$519,000
- 5 Beds
- 3.5 Baths
- 4,067 Sq Ft
116 Harlan Loop, Chestertown, MD 21620
Floretta Davis
Samson Properties
(410) 406-6980
$519,000
116 Harlan Loop, Chestertown, MD 21620
Floretta Davis
Samson Properties
(410) 406-6980
$1,700 per month
319 Holly Ct, Chestertown, MD 21620
Property Id: 2236431This lovely 2 bedroom 1 bath home is nestled in a quit neighborhood in Centreville Md. It features a great yard, on demand hot water heater, & a large detached garage. Close to shopping and restaurants. If interested, call or text Chris with Kendall Properties LLC for more information. . Credit and background checks will be done.
$474,000 Sold Apr 03, 2025
220 Blakefield Dr, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $495,460
Last Listing Agent Brenda Fornos Taylor Properties
220 Blakefield Dr, Chestertown, MD 21620Est $338,742 Not Listed For Sale
218 Concord Rd, Chestertown, MD 21620
218 Concord Rd, Chestertown, MD 21620$179,000
21316 Persimmon Dr, Chestertown, MD 21620
Retha Arrabal
Doug Ashley Realtors, LLC
(410) 267-4230
$2,000 per month
300 Hilltop Ln, Chestertown, MD 21620
***Must have first month, security deposit and a 620+ credit score. 5 grace period days. 5% late fee. Renter's insurance required.***This thoughtfully renovated end-unit townhouse offers 3 bedrooms, 2.5 bathrooms. The kitchen features freshly painted cabinets and brand-new appliances, complemented by new flooring throughout the home for a clean, modern feel. Step outback to your private patio
Jordan Larigan VYBE Realty
$375,000 Sold Dec 01, 2025
907 N Meadowview Dr, Chestertown, MD 21620
Last Sold Summary
Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company
907 N Meadowview Dr, Chestertown, MD 21620Est $340,184 Not Listed For Sale
23055 Parsons Rd, Chestertown, MD 21620
23055 Parsons Rd, Chestertown, MD 21620$425,000
247 Blakefield Dr, Chestertown, MD 21620
Vinny Steo
Your Home Sold Guaranteed Realty
(443) 706-8420
$2,000 per month
129a Manor Ave N, Chestertown, MD 21620
Property Id: 1589400Available for rent: 129A Manor Ave, Chestertown, MD. This charming 3-bedroom, 2-bath home is move-in ready with fresh paint and a brand new HVAC system for year-round comfort. The spacious interior offers a welcoming living space, while the detached 1-bay garage provides the perfect spot for storage or a workshop. Located in a convenient area, this home is ideal for
$609,000 Sold Aug 27, 2025
10175 John Carvill Rd, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $608,254
Last Listing Agent Hayley Norris Select Land & Homes, LLC
10175 John Carvill Rd, Chestertown, MD 21620Est $272,911 Not Listed For Sale
305 Lincoln Dr, Chestertown, MD 21620
305 Lincoln Dr, Chestertown, MD 21620$635,000
108 Little Harbor Way, Chestertown, MD 21620
108 Little Harbor Way, Chestertown, MD 21620$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.
$965,500 Sold Mar 21, 2025
225 S Water St Unit 6, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $987,908
Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company
225 S Water St Unit 6, Chestertown, MD 21620Est $378,377 Not Listed For Sale
481 Pear Tree Point Rd, Chestertown, MD 21620
481 Pear Tree Point Rd, Chestertown, MD 21620$60,000
0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620
0 Georgetown Rd SE Unit MDKE2005218, Chestertown, MD 21620$1,400 per month
118 N Water St, Chestertown, MD 21620
Property Id: 1401647This water view apartment has 2 bedroom 1 bath with HVAC on the 2nd floor. Walking distance to downtown restaurants, groceries and shopping. If interested, call or text Chris @ Kendall Properties LLC at for a showing. Credit score must be at least 600 and background check fairly clean.
