Kent County High School, MD homes for sale & real estate

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COMING SOON

ABOUT THIS HOME
Kent County High School, MD Homes for Sale
Beautiful waterviews of the Chester River set the stage for this special Chestertown property, located in desirable Mile Tree Village and just a short walk from the Historic District. Set on . 53 acres, the home offers 1,656 square feet of finished living space on the main level, with 3 bedrooms and 2 full baths, plus an unfinished lower level with a half bath and one-and-a-half-car garage. An upper-level deck, accessible from the living room, dining room, and primary suite, provides the perfect spot to enjoy the river views and the easy Eastern Shore lifestyle. The home is ready for a fresh vision and offers tremendous potential to become a luxury waterview residence. Thoughtful updating c

$495,000

3 beds2.5 baths1,656 sq ft

10 Cedar Chase Ct, Chestertown, MD 21620

Waterviews • Upper-level deck • Historic district

(410) 778-3779

NEW 31 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Kent County High School, MD Homes for Sale
Discover 6324 Quaker Neck Road, an exceptional waterfront estate spanning over 5 acres along the East Fork of Langford Creek offering over 5 feet of water at low tide. Over 5,900 square feet of refined living space with 5 bedrooms and 4 baths, designed for elegant Shore entertaining and everyday ease. A new private pier with swim platform and boat lift, plus your private beach, extends living outdoors — complemented by a detached garage with carriage house and a pole building. Minutes to Chestertown, yet quietly removed — a distinguished Quaker Neck offering for the buyer who wants it all.

$2,895,000

5 beds3.5 baths5,938 sq ft

6324 Quaker Neck Rd, Chestertown, MD 21620

Boat lift • Waterfront estate • Private beach

(410) 778-3779

3D WALKTHROUGH

ABOUT THIS HOME
Kent County High School, MD Homes for Sale
Welcome to this charming farmhouse-style home in Fairlee! Completely renovated in 2023, this home is move-in ready and offers a comfortable mix of modern updates and farmhouse charm. Inside, you’ll find an open floor plan with luxury vinyl plank flooring throughout the main living areas. The living room offers a cozy space to relax and unwind. The updated kitchen is the heart of the home and features beautiful finishes and newer appliances, making it a great space for cooking and gathering. The home features two bedrooms, including a spacious primary bedroom, and two full bathrooms that have both been nicely updated. The spacious laundry room/mudroom provides plenty of room and adds e

$329,900

2 beds2 baths1,440 sq ft

22974 Bay Shore Rd, Chestertown, MD 21620

Open floor plan • Inviting front porch • Updated kitchen

(410) 822-6665

FLOOR PLAN

ABOUT THIS HOME
Kent County High School, MD Homes for Sale
Investors, contractors & handy buyers—this is the fixer-upper opportunity you’ve been waiting for! This 4 bedroom downtown Chestertown diamond in the rough offers strong ARV potential and an opportunity for a fix & flip, long-term rental, or short-term rental. Located just steps from Washington College and an easy walk to historic downtown shops, restaurants, and the waterfront. Recently occupied, but in need of a full renovation, this is a true value-add opportunity in a highly desirable location. Cash or renovation financing only—will not qualify for traditional financing. Priced to move!

$200,000

4 beds1 bath1,816 sq ft

223 Mount Vernon Ave, Chestertown, MD 21620

Full renovation • Strong arv potential • 7,728 sq ft lot

(443) 215-4663

FLOOR PLAN

ABOUT THIS HOME
Kent County High School, MD Homes for Sale
Waterfront living on Grays Inn Creek, just five minutes from Rock Hall. Situated on a private half-acre lot with protected western-facing views, this home offers beautiful sunsets, 3–4 feet MLW, and easy boating access to the Chester River, Chestertown, Kent Narrows, and Rock Hall. The home has seen numerous updates over the past six years, including new siding, roof, HVAC, LVP flooring, carpet, an updated kitchen and main-level bathroom, appliances, and improvements to the pier. Water views take center stage from the dining area, living room, and main bedrooms, while the manageable size and low-maintenance updates make this an easy waterfront property to enjoy. The property offers pl

