Kent County, MD homes for sale & real estate

118 homes

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811 S Meadowview Dr, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Coming soon!

$459,000

3 beds2 baths2,064 sq ft

811 S Meadowview Dr, Chestertown, MD 21620

0.66 acre lot • $8 HOA • 2 garage spots

COMING SOON

310 Hilltop Ln, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Well-maintained and move-in ready! This charming 3-bedroom, 2.5-bath townhouse offers affordable, low-maintenance living. The main level features a bright kitchen, convenient half bath, in-unit laundry, a spacious living room, and an open dining area with sliding doors leading to a private patio and beautifully maintained common grounds. HOA covers lawn care and exterior upkeep—no mowing or yard work required! Ideally located just minutes from town. With current rental rates, why rent when you can own?

$205,000

3 beds2.5 baths1,216 sq ft

310 Hilltop Ln, Chestertown, MD 21620

2,048 sq ft lot • $80 HOA

(410) 778-3779

COMING SOON

222 Mount Vernon Ave, Chestertown, MD 21620
222 Mount Vernon Ave, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Lovingly maintained, this charming home in Chestertown’s Historic District seamlessly blends classic character with modern comfort. Restored windows, original yellow heart pine floors, and cypress siding reflect its rich history, while newer appliances, a high-efficiency boiler, tankless on-demand hot water, and 3-zone heating provide everyday ease. The mahogany-floored side porch offers a serene spot to unwind year-round. Set on one of the larger lots on the street, there’s potential for expansion or a future garage. Conveniently located within walking distance to downtown Chestertown and Washington College, this is a rare opportunity to own a piece of Chestertown’s timel

$375,000

4 beds2 baths1,656 sq ft

222 Mount Vernon Ave, Chestertown, MD 21620

6,450 sq ft lot

(410) 778-3779

107 N Queen St, Chestertown, MD 21620
107 N Queen St, Chestertown, MD 21620
107 N Queen St, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
The Vannort House stands proudly on historic Queen Street with a colonial-era smokehouse in the yard! Light & breezy: The 31' long screened-in side-porch has doors from the eat-in Kitchen, formal Dining Room, and the grand high-ceilinged Living Room! Keep all the doors open into the screened porch for an amazing indoor-outdoor way of living! A truly versatile layout for entertaining and relaxation. From the front formal entry, an elegant curved-rail staircase acsends to the second & third floors with large light filled landings. Spread out in generously sized rooms throughout this home. The formal living room has almost 10 ft ceilings, beautiful crown moldings, a wood burning

$529,000

4 beds2 baths3,050 sq ft

107 N Queen St, Chestertown, MD 21620

2,915 sq ft lot

(410) 810-0010

NEW 29 HRS AGO

1-A Bayview Rd Unit 7A, Betterton, MD 21610
1-A Bayview Rd Unit 7A, Betterton, MD 21610
1-A Bayview Rd Unit 7A, Betterton, MD 21610
ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome to Rigbie Bluff Condominium! This is a rare opportunity for an end unit 2-bedroom condo to be available which offers breathtaking panoramic views of the Upper Chesapeake Bay and spectacular sunsets in the spring & summer. Enjoy waterfront living at its finest with your own boat slip, perfect for boating enthusiasts. Relax by the community pool, take advantage of private beach access, or unwind on your deck while soaking in the serene views. This unit features a spacious basement area, ideal for extra storage or workshop space. Whether you’re looking for a weekend retreat or a year-round residence, this bright and breezy condo delivers the perfect blend of comfort, conve