$305,000 Sold Feb 27, 2025
116 Fairview Dr, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $300,465
Last Listing Agent Jody Baker Cross Street Realtors LLC
116 Fairview Dr, Chestertown, MD 21620Est $461,400 Not Listed For Sale
148 Grant Ct, Chestertown, MD 21620
148 Grant Ct, Chestertown, MD 21620$770,000
7844 Chester Ct, Chestertown, MD 21620
Retha Arrabal
Doug Ashley Realtors, LLC
(410) 648-9684
$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
$320,000 Sold Mar 26, 2025
6744 Church Hill Rd, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $327,480
Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate
6744 Church Hill Rd, Chestertown, MD 21620Est $254,329 Not Listed For Sale
104 Metcalf Rd, Chestertown, MD 21620
104 Metcalf Rd, Chestertown, MD 21620$320,000
222 Dutchess Rd, Chestertown, MD 21620
John Burke
Gunther-McClary Real Estate
(410) 927-1169
$1,100,000 Sold Jun 30, 2025
209 N Water St, Chestertown, MD 21620
Last Sold Summary
Current Estimated Value $1,153,744
Last Listing Agent Richard Keaveney Cross Street Realtors LLC
209 N Water St, Chestertown, MD 21620Est $425,676 Not Listed For Sale
21357 Belair Ave, Chestertown, MD 21620
21357 Belair Ave, Chestertown, MD 21620$290,000
107 Malone Ave, Chestertown, MD 21620
Barbara McPhail
Douglas Realty LLC
(410) 705-2953
$479,495 Sold Apr 25, 2025
720 Aldora Dr Unit 109, Chestertown, MD 21620
Last Sold Summary
Last Listing Agent Terri Hill Builder Solutions Realty
720 Aldora Dr Unit 109, Chestertown, MD 21620Est $384,148 Not Listed For Sale
213 Pine Cove Ln, Chestertown, MD 21620
213 Pine Cove Ln, Chestertown, MD 21620$1,198,000 Under Contract
300 Hickory Ln, Chestertown, MD 21620
John Burke
Gunther-McClary Real Estate
(410) 936-6289
$287,500 Sold Dec 05, 2025
7483 Shortall St, Chestertown, MD 21620
Last Sold Summary
Last Listing Agent Christine Johnson RE/MAX Executive
7483 Shortall St, Chestertown, MD 21620Est $282,656 Not Listed For Sale
7499 Poplar Ave, Chestertown, MD 21620
7499 Poplar Ave, Chestertown, MD 21620$279,000
134 Char Nor Manor Blvd, Chestertown, MD 21620
John McGlannan
Meredith Fine Properties
(667) 282-1137
$25,000 Sold Nov 14, 2025
23628 Canvasback Rd, Chestertown, MD 21620
Last Sold Summary
Last Listing Agent Christopher McClary Gunther-McClary Real Estate
23628 Canvasback Rd, Chestertown, MD 21620Est $366,524 Not Listed For Sale
724 Deep Landing Rd, Chestertown, MD 21620
724 Deep Landing Rd, Chestertown, MD 21620$475,000 Open House 1/03
110 Trafford Dr, Chestertown, MD 21620
Debbi Rivero
RE/MAX Advantage Realty
(410) 406-7422
$9,500 Sold Aug 19, 2025
0 Millbrook Dr, Chestertown, MD 21620
Last Sold Summary
Last Listing Agent Dee Dee Miller Long & Foster Real Estate, Inc.
0 Millbrook Dr, Chestertown, MD 21620Est $410,338 Not Listed For Sale
142 Church Meadow Ct, Chestertown, MD 21620
142 Church Meadow Ct, Chestertown, MD 21620$185,000
Lot 9 Prestwick Dr, Chestertown, MD 21620
Lot 9 Prestwick Dr, Chestertown, MD 21620Showing Results 1 - 40, Page 1 of 18