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Eastport Homes for Sale

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  • /33

    $625,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    778 Fairview Ave Unit 778 E, Annapolis, MD 21403

    Waterfront Condo with exceptional water views: Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a 30' deeded boat slip (C2) on Back Creek which flows into the Severn River. Relax or entertain on the expansive outdoor deck where you and your guests can take in exceptional water views. This recently updated condo has all the improvements a buyer is looking for.

    Agent Photo

    Ann Englehart

    Coldwell Banker Realty

    (443) 745-5799

    778 Fairview Ave Unit 778 E, Annapolis, MD 21403
  • /25

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    769 Fairview Ave Unit 769 E, Annapolis, MD 21403

    Enjoy the Best of Both Worlds – Waterfront Community Living with Condo Convenience! Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a 40' deeded boat slip. This beautifully updated 2-bedroom, 2-full bathroom condo offers exceptional comfort and style in a prime waterfront community. Step inside to find a gourmet kitchen featuring elegant countertops,

    Agent Photo

    Ann Englehart

    Coldwell Banker Realty

    (443) 296-3043

    769 Fairview Ave Unit 769 E, Annapolis, MD 21403
  • /40

    $374,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 900 Sq Ft

    1007 Madison Ct, Annapolis, MD 21403

    ***Bundled service pricing available for buyers. Connect with the listing agent for details.***Charming Townhome Near Downtown Annapolis & the U.S. Naval AcademyWelcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U.S. Naval Academy. This versatile layout offers comfortable living across

    SHERRI SPRIGGS Redfin Corp

    1007 Madison Ct, Annapolis, MD 21403
  • /36

    $750,000

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    301 Burnside St Unit B202, Annapolis, MD 21403

    Enjoy stunning views of Spa Creek, St. Mary's, and the Annapolis skyline from this ideally located 2nd-floor condo, next door to the Annapolis Yacht Club’s Activity Center and Pool. This spacious 2-bedroom unit features an open-concept design with a large covered balcony, perfect for relaxing on chaise lounges or dining al fresco. This unit boast a new European style kitchen updated ceramic bath

    Chris May May Realty

    301 Burnside St Unit B202, Annapolis, MD 21403
  • /58

    $675,000

    • 1 Bed
    • 1 Bath
    • 513 Sq Ft

    301 Burnside St Unit C 202, Annapolis, MD 21403

    STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BEAUTIFUL SPA CREEK AND THE GORGEOUS GROUNDS OF ST MARYS CATHEDRAL. This 1 Bedroom, 1 Bath Condo boasts Stainless Steel Appliances, a Wood Burning Fireplace and spectacular views from your private deck. Enjoy the ultimate Annapolis Lifestyle where you can dine dockside, paddleboard at sunrise, take a dip in the waterside pool or catch

    Joan Eisenhardt RE/MAX Executive

    301 Burnside St Unit C 202, Annapolis, MD 21403
  • /31

    $565,000

    • 2 Beds
    • 2 Baths

    759 Fairview Ave Unit 759 F, Annapolis, MD 21403

    Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with

    Anne Harrington Coldwell Banker Realty

    759 Fairview Ave Unit 759 F, Annapolis, MD 21403
  • /46

    $555,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Location! Location! Location! Perched on the top floor of The Tecumseh—Maryland’s first condominium building—this rarely available two-level loft offers water views, thoughtful updates, and an unbeatable Eastport lifestyle and access to all the charm and excitement of coastal living in Annapolis. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • /19

    $520,000

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft

    316 Burnside St Unit 208, Annapolis, MD 21403

    Welcome to 316 Burnside Street, Unit #208 — a charming one-bedroom, one-bath condominium nestled in the heart of Annapolis. This inviting residence features beautiful luxury vinyl plank flooring, a recently installed water heater (2024), and central A/C for year-round comfort. This flexible layout offers additional sleeping accommodations with a Murphy bed in the dining area and a sleeper sofa.

    Bob Chew Samson Properties

    316 Burnside St Unit 208, Annapolis, MD 21403
  • /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
  • /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
  • /56

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    21 Chesapeake Landing, Annapolis, MD 21403

    Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both

    Stephanie Snyder Long & Foster Real Estate, Inc.

    21 Chesapeake Landing, Annapolis, MD 21403
  • /27

    $440,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403

    Severn House is a sought after community on Back Creek in Eastport. This is a beautiful warm and inviting 2 bedroom 1 bath unit. Kitchen recently replaced with white soft close cabinetry, lovely backsplash and stainless steel appliances. Luxury vinyl floor with beautiful area rugs that will convey. Dining area has a lovely bar with bar fridge steps from the beautiful private deck.

