Dutch policy-making has been framed by simultaneous efforts aimed at reforming the social care system and initiating an ambitious sustainable retrofitting programme of housing. In these processes, the willingness and ability of older people, living in owner-occupied housing, to adapt and improve their home or move to a suitable dwelling are crucial. However, our understanding of how and why older people undertake home improvements, and how these practices intersect with policy agendas is still limited. In this paper we draw on a qualitative study with 33 older Dutch homeowner households, to understand how older people conceive home improvements and investments, and their motivations for pursuing them (or not). We find that home improvement as well as moves through and into homeownership are usually deeply connected with ideas of a good life. That may involve adapting to decreasing mobility and cognitive functions, closer relations with children and grandchildren, traveling and hobbies, comfort, and even luxury. However, these practices often lack the coherence implied by policymakers and include intricate considerations of physical, mental, social, and financial well-being.