The Most Expensive Beaches in Maryland to Buy a Second Home

Ocean City - Maryland, Maryland - US State, Beach, Aerial View, Atlantic Ocean
© iStock.com/Eliyahu Parypa

Written by Chanel Coetzee

Updated: July 23, 2023

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While Maryland’s average home cost is around $373,264, beach houses are much more expensive. The property price in Maryland is already 22% higher than the national average, but obtaining a home on the beach will cost more.

Picture graph of the Most Expensive Beaches in Maryland to Buy a Second Home.
From bustling cities to small, quiet towns, these beachfront places offer a variety of options.

So, if you are looking for a holiday home, here are the most expensive beaches in Maryland to buy a second home.

1. St. Michaels, Maryland

The average listing price of a home in Saint Michaels, Maryland, is $800,000. Therefore homeowners are paying $452 per square foot. The quaint town of St. Michaels has a population of 1020 residents. As a result, it is a close-knit community with virtually no crime. St. Michaels was named after the Archangel Saint Michael and was first established in 1672 on the banks of the Miles River. Initially, it was a shipbuilding town, and as it grew, it also traded oysters and crabs. However, in the 20th century, most of its revenue came from tourism, as it is a sailing haven. There is a very tranquil way of life in St. Michaels, which is notorious for its beauty.

Autumn Color the Chesapeake Bay Shore and Harbor in St Michaels Maryland

The average listing price of a home in Saint Michaels, Maryland, is $800,000.


Image: Christian Hinkle, Shutterstock

©Christian Hinkle/Shutterstock.com

2. Easton, Maryland

The average listing price of a home in Easton, Maryland, is approximately $684,500. Therefore homeowners are paying $284 per square foot. Easton is a special little town, and they have proof. It was named one of the best small towns in America. Furthermore, Easton has a population of 16,000 people, but it receives many more visitors throughout the year. This town is known for its vibrant art and culinary communities and historic downtown. However, there are many reasons why this little town attracts so many visitors each year. But, one of the most appealing charms about Easton is the community has managed to retain its small-town ambiance even though it has grown over the last few years.

Sunset in Easton shore stock photo

The average listing price of a home in Easton, Maryland, is approximately $684,500.

©iStock.com/Annimei

3. Annapolis, Maryland

The average listing price for a home in Annapolis is $639,900, making it one of the most expensive beaches in Maryland to buy a second home. Owners are paying $295 per square foot, but it’s not the houses that demand these prices; it’s the location. Annapolis was initially nicknamed the Athens of America because of its glittering social season, a wealth of cultural activities, intellectual stimulation, and gracious hospitality. And for those who don’t know their history, Annapolis was once one of America’s capitols and where Congress ratified the Treaty of Paris.

This historic town had a small seaside port that welcomed visitors from around the globe to enjoy the exquisite tidewater cuisine and tranquil ambiance. Luckily, the town hasn’t lost its charm and attracts around 4 million tourists a year. While Annapolis is a great place to visit, it is an even better place to live. Many families buy second homes here for weekend getaways or summer vacations.

Chesapeake Bay, Annapolis in Maryland

The average listing price for a home in Annapolis is $639,900, making it one of the most expensive beaches in Maryland to buy a second home.

©Nicole Glass Photography/Shutterstock.com

4. Stevensville, Maryland

The average price of a home in Stevensville is $577,500, and the price per square foot is around $254, making it one of the most expensive beaches in Maryland to buy a second home. A quaint suburb of Baltimore, Stevensville has a population of 8,359 and is situated in Queen Anne’s County. This suburb offers residents a rural feel and is home to many young professionals. Young families enjoy Stevensville because of its peaceful surroundings and great public schools.

The suburb sits on the Chesapeake Bay, providing residents and visitors with an idyllic experience with stunning views and plenty of outdoor activities. The charming homes that line the streets of Stevensville have been there for generations, giving the suburb an air of timelessness that you won’t find anywhere else. Stevensville always has something new to discover, from its charming shops and boutiques to its delicious restaurants. You won’t regret buying a home here, it is easy to fit in with the friendly locals, and the town has a laid-back atmosphere.

