417 Second Street, Annapolis, MD 21403

$2,555,000
5
BD
4
BA
4,022
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
4,022
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
Taxes
$23704.21
Interior Features
Dining Area, Breakfast Area, Kitchen - Eat-In, Kitchen - Gourmet, Primary Bath(s), Built-Ins, Crown Moldings, Upgraded Countertops, Wet/Dry Bar, Wood Floors, Floor Plan - Traditional, Ceiling Fan(s), Family Room Off Kitchen, Formal/Separate Dining Room, 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
Fireplace Description
Gas/Propane
Flooring
Hardwood
Garage
Yes
Garage Spaces
2
Exterior Features
Extensive Hardscape, Exterior Lighting, Hot Tub, Roof Deck
Pool Description
Heated, In Ground
View
City, Garden/Lawn
Heating
Forced Air
Heating Fuel
Natural Gas
Cooling
Central A/C
Roof
Architectural Shingle
Water
Public
Sewer
Public Sewer
Basement
Yes

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

Selling Office: .