$509,000
- 5 Beds
- 3.5 Baths
- 4,067 Sq Ft
116 Harlan Loop, Chestertown, MD 21620
Floretta Davis
Samson Properties
(410) 406-6980
$509,000
116 Harlan Loop, Chestertown, MD 21620
Floretta Davis
Samson Properties
(410) 406-6980
$2,000 per month
9919 Augustine Herman Hwy, Chestertown, MD 21620
Property Id: 2151738This secluded home sits quietly on a family farm nestled on the bank of Morgnec creek. Built in 1990, it has 4 bedrooms and 2 baths with a full basement for storage. Although no pets are allowed, you can enjoy watching the wildlife walk through your yard while you sit outside on the deck. If interested, call or text Chris with Kendall Properties at . Credit checks and
$740,000 Sold May 07, 2025
25070 E Kentfield Rd, Worton, MD 21678
Last Sold Summary
Current Estimated Value $768,760
Last Listing Agent Crystal Smith RE/MAX Executive
25070 E Kentfield Rd, Worton, MD 21678Est $82,361 Not Listed For Sale
313 Race St, Millington, MD 21651
Last Sold Summary
Last Sold Price $29,500
Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company
$475,000
110 Trafford Dr, Chestertown, MD 21620
Debbi Rivero
RE/MAX Advantage Realty
(410) 406-7422
$1,400 per month
509 Cannon St, Chestertown, MD 21620
Welcome to 509 Cannon Street! This cozy 2-bedroom, 1-bath home has been thoughtfully updated and is ready for you to move right in. Inside, you'll find a comfortable layout and a brand-new HVAC system to keep you comfortable year-round, plus the convenience of off-street parking. Tenants are responsible for electric, town water and sewer, and internet services. To qualify, applicants must have a
William Sutton Coldwell Banker Chesapeake Real Estate Company
$364,900 Sold Feb 26, 2026
108 Flying Cloud Dr, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $358,936
Last Listing Agent Casey Scattergood Cross Street Realtors LLC
108 Flying Cloud Dr, Chestertown, MD 21620Est $269,836 Not Listed For Sale
11951 Kennedyville Rd, Kennedyville, MD 21645
Last Sold Summary
Last Sold Price $255,000
Last Listing Agent Heather Brummell Keller Williams Realty
$274,000
206 Virginia Ave, Galena, MD 21635
Retha Arrabal
Doug Ashley Realtors, LLC
(667) 843-7243
$2,000 per month
202 High St Unit E, Chestertown, MD 21620
Property Id: 1453253Bright, open, newly remodeled, two bedroom apartment in downtown Chestertown. Open kitchen/living/dining room, flooded with light. Kitchen has stainless appliances, including dishwasher, and granite counters. Two large bedrooms, plentiful storage space. In-unit washer and dryer. The building has recently undergone extensive renovations, with many energy improvements,
$214,000 Sold Jun 18, 2025
5855 Crosby Rd, Rock Hall, MD 21661
Last Sold Summary
Current Estimated Value $241,407
Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate
5855 Crosby Rd, Rock Hall, MD 21661Est $151,170 Not Listed For Sale
5860 N Hawthorne Ave, Rock Hall, MD 21661
Last Sold Summary
Last Sold Price $135,000
Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company
$745,000
7844 Chester Ct, Chestertown, MD 21620
Retha Arrabal
Doug Ashley Realtors, LLC
(410) 648-9684
$3,800 per month
6119 New St Unit 2, Rock Hall, MD 21661
Nestled on the tranquil shores of Swan Creek, this 3,000+/- sq ft waterfront home offers a rare blend of elegance, comfort and Chesapeake charm. Featuring 3 bedrooms & bonus room, 3.5 baths, and a desirable first-floor primary suite, this thoughtfully designed home invites relaxed coastal living. The great room is a showstopper with its dramatic two-story windows and cozy fireplace, framing
Cindy Genther Rock Hall Properties Real Estate
$375,000 Sold Dec 01, 2025
907 N Meadowview Dr, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $380,311
Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company
907 N Meadowview Dr, Chestertown, MD 21620Est $361,580 Not Listed For Sale
11353 Needam Rd, Worton, MD 21678
Last Sold Summary
Last Sold Price $315,000
Last Listing Agent Donnis Landaverde Keller Williams Flagship
$749,000
24204 Drayton Landing Dr, Worton, MD 21678
Brian Gearhart
Benson & Mangold, LLC
(443) 594-6295
$1,050 per month
425 High St Unit 4, Chestertown, MD 21620
Property Id: 1770574Studio apartment in walking distance to Washington College and downtown Chestertown. Second floor studio apartment in recently renovated building. Updated insulation, modern windows and HVAC with original features, such as wood floors. In-building laundry and shared yard for tenants’ use. Available early June. Landlord requires a minimum 650 credit score and month
$609,000 Sold Aug 27, 2025
10175 John Carvill Rd, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $635,772
Last Listing Agent Hayley Norris Select Land & Homes, LLC
10175 John Carvill Rd, Chestertown, MD 21620Est $965,137 Not Listed For Sale
4954 Huntingfield Rd, Rock Hall, MD 21661
Last Sold Summary
Last Sold Price $840,000
Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty
$319,900
24775 Langford Rd, Chestertown, MD 21620
Ryan Fitzwater
RE/MAX Advantage Realty
(410) 835-4609
$1,300 per month
101 Morgnec Rd, Chestertown, MD 21620
One, two and three bedroom apartments located near Washington College, wellness/ rehab center, Churches, shopping and a short walk to downtown Chestertown. Short distance to the Chester River and Chesapeake Bay. Immediate Availability.
