Flagship Properties in Annapolis, Maryland

Annapolis Rentals

34 Maryland Avenue

34 Maryland Ave
Originally constructed in 1880 and purchased by Gibson’s LLC in 2023 as part of the Flagship Property initiative, this historic building has been meticulously renovated into four luxury apartments. Seamlessly blending timeless charm with modern elegance, it stands as a testament to Gibson's dedication to preserving history while meeting contemporary living standards.

About The Building

Originally built around 1880, 34 Maryland Ave has been revitalized to honor its historic roots while enhancing its charm for modern-day living. Purchased by Gibsons LLC in 2023 and managed by Flaghsip Property Management, the building has undergone careful renovations focused on restoring its architectural character and timeless appeal. Home to four updated apartments, 34 Maryland Ave combines historic elegance with comfortable living in one of Annapolis’s most picturesque neighborhoods.

This building has a total of 4 apartments and a beautiful, shared courtyard in the front and back along with an amazing vintage fountain that is the centerpiece in the front of this building.

Number of Units: 4

Year Built:
1880
Year Aquired:
2023

Step into timeless elegance with this spacious and beautifully maintained 1- bedroom + den apartment, perfectly situated in the heart of historic downtown Annapolis. Nestled in one of the most charming buildings on the block—complete with an iconic pink front door—this first-floor residence blends historic charm with modern convenience.

Apartment Features:

  • 1 Bedroom + Den – Ideal for a guest room, home office, or creative space
  • 1.5 Bathrooms – Featuring a stunning clawfoot tub in the full bath
  • Private Back Patio Access – Step directly outside from the den into your cozy outdoor retreat
  • Fully Equipped Kitchen – Includes a dishwasher for effortless cleanup
  • In-Unit Washer & Dryer – Enjoy the convenience of laundry at home
  • Elegant Architectural Details – Gorgeous moldings and classic charm throughout
  • Spacious & Airy Layout – Designed for comfort and easy living

Live steps away from the vibrant energy of Maryland Avenue, home to charming boutiques, top-rated restaurants, and historic landmarks. Wake up to the aroma of fresh coffee—this apartment is right across from a quaint local café. Plus, you’re just moments from the waterfront, cultural attractions, and the best that Annapolis has to offer.

Unit Is Available On:
November 5, 2026

This spacious studio apartment offers a bright and inviting living space with a gorgeous view of the courtyard tucked behind the building. Designed for both comfort and functionality, the open layout provides plenty of room for a bed and sitting area, creating a cozy yet versatile home. The well-sized kitchen makes meal prep easy, while the convenience of an in- unit washer and dryer adds to the appeal. Large windows bring in natural light, enhancing the warm and welcoming atmosphere. Set in a prime downtown location, this studio is perfect for those looking for a stylish and efficient space in the heart of Annapolis

Unit Is Available On:
December 5, 2026

This second-floor apartment offers a stylish and comfortable living space in the heart of downtown. The street-facing living room is filled with natural light and offers charming views of Maryland Avenue. Two well-sized bedrooms provide a cozy retreat, while the full bathroom is designed for convenience. Enjoy the perks of in-unit laundry, so there’s no need for trips to the laundromat. The layout is both functional and inviting, creating a space that feels like home from the moment you walk in. Plus, the communal courtyard is perfect for unwinding outdoors.

With shops, restaurants, and waterfront views just steps away, this apartment is a rare find in one of Annapolis’s most sought-after locations. Don’t miss out —schedule a tour today!

Unit Is Available On:
May 5, 2027

This unique two-floor unit offers the perfect blend of space, comfort, and convenience. The bedroom is tucked away on the second floor, featuring a private ensuite bathroom, creating a quiet retreat separate from the main living area.

A second full bathroom adds extra flexibility, while the spacious kitchen is equipped with a dishwasher, making meal prep and cleanup a breeze. The convenience of in-unit laundry means no more trips to the laundromat. Step outside and enjoy the communal courtyard, a peaceful outdoor space to relax or unwind. Located in a prime downtown location, this apartment offers a stylish and functional layout in the heart of Annapolis. Schedule a tour today!

Unit Is Available On:
July 5, 2027

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184 Duke of Gloucester Street
Annapolis, MD 21401

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