This paper explores and analyzes two types of maintenance agreements, lifetime support agreements and support until death agreements. It initially delves into these contracts' history, definitions, and essential characteristics. Further examination elucidates the key differences between these two types of agreements, their tax aspects, and the nullity and voidability of contracts. The contracting parties, i.e., the maintenance provider and the maintenance recipient, are investigated in the context of their rights and obligations. It specifically analyzes how the death of the maintenance provider affects both types of contracts, emphasizing different consequences and legal implications. The subject matter of the contract, which often includes real estate, leads us to consider real estate transfer taxes in connection with these agreements. It analyzes in detail how tax regulations can affect the parties to the contracts. The paper also provides a comprehensive overview of the advantages and disadvantages of lifetime support agreements and support until death agreements. The focus is on potential issues such as coercion and manipulation, especially in the context of elderly care facilities, protracted legal proceedings, and the conclusion of lifetime support agreements and support until death agreements to exclude legal heirs from inheritance. It also explores the inadequate awareness of the elderly about these agreements and offers a review of research on their level of awareness conducted in collaboration with the Office of the Public Ombudsman. In conclusion, the paper focuses on strategies to prevent abuse of these agreements and protect the interests of the elderly, providing a comprehensive insight into this important legal topic's legal and societal aspects.