Herschell Claggett Davis Real Estate, Inc.
$297,500 Sold May 16, 2025
407 Jarman Ave, Galena, MD 21635
Last Sold Summary
Current Estimated Value $309,117
Last Listing Agent David Moore Real Broker, LLC
407 Jarman Ave, Galena, MD 21635Not Listed For Sale
Lot 17 Hagy Rd, Rock Hall, MD 21661
Last Sold Summary
Last Sold Price $145,000
Last Listing Agent Joelle Dolch Cross Street Realtors LLC
$1,975,000
14183 Roberts Dr, Galena, MD 21635
John Burke
Gunther-McClary Real Estate
(410) 609-5094
$1,450 per month
425 High St Unit 5, Chestertown, MD 21620
Property Id: 1426365A modern apartment in the heart of Chestertown. Blocks from Fountain Park and Washington College, this third floor, 2 bedroom apartment is in a building that was recently renovated to the studs, with modern windows and HVAC and original features, such as wood floors and exposed beams. In-building laundry and shared yard for tenants' use. Available immediately. Landlord
$350,000 Sold Mar 05, 2026
21111 Texas Ave, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $363,864
Last Listing Agent Yvonne Andres Keller Williams Select Realtors of Easton
21111 Texas Ave, Chestertown, MD 21620Est $357,967 Not Listed For Sale
7071 Rock Hall Rd, Rock Hall, MD 21661
Last Sold Summary
Last Sold Price $330,000
Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC
$339,900 Coming Soon
21125 Iowa Ave, Chestertown, MD 21620
Retha Arrabal
Doug Ashley Realtors, LLC
(443) 405-2192
$1,350 per month
425 High St Unit 3, Chestertown, MD 21620
Property Id: 1770537Modern apartment in the heart of Chestertown. Blocks from Fountain Park and Washington College. Second floor 1 bedroom in recently renovated building. Updated insulation, modern windows and HVAC with original features, such as wood floors. In-building laundry and shared yard for tenants’ use. Available April 1. Landlord requires a minimum 650 credit score and month
$965,500 Sold Mar 21, 2025
225 S Water St Unit 6, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $1,030,313
Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company
225 S Water St Unit 6, Chestertown, MD 21620Est $385,081 Not Listed For Sale
10724 Foreston Rd, Chestertown, MD 21620
Last Sold Summary
Last Sold Price $355,675
Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company
$185,000 Under Contract
Lot 9 Prestwick Dr, Chestertown, MD 21620
Lot 9 Prestwick Dr, Chestertown, MD 21620$1,300 per month
12775 Main St Unit LowerApartment, Still Pond, MD 21667
Charming upper apartment located at the beautiful town Still Pond.
$1,080,000 Sold May 12, 2025
12440 Woods Rd, Worton, MD 21678
Last Sold Summary
Current Estimated Value $1,111,661
Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company
12440 Woods Rd, Worton, MD 21678Est $1,062,787 Not Listed For Sale
14079 Crataegus Ct, Galena, MD 21635
Last Sold Summary
Last Sold Price $925,000
Last Listing Agent Ann Marie Germano Patterson Schwartz
$635,000
108 Little Harbor Way, Chestertown, MD 21620
108 Little Harbor Way, Chestertown, MD 21620$2,000 per month
7121 Quaker Neck Rd, Chestertown, MD 21620
This is a perfect little house in the country on a 1 acre secluded lot 1 1/2 miles from Chestertown. It is brand new on the inside with high end finishes. New Anderson windows, new doors, tile and laminate floors, SS appliances, granite countertops, Rinnai hot water heater, mini split heat pump, Owner will cut grass and maintain exterior ( 2 tomato plants) for one year, high speed internet
$1,075,000 Sold Aug 28, 2025
13931 Eagles Nest Farm Ln, Still Pond, MD 21667
Last Sold Summary
Current Estimated Value $1,074,355
Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate
13931 Eagles Nest Farm Ln, Still Pond, MD 21667Est $316,634 Not Listed For Sale
104 Oak Leaf Dr, Chestertown, MD 21620
Last Sold Summary
Last Sold Price $283,000
Last Listing Agent Krystal Zellner Crown Homes Real Estate
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