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Is Maryland (Or Any Other State) a Good Place to Retire

Category: Best Retirement Towns and States

June 20, 2021 — Virginia’s recent Comment to our “25 Most Popular Active Communities in the Southeast” article really got things going. Many folks jumped in to help answer her question, which asked what people thought about retiring in Maryland. Since hers generated so many other Comments (and Maryland is not an active community nor is it in the Southeast) we thought we would pull everything together under a new post to keep everything in better focus.

Most of the Comments quickly got into taxes and cost of living, although just about everyone liked other aspects of the Free State. Regarding taxes, an estate lawyer once said something very wise to my mother and I. He said: “Don’t let the tax tail wag the dog”. In other words, if you want to do something for good reasons (like move to another state), do it. His mantra – enjoy your life; fear of taxes is not the way to live. Just as important as that thought though, you also have to act on the basis of the facts, not on what you think you know or heard from someone else.

Figuring out state taxes is not easy. Most states have a bewildering array of taxes and exemptions. The average person can get a sense of how they will be affected, but to really know the impact of state taxation on your situation is to have to have a professional develop a test return. Only then will you really know. And, if you really want to retire somewhere because of a good reason (you love the town, your grandchildren live there, or you can pursue your favorite activities there), are you really going to turn down a happy life because you don’t want to pay some taxes?

A Maryland mini-retirement Guide

As a starting place, we recommend that if you are considering a state for retirement you use our Mini-Retirement Guides. They are brief, but they provide a good overview of each State. You will learn what the attractions are, cost of living, and tax situation for retirees. There are facts about sales taxes, income tax brackets, property tax exemptions, and tax treatment of retirement income like Social Security. By no means are they exhaustive, but they provide a good overview to get you started. You can find all of them in the State Mini-Guides in our top navigation. Note that since we wrote this article Maryland became even more tax friendly with a new law. It includes tax relief for retirees 65 and older making up to $100,000 in retirement income, and married couples making up to $150,000 in retirement income.

Maryland’s Mini-Guide will tell you that the minimum tax bracket is only 2%, but rises quickly until it is to 5.75% on incomes over $250,000. The State has both an inheritance and an estate tax, the only state to have both. The sales tax is 6%, but unlike many states, local authorities cannot levy a tax on top of that. Retirement income is one of the more confusing and misunderstood aspects of the State’s taxation policies. Military pensions are not taxed. Social Security income is not taxed. Effective in 2021 there is a $34,300 per person retirement income exclusion for people who are over 65 or totally disabled, but that is reduced by any Social Security income. In an unusual wrinkle, 401(k) type income can be excluded, but not IRAs (see new law referenced above that changes this). Other exemptions exist for certain types of state workers (emergency, corrections, law enforcement, fire). Maryland is one of the more expensive places to retire. The Zillow Home Value Index for the State was $362,347 in mid 2021, about $80,000 higher than the U.S. Index.

So what is great about Maryland?

Quite a bit, actually. The State has a long waterfront on the Chesapeake, the Atlantic, and many rivers. For boaters and people who want to be on or near the water, it can be a great choice. The interior portion offers a very different feel as it reaches into the Appalachian foothills. There are old towns like Chestertown and Annapolis, new planned communities like National Harbor, and many other interesting places to retire, like Solomons Island. The State is definitely worth considering as a place to retire.

Bottom line
There are so many great places to retire in the U.S. and abroad. Explore the ones you are interested in. But make sure that you have the facts before you rule any out. And please, offer your Comments and thoughts about this state and any others so our Members and visitors get the benefit of your experience!

We have moved the Comments made about Maryland from the “21 Most Popular Active Southeast Communities” here. Not all of them are accurate, but they are interesting!

Original Comment: Is Maryland the forgotten state for retirement? Does anyone reading this live there? Any suggestions for areas to check out? I have read some older posts but they don’t discuss much – Virginia

Maryland is under-rated for retirement in my book. The winter climate is a little milder than in the Northeast for one thing (although technically not in the Southeast like the other communities listed here). It offers a combination of many waterfront towns (Annapolis, Ocean City, Leonardtown, Solomons Island) charming older ones (Chestertown, Hagerstown), and new planned communities like National Harbor and Columbia. Many of those places have active communities to choose from. – John

— Many people leave Washington, DC every weekend for their homes in Easton, Maryland. It has been described as the Hamptons of Maryland. Lots of homes on the bay, a charming town with lots of unique shops and close proximity to the beaches. It is located on the eastern side of the bay bridge and then south towards St. Michaels, MD. My husband and I owned a weekend condo in Solomon’s Island, Maryland for a few years since we did not have to cross the very busy bay bridge to get there. I found it a bit slow at the time however, things have changed and it is busier with more activities than in the past. Maryland as a whole is an expensive place to retire. – Jennifer

