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Annapolis, MD Real Estate News

By Adam Chubbuck, Real Estate Expert & Navy Veteran
(Team Alpha Charlie of Douglas Realty)
What $600K, $900K, and $1.5M Get You in Annapolis Right NowBy Adam Chubbuck | Team Leader, Team Alpha Charlie | Douglas Realty | Serving Pasadena, MD, Annapolis, and Anne Arundel CountyThe question I get asked more than almost any other from buyers in the Annapolis and Pasadena, MD area sounds simple: "What does our budget actually buy us?"They've browsed Zillow. They've done the mental math on mortgage payments. And then they see a $600,000 home in one neighborhood and a $600,000 home three miles away and they can't figure out why the square footage, condition, and location are so different when the price tag is the same.The same confusion hits sellers. A homeowner priced at $875,000 wants to know whether they're competing against the $800,000 listings or the $950,000 ones — and what t...
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By Adam Chubbuck, Real Estate Expert & Navy Veteran
(Team Alpha Charlie of Douglas Realty)
Waterfront vs. Non-Waterfront Homes in Annapolis and Pasadena, MD: What's the Real Price Difference in 2026?By Adam Chubbuck | Team Leader, Team Alpha Charlie | Douglas Realty | Serving Pasadena, MD, Annapolis, and Anne Arundel CountyHere's a conversation I have regularly with homeowners in Pasadena, MD and the Annapolis area: someone owns a home two streets back from the water, their neighbor on the waterfront just sold for significantly more, and now they're trying to figure out how much of that premium applies to them.The short answer is: some of it. But not as much as they're hoping, and the math is more complicated than distance to water.The longer answer is that "waterfront" in Anne Arundel County isn't one thing. It's a spectrum — deep-water private pier access on one end, commun...
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By Adam Chubbuck, Real Estate Expert & Navy Veteran
(Team Alpha Charlie of Douglas Realty)
Is the Annapolis Real Estate Market Still Competitive in 2026? What Buyers and Sellers Need to KnowBy Adam Chubbuck | Team Leader, Team Alpha Charlie | Douglas Realty | Serving Pasadena, MD, Annapolis, and Anne Arundel CountyYou've been watching the market for months, maybe longer. Some homes go under contract in a week. Others sit for six weeks, drop their price, and then sit some more. Your brother-in-law tells you it's still a great time to sell. Your coworker says buyers have all the power now. You Google it and get national headlines that have nothing to do with Anne Arundel County.The honest answer is that both things are partially true — and that's exactly the problem with how this question usually gets answered.The Annapolis and Pasadena, MD real estate market in 2026 is not uni...
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By Adam Chubbuck, Real Estate Expert & Navy Veteran
(Team Alpha Charlie of Douglas Realty)
 PCS to Maryland? A Veteran’s Guide to Buying a Home Near Fort Meade & AnnapolisIf you’ve got orders to Fort George G. Meade or you’re heading toward the U.S. Naval Academy in Annapolis, you’re probably juggling the same questions every military family faces: Where should we live that balances commute, schools, and lifestyle? How do we use our VA loan without getting burned in a competitive market? Can we line this up with our PCS timeline without losing our minds? I’ve been there. The difference between a smooth PCS and a stressful one usually comes down to two things: Who you work with Where you decide to plant roots This guide is built to help you make both decisions with confidence—specifically for Anne Arundel County, the corridor that runs from Fort Meade through Severn/Odenton do...
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By Scott Smolen, Rooted in Tradition, Focused on the Future
(RE/MAX Leading Edge)
The Annapolis real estate market is shifting as we begin 2026, creating new opportunities for both buyers and sellers. Recent data shows a more balanced environment compared to previous months, but strategy remains critical for anyone planning a move.Here’s a breakdown of what’s happening right now and what it means if you’re considering buying or selling in Annapolis, Maryland.📊 Annapolis Housing Market Snapshot – January 2026 Current local data highlights several key trends: Months of Inventory: 1.97 months (▲ 58% month-over-month) Median Sold Price: $697,450 (▲ 28% MoM) Sold-to-List Price Ratio: 98.4% Median Days on Market: 39 days (▲ 129% MoM) These numbers indicate a market that is becoming more balanced, offering opportunities on both sides of the transaction.🏡 What This Means for...
