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The United States Naval Academy. Main Street. Historic Annapolis. The Chesapeake Bay. The Severn, West, and South Rivers, to name just a few. Annapolis offers a plethora of treasures to its citizens and millions of visitors each and every year. The “Annapolis lifestyle” means many different things to many different people, but its residents all agree that it is an amazing place to call home. You enjoy sail boating? You’ll love the famous Wednesday night sailboat races! You’re a power boater? Slide into Ego Alley on any warm night and enjoy the sights, sounds, and tastes of historic Annapolis. If you enjoy fine dining, shopping, the fine arts, or really anything, Annapolis has something for you. Are you eager to learn more? Reach out to The Regala Team to help you find the perfect Annapolis home for you!

Our website features the best Annapolis real estate search for homes, condos, waterfront homes and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Annapolis

13 Franklin St, Annapolis image
13 Franklin St, Annapolis $2,150,000

Nestled in the heart of Annapolis’s highly coveted, tree-lined community of Murray Hill, this captivating 1907 Colonial seamlessly bridges rich historic character with lu...

  • 4 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

2900 Shipmaster Way Unit #104, Annapolis image
2900 Shipmaster Way Unit #104, Annapolis $349,900

Welcome to waterfront living at its finest! This exclusive ground floor unit is a rare gem, currently the only one of its kind available in the entire building. Perfectly...

  • 2 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

11 Winslow Ct, Annapolis image
11 Winslow Ct, Annapolis $315,000

Coming Soon to Annapolis!

  • 2 Beds
  • 2 Baths
Courtesy of Kelly and Co Realty, LLC

Listing courtesy of Kelly and Co Realty, LLC. Contact: 4434919387

7038 Clinton Ct Unit #11B, Annapolis image
7038 Clinton Ct Unit #11B, Annapolis $875,000

Welcome to an amazing condo experience right here in Chesapeake Harbour in Annapolis, MD. Picture this waterfront dream nestled in the serene Chesapeake Harbour in Harbou...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

807 Good Harbor Rd, Annapolis image
807 Good Harbor Rd, Annapolis $334,900

Welcome to Annapolis Walk! This spacious townhome offers a functional multi-level layout featuring a finished basement, 2.5 bathrooms, and approximately 1,700 square feet...

  • 3 Beds
  • 2 Baths
Courtesy of Sell Your Home Services

Listing courtesy of Sell Your Home Services. Contact: 8882193009

810 Moran Dr, Annapolis image
810 Moran Dr, Annapolis $899,900

Welcome to 810 Moran Drive, a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed liv...

  • 4 Beds
  • 4 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

1803 Lincoln Dr, Annapolis image
1803 Lincoln Dr, Annapolis $350,000

Updated images to be uploaded. Completely renovated and perfectly located, this move-in-ready Annapolis ranch is proof that great things come in the perfect size. Thought...

  • 3 Beds
  • 1 Baths
Courtesy of Goldmine Realty

Listing courtesy of Goldmine Realty. Contact: (240) 343-3441

2002 Peggy Stewart Way Unit #205, Annapolis image
2002 Peggy Stewart Way Unit #205, Annapolis $349,000

Come home to the Tidewater Colony community! This amazingly updated 2 bedroom / 2.5 bathroom upper unit features an open floor-plan, gleaming new flooring and many upgrad...

  • 2 Beds
  • 3 Baths
Courtesy of Keller Williams Capital Properties

Listing courtesy of Keller Williams Capital Properties. Contact:

607 S Cherry Grove Ave, Annapolis image
607 S Cherry Grove Ave, Annapolis $539,000

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, inc...

  • 4 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

19 Solomons Island Rd, Annapolis image
19 Solomons Island Rd, Annapolis $1,150,000

Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an ac...

Courtesy of Cummings & Co. Realtors

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

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