Kent County, MD homes for sale & real estate

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ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome to 24775 Langford Rd, a quiet countryside retreat just minutes from downtown Chestertown. This well-maintained three-bedroom, one-bath home sits on 1.27 acres and offers a peaceful setting with ample outdoor space. The property features a generously sized three-car detached garage/workshop and a large Trex deck with hot tub, ideal for relaxing or entertaining. In 2018, the home underwent a comprehensive renovation, with all major upgrades completed at that time, including the roof, windows, siding, gutters, HVAC system, well, and full crawl space encapsulation. The interior was also updated in 2018, highlighted by refinished original hardwood floors and a remodeled kitchen with all-

$319,900

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

1.27 acre lot • 3 garage spots • Built 1961

(302) 378-8700

ABOUT THIS HOME
Kent County, MD Homes for Sale
Welcome to this charming 3-bedroom rancher in the quaint town of Rock Hall. Featuring beautiful wood floors throughout, this cozy home is being sold as-is—perfect for buyers looking to add their own personal touch. A standout feature is the detached garage with a bathroom rough-in, currently used as an entertainment space or “man cave. ” With a few updates, it could easily be transformed into a studio, home office, or “she shack, ” providing flexible space to suit your lifestyle. Recent improvements include newer kitchen appliances, a new HVAC system, a 6' vinyl privacy fence, and a tankless water heater (ready for installation). The oversized garage offers gen

$355,000

3 beds1.5 baths1,233 sq ft

5916 N Main St, Rock Hall, MD 21661

0.3 acre lot • Built 1959 • Listed 2 days

(443) 274-1900

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 • Built 1967

(410) 275-2118

ABOUT THIS HOME
Kent County, MD Homes for Sale
Looking for a 3 bed farmhouse in Millington with classic charm and modern updates? This warm and friendly 1920 single family home offers 1508 square feet on a 0.17 acre lot with a 2021 roof, vinyl siding, three second floor bedrooms, one full bath, and a half bath off the kitchen. A wrapped front and side porch sets the tone, while a rear wooden deck opens to the yard for easy outdoor living. The heated rear garage includes driveway parking and a setup that allows welder hookup, ideal for hobby work or small trades. Inside, the layout provides a cozy front living space, practical kitchen flow, and natural light throughout. Located in Millington with quick access to Route 301.

$270,000

3 beds1.5 baths1,508 sq ft

356 Cypress St, Millington, MD 21651

7,405 sq ft lot • Garage • Built 1920

(410) 778-0330

ABOUT THIS HOME
Kent County, MD Homes for Sale
Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The basement provides ample partially finished storage space in a completely dry environment due to serious structural improvements, sump pump and french drain system. Bring your hobby down there or your trusty work bench. The roof, HVAC, and hot water heater are all less than 10 years old. The front y

$370,000

3 beds2 baths2,296 sq ft

204 Rolling Rd, Chestertown, MD 21620

0.34 acre lot • 3 parking spots • Built 1975

(410) 778-0330

Property at 110 Trafford Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$475,000

4 beds2.5 baths2,880 sq ft

110 Trafford Dr, Chestertown, MD 21620

(410) 740-1200

Property at 202 Virginia Ave, Galena, MD 21635, 3 beds, 1 bath

$328,500

3 beds1 bath1,340 sq ft

202 Virginia Ave, Galena, MD 21635

(410) 648-6844

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 108 Flying Cloud Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$364,900

4 beds2.5 baths1,936 sq ft

108 Flying Cloud Dr, Chestertown, MD 21620

(410) 778-3779

Property at 109 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$264,900

3 beds1.5 baths1,280 sq ft

109 Metcalf Rd, Chestertown, MD 21620

(855) 450-0442

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

$745,000

4 beds2.5 baths3,248 sq ft

7844 Chester Ct, Chestertown, MD 21620

(410) 810-0010

Property at 311 Devon Dr, Chestertown, MD 21620, 5 beds, 3.5 baths

$598,000

5 beds3.5 baths3,504 sq ft

311 Devon Dr, Chestertown, MD 21620

(410) 810-0010

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 12400 Woods Rd, Worton, MD 21678, 3 beds, 2 baths

