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!
Sold for $2,555,000
Zillow last checked:
Listing updated:
Bought with:
Steve Knopf, 647088
Engel & Volkers Annapolis
Source: Bright MLS,MLS#: MDAA2126566
Price history
| Date | Event | Price |
|---|---|---|
| 10/24/2025 | Sold | $2,555,000-5.2%$541/sqft |
Source:  Bright MLS #MDAA2126566 Report a problem | ||
| 10/6/2025 | Pending sale | $2,695,000$571/sqft |
Source: Bright MLS #MDAA2126566 Report a problem | ||
| 9/27/2025 | Contingent | $2,695,000$571/sqft |
Source: Bright MLS #MDAA2126566 Report a problem | ||
| 9/18/2025 | Listed for sale | $2,695,000+107.3%$571/sqft |
Source: Bright MLS #MDAA2126566 Report a problem | ||
| 3/27/2015 | Sold | $1,300,000-3.7%$275/sqft |
Source: Public Record Report a problem | ||
| 2/26/2015 | Pending sale | $1,350,000$286/sqft |
Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8548838 Report a problem | ||
| 2/6/2015 | Listed for sale | $1,350,000$286/sqft |
Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8548838 Report a problem | ||
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Estimated market value
$2,579,900
