The synthesis of the α,ω-bis[dichloro(trimethylsilylmethyl)stannyl]alkanes, (Me₃SiCH₂)Cl₂Sn(CH₂)_nSnCl₂(CH₂SiMe₃) (13, n = 5; 14, n = 6; 15, n = 7; 16, n = 8; 17, n = 10; 18, n = 12) and the corresponding oligomethylene-bridged diorganotin oxides [(Me₃SiCH₂)(O)Sn(CH₂)_nSn(O)(CH₂SiMe₃)]_m (19, n = 5; 20, n = 6; 21, n = 7; 22, n = 8; 23, n = 10; 24; n = 12) is reported. The reaction of the diorganodichlorostannanes 13–18 with the corresponding diorganotin oxides 19–24 provided the spacer-bridged tetraorganodistannoxanes {[(Me₃SiCH₂)ClSn(CH₂)_nSnCl(CH₂SiMe₃)]O}₄ (25, n = 5; 26, n = 6; 27, n = 7; 28, n = 8; 29, n = 10; 30, n = 12). Compounds 13–30 have been identified by elemental analyses and multinuclear NMR spectroscopy. Compounds 25, 27, 29 and 30 have also been characterised by single crystal X-ray diffraction analysis and electrospray mass spectrometry. For the latter the essential double ladder motif is maintained for all n in the solid state, but subtle changes in alignment of the ladder planes occur. Separation between the two layers of the double ladder ranges from approx. 8.7 Å (for 25, n = 5) to approx. 15 Å (for 30, n = 12). In solution there is some dissociation of the double ladders into the corresponding dimers. The degree of dissociation is favoured by increasing oligomethylene chain length n.