Kent County, MD homes for sale & real estate

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29341 Glencoe Rd, Kennedyville, MD 21645
29341 Glencoe Rd, Kennedyville, MD 21645
29341 Glencoe Rd, Kennedyville, MD 21645
ABOUT THIS HOME
Kent County, MD Homes for Sale
Nestled along the tranquil banks of the Sassafras River, this charming brick fixer-upper presents a rare opportunity to own a waterfront paradise. Imagine waking up to sweeping river views and sipping coffee from the expansive enclosed porch as the sun rises. Though the home requires renovating, its potential is undeniable. Offering over 1,500 sq ft of functional space, this 2-bedroom 2-full bath residence features a cozy family room with a fireplace, a spacious river room with stunning bluestone flooring, and an attached garage. Outside, the true gem awaits: enjoy direct water access via a private 185-foot deep-water (4+ MLW) dock, complete with a boat house, lift, and launch ramp —

$995,000

2 beds1.5 baths1,566 sq ft

29341 Glencoe Rd, Kennedyville, MD 21645

2.58 acre lot • Garage • Car-dependent

(410) 327-2200

NEW 29 HRS AGO

132 Prospect St, Chestertown, MD 21620
132 Prospect St, Chestertown, MD 21620
132 Prospect St, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

$69,900

2 beds1 bath910 sq ft

132 Prospect St, Chestertown, MD 21620

2,400 sq ft lot • Somewhat walkable

(877) 328-4400

SHORT SALE

304 Hadaway Dr, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
It doesn’t get any more hometown than this new offering right smack in the heart of hometown Chestertown! It’s peaceful, it’s rural and it looks like a Norman Rockwell this town. This is the Eastern Shore at its finest with plenty amenities close to town and countless activities for those sportsman who like to hunt fish and crab. That’s what we do out here and you have the Chester River right in your backyard. Inside this modern style home you’ll find spacious rooms, a large kitchen and a perfect palette to bring your final details to make this one a shining star in the neighborhood. It’s just about move in ready and it’s right in town so don’

$249,900

3 beds2 baths1,325 sq ft

304 Hadaway Dr, Chestertown, MD 21620

0.41 acre lot • Somewhat walkable

(410) 823-0033

10715 Kasota Rd, Chestertown, MD 21620
10715 Kasota Rd, Chestertown, MD 21620
10715 Kasota Rd, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Private waterfront retreat on Mill Creek offering beautiful views, spacious living, and all the peace and quiet you have been looking for. This custom-built Cape-style home is nestled on a serene, protected stretch of water and offers the ideal blend of comfort and tranquility. With 4 bedrooms and 3 full baths, the home features a flexible floor plan designed for both everyday living and entertaining. A cozy wood-burning fireplace anchors the open-concept great room, while large windows frame tranquil water views and flood the home with natural light. Beautiful hardwood floors flow throughout the main living areas, while two main-level bedrooms offer convenience and flexibility, including t

$975,000

4 beds3 baths3,401 sq ft

10715 Kasota Rd, Chestertown, MD 21620

0.84 acre lot • 2 garage spots • Car-dependent

(410) 778-3779

COMING SOON

234 N College Ave, Chestertown, MD 21620
234 N College Ave, Chestertown, MD 21620
234 N College Ave, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or restoration. Located near downtown Chestertown’s shops, restaurants, and waterfront, the location can’t be beat. Original architectural details, a cozy layout, and timeless curb appeal make this home a standout gem waiting to be polished. Don't miss your chance to invest in one of Mary

$199,900

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

3,840 sq ft lot • Somewhat walkable

(410) 823-0033

Property at 7961 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 4 baths

$1,550,000

5 beds4 baths4,167 sq ft

7961 Quaker Neck Rd, Chestertown, MD 21620

(410) 429-7425

Property at 26933 Mallard Rd, Chestertown, MD 21620

$625,000

— beds— baths1,600 sq ft

26933 Mallard Rd, Chestertown, MD 21620

(410) 778-0330

Property at 206 S Water St, Chestertown, MD 21620, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths2,008 sq ft

206 S Water St, Chestertown, MD 21620

(410) 810-0010

Property at 25126 Lambs Meadow Rd, Worton, MD 21678, 3 beds, 2 baths

$200,000

3 beds2 baths1,056 sq ft

25126 Lambs Meadow Rd, Worton, MD 21678

(410) 287-3629

Property at 11054 Austin Ln, Worton, MD 21678, 3 beds, 2 baths

$110,000

3 beds2 baths1,376 sq ft

11054 Austin Ln, Worton, MD 21678

(410) 488-3124

Property at 7425 Wilkins Ln, Chestertown, MD 21620, 3 beds, 2 baths

$320,000

3 beds2 baths1,341 sq ft

7425 Wilkins Ln, Chestertown, MD 21620

(717) 569-1700

Property at 201 Birch Run Rd, Chestertown, MD 21620, 3 beds, 2 baths

$495,000

3 beds2 baths1,588 sq ft

201 Birch Run Rd, Chestertown, MD 21620

(410) 778-0330

Property at 10674 Kasota Rd, Chestertown, MD 21620, 2 beds, 1 bath

$325,000

2 beds1 bath1,350 sq ft

10674 Kasota Rd, Chestertown, MD 21620

(302) 351-5000

Property at 21244 Loller Ln, Rock Hall, MD 21661, 3 beds, 1.5 baths

$235,000

3 beds1.5 baths1,120 sq ft

21244 Loller Ln, Rock Hall, MD 21661

(410) 639-4003

Property at 10624 Millbrook Dr, Chestertown, MD 21620, 3 beds, 1 bath

$245,000

3 beds1 bath1,000 sq ft

10624 Millbrook Dr, Chestertown, MD 21620

(410) 778-0330

Property at 396 Cypress St, Millington, MD 21651, 3 beds, 2 baths

$420,000

3 beds2 baths2,762 sq ft

396 Cypress St, Millington, MD 21651

(301) 970-2447

Property at 21090 W Sharp St #133, Rock Hall, MD 21661, 3 beds, 2 baths

$545,000

3 beds2 baths1,650 sq ft

21090 W Sharp St #133, Rock Hall, MD 21661

(410) 639-2118

Property at 7514 Muirfield Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$797,000

