Kent County, MD homes for sale & real estate

169 homes

Sort:

Recommended

ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome home to relaxed Eastern Shore living in the waterfront community of Chesapeake Landing. This beautifully updated 2,140 sq ft Cape Cod offers the perfect blend of charm and modern comfort with 3 bedrooms, 2.5 baths, and a welcoming floor plan designed for everyday life. The main level features new flooring throughout, a spacious living area, formal dining room, and a renovated country kitchen with new appliances, new counters, and plenty of space for gathering. A main-level bedroom adds flexibility for guests or one-level living. Enjoy morning coffee or evening sunsets on the back deck overlooking the open, cleared 0.39-acre lot—perfect for gardening or outdoor fun. Additional

$449,900

3 beds3 baths2,160 sq ft

10781 Fermoy Rd, Chestertown, MD 21620

0.39 acre lot • Built 2001

(855) 450-0442

OPEN NOV 29, 11AM TO 1PM

ABOUT THIS HOME
Kent County, MD Homes for Sale
Simply, beautifully done! A MUST see! UPGRADED 2023-built Smart Home, tucked into a quiet and friendly Chestertown community. Thoughtfully enhanced throughout, the kitchen shines with new quartz countertops, a stylish backsplash, upgraded sink and faucet, and added cabinetry with elegant hardware. Fresh light fixtures bring a warm glow to the living spaces, while the laundry room offers added function with quartz surfaces and extra storage. The powder room has been transformed with a stunning vanity and modern fixtures. The second floor offers four spacious bedrooms and two full baths. As a bonus, this property is a smart home, offering comfort and convenience at your fingertips. Just a sho

$375,000

4 beds2.5 baths1,936 sq ft

108 Flying Cloud Dr, Chestertown, MD 21620

Quartz countertops • Elegant hardware • Fresh light fixtures

(410) 778-3779

ABOUT THIS HOME
Kent County, MD Homes for Sale
Tucked away along the quiet shores of Still Pond Creek, this cedar cabin offers a rare blend of privacy, comfort, and natural beauty. Surrounded by mature woods and set on a peaceful stretch of waterfront, this 1,944 square foot home features 3 bedrooms, 2 bathrooms, a spacious screened-in porch perfect for crab feasts, and a private pier with 2'+ MLW ideal for boating, kayaking, crabbing, and fishing. Whether you’re seeking a weekend retreat or a year-round escape, this property captures the essence of Eastern Shore living—simple, timeless, and immersed in nature where mind, body, and soul find balance.

$1,150,000

3 beds2 baths1,944 sq ft

12400 Woods Rd, Worton, MD 21678

5.08 acre lot • Built 1985 • Listed 3 days

(410) 778-3779

COMING SOON

ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the Chesapeake. The kitchen opens up to the patio and garden, and has a spacious island for entertaining. The home was designed with a first-floor primary suite, offering convenient (and hard-to-find) one-floor living. There are two additional bedrooms and a full bath on the second floor. Watch the boats glid

$1,100,000

3 beds2.5 baths2,338 sq ft

5980 Lawton Ave, Rock Hall, MD 21661

0.26 acre lot • Garage • Car-dependent

(410) 275-2118

COMING SOON

ABOUT THIS HOME
Kent County, MD Homes for Sale
The one you’ve been waiting for! This 3-bedroom, 1-bath rancher in Quaker Estates offers convenient living just minutes from downtown Chestertown. Features include an oversized pole building with cement floors and electric, plus a long blacktop driveway for plenty of parking. This home is move-in ready, with room for a buyer to add their own personal touches. It has been lovingly maintained with a newer roof, central heat/air, and water softener. Competitively priced and full of potential! More pics will be posted by Dec 4th!

