Kent County, MD homes for sale & real estate

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ABOUT THIS HOME
Kent County, MD Homes for Sale
An impeccably maintained, perfectly positioned two bedroom, two and one-half bath condo featuring one of the best vistas of Chestertown and Chester River. It is nearly impossible for the body, mind and spirit of its residents and guests not to be "in a good place" on the cloudiest or most challenging of days. River House, with only five private residences, occupies the best real estate within this prized, friendly and well managed neighborhood called Chester River Landing. Historic downtown Chestertown and the Chester River Yacht & Country club are less than 2 minutes away, when you need a break from your enclave that includes marina, grill patio, crabbing/fishing pier, be

$695,000

2 beds2.5 baths1,550 sq ft

118 Little Harbor Way #201, Chestertown, MD 21620

$734 HOA • Garage • Community pool

(410) 778-3779

ABOUT THIS HOME
Kent County, MD Homes for Sale
Located in Country Club Estates, on a lovely, corner lot with mature trees. Solid brick rancher with good bones. 3 bedrooms, 2 full baths. The basement has a workshop space and garage. Hardwood floors. Spacious family room with woodstove. Nice screened-in porch and outdoor patio with a fire pit. Home is ready for your finishing touches. Near the Chester River Yacht and Country Club and just a few minutes to historic downtown Chestertown.

$485,000

3 beds2 baths2,162 sq ft

25800 Collins Ave, Chestertown, MD 21620

1.27 acre lot • Built 1960 • Listed 3 days

(410) 778-0330

ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome to Shorewood Estates, a water privileged community on Swantown Creek just off the Sassafras River. This well maintained home offers an updated kitchen with granite counter tops, a master bedroom and bath with two other bedrooms and bath on the main level and a large family room on the lower level along with a sewing room or home office. There is a detached screened porch perfect for a crab feast or just enjoying the landscaped yard. In addition there are raised beds with drip irrigation for your vegetable or herb garden. Two community areas provide access to the water - one has a little sandy beach with picnic tables where you can launch kayaks and canoes and the other with a dock

$364,000

3 beds2.5 baths2,344 sq ft

13840 Duck Hollow Dr, Galena, MD 21635

0.46 acre lot • Garage • Built 2002

(410) 778-0330

ABOUT THIS HOME
Kent County, MD Homes for Sale
Spacious 5-Bedroom Raised Ranch on 2 acres with Inground Pool, Pole Barn & Transferable Leased Tesla Solar Panels. Welcome to your country retreat just minutes from Route 301 and Delaware Shopping. .. This 5-Bedroom, 2.5 Bath raised ranch offers the perfect blend of comfort, convenience, efficiency and outdoor living. Inside, bedrooms located on the main level for easy access, while the lower level features the kitchen, additional living space, and a cozy pellet stove. The finished walkout basement provides plenty of room for entertaining or relaxing with family. This large raised ranch also comes with two HVAC systems and two Heating units to ensure year-round comfort and efficiency.

$529,000

5 beds2.5 baths2,660 sq ft

31569 Jim Davis, Galena, MD 21635

2 acre lot • Garage • Pool

(410) 287-3629

ABOUT THIS HOME
Kent County, MD Homes for Sale
Wymont Park Waterfront Living! Welcome to Wymont Park, a charming waterfront community on Still Pond Creek that perfectly embodies Eastern Shore living. This one-of-a-kind home has a rich history—originally built as a cozy bungalow, it has grown over the years through thoughtful additions and, most recently, a complete remodel that transformed it into the stunning residence it is today. With three levels facing the water, this home is designed to maximize the views and the experience of creekside living. Step through the main entrance and you’re greeted by original post-and-beam details that flow into an open living, kitchen, and dining area. These spaces lead seamlessly to a sc

