Pending Listings in Kent County, MD

46 homes

Sort:

Recommended

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Kent County, MD:
Charming Fully Renovated 3 Bed, 2 Bath Rancher in Rock Hall, Move-In Ready! Welcome to your dream home in Skinners Neck, nestled on the peaceful outskirts of Rock Hall, Maryland; a coastal gem known for its small town charm and waterfront lifestyle. This fully renovated 3-bedroom, 2-bath rancher offers modern comfort, spacious living, and a prime location just minutes from local stores, restaurants, schools/child care, and public boat ramps. Step inside to discover a bright, open floor plan with luxury vinyl plank waterproof flooring throughout. The large living and dining areas flow seamlessly into a stunning remodeled kitchen, complete with quartz countertops, brand-new appliances, ample

$295,000

3 beds2 baths1,404 sq ft

5086 Skinners Neck Rd, Rock Hall, MD 21661

0.28 acre lot • Car-dependent

(443) 988-0483

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Kent County, MD:
New Construction Alert! Four beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two more spacious bedrooms and another full bath. The 7' x 23' storage room with overhead door provides lots of space for toys and tools. Out back there's a concrete patio and 6 ft vinyl privacy fence. Watermans Estates is an attractive community in the heart of Rock Hall. Walkable or bike-able t