Movoto Real Estate

Homes Under $700K Price For Sale in Chestertown, MD | Page 2

111 Homes
 
10484 Cogar Rd, Chestertown, MD 21620
  • $238,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
203 Manor Ave, Chestertown, MD 21620
  • $296,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
105 N Water St #3, Chestertown, MD 21620
  • $459,000
  • 2Bd
  • 2Ba
  • 1,098 Sq Ft
223 Mount Vernon Ave, Chestertown, MD 21620
  • $200,000
  • 4Bd
  • 1Ba
  • 1,816 Sq Ft
7482 Poplar Ave, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 1Ba
  • 975 Sq Ft
234 N College Ave, Chestertown, MD 21620
  • $79,000
  • 2Bd
  • 1Ba
  • 1,296 Sq Ft
$6K
104 Acorn Dr, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 3Ba
  • 1,900 Sq Ft
$9.9K
8886 Georgetown Rd, Chestertown, MD 21620
  • $69,900
  • 4.03 Acre
$10.1K
10781 Fermoy Rd, Chestertown, MD 21620
  • $429,500
  • 4Bd
  • 3Ba
  • 2,160 Sq Ft
$400
1906 Pondtown Rd, Chestertown, MD 21620
  • $110,000
  • 1.93 Acre
23741 L Rd, Chestertown, MD 21620
  • $15,000
  • 1 Acre
956 Washington Ave, Chestertown, MD 21620
  • $275,000
  • 3Bd
  • 1Ba
  • 1,248 Sq Ft
$10K
Map 36 Parcel 80 Watertower Road, Chestertown, MD 21620
  • $55,000
  • 0.7 Acre
Sandy Bottom Road, Chestertown, MD 21620
  • $49,000
  • 1.95 Acre
$10K
109 2nd St, Chestertown, MD 21620
  • $125,000
  • 1.8 Acre
$10K
103 Sutton Way, Chestertown, MD 21620
  • $509,000
  • 5Bd
  • 4Ba
  • 3,816 Sq Ft
$41K
Cogar Road, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
2 Scheeler Road, Chestertown, MD 21620
  • $250,000
  • 0.85 Acre
3 Haacke Drive, Chestertown, MD 21620
  • $225,000
  • 0.87 Acre
Tonopah Road, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
Lenapah Rd, Chestertown, MD 21620
  • $3,000
  • 0.34 Acre
0 Round Top Rd, Chestertown, MD 21620
  • $200,000
  • 5.81 Acre
117 Water St N #2B, Chestertown, MD 21620
  • $350,000
  • 1Bd
  • 1Ba
  • 850 Sq Ft
117 Water St N #2A, Chestertown, MD 21620
  • $375,000
  • 2Bd
  • 1Ba
  • 787 Sq Ft
117 Water St N #1B, Chestertown, MD 21620
  • $200,000
  • 1Bd
  • 1Ba
  • 700 Sq Ft
117 Water St N #1A, Chestertown, MD 21620
  • $685,000
  • 3Bd
  • 3Ba
  • 3,000 Sq Ft
22681 Wood Yard Ln, Chestertown, MD 21620
  • $15,000
  • 0.52 Acre
6746 Quaker Neck Rd, Chestertown, MD 21620
  • $339,000
  • 5Bd
  • 3Ba
  • 3,371 Sq Ft
$10K
Georgetown Road, Chestertown, MD 21620
  • $90,000
  • 3.92 Acre
$500
108 Little Harbor Way, Chestertown, MD 21620
  • $635,000
  • 0.09 Acre
222 Dutchess Rd, Chestertown, MD 21620
  • $320,000
  • 3Bd
  • 2Ba
  • 1,096 Sq Ft
Clarissa Road, Chestertown, MD 21620
  • $8,000
  • 0.34 Acre
$2K
404 Spring Rd, Chestertown, MD 21620
  • $19,500
  • 0.99 Acre
23043 Bay Shore Spur, Chestertown, MD 21620
  • $385,000
  • 4Bd
  • 3Ba
  • 2,630 Sq Ft
$60K
Buck Neck Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$4K
Kinglet Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$4K
Georgetown Rd, Chestertown, MD 21620
  • $55,000
  • 3 Acre
$5K
Old Morgnec Road, Chestertown, MD 21620
  • $59,000
  • 1.37 Acre
$5K
Towhee Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Bunting Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Beltram Rd, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$5K
Fish Hatchery Road, Chestertown, MD 21620
  • $5,000
  • 0.37 Acre
$5K
Buck Neck Landing Road, Chestertown, MD 21620
  • $9,500
  • 0.34 Acre
Parcel Buck Neck Ldg Road, Chestertown, MD 21620
  • $5,000
  • 0.34 Acre
$3K
Montgomery Avenue, Chestertown, MD 21620
  • $40,000
  • 0.11 Acre
Redfield Road, Chestertown, MD 21620
  • $19,000
  • 0.34 Acre
$19K
23710 L Rd, Chestertown, MD 21620
  • $12,000
  • 0.5 Acre
$12K
Fish Hatchery Road, Chestertown, MD 21620
  • $18,500
  • 0.34 Acre
$18.5K
Spinnaker Road, Chestertown, MD 21620
  • $19,000
  • 0.56 Acre
$19K
Sheldrake Drive, Chestertown, MD 21620
  • $10,000
  • 0.34 Acre
$5K
51 - 100 of 111 Homes for sale in Chestertown, MD
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Chestertown, MD real estate market trends

Statistics as of October 2026
$392K
Avg. list price
$247/Sqft
Avg. price/sqft
84
Homes for sale
1,964 Sqft
Avg. home size
116 Days
Avg. days on market
Movoto makes it easy to track market trends in Chestertown, MD. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Chestertown, MD?
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Information Deemed Reliable But Not Guaranteed
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 Movoto 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. Data last updated: 10/29/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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