$1,150,000

3 beds3 baths2,874 sq ft

25209 Wymont Park Rd, Worton, MD 21678

0.69 acre lot • 2 garage spots • Built 1951

(410) 810-0010

Property at 22783 Mckinleyville Rd, Rock Hall, MD 21661, 3 beds, 3 baths

$249,000

3 beds3 baths1,028 sq ft

22783 Mckinleyville Rd, Rock Hall, MD 21661

(410) 275-2118

Property at 7989 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 4.5 baths

$2,750,000

5 beds4.5 baths4,305 sq ft

7989 Quaker Neck Rd, Chestertown, MD 21620

(410) 778-0330

Property at 23110 Old Fairlee Rd, Chestertown, MD 21620, 3 beds, 1 bath

$379,900

3 beds1 bath1,805 sq ft

23110 Old Fairlee Rd, Chestertown, MD 21620

(855) 450-0442

Property at 25070 Lambs Meadow Rd, Worton, MD 21678, 3 beds, 2 baths

$420,000

3 beds2 baths1,264 sq ft

25070 Lambs Meadow Rd, Worton, MD 21678

(888) 543-4829

Property at 103 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$259,900

3 beds1.5 baths1,280 sq ft

103 Metcalf Rd, Chestertown, MD 21620

(855) 450-0442

Property at 103 Landing Ln, Chestertown, MD 21620, 2 beds, 2.5 baths

$559,000

2 beds2.5 baths2,100 sq ft

103 Landing Ln, Chestertown, MD 21620

(410) 778-0330

Property at 12765 Still Pond Rd, Still Pond, MD 21667, 3 beds, 2 baths

$180,000

3 beds2 baths2,048 sq ft

12765 Still Pond Rd, Still Pond, MD 21667

(888) 860-7369

Property at 25213 Porters Grove Rd, Worton, MD 21678, 3 beds, 2 baths

$289,000

3 beds2 baths1,144 sq ft

25213 Porters Grove Rd, Worton, MD 21678

(410) 810-0010

Property at 10740 Worton Rd, Worton, MD 21678, 3 beds, 3 baths

$425,000

3 beds3 baths2,988 sq ft

10740 Worton Rd, Worton, MD 21678

(410) 810-0010

Property at 228 Phelps Ave, Galena, MD 21635, 4 beds, 1.5 baths

$329,000

4 beds1.5 baths1,720 sq ft

228 Phelps Ave, Galena, MD 21635

(443) 215-4663

Property at 10751 Millbrook Dr, Chestertown, MD 21620, 3 beds, 2 baths

$375,000

3 beds2 baths1,942 sq ft

10751 Millbrook Dr, Chestertown, MD 21620

(410) 643-2244

Property at 13699 Still Pond Rd, Still Pond, MD 21667, 4 beds, 2.5 baths

$1,100,000

4 beds2.5 baths4,504 sq ft

13699 Still Pond Rd, Still Pond, MD 21667

(410) 673-3344

Property at 515 N Kent St, Chestertown, MD 21620, 4 beds, 2 baths

$509,900

4 beds2 baths2,220 sq ft

515 N Kent St, Chestertown, MD 21620

(410) 778-3779

Property at 24415 Chestertown Rd, Chestertown, MD 21620, 2 beds, 1 bath

$264,900

2 beds1 bath1,110 sq ft

24415 Chestertown Rd, Chestertown, MD 21620

(410) 673-3344

Property at 200 Washington Ave, Chestertown, MD 21620, 4 beds, 3.5 baths

$745,000

4 beds3.5 baths2,917 sq ft

200 Washington Ave, Chestertown, MD 21620

(410) 778-3779

Property at 5829 N Main St, Rock Hall, MD 21661, 3 beds, 4 baths

$465,000

3 beds4 baths1,264 sq ft

5829 N Main St, Rock Hall, MD 21661

(410) 639-2118

Property at 100 Metcalf Rd, Chestertown, MD 21620, 3 beds, 2 baths

$255,000

3 beds2 baths1,140 sq ft

100 Metcalf Rd, Chestertown, MD 21620

(443) 829-5828

Property at 103 Adela Way, Chestertown, MD 21620, 4 beds, 3.5 baths

$595,000

4 beds3.5 baths5,576 sq ft

103 Adela Way, Chestertown, MD 21620

(866) 987-3937

Property at 7483 Shortall St, Chestertown, MD 21620, 3 beds, 2 baths

$305,000

3 beds2 baths1,232 sq ft

7483 Shortall St, Chestertown, MD 21620

(443) 274-1900