3 beds2.5 baths2,522 sq ft

7514 Muirfield Dr, Chestertown, MD 21620

(410) 275-2118

Property at 146 N Main St, Galena, MD 21635, 3 beds, 1.5 baths

$273,000

3 beds1.5 baths1,600 sq ft

146 N Main St, Galena, MD 21635

(410) 648-6844

Property at 206 Barroll Dr, Chestertown, MD 21620, 3 beds, 2 baths

$490,000

3 beds2 baths1,820 sq ft

206 Barroll Dr, Chestertown, MD 21620

(410) 778-3779

Property at 21317 Persimmon Dr, Chestertown, MD 21620, 2 beds, 1 bath

$195,000

2 beds1 bath1,269 sq ft

21317 Persimmon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 26743 Medders Rd, Still Pond, MD 21667, 3 beds, 1 bath

$50,000

3 beds1 bath1,272 sq ft

26743 Medders Rd, Still Pond, MD 21667

(410) 810-0010

Property at 5810 Judefind Ave, Rock Hall, MD 21661, 2 beds, 1.5 baths

$260,000

2 beds1.5 baths850 sq ft

5810 Judefind Ave, Rock Hall, MD 21661

(410) 810-0010

Property at 21305 Haven Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$364,500

4 beds2 baths1,499 sq ft

21305 Haven Rd, Rock Hall, MD 21661

(302) 426-2211

Property at 11944 Augustine Herman Hwy, Kennedyville, MD 21645, 4 beds, 2 baths

$489,000

4 beds2 baths2,156 sq ft

11944 Augustine Herman Hwy, Kennedyville, MD 21645

(410) 275-2118

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

$275,000

3 beds2.5 baths1,628 sq ft

21114 Striper Run, Rock Hall, MD 21661

(443) 320-1344

Property at 31667 W Edge Rd, Millington, MD 21651, 3 beds, 2.5 baths

$585,950

3 beds2.5 baths2,892 sq ft

31667 W Edge Rd, Millington, MD 21651

(410) 266-0600

Property at 26959 Branchtown Rd, Worton, MD 21678, 3 beds, 2 baths

$314,000

3 beds2 baths1,312 sq ft

26959 Branchtown Rd, Worton, MD 21678

(410) 778-0330

Property at 25049 Travis Trl, Worton, MD 21678, 3 beds, 1 bath

$255,000

3 beds1 bath1,008 sq ft

25049 Travis Trl, Worton, MD 21678

(410) 648-6844

Property at 11779 Augustine Herman Hwy, Kennedyville, MD 21645, 4 beds, 2 baths

$474,000

4 beds2 baths2,128 sq ft

11779 Augustine Herman Hwy, Kennedyville, MD 21645

(410) 778-0330

Property at 22570 Bay Shore Rd, Chestertown, MD 21620, 3 beds, 2 baths

$435,000

3 beds2 baths1,788 sq ft

22570 Bay Shore Rd, Chestertown, MD 21620

(410) 778-0330

Property at 624 High St, Chestertown, MD 21620, 2 beds, 1 bath

$240,000

2 beds1 bath1,290 sq ft

624 High St, Chestertown, MD 21620

(844) 837-5274

Property at 11307 Urieville Ln, Worton, MD 21678, 4 beds, 2 baths

$544,500

4 beds2 baths1,820 sq ft

11307 Urieville Ln, Worton, MD 21678

(443) 274-1900

Property at 24607 Chestertown Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths2,294 sq ft

24607 Chestertown Rd, Chestertown, MD 21620

(410) 778-0330

Property at 14540 Stirrup Ln, Galena, MD 21635, 4 beds, 3 baths

$829,000

4 beds3 baths3,388 sq ft

14540 Stirrup Ln, Galena, MD 21635

(717) 553-2500

Property at 6119 New St #2, Rock Hall, MD 21661, 3 beds, 3.5 baths

$989,000

3 beds3.5 baths3,000 sq ft

6119 New St #2, Rock Hall, MD 21661

(410) 639-4003

Property at 3 Howell Point Rd, Betterton, MD 21610, 6 beds

$825,000

6 beds— baths7,376 sq ft

3 Howell Point Rd, Betterton, MD 21610

(410) 885-1606

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

$339,000

3 beds1.5 baths1,735 sq ft

12776 Still Pond Rd, Still Pond, MD 21667

(410) 778-0330

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

$450,000

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 5179 Quaker Neck Rd, Chestertown, MD 21620, 1 bed, 1 bath

$559,900

1 bed1 bath1,148 sq ft

5179 Quaker Neck Rd, Chestertown, MD 21620

(410) 705-6295

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Average home prices near Kent County, MD

Cities

Counties

Harford County homes for sale
$428,950
Anne Arundel County homes for sale
$550,000
Baltimore County homes for sale
$389,000

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)

$385,000

-4.9% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Kent County, MD

$385,000

-4.9%

See more Kent County, MD market insights

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