417 Second St, Annapolis, MD 21403

$2,555,000
5
BD
4
BA
4,722
SqFt

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Sold Price
$2,555,000
List Price
$2,695,000
Closing Date
Oct 24, 2025
Days on Market
10
Status
CLOSED
MLS#
MDAA2126566
Bedrooms
5
Bathrooms
4
Full Baths
3
Half Baths
1
Living Area
4,722
Lot Size (Acres)
0.27
Style
Colonial
Year Built
1988
County
Anne Arundel
School District
Anne Arundel County Public Schools

Property Description

Perfectly sited on over a quarter-acre gated lot on Second Street, this meticulously maintained Eastport estate offers 4,500+ square feet of luxurious living space and extensive oak flooring in one of Annapolis’ most coveted neighborhoods. Enjoy the tranquility of suburban-style privacy with the walkability of downtown living - just steps to water access, acclaimed restaurants, shopping, and marina life. Inside, generous proportions define the main level. A spacious living room and elegant formal dining room open to the expansive deck and pool area, while a chef’s kitchen boasts a quartzite island, high-end appliances, and a casual eat-in space. The main level also features an updated laundry room, chic powder room, and a dramatic family room with vaulted wood ceilings, gas fireplace, and sliding doors to the outdoor oasis. Upstairs, the serene primary suite features vaulted ceilings, a walk-in closet, and a spa-inspired bath with heated floors, a rainfall shower, double vanity, and heated towel rack. Three additional oversized bedrooms and a stylish hall bath complete the second floor. The third level offers breathtaking views of Historic Annapolis and the Naval Academy from the rooftop balcony - perfect for fireworks or Blue Angel flyovers - and includes a family room, kitchenette, full bath, and bedroom. The fully finished lower level is made for entertaining, with a rec room, custom bar (complete with kegerator and refrigerated drawers), a flexible bonus room ideal for a wine cellar or storage, and a workshop. Step outside to your private resort: a heated in-ground pool and spa with motorized cover, a pergola with adjustable louvers, lush landscaping, and a park-like front yard. Additional features include Hardie siding, composite decking, updated windows and gutters (all completed in 2019), a two-car garage, and a gated driveway. This is a rare Eastport offering where timeless elegance, thoughtful updates, and premier location come together. Welcome Home!

Additional Information

Subdivision
Eastport
Interior Features
Separate Dining Room, Breakfast Area, Eat-in Kitchen, Gourmet Kitchen, Bath in Primary Bedroom, Crown Molding, Upgraded Countertops, Bar, Wood Floors, Traditional Floorplan, Ceiling Fans, Family Room Off Kitchen, Formal Dining, Kitchen Island, Kitchenette, Skylight(s), Walk-In Closet(s), Window Treatments
School District
Anne Arundel County Public Schools
Elementary School
Eastport
Middle School
Annapolis
High School
Annapolis
Fireplaces
1
Flooring
Hardwood
Garage Spaces
2
Exterior Features
Extensive Hardscape, Lighting, Hot Tub, Roof Deck
View
City, Garden
Heating
Forced Air
Cooling
Central Air
Roof
Architectural
Water
Public
Sewer
Public Sewer
Basement
Improved, Interior Entry, Partial, Sump Pump, Water Proofing System, Windows, Workshop

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Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Engel & Volkers Annapolis.