Kent County, MD homes for sale & real estate

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141 Prospect St, Chestertown, MD 21620
141 Prospect St, Chestertown, MD 21620
141 Prospect St, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a large, private lot at the end of a quiet street, the home offers solid bones and a detached garage/workshop area that is hard to find! Located just minutes from Chestertown and Washington College. Plenty of space and character, it’s a rare opportunity to create something special in a desirable location. Adjacent to the The Wayne Gilchrest Trail , which is a popular walking trail in Chestertown, MD, also known as the Chestertown Rail Trail. It's a paved, multi-use path that follows the route of a former railway line, connecting various parts of the town. The trail of

$175,000

4 beds1.5 baths1,156 sq ft

141 Prospect St, Chestertown, MD 21620

7,800 sq ft lot • Garage • Somewhat walkable

(410) 778-3779

NEW 15 HRS AGO

23370 Lovely Ln, Chestertown, MD 21620
23370 Lovely Ln, Chestertown, MD 21620
23370 Lovely Ln, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
PROFESSIONAL PHOTOS COMING! Showings start 8/9 Looking for a home that has an oversized two car garage with electric, heated floors, water, toilet hookup bonus room above and a heated Florida room? Or are you looking for a one story home with hard wood floors, a huge bonus room with heated floors and an updated kitchen all within a mile from a public ramp? You found it! Store your water toys, camper or hunting gear here! The large drive through driveway makes it simple to maneuver your large toys around as it attaches to Broad Neck and Lovely Lane! If needed, the home has a whole home generator along with an updated BAT septic system in 2015! No fear of damage in the craw-space as it was en

$309,000

3 beds2 baths1,680 sq ft

23370 Lovely Ln, Chestertown, MD 21620

0.5 acre lot • 2 garage spots • Car-dependent

(410) 778-0330

COMING SOON

112 Metcalf Rd, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Come enjoy the this 2 year old home in Historic Chestertown. The home features 3 full bedrooms with 1 1/2 baths . It has an open concept on the main floor, kitchen has beautiful white shaker cabinetry, large island, granite countertops, stainless steel appliances, and luxury vinyl flooring. Large covered patio off the kitchen leading out to the back yard. A new shed was just installed for extra storage. Upstairs features 3 good size bedrooms including a large primary suite. If you are looking for a turn key home with practically new features, then this home is for you.

$280,000

3 beds1.5 baths1,280 sq ft

112 Metcalf Rd, Chestertown, MD 21620

3,000 sq ft lot • Somewhat walkable

(443) 292-6767

COMING SOON

108 S Kent St, Chestertown, MD 21620
108 S Kent St, Chestertown, MD 21620
108 S Kent St, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Cute as a button in the historic district on South Kent St. This 1 bedroom, 1.5 bath home is in the center of town within walking distance to the farmers market and all the shops and restaurants. Just 4 blocks from Chestertown"s waterfront promonad. There is potential for a second bedroom upstairs if you add a wall between the bedroom and the sitting area. Adorable backyard. Perfect for one or two people as a full-time residence or weekend getaway.

$325,000

1 bed1.5 baths936 sq ft

108 S Kent St, Chestertown, MD 21620

1,664 sq ft lot

(410) 778-0330

205 Pine St, Chestertown, MD 21620
205 Pine St, Chestertown, MD 21620
205 Pine St, Chestertown, MD 21620
ABOUT THIS HOME
Kent County, MD Homes for Sale
Chestertown -Charming well maintained, landscaped, brick ranch home located in College Heights. Several blocks from Washington College, Hospital, Churches , restaurants, shopping, downtown, and the Chester River. Full basement with a portion used as a garage and the balance used for mechanical and laundry. There is a chair lift from the basement to the first floor, three bedrooms, living room, separate dining room, two baths, and a Florida room off of the eat-in kitchen. Sign posted. .

$325,000

3 beds1.5 baths2,212 sq ft

205 Pine St, Chestertown, MD 21620

0.29 acre lot • Garage • Somewhat walkable

(410) 778-2610

Property at 127 Cedarwood Dr, Galena, MD 21635, 3 beds, 3 baths

$345,000

3 beds3 baths1,872 sq ft

127 Cedarwood Dr, Galena, MD 21635

(410) 398-3434

Property at 866 Washington Ave, Chestertown, MD 21620, 3 beds, 2 baths

$299,000

3 beds2 baths1,224 sq ft

866 Washington Ave, Chestertown, MD 21620

(410) 479-4663

Property at 390 Hurtt Ave, Millington, MD 21651, 3 beds, 1.5 baths

$319,900

3 beds1.5 baths1,982 sq ft

390 Hurtt Ave, Millington, MD 21651

(202) 270-3591

Property at 304 Hilltop Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$209,900

3 beds2.5 baths1,199 sq ft

304 Hilltop Ln, Chestertown, MD 21620

(410) 810-0010

Property at 21311 Lee St, Rock Hall, MD 21661, 4 beds, 2 baths

$434,900

4 beds2 baths1,728 sq ft

21311 Lee St, Rock Hall, MD 21661

(410) 778-3779

Property at 29341 Glencoe Rd, Kennedyville, MD 21645, 2 beds, 1.5 baths

$995,000

2 beds1.5 baths1,566 sq ft

29341 Glencoe Rd, Kennedyville, MD 21645

(410) 327-2200

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

$64,895

2 beds1 bath910 sq ft

132 Prospect St, Chestertown, MD 21620

(877) 328-4400

Property at 234 N College Ave, Chestertown, MD 21620, 2 beds, 1 bath

$199,900

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

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

$549,000

3 beds2 baths1,961 sq ft

101 Birch Run Rd, Chestertown, MD 21620

(410) 778-3779

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

$648,750

4 beds3.5 baths2,008 sq ft

206 S Water St, Chestertown, MD 21620

(410) 810-0010

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 21055 Bayside Ave, Rock Hall, MD 21661, 4 beds, 2 baths

$435,000

4 beds2 baths1,514 sq ft

21055 Bayside Ave, Rock Hall, MD 21661

(410) 639-4003

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

$309,999

2 beds1 bath1,350 sq ft

10674 Kasota Rd, Chestertown, MD 21620

(302) 351-5000

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

$390,000

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

$480,000

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

$355,000

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 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

$247,000

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

$460,000

4 beds2 baths2,128 sq ft

11779 Augustine Herman Hwy, Kennedyville, MD 21645

(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

$950,000

3 beds3.5 baths3,000 sq ft

6119 New St #2, Rock Hall, MD 21661

(410) 639-4003

Property at 23620 Lands End Rd, Chestertown, MD 21620, 5 beds, 7 baths

$4,850,000

5 beds7 baths9,852 sq ft

23620 Lands End Rd, Chestertown, MD 21620

(410) 778-3779

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

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Average home prices near Kent County, MD

Cities

Counties

Harford County homes for sale
$445,000
Anne Arundel County homes for sale
$552,250
Baltimore County homes for sale
$379,000

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)

$353,500

-10.8% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Kent County, MD

$353,500

-10.8%

See more Kent County, MD market insights

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How to buy a house in Kent County, MD

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