Singapore's Ministry of Health and National Environment Agency confirmed 26 new local infections -- the majority around the eastern Aljunied suburb where most of the other cases have been clustered.
Many of the initial cases were foreign workers on a condominium project.
Zika, which has been detected in 58 countries and particularly Brazil, causes only mild symptoms for most people, such as fever and a rash.
But in pregnant women, Zika can cause microcephaly, a deformation in which babies are born with abnormally small brains and heads.
The NEA said it had inspected 5,000 out of 6,000 homes in the affected cluster by Monday, destroying 39 breeding sites.
Those found with mosquito breeding sites in their homes can be fined up to Sg$5,000 (USD 3,700).
Singapore, despite having the highest health care standards in Southeast Asia, is a densely populated tropical island with frequent rain. Mosquitoes breed in stagnant water that collects in construction sites, open space and homes.
Singapore's first reported case of Zika in May involved a man who had visited Sao Paulo in Brazil earlier in the year.
Neighbouring countries such as Malaysia, Indonesia and the Philippines have said they will monitor visitor arrivals from Singapore, while Taiwan and Australia have issued travel advisories warning against travel to the city-state.
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