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Chestertown Real Estate

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Chestertown is a city located in Maryland that offers prospective homebuyers a variety of single-family residences and condos to choose from. Listed below are all Chestertown Homes For Sale, ranging in size from approximately 600 to over 10,300 square feet and in price from $19,900 to around $4,400,000. Each property is unique, with some having as few as 1 bedrooms and 1 baths and others offering up to 7 bedrooms and 6 baths. No matter your taste, Chestertown real estate will provide you with enough selection to find that dream home to fit your needs. Please contact one of our market experts if you would like assistance with your real estate search – it would be our pleasure to help.

Chestertown Homes For Sale

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New 1 Day Ago
206 Richard Dr, Chestertown, MD 21620

206 Richard Dr

$349,000

Byford
206 Richard Dr
Chestertown, MD 21620
MLS #MDKE2000508
3
2
3
1,906 Home
Under Contract
205 Princess Anne Dr, Chestertown, MD 21620

205 Princess Anne Dr

$329,000

Kingstowne Manor
205 Princess Anne Dr
Chestertown, MD 21620
MLS #MDQA2000980
3
2
2
1,492 Home
408 Pear Tree Point Rd, Chestertown, MD 21620

408 Pear Tree Point Rd

$887,000

408 Pear Tree Point Rd
Chestertown, MD 21620
MLS #MDQA2000894
4
3
2,782 Home
9831 Breezecroft Ln, Chestertown, MD 21620

9831 Breezecroft Ln

$859,000

9831 Breezecroft Ln
Chestertown, MD 21620
MLS #MDKE2000484
3
4
2,352 Home
109 Lyons Ln, Chestertown, MD 21620

109 Lyons Ln

$449,000

109 Lyons Ln
Chestertown, MD 21620
MLS #MDQA2001084
3
3
2
1,944 Home
123 Trafford Dr, Chestertown, MD 21620

123 Trafford Dr

$329,900

$339,000

Coventry Farms
123 Trafford Dr
Chestertown, MD 21620
MLS #MDKE2000482
4
3
2
2,404 Home
7968 Aldan Dr, Chestertown, MD 21620

7968 Aldan Dr

$689,000

7968 Aldan Dr
Chestertown, MD 21620
MLS #MDKE2000490
5
4
2
5,200 Home
Under Contract
312 Hilltop Ln, Chestertown, MD 21620

312 Hilltop Ln

$175,000

312 Hilltop Ln
Chestertown, MD 21620
MLS #MDKE2000450
3
3
1,208 Townhouse
Under Contract
114 Heath Rd, Chestertown, MD 21620

114 Heath Rd

$235,000

Chester Harbor
114 Heath Rd
Chestertown, MD 21620
MLS #MDQA2000994
3
1
1,560 Home
7710 Brices Mill Rd, Chestertown, MD 21620

7710 Brices Mill Rd

$975,000

7710 Brices Mill Rd
Chestertown, MD 21620
MLS #MDKE2000426
5
4
2
2,808 Home
Under Contract
108 S Kent St, Chestertown, MD 21620

108 S Kent St

$199,000

108 S Kent St
Chestertown, MD 21620
MLS #MDKE2000454
1
2
936 Home
Under Contract
150 Longfellow Dr, Chestertown, MD 21620

150 Longfellow Dr

$219,000

Chester Harbor
150 Longfellow Dr
Chestertown, MD 21620
MLS #MDQA2000900
3
1
1,056 Home

Upcoming Open Houses in Chestertown

Sat,  Oct 2
Open House
Time:

11:00 AM - 1:00 PM EDT

Chestertown, Maryland

Other cities in the Kent area

Galena (8)
Golts (2)
Massey (2)
Rock Hall (41)

The listing data on this website comes in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate Broker participates. The listings displayed may not be all of the Homes in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program and properties that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS. The detailed listing page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate, so you are advised to verify facts that are important to you and no warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Maryland Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. BEX Realty is an equal housing opportunity real estate broker and along with its individual brokers, Realtors® and real estate agents, specializes in luxury waterfront and golf and country club property in Maryland. Please contact us if you cannot properly experience this site. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all activity in the market. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers 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. Copyright BRIGHT, All Rights Reserved