Planning of neighborhoods that efficiently implement active solar systems (e.g., solar thermal technologies, photovoltaics) and passive solar strategies (e.g., daylight control, sunlight access through optimized buildings' morphology, cool pavements, greeneries) is increasingly important to achieve positive energy and carbon neutrality targets, as well as to create livable urban spaces. In that regard, solar neighborhoods represent a virtuous series of solutions for communities that prioritize the exploitation of solar energy, with limited energy management systems. The ten questions answered in this article provide a critical overview of the technical, legislative, and environmental aspects to be considered in the planning and design of solar neighborhoods. The article moves from the categorization of “Solar Neighborhood” and the analysis of the state-of-the-art passive and active solar strategies to the identification of challenges and opportunities for solar solutions’ deployment. Insights into legislative aspects and lessons learned from case studies are also provided. Ongoing trends in solar energy digitalization, competing use of urban surfaces, and multi-criteria design workflows for optimal use of solar energy are outlined, emphasizing how they generate new opportunities for urban planners, authorities, and citizens. A framework is introduced to guide the potential evolution of solar neighborhoods in the next decade and to support the design of urban areas and landscapes with architecturally integrated solar energy solutions.