Maryland’s Best-Kept Secrets: 7 Underrated Small Towns You’ll Want to Call Home
- Eddie Brady
- Mar 15
- 3 min read
Are you dreaming of a move to Maryland but want something more peaceful than the busy cities and cookie-cutter suburbs? You’re in luck! Maryland is home to some incredibly underrated small towns that offer charm, community, and convenience — all without the overwhelming pace of urban life.
We'll explore the seven hidden gems in Central Maryland that provide a relaxed lifestyle with easy access to everything you need. Whether you're looking for historic character, scenic beauty, or a close-knit community, there's a town on this list for you.
1. Mount Airy Maryland
Where four counties meet charm and convenience.
Located at the junction of Frederick, Carroll, Montgomery, and Howard counties, Mount Airy is a large small town with a population just under 10,000. Originally a railroad town, it now blends historic downtown vibes with suburban and rural living.
Despite being right off I-70, it often gets overlooked due to its split between counties — but don’t let that fool you. Mount Airy has its own town government, popular community festivals, and access to outdoor favorites like Watkins Park and Patapsco Valley State Park.
💰 Median Home Price: ~$550,000🏞️ Highlights: Larger homes, big lots, parks, and easy commutes.
2. Sykesville Maryland
The “coolest small town” you haven’t explored yet.
Once crowned America’s Coolest Small Town, Sykesville is tucked into the southern edge of Carroll County, just north of I-70. With a walkable historic downtown full of boutique shops, cafés, and restaurants, it’s packed with small-town charm and hosts events like First Fridays throughout the year.
Outdoor lovers will appreciate quick access to Liberty Reservoir and Patapsco Valley’s extensive trail systems.
💰 Median Home Price: ~$525,000📍 Highlights: Charming downtown, outdoor recreation, great commuter location.
3. New Market Maryland
Historic roots with a resort-style twist.
Just east of Frederick off I-70, New Market is known as Maryland’s former Antiques Capital. But beyond its quaint downtown lies something truly unique — Lake Linganore, a large planned community with a private lake, beaches, hiking trails, and year-round resort vibes.
It’s easy to miss when flying down the highway, but once you explore the area, it’s hard to forget.
💰 Median Home Price: ~$600,000🏖️ Highlights: Lake lifestyle, community amenities, antique charm.
4. Damascus Maryland
Rural roots, modern convenience.
Located in northern Montgomery County, Damascus has held onto its rural heart even with a growing population of around 16,000. The area is known for equestrian estates, wide open spaces, and paved walking trails perfect for families and outdoor enthusiasts.
💰 Median Home Price: ~$550,000🌳 Highlights: Country feel, diverse housing, strong community.
5. Brookeville Maryland
Small in size, big on history and charm.
With a population of just 150, Brookeville is a peaceful retreat just 30 minutes north of Washington, D.C. Once the nation’s capital for a day during the War of 1812, this historic village is filled with 18th-century homes and a quiet atmosphere, especially now that a bypass diverts through-traffic.
💰 Median Home Price: ~$750,000🏡 Highlights: Historic beauty, DC proximity, ultra-small-town feel.
6. Middletown Maryland
Historic elegance with breathtaking views.
Just 15 minutes west of Frederick, Middletown sits in a scenic valley surrounded by mountains — a view so stunning that George Washington reportedly called it one of the most beautiful places he’d ever seen.
Its charming downtown, historic buildings, and proximity to Frederick make it an appealing mix of past and present.
💰 Median Home Price: ~$617,000🌄 Highlights: Mountain views, larger lots, rich history.
7. Walkersville Maryland
Affordable comfort just minutes from Frederick.
Located just 10 minutes north of Frederick, Walkersville is an ideal choice for those who want proximity to city amenities without the higher price tag. It’s quiet, scenic, and offers easy access to the essentials, all while maintaining a small-town feel.
💰 Median Home Price: ~$450,000📦 Highlights: Great value, quick access to Frederick, peaceful living.
Final Thoughts
If you're looking to slow down, stretch out, and enjoy more community, charm, and character, these seven small towns in Central Maryland might just be your perfect match. Each offers something different, from lake living to mountain views, historic main streets to quiet countryside.
Thinking about making a move?
Are you curious Central, Maryland? I’m your local real estate expert, ready to help you explore the many communities here.
Finding the right home isn’t just about numbers—it’s about discovering a place that fits your lifestyle and future goals.
If Maryland interests you, let’s have a chat about what you’re looking for and see if this area feels right.
Whenever you’re ready, let’s set up a time to talk.
Eddie Brady, REALTOR
Cell: 301-395-0815
Email: eddie@showcaserei.com
Office: 301-648-6000
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