A system and method of searching for real estate. A server is communicatively connected to a database comprised of real estate records. One or more client devices communicatively connected to the server receive a defined non-contiguous geographic search area and attribute criteria values for attributes of the sought real estate and the client devices transmit the defined non-contiguous geographic search area and attribute criteria values to the server. The server calculates minimum bounding rectangles corresponding to the non-contiguous geographic search area, queries the database of real estate using the minimum bounding rectangles and attribute criteria values to generate a first set of returned records, compares the first set of returned records against the defined non-contiguous search area to generate a second set of returned records that is a subset of the first set of returned records, and transmits the second set of returned records to the client device.