This comparison is useful because both records are verified Downtown high-rise condo buildings with a Walk Score of 99. Newmark Tower was built in 1991 with 192 residences across 25 stories. Watermark Tower was built in 1983 with 95 residences across 22 stories.
The amenity lists overlap without being identical. Newmark Tower lists indoor pool, concierge, and gym. Watermark Tower lists rooftop deck, concierge, and gym. The published HOA ranges are close but not identical: Newmark Tower is listed at $700 to $1600, while Watermark Tower is listed at $800 to $1700.
I would compare the exact units side by side on monthly cost, floor, exposure, parking, reserves, rental policy, pet policy, and current building documents. The better choice is the unit and HOA position that underwrites cleanly for the buyer, not simply the larger building or the smaller building.