$1,975,000
- 5 Beds
- 3 Baths
- 3,915 Sq Ft
14183 Roberts Dr, Galena, MD 21635
John Burke
Gunther-McClary Real Estate
(410) 609-5094
12,132
Kent County, MD Homes
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14183 Roberts Dr, Galena, MD 21635
-
$2,000 Per Month
- 3 Beds
- 1.5 Baths
- 1,280 Sq Ft
- Townhouse for Rent
102 Metcalf Rd, Chestertown, MD 21620
102 Metcalf Rd, Chestertown, MD 21620Property Id: 2613480This nearly new home built in 2023 has 3 bedrooms, 1.5 baths that is all electric with town water & sewer. Walking distance to 2 shopping centers, a YMCA and great restaurants. 1280 square feet of space to relax and entertain with friends and family. Want to save money each month, just ask for a longer lease! Pets will require a $400 non-refundable pet fee. If
(443) 282-2076
-
$364,900
Sold Feb 26, 2026108 Flying Cloud Dr, Chestertown, MD 21620
- 4 Beds
- 2.5 Baths
- 1,936 Sq Ft
- Built 2023
Last Sold Summary
- $188/SF
- 67 Days On Market
Current Estimated Value $363,448
Last Listing Agent Casey Scattergood Cross Street Realtors LLC
108 Flying Cloud Dr, Chestertown, MD 21620 -
Est $550,416
Not Listed For Sale325 Devon Dr, Chestertown, MD 21620
- 4 Beds
- 2.5 Baths
- 4,086 Sq Ft
- Built 2011
Last Sold Summary
- 7 Days On Market
-
$350,000
- 4 Beds
- 2 Baths
- 1,499 Sq Ft
21305 Haven Rd, Rock Hall, MD 21661
21305 Haven Rd, Rock Hall, MD 21661
Anthony Borleis
RE/MAX Point Realty
(410) 213-3053
-
$1,200 Per Month
- 1 Bed
- 1 Bath
- 790 Sq Ft
- Condo for Rent
24731 Langford Rd Unit B, Chestertown, MD 21620
24731 Langford Rd Unit B, Chestertown, MD 21620Property Id: 57147Private country apartment for rent on a creek, Kayaking fishing, Lots of wildlife to view. Grille available for use. Large bathroom and large kitchen. Shared laundry room. Recently painted and carpets professionally cleaned. All utilities included, fiber optic included
(443) 282-2830
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$825,000
Sold May 26, 202625475 Turnberry Ct, Chestertown, MD 21620
- 4 Beds
- 3.5 Baths
- 4,145 Sq Ft
- Built 2018
Last Sold Summary
- 5% Below List Price
- $199/SF
- 9 Days On Market
Current Estimated Value $845,087
Last Listing Agent Lona Todd Taylor Properties
25475 Turnberry Ct, Chestertown, MD 21620 -
Est $604,896
Not Listed For Sale129 N Queen St, Chestertown, MD 21620
- 3 Beds
- 2.5 Baths
- 2,296 Sq Ft
- Built 1920
Last Sold Summary
- 19 Days On Market
-
$575,000
- 1 Bed
- 1.5 Baths
- 1,724 Sq Ft
25133 Wymont Park Rd, Worton, MD 21678
25133 Wymont Park Rd, Worton, MD 21678
Brittany Fox
RE/MAX Chesapeake
(443) 332-9941
-
$2,200
Total Monthly Price
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
- House for Rent
21324 Delaware Ave, Chestertown, MD 21620
21324 Delaware Ave, Chestertown, MD 21620House in the country (secluded) near Tolchester marina, 2 car attached garage, gas fireplace, one bedrm/bath first floor, 2 bedrms/bath second floor, small deck, 14 mins from Chestertown or Rock Hall, suitable for 3 people
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$375,000
Sold Dec 01, 2025907 N Meadowview Dr, Chestertown, MD 21620
- 3 Beds
- 2.5 Baths
- 1,842 Sq Ft
- Built 2002
Last Sold Summary
- $204/SF
- 83 Days On Market
Current Estimated Value $381,052
Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company
907 N Meadowview Dr, Chestertown, MD 21620 -
Est $373,171
Not Listed For Sale21201 Rock Hall Ave, Rock Hall, MD 21661
- 3 Beds
- 1.5 Baths
- 1,731 Sq Ft
- Built 1922
Last Sold Summary
- 249 Days On Market
-
$450,000
$25K PRICE DROP- 4 Beds
- 2.5 Baths
- 2,880 Sq Ft
110 Trafford Dr, Chestertown, MD 21620
110 Trafford Dr, Chestertown, MD 21620
Debbi Rivero
RE/MAX Advantage Realty
(410) 406-7422
-
$1,700
Total Monthly Price
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Condo for Rent
27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620
