List Price is opening bid. Online Auction Only! Bidding begins Saturday, August 22nd and ends Thursday, August 27, 2026 at 12:00 PM. Exceptional Multi-Family Investment Opportunity in Chestertown! GUIDED TOUR, MONDAY, AUGUST 24TH STARTING AT 11:30AM Exceptional Multi-Family Investment Opportunity in Chestertown! Introducing 104 Maple Avenue, a beautifully updated 6-unit apartment building ideally located in Kent County's desirable Chestertown area. Thoughtfully renovated, this income-producing property seamlessly blends modern finishes with practical functionality, making it an outstanding addition to any investment portfolio. Each unit has been carefully improved to provide attractive, comfortable living spaces designed to appeal to today's renters. The extensive updates enhance both the property's aesthetic appeal and long-term value while helping to minimize future maintenance concerns. Upon full occupancy, the property offers an impressive Potential Gross Annual Rent of $129,300±, presenting an exceptional opportunity for investors seeking strong cash flow and long-term appreciation. Conveniently situated near Washington College, University of Maryland Medical Center, & downtown Chestertown's restaurants, shops, waterfront, and local amenities, the location further enhances its desirability for tenants. Whether you're expanding your real estate portfolio or acquiring a high-performing multi-family asset, 104 Maple Avenue represents a rare opportunity to own a updated six-unit building in one of Kent County's most charming and sought-after communities. Features and Highlights: o (6) Apartments o Thoughtfully Updated & Beautifully Maintained Building o Stabilized Asset in a Prime Location o Potential Gross Annual Rent of $129,300± o 7 Electric Meters o 7 Electric Panels o 3 Forced Hot Air Units o 7,296± SF Building o 8± Onsite Parking Spaces Property Breakdown: Main Level -Central A/C -Forced Hot Air Heat Unit 1 Rented for $2,225/ mo 3 Bedrooms, 2 Full Bathrooms Unit 2 Rented for $1,890/ mo 2 Bedrooms, 1 Full Bathroom Second Level -Mini Split A/C & Heating System(s) Unit 3 Rented for $1,520/ mo 2 Bedrooms, 1 Full Bathroom Unit 4 Previously Rented for $1,820/ mo 2 Bedrooms, 1 Full Bathroom Note: *Vacant* Third Level -Central A/C -Forced Hot Air Heat Unit 5 Rented for $1,400/ mo 2 Bedrooms, 1 Full Bathroom Unit 6 Rented for $1,920/ mo 2 Bedrooms, 2 Full Bathrooms Lower Level Unfinished Basement housing utilities & storage space. The information contained herein was obtained from sources deemed to be reliable, but is offered for informational purposes only. Neither the auctioneer or the owner make any representations or warranties with respect to the accuracy of information. Note: Photos of Unit 4 and Unit 6 were taken prior to tenant move-in date. Potential Gross Annual Rent Amount is based on full occupancy. Currently, 5 out of 6 units are occupied. (Updated as of 08.24.2026) Diligence Package: A copy of the purchase and sale agreement, leases, lead certificates, expenses, and assorted addenda are located in the documents section. In order to gain access, you must create a free account as well as accept a non-disclosure agreement. Auction Notes: Online Auction Only! Bidding begins Saturday, August 22nd and ends Thursday, August 27, 2026 at 12:00 PM. Online Bidding Notes: The initial deposit must be made via credit card, wire transfer or by Cashier's Check. Please review the online bidding terms and deposit transmittal form in the Documents Section for more details. If a lot receives a bid within the last 3 minutes. it will remain open for an additional 3 minutes. If any further bidding occurs, the extension timer will reset to The information contained herein was obtained from sources deemed to be reliable, but is offered for informational purposes only. Neither the auctioneer or the owner make any representations or warranties with respect to the accuracy of information.