20$330,000
3 bd · 1 ba · 960 sqft
107 Lee Rd, Chester, MD
Verria Hairston · Open Door Brokerage, LLC
3 Bedroom Homes in Chester, MD
Hide Map3 Bedroom Homes in Chester, MD
24 of 31 Listings
20$330,000
3 bd · 1 ba · 960 sqft
107 Lee Rd, Chester, MD
Verria Hairston · Open Door Brokerage, LLC
51$749,990
3 bd · 3 ba · 2,602 sqft
830 Warbler Way #2824, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
4$599,900
3 bd · 4 ba · 2,100 sqft
208 Widgeon Way, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
62$412,000
3 bd · 2 ba · 1,337 sqft
117 Wright Rd, Chester, MD
Diane Superczynski · Douglas Realty LLC
25$999,990
3 bd · 3 ba · 2,772 sqft
114 Kinglet Ct, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
27$899,990
3 bd · 3 ba · 2,772 sqft
247 Redstart Dr, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
31$410,000
3 bd · 3 ba · 1,899 sqft
510 Auckland Way, Chester, MD
Dawn Haskins Smith · Engel & Volkers Annapolis
90$859,900
3 bd · 2 ba · 2,331 sqft
320 Bayberry Dr, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
35$599,900
3 bd · 4 ba · 2,076 sqft
1012 Auckland Way, Chester, MD
Jerrise Spencer · Redfin Corp
51$375,000
3 bd · 4 ba · 1,899 sqft
512 Auckland Way, Chester, MD
Lawrence Doyle · Long & Foster Real Estate, Inc.
54$595,000
3 bd · 4 ba · 2,100 sqft
1010 Auckland Way, Chester, MD
Lori G Woods-Fortney · Berkshire Hathaway HomeServices Homesale Realty
54$349,000
3 bd · 3 ba · 1,302 sqft
6005 Bridgepointe Dr, Chester, MD
Megan E Rosendale · Rosendale Realty
77$1,250,000
3 bd · 3 ba · 2,742 sqft
1717 Harbor Dr, Chester, MD
Samantha A Grimes · Chesapeake Real Estate Associates, LLC
Price Reduced37$369,900
3 bd · 3 ba · 1,899 sqft
108 Blenny Ln, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
91$789,000
3 bd · 3 ba · 2,787 sqft
402 Macum Creek Dr, Chester, MD
Tara Trout · Samson Properties
68$924,000
3 bd · 3 ba · 2,745 sqft
214 Bayberry Dr, Chester, MD
James C Corson · Benson & Mangold, LLC
Price Reduced41$835,000
3 bd · 3 ba · 2,602 sqft
201 Switchgrass Way #34, Chester, MD
Bradley R Kappel · TTR Sotheby's International Realty
Price Reduced25$995,990
3 bd · 4 ba · 2,930 sqft
117 Flycatcher Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
56$998,000
3 bd · 3 ba · 2,602 sqft
111 Marshgrass Way #41, Chester, MD
Margaret W Moran · Long & Foster Real Estate, Inc.
Price Reduced27$799,990
3 bd · 3 ba · 2,772 sqft
532 Warbler Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced63$599,900
3 bd · 2 ba · 1,688 sqft
315 Bentons Pleasure Rd, Chester, MD
Douglas G Kayhoe · Douglas Realty LLC
78$2,840,000
3 bd · 2 ba · 2,000 sqft
300 Woods Point Rd, Chester, MD
Elinor W Warring · Tidewater Properties
Price Reduced36$700,000
3 bd · 3 ba · 2,602 sqft
2000 Herons Nest Way #401, Chester, MD
Matthew Thomas Arnold · Real Broker, LLC
48$425,500
3 bd · 4 ba · 2,100 sqft
807 Auckland Way, Chester, MD
David J. Moore · Real Broker, LLC - Chester
3 Bedroom Homes in Chester, MD: 31 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Single Family Residence | 13 | 41.9% |
| Condominium | 11 | 35.5% |
























Bright MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 100.0% of asking price
Sales here are closing essentially at asking. MLS · 15 sales · as of Sep 30, 2026