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Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom. The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry and quartz countertops (Dec 2024), plus brand-new appliances (Jan 2025). Relax in the primary suite with its custom Closet America walk-in closet (Sept 2025). Living in Chesapeake Harbour gives you direct access to a deep-water marina, private beach, pools, tennis courts, 24/7 security, and an on-site waterfront restaurant, all just minutes from historic Downtown Annapolis.

Highlights

  • Residential
  • Condominium
  • Built in 1988
  • $1,148/qtr HOA
  • 64 days on Market

  • Bedrooms
    3
  • Bathrooms
    2
  • Year Built
    1988
  • Architectural Style
    Contemporary, Loft
  • Construction Materials
    Wood Siding, Shingle Siding
  • Parking Features
    Parking Lot
  • Living Area
    1500.0
  • Interior Features
    Open Floorplan
  • Appliances
    Dryer, Dishwasher, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer, Disposal, Electric Oven, Exhaust Fan
  • Furnished
    Unfurnished
  • Pool Features
    Community
  • Security Features
    Security Gate
  • Cooling
    Electric, Heat Pump
  • Heating
    Electric, Heat Pump, Exhaust Fan

  • Water Front Features
    Lake, River Front
  • View
    Water
  • Utilities
    Cable Available
  • Water
    Public

  • County
    Anne Arundel
  • City
    Annapolis
  • Neighborhood
    CHESAPEAKE HARBOUR
  • Zip Code
    21403
  • High School
    ANNAPOLIS

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Frequently Asked Questions

How do I schedule a tour of 2104 Chesapeake Harbor Dr #202?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 2104 Chesapeake Harbor Dr #202.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 2104 Chesapeake Harbor Dr #202?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $669,000. We can talk through recent upgrades, potential seller motivation, how this condominium compares to others in Annapolis, and can even get you in to see the property quickly.

How do I get a virtual tour of 2104 Chesapeake Harbor Dr #202?

Yes! A virtual tour is available for 2104 Chesapeake Harbor Dr #202. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 2104 Chesapeake Harbor Dr #202?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 2104 Chesapeake Harbor Dr #202 at around $4,395. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 2104 Chesapeake Harbor Dr #202?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Anne Arundel County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 2104 Chesapeake Harbor Dr #202?

In most cases, yes. Whether 2104 Chesapeake Harbor Dr #202 is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Annapolis's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 2104 Chesapeake Harbor Dr #202?

We can handle that for you. Our preferred local agent specializes in residentials in Annapolis and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $669,000 with 1,500 sqft of space—that comes out to approximately $446 per square foot.

How long has this property been on the market?

2104 Chesapeake Harbor Dr #202 was listed on September 09, 2026, which means it's been on the market for 64 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1988, making it approximately 38 years old.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • High: ANNAPOLIS

Want to see how these schools compare? Check out our Anne Arundel County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 2104 Chesapeake Harbor Dr #202?

The most recent public record shows annual property taxes for 2104 Chesapeake Harbor Dr #202 were approximately $7,058. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $1,148 paid quarterly.

This covers access to community features including: Gated, Tennis Court(s).

Is 2104 Chesapeake Harbor Dr #202 still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Bright. All rights reserved.

Last Updated: November 12, 2026 at 03:16AM | Source: Bright | MLS#: MDAA2156582