Eastport Houses for Sale

/50
$1,285,000
- 4 Beds
- 4 Baths
- 2,125 Sq Ft
10 Sailors Way, Annapolis, MD 21403

RARE FIND! Private setting in Sailor's Quay in heart of Eastport -- tucked away off main street with lovely plantings in front and a shaded back patio surrounded by trees -- perfect retreat and/or entertaining in style! Brick front porch entry, Hardie-plank exterior, open floor-plan with four levels of flexible space. Custom touches throughout including plantation shutters, wall coverings,

Florence Calvert Coldwell Banker Realty

10 Sailors Way, Annapolis, MD 21403
Explore Eastport
/20
$975,000
- 4 Beds
- 2 Baths
- 1,956 Sq Ft
915 Jackson St, Annapolis, MD 21403

Welcome to this absolute gem in the Eastport area of Annapolis, MD. This 4 bedroom / 2 bath main house was built in 1912, but has a lot of modern updates. A Large 13,000+ sq.ft. Lot offers room for off street parking and a beautiful patio and pond in the back yard. Make your way thru the back yard to a 2 story building perfect for an office / art studio, complete with it's own kitchen and

Curtis Cunningham Innovative Properties, Inc.

915 Jackson St, Annapolis, MD 21403
/95
$1,499,000
- 4 Beds
- 3 Baths
- 2,341 Sq Ft
541 Second St, Annapolis, MD 21403

A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and modern convenience. Enjoy off-street parking for 2 cars and a host of high-end features throughout. Step inside to discover hardwood flooring on all 3 levels, radiant floor heat, and zoned heating and cooling – including a private

Betty Jans Berkshire Hathaway HomeServices PenFed Realty

541 Second St, Annapolis, MD 21403
/7
$850,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
316 Chester Ave, Annapolis, MD 21403

If you're looking for a charming home in the sought out neighborhood of Eastport. This home has beautiful hardwood floors and spacious back yard - perfect for entertaining. Ready for the next home owner to make it their own! Great water views of Seashell Marina and Butlers Marina. For the love of nature and water views you will be right at home! The home will need some TLC. Seller is sharing

Vita Makle Clark Realty Group, LLC

316 Chester Ave, Annapolis, MD 21403
/52
$750,000
- 5 Beds
- 3.5 Baths
- 3,235 Sq Ft
3 Park Ln, Annapolis, MD 21403

Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged

Keri Weis Northrop Realty

3 Park Ln, Annapolis, MD 21403
/42
$2,650,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,300 Sq Ft
703 Glendon Ave, Annapolis, MD 21403

Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors,

Colleen Smith EXP Realty, LLC

703 Glendon Ave, Annapolis, MD 21403
/2
$1,700,000 New Construction
- 4 Beds
- 3 Baths
- 3,640 Sq Ft
400 Jefferson St, Annapolis, MD 21403

Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors,

Brian Jacobs Coldwell Banker Realty

400 Jefferson St, Annapolis, MD 21403

Maryland Anne Arundel County Annapolis Eastport

Why Live in Eastport

Eastport, a neighborhood in Annapolis, is situated on a peninsula within walking distance of Downtown Annapolis, offering a maritime atmosphere with three marinas, several yacht clubs, and a sailing association. The community is known for its active lifestyle, with residents frequently engaging in boating, sailing, kayaking, and fishing. Horn Point Park provides a waterfront escape with a sandy strip, shaded green space, and a fishing pier. The neighborhood's tree-shaded streets and sidewalks make it ideal for walking and jogging. Homes in Eastport range from historic 1920s Craftsmans and cottages to Cape Cods and colonial-style houses, with waterfront rowhomes and estates featuring private docks. Condominiums are available at the base of the peninsula. The Eastport Shopping Center includes essential services like Walgreens and UPS, while grocery stores such as Giant and Safeway are 3 miles away. Local dining favorites include The Boatyard, known for its seafood and sailing memorabilia, and Davis’ Pub, famous for its crab pretzel. Community events are plentiful, including sailing races, a St. Patrick’s Day parade, and the annual tug of war competition across Spa Creek Bridge. Eastport is served by Anne Arundel County Public Schools, with Annapolis High School offering a high rating and a variety of unique programs. Residents enjoy easy access to Downtown Annapolis for additional shopping, dining, and cultural experiences.

Learn more about living in Eastport

Home Trends in Eastport, MD

On average, homes in Eastport, Annapolis sell after 30 days on the market compared to the national average of 52 days. The median sale price for homes in Eastport, Annapolis over the last 12 months is $820,500, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$820,500

Median Single Family Sale Price

$1,100,000

Median Townhouse Sale Price

$800,000

Median 2 Bedroom Sale Price

$551,375

Median 1 Bedroom Sale Price

$525,000

Average Price Per Sq Ft

$514

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.40

Median List Price

$770,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Eastport, there are currently 7 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $750,000 to $2,650,000, there's something for every budget. As of August, 2025 the median home price in Eastport, Annapolis is $770,000, while the average sale price is $937,352, providing insight into local market trends. On average, houses spend 30 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Eastport, Annapolis and find the perfect place to call home.

Eastport Types of Homes for Sale

Eastport Condos for Sale

More About Living in Eastport

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