We lived in Maryland for nearly twenty years. It definitely has seasons. Hot and humid in the summer, mild winters (icy roads!!). Most retirees end up near the coast. It is expensive to live there and the taxes are high. Annapolis and the area around DC are very expensive. The “Eastern Shore” is popular with retirees, but that can also be pricy. Baltimore and the surrounding areas are less expensive, but it has had issues with crime and deteriorating infrastructure. Driving around DC is a nightmare. I still don’t think that I have recovered from my years of commuting. – LynnB

I use to live in Md for over 35 yrs and my wife is from there. We had to move because the cost of living is too expensive to live there after retirement. It’s not that we didn’t make a good retirement income, but why pay it out in a state that doesn’t have what other states have and it’s a lot cheaper to live. Many people I know are leaving Md. No tax breaks for retires. – Richard

It pays to do some good research on state income taxes in states being considered for retirement. You might think a state is a “high tax state” for income taxes, but that may not necessarily be true for seniors. For example, one commenter here said Maryland has no tax breaks for retirees. That’s not the case. Maryland doesn’t tax Social Security income, for example. That’s a pretty good tax break for most seniors. Most retirement websites I’ve looked at say Connecticut, where we live part of the year, taxes Social Security. Actually, that’s basically wrong. For several years Connecticut has not taxed Social Security up to a certain income. If you’re a married couple making up to $100,000, you’re not taxed on Social Security in CT. Again, a pretty good tax break, but most people wouldn’t know that because some sites simply say “CT taxes SS.” True, but only if you’re receiving a fairly high income. has good state income tax calculators for people who receive Social Security. Due diligence in looking at state tax liability for seniors is definitely important. – Clyde

Totally agree with LynnB and Richard – Maryland is very expensive and NO retiree breaks. Really sad!!- Sharryn

We love the areas around Chestertown and Easton and often make the easy trip down from PA. Would love to retire there, but pensions and investment and retirement income is taxed, so sadly its a big NO for us. – Staci

Maryland has a State Income tax. It doesn’t tax social security but taxes pension income. In addition to the State Income tax, there are also local taxes to pay. – LynnB

I think we should have called this post something like “Is Maryland a Good Place to Retire”. The State is taking a beating from many commentators. Yes, it is one of the more expensive states. But actually, it seems like the bad press is overrated. It does offer some exemptions ($33,100 per person), although Social Security is deducted from that. My point is, before you dismiss a state for tax reasons it is important to carefully look at how the state would affect you taxes. The best way to do that is to ask an accountant to examine how you would be affected if you move there. But as we always say, retire where you want to live, not just tax reasons. See and – Admin

MD is way too expensive for retirement. No tax breaks and the traffic is miserable! As a matter of fact, my moving truck comes Monday. My house in MD is sold and my new home is in VA. I know Governor Hogan tried to get the terrible tax rules changed, but as of now they are still very unfriendly to retirees. — DaveC

This is to Dave C and anyone else in VA or headed there. I am from VA, want to go back for final retirement. Would you be kind enough to tell me where you picked and why? I am open to most of the state but do have a few favorites. Just want to educate myself as much as possible with real life examples. I appreciate your response, if you are so inclined. – Sally

Below is a personal tax tips summary sheet on state taxes for seniors in Maryland. It’s from the state government. Among other things, some pension income is not taxed. – Clyde

That’s it – can’t wait to see your Comments!

Posted by Admin on June 19th, 2021


  1. We moved a raft of Comments about Maryland as a place to retire here from another Blog post. They are contained in the article above.

    by Admin — June 19, 2021

  2. To Admin, thank you so much! This has been very helpful! Thank you one and all for your comments, I will begin my investigative work
    on all the info received as well as visiting the towns mentioned. We live in Nassau county, Long Island so I doubt taxes & traffic can be any worse then what we’re experiencing.

    by Virginia — June 20, 2021

  3. Leonardtown is another interesting little town in a quiet, but fast growing part of Maryland. The town has an interesting downtown square with a courthouse and restaurants. The river is just below that with access to the Potomac. Just up the road are clusters of Amish people and their farms.

    by Rick — June 21, 2021

  4. Staci, where in PA are you located that ‘you often make the easy trip’ to MD? That might be an option for me? I know I’m getting off the Maryland track here but this is my situation; my son has been living in California for the past ten years, he got a job in MD and now has baby boy, I want to move closer to them because I’ve missed them so much and I’m not getting any younger. I know people say you shouldn’t follow your kids but family is so important.

