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10 Best Cities to Retire in Maryland in 2026

Maryland offers mountains, beaches, and historic charm with easy access to major cities. See the 10 best cities to retire in Maryland.

R. Tyler End, CFP®

Key takeaways

  • Maryland is close to several major cities, such as Philadelphia and Washington, D.C.
  • The state sees four seasons, none of which are too extreme, although summers can be humid
  • While the state has a higher cost of living, there are several locations with low housing costs
  • Overall, Maryland offers waterfront retirement for less than many other states and locations
In this article

10 Best Cities to Retire in Maryland in 2026

Like California, Maryland offers a diverse environment, with mountains, beaches, and more to enjoy and experience. It’s also centrally located, with easy access to several major cities. That said, the state itself is charming, historic, and filled with community friendliness. From Baltimore to Adamstown, Maryland is a lovely place to call home for retirement.

When you think of Maryland, you might think of the state’s famous blue crabs, Old Bay seasoning, or the stunning shoreline of Chesapeake Bay. The Old Line State is a centrally-located, boasts miles and miles of natural beauty, and has many affordable waterfront towns, making it an alluring place to retire. Read on to learn which of Maryland’s cities is best for your golden years.

Is Maryland a good place to live for retirees?

Maryland is in a central location, surrounded by states like Pennsylvania, New Jersey, and Virginia, giving retirees the option to travel near and far to major cities up and down the eastern seaboard while enjoying the slower pace of life in the Old Line State.

Many who reside in Maryland love that it has four distinct seasons, but none are extreme. Snow shoveling gets more difficult as you get older, and long, hot summers are not only unpleasant, they create high energy bills.

In addition, Maryland is home to Chesapeake Bay, which offers countless opportunities for fishing, boating, and other water excursions. The state has numerous parks and other green spaces as well—ideal for active seniors.

Overall, though, Maryland does have a higher cost of living than many other states, though there are several on this list with lower than average home prices. In addition, some areas of the state see heavy traffic, especially in Baltimore and the towns and cities surrounding Washington, D.C.

Is Maryland tax-friendly for seniors?

Maryland is moderately tax-friendly for retirees. While the state does not tax Social Security, it does tax other forms of retirement income, such as that from a 401(k) or IRA.

Property taxes are close to the national average, with the median effective property tax rate at 0.95%.

This won’t affect everyone, but it is important to note that Maryland is the only state with both an inheritance tax and an estate tax. Estates that exceed the $5 million state exemption are subject to tax rates up to 16%, and the inheritance tax is 10%. Direct relatives—children, spouses, parents, siblings, for instance—are often exempt from the inheritance tax.

Do seniors in Maryland pay property taxes over 65?

Yes, seniors over 65 in Maryland pay property taxes. Maryland’s property tax is close to the national average, with a median effective rate of 0.95%.

Maryland does have several tax relief credits for seniors, including:

Senior Property Tax Credit: Qualifications depend on income and the credits vary county by county.

Homestead Tax Credit: This credit limits how much your property tax bill can increase one year over the next.

Local County Relief Program: Several local counties have specific credits for veterans, seniors, and those with disabilities.

These credits are intended to offset the burden of property taxes for seniors and others suffering from financial strain; be sure to check the eligibility requirements for each before applying.

What benefits do seniors get in Maryland?

Most special programs and benefits for seniors in Maryland are geared towards those in a lower income bracket or those with special needs for medical care and support. Some of these benefits include:

  • Assistance paying for Medicare
  • The Supporting Older Adults with Resources (SOAR) program, which helps older adults access services such as home-based support, and partial financial assistance for assisted living.
  • Farmers market vouchers to buy fresh fruit and vegetables
  • Home delivered meals for those with mobility issues
  • Free medical equipment and assistive technology

Note that many of these programs require an application or at least a visit to a specific government office.

Where is the best place to retire in Maryland?

Seniors looking for a scenic, diverse state that is centrally located to several major cities could find what they are looking for in one of Maryland’s charming destinations.

But which of these destinations is right for you? Ultimately, choosing from Baltimore, Chesapeake City, and the other places on this list will depend on your budget, desire to live on the water, preference for bigger towns vs. small villages, and more. Read on to learn what makes the 10 best cities in Maryland for retirement unique and decide which could be best for you and your retirement goals.

1. Baltimore

CITY POPULATION: 569,997

SHARE OF POPULATION 65+: 15%
COST OF LIVING FOR RETIREES: 7% below the national average

MEDIAN HOME VALUE: $191,668

MEDIAN RENT: $1,650

TAX RATING FOR RETIREES: Moderately Tax Friendly

Most people don’t put city living and affordability in the same bucket, but Baltimore is an affordable US city, with a cost of living below the national average. The city has excellent healthcare facilities—a common priority for retires—and waterfront living. Being a city, seniors can also enjoy a multitude of cultural activities and institutions, such as Maryland Historical Society, the Walters Art Museum, and other art galleries and music venues.

  1. Cumberland

CITY POPULATION: 18,799

SHARE OF POPULATION 65+: 23%
COST OF LIVING FOR RETIREES: 26% below the national average

MEDIAN HOME VALUE: $155,425

MEDIAN RENT: $950

TAX RATING FOR RETIREES: Moderately Tax Friendly

Surrounded by the Appalachian mountains, Cumberland is just two hours away from Pittsburgh, MA. The historic town—often referred to as Queen City—is filled with architectural gems, a bustling downtown area, and cultural activities. Its C&O Canal National Historic Park is a pedestrian-friendly plaza and the home of a historic railway, which still allows passengers through the Cumberland Narrows. In addition, the town is known for its scenic beauty, and has hundreds of trails to bike, walk, and explore.

3. Chesapeake City

CITY POPULATION: 736

SHARE OF POPULATION 65+: 26%

__COST OF LIVING FOR RETIREES: __3% above the national average

MEDIAN HOME VALUE: $408,658

MEDIAN RENT: $2,092

__TAX RATING FOR RETIREES: __Moderately Tax Friendly

Chesapeake City is for retirees who desire a slower pace of life—with under 1,000 residents, the village’s community is tight-knit. Chesapeake City might be small but it still packs a punch; expect to see stunning 19th century architecture and enjoy walk along the waterfront at Pell Gardens. The bonus? Chesapeake City’s home prices are below the state’s average.

4. Easton

CITY POPULATION: 17,293

SHARE OF POPULATION 65+: 28%

COST OF LIVING FOR RETIREES: 6% above the national average

MEDIAN HOME VALUE: $376,444

MEDIAN RENT: $1,700

TAX RATING FOR RETIREES: Moderately Tax Friendly

Cited by Kiplinger as a great place to retire, Easton sits on the shores of Chesapeake Bay and is home to world-class golf courses, wildlife refugees, and many cultural centers that offer live music, theatre, and more. The town has an excellent healthcare system as well, run by the University of Maryland.

5. Hyattsville

COUNTY POPULATION: 21,158

SHARE OF POPULATION 65+: 11%

COST OF LIVING FOR RETIREES: 20% above the national average

MEDIAN HOME VALUE: $406,813

MEDIAN RENT: $2,127

TAX RATING FOR RETIREES:
Moderately Tax Friendly

Looking for the neighborly vibe of a suburban neighborhood while living close to a major city? Hyattsville could be your answer. The city is in Prince George’s County and only 40 minutes—by train, off the Metro’s Green Line—to Washington, D.C. Its historic district has stunning Victorian homes, but the city is home to a wide mix of architectural styles. Hyattsville also has a top-tier mall and many parks to explore and enjoy.

6. Cambridge

CITY POPULATION: 13,457

SHARE OF POPULATION 65+: 21%

COST OF LIVING FOR RETIREES: 18% below the national average

MEDIAN HOME VALUE: $262,516

MEDIAN RENT: $2,100

TAX RATING FOR RETIREES: Moderately Tax Friendly

Set on the Choptank River, Cambridge has charming, walkable streets and is home to the Dorchester County Center for the Arts, featuring rotating exhibits of photography, painting, and more. Cambridge has less than 13,000 residents, but 21% are over the age of 65—seniors can easily find their community here.

7. Salisbury

CITY POPULATION: 33,845

SHARE OF POPULATION 65+: 13%

COST OF LIVING FOR RETIREES: 16% below the national average

MEDIAN HOME VALUE: $266,141

MEDIAN RENT: $1,600

TAX RATING FOR RETIREES:
Moderately Tax Friendly

Retirees in search of affordable waterfront living should consider Salisbury—the town sits right on the Wicomico River. It’s also within 150 miles away from Baltimore, Washington, D.C., and Philadelphia, giving retirees easy access to major medical facilities, international airports, and more. Locally, residents enjoy Salisbury’s vibrant downtown, packed with boutiques, art galleries, restaurants, and more.

8. Oakland

CITY POPULATION: 1,851

SHARE OF POPULATION 65+: 28%

COST OF LIVING FOR RETIREES: 12% below the national average

MEDIAN HOME VALUE: $277,671

MEDIAN RENT: $1,470

TAX RATING FOR RETIREES: Moderately Tax Friendly

Oakland—not to be confused with the California city—is a very small town on the West Virginia side of Maryland, with just over 2,000 residents. Home prices come in around $277,000, which is below the state average, making it a very affordable place to retire. It’s a haven for nature lovers, with both Swallow Falls State Park and Herrington Manor State Park located nearby, each brimming with lakes, waterfalls, and seemingly endless trails.

9. Adamstown

CITY POPULATION: 2,025

SHARE OF POPULATION 65+: 14%

COST OF LIVING FOR RETIREES: 13% above the national average

MEDIAN HOME VALUE: $665,450

MEDIAN RENT: $1,583

TAX RATING FOR RETIREES: Moderately Tax Friendly

A suburb of the West Maryland city of Frederick, retirees in Adamstown can enjoy quiet suburban life while being close to big city amenities. Adamstown itself boasts a lively community, with special events year-round, while Frederick has wineries, performing arts venues, and other fun. American history buffs love it here—the city played a major war in the Civil War, so there are many sites and monuments to explore and learn about.

10. Crisfield

CITY POPULATION: 2,499

SHARE OF POPULATION 65+: 20%

COST OF LIVING FOR RETIREES: 23% below the national average

MEDIAN HOME VALUE: $169,745

MEDIAN RENT: $900

TAX RATING FOR RETIREES: Moderately Tax Friendly

Crisfield is a true maritime village, and is even known as the “Crab Capital of the World.” Located on Maryland’s southern most point, on the Tangier Sound, Crisfield is extremely affordable, with most homes $100,000 below the state average. Janes Island State Park offers active seniors opportunities to walk water trails out to pristine beaches or kayak on Chesapeake Bay.

Bottom Line

Maryland puts you squarely in the center of the east coast action without sacrificing charm and community. If waterfront living is your retirement dream, Maryland is one of the less expensive places to achieve that. Deciding which Maryland city or town to retire to depends largely on your priorities and your retirement nest egg—talk to a financial advisor at Retirable and review your investments and budget before you select a destination in the Old Line State.

Written by

R. Tyler End, CFP®

Tyler is a Certified Financial Planner® and CEO & Co-Founder at Retirable, the retirement peace of mind platform. Tyler has nearly 15 years of experience at leading companies in the wealth management and insurance industries. Before Retirable, Tyler worked as Head of Operations Expansion at PolicyGenius, expanding the company’s reach into new products — turning PolicyGenius into an industry-leading disability and P&C insurance distributor. Before working at PolicyGenius, Tyler worked as Wealth Management Advisor at prominent financial services organizations.

As an advisor, Tyler played an integral role in helping clients define goals, achieve financial independence and retire with peace of mind. Through this work, Tyler has helped hundreds of thousands of people get the financial planning and insurance advice they need to succeed. Since founding Retirable, Tyler’s innovative approach to retirement planning has been featured in publications such as Forbes, Fortune, U.S. News & World Report, and more.

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