$1,150,000

3 beds2 baths1,944 sq ft

12400 Woods Rd, Worton, MD 21678

(410) 778-3779

Property at 24204 Drayton Landing Dr, Worton, MD 21678, 3 beds, 2 baths

$799,000

3 beds2 baths2,176 sq ft

24204 Drayton Landing Dr, Worton, MD 21678

(410) 822-6665

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

$469,000

4 beds2 baths1,656 sq ft

222 Mount Vernon Ave, Chestertown, MD 21620

(410) 263-3400

Property at 10971 Bottom Rd, Worton, MD 21678, 2 beds, 2 baths

$275,000

2 beds2 baths720 sq ft

10971 Bottom Rd, Worton, MD 21678

(410) 972-4000

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

$135,000

3 beds1.5 baths1,136 sq ft

423 Calvert St, Chestertown, MD 21620

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

$399,000

4 beds2 baths1,325 sq ft

304 Hadaway Dr, Chestertown, MD 21620

(410) 823-0033

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

$334,000

3 beds2 baths1,900 sq ft

8750 Georgetown Rd, Chestertown, MD 21620

(443) 215-4663

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 21745 Centennial Ln, Rock Hall, MD 21661, 3 beds, 2 baths

$379,500

3 beds2 baths1,413 sq ft

21745 Centennial Ln, Rock Hall, MD 21661

(410) 479-3993

Property at 206 Virginia Ave, Galena, MD 21635, 3 beds, 2 baths

$325,000

3 beds2 baths1,406 sq ft

206 Virginia Ave, Galena, MD 21635

(410) 810-0010

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 #37 Landing Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

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 21131 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,626 sq ft

21131 Striper Run, Rock Hall, MD 21661

(410) 639-4003

Property at 21133 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,626 sq ft

21133 Striper Run, Rock Hall, MD 21661

(410) 639-4003

Property at #25 Landing Ln, Chestertown, MD 21620, 4 beds, 3.5 baths

$1,099,900

4 beds3.5 baths2,784 sq ft

#25 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at Undisclosed address, Rock Hall, MD 21661, 6 beds, 1.5 baths

$3,665,000

6 beds1.5 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 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 21332 E Sharp St, Rock Hall, MD 21661, 4 beds, 2 baths

$285,000

4 beds2 baths2,368 sq ft

21332 E Sharp St, Rock Hall, MD 21661

(410) 639-4003

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

$349,900

3 beds1 bath1,805 sq ft

23110 Old Fairlee Rd, Chestertown, MD 21620

(855) 450-0442

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

$2,500,000

5 beds4.5 baths4,305 sq ft

7989 Quaker Neck Rd, Chestertown, MD 21620

(410) 778-0330

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

$1,000,000

4 beds2.5 baths4,504 sq ft

13699 Still Pond Rd, Still Pond, MD 21667

(410) 673-3344

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

$465,000

3 beds4 baths1,881 sq ft

5829 N Main St, Rock Hall, MD 21661

(410) 639-2118

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 25209 Wymont Park Rd, Worton, MD 21678, 3 beds, 3 baths

$1,150,000

3 beds3 baths2,874 sq ft

25209 Wymont Park Rd, Worton, MD 21678

(410) 810-0010

Property at #36 Landing Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$753,500

3 beds2.5 baths1,964 sq ft

#36 Landing Ln, Chestertown, MD 21620

(410) 275-2118

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Average home prices near Kent County, MD

Cities

Counties

Harford County homes for sale
$399,900
Anne Arundel County homes for sale
$520,000
Baltimore County homes for sale
$379,900

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)

$535,000

+57.4% YoY | Nov 2025

1 year
3 year
5 year

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

Location

Data

Nov 2025

Growth

% YoY

Kent County, MD

$535,000

+57.4%

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