SMARTHOUSE technology offers devices that help the elderly and people with disabilities to live independently in their homes. This paper presents our experiences from a pilot project applying case-based reasoning techniques to match the needs of the elderly and those with disabilities to SMARTHOUSE technology. The SMARTHOUSE problem is decomposed into sub-tasks, and generalised concepts added for each sub-task. This decomposition and generalisation enables multiple case reuse employing a standard decision tree index based iterative retrieval strategy. Documented real situations are used to create a small case base. An initial prototype is evaluated empirically using leaveone-out testing, and separately with the domain expert on newly created test cases. Results show that system generated solutions to be comparable to those of a domain expert. Importantly, the iterative retrieval strategy employing multiple indices generated solutions that were significantly better compared to a one-shot retrieval without indices.