As per Spurs official website (I may have taken some liberties with first team midfield positions).
First Team
GK: Lloris, Friedel, Gomes, Archer
FB: Walker, Naughton, Rose, Fryers
CD: Vertonghen, Dawson, Kaboul, Chiriches
DMC: Capoue, Sandro
MC: Paulinho, Dembele, Bentaleb
AMC: Eriksen, Sigurdsson
W: Lennon, Townsend
SSTR: Chadli, Lamela
STR: Soldado, Adebayor, Defoe (until end of Feb), Kane
Out on loan: Assou-Ekotto, Holtby, Falque, Carroll, Livermore, Mason
Development Squad
GK: Miles, Vigouroux
FB: A. McQueen, Ward
CD: Stewart, Veljkovic, Ball
MID: Dombaxe, Gallifuoco, Lameiras
W: Michael-Percil, McEvoy
STR: D. McQueen, Lancaster, Coulibaly
Out on loan: Khumalo, Hall, Fredericks, Ceballos, Pritchard, Gomelt, Coulthirst, Obika
Contract Expiry - First Team
2014: Friedel, Gomes
2015: Rose, Kaboul, Archer, Assou-Ekotto, Falque, Adebayor (*)
2016: Lloris, Vertonghen, Naughton, Dawson, Fryers, Lennon, Carroll, Livermore, Sandro, Mason
2017: Paulinho, Capoue, Townsend, Dembele, Sigurdsson, Soldado, Kane
2018: Chiriches, Lamela, Holtby, Chadli, Eriksen, Bentaleb
2019: Walker
* Adebayor contract expiry unclear, some reports say 2015 and some 2016. Further contract expiry references: http://spursplayers.blogspot.com
First Team
GK: Lloris, Friedel, Gomes, Archer
FB: Walker, Naughton, Rose, Fryers
CD: Vertonghen, Dawson, Kaboul, Chiriches
DMC: Capoue, Sandro
MC: Paulinho, Dembele, Bentaleb
AMC: Eriksen, Sigurdsson
W: Lennon, Townsend
SSTR: Chadli, Lamela
STR: Soldado, Adebayor, Defoe (until end of Feb), Kane
Out on loan: Assou-Ekotto, Holtby, Falque, Carroll, Livermore, Mason
Development Squad
GK: Miles, Vigouroux
FB: A. McQueen, Ward
CD: Stewart, Veljkovic, Ball
MID: Dombaxe, Gallifuoco, Lameiras
W: Michael-Percil, McEvoy
STR: D. McQueen, Lancaster, Coulibaly
Out on loan: Khumalo, Hall, Fredericks, Ceballos, Pritchard, Gomelt, Coulthirst, Obika
Contract Expiry - First Team
2014: Friedel, Gomes
2015: Rose, Kaboul, Archer, Assou-Ekotto, Falque, Adebayor (*)
2016: Lloris, Vertonghen, Naughton, Dawson, Fryers, Lennon, Carroll, Livermore, Sandro, Mason
2017: Paulinho, Capoue, Townsend, Dembele, Sigurdsson, Soldado, Kane
2018: Chiriches, Lamela, Holtby, Chadli, Eriksen, Bentaleb
2019: Walker
* Adebayor contract expiry unclear, some reports say 2015 and some 2016. Further contract expiry references: http://spursplayers.blogspot.com