56$998,000
3 bd · 3 ba · 2,602 sqft
111 Marshgrass Way #41, Chester, MD
Margaret W Moran · Long & Foster Real Estate, Inc.
Homes for Sale in Chester, MD
Hide MapHomes for Sale in Chester, MD
24 of 59 Listings
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 Reduced56$619,990
2 bd · 3 ba · 2,003 sqft
102 Boatswain Way #2911, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced32$369,900
3 bd · 2 ba · 1,524 sqft
2004 Bridgepointe Dr, Chester, MD
Sheryl Marie Carmody · RE/MAX Executive
Price Reduced47$819,990
2 bd · 3 ba · 1,900 sqft
102 Boatswain Way #2933, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced27$899,990
3 bd · 3 ba · 2,772 sqft
532 Warbler Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced47$699,990
2 bd · 3 ba · 1,900 sqft
110 Boatswain Way #3042, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced27$929,990
3 bd · 3 ba · 2,789 sqft
540 Warbler Way, Chester, MD
David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP
Price Reduced84$697,900
2 bd · 2 ba · 2,118 sqft
121 Merlin Dr, Chester, MD
Yael E Beckman · Coldwell Banker Realty
63$749,000
4 bd · 4 ba · 2,185 sqft
134 Richard Ingle Way, Chester, MD
Barbara A McCaffrey · Redfin Corp
Price Reduced23$524,999
2 bd · 3 ba · 2,003 sqft
230 Switchgrass Way #12, Chester, MD
David J. Moore · Real Broker, LLC - Chester
Price Reduced49$515,000
5 bd · 3 ba · 3,000 sqft
205 Anchor Ln, Chester, MD
Kathleen Higginbotham · Samson Properties
Price Reduced63$599,900
3 bd · 2 ba · 1,688 sqft
315 Bentons Pleasure Rd, Chester, MD
Douglas G Kayhoe · Douglas Realty LLC
Price Reduced63$724,999
4 bd · 3 ba · 3,151 sqft
233 Peregrine Dr, Chester, MD
Michelle W Abplanalp · Rosendale Realty
78$2,840,000
5 bd · 4 ba · 1,704 sqft
300 Woods Point Rd, Chester, MD
Elinor W Warring · Tidewater Properties
Price Reduced39$699,000
3 bd · 2 ba · 1,524 sqft
205 Riverside Dr, Chester, MD
Melissa A Chick · Engel & Volkers Annapolis
Price Reduced50$595,000
2 bd · 3 ba · 1,832 sqft
1000 Herons Nest Way #43, Chester, MD
Dee Dee R McCracken · Coldwell Banker Realty
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
Price Reduced48$429,900
3 bd · 3 ba · 1,595 sqft
106 Bodys Neck Rd, Chester, MD
William Warren Longest Jr. · Realty Navigator
Price Reduced35$825,000
4 bd · 4 ba · 3,312 sqft
232 Evelyne St, Chester, MD
Courtney Chipouras · TTR Sotheby's International Realty
Price Reduced29$699,000
2 bd · 3 ba · 2,003 sqft
132 Wheelhouse Way #11, Chester, MD
Matthew Thomas Arnold · Real Broker, LLC
Price Reduced40$318,500
2 bd · 3 ba · 1,312 sqft
45-G Queen Neva Ct, Chester, MD
John V Freeman · Coldwell Banker Realty
Price Reduced38$299,900
3 bd · 3 ba · 1,440 sqft
54-D Queen Caroline Ct, Chester, MD
Michelle DiDonato · Island Realty, LLC
Price Reduced46$349,900
3 bd · 3 ba · 1,440 sqft
54F Queen Caroline Ct, Chester, MD
Lawrence Doyle · Long & Foster Real Estate, Inc.
























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