Kent County, MD homes for sale & real estate

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ABOUT THIS HOME
Kent County, MD Homes for Sale
Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor bedroom and full bathroom, plus two additional bedrooms and a full bath on the second floor. There's a walk-up attic for additional storage, shed in the yard, laundry and utility room off the kitchen. Many updates have been made throughout the years, such as the addition of a copper roof on the front

$370,000

3 beds2 baths1,574 sq ft

21384 E Sharp St, Rock Hall, MD 21661

Walk up attic • Galley kitchen • Copper roof

(410) 275-2118

ABOUT THIS HOME
Kent County, MD Homes for Sale
Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deck—the perfect spot to unwind and look out at the wooded backdrop. Upstairs, you

$275,000

3 beds2.5 baths1,900 sq ft

104 Acorn Dr, Chestertown, MD 21620

Private bath • Flexible bonus room • Rear deck

(410) 778-3779

FLOOR PLAN

ABOUT THIS HOME
Kent County, MD Homes for Sale
Built Before America: A Pre-Revolutionary Home in the Heart of Chestertown's Historic District The Bedingfield Hands House, circa 1750, is more than a home—it's a living piece of Chestertown history. Nestled in the heart of the Historic District, this pre-Revolutionary residence has stood witness to generations of change while retaining the charm, craftsmanship, and character that make historic homes so special. History is woven into every corner of the property—from the prominence of past owners down to the foundation, which contains the mast of a ship. The only home downtown with such a generous private front courtyard framed by mature landscaping, vibrant seasonal gardens, br

$829,000

3 beds3.5 baths2,472 sq ft

106 Queen St S, Chestertown, MD 21620

6,000 sq ft lot • Garage • Built 1750

(443) 215-4663

ABOUT THIS HOME
Kent County, MD Homes for Sale
Charming home located just outside of town, extensively renovated between 2005-2008. Renovations included taking the home down to the studs and updating insulation, drywall, windows, furnace, plumbing, flooring, kitchen, and bathroom. The open floor plan creates a bright and airy living space, and a 2020 addition added a third first-floor bedroom on the main level, offering convenient one-level living. Situated on nearly an acre, the property includes a detached garage/shed and a spacious yard. Water conditioner is owned but not operational, and the dishwasher conveys but is not in connected. Property is being sold As-Is. A small area of wetlands is located in the far rear corner of the par

$298,000

3 beds1 bath1,892 sq ft

4818 Piney Neck Rd, Rock Hall, MD 21661

Spacious yard • Open floor plan • Detached garage

(410) 639-4003

ABOUT THIS HOME
Kent County, MD Homes for Sale
Price Reduced! Three bedroom home in Still Pond. This renovated home has new kitchen, HVAC, baths, carpet, paint flooring and more! Located on . 38 acres amenities include covered front and side porch, shed, 1.5 baths, Chestertown is a short drive away with restaurants and shopping. This is a Fannie Mae home, submit all offers on Homepath site.