$379,000

2 beds2 baths1,600 sq ft

1-A Bayview Rd Unit 7A, Betterton, MD 21610

1 acre lot • $386 HOA • Community pool

(410) 275-2118

Property at 420 Cannon St, Chestertown, MD 21620, 2 beds, 2 baths

$395,000

2 beds2 baths1,080 sq ft

420 Cannon St, Chestertown, MD 21620

(410) 810-0010

Property at 12776 Still Pond Rd, Still Pond, MD 21667, 3 beds, 1.5 baths

$379,000

3 beds1.5 baths1,735 sq ft

12776 Still Pond Rd, Still Pond, MD 21667

(410) 778-0330

Property at 31680 Park Glen Rd, Galena, MD 21635, 2 beds, 1.5 baths

$425,000

2 beds1.5 baths1,806 sq ft

31680 Park Glen Rd, Galena, MD 21635

(410) 885-1606

Property at 180 Birchwood Ln, Galena, MD 21635, 3 beds, 2 baths

$360,000

3 beds2 baths1,290 sq ft

180 Birchwood Ln, Galena, MD 21635

(302) 429-4500

Property at 9 Belmont Pl, Betterton, MD 21610, 3 beds, 2 baths

$259,000

3 beds2 baths1,456 sq ft

9 Belmont Pl, Betterton, MD 21610

(410) 643-2244

Property at 25241 Porters Grove Rd, Worton, MD 21678, 3 beds, 1 bath

$277,000

3 beds1 bath960 sq ft

25241 Porters Grove Rd, Worton, MD 21678

(410) 778-0330

Property at 21958 Harrington Park Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$490,000

4 beds2 baths2,190 sq ft

21958 Harrington Park Rd, Rock Hall, MD 21661

(410) 673-3344

Property at 21739 Centennial Ln, Rock Hall, MD 21661, 4 beds, 2 baths

$490,000

4 beds2 baths2,000 sq ft

21739 Centennial Ln, Rock Hall, MD 21661

(410) 729-7700

Property at 21733 Centennial Ln, Rock Hall, MD 21661, 4 beds, 2 baths

$490,000

4 beds2 baths2,000 sq ft

21733 Centennial Ln, Rock Hall, MD 21661

(410) 729-7700

Property at 26679 Maple Ave, Still Pond, MD 21667, 2 beds, 1 bath

$229,900

2 beds1 bath1,116 sq ft

26679 Maple Ave, Still Pond, MD 21667

(410) 398-9200

Property at 24095 Chestertown Rd, Chestertown, MD 21620, 3 beds, 1 bath

$320,000

3 beds1 bath1,104 sq ft

24095 Chestertown Rd, Chestertown, MD 21620

(301) 970-2447

Property at 26889 Morgnec Rd, Chestertown, MD 21620, 2 beds, 2 baths

$865,000

2 beds2 baths1,966 sq ft

26889 Morgnec Rd, Chestertown, MD 21620

(410) 778-0330

Property at 100 Little Harbor Way, Chestertown, MD 21620, 2 beds, 2.5 baths

$699,000

2 beds2.5 baths2,204 sq ft

100 Little Harbor Way, Chestertown, MD 21620

(410) 312-0000

Property at 5961 Rock Hall Rd, Rock Hall, MD 21661, 8 beds, 5.5 baths

$945,000

8 beds5.5 baths6,215 sq ft

5961 Rock Hall Rd, Rock Hall, MD 21661

(410) 778-3779

Property at 6374 Rock Hall Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$309,000

4 beds2 baths1,000 sq ft

6374 Rock Hall Rd, Rock Hall, MD 21661

(410) 544-4000

Property at 22153 1st Point Rd, Chestertown, MD 21620, 5 beds, 5 baths

$1,200,000

5 beds5 baths3,078 sq ft

22153 1st Point Rd, Chestertown, MD 21620

(410) 673-3344

Property at 110 Philosophers Ter, Chestertown, MD 21620, 2 beds, 1 bath

$199,900

2 beds1 bath896 sq ft

110 Philosophers Ter, Chestertown, MD 21620

(410) 810-0010

Property at Little Harbor Way #1, Chestertown, MD 21620, 3 beds, 2.5 baths

$1,459,000

3 beds2.5 baths2,315 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

Property at 21740 Lovers Ln, Rock Hall, MD 21661, 3 beds, 2 baths

$315,000

3 beds2 baths1,450 sq ft

21740 Lovers Ln, Rock Hall, MD 21661

(866) 274-9884

Property at 1 Bayview Rd, Betterton, MD 21610, 3 beds, 2 baths

$489,000

3 beds2 baths2,000 sq ft

1 Bayview Rd, Betterton, MD 21610

(410) 778-0330

Property at 14 Third Ave, Betterton, MD 21610, 3 beds, 3 baths

$229,000

3 beds3 baths2,050 sq ft

14 Third Ave, Betterton, MD 21610

(410) 778-0330

Property at 306 Cedar St, Chestertown, MD 21620, 4 beds, 2 baths

$319,000

4 beds2 baths1,404 sq ft

306 Cedar St, Chestertown, MD 21620

(410) 810-0010

Property at 300 Hilltop Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$235,000

