Flagship Properties in Annapolis, Maryland

What We Do

At Flagship Property Services, we take pride in being more than just a property management company—we are stewards of historic Annapolis. Our passion lies in preserving the charm of the city by purchasing and restoring historic buildings, transforming them into luxury apartment rentals that blend modern comfort with timeless character. With a commitment to excellence, transparency, and superior service, we ensure that every property we manage not only enhances the community but also provides residents with an exceptional living experience.

Our Property Management Services

Maintenance & Landscaping Management
We oversee all aspects of building upkeep, from preventative maintenance to emergency repairs. Our team also manages professional landscaping services, ensuring every property remains visually stunning, safe, and welcoming for tenants and visitors.

Property Inspections
Regular and thorough property inspections help us identify potential issues early, protect the integrity of the building, and ensure compliance with safety standards. This proactive approach saves owners money and gives tenants peace of mind.

Tenant Screening & Placement
Our rigorous tenant screening process includes credit checks, background verifications, and rental history reviews. By carefully placing qualified tenants, we help reduce turnover and ensure reliable, long-term occupancy.

Rent Collection
We streamline the rent collection process with secure, online payment options and consistent follow-up, ensuring property owners receive steady, on-time income without stress.

Move-in Coordination & Tenant Turnover
From seamless move-ins to efficient turnovers, our team handles every detail, including property cleaning, repairs, and documentation. This minimizes vacancy times while keeping properties in excellent condition.

Marketing & Leasing Services
We market rental units across multiple platforms, highlighting their unique features to attract quality tenants quickly. Our leasing specialists handle tours, inquiries, and contracts, maximizing occupancy rates.

Detailed Financial Reporting
Owners receive clear, detailed financial statements that track income, expenses, and property performance. This transparent reporting ensures owners always know exactly how their investment is performing.

Utility & Bill Payments
We take the hassle out of managing utilities and property bills by handling all payments directly. This guarantees that accounts stay current and properties run smoothly without interruption.

Legal Coordination & Court Proceedings
Our property management team provides legal coordination when needed, including lease enforcement, eviction proceedings, and court appearances. We ensure compliance with landlord-tenant laws to protect our owners’ investments.

Tenant Services

24/7 Access to Tenant Portal
Tenants enjoy the convenience of a secure online portal where they can pay rent, submit maintenance requests, and access important leasing documents anytime, day or night.

Reliable, In-House Maintenance Team
Our trusted in-house maintenance professionals respond quickly to service requests, ensuring repairs are handled efficiently, correctly, and with minimal disruption to residents.

Friendly, Knowledgeable Property Managers
Our experienced property managers are dedicated to providing responsive communication and personal service. We build strong tenant relationships, creating a positive living environment.

Transparent Leasing with No Hidden Fees
We believe in honesty and transparency. Our leasing process is straightforward, with no hidden charges or surprise fees, giving tenants confidence and peace of mind.

184 Duke of Gloucester Street
Annapolis, MD 21401

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