$225,000

3 beds1.5 baths1,440 sq ft

26663 Maple Ave, Still Pond, MD 21667

Renovated home • New kitchen • Shed

(410) 620-4359

Property at 6746 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 2.5 baths

$349,000

5 beds2.5 baths3,371 sq ft

6746 Quaker Neck Rd, Chestertown, MD 21620

(410) 810-0010

Property at 13235 Knotts Ln, Galena, MD 21635, 3 beds, 2 baths

$1,495,000

3 beds2 baths1,893 sq ft

13235 Knotts Ln, Galena, MD 21635

(410) 822-6272

Property at 11989 Augustine Herman Hwy, Kennedyville, MD 21645, 2 baths

$245,000

— beds2 baths2,718 sq ft

11989 Augustine Herman Hwy, Kennedyville, MD 21645

(410) 275-2118

Property at 14136 Kentmore Park Rd, Kennedyville, MD 21645, 4 beds, 2 baths

$499,000

4 beds2 baths2,132 sq ft

14136 Kentmore Park Rd, Kennedyville, MD 21645

(410) 275-2118

Property at 12712 and 12714 Still Pond Rd, Still Pond, MD 21667, 6 beds, 5 baths

$549,000

6 beds5 baths4,305 sq ft

12712 and 12714 Still Pond Rd, Still Pond, MD 21667

(410) 778-0330

Property at 21186 Chesapeake Ave, Rock Hall, MD 21661, 3 beds, 2.5 baths

$540,000

3 beds2.5 baths1,760 sq ft

21186 Chesapeake Ave, Rock Hall, MD 21661

(410) 778-0330

Property at 200 School St, Millington, MD 21651, 3 beds, 2.5 baths

$398,000

3 beds2.5 baths1,896 sq ft

200 School St, Millington, MD 21651

(410) 275-2118

Property at 122 Main St, Galena, MD 21635, 4 beds, 2.5 baths

$389,000

4 beds2.5 baths1,684 sq ft

122 Main St, Galena, MD 21635

(410) 648-6844

Property at 24274 Waterview Dr, Worton, MD 21678, 4 beds, 3.5 baths

$765,000

4 beds3.5 baths3,006 sq ft

24274 Waterview Dr, Worton, MD 21678

(410) 778-0330

Property at 31436 Sassafras River Ave, Galena, MD 21635, 4 beds, 3.5 baths

$2,150,000

4 beds3.5 baths5,236 sq ft

31436 Sassafras River Ave, Galena, MD 21635

(888) 860-7369

Property at 117 Water St N Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620, 7 beds, 5 baths

$1,500,000

7 beds5 baths5,400 sq ft

117 Water St N Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620

(410) 673-3344

Property at 409 Calvert St, Chestertown, MD 21620, 3 beds, 1.5 baths

$145,000

3 beds1.5 baths1,192 sq ft

409 Calvert St, Chestertown, MD 21620

(443) 215-4663

Property at 121 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$264,900

3 beds1.5 baths— sq ft

121 Metcalf Rd, Chestertown, MD 21620

(855) 450-0442

Property at 5548 S Main St, Rock Hall, MD 21661, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,868 sq ft

5548 S Main St, Rock Hall, MD 21661

(410) 810-0010

Property at 21712 Centennial Ln, Rock Hall, MD 21661, 3 beds, 3 baths

$415,000

3 beds3 baths1,975 sq ft

21712 Centennial Ln, Rock Hall, MD 21661

(410) 639-4003

Property at 4020 Eastern Neck Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$799,000