27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620Recently updated 2 bedroom, 1 bathroom cottage available mid-July! Just 4 miles to downtown Chestertown but situated in a country setting. This cottage is part of a duplex. In addition to the 2 bedrooms there is a large loft on the third floor. Hardwood floors throughout with tile in the kitchen and bathroom. Original galley kitchen with 1940's farm sink, vintage style refrigerator, 18"
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$150,000
Sold May 15, 2026107 Conley Dr, Chestertown, MD 21620
- 3 Beds
- 1 Bath
- 1,140 Sq Ft
- Built 1986
Last Sold Summary
- 12% Below List Price
- $132/SF
- 32 Days On Market
Current Estimated Value $171,390
Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC
107 Conley Dr, Chestertown, MD 21620 -
Est $508,480
Not Listed For Sale21958 Harrington Park Rd, Rock Hall, MD 21661
- 4 Beds
- 2 Baths
- 2,190 Sq Ft
- Built 1973
Last Sold Summary
- 23 Days On Market
-
$670,000
Under Contract- 4 Beds
- 2.5 Baths
- 3,248 Sq Ft
7844 Chester Ct, Chestertown, MD 21620
7844 Chester Ct, Chestertown, MD 21620
Retha Arrabal
Doug Ashley Realtors, LLC
(410) 648-9684
-
$2,400 Per Month
- 4 Beds
- 2 Baths
- 1,476 Sq Ft
- House for Rent
1010 Twin Ct, Chestertown, MD 21620
1010 Twin Ct, Chestertown, MD 21620Cute 4 bedroom 2 bathroom Cape Cod in the quiet Crestview neighborhood in Chestertown close to Restaurants, Shopping, the brand new YMCA and the Historic District. Eat in kitchen with back deck overlooking a beautiful yard that backs up to farm land that is preserved forever. Freshly painted and new carpet! Washer & dryer in unit. Extra storage in knee walls upstairs. $25 application fee per
Jason Dey Kevin Dey Realty
-
$609,000
Sold Aug 27, 202510175 John Carvill Rd, Chestertown, MD 21620
- 5 Beds
- 3.5 Baths
- 3,155 Sq Ft
- Built 1994
Last Sold Summary
- $193/SF
- 11 Days On Market
Current Estimated Value $645,961
Last Listing Agent Hayley Norris Select Land & Homes, LLC
10175 John Carvill Rd, Chestertown, MD 21620 -
Est $238,988
Not Listed For Sale5855 Crosby Rd, Rock Hall, MD 21661
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2005
Last Sold Summary
- 82 Days On Market
-
$649,900
Open Sat 10AM - 12PM- 3 Beds
- 2 Baths
- 2,176 Sq Ft
24204 Drayton Landing Dr, Worton, MD 21678
24204 Drayton Landing Dr, Worton, MD 21678
Brian Gearhart
Benson & Mangold, LLC
(443) 594-6295
-
$1,450 Per Month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- House for Rent
128 N Queen St Unit 3, Chestertown, MD 21620
128 N Queen St Unit 3, Chestertown, MD 21620Welcome to 128 N Queen Street, Unit 2. A beautiful Victorian apartment located downtown Chestertown within walking distance to the Chester River and situated close to the Washington College. 2nd floor private unit with spacious living area, seperate dining room, galley kitchen, full bathroom and bedroom. Unit is available immediately, utilities included: electric, water and sewer. Security
Amanda Morgan Brenton Realty Group
-
$350,000
Sold Mar 05, 202621111 Texas Ave, Chestertown, MD 21620
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 2004
Last Sold Summary
- 5% Below List Price
- $208/SF
- 17 Days On Market
Current Estimated Value $353,124
Last Listing Agent Yvonne Andres Keller Williams Select Realtors of Easton
21111 Texas Ave, Chestertown, MD 21620 -
Est $439,565
Not Listed For Sale31680 Park Glen Rd, Galena, MD 21635
- 2 Beds
- 1.5 Baths
- 1,806 Sq Ft
- Built 1956
Last Sold Summary
- 4 Days On Market
-
$540,000
Open House 7/02- 3 Beds
- 2.5 Baths
- 1,760 Sq Ft
21186 Chesapeake Ave, Rock Hall, MD 21661
21186 Chesapeake Ave, Rock Hall, MD 21661
Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(667) 247-9594
-
$2,600 Per Month
- 3 Beds
- 2.5 Baths
- 2,612 Sq Ft
- House for Rent
104 Cedar St, Chestertown, MD 21620
104 Cedar St, Chestertown, MD 21620Great 3 Bedroom 2.5 Bath home located in Chestertown within close proximity of the college, downtown, and local shopping. The house will be available starting June 1st. There is a credit check, background check and rental application needed. Small pets considered on a case to case basis. No smoking. Excellent credit is required.