$265,000

3 beds1 bath1,040 sq ft

7521 Pine Ave, Chestertown, MD 21620

0.56 acre lot • 2 garage spots • Car-dependent

(443) 215-4663

Property at 112 Silver Heel Dr, Chestertown, MD 21620, 5 beds, 3.5 baths

$369,900

5 beds3.5 baths2,615 sq ft

112 Silver Heel Dr, Chestertown, MD 21620

(888) 860-7369

Property at 25999 Lambs Meadow Rd, Worton, MD 21678, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths3,046 sq ft

25999 Lambs Meadow Rd, Worton, MD 21678

(410) 673-3344

Property at 222 Mount Vernon Ave, Chestertown, MD 21620, 4 beds, 2 baths

$470,000

4 beds2 baths1,656 sq ft

222 Mount Vernon Ave, Chestertown, MD 21620

(410) 263-3400

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 611 Cannon St, Chestertown, MD 21620, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths920 sq ft

611 Cannon St, Chestertown, MD 21620

(410) 810-3900

Property at 6299 Burris Rd, Rock Hall, MD 21661, 4 beds, 3.5 baths

$2,800,000

4 beds3.5 baths3,694 sq ft

6299 Burris Rd, Rock Hall, MD 21661

(410) 778-3779

Property at 204 Rolling Rd, Chestertown, MD 21620, 3 beds, 2 baths

$370,000

3 beds2 baths2,296 sq ft

204 Rolling Rd, Chestertown, MD 21620

(410) 778-0330

Property at 10121 Fairlee Rd, Chestertown, MD 21620, 6 beds, 5 baths

$2,350,000

6 beds5 baths4,954 sq ft

10121 Fairlee Rd, Chestertown, MD 21620

(410) 778-0330

Property at 7844 Chester Ct, Chestertown, MD 21620, 4 beds, 2.5 baths

$770,000

4 beds2.5 baths3,248 sq ft

7844 Chester Ct, Chestertown, MD 21620

(410) 810-0010

Property at 31695 Olivet Cir, Galena, MD 21635, 3 beds, 2 baths

$269,900

3 beds2 baths1,701 sq ft

31695 Olivet Cir, Galena, MD 21635

(410) 398-9200

Property at Undisclosed address, Rock Hall, MD 21661

$3,665,000

— beds— baths3,200 sq ft

Undisclosed address, Rock Hall, MD 21661

(410) 778-3779

Property at 21173 and 21163 Chesapeake Ave, Rock Hall, MD 21661, 4 beds, 3.5 baths

$649,900

4 beds3.5 baths2,944 sq ft

21173 and 21163 Chesapeake Ave, Rock Hall, MD 21661

(410) 810-0010

Property at 304 Hadaway Dr, Chestertown, MD 21620, 4 beds, 2 baths

$425,000

4 beds2 baths1,325 sq ft

304 Hadaway Dr, Chestertown, MD 21620

(410) 823-0033

Property at 109 S College Ave, Chestertown, MD 21620, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,216 sq ft

109 S College Ave, Chestertown, MD 21620

(410) 778-3779

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

$619,000

4 beds3.5 baths2,008 sq ft

206 S Water St, Chestertown, MD 21620

(301) 967-3344

Property at 318 Lincoln, Chestertown, MD 21620, 3 beds, 2 baths

$269,000

3 beds2 baths960 sq ft

318 Lincoln, Chestertown, MD 21620

(410) 778-0330

Property at 23069 Raleigh Rd, Chestertown, MD 21620, 2 beds, 1.5 baths

$175,000

2 beds1.5 baths1,160 sq ft

23069 Raleigh Rd, Chestertown, MD 21620

(410) 972-4000

Property at 8620 Park Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,524 sq ft

8620 Park Dr, Chestertown, MD 21620

(410) 810-0010

Property at 32287 Quinn Rd, Massey, MD 21650, 4 beds, 2 baths

$429,000

4 beds2 baths1,794 sq ft

32287 Quinn Rd, Massey, MD 21650

(410) 648-6844

Property at 27741 Lambs Meadow Rd, Kennedyville, MD 21645, 3 beds, 2.5 baths

$330,000

3 beds2.5 baths1,853 sq ft

27741 Lambs Meadow Rd, Kennedyville, MD 21645

(410) 810-0010

Property at 10230 John Carvill Rd, Chestertown, MD 21620, 4 beds, 3 baths

$750,000

4 beds3 baths2,350 sq ft

10230 John Carvill Rd, Chestertown, MD 21620

(410) 822-7556

Property at 107 Malone Ave, Chestertown, MD 21620, 3 beds, 1 bath

$290,000

3 beds1 bath1,200 sq ft

107 Malone Ave, Chestertown, MD 21620

(866) 987-3937

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

$1,459,000

3 beds2.5 baths2,231 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

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 8750 Georgetown Rd, Chestertown, MD 21620, 3 beds, 2 baths

