48$400,000
5 bd · 4 ba · 3,250 sqft
1868 Roberta Dr, Chester, MD
Carley R. Cooper · Alex Cooper Auctioneers, Inc.
Homes Under $500K in Chester, MD
Hide MapHomes Under $500K in Chester, MD
19 Listings
48$400,000
5 bd · 4 ba · 3,250 sqft
1868 Roberta Dr, Chester, MD
Carley R. Cooper · Alex Cooper Auctioneers, Inc.
26$389,900
3 bd · 3 ba · 1,899 sqft
108 Blenny Ln, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
Price Reduced32$374,900
3 bd · 2 ba · 1,524 sqft
2004 Bridgepointe Dr, Chester, MD
Sheryl Marie Carmody · RE/MAX Executive
Price Reduced55$374,900
3 bd · 2 ba · 1,885 sqft
6010 Bridgepointe Dr, Chester, MD
April L Heim · Rosendale Realty
48$425,500
3 bd · 4 ba · 2,100 sqft
807 Auckland Way, Chester, MD
David J. Moore · Real Broker, LLC - Chester
48$435,000
3 bd · 3 ba · 1,595 sqft
106 Bodys Neck Rd, Chester, MD
William Warren Longest Jr. · Realty Navigator
Price Reduced38$349,000
3 bd · 3 ba · 1,302 sqft
6005 Bridgepointe Dr, Chester, MD
Megan E Rosendale · Rosendale Realty
Price Reduced46$354,900
3 bd · 3 ba · 1,302 sqft
5011 Bridgepointe Dr, Chester, MD
Nickolaus B Waldner · Keller Williams Realty Centre
40$349,500
2 bd · 3 ba · 1,312 sqft
45-G Queen Neva Ct, Chester, MD
John V Freeman · Coldwell Banker Realty
Price Reduced38$309,900
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.
Price Reduced27$287,500
2 bd · 2 ba · 1,069 sqft
114 Merganser Ct, Chester, MD
Beverly A Sloane · Benson & Mangold, LLC
Price Reduced56$485,000
2 bd · 3 ba · 1,900 sqft
1000 Herons Nest Way #22, Chester, MD
Ralph S. Kennedy · RE/MAX Executive
Price Reduced30$240,000
1 bd · 1 ba · 724 sqft
8-F Queen Victoria Way, Chester, MD
Linda L Austin · Long & Foster Real Estate, Inc.
Price Reduced32$374,900
4 bd · 4 ba · 1,899 sqft
208 Blenny Ln, Chester, MD
Pamela B Ackermann · RE/MAX Executive
Price Reduced70$499,000
2 bd · 3 ba · 1,900 sqft
4000 Herons Nest Way #22, Chester, MD
Carol L Tinnin · RE/MAX Leading Edge
Price Reduced66$479,000
2 bd · 3 ba · 2,003 sqft
3000 Herons Nest Way #11, Chester, MD
John V Freeman · Coldwell Banker Realty
2$19,500
2 bd · 1 ba · 764 sqft
1405 Little Creek Rd, Chester, MD
Dustin Parker · The Parker Group
Price Reduced27$439,900
3 bd · 2 ba · 1,248 sqft
1340 Queen Anne Dr, Chester, MD
Darlene L Winegardner · RE/MAX Executive



















Bright MLSSource: HJN community data
August 2026 · This period is still settling
Selling at 99.4% of asking price
Buyers here are paying below asking. MLS · 15 sales · as of Aug 26, 2026