Change Real Estate Presents:

417 Second Street
Annapolis MD 21403

Sold for $2,555,000.00 Closed

Close Date: 2025-10-24

Annapolis
5 bedrooms
4 bathrooms
4,722 build ft2
11,900 land ft2

About This Property

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!

Listing Agent: Bradley R Kappel. TTR Sotheby's International Realty 410-279-9476 brad.kappel@sothebysrealty.com

Virtual Tours / Videos

https://youtu.be/M2SRmuGvnD8?si=VI0QFApQ2koaGq95

Property Features

Location Information
County:
Subdivision: EASTPORT
click to open map in a new window
Interior Features
Appliances: Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Freezer, Icemaker, Humidifier, Oven - Double, Oven - Self Cleaning, Refrigerator, Washer - Front Loading, Built-In Microwave, Commercial Range, Range Hood, Stainless Steel Appliances, Six Burner Stove, Washer/Dryer Stacked, Water Heater - Tankless
Interior: 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
Laundry:
Furnished: None
Flooring: Hardwood
Water: Public
Cooling: Central A/C
Heating: Forced Air
Fireplaces: 1
Windows: Skylights, Screens, Double Hung, DoublePaneWindows, Low-E, Sliding
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 1988
Subdivision Name: Eastport
Private Spa: Yes
Spa Features: Heated
Exterior Features: Extensive Hardscape, Exterior Lighting, Hot Tub, Roof Deck
Parking: Paved Driveway
Garage Spaces: 2.0
Schools
Elementary School: Eastport
Junior High School: Annapolis
High School: Annapolis

IDXListing Courtesy of Bradley R Kappel. TTR Sotheby's International Realty 410-279-9476 brad.kappel@sothebysrealty.com

Property Photos [Click to enlarge]

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