Unlike a number of housing markets all across the US, the Annapolis market had an unexpected surge in October of 2025. Median home prices rose sharply despite broader trends of cooling across the rest of Maryland. For buyers planning to enter the market in the remainder of 2025 or early 2026, the latest data is cause for both caution and hope, depending on where and how you look.

First, let’s take a look at Annapolis house price trends for 2025 from Movoto. According to the most recent data, the median price for a residential property in Annapolis jumped to $699,900 in October of 2025, up from 625,000 that September. In addition, the Annapolis housing market saw 395 active listings, with an average of 43 days on the market, and a 21% increase in the median sold price month over month.

What does all that mean? It means while prices have gone up, homes are also taking longer to sell than they did the year previous, at 43 days on the market compared to 34 days in October of 2024. This combination of higher prices and longer sales timelines means the market is competitive, but not overheated.

Why the Spike in Prices?

So what’s behind this sudden surge of house prices in Annapolis? Here are some factors that might help explain:

First, increased sales of higher-end and waterfront homes. Annapolis has quite a number of premium and waterfront properties, and if more of those homes than usual close in a given month, then the median home price can swing upward disproportionately. October’s surge is likely due to this more than a uniform price increase across the board.

In addition, fewer listings means more pressure, as buyers have fewer options and lower supply can lead to fierce competition and bidding wars, especially when it comes to those high-value or waterfront homes. Falling mortgage rates also tend to increase competitive demand, and can create month-long bursts of activity in the housing market.

Lastly, autumn is often a surprisingly active time for Annapolis real estate, especially for buyers who are looking to settle before the holidays. This means the October surge may not be indicative of a new pricing norm, but instead a temporary or cyclical peak.

What This Means for Buyers

Now let’s talk about what all this means for your average home buyer. Despite prices having surged in October, Annapolis is showing signs of shifting toward a more balanced market. The prices right now favor sellers, but longer listing times on the market means buyers have more leverage.

With that in mind, it’s a smart strategy to negotiate more aggressively in certain neighborhoods, as some Annapolis homes can linger on the market for over a month. The increase to 43 days on market means buyers don’t necessarily have to rush into decisions, either — making strategic, well-informed offers is a sounder approach than making an offer fast.

It’s also worth noting that not all Annapolis neighborhoods are created equal. Some pockets further from the historic district and waterfront areas are likely to see more stable price trajectories or offer better value for buyers. And it’s important to remember that although competition has cooled compared to last year, homes that are well-priced can still inspire bidding wars and competitive offers.

What to Consider When Shopping for Houses in Annapolis

If you’re planning to get into the Annapolis housing market next year, it’s important to think locally in your search and stay flexible. It’s wise to remember that this October’s price surge is a reminder of how fast median house prices can move, so it’s a good idea to research specific neighborhood trends, compare between single-family, condo and townhome segments, and watch for short-term spikes that might not be an indicator of long-term price increases.

It’s also a good idea to keep an eye out for market and vendor discounts. A home that lingers a long time on the market or sees a price reduction might be a good opportunity to renegotiate. A property that’s reduced after several weeks may give you a lot more leverage as a buyer than a home that’s freshly listed and getting lots of early interest.

As previously mentioned, autumn in Annapolis tends to be uncharacteristically busy, so it’s good to stay alert to seasonal cycles. Autumn and winter often bring fewer buyers, which might mean opportunities for better negotiation on prices, closing costs, or contingencies.

Finally, consider your financial timeline. Rate changes are going to be a major factor going into 2026, and if more mortgage rates continue declining, buyers may find themselves with more purchasing power — but at the same time, that could bring more competitors back into the market.

While the Annapolis still favors sellers for now, the longer times on the market means some doors are opening for Annapolis buyers. With some diligent searching and a little luck, you can still get an affordable home in Annapolis.


David M. Higgins II is an award-winning journalist passionate about uncovering the truth and telling compelling stories. Born in Baltimore and raised in Southern Maryland, he has lived in several East...

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