An interactive contractual transaction system (10) is provided for automated generation of transaction contracts and other documents associated with the contracts at specified dates. The system 10 comprises online access means for one or more user communications terminals to access the system (10) over a communications network, date input means (16) arranged for entering one or more dates for specified actions in a transaction contract, contact detail input means (18) arranged for entering contact details of specified party or parties, data storage means (11 ) arranged for storing the date or dates for each of the specified actions and for storing the contact details, and document creation means arranged to retrieve relevant stored data from the storage means for importing the retrieved data in at least one document for notifying of the transaction contract and the specified date or dates for action(s) that is relevant to the specified party or one of the specified parties. In one embodiment the system is adapted to generate contractual agreements for transactions suitable for use in jurisdictions of the regions or countries where transactions are to take place. / Registration Payment Terms & conditions Housekeeping 1 Title search Property descriptior 14 Mortgagees 11 f Easements Stage l : Pre 1 I Database signing contract J Stage 4 : Checking due dates J Contact details Rtaes notice 22 Rent agreement ( - Land tax i f Preparing Stage5 : 1 for settlement Contract date Deposit $, due date Diarying Stage 2 : due I Special Settlement conditions date ates 16// Contact with buyer or buyer' s solicitor I Stage 6 : 1 Settlement f Stage 3 : Seller' s details, real estate agent' s details, buyer' s details. 1 Letters to buyer/buyer' s solicitor, real estate agent, mortgagee