$625,000

3 beds2 baths1,324 sq ft

21728 Sunnyside Ave, Rock Hall, MD 21661

New siding • Easy boating access • Updated kitchen

(410) 673-3344

Property at 32050 River Rd, Millington, MD 21651, 4 beds, 2 baths

$489,000

4 beds2 baths3,048 sq ft

32050 River Rd, Millington, MD 21651

(302) 504-6147

Property at 13984 Mill Creek Ln, Galena, MD 21635, 4 beds, 2 baths

$535,000

4 beds2 baths2,167 sq ft

13984 Mill Creek Ln, Galena, MD 21635

(410) 398-1247

Property at 25373 Worton Lynch Rd, Worton, MD 21678, 1 bed, 1 bath

$175,000

1 bed1 bath866 sq ft

25373 Worton Lynch Rd, Worton, MD 21678

(410) 778-9319

Property at 25690 Meadow Rd, Worton, MD 21678, 3 beds, 2 baths

$284,000

3 beds2 baths1,280 sq ft

25690 Meadow Rd, Worton, MD 21678

(410) 320-6785

Property at 7712 Waterview Ln, Chestertown, MD 21620, 3 beds, 3 baths

$659,999

3 beds3 baths2,716 sq ft

7712 Waterview Ln, Chestertown, MD 21620

(410) 778-0330

Property at 8276 Broad Neck Rd, Chestertown, MD 21620, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths3,383 sq ft

8276 Broad Neck Rd, Chestertown, MD 21620

(410) 810-3900

Property at 8732 Elm Rd, Chestertown, MD 21620, 3 beds, 2 baths

$289,000

3 beds2 baths1,056 sq ft

8732 Elm Rd, Chestertown, MD 21620

(410) 778-0330

Property at 105 N Water St #3, Chestertown, MD 21620, 2 beds, 2 baths

$489,000

2 beds2 baths1,098 sq ft

105 N Water St #3, Chestertown, MD 21620

(410) 778-0330

Property at 13876 Swantown Creek Rd, Golts, MD 21635, 3 beds, 2.5 baths

$1,500,000

3 beds2.5 baths2,845 sq ft

13876 Swantown Creek Rd, Golts, MD 21635

(302) 429-4500

Property at 24775 Langford Rd, Chestertown, MD 21620, 3 beds, 1 bath

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

Property at 21899 Lovers Ln, Rock Hall, MD 21661, 2 beds, 1 bath

$131,000

2 beds1 bath800 sq ft

21899 Lovers Ln, Rock Hall, MD 21661

(410) 543-4545

Property at Homes Available Soon Plan, Chestertown, MD 21620

Unknown

— beds— baths— sq ft

Homes Available Soon Plan, Chestertown, MD 21620

Listing provided by Zillow

Property at 8184 Rock Hall Rd, Chestertown, MD 21620, 4 beds, 2 baths

$38,200,000

4 beds2 baths2,330 sq ft

8184 Rock Hall Rd, Chestertown, MD 21620

(410) 778-3779

Property at 25411 Paradise Point Ln, Worton, MD 21678, 3 beds, 2.5 baths

$897,000

3 beds2.5 baths2,448 sq ft

25411 Paradise Point Ln, Worton, MD 21678

(410) 275-2118

Property at 12613 Walnut Valley Ct, Worton, MD 21678, 3 beds, 2 baths

$559,500

3 beds2 baths2,316 sq ft

12613 Walnut Valley Ct, Worton, MD 21678

(410) 778-0330

Property at 212 Washington Ave, Chestertown, MD 21620, 5 beds, 3 baths

$675,000

5 beds3 baths2,838 sq ft

212 Washington Ave, Chestertown, MD 21620

(410) 778-0330

Property at 13981 Mill Creek Ln, Galena, MD 21635, 3 beds, 2.5 baths

$599,900

3 beds2.5 baths2,016 sq ft

13981 Mill Creek Ln, Galena, MD 21635

(410) 398-9200

Property at 34155 Bradford Johnson Rd, Golts, MD 21635, 1 bed, 1 bath

$55,000

1 bed1 bath180 sq ft

34155 Bradford Johnson Rd, Golts, MD 21635

(301) 970-2447

Property at 23911 Kinnards Point Dr, Worton, MD 21678, 5 beds, 3.5 baths

$1,495,000

5 beds3.5 baths2,620 sq ft

23911 Kinnards Point Dr, Worton, MD 21678

(410) 275-2118

Property at 1003 Twin Ct, Chestertown, MD 21620, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,076 sq ft

