$229,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,344sqft
Single family home for sale
Select Land & Homes, Llc
Skip to Main Content 
317 Rolling Rd, CHESTERTOWN, MD 21620 
Price Drop: $500
9126 Fairlee Rd, CHESTERTOWN, MD 21620
7545 Quaker Neck Rd, CHESTERTOWN, MD 21620
3D Tour
8820 Cumberland St, CHESTERTOWN, MD 21620
10484 Cogar Rd, CHESTERTOWN, MD 21620
106 Queen St S, CHESTERTOWN, MD 21620
10540 Tonopah Rd, CHESTERTOWN, MD 216203D Tour
7655 James Ln, CHESTERTOWN, MD 21620 
226 S Water St, CHESTERTOWN, MD 216203D Tour
8986 Orchard Dr, CHESTERTOWN, MD 21620 
104 Acorn Dr, CHESTERTOWN, MD 21620
10 Cedar Chase Ct, CHESTERTOWN, MD 21620
New Construction
103 Metcalf Rd, CHESTERTOWN, MD 216203D Tour
216 Birch Run Rd, CHESTERTOWN, MD 21620 New Construction
23208 Buck Neck Rd, CHESTERTOWN, MD 21620 
24775 Langford Rd, CHESTERTOWN, MD 216203D Tour
104 Lincoln Dr, CHESTERTOWN, MD 21620 
203 Manor Ave, CHESTERTOWN, MD 216203D Tour
7415 Wilkins Ln, CHESTERTOWN, MD 21620 3D Tour
124 Wilton Rd, CHESTERTOWN, MD 21620 
222 Dutchess Rd, CHESTERTOWN, MD 21620
115 Chester Arms Dr, CHESTERTOWN, MD 21620
7828 Country Club Ln, CHESTERTOWN, MD 21620
8732 Elm Rd, CHESTERTOWN, MD 21620New Construction
121 Metcalf Rd, CHESTERTOWN, MD 21620 New Construction
115 Metcalf Rd, CHESTERTOWN, MD 21620 3D Tour
117 Water St N #1A, CHESTERTOWN, MD 21620 
7482 Poplar Ave, CHESTERTOWN, MD 21620
104 Conley Dr, CHESTERTOWN, MD 21620
201 River Rd, CHESTERTOWN, MD 216203D Tour
7464 Shortall St, CHESTERTOWN, MD 21620 3D Tour
956 Washington Ave, CHESTERTOWN, MD 21620 3D Tour
25440 Learman Rd, CHESTERTOWN, MD 21620 
129 Trafford Dr, CHESTERTOWN, MD 21620
Preston Ln, Chestertown, MD 21620
1904 Pondtown Rd, CHESTERTOWN, MD 21620
102 Flying Cloud Dr, CHESTERTOWN, MD 21620
139 Prospect St, CHESTERTOWN, MD 21620New Construction
10584 Klamath Rd, CHESTERTOWN, MD 21620 
202 Valley Rd, CHESTERTOWN, MD 21620
10572 Watonga Rd, CHESTERTOWN, MD 21620
100 Prospect St, CHESTERTOWN, MD 21620
Do Real Estate on the Go!
3 Bedroom Homes for Sale in 21620, MD
79 Homes for Sale
Sort by:
Price Drop: $500$313,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,216sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
$175,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,360sqft
Single family home for sale
Thurston Wyatt Real Estate, Llc
3D Tour$281,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,080sqft
Single family home for sale
Re/Max Advantage Realty
$238,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,008sqft
Sale Pending
Lpt Realty, Llc
$799,900
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,472sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
$267,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,404sqft
Manufactured home for sale
Doug Ashley Realtors, Llc
3D Tour$519,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,475sqft
Single family home for sale
Re/Max Advantage Realty
$898,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,172sqft
Townhouse for sale
Gunther-Mcclary Real Estate
3D Tour$679,900
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 3,228sqft
Single family home for sale
Benson & Mangold, Llc
$275,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,900sqft
Townhouse for sale
Cross Street Realtors Llc
$495,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,656sqft
Single family home for sale
Cross Street Realtors Llc
New Construction$259,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,280sqft
Townhouse for sale
Real Broker, Llc - Chester
3D Tour$730,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,176sqft
Single family home for sale
Ttr Sotheby'S International Realty
New Construction$319,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,650sqft
Single family home for sale
Real Broker, Llc - Chester
$305,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,008sqft
Single family home for sale
Re/Max Chesapeake
3D Tour$275,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 960sqft
Single family home for sale
Re/Max Executive
$296,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,248sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
3D Tour$222,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 936sqft
Single family home for sale
Doug Ashley Realtors, Llc
3D Tour$294,900
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,056sqft
Single family home for sale
Doug Ashley Realtors, Llc
$320,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,096sqft
Single family home for sale
Gunther-Mcclary Real Estate
$259,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,140sqft
Single family home for sale
Samson Properties
$799,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,857sqft
Sale Pending
Cross Street Realtors Llc
$289,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,056sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
New Construction$264,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: --sqft
Townhouse for sale
Real Broker, Llc - Chester
New Construction$259,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,280sqft
Townhouse for sale
Real Broker, Llc - Chester
3D Tour$685,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 3,000sqft
Condo for sale
Ttr Sotheby'S International Realty
$275,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 975sqft
Single family home for sale
Taylor Properties
$239,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,280sqft
Townhouse for sale
Cummings & Co. Realtors
$629,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,430sqft
Sale Pending
Coldwell Banker Chesapeake Real Estate Company
3D Tour$304,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,232sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
3D Tour$275,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,248sqft
Manufactured home for sale
Doug Ashley Realtors, Llc
3D Tour$3,000,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 3,142sqft
Sale Pending
Ttr Sotheby'S International Realty
$480,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 3,176sqft
Single family home for sale
Elevated Real Estate Solutions
$525,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,824sqft
Sale Pending
Shoreline Realty
$265,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,967sqft
Sale Pending
Keller Williams Flagship
$329,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,896sqft
Single family home for sale
Long & Foster Real Estate, Inc.
$198,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,200sqft
Single family home for sale
Redfin Corp
New Construction$319,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: --sqft
Sale Pending
Real Broker, Llc - Chester
$325,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,427sqft
Sale Pending
Ttr Sotheby'S International Realty
$325,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,404sqft
Single family home for sale
Serhant
$215,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,373sqft
Single family home for sale
Real Broker, Llc - Chester
Showing 1 - 42 of 79 homes for sale in MD 21620
Don't miss out on new listings — and get instant email alerts!
- Real Estate
- Homes For Sale
- Maryland
- 21620
- 3-Bedroom Homes
Do Real Estate on the Go!
Find your dream home, receive real-time updates, and many more!
No. of Homes
Based on information from Bright MLS through Nov 4, 2026, 12:45 PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
Click to see all homes