7.33 percent. This is the rate at which Gilman School graduates go on to attend Harvard, Yale, Princeton, Stanford, and MIT. If you observe the real estate market in Baltimore for a long time, you will often encounter families looking to move near this school.

One family decided to apply to Gilman School as their child reached the upper grades of elementary school. They were advised during a pre-application consultation that it would be practical to move to Roland Park or nearby to minimize the commuting distance.

Gilman School, which opened in 1897 as the first country day school in the U.S., is an all-boys school located near Roland Park. There are a total of 1,034 students enrolled from pre-K to 12th grade, with a student-to-teacher ratio of 6 to 1. For the 2026-2027 school year, tuition is set between $23,535 and $41,775 depending on the grade. Recent graduate data shows that the college matriculation rate for top 50 universities is 17.83 percent, and for top 25 universities, it is 19.5 percent. The Gilman School alumni network is also active in the Baltimore community, which is said to help with local networking. Nearby is the all-girls Roland Park Country School, so many families consider both schools together. Since Gilman School is an all-boys school, families with daughters often consider the nearby Roland Park Country School as well. The two schools are close enough to walk between, allowing some families to send siblings to each school. Since the tuition structures and financial aid conditions vary by school, it is advisable to inquire about both individually for comparison. The Baltimore area is also close to Washington, D.C., so some families consider commuting conditions as well. However, actual commuting times can vary significantly depending on rush hour traffic, so it may be helpful to travel during peak hours to assess the commute.

Home prices are more accurately assessed based on Roland Park, where Gilman School is located, considering the actual commuting distance. According to data from Homes.com, the median home price in Roland Park was $600,000 as of March 2026, and based on Redfin, the median sale price for the most recent month in November 2025 was $757,000, which is a 14.7 percent increase from the previous year. According to MoveTo, the median asking price for listings in June 2026 rose to $875,000. The large variation in numbers is due to the low transaction volume in the area, resulting in a small sample size, so it is safer to check recent transaction cases individually when viewing actual listings.

In neighborhoods like Roland Park, where transaction volumes are low, rental listings are also not common. If approaching for investment purposes, it may be worth looking at nearby areas like Mount Washington or Ruxton Park, which have similar school district reputations but more frequent listings. Maryland has significant differences in financial aid programs among private schools. Comparing the financial aid amounts of nearby private schools, in addition to Gilman School, can help gauge the actual financial burden.

Property tax rates and various deduction systems differ by county in Maryland. Baltimore City and Baltimore County also have different tax rate systems, so it is safer to check the actual property tax bills for each listing rather than estimating based on previous residences. Admission requirements and tuition for private schools, including Gilman School, are adjusted annually, so it is advisable to contact the school directly before applying.

Applications to Gilman School typically begin in the fall and close in early the following year. Standardized tests, school visits, and interviews are conducted sequentially, so once the application grade is determined, it is best to schedule at least six months in advance. Financial aid requires a separate application process and documentation of income, so it is good to be aware of this in advance. In the Baltimore area, there are also private schools like McDonogh School and Loyola Blakefield, so many families compare commuting distances and tuition across multiple schools.

This article is not investment or legal advice, and it is recommended to consult with real estate and tax professionals before making any actual contracts.