4 beds2 baths3,300 sq ft

4020 Eastern Neck Rd, Rock Hall, MD 21661

(410) 639-4003

Property at 21718 Centennial Ln, Rock Hall, MD 21661, 3 beds, 2 baths

$395,000

3 beds2 baths1,840 sq ft

21718 Centennial Ln, Rock Hall, MD 21661

(410) 639-4003

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

$1,245,500

5 beds4.5 baths3,243 sq ft

105 High St, Chestertown, MD 21620

(410) 778-0330

Property at 11060 Plum Dr, Worton, MD 21678, 3 beds, 1 bath

$265,000

3 beds1 bath1,008 sq ft

11060 Plum Dr, Worton, MD 21678

(302) 733-7000

Property at 11167 Oak Ln, Worton, MD 21678, 3 beds, 1 bath

$269,900

3 beds1 bath960 sq ft

11167 Oak Ln, Worton, MD 21678

(410) 643-4663

Property at 117 Water St N Unit 1A, Chestertown, MD 21620, 3 beds, 3 baths

$685,000

3 beds3 baths3,000 sq ft

117 Water St N Unit 1A, Chestertown, MD 21620

(410) 673-3344

Property at 896 Washington Ave, Chestertown, MD 21620, 3 beds, 1 bath

$325,000

3 beds1 bath1,000 sq ft

896 Washington Ave, Chestertown, MD 21620

(410) 778-0330

Property at 8706 Elm Rd, Chestertown, MD 21620, 3 beds, 2 baths

$320,000

3 beds2 baths1,232 sq ft

8706 Elm Rd, Chestertown, MD 21620

(410) 810-0010

Property at 14183 Roberts Dr, Golts, MD 21637, 5 beds, 3 baths

$1,975,000

5 beds3 baths3,915 sq ft

14183 Roberts Dr, Golts, MD 21637

(410) 275-2118

Property at 6202 Rock Hall Rd, Rock Hall, MD 21661, 2 beds, 1.5 baths

$425,000

2 beds1.5 baths2,368 sq ft

6202 Rock Hall Rd, Rock Hall, MD 21661

(410) 778-0330

Property at 21424 Catholic Ave, Rock Hall, MD 21661, 4 beds, 2 baths

$399,000

4 beds2 baths1,247 sq ft

21424 Catholic Ave, Rock Hall, MD 21661

(410) 275-2118

Property at 26767 Dutchtown Rd, Still Pond, MD 21667, 3 beds, 3 baths

$125,000

3 beds3 baths— sq ft

26767 Dutchtown Rd, Still Pond, MD 21667

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

$898,000

3 beds3.5 baths2,172 sq ft

226 S Water St, Chestertown, MD 21620

(410) 275-2118

Property at 21123 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths2,040 sq ft

21123 Striper Run, Rock Hall, MD 21661

(443) 249-7653

Property at 21124 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$374,900

3 beds2.5 baths1,712 sq ft

21124 Striper Run, Rock Hall, MD 21661

(443) 274-1900

Property at 104 Conley Dr, Chestertown, MD 21620, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths1,280 sq ft

104 Conley Dr, Chestertown, MD 21620

(410) 823-0033

Property at 117 Water St N Unit 2A, Chestertown, MD 21620, 2 beds, 1 bath

$375,000

2 beds1 bath787 sq ft

117 Water St N Unit 2A, Chestertown, MD 21620

(410) 673-3344

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

$329,000

4 beds2 baths1,499 sq ft

21305 Haven Rd, Rock Hall, MD 21661

(302) 426-2211

Property at 103 Sutton Way, Chestertown, MD 21620, 5 beds, 3.5 baths

$550,000

5 beds3.5 baths3,816 sq ft

103 Sutton Way, Chestertown, MD 21620

(410) 673-3344

Property at 21103 Striper Run, Rock Hall, MD 21661, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,628 sq ft

21103 Striper Run, Rock Hall, MD 21661

(410) 673-3344

Property at 5656 Circle Park Dr Park #5594, Rock Hall, MD 21661, 2 beds, 2 baths

$105,000

2 beds2 baths800 sq ft

5656 Circle Park Dr Park #5594, Rock Hall, MD 21661

(410) 639-4003

Viewing page 3 of 6

Average home prices near Kent County, MD

Cities

Tolchester homes for sale
$467,450
Church Hill homes for sale
$375,000
Rock Hall homes for sale
$382,450
Chesapeake Landing homes for sale
$349,900
Worton homes for sale
$224,500
Kingstown homes for sale
$315,000
Millington homes for sale
$403,500
Still Pond homes for sale
$342,450
Betterton homes for sale
$415,900
Kennedyville homes for sale
$356,250
Butlertown homes for sale
$268,700
Centreville homes for sale
$519,950
Chestertown homes for sale
$380,000
Galena homes for sale
$392,000
Sudlersville homes for sale
$435,000

Counties

Harford County homes for sale
$415,000
Anne Arundel County homes for sale
$520,000
Baltimore County homes for sale
$379,950

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)

$388,903

+8.9% YoY | Jun 2026

1 year
3 year
5 year

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

Location

Data

Jun 2026

Growth

% YoY

Kent County, MD

$388,903

+8.9%

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