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417 Chesapeake Avenue, Annapolis, MD 21403

$1,495,000
  • 417 Chesapeake Avenue, Annapolis, MD 21403 Main Photo

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ACTIVE
BEDS3 BATHS2 full 1 partial SQUARE FEET2,259 MLS#MDAA2144320
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONEASTPORT SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

This exceptional 3-bedroom, 2.5-bath sun-drenched contemporary home sits on a spacious Eastport corner lot. Enjoy the vibrant Eastport lifestyle from your newly updated, well-maintained oasis featuring warm hardwood floors and generous living, dining, and kitchen areas. The open layout complements the coastal Eastport vibe, while the inviting wraparound porch is great for morning coffee or an evening cocktail. The living room’s focal point is a gas fireplace that reflects off the beautiful wood floors and opens to the gourmet kitchen and newly designed dining area. The second level is dedicated entirely to the spacious primary spa-inspired suite with an oversized walk-in closet, custom built-ins, and an updated sublime bath with walk-in shower and heated floors. A hidden laundry room adds convenience. The private east-facing deck overlooks the rear yard, offering stunning sunrises to start your day. The third level features two bedrooms and an elegant shared bath, with one bedroom enjoying winter water views. The fourth-floor loft can serve as a bedroom, office, or exercise space. The expansive back patio and side yard are ideal for BBQs and soaking in the Eastport atmosphere. Two highly coveted off-street parking spaces are a rare find. Stroll Eastport streets, dine at five-star restaurants, enjoy cozy pubs, or watch boating activity from street-end parks. You’re moments from yacht clubs and marinas. Downtown Annapolis and the Naval Academy are close by via the charming Spa Creek drawbridge or the iconic water taxi. The Eastport peninsula is flanked by two creeks with quick access to the Severn River and Chesapeake Bay. Annapolis offers charm and sophistication with colleges, music venues, galleries, street fairs, acclaimed boat shows, and proximity to two major cities. Much of the home was updated to a high standard in 2024–25. Located just 5 miles from Route 50 and 97, you’ll have direct access to BWI and Washington, DC. Welcome home to your Eastport dream!

417 Chesapeake Avenue | MLS# MDAA2144320

This single family home located at 417 Chesapeake Avenue, Annapolis, MD 21403 is currently listed for sale with an asking price of $1,495,000. This property was built in 1979 and has 3 bedrooms and 2 full and 1 partial baths with 2259 sq. ft. Chesapeake Avenue is located in the EASTPORT subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search EASTPORT real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Fireplaces: 1
Fuel Type: Electric, Natural Gas
Heating: Heat Pump(s)
Home Style: Coastal
Lot Size: 0.14 Acres
Roof Type: Asphalt
Stories: 3.5
Taxes: $15,702
Year Built: 1979

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Cooktop - Down Draft, Dishwasher, Refrigerator, Stainless Steel Appliances, Washer - Front Loading, Dryer - Front Loading, Built-In Microwave, Disposal, Exhaust Fan, Oven - Wall, Water Heater
Days on Site: 10
Exterior: BBQ Grill, Exterior Lighting, Sidewalks, Extensive Hardscape
Exterior: Wood Siding
Fireplace: Gas/Propane, Mantel(s)
Flooring: Hardwood, Carpet, Ceramic Tile
Interior: Bar, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Built-Ins, Carpet, Combination Kitchen/Dining, Crown Moldings, Dining Area, Floor Plan - Open, Family Room Off Kitchen, Kitchen - Gourmet, Kitchen - Island, Upgraded Countertops, Walk-in Closet(s), Wet/Dry Bar, Wood Floors
Location: Corner Lot/Unit
Lot: Corner, Front Yard, Landscaping, Level
Lot Dimensions: 0.14 Acre(S)
Municipality: Annapolis
Parking Features: Concrete Driveway, Electric Vehicle Charging Station(s)
Parking Notes: 2 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Rooms: Primary Bedroom, Kitchen, Exercise Room, Bathroom 2
Sewer: Public Sewer
Special View Info: Street, Trees/Woods
SQFT Above Finished: 2259
SQFT Total Finished: 2259
Structure Type: Detached
Total Garage/Parking Spaces: 2
Utilities: Natural Gas Available, Sewer Available, Water Available, Cable TV Available
Water: Public
Windows: Double Pane, Energy Efficient, ENERGY STAR Qualified, Replacement, Screens

Local Schools

High School: ANNAPOLIS
Middle School: ANNAPOLIS
Elementary School: EASTPORT
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Coldwell Banker Realty
Agency Phone: 4102638686

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0400

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Estimated Payment

$ 5,071.76 per month $3,327.22 Principal & Interest $1,308.50 Property Tax $436.04 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/19/2026. The listing information on this page last changed on 05/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 05/19/2026 12:44:52 AM EST) or Stellar MLS (last updated Tue 05/19/2026 12:28:57 AM EST) or GSMLS (last updated Tue 05/19/2026 12:24:03 AM EST) or Emerald Coast MLS (last updated Tue 05/19/2026 12:05:21 AM EST) or Central Panhandle Association of Realtors (last updated Tue 05/19/2026 12:37:17 AM EST) or Beaches MLS (last updated Tue 05/19/2026 12:40:16 AM EST) or Naples MLS (last updated Mon 05/18/2026 11:40:21 PM EST) or Bright MLS (last updated Mon 05/18/2026 7:50:17 AM EST) or OneKey MLS (last updated Tue 05/19/2026 12:42:21 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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