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 $976K
Lowest Price $1.3K
Highest Price $12.5M
Total Listings 469
Avg. Days On Market 76
Avg. Price/SQFT $375

Property Types (active listings)

Browse Annapolis Real Estate Listings

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914 Van Buren St, ANNAPOLIS

$1,875,000

914 Van Buren St, ANNAPOLIS

6 Beds 4.5 Baths 4,064 SqFt Residential MLS® # MDAA2149696

Realty ONE Group Capital

1112 Little Magothy Vw, ANNAPOLIS

$1,279,000

1112 Little Magothy Vw, ANNAPOLIS

5 Beds 3 Baths 2,879 SqFt Residential MLS® # MDAA2150798

Long & Foster Real Estate, Inc.

1639 Colbert Rd, ANNAPOLIS

$999,999

1639 Colbert Rd, ANNAPOLIS

4 Beds 3.5 Baths 2,400 SqFt Residential MLS® # MDAA2153096

Douglas Realty LLC

71 Farragut, ANNAPOLIS

$1,400,000

71 Farragut, ANNAPOLIS

4 Beds 3.5 Baths 3,000 SqFt Residential MLS® # MDAA2154566

Douglas Realty LLC

293 Cedar Ln, ANNAPOLIS

$425,000

293 Cedar Ln, ANNAPOLIS

3 Beds 1 Bath 1,312 SqFt Residential MLS® # MDAA2154980

Long & Foster Real Estate, Inc.

14 A Dorsey Ave, ANNAPOLIS

$600,000

14 A Dorsey Ave, ANNAPOLIS

4 Beds 3.5 Baths 2,762 SqFt Residential MLS® # MDAA2155054

LPT Realty, LLC

Open House
912 Plattner Ct, ANNAPOLIS

$1,250,000

912 Plattner Ct, ANNAPOLIS

5 Beds 4.5 Baths 6,244 SqFt Residential
Sat, Sep 26th, 2026 @ 1pm - 3pm
MLS® # MDAA2155286

Long & Foster Real Estate, Inc.

New Open House
507 Sunwood Ln, ANNAPOLIS

$1,105,000

507 Sunwood Ln, ANNAPOLIS

5 Beds 4.5 Baths 4,484 SqFt Residential
Sat, Sep 26th, 2026 @ 12pm - 2pm
MLS® # MDAA2155512

RE/MAX Aspire

New
1707 Trinity Pl, ANNAPOLIS

$995,000

1707 Trinity Pl, ANNAPOLIS

3 Beds 2.5 Baths 2,664 SqFt Residential MLS® # MDAA2155954

TTR Sotheby's International Realty

Open House
4 Ridge Rd, ANNAPOLIS

$2,499,500

4 Ridge Rd, ANNAPOLIS

6 Beds 5.5 Baths 5,065 SqFt Residential
Sat, Sep 26th, 2026 @ 12pm - 1:30pm
MLS® # MDAA2156370

Cummings & Co Realtors

218 Wintergull Ln, ANNAPOLIS

$549,000

218 Wintergull Ln, ANNAPOLIS

4 Beds 3.5 Baths 2,024 SqFt Residential MLS® # MDAA2156388

Berkshire Hathaway HomeServices PenFed Realty

New
303 Riding Ridge Rd, ANNAPOLIS

$755,000

303 Riding Ridge Rd, ANNAPOLIS

4 Beds 2.5 Baths 2,238 SqFt Residential MLS® # MDAA2156472

Long & Foster Real Estate, Inc.

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.