Leave a Message

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

Explore Our Properties

Annapolis - Eastport

Downtown Annapolis and Eastport embody a rich maritime heritage and architectural splendor, offering an elegant and approachable lifestyle.

Property Listings

For Sale
MLS® MDAA2111362

$3,675,000

3 Eastern Ave, Annapolis, MD 21403
5 Beds 4 Baths 3,305 Sq.Ft.
For Sale
MLS® MDAA2109630

$3,495,000

9 Shipwright St, Annapolis, MD 21401
3 Beds 3 Baths 2,621 Sq.Ft.
For Sale
MLS® MDAA2108534

$3,400,000

145 Spa Dr, Annapolis, MD 21403
5 Beds 4 Baths 5,167 Sq.Ft.
For Sale
MLS® MDAA2112456

$825,000

5 Park Pl #722, Annapolis, MD 21401
2 Beds 2 Baths 1,285 Sq.Ft.
Pending
MLS® MDAA2105670

$450,000

795-F Fairview Ave #F, Annapolis, MD 21403
2 Beds 2 Baths 1,024 Sq.Ft.
For Sale
MLS® MDAA2102850

$6,350,000

287 State St #2, Annapolis, MD 21403
3 Beds 3 Baths 2,949 Sq.Ft.
For Sale
MLS® MDAA2100630

$5,898,000

1 Shipwright Harbor, Annapolis, MD 21401
3 Beds 4 Baths 3,108 Sq.Ft.
For Sale
MLS® MDAA2109384

$2,300,000

41 Cornhill St, Annapolis, MD 21401
4 Beds 3 Baths 4,404 Sq.Ft.
For Sale
MLS® MDAA2102132

$2,000,000

105 Spa Dr, Annapolis, MD 21403
3 Beds 2 Baths 2,671 Sq.Ft.
Search Homes

Welcome to Downtown Annapolis Eastport

A Historic, Waterfront Paradise
 
 
Step into a timeless community where the charm of cobblestone streets meets the sparkling waters of the Chesapeake Bay. Downtown Annapolis and Eastport embody a rich maritime heritage and architectural splendor, offering an elegant and approachable lifestyle. This neighborhood is steeped in history, from its storied 18th-century brick buildings to the iconic landmarks that tell the tale of America’s past.

Located in the heart of Maryland’s capital, this area boasts unparalleled walkability. Stroll past quaint boutiques, galleries, and cafes, or explore the harbor where sleek yachts mingle with wooden sailboats. With its vibrant cultural scene, scenic views, and proximity to world-class amenities, this community is a haven for anyone seeking the quintessential Chesapeake Bay experience.
 
*If you are new to Annapolis- download our Local's Guide!*

What to Love

  • Waterfront living
  • A rich history and iconic architecture
  • Walkable streets with boutique shops
  • Thriving dining and nightlife scene
  • Vibrant boating and sailing culture


Local Lifestyle

Life in Downtown Annapolis and Eastport feels like a celebration of the past and present. Residents enjoy a leisurely pace, enhanced by walkable streets that lead to gourmet restaurants, art galleries, and charming bookshops. The maritime culture is woven into everyday life, whether a morning spent paddleboarding in the harbor or an evening enjoying a sailboat race. The community exudes a sophisticated yet relaxed vibe, making it an ideal destination for those who value beauty, history, and a strong sense of place.
 


Dining and Shopping

For food enthusiasts, Downtown Annapolis and Eastport are nothing short of a culinary delight. The Boatyard Bar and Grill in Eastport is a beloved spot for its fresh seafood and convivial atmosphere. The Choptank offers unparalleled views of the Chesapeake Bay alongside expertly prepared regional dishes, making it a must-visit for any gourmand.

Shoppers will revel in the curated offerings of Old Fox Books, an independent bookstore with a cozy ambiance perfect for perusing rare finds. Kim Hovell Shop on Main Street showcases stunning coastal-inspired art and home decor, epitomizing the area’s elegant aesthetic. The streets are lined with artisan boutiques and gift shops, each offering a unique treasure to discover.

From classic Chesapeake cuisine to vibrant shopping, every turn in this neighborhood offers a new opportunity to indulge your senses.
 


Things to Do

The community calendar is packed with unique events that celebrate local traditions. The annual Lighted Boat Parade, hosted by the Eastport Yacht Club, transforms the harbor into a magical wonderland of illuminated vessels during the holiday season. In spring, the Annapolis Oyster Roast and Sock Burning Festival at the Annapolis Maritime Museum ushers in boating season with a quirky, time-honored ritual.

Outdoor enthusiasts will find plenty of options for adventure. The Wednesday Night Sailboat Races, organized by the Annapolis Yacht Club, are a summer favorite, while the expansive walking trails at Quiet Waters Park provide a peaceful retreat for hiking and picnicking. Sandy Point State Park, with its panoramic views and sandy beaches, is perfect for a family outing or a day on the water.
 


Schools

Downtown Annapolis is home to prestigious educational institutions that reflect its historical significance. St. John’s College, the third oldest college in the United States, offers a classical liberal arts education in the heart of the city. The United States Naval Academy stands as a beacon of leadership and excellence, drawing visitors from across the globe to tour its impressive grounds and museum.

Maryland’s capital city captures the essence of Chesapeake Bay living, where history, culture, and natural beauty come together in perfect harmony.

Overview for Annapolis - Eastport, MD

39,517 people live in Annapolis - Eastport, where the median age is 45.6 and the average individual income is $67,910. Data provided by the U.S. Census Bureau.

39,517

Total Population

45.6 years

Median Age

High

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

$67,910

Average individual Income

Around Annapolis - Eastport, MD

There's plenty to do around Annapolis - Eastport, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

60
Somewhat Walkable
Walking Score
59
Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Senor Sombrero, Botanas Fajardo, and Somethin’ Extra Sweet.

Name Category Distance Reviews
Ratings by Yelp
Senor Sombrero Logo
Dining 1.09 miles 5 reviews 5/5 stars
Botanas Fajardo Logo
Dining 3.89 miles 9 reviews 5/5 stars
Somethin’ Extra Sweet Logo
Dining 4.89 miles 6 reviews 5/5 stars
The Painted Cottage Logo
Shopping 4.6 miles 7 reviews 5/5 stars
True Core CrossFit Logo
Active 1.37 miles 9 reviews 5/5 stars
Z Flight Watersports Logo
Active 3.85 miles 5 reviews 5/5 stars

Demographics and Employment Data for Annapolis - Eastport, MD

Population Households Employment

Annapolis - Eastport has 17,347 households, with an average household size of 2.21. Data provided by the U.S. Census Bureau. Here’s what the people living in Annapolis - Eastport do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 39,517 people call Annapolis - Eastport home. The population density is 1,982.74 and the largest age group is Data provided by the U.S. Census Bureau.

39,517

Total Population

High

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

45.6

Median Age

49.94 / 50.06%

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
17,347

Total Households

2.21

Average Household Size

$67,910

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 Annapolis - Eastport, MD

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Annapolis - Eastport. 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

Explore Other Neighborhoods

St. Michaels

St. Michaels

Learn More
Easton

Easton

Learn More
Stevensville

Stevensville

Learn More
View All

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!

Contact Us

Follow Me on Instagram

Contact Details

Brad Kappel Team

Phone

410.279.9476

Email

[email protected]

Address

209 Main St Annapolis MD 21401

Submit a Message

Message sent successfully!