Live Baltimore Trolley Tour: Winter 2026

The Winter 2026 Trolley Tour features neighborhoods in Southeast Baltimore City!

Live Baltimore's Trolley Tour is for buyers at ALL stages of the homebuying process. You do not need to be buying a home soon to benefit from this free, in-person informative event.

At Trolley Tour, you'll:

• Attend expert-led workshops on the homebuying process
• Connect with real estate professionals and community organizations in the City Living Fair
• Explore 10+ Southeast Baltimore neighborhoods on a narrated bus tour
• AND become eligible for $5,000 toward the purchase of a home anywhere in Baltimore City!*

Need to request disability accommodations? Live Baltimore is committed to making our events accessible to everyone. If you require an accommodation or service to fully participate in Trolley Tour, please get in touch with our Events Manager at events@livebaltimore.com at least two weeks prior to the event. In all situations, a good-faith effort will be made to provide reasonable accommodations.

*Your attendance at Trolley Tour qualifies you to apply for the $5,000 Buying Into Baltimore down payment and closing cost assistance incentive. Attendees can apply for the incentive from Monday, Feb. 9, through Feb. 25. Twenty homebuyers will be selected from a pool of eligible applicants on February 27, 2026, via a lottery process. Learn the details of qualifying for the incentive lottery here or email us lottery@livebaltimore.com.