Leave a Message

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties

St. Michaels, MD

St. Michaels, Maryland, on the Eastern Shore of the Chesapeake Bay, is known for its historic harbor, luxury waterfront homes, acclaimed restaurants, boutique shopping, and rich maritime heritage, offering refined coastal living in one of Talbot County’s most sought-after waterfront communities.
Search Homes

Welcome to St. Michaels, Maryland

Eastern Shore Elegance on the Chesapeake Bay

 

Located in St. Michaels in Talbot County on Maryland’s Eastern Shore, St. Michaels is one of the Chesapeake Bay’s most established waterfront destinations. Known for St. Michaels, MD, real estate, luxury waterfront homes, boutique inns, and a strong maritime heritage, the town blends historic charm with refined coastal living.

 

Set along the Miles River, a tributary of the Chesapeake Bay, St. Michaels offers protected harbors, deep-water marinas, and walkable streets anchored by South Talbot Street. The town consistently ranks among the most desirable waterfront communities in Talbot County for both full-time residents and second-home owners.

St. Michaels, MD FAQs

Q: What is St. Michaels, Maryland known for?
St. Michaels is known for Miles River waterfront homes, historic maritime heritage, the Chesapeake Bay Maritime Museum, luxury resorts like the Inn at Perry Cabin, and its walkable downtown along South Talbot Street in Talbot County.

Q: Is St. Michaels a good place to buy waterfront property?
St. Michaels offers deep-water dockage, protected harbors, limited waterfront inventory, and strong demand from second-home and luxury buyers, supporting long-term real estate stability on Maryland’s Eastern Shore.

Q: What types of homes are available in St. Michaels, MD?
The market includes historic in-town properties, waterfront estates on the Miles River, marina-access homes, and Eastern Shore luxury estates with acreage in Talbot County.

 


Waterfront Living and Historic Character

St. Michaels waterfront homes range from in-town historic properties to private estates along the Miles River. Buyers searching for St. Michaels MD homes for sale often prioritize:

 

• Deep-water dockage
• Proximity to marinas and yacht clubs
• Walkability to South Talbot Street
• Historic architecture and preserved streetscapes
• Eastern Shore estate properties with acreage

 

The town’s scale is intentional. Development remains measured, protecting the integrity of the waterfront and reinforcing long-term real estate stability.


What to Love

• Miles River waterfront views
• St. Michaels marinas and boating access
• Chesapeake Bay Maritime Museum
• Boutique shopping along South Talbot Street
• Talbot County luxury homes
• Eastern Shore festivals and culinary events

 

The Chesapeake Bay Maritime Museum anchors the harbor and reinforces the town’s maritime identity, drawing visitors year-round while supporting the local economy.


Local Lifestyle

Life in St. Michaels centers around the water. Mornings begin with coffee along the harbor. Afternoons involve boating on the Miles River, cycling toward Tilghman Island, or kayaking quiet coves. Evenings are shaped by waterfront dining and sunset views over the Chesapeake Bay.

 

Residents value the town’s balance of sophistication and calm. Talbot County offers access to golf courses, private clubs, and protected natural landscapes, all within a short drive of Easton and Oxford.

 

St. Michaels appeals to those seeking Eastern Shore luxury real estate without sacrificing walkability or cultural depth.


Dining and Shopping

  • St. Michaels’ dining scene supports its reputation as a culinary destination on Maryland’s Eastern Shore.
  • Ava's Pizzeria & Wine Bar offers elevated casual dining, while STARS delivers waterfront fine dining inside Inn at Perry Cabin, a landmark luxury resort.
  • For dockside seafood, Foxy's Harbor Grille remains a staple. Lyon Rum Distillery adds small-batch craft spirits to the town’s growing food and beverage profile.
  • Retail along South Talbot Street includes maritime antiques, curated home décor, and boutique apparel, reinforcing St. Michaels as both a lifestyle and investment destination.

Things to Do

Signature events strengthen St. Michaels’ national visibility as a premier Eastern Shore destination:

St. Michaels Concours d'Elegance

  • September 25-27, 2026


Wine and Food Festival

  • April 35-26, 2026 - 11 am - 5 pm


OysterFest

  • November 7, 2026 - 10 am - 4 pm

Christmas in St. Michaels

  • Check website for 2026 details

 

Outdoor recreation includes paddleboarding, sailing, cycling to Tilghman Island, and exploring Talbot County’s protected waterways.

 

The combination of waterfront recreation and curated cultural programming reinforces St. Michaels MD real estate as a lifestyle-driven market.

Overview for St. Michaels, MD, MD

1,381 people live in St. Michaels, MD, where the median age is 49.8 and the average individual income is $56,901. Data provided by the U.S. Census Bureau.

1,381

Total Population

49.8 years

Median Age

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

$56,901

Average individual Income

Around St. Michaels, MD, MD

There's plenty to do around St. Michaels, MD, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

58
Somewhat Walkable
Walking Score
48
Somewhat Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Olivin's, Chesapeake Seafood Market, and Rise Up Coffee.

Name Category Distance Reviews
Ratings by Yelp
Dining · $$ 0.07 miles 14 reviews 5/5 stars
Dining 1.54 miles 7 reviews 4.9/5 stars
Dining · $ 1.53 miles 38 reviews 4.8/5 stars
Dining · $$ 0.5 miles 50 reviews 4.7/5 stars
Dining · $$ 0.17 miles 37 reviews 4.6/5 stars
Dining · $$ 0.09 miles 99 reviews 4.6/5 stars

Demographics and Employment Data for St. Michaels, MD, MD

St. Michaels, MD has 653 households, with an average household size of 2.11. Data provided by the U.S. Census Bureau. Here’s what the people living in St. Michaels, MD do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 1,381 people call St. Michaels, MD home. The population density is 1,184.68 and the largest age group is Data provided by the U.S. Census Bureau.

1,381

Total Population

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

49.8

Median Age

40.7 / 59.3%

Men vs Women

Population by Age Group

0-9:

0-9 Years

10-17:

10-17 Years

18-24:

18-24 Years

25-64:

25-64 Years

65-74:

65-74 Years

75+:

75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree
653

Total Households

2.11

Average Household Size

$56,901

Average individual Income

Households with Children

With Children:

Without Children:

Marital Status

Married
Single
Divorced
Separated

Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in St. Michaels, MD, MD

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby St. Michaels, MD. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
St. Michaels, MD

Work With Us

Brad Kappel and his team are dedicated to helping you find your dream home and assisting with any selling needs you may have. Make Your Move today!

Follow Me on Instagram