    by Virginia — June 22, 2021

  5. I agree with Richard. Ungodly expensive. I made a good living before retirement. We have a very nice income in retirement. Why, in Gods name would I want to spend it all in taxes eg property, personal, automobile, etcetcetc.
    Now, it is a great state to visit, Deep Creek Lake in the western part, some gambling Mecca’s in the Cumberland area, and the Eastern Shore is very nice (Berlin). But to buy and live there is silly for a retiree when you can get so much more in states further south.
    We live in SC. My doctors are in DC. We can fly into DCA and get there by 8am,take the Metro into DC, finish the appointments by 2-3, take the metro back to DCA and be home by dinner. Flights are no more than $79 each way when made in advance after Drs. appointments are made.
    The expense of this travel day is made up in NOT paying Maryland taxes.

    by Hjack — June 23, 2021

  6. Sally, we chose Williamsburg. Actually it’s more Lightfoot referring to a map. We opted for Colonial Heritage 55+ Community. Love the area, community has a ton of amenities (golf/gym/indoor pool/outdoor pool/wood working shop/on-site restaurant) and wonderful neighbors like I never would have expected to have! We love history and Colonial Williamsburg, dining out as there are tons of great food establishments. In tourist season, the locals still can get around quite easily by mostly avoiding the route your GPS suggests. Didn’t take long at all to find new and easy ways. Also with having lived over 30 years in Maryland, even the “heavy” traffic here is nothing! Tax sis it is also great:
    Pasted from web: (Wallethub). Where does Virginia rank for retirement?
    Main Findings
    Overall Rank State Total Score
    1 Florida 61.09
    2 Colorado 60.94
    3 Delaware 58.69
    4 Virginia 58.61
    Good luck in your search for your personal paradise!

    by DaveC — June 23, 2021

  7. Virginia
    We’re in the Northwest suburbs of Philadelphia. It’s an 80 mile trip on the highways to Chestertown MD. Media PA is a great town, closer to MD than where we are now.
    We have our kids on the west coast so I understand the pull to be closer to them. They’re not really settled down there so far, so I guess for now we’ll stay where we are.

    by Staci — June 23, 2021

  8. I’d love to see more comments about what it’s like to live in Maryland and places to consider, without everyone bringing up issues regarding taxes and cost of living. That information is easy enough to find elsewhere and some people may be willing to make the trade off between taxes and COL vs. lifestyle. As a retiree, most of us wouldn’t be commuting, so that’s not relevant either.

    by Joann C — June 23, 2021

  9. I Agree with Hjack–Maryland has places of recreation like the lovely Deep Creek Lake in western Maryland and a nice Little Italy section in Baltimore and the harbor there. Annapolis is lovely as well. For those who are just visiting for a weekend or for a vacation to the eastern shore, no real problems other than traffic and not just commuter traffic. Getting to the beaches of Rehobeth and Ocean City can be very congested from DC nearly 24/7. It all can start on Fridays by noon in the summer months and sometimes earlier than that if a Holiday is approaching.

    There are many considerations,and not just financial to retirement. I, for one, appreciate knowing about the cost of living and taxes.It is good to hear from people who currenntly reside in a chosen area who would know such information. Many people find their new homes for retirement by just taking a vacation to the destination a few times and stats can be unreliable. Also, if one is well funded then one can live anywhere, not eveyone one is in the same position who reads this forum.

    by Jennifer — June 24, 2021

  10. Thank you Dave C!
    The Williamsburg area was on my list already, you have given me a reason to move it closer to the top. I lived in Yorktown for several years as a child and that is really where my heart is, we were so fortunate to have lived on the water and it was so great as a child to have that experience. Not sure that is in our cards, on the water is so expensive now. This blog really helps bring real people to other real people and I am ever so appreciative. There is so much “data” available, but the actual experience of others is such a gift.
    I hope you and your family enjoy your new home and area and thanks again for your response.

    by Sally — June 25, 2021

  11. Maryland has not always been ridiculously expensive. My family traces back in Maryland to the 1660s. Up until my generation, my family was composed primarily of trades people. Also, up until my generation, family members retired in Maryland. What drove up the cost of living was a heavy influx of people from other parts of the country after Reagan outsourced a large part of the government and then grew the outsourced part even larger in the 80s. Montgomery County only had 40,000 residents at the end of the 1940s. Now, it has over on million. Houses doubled and then tripled in price in a very short period of time. People who moved to the DC for a new well-paying job government contracting started to flood into lower cost Maryland counties, driving up the cost of what used to be reasonably priced housing and making a mess of a road system that not designed for people who work in DC to live in the Baltimore Metro Area. These transients then demanded world class schools and a lot of other amenities. Those massive infrastructure changes were not free. What takes the cake is that these people are now complaining about Maryland’s high cost of living, the cost increase they created, and moving to somewhere where they will drive up the cost of living for people with long historical ties. It is a case of one cannot fix stupid.

    by Mark — December 28, 2021

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