In this Kiplinger article, Davey's RJ Laverne tells homeowners to be patient and opt for planting medium trees that will give you a great return on your investment in about three to five years when they catch up to the larger trees.

“The best tree is the one you planted 20 years ago,” goes the adage, so don’t delay. As it grows, a tree will add to your property’s value and cut your summer cooling bills (especially if it shades an exterior air conditioning unit). What you can get for $1,000 depends on the location, tree type and size, and time of year, according to Davey Tree Expert Co., a tree-service company based in Kent, Ohio.
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The Davey Tree Expert Company provides research-driven tree services, grounds maintenance and environmental and utility infrastructure consulting for residential, utility, commercial and environmental partners in the U.S. and Canada. Established in 1880 and headquartered in Kent, Ohio, Davey has over 12,000 employees who create and deliver sustainable solutions. Davey continues to grow through expertise with the SEED Campus, its newest commitment to training, research and safety. Become part of the Davey legacy by applying today and join one of the top ten largest employee-owned companies in the U.S.