$339,000

3 beds2 baths1,900 sq ft

8750 Georgetown Rd, Chestertown, MD 21620

(443) 215-4663

Property at 106 Landing Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$799,900

3 beds3.5 baths2,092 sq ft

106 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 10 Ericsson Ave #31, Betterton, MD 21610, 2 beds, 2 baths

$329,500

2 beds2 baths1,620 sq ft

10 Ericsson Ave #31, Betterton, MD 21610

(410) 643-2244

Property at 26109 Lambs Meadow Rd, Worton, MD 21678, 4 beds, 2.5 baths

$269,000

4 beds2.5 baths2,618 sq ft

26109 Lambs Meadow Rd, Worton, MD 21678

(410) 778-0330

Property at 101 Birch Run Rd, Chestertown, MD 21620, 3 beds, 2 baths

$499,999

3 beds2 baths1,961 sq ft

101 Birch Run Rd, Chestertown, MD 21620

(410) 287-3629

Property at 13983 Turners Point Rd, Kennedyville, MD 21645, 2 beds, 2.5 baths

$625,000

2 beds2.5 baths4,054 sq ft

13983 Turners Point Rd, Kennedyville, MD 21645

(410) 275-2118

Property at 5697 Walnut St, Rock Hall, MD 21661, 3 beds, 2 baths

$429,900

3 beds2 baths1,774 sq ft

5697 Walnut St, Rock Hall, MD 21661

(410) 778-0330

Property at 132 Prospect St, Chestertown, MD 21620, 2 beds, 1 bath

$62,400

2 beds1 bath910 sq ft

132 Prospect St, Chestertown, MD 21620

(877) 328-4400

Property at 33487 Galena Sassafras Rd, Galena, MD 21635, 3 beds, 2.5 baths

$1,167,000

3 beds2.5 baths3,076 sq ft

33487 Galena Sassafras Rd, Galena, MD 21635

(610) 822-3356

Property at 10434 Big Stone Rd, Millington, MD 21651

$1,000,000

— beds— baths1,720 sq ft

10434 Big Stone Rd, Millington, MD 21651

(410) 879-7466

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

$695,000

4 beds3.5 baths2,917 sq ft

200 Washington Ave, Chestertown, MD 21620

(410) 778-3779

Property at 423 Calvert St, Chestertown, MD 21620, 3 beds, 1.5 baths

$165,000

3 beds1.5 baths1,136 sq ft

423 Calvert St, Chestertown, MD 21620

Viewing page 1 of 5

Average home prices near Kent County, MD

Cities

Tolchester homes for sale
$499,900
Church Hill homes for sale
$354,450
Rock Hall homes for sale
$439,000
Chesapeake Landing homes for sale
$449,900
Worton homes for sale
$375,000
Kingstown homes for sale
$344,900
Millington homes for sale
Still Pond homes for sale
$230,000
Georgetown homes for sale
$326,500
Betterton homes for sale
$329,500
Kennedyville homes for sale
$399,500
Centreville homes for sale
$500,000
Chestertown homes for sale
$449,900
Galena homes for sale
Sudlersville homes for sale
$410,000

Counties

Harford County homes for sale
$400,000
Anne Arundel County homes for sale
$525,000
Baltimore County homes for sale
$380,000

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)

$370,000

+10.8% YoY | Oct 2025

1 year
3 year
5 year

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

Location

Data

Oct 2025

Growth

% YoY

Kent County, MD

$370,000

+10.8%

See more Kent County, MD market insights

More to explore in Kent County, MD

How to buy a house in Kent County, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.