Property at 1 Bayview Rd Unit 11A, Betterton, MD 21610, 2 beds, 2 baths

$380,000

2 beds2 baths1,600 sq ft

1 Bayview Rd Unit 11A, Betterton, MD 21610

(833) 335-7433

Property at 13240 Knotts Ln, Galena, MD 21635, 3 beds, 2 baths

$395,000

3 beds2 baths1,296 sq ft

13240 Knotts Ln, Galena, MD 21635

(443) 988-0483

Property at 116 Harlan Loop, Chestertown, MD 21620, 5 beds, 3.5 baths

$529,000

5 beds3.5 baths4,067 sq ft

116 Harlan Loop, Chestertown, MD 21620

(301) 850-0255

Property at 24906 Lambs Meadow Rd, Worton, MD 21678, 3 beds, 2 baths

$319,900

3 beds2 baths1,160 sq ft

24906 Lambs Meadow Rd, Worton, MD 21678

(410) 891-0091

Property at 12035 Galena Rd, Massey, MD 21650, 3 beds, 2 baths

$419,900

3 beds2 baths1,344 sq ft

12035 Galena Rd, Massey, MD 21650

(301) 970-2447

Property at 23043 Bay Shore Spur, Chestertown, MD 21620, 4 beds, 3 baths

$395,000

4 beds3 baths2,630 sq ft

23043 Bay Shore Spur, Chestertown, MD 21620

(410) 639-4003

Property at 5700 Johnsontown Rd, Chestertown, MD 21620, 3 beds, 1 bath

$125,000

3 beds1 bath1,144 sq ft

5700 Johnsontown Rd, Chestertown, MD 21620

(844) 837-5274

Property at 234 N College Ave, Chestertown, MD 21620, 2 beds, 1 bath

$164,000

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

Property at 108 S Kent St, Chestertown, MD 21620, 1 bed, 1.5 baths

$315,000

1 bed1.5 baths936 sq ft

108 S Kent St, Chestertown, MD 21620

(410) 778-0330

Property at 5656 Circle Park Dr Park #5692, Rock Hall, MD 21661, 2 beds, 2 baths

$90,000

2 beds2 baths800 sq ft

5656 Circle Park Dr Park #5692, Rock Hall, MD 21661

(410) 639-4003

Property at 7729 Country Club Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$635,000

3 beds2.5 baths2,280 sq ft

7729 Country Club Ln, Chestertown, MD 21620

(410) 778-3779

Property at 141 Prospect St, Chestertown, MD 21620, 4 beds, 1.5 baths

$167,000

4 beds1.5 baths1,156 sq ft

141 Prospect St, Chestertown, MD 21620

(410) 778-3779

Property at 21316 Persimmon Dr, Chestertown, MD 21620, 2 beds, 1 bath

$179,000

2 beds1 bath1,232 sq ft

21316 Persimmon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 100 Adela Way, Chestertown, MD 21620, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths3,799 sq ft

100 Adela Way, Chestertown, MD 21620

(410) 266-0600

Property at 21090 W Sharp St #112, Rock Hall, MD 21661, 2 beds, 2 baths

$475,000

2 beds2 baths1,129 sq ft

21090 W Sharp St #112, Rock Hall, MD 21661

(410) 639-4003

Property at 251 Devon Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$595,000

3 beds2.5 baths3,935 sq ft

251 Devon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 907 N Meadowview Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$440,000

3 beds2.5 baths1,842 sq ft

907 N Meadowview Dr, Chestertown, MD 21620

(410) 778-0330

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Average home prices near Kent County, MD

Cities

Counties

Harford County homes for sale
$425,000
Anne Arundel County homes for sale
$525,000
Baltimore County homes for sale
$385,000

Kent County, MD real estate trends

All Home Types trends in Kent County, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$363,750

+0.9% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Kent County, MD

$363,750

+0.9%

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