We present a method for early detection of lymphatic fluid accumulation in lymphedema patients based on microwave imaging of the limb volume across an air gap. The proposed algorithm uses contour information of the imaged limb surface to approximate the wave propagation velocity locally to solve the eikonal equation for implementing the adjoint imaging operator. This modified backprojection algorithm results in focused imagery close to the limb surface where lymphatic fluid accumulation presents itself. Next, a deep neural network based on U-Net architecture is employed to identify the location and extent of the lymphatic fluid. Simulation studies with various upper and lower arm profiles compare the focusing performance of the proposed contour assisted backprojection imaging with the baseline imaging approach that assumes homogeneous media. The empirical results of the simulation experiments show that the proposed imaging method significantly improves the ability of the deepnet model to identify the location and the volume of the excess fluid in the limb.