Leave a Message

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
SEE ALL PHOTOS
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
417 SECOND STREET
Sold

417 SECOND STREET

417 SECOND STREET, ANNAPOLIS, MD 21403

$2,555,000
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!

5
beds

4
baths

4,722 Sq.Ft. LIVING AREA

0.27 Acres lot

Brad Kappel

Brad Kappel

  • title Executive Vice President, Global Real Estate Advisor at TTR Sotheby’s International Realty
  • PHONE 410.279.9476
  • EMAIL [email protected]

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms4
  • full bathrooms3
  • half bathroom1
  • Laundry room Main Level
  • Flooring Wood, Hardwood
  • Fireplace Gas
  • APPLIANCES Range, Double Oven, Oven, Cooktop, Washer, Gas Water Heater, Dishwasher, Disposal, Exhaust Fan, Freezer, Ice Maker, Humidifier, Refrigerator, Range Hood, Stainless Steel Appliance(s), Washer/Dryer Stacked, Microwave, Tankless Water Heater, Instant Hot Water
  • other interior Features Eat-in Kitchen, Ceiling Fan(s), Kitchen Island, Walk-In Closet(s), Built-in Features, Bar, Crown Molding

Area & Lot

  • Status Sold
  • Living Area4,722 Sq.Ft.
  • Total Area4,972 Sq.Ft.
  • Lot Area0.27 Acres
  • MLS® IDMDAA2126566
  • TypeResidential
  • YEAR BUILT1988
  • NeighborhoodDowntown Annapolis & Eastport, MD
  • Architecture StylesColonial
  • View DescriptionCity, Garden
  • Elementary SchoolEASTPORT
  • Middle SchoolANNAPOLIS
  • High SchoolANNAPOLIS
  • School DistrictANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Exterior

  • STORIES4
  • Garage Space2.0
  • water SourcePublic
  • PoolHeated, In Ground, Private
  • roofShingle
  • lot featuresPrivate, Front Yard, Level, Back Yard
  • parkingGarage Door Opener, Off Street, Garage, Driveway, Attached
  • HEAT TYPEExhaust Fan, Natural Gas, Forced Air
  • AIR CONDITIONINGCentral Air, Ceiling Fan(s), Electric
  • sewerPublic Sewer
  • SubstructureBlock, Slab
  • security FeaturesSmoke Detector(s), Security System, Carbon Monoxide Detector(s)
  • other exterior FeaturesBalcony, Lighting

Financial

  • Sales Price$2,555,000
  • Real Estate Tax $23,704/yr
  • Zoning R2 - NC

Downtown Annapolis & Eastport, MD

Downtown Annapolis and Eastport embody a rich maritime heritage and architectural splendor, offering an elegant and approachable lifestyle.

Explore

Work With Us

Brad Kappel and his team are dedicated to helping you find your dream home and assisting with any selling needs you may have. Make Your Move today!

Follow Me on Instagram