1003 Twin Ct, Chestertown, MD 21620

(410) 778-3779

Property at 20705 Wilkins Ave, Rock Hall, MD 21661, 4 beds, 1 bath

$320,000

4 beds1 bath926 sq ft

20705 Wilkins Ave, Rock Hall, MD 21661

(410) 673-3344

Property at 206 Maplewood Ln, Galena, MD 21635, 3 beds, 2.5 baths

$363,000

3 beds2.5 baths1,800 sq ft

206 Maplewood Ln, Galena, MD 21635

(410) 275-8101

Property at 33741 Galena Sassafras Rd, Galena, MD 21635, 3 beds, 2 baths

$325,000

3 beds2 baths1,152 sq ft

33741 Galena Sassafras Rd, Galena, MD 21635

(888) 860-7369

Property at 374 Hurtt Ave, Millington, MD 21651, 3 beds, 2 baths

$369,000

3 beds2 baths1,801 sq ft

374 Hurtt Ave, Millington, MD 21651

(443) 215-4663

Property at 104 Lincoln Dr, Chestertown, MD 21620, 3 beds, 1 bath

$295,000

3 beds1 bath960 sq ft

104 Lincoln Dr, Chestertown, MD 21620

(443) 274-1900

Property at 1 Bayview Rd Unit 19A, Betterton, MD 21610, 2 beds, 2 baths

$339,000

2 beds2 baths1,200 sq ft

1 Bayview Rd Unit 19A, Betterton, MD 21610

(410) 778-0330

Property at 7415 Wilkins Ln, Chestertown, MD 21620, 3 beds, 1 bath

$229,000

3 beds1 bath936 sq ft

7415 Wilkins Ln, Chestertown, MD 21620

(410) 810-0010

Property at 7482 Poplar Ave, Chestertown, MD 21620, 3 beds, 1 bath

$275,000

3 beds1 bath975 sq ft

7482 Poplar Ave, Chestertown, MD 21620

(301) 970-2447

Property at 115 Chester Arms Dr, Chestertown, MD 21620, 3 beds, 2 baths

$263,000

3 beds2 baths1,140 sq ft

115 Chester Arms Dr, Chestertown, MD 21620

(703) 378-8810

Property at 21191 W Sharp St, Rock Hall, MD 21661, 3 beds, 2.5 baths

$610,000

3 beds2.5 baths1,700 sq ft

21191 W Sharp St, Rock Hall, MD 21661

(410) 778-0330

Property at 10804 Big Stone Rd, Millington, MD 21651, 3 beds, 2 baths

$290,000

3 beds2 baths1,680 sq ft

10804 Big Stone Rd, Millington, MD 21651

(302) 369-5397

Property at 123 Trafford Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths2,504 sq ft

123 Trafford Dr, Chestertown, MD 21620

(443) 215-4663

Property at 101 S College Ave, Chestertown, MD 21620, 2 beds, 1.5 baths

$359,000

2 beds1.5 baths1,036 sq ft

101 S College Ave, Chestertown, MD 21620

(410) 810-0010

Property at 16 Howell Point Rd, Betterton, MD 21610, 3 beds, 2.5 baths

$487,000

3 beds2.5 baths1,948 sq ft

16 Howell Point Rd, Betterton, MD 21610

(410) 778-0330

Property at 23208 Buck Neck Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,650 sq ft

23208 Buck Neck Rd, Chestertown, MD 21620

(855) 450-0442

Property at 12555 Coopers Ln, Worton, MD 21678, 4 beds, 2.5 baths

$1,395,000

4 beds2.5 baths3,626 sq ft

12555 Coopers Ln, Worton, MD 21678

(410) 778-0330

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