Relevance of the research is determined by the fact that the specific characteristics of the real estate market are different not only in the various countries but also within one country. Urban entrepreneurship in the real estate market in Latvia approaches several economic aspects related to this issue, as the business development trends of the industry are affecting the general industry and state development, so it needs the more focused attention. The objective of the research is to identify the urban entrepreneurship development trends in the Latvian real estate market, in order to provide recommendations for more efficient work planning of the representatives of the business and the public sector. Several theoretical aspects that describe the business sector development importance from the macroeconomic point of view have been examined, the region inequality problems and their impact on business sector have been explored. In the practical part of the paper the existing situation in the market has been studied and the key business development issues in the real estate and construction industry in Latvia and its regions have been identified, that has a great importance at country level. Analysis of influence of housing maintenance expenditures has a great importance for Latvia as well, and data processing in such form was not done before. The conducted real estate market researches allow assessing the situation on the perspective. Real estate market and construction branch are driven by the investment multiplier effect, so investments in this branches can be one of the solutions for solving regional development problems. The explored issues are affecting also the community and the environment, and thus the quality of life. In turn, purchasing power is affecting the business opportunities in the certain region. Comparative, historical and statistical methods have been used in the research. Timely regulating the real estate market and the business, it is possible to improve the long-term development, which will positively affect the overall development of the country and promote economic growth.