30$349,900
3 bd · 3 ba · 1,899 sqft
107 Widgeon Way, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
3 Bedroom Homes in Chester, MD
Hide Map3 Bedroom Homes in Chester, MD
24 of 31 Listings
30$349,900
3 bd · 3 ba · 1,899 sqft
107 Widgeon Way, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
42$699,000
3 bd · 3 ba · 1,560 sqft
2703 Sherman Dr, Chester, MD
Tammy D Rosendale · Rosendale Realty
42$545,000
3 bd · 3 ba · 2,100 sqft
100 Schooner Way, Chester, MD
Lauren Matera · LPT Realty, LLC
Price Reduced20$308,000
3 bd · 1 ba · 960 sqft
107 Lee Rd, Chester, MD
Verria Hairston · Open Door Brokerage, LLC
Price Reduced54$590,000
3 bd · 4 ba · 2,100 sqft
208 Widgeon Way, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
22$300,000
3 bd · 2 ba · 1,160 sqft
205 Dominion Ln, Chester, MD
Jonathan C Nicholls · EXP Realty, LLC
Price Reduced61$399,999
3 bd · 2 ba · 1,337 sqft
117 Wright Rd, Chester, MD
Diane Superczynski · Douglas Realty LLC
60$1,399,000
3 bd · 3 ba · 2,601 sqft
129 Wheelhouse Way #21, Chester, MD
Christina L Eury · Rise Real Estate, 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
51$375,000
3 bd · 4 ba · 1,899 sqft
512 Auckland Way, Chester, MD
Lawrence Doyle · Long & Foster Real Estate, Inc.
36$599,900
3 bd · 4 ba · 2,076 sqft
1012 Auckland Way, Chester, MD
Jerrise Spencer · Redfin Corp
55$595,000
3 bd · 4 ba · 2,100 sqft
1010 Auckland Way, Chester, MD
Lori G Woods-Fortney · Berkshire Hathaway HomeServices Homesale Realty
Price Reduced54$324,000
3 bd · 3 ba · 1,302 sqft
6005 Bridgepointe Dr, Chester, MD
Megan E Rosendale · Rosendale Realty
42$790,000
3 bd · 2 ba · 2,331 sqft
117 Harrier Way, Chester, MD
Jennifer Anne Thomas · RE/MAX Executive
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$364,900
3 bd · 3 ba · 1,899 sqft
108 Blenny Ln, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
Price Reduced68$874,000
3 bd · 3 ba · 2,745 sqft
214 Bayberry Dr, Chester, MD
James C Corson · Benson & Mangold, LLC
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 Reduced63$599,900
3 bd · 2 ba · 1,688 sqft
315 Bentons Pleasure Rd, Chester, MD
Douglas G Kayhoe · Douglas Realty LLC
Price Reduced78$2,625,000
3 bd · 2 ba · 2,000 sqft
300 Woods Point Rd, Chester, MD
Elinor W Warring · Tidewater Properties
37$472,500
3 bd · 3 ba · 1,620 sqft
21-F Queen Victoria Way, Chester, MD
Jennifer Anne Thomas · RE/MAX Executive
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% |
| Townhouse | 5 | 16.1% |
Bright MLSSource: HJN community data
September 2026
Selling at 99.0% of asking price
Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026