Annapolis-MD

Home to the US Naval Academy “Naptown” is influenced by the military and collegiate traditions that come with having a major military and world class academic institution within the city boundaries.. Downtown Annapolis is famous for its historic inns and scenic streets, but along those streets are some of the finest restaurants the region has to offer.
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Real Estate Statistics

Average Price $1.1M
Lowest Price $1.3K
Highest Price $13M
Total Listings 427
Avg. Days On Market 71
Avg. Price/SQFT $388

Property Types (active listings)

Browse Annapolis Real Estate Listings

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1006 Primrose Rd #303, ANNAPOLIS

$379,000

1006 Primrose Rd #303, ANNAPOLIS

3 Beds 2 Baths 1,253 SqFt Residential MLS® # MDAA2144358

Redfin Corp

54 Decatur Ave, ANNAPOLIS

$980,000

54 Decatur Ave, ANNAPOLIS

3 Beds 2 Baths 2,035 SqFt Residential MLS® # MDAA2146010

Long & Foster Real Estate, Inc.

54 Decatur Ave, ANNAPOLIS

$980,000

54 Decatur Ave, ANNAPOLIS

0 Beds 0 Baths 0 SqFt Land MLS® # MDAA2148094

Long & Foster Real Estate, Inc.

New
1428 Millwood Ct, ANNAPOLIS

$400,000

1428 Millwood Ct, ANNAPOLIS

3 Beds 3.5 Baths 1,815 SqFt Residential MLS® # MDAA2148374

RE/MAX Leading Edge

Open House
1098 Magothy Cir, ANNAPOLIS

$1,300,000

1098 Magothy Cir, ANNAPOLIS

5 Beds 3 Baths 3,852 SqFt Residential
Sat, Jul 18th, 2026 @ 1pm - 4pm
MLS® # MDAA2149014

Long & Foster Real Estate, Inc.

436 Cranes Roost Ct, ANNAPOLIS

$529,900

436 Cranes Roost Ct, ANNAPOLIS

3 Beds 2.5 Baths 2,328 SqFt Residential MLS® # MDAA2149364

RE/MAX Executive

707 Shelton Ave, ANNAPOLIS

$649,000

707 Shelton Ave, ANNAPOLIS

4 Beds 3.5 Baths 2,600 SqFt Residential MLS® # MDAA2149742

TTR Sotheby's International Realty

509 Schley Rd, ANNAPOLIS

$778,900

509 Schley Rd, ANNAPOLIS

4 Beds 3 Baths 2,072 SqFt Residential MLS® # MDAA2149860

Coldwell Banker Realty

1154 Riverboat Ct, ANNAPOLIS

$390,000

1154 Riverboat Ct, ANNAPOLIS

3 Beds 2.5 Baths 1,920 SqFt Residential MLS® # MDAA2149902

Douglas Realty LLC

140 Spa Dr, ANNAPOLIS

$4,600,000

140 Spa Dr, ANNAPOLIS

5 Beds 3.5 Baths 5,095 SqFt Residential MLS® # MDAA2150104

Coldwell Banker Realty

New
219 Lockwood Ct, ANNAPOLIS

$1,750,000

219 Lockwood Ct, ANNAPOLIS

4 Beds 4 Baths 1,848 SqFt Residential MLS® # MDAA2150338

Long & Foster Real Estate, Inc.

3115 Starboard Dr, ANNAPOLIS

$965,750

3115 Starboard Dr, ANNAPOLIS

5 Beds 3 Baths 2,900 SqFt Residential MLS® # MDAA2150370

Coldwell Banker Realty

More About Annapolis

From Commissioning Week, to home sporting events including Navy Football, to class reunions that sprinkle the weekends throughout the calendar, Annapolis is never too far from Navy’s influence. Annapolis is also known as America’s Sailing Capital but don’t forget the significant maritime history Annapolis has with power boats and fishing vessels. Annapolis provides access not only to the Chesapeake, but also to a wealth of rivers, creeks and inland bays ripe for exploring by kayak, canoe or stand up paddle-board. Maryland Avenue is long-treasured as one of downtown Annapolis’ best spots for shopping, dining and enjoying the local culture. Eastport in Annapolis is a place unto itself, with yachts, art galleries, residents, spas, and restaurants. The bridge into Eastport takes travelers from downtown Annapolis into the neighborhood. Watch for the tug of war between downtown Annapolis and Eastport to see who wins! Additionally, here you’ll find a guide to Annapolis Town Centre Located in Parole, this consumer-utopia features an assortment of restaurants, shops and more all in one convenient location. Whether you need a few things at Target, are looking to tighten your tummy at the gym, or just want to sample a premium olive oil from Whole Foods, the Towne Centre makes all of this possible and more.