90$859,900
3 bd · 2 ba · 2,331 sqft
320 Bayberry Dr, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
Homes for Sale in Chester, MD
Hide MapHomes for Sale in Chester, MD
24 of 59 Listings
90$859,900
3 bd · 2 ba · 2,331 sqft
320 Bayberry Dr, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
34$599,900
3 bd · 4 ba · 2,076 sqft
1012 Auckland Way, Chester, MD
Jerrise Spencer · Redfin Corp
38$329,000
2 bd · 3 ba · 1,440 sqft
53-E Queen Caroline Ct, Chester, MD
Tammy Studebaker · EXP Realty, LLC
57$665,000
2 bd · 3 ba · 1,993 sqft
228 Bayberry Dr, Chester, MD
Amy B Faust · Long & Foster Real Estate, Inc.
54$349,000
3 bd · 3 ba · 1,302 sqft
6005 Bridgepointe Dr, Chester, MD
Megan E Rosendale · Rosendale Realty
52$550,000
2 bd · 3 ba · 1,616 sqft
47-F Queen Anne Way, Chester, MD
Debra P Noone · Northrop Realty
Price Reduced23$639,990
2 bd · 2 ba · 1,690 sqft
641 Warbler Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
28$350,000
2 bd · 2 ba · 1,274 sqft
200 Church St, Chester, MD
Darlene L Winegardner · RE/MAX Executive
Price Reduced58$930,000
3 bd · 3 ba · 2,761 sqft
275 Warbler Way, Chester, MD
Justin Kennedy · Samson Properties
48$400,000
5 bd · 4 ba · 3,250 sqft
1868 Roberta Dr, Chester, MD
Carley R. Cooper · Alex Cooper Auctioneers, Inc.
Price Reduced83$525,000
5 bd · 4 ba · 3,552 sqft
326 Castle Marina Rd, Chester, MD
Virginia Elizabeth Dauses · Coldwell Banker Waterman 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
47$719,990
2 bd · 3 ba · 1,900 sqft
736 Warbler Way #2733, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced26$749,990
2 bd · 3 ba · 2,010 sqft
536 Warbler Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
26$389,900
3 bd · 3 ba · 1,899 sqft
108 Blenny Ln, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
96$819,900
3 bd · 3 ba · 2,479 sqft
207 Thomas White Blvd, Chester, MD
Tim Karns · RE/MAX Components
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$1,100,000
3 bd · 4 ba · 2,930 sqft
117 Flycatcher Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced123$737,900
4 bd · 3 ba · 3,142 sqft
209 Harrier Way, Chester, MD
Violeta I Aguirre · Long & Foster Real Estate, Inc.
53$868,000
4 bd · 3 ba · 3,168 sqft
113 Bentons Pleasure Rd, Chester, MD
Temple H Peirce Jr. · Cummings & Co. Realtors
Price Reduced47$819,990
2 bd · 3 ba · 1,900 sqft
102 Boatswain Way #2932, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced47$919,990
2 bd · 3 ba · 1,900 sqft
102 Boatswain Way #2943, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Bright MLSSource: HJN community data
August 2026
Selling at 99.4% of asking price
Buyers here are paying below asking. MLS · 15 sales · as of Aug 26, 2026