3 beds2.5 baths1,200 sq ft

300 Hilltop Ln, Chestertown, MD 21620

(410) 778-0330

Property at 105 High St, Chestertown, MD 21620, 5 beds, 4.5 baths

$1,395,500

5 beds4.5 baths3,243 sq ft

105 High St, Chestertown, MD 21620

(410) 778-0330

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

$579,000

2 beds2.5 baths2,100 sq ft

103 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 5311 Elburn Ln, Rock Hall, MD 21661, 4 beds, 3 baths

$410,000

4 beds3 baths2,130 sq ft

5311 Elburn Ln, Rock Hall, MD 21661

(410) 639-4003

Property at 314 Devon Dr, Chestertown, MD 21620, 4 beds, 3.5 baths

$514,500

4 beds3.5 baths3,420 sq ft

314 Devon Dr, Chestertown, MD 21620

(302) 217-6692

Property at 5135 Crosby Rd, Rock Hall, MD 21661, 6 beds, 4.5 baths

$5,900,000

6 beds4.5 baths4,214 sq ft

5135 Crosby Rd, Rock Hall, MD 21661

(410) 673-3344

Property at 226 S Water St, Chestertown, MD 21620, 3 beds, 3.5 baths

$998,000

3 beds3.5 baths— sq ft

226 S Water St, Chestertown, MD 21620

(410) 275-2118

Property at 5086 Skinners Neck Rd, Rock Hall, MD 21661, 3 beds, 2 baths

$167,000

3 beds2 baths1,404 sq ft

5086 Skinners Neck Rd, Rock Hall, MD 21661

(410) 547-1116

Property at 21217 Texas Ave, Chestertown, MD 21620, 2 beds, 1 bath

$249,900

2 beds1 bath912 sq ft

21217 Texas Ave, Chestertown, MD 21620

(410) 224-3200

Property at 21114 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$299,499

3 beds2.5 baths1,628 sq ft

21114 Striper Run, Rock Hall, MD 21661

(443) 320-1344

Property at 24576 Langford Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$885,000

3 beds2.5 baths4,023 sq ft

24576 Langford Rd, Chestertown, MD 21620

(410) 778-9319

Property at 1 Kent Dr, Betterton, MD 21610, 2 beds, 1 bath

$184,000

2 beds1 bath658 sq ft

1 Kent Dr, Betterton, MD 21610

(410) 778-0330

Property at 4921 Piney Neck Rd, Rock Hall, MD 21661, 3 beds, 2 baths

$319,900

3 beds2 baths1,300 sq ft

4921 Piney Neck Rd, Rock Hall, MD 21661

(410) 972-4000

Property at 110 Flying Cloud Ct, Chestertown, MD 21620, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,856 sq ft

110 Flying Cloud Ct, Chestertown, MD 21620

(410) 505-9700

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Average home prices near Kent County, MD

Cities

Tolchester homes for sale
$745,000
Church Hill homes for sale
$304,000
Rock Hall homes for sale
$449,000
Chesapeake Landing homes for sale
$319,450
Worton homes for sale
$277,000
Kingstown homes for sale
$339,950
Millington homes for sale
$259,900
Still Pond homes for sale
$230,000
Betterton homes for sale
$244,000
Kennedyville homes for sale
$539,000
Centreville homes for sale
$534,450
Chestertown homes for sale
$485,000
Galena homes for sale
$315,000
Barclay homes for sale
$629,150

Counties

Harford County homes for sale
$430,000
Anne Arundel County homes for sale
$549,970
Baltimore County homes for sale
$415,000

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)

$305,000

+13.0% YoY | Feb 2025

1 year
3 year
5 year

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

Location

Data

Feb 2025

Growth

% YoY

Kent County, MD

$305,000

+13.0%

See more Kent County, MD market insights

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How to buy a house in Kent County, MD

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Popular Markets in Maryland

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