Peter Heller Coldwell Banker Chesapeake Real Estate Company
-
$1,095,000
Sold Jun 02, 202612400 Woods Rd, Worton, MD 21678
- 3 Beds
- 2 Baths
- 1,944 Sq Ft
- Built 1985
Last Sold Summary
- $563/SF
- 4 Days On Market
Current Estimated Value $1,063,365
Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company
12400 Woods Rd, Worton, MD 21678 -
Est $302,507
Not Listed For Sale314 Cypress St, Millington, MD 21651
- 3 Beds
- 2 Baths
- 1,062 Sq Ft
- Built 1958
Last Sold Summary
- 14 Days On Market
-
$398,000
Under Contract- 3 Beds
- 2 Baths
- 1,798 Sq Ft
107 Boxwood Ln, Galena, MD 21635
107 Boxwood Ln, Galena, MD 21635
John Burke
Gunther-McClary Real Estate
(410) 724-1207
-
$2,200 Per Month
- 4 Beds
- 3 Baths
- 2,135 Sq Ft
- House for Rent
226 Phelps Ave, Galena, MD 21635
226 Phelps Ave, Galena, MD 21635Spacious 3-bedroom rancher featuring a separate in-law efficiency suite with an additional bedroom and full bath, offering flexible living arrangements for extended family, guests, or a home office.The main home features hardwood flooring, a welcoming living room with built-in shelving surrounding the fireplace, and a bright sunroom that connects the primary residence to the suite. The
Cindy Jacobs Maryland Residential Management Co
-
$1,075,000
Sold Aug 28, 202513931 Eagles Nest Farm Ln, Still Pond, MD 21667
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
- Built 1987
Last Sold Summary
- $582/SF
- 22 Days On Market
Current Estimated Value $1,118,594
Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate
13931 Eagles Nest Farm Ln, Still Pond, MD 21667 -
Est $304,135
Not Listed For Sale100 Acorn Dr, Chestertown, MD 21620
- 3 Beds
- 2.5 Baths
- 1,930 Sq Ft
- Built 2004
Last Sold Summary
- 164 Days On Market
-
$760,000
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
34203 Cypress Rd, Millington, MD 21651
34203 Cypress Rd, Millington, MD 21651
Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(410) 634-7639
-
$2,050 Per Month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- House for Rent
104 Maple Ave Unit 6, Chestertown, MD 21620
104 Maple Ave Unit 6, Chestertown, MD 21620Welcome to your new home in the heart of Chestertown Maryland, a charming historic town nestled along the Chester River, known for its vibrant arts scene, waterfront dining, and small-town charm. This beautifully designed property blends modern finishes with timeless appeal. Step inside to find engineered hardwood floors flowing throughout the main living areas, creating both warmth and
Nick Dively Real Broker, LLC - Annapolis
-
$364,900
Sold Apr 30, 202621133 Striper Run, Rock Hall, MD 21661
- 3 Beds
- 2.5 Baths
- 1,626 Sq Ft
- Built 2025
Last Sold Summary
- $224/SF
- 132 Days On Market
Current Estimated Value $366,484
Last Listing Agent Cindy Genther Rock Hall Properties Real Estate
21133 Striper Run, Rock Hall, MD 21661 -
Est $550,994
Not Listed For Sale5823 S Hawthorne Ave, Rock Hall, MD 21661
- 5 Beds
- 3 Baths
- 1,410 Sq Ft
- Built 1933
Last Sold Summary
- 2 Days On Market
-
$282,000
Open House 7/05 $13K PRICE DROP- 4 Beds
- 2 Baths
- 1,000 Sq Ft
6374 Rock Hall Rd, Rock Hall, MD 21661
6374 Rock Hall Rd, Rock Hall, MD 21661
Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(667) 222-3358
-
$1,300 Per Month
- 1 Bed
- 1 Bath
- 785 Sq Ft
- Condo for Rent
101 Morgnec Rd, Chestertown, MD 21620
101 Morgnec Rd, Chestertown, MD 21620One, 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.
-
$1,524,900
Sold Feb 17, 202610800 Cliff Rd, Chestertown, MD 21620
- 5 Beds
- 3.5 Baths
- 5,241 Sq Ft
- Built 1997
Last Sold Summary
- 2% Above List Price
- $291/SF
- 5 Days On Market
Current Estimated Value $1,489,844
Last Listing Agent Lona Todd Taylor Properties
10800 Cliff Rd, Chestertown, MD 21620 -
Est $295,114
Not Listed For Sale21314 Haven Rd, Rock Hall, MD 21661
- 3 Beds
- 2 Baths
- 1,374 Sq Ft
- Built 1976
Last Sold Summary
- 33 Days On Market
Showing Results 1 - 40, Page 1 of 18
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