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By Adam Chubbuck, Real Estate Expert & Navy Veteran
(Team Alpha Charlie of Douglas Realty)
(How Maryland Compares to Texas, Florida, and Virginia)By Adam Chubbuck Navy Veteran | #18 Ranked Maryland Realtor (54 Sales, $28M+ Volume in 2025) Team Leader – Team Alpha Charlie at Douglas Realty | Top 0.5% StatewideWhen 100% Permanent & Total (P&T) disabled veterans start researching relocation options, most “Top States for Veterans” lists fall short. They rarely separate 100% service-connected disabled retirees from non-disabled veterans—and that distinction completely changes the financial math.For a veteran rated 100% P&T, the real question isn’t which state has the most benefits on paper. It’s which state delivers the highest net financial impact after taxes, housing costs, and quality-of-life perks.Here’s an honest, numbers-driven comparison of Maryland vs. the three states mos...
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By inboundREM Market Updates
(InboundREM)
2025 Cost of Living in Annapolis, Maryland: What You Need to Know Annapolis, Maryland, is a charming city known for its rich history, beautiful waterfront views, and vibrant culture. Located just 30 miles from Washington, D.C., and offering a prime location along the Chesapeake Bay, it's no surprise that Annapolis is a highly desirable place to live. Whether you're considering relocating to the area or looking to buy or sell a home, understanding the cost of living in Annapolis is crucial. In this guide, we'll explore the key factors that impact the cost of living in Annapolis, Maryland in 2025, and how they affect both home buyers and sellers. Overview of Annapolis, Maryland Before diving into the details of the cost of living, it’s important to understand what makes Annapolis such a ...
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By inboundREM Market Updates
(InboundREM)
Discover Heritage Harbour, Annapolis, MDLocated just minutes from the heart of Annapolis, Heritage Harbour is one of the most sought-after 55+ communities in Maryland. Designed for active adults who value a vibrant lifestyle, this picturesque neighborhood offers resort-style amenities, well-maintained homes, and a welcoming atmosphere that fosters a strong sense of community. Heritage Harbour's prime location near the Chesapeake Bay means residents enjoy easy access to scenic waterfronts, historic downtown Annapolis, and some of the best dining and shopping options in Anne Arundel County. With a mix of single-family homes, condominiums, and townhouses, Heritage Harbour provides a range of housing options to suit various needs and budgets. Real Estate in Heritage HarbourFor those conside...
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By Andrea Bedard, Fluent in Real Estate & German. Associate Broker.
(Thompson Company, REALTORS® 240.593.2860)
The Budweiser Clydesdale horses returned to historic Annapolis yesterday. It's a popular Holiday tradition before the annual military bowl that draws quite the crowd.For all who are not familiar with my home state, Annapolis is our state capital and home to the Naval Academy. It was also the temporary capital of the United States when the Treaty of Paris was signed in 1783.Wit its rich history, you can possibly imagine how charming downtown is with quaint shops lined along Main Street down to Ego Alley, and very special Real Estate. It is the perfect backdrop to host the Budweiser Clydesdale horses! This year, they returned to the original route along West Street and around Church Circle. My child and I somehow lucked out with our spot, it was pretty awesome seeing them up close!The Bud...
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By Andrea Bedard, Fluent in Real Estate & German. Associate Broker.
(Thompson Company, REALTORS® 240.593.2860)
Where else could you find a house dressed in red white and blue than in historic Annapolis, MD? In 1783, when the Treaty of Paris was signed, ending the Revolutionary War and officially recognizing the thirteen colonies, Annapolis was the temporary capital of the United States.  "Those who won our independence believed liberty to be the secret to happiness." ~ Louis D. BrandeisThis patriotic rowhome was built in 1875 and is a cozy 700 square feet. It does come with a surprising and quaint courtyard as many of these historic homes in downtown Annapolis do. It's steps from the city dock, the Naval Academy, bars, restaurants, boutiques, and the landmarks of the historic district. I snapped this picture 15 years ago, always wanting to post it on the perfect day, but always forgetting about ...
