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Dashboard
- 5 Beds
- 3½ Baths
- 4,722 Sqft
- .27 Acres
417 Second St
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!
Essential Information
- MLS® #MDAA2126566
- Price$2,695,000
- Bedrooms5
- Bathrooms3.50
- Full Baths3
- Half Baths1
- Square Footage4,722
- Acres0.27
- Year Built1988
- TypeResidential
- Sub-TypeDetached
- StyleColonial
- StatusPending
Community Information
- Address417 Second St
- SubdivisionEASTPORT
- CityANNAPOLIS
- CountyANNE ARUNDEL-MD
- StateMD
- MunicipalityAnnapolis
- Zip Code21403
Amenities
- ParkingPaved Driveway
- # of Garages2
- ViewCity, Garden/Lawn
- Has PoolYes
- PoolPool (In-Ground), Heated
Amenities
Master Bath(s), Built-Ins, Crown Molding, Upgraded Countertops, Wet Bar/Bar, Wood Floors, CeilngFan(s), Formal/Separate Dining Room, Skylight(s), Walk-in Closet(s), Shades/Blinds
Garages
Garage Door Opener, Garage - Front Entry
Interior
- Interior FeaturesFloor Plan-Traditional
- HeatingForced Air
- CoolingCentral A/C
- Has BasementYes
- FireplaceYes
- # of Fireplaces1
- FireplacesGas/Propane
- # of Stories4
- Stories4
Appliances
Dishwasher, Disposal, Dryer-front loading, Exhaust Fan, Freezer, Icemaker, Humidifier, Oven-Double, Oven-Self Cleaning, Refrigerator, Washer-front loading, Built-In Microwave, Range hood, Stainless Steel Appliances, Washer/Dryer Stacked, Water Heater - Tankless, Six burner stove, Commercial Range
Basement
Improved, Interior Access, Partially Finished, Sump Pump, Water Proofing System, Windows, Workshop
Exterior
- ExteriorHardiPlank
- RoofArchitectural Shingle
- FoundationBlock, Slab
Exterior Features
Exterior Lighting, Roof Deck, Deck(s), Balcony, Fenced-Fully, Privacy Fence, Hot Tub, Extensive Hardscape, Decorative Fence, Fence, Pool (In-Ground)
Lot Description
Landscaping, Private, Front Yard, Level, Rear Yard
Windows
Skylights, Screens, Double Hung, Double Pane, Low-E, Sliding
School Information
- ElementaryEASTPORT
- MiddleANNAPOLIS
- HighANNAPOLIS
District
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Additional Information
- Date ListedSeptember 17th, 2025
- Days on Market10
- ZoningR2 - NC
Listing Details
- Office Contact(410) 280-5600
Office
TTR Sotheby's International Realty
Price Change History for 417 Second St, ANNAPOLIS, MD (MLS® #MDAA2126566)
| Date | Details | Price | Change |
|---|---|---|---|
| Pending | – | – | |
| Active Under Contract (from Active) | – | – |
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Listing information last updated on October 18th, 2025 at 7:03pm CDT.