417 Second St, ANNAPOLIS, MD 21403
Local realty services provided by:ERA Liberty Realty
417 Second St,ANNAPOLIS, MD 21403
$2,695,000
- 5 Beds
- 4 Baths
- 4,722 sq. ft.
- Single family
- Active
Listed by:bradley r kappel
Office:ttr sotheby's international realty
MLS#:MDAA2126566
Source:BRIGHTMLS
Price summary
- Price:$2,695,000
- Price per sq. ft.:$570.73
About this home
Perfectly sited on over a ¼-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 work shop.
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!
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Home facts
- Year built:1988
- Listing ID #:MDAA2126566
- Added:1 day(s) ago
- Updated:September 18, 2025 at 05:39 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:4,722 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Forced Air, Natural Gas
Structure and exterior
- Roof:Architectural Shingle
- Year built:1988
- Building area:4,722 sq. ft.
- Lot area:0.27 Acres
Schools
- High school:ANNAPOLIS
- Middle school:ANNAPOLIS
- Elementary school:EASTPORT
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,695,000
- Price per sq. ft.:$570.73
- Tax amount:$23,704 (2025)
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