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By June Piper-Brandon, Creating Generational Wealth Through Homeownership
(Coldwell Banker Realty)
#2 Best City to Live in Maryland - AnnapolisThe World Atlas published a list of the 7 best cities to live in Maryland this past week. The number 2 city is Annapolis.Maryland's capital city, Annapolis, is known for being home to the Naval Academy, its rich history, waterfront location, and maritime history. For a brief time, it was the capital of the United States from 1783 to 1784. Annapolis is located on the north shore at the mouth of the Severn River on the middle Western Shore of the Chesapeake Bay and is about 25 miles south of Baltimore and 30 miles east of Washington DC.  Annapolis is home to 40,812 people (2020 census) and approximately 15,303 households. Statistically, Annapolis has a relatively low crime rate and a robust employment market. There are some great restaurants lik...
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By Andrea Bedard, Fluent in Real Estate & German. Associate Broker.
(Thompson Company, REALTORS® 240.593.2860)
The Dutch Colonial architectural style dates back to the 1600s and saw a revival in the early 1900s. Among its most striking characteristics is the double-pitched roof that is wide and flat and seemingly suddenly changes its angle. It often incorporates dormers, and is also referred to as a barn roof. This style turned the attic into useable living space, and allowed its owners to avoid taxes levied on two-story homes.*Dutch Colonials do not usually have lots of ornate features, but we all have heard of Dutch doors which are still widely used today. This architectural style has evolved over the centuries, its footprint has become larger, front porches are prominent, and instead of brick and stone we see a lot more cedar shingles and siding. Here are two stellar examples in Annapolis' hi...
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By June Piper-Brandon, Creating Generational Wealth Through Homeownership
(Coldwell Banker Realty)
Annapolis Quilt Guild 2022 Quilt ShowWhen:  June 11th, 10 am - 5 pm               June 12th, 11 am - 4 pmAdmission:  $10 for one day or $15 for both, children under 12 are freeNew members who join the guild on Saturday or Sunday can get in for free.Broadneck Senior High School - 1265 Green Holly Dr, Arnold, MD 21012More than 200 quilts will be on display, free demos on both days, Country Store, many amazing vendors, raffles, silent auction, quilt appraisals for a fee, and much more.     
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By June Piper-Brandon, Creating Generational Wealth Through Homeownership
(Coldwell Banker Realty)
Just Sold - 531 Samuel Chase Way, Annapolis, MD 21401Too Late!!  You missed this great end unit in the Tidewater Colony neighborhood of Annapolis.  Conveniently located near the Naval Academy and near Route 50.  The home featured 4 bedrooms and 3.5 bathrooms.  On the entry-level, there was a bedroom, full bath, and a home office.  On the next level a large living room with fireplace, spacious kitchen with ample cabinets, granite counters, and central island and sliders to the private rear deck.  On the third level, there are 3 bedrooms and 2 bathrooms.  This great home is an end of group with woods and a walking path right next to it.  So much to love and a lucky homeowner did just that, fell in love, and made an acceptable offer.  There were multiple offers received and the final sales...
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By June Piper-Brandon, Creating Generational Wealth Through Homeownership
(Coldwell Banker Realty)
Just Sold - 1708 Smugglers Run, Annapolis, MD 21401You missed this stunning contemporary home in Annapolis! This lovely contemporary Deck House featured  6 beds and 4.5 baths, 5, 088 finished square ft., there was so much to fall in love with here. The home was designed by Deck House, & sited on a hilltop incl of 2.3 acres. The hilltop serves as a stage for nature to unfold & exhibit a lush forest backdrop. This former Deck House model home was featured in the Washington Post in 1999 flaunting the home’s “wow factor.” The Deck House is a stunning historic style of architecture. Its signature wood ceiling & exposed post & beam construction allows for high walls of glass that naturally welcome in the outdoors. Wired for sound throughout. You can go outside & simply observe nature from the...
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By Mike Young, FHA 203k Consultant 916-758-1809 cell direct
(203kOnLine.com, covering the USA)
FHA 203k or HomeStyle® Renovation Mortgage in Millersville MD or anywhere else for that matter.How do you choose which renovation loan is best for your client? Lets look at some of the main differences.1. PMI - Private Mortgage Insurance is mandatory with the FHA 203k and it doesn't go away vs the potential for NO PMI for the FNMA HomeStyle® Renovation Mortgage. The FNMA product can have PMI if you don't put down the 20% which is typical but they also have a reduced PMI of you put down smaller down payments under 20%.2. The type of work you are doing is similar however you have more latitude with the FNMA product. The buyer has more options to pick and choose the "non safety and health" items they might want to do.3. If your client has less than steller credit or a smaller downpayment t...
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By Peggy Yee, Search Vienna Homes For Sale - Northern Virginia
(NoVa House and Home)
This is a snapshot of recent sales in the Admiral Heights neighborhood of Annapolis, MD. Real estate market data and analysis is provided by Peggy Yee, Realtor. Click here to sign up for my free monthly real estate market update.Highest and Lowest Sold Admiral Heights Home ValuesIn the past 6 months, 20 properties have sold in Admiral Heights ranging from a 3-bed, 2-bath, and 1-half bath Townhome for $292,000 to a 3-bed, 3-bath Detached for $565,000.Admiral Heights Neighborhood Real Estate Market ActivityThese market activity gauges show the market trends for the previous month as compared to the 5-year average of the current month. In December 1 homes sold in Admiral Heights. The average sold price was $450,000 and the average days on market was 9 days.  Sell Your Home in 72 Hours for ...
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By Peggy Yee, Search Vienna Homes For Sale - Northern Virginia
(NoVa House and Home)
This is a snapshot of recent sales in the Annapolis Overlook neighborhood of Annapolis, MD. Real estate market data and analysis is provided by Peggy Yee, Realtor. Click here to sign up for my free monthly real estate market update.Highest and Lowest Sold Annapolis Overlook Home ValuesIn the past 6 months, 13 properties have sold in Annapolis Overlook ranging from a 1-bed, 1-bath Townhome for $155,000 to a 3-bed, 2-bath, and 1-half bath Townhome for $237,000.Annapolis Overlook Neighborhood Real Estate Market ActivityThese market activity gauges show the market trends for the previous month as compared to the 5-year average of the current month. In December 4 homes sold in Annapolis Overlook. The average sold price was $192,125 and the average days on market was 61 days.  Sell Your Home ...
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By Peggy Yee, Search Vienna Homes For Sale - Northern Virginia
(NoVa House and Home)
This is a snapshot of recent sales in the Annapolis Roads neighborhood of Annapolis, MD. Real estate market data and analysis is provided by Peggy Yee, Realtor. Click here to sign up for my free monthly real estate market update.Highest and Lowest Sold Annapolis Roads Home ValuesIn the past 6 months, 8 properties have sold in Annapolis Roads ranging from a 4-bed, 2-bath Detached for $319,000 to a 4-bed, 3-bath, and 1-half bath Detached for $2,275,000.Annapolis Roads Neighborhood Real Estate Market ActivityThese market activity gauges show the market trends for the previous month as compared to the 5-year average of the current month. In December 2 homes sold in Annapolis Roads. The average sold price was $384,500 and the average days on market was 199 days.  Sell Your Home in 72 Hours f...
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By Peggy Yee, Search Vienna Homes For Sale - Northern Virginia
(NoVa House and Home)
This is a snapshot of recent sales in the Atlantis neighborhood of Annapolis, MD. Real estate market data and analysis is provided by Peggy Yee, Realtor. Click here to sign up for my free monthly real estate market update.Highest and Lowest Sold Atlantis Home ValuesIn the past 6 months, 8 properties have sold in Atlantis ranging from a 3-bed, 2-bath Detached for $405,000 to a 4-bed, 3-bath Detached for $475,000.Atlantis Neighborhood Real Estate Market ActivityThese market activity gauges show the market trends for the previous month as compared to the 5-year average of the current month. In December 1 homes sold in Atlantis. The average sold price was $429,000 and the average days on market was 18 days.  Sell Your Home in 72 Hours for Thousands More Than Traditional Real Estate!We have ...
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