 2026 Playoffs: The complete guide
 
 
Arsenal's English midfielder #41 Declan Rice (L) and Arsenal's Swedish striker #14 Viktor Gyokeres (R) warm up ahead of the start of the English Premier League football match between Arsenal and Chelsea at the Emirates Stadium in London on March 1, 2026. (Photo by Adrian Dennis / AFP) / RESTRICTED TO EDITORIAL USE. No use with unauthorized audio, video, data, fixture lists, club/league logos or 'live' services. Online in-match use limited to 120 images. An additional 40 images may be used in extra time. No video emulation. Social media in-match use limited to 120 images. An additional 40 images may be used in extra time. No use in betting publications, games or single club/league/player publications. /
Competition Welcome to the Premier League where the product is so good it’s bad
 
 
Harry Wilson of Wales celebrates scoring his team's first goal during the FIFA World Cup 2026 qualifier match between Wales and North Macedonia at Cardiff City Stadium on November 18, 2025 in Cardiff, Wales.
Competition Get 73% off a Nord VPN subscription for a limited time only and catch every second of the Premier League's climax
 
 
Czech Republic Euro 2024 squad Patrik Schick (C) celebrates scoring his team's first goal during the UEFA EURO 2024 group stage match between Georgia and Czechia at Volksparkstadion on June 22, 2024 in Hamburg, Germany.
Competition How to watch Czechia vs Republic of Ireland: Streams and TV info
 
 
Latest in Features
MANCHESTER, ENGLAND - MARCH 25: ESPN UWCL presenter Alex Scott during the UEFA Women's Champions League 2025/26 Quarter-finals First Leg match between Manchester United FC and FC Bayern München at Old Trafford on March 25, 2026 in Manchester, England.
Competition Alex Scott says Arsenal, Chelsea and Manchester United's Champions League displays are perfect WSL advert
 
 
FFT389.feat_wcplayoffs.gettyimages_2206168696
Competition World Cup 2026 Playoffs: The complete guide
 
 
Czech Republic Euro 2024 squad Patrik Schick (C) celebrates scoring his team's first goal during the UEFA EURO 2024 group stage match between Georgia and Czechia at Volksparkstadion on June 22, 2024 in Hamburg, Germany.
Competition How to watch Czechia vs Republic of Ireland: Streams and TV info
 
 
An aerial view of American Express Community Stadium prior to the Premier League match between Brighton & Hove Albion and Manchester United at American Express Community Stadium on May 04, 2023 in Brighton, England.
Quiz Quiz! Can you name every English county to have a club in the 92?
 
 
Jamaica World Cup 2026 squad: Leon Bailey #7 of Jamaica controls the ball during the a CONCACAF Gold Cup quarterfinal match against Guatemala at TQL Stadium on July 09, 2023 in Cincinnati, Ohio. (Photo by Jeff Dean/Getty Images)
Team Jamaica World Cup 2026 squad: Rudolph Speid’s latest selection ahead of the World Cup qualifying inter-confederation play-offs
 
 
Sweden World Cup 2026 squad: Sweden's forward #09 Alexander Isak reacts after the second goal for Switzerland during the 2026 World Cup qualifiers Europe zone group B football match between Sweden and Switzerland on October 10, 2025 in Solna, Sweden. (Photo by Jonathan Nackstrand / AFP)
Team Sweden World Cup 2026 squad: Graham Potter’s latest selection ahead of the World Cup qualifying play-offs
 
 
LATEST ARTICLES
  1. Republic of Ireland supporters, from left, Lenny McCarthy, Hugo McCarthy, both from Douglas, Cork, Joseph McCarthy, Trevor McCarthy, and Eddie McCarthy, all from Palmerstown, Dublin, on the Charles Bridge in Prague, before the FIFA World Cup 2026 European Qualifiers play-off semi-final match between Czechia and Republic of Ireland at Fortuna Arena in Prague, Czechia.
    1
    World Cup 2026 Playoffs: The complete guide
  2. 2
    Premier League clubs consider joint legal action over Chelsea 'secret payments' ruling: report
  3. 3
    Watch Turkey vs Romania: Live streams, TV details
  4. 4
    Tottenham Hotspur have gentleman's agreement to sell star player to Real Madrid or Barcelona: report
  5. 5
    PSG's Hillsborough fixture excuse is tasteless disrespect of Liverpool history and region

FourFourTwo is part of Future US Inc, an international media group and leading digital publisher. Visit our corporate site.

Add as a preferred source on Google Add as a preferred source on Google
  • Terms and conditions
  • Contact Future's experts
  • Privacy policy
  • Cookies policy
  • Accessibility statement
  • Careers
  • About FourFourTwo
  • Advertise with us
  • Worldwide
  • How to pitch to FourFourTwo

© Future US, Inc. Full 7th Floor, 130 West 42nd Street, New York, NY 10036.

Please login or signup to comment

Please wait...