Annapolis Real Estate with Jenn Bonk

Luxury Homes | Waterfront Living | Expert Representation


From first showing to closing. With 15+ years of experience, I make the process smooth, stress-free, and successful.


If you’re searching for a trusted real estate agent in Central Maryland, Annapolis deserves a specialist who understands both its history and its high-end market dynamics. As a seasoned Central Maryland realtor, I help discerning buyers and sellers navigate Annapolis with strategy, discretion, and confidence.


Annapolis, Maryland

Historic Waterfront Living on the Chesapeake Bay


Located along the shores of the Chesapeake Bay in Annapolis, this iconic waterfront capital blends 18th-century charm with refined coastal living. From the historic brick sidewalks of downtown to the private piers of Eastport, Annapolis offers a lifestyle that is equal parts prestige and personality.


Home to the United States Naval Academy and the historic Maryland State House, Annapolis combines architectural preservation with vibrant harbor culture. Sailboats glide across Spa Creek. Waterfront dining hums year-round. Hidden streets reveal stately residences just steps from City Dock.


For luxury buyers and sellers, Annapolis remains one of the most coveted real estate markets in Maryland.


Annapolis Real Estate Market Overview

Annapolis real estate is defined by:

  • Historic Colonial and Federal-style homes
  • Eastport waterfront properties with private dockage
  • Spa Creek and Chesapeake Bay view residences
  • Gated and secluded waterfront estates
  • Walkable downtown townhomes and luxury condos

Inventory in prime waterfront and historic districts remains limited. Properties with direct water access, private piers, or unobstructed views consistently command premium pricing.


If you're exploring homes for sale in Central Maryland, Annapolis stands apart for its combination of prestige, boating access, and architectural integrity.


Selling Your Home in Annapolis

If you're thinking, “How do I sell my home in Maryland for maximum value?” — Annapolis requires a precise and elevated approach.


As a leading real estate agent in Central Maryland, I deliver a tailored strategy designed specifically for Annapolis' competitive and high-end market.


Our Comprehensive Home Selling Approach

Personalized Marketing Plans

Your home is unique. We develop customized marketing campaigns that highlight waterfront access, architectural significance, walkability, and lifestyle appeal.


Professional Home Staging

Strategic staging enhances flow, light, and presentation — critical in luxury and historic homes.


High-End Photography & Media

Premium photography, video, and digital marketing showcase your property to qualified buyers relocating to Maryland or upgrading within the region.


Targeted Advertising

Our campaigns focus on buyers actively seeking:

  • Waterfront property
  • Naval Academy proximity
  • Second homes in Annapolis
  • Luxury Chesapeake Bay living

Accurate Home Pricing

Leveraging in-depth Central Maryland market data, we provide precise valuations designed to maximize your return without leaving money on the table.


Seamless Transaction Management

From listing through closing, every detail is handled with care and precision. Selling and buying a home at the same time? I coordinate both sides to ensure timing aligns smoothly.


Buying a Home in Annapolis

Whether you’re relocating, investing in a second home, or purchasing your primary residence, Annapolis offers options that range from harbor-front estates to elegant historic rowhomes.


As your trusted Central Maryland realtor, I help you:

  • Identify off-market and coming-soon opportunities
  • Evaluate waterfront premiums and resale potential
  • Understand historic district considerations
  • Navigate competitive offer situations
  • Coordinate financing, inspections, and negotiations

Searching for the best real estate agent for first-time home buyers in Central Maryland? My process ensures you feel confident at every step — especially in competitive waterfront markets.


Annapolis Neighborhood Highlights

Downtown Historic District

Walkable access to Main Street, City Dock, galleries, and waterfront parks. Homes here blend historic character with lifestyle convenience.


Eastport Waterfront

Private docks, marina access, and direct routes to the Chesapeake Bay. True waterfront living within minutes of downtown.


Murray Hill

Tree-lined streets and architectural integrity, offering charm and privacy while remaining close to the harbor.


Why Work with Jenn Bonk?

  • 15+ years of Central Maryland real estate expertise
  • Proven success in luxury and waterfront sales
  • Strategic marketing tailored to Annapolis buyers
  • Deep understanding of Naval Academy relocation needs
  • Calm, organized transaction management
  • Transparent, client-first communication

Selling a home is both a financial and emotional decision. I ensure you feel informed, supported, and confident from consultation to closing.


Annapolis Real Estate FAQs

Is Annapolis a good place to invest in real estate?

Yes. Limited waterfront inventory, historic preservation, and year-round demand support long-term property value stability.


Do waterfront homes in Annapolis sell at a premium?

Absolutely. Homes with private piers, Spa Creek frontage, or Chesapeake Bay views consistently command higher prices due to limited availability.


Can I buy and sell a house simultaneously in Annapolis?

Yes — with strategic planning. I coordinate timelines, contingencies, and negotiations to minimize stress and maximize leverage.


Are there luxury homes near the Naval Academy?

Yes. Properties near the Naval Academy and downtown are highly sought-after, particularly among military and alumni families.


How fast can I sell my house in Annapolis?

With accurate pricing and strategic marketing, well-positioned homes can sell quickly. If you're asking how to sell your house fast in Central Maryland, the key is preparation, positioning, and exposure.


Ready to Make Your Move in Annapolis?

Whether you’re preparing to sell your home in Maryland or looking to buy a home in Central Maryland, expert representation makes the difference.


Let’s position your property for success — or secure the waterfront home you’ve been waiting for.

Schedule your private consultation today.

Get the Realtor Who’s Got Your Back

15+ years. Hundreds of happy clients. Zero cookie-cutter advice. I’ll guide you through every twist and turn of buying or selling so you can skip the stress and get the results you want. Passionate about real estate. Obsessed with your success. Ready to make your move? Let’s talk.