Price cut: $22,000 (11/7)
Kingstown Chestertown Real Estate & Homes For Sale
47 results
- Front and back gardens
Loading...
- 29 days on Zillow
- Open: Sat 11am-2pm (11/14)
- 403 Calvert St, Chestertown, MD 21620
- 3 bds
- 2 ba
- 1,136 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLCNewly renovated bathrooms
- Comfortable bedrooms
- Price cut: $6,000 (10/22)
- 7680 Country Club Ln, Chestertown, MD 21620
- 5 bds
- 4 ba
- 2,639 sqft
GUNTHER-MCCLARY REAL ESTATECozy fireplace
- 106 S Queen St, Chestertown, MD 21620
- 3 bds
- 4 ba
- 2,472 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLCPrice cut: $29,100 (10/27)
- 105 N Water St APT 3, Chestertown, MD 21620
- 2 bds
- 2 ba
- 1,098 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY49 days on Zillow
- 216 Birch Run Rd, Chestertown, MD 21620
- 3 bds
- 3 ba
- 2,176 sqft
TTR SOTHEBY'S INTERNATIONAL REALTYPrice cut: $20,000 (10/20)
Loading...
- 105 High St, Chestertown, MD 21620
- 5 bds
- 5 ba
- 3,243 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANYMansard roof
- 117 N Water St #1A, Chestertown, MD 21620
- 3 bds
- 3 ba
- 3,000 sqft
TTR SOTHEBY'S INTERNATIONAL REALTYSoaring ceilings
- 7545 Quaker Neck Rd, Chestertown, MD 21620
- 3 bds
- 1 ba
- 1,360 sqft
THURSTON WYATT REAL ESTATE, LLC
- 501 High St, Chestertown, MD 21620
- 3 bds
- 3 ba
- 2,008 sqft
CHESAPEAKE REAL ESTATE ASSOCIATES, LLCOn Market Nov 27
- Off-street and driveway parking
- Versatile bonus room
- 226 S Water St, Chestertown, MD 21620
- 3 bds
- 4 ba
- 2,172 sqft
GUNTHER-MCCLARY REAL ESTATEFilled with natural light
- Start survey
Help others discover what makes this area unique.
Fill out a short survey to help others know what it's like to live here. - 117 N Water St #1A-1B-2B, Chestertown, MD 21620
- 7 bds
- 5 ba
- 5,400 sqft
TTR SOTHEBY'S INTERNATIONAL REALTYSoaring ceilings - Open: Thu 5:30-6:30pm (11/12)
- Fenced rear yard
- Separate pantry
- Walk-in closet
- Cozy gas fireplace
- Bramante Ranch | Finished Basement Plan, Radcliffe Meadows
- 3 bds
- 2 ba
- 2,642 sqft
Ryan HomesPrice cut: $10,000 (10/21)
- 896 Washington Ave, Chestertown, MD 21620
- 3 bds
- 1 ba
- 1,000 sqft
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANYFull finished basement
- Price cut: $15,000 (10/21)
- Little Harbor Way #1, Chestertown, MD 21620
- 4 bds
- 4 ba
- 3,540 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATEWalk-in closet
- Alberti Ranch | Finished Basement Plan, Radcliffe Meadows
- 3 bds
- 2 ba
- 2,346 sqft
Ryan HomesWalk-in closet
- Walk-in closet
- 102 Little Harbor Way, Chestertown, MD 21620
- 3 bds
- 3 ba
- 1,964 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATECozy gas fireplace
- 25 Landing Ln, Chestertown, MD 21620
- 4 bds
- 4 ba
- 2,784 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATECozy gas fireplace
- 104 Landing Ln, Chestertown, MD 21620
- 3 bds
- 4 ba
- 2,192 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATELarge walk-in closet
- Walk-in closet
- Bramante 2-Story | Finished Basement Plan, Radcliffe Meadows
- 3 bds
- 3 ba
- 3,301 sqft
Ryan HomesPrice cut: $10,000 (10/21)
- 37 Landing Ln, Chestertown, MD 21620
- 3 bds
- 3 ba
- 1,964 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATELarge walk-in closet
- 35 Landing Ln, Chestertown, MD 21620
- 3 bds
- 3 ba
- 1,964 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATEFlexible living options
- 36 Landing Ln, Chestertown, MD 21620
- 3 bds
- 3 ba
- 1,964 sqft
Paquin Design Build, GUNTHER-MCCLARY REAL ESTATELarge walk-in closet
- 0 Round Top Rd, Chestertown, MD 21620
- 5.81 acres lot
COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANYCleared and level acreage
- Walk-in closet
- 201 N Lynchburg St, Chestertown, MD 21620
- 4,342 sqft lot
RE/MAX ASSOCIATES-HOCKESSINPrice cut: $5,000 (11/7)
to get email alerts when listings hit 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, and is provided by BRIGHT through a licensing agreement. 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. Copyright 2026 Bright MLS, Inc. [Click here for more information](/mls-disclaimers/#5632)