    Cindy Garhart RE/MAX Leading Edge

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403
  • /31

    $425,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 676 Sq Ft

    316 Burnside St Unit 101, Annapolis, MD 21403

    Don’t miss this fantastic opportunity for buyers and investors!Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovely waterfront park. Just a short walk to downtown Annapolis, Eastport’s vibrant dining scene, yacht clubs, and marinas, the location is unbeatable.Enjoy

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    316 Burnside St Unit 101, Annapolis, MD 21403
  • /15

    $65,000

    319 6th St Unit SLIP 39, Annapolis, MD 21403

    Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a

    Wendy Oliver Coldwell Banker Realty

    319 6th St Unit SLIP 39, Annapolis, MD 21403
  • /32

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1233 Boucher Ave, Annapolis, MD 21403

    New Price! Incredible Value in Walkable Eastport Waterfront Community.Rarely available hidden gem with 3 large waterfront balconies perfect for entertaining or enjoying the serene view; 3 stacked-stone fireplaces for cozy winter nights. Gourmet kitchen with GE Monogram appliances, double oven, and wine fridge. Huge spa-like luxury primary bath with 2-person sauna, hydrotherapy-jetted tub,

    Pat Klug Engel & Völkers Annapolis

    1233 Boucher Ave, Annapolis, MD 21403
  • /34

    $460,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    316 Burnside St Unit 304, Annapolis, MD 21403

    PRICE IMPROVEMENT TO $460K. Great investment property, second home or live in downtown Annapolis! Located in the heart of desirable Eastport, this inviting condo offers the best of Annapolis nautically inspired living. 316 Burnside Street has big water views of the serene waters of Spa Creek! This home offers an ideal retreat for those seeking both tranquility in the city of Annapolis! Updated

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, 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
  • /32

    $6,350,000

    • 3 Beds
    • 3 Baths
    • 2,949 Sq Ft

    287 State St Unit 2, Annapolis, MD 21403

    South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence.

    George Turner Coldwell Banker Realty

    287 State St Unit 2, 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
    • 4,000 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
  • /62

    $1,135,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    827 Janice Dr, Annapolis, MD 21403

    Move-In Ready! Construction is completed! Luxury, water access, and walkability converge at this extraordinary custom-built residence by Cedar Square Homes—nestled in the heart of Green Acres, one of Eastport’s best-kept secrets. Brand new, never lived in, and ready for immediate occupancy, this over 4,000 square foot showpiece redefines what it means to live well in Annapolis. Step inside to

    Wendy Oliver Coldwell Banker Realty

    827 Janice Dr, 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

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.

Frequently Asked Questions

Is Eastport a good place to live?
Eastport is a good place to live. Eastport is considered somewhat walkable and very bikeable with some transit options. Eastport is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Eastport has 5 parks for recreational activities. It is fairly dense in population with 14.9 people per acre and a median age of 44. The average household income is $141,472 which is above the national average. College graduates make up 61.8% of residents. A majority of residents in Eastport are home owners, with 49.1% of residents renting and 50.9% of residents owning their home. A local real estate agent serving Eastport can help you decide if this neighborhood is the right one for you. Learn more on our Eastport neighborhood guide.
Is Eastport, MD a safe neighborhood?
Eastport, MD is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Eastport?
The median home price in Eastport is $998,500. If you put a 20% down payment of $199,700 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $5,170 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $222K a year to afford the median home price in Eastport. The average household income in Eastport is $141K.
What are the best public schools in Eastport?
The best public schools that serve Eastport are:
What are the best private schools in Eastport?
The best private schools that serve Eastport are:
What are the most popular zip codes in Eastport, Annapolis, MD?
The most popular zip codes in Eastport, Annapolis, MD include 21403, 21401, 21032, 21409 and 21037.
What are the most popular neighborhoods near Eastport, Annapolis, MD?
The most popular neighborhoods near Eastport, Annapolis, MD are Downtown Annapolis, Tyler Heights-Primrose Acres, Victor Haven, Forest Villa and West Annapolis-Wardour.

Home Trends in Eastport, MD

Housing Trends

Median Sale Price
$344,500
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$369,999
Median 2 Bedroom Sale Price
$344,500
Average Price Per Sq Ft
$295
Number of Homes for Sale
8
Last 12 months Home Sales
130
Months of Supply
0.70
Median List Price
$998,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
11%
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