Chesapeake Bay, Maryland - US State, Landscape - Scenery, Beach, Coastline

The average price of a home in Stevensville is $577,500, and the price per square foot is around $254.

©iStock.com/flownaksala

5. Ocean City, Maryland

The average listing price of a home in Ocean City is $495,000 and $454 per square foot. Ocean City is an Atlantic resort town in Worcester County, Maryland. If you ever find yourself in Maryland, why not visit this beach resort town with a population of just over 7000 people? However, during school holidays and summer weekends, the city accommodates between 320,000 to 345 000 tourists and up to 8 million visitors per year. In fact, this bustling beach town is the second most populated municipality in Maryland after Baltimore.

Ocean City sits on Fenwick Island and houses many high-rise beachfront hotels and condominiums like, The Seawatch, Century I, The Carousel, and Golden Sands Club. Furthermore, it’s easy to recognize this beach town due to its city-like skyline.

Besides its glamorous skyline, many tourists and residents have spotted sharks in the bay. In fact, there have been more and more shark sightings in Ocean City each year. Researchers believe the increase in sharks is due to fishermen attempting to catch them with bait, which is attracting sharks close to shore. The most popular sightings are of sand and tiger sharks. So, if you want to buy a second home in a bustling beach town, Ocean City might be the perfect place for you. Not only does it have sun and sand, but it also has endless outdoor recreational activities and an abundance of wildlife, both on land and in the water.

Ocean City - Maryland, Maryland - US State, Beach, Aerial View, Atlantic Ocean

The average listing price of a home in Ocean City is $495,000 and $454 per square foot.

©iStock.com/Eliyahu Parypa

6. North East, Maryland

The average listing price of a home in North East is $469,900 and $197 per square foot. North East sits at the head of Chesapeake Bay. This Maryland town is only 50 miles from Philadelphia or Baltimore via Interstate 95. Therefore, it is the perfect place to buy a second home for a weekend getaway or summer vacation. North East has a population of around 2000 people, but the town accommodates thousands of tourists during the warmer months.

This Maryland town was originally settled before the 1700s but only incorporated in 1850. It’s rich history and charming community make it easy to see why so many people love spending their off time here. The town’s main street offers several attractive antique shops with incredible treasures of the past, casual restaurants, and collectible and craft shops. Furthermore, North East is also experiencing industrial growth, so it’s the perfect place to invest at the moment.

If you are a history buff, North East has several fantastic tourist attractions within the town’s limits, including St Mary Anne’s Episcopal Church, which dates back to the 1700s. Additionally, a graveyard surrounding the church is one of the oldest in the state, containing graves of Susquehannock Indians from the 1600s. But, if you prefer the outdoors, Elk Neck State Park provides many recreational activities and is just 10 miles from the town.

Sunset over North Beach, Maryland

The average listing price of a home in North East is $469,900 and $197 per square foot. North East sits at the head of Chesapeake Bay.

©Chris Williamson / CC BY 2.0 – Original / License

Summary of the Most Expensive Beaches in Maryland to Buy a Second Home

Rank by CostPlaceAverage Listing Price
1.St. Michaels$800 000
2.Easton$684,500
3.Annapolis$639,900
4.Stevensville$577,500
5.Ocean City$495,000
6.North East$469,900


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About the Author

Chanel Coetzee is a writer at A-Z Animals, primarily focusing on big cats, dogs, and travel. Chanel has been writing and researching about animals for over 10 years. She has also worked closely with big cats like lions, cheetahs, leopards, and tigers at a rescue and rehabilitation center in South Africa since 2009. As a resident of Cape Town, South Africa, Chanel enjoys beach walks with her Stafford bull terrier and traveling off the beaten path.

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