New35$399,900
1 bd · 1 ba · 839 sqft
5 Park Pl #531, Annapolis, MD
David Orso · Berkshire Hathaway HomeServices PenFed Realty
Homes Under $500K in Annapolis, MD
Hide MapHomes Under $500K in Annapolis, MD
24 of 75 Listings
New35$399,900
1 bd · 1 ba · 839 sqft
5 Park Pl #531, Annapolis, MD
David Orso · Berkshire Hathaway HomeServices PenFed Realty
52$499,900
2 bd · 2 ba · 1,461 sqft
2556 N North Haven CV, Annapolis, MD
Martin W Lanzino · Douglas Realty LLC
37$435,000
3 bd · 2 ba · 1,676 sqft
1952 Forest Dr, Annapolis, MD
Thang D Nguyen · Blufin Realty, LLC.
37$500,000
3 bd · 4 ba · 1,884 sqft
702 Genessee St, Annapolis, MD
Alison Wisnom · Coldwell Banker Realty
10$425,000
2 bd · 1 ba · 1,300 sqft
403 President Pl, Annapolis, MD
Howard A. Greenberg · HG Realty Services, Ltd.
31$475,000
2 bd · 2 ba · 1,032 sqft
1961 Marconi Cir, Annapolis, MD
Crystal Sullivan · Berkshire Hathaway HomeServices PenFed Realty
21$325,000
2 bd · 1 ba · 594 sqft
208 Admiral Dr, Annapolis, MD
Danielle L Biegner · RE/MAX One
20$360,000
3 bd · 2 ba · 1,540 sqft
303 Wood Hollow Ct, Annapolis, MD
Cindy M Jacobs · Maryland Residential Management Co
35$399,900
2 bd · 2 ba · 1,058 sqft
765 Fairview Ave #765 C, Annapolis, MD
James E Bordewisch · Blackwell Real Estate, LLC
23$350,000
3 bd · 2 ba · 1,120 sqft
1503 Lodge Pole Ct, Annapolis, MD
MacKenzie R Hoffer · CENTURY 21 New Millennium
32$420,000
2 bd · 2 ba · 1,354 sqft
907 Windwhisper Ln, Annapolis, MD
Christopher Craddock · EXP Realty, LLC
27$375,000
3 bd · 1 ba · 1,500 sqft
211 Garden Gate Ln, Annapolis, MD
Arlene A Jackson · Bennett Realty Solutions
56$484,900
2 bd · 2 ba · 1,272 sqft
940 Astern Way #304, Annapolis, MD
Kyriacos P. Papaleonti · Academy Realty Inc.
51$500,000
2 bd · 2 ba · 1,514 sqft
801 Midship Ct, Annapolis, MD
Joe L Smith III · Next Step Realty, LLC.
36$489,909
3 bd · 2 ba · 1,242 sqft
3458 Newport Ave, Annapolis, MD
Iftikhar Khan · RE/MAX Galaxy
45$399,900
3 bd · 3 ba · 1,320 sqft
1045 Cedar Ridge Ct, Annapolis, MD
Kyriacos P. Papaleonti · Academy Realty Inc.
30$385,000
2 bd · 2 ba · 1,266 sqft
2711 Summerview Way #203, Annapolis, MD
Carol Snyder · Monument Sotheby's International Realty
35$499,000
3 bd · 3 ba · 1,586 sqft
908 Windwhisper Ln, Annapolis, MD
Gretchen Saval · Curtis Real Estate Company
Price Reduced29$410,000
2 bd · 2 ba · 1,218 sqft
982 Riversedge Cir, Annapolis, MD
Gary Hart · TCB Realtor, LLC.
18$335,000
3 bd · 3 ba · 1,694 sqft
40-B Ironstone Ct #B, Annapolis, MD
Cynthia Lisa · RE/MAX One
Price Reduced29$329,000
2 bd · 2 ba · 1,070 sqft
2026 Gov Thomas Bladen Way #204, Annapolis, MD
Justin Ryan Pokrywka · Taylor Properties
Price Reduced51$264,900
2 bd · 2 ba · 1,082 sqft
300 Hilltop Ln #300E, Annapolis, MD
Elizabeth R Penttinen · Coldwell Banker Realty
Price Reduced23$398,000
2 bd · 2 ba · 1,210 sqft
78 Old Mill Bottom Rd N #209, Annapolis, MD
Alexandra I Burrell-Hodges · Cottage Street Realty LLC
Price Reduced73$399,500
3 bd · 4 ba · 1,672 sqft
311 Sloping Woods Ct, Annapolis, MD
Catherine Cusack · Coldwell Banker Realty
Homes Under $500K in Annapolis, MD: 75 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Condominium | 40 | 53.3% |
| Townhouse | 19 | 25.3% |
| Single Family Residence | 11 | 14.7% |
Bright MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 99.5% of asking price
Buyers here are paying below asking. MLS · 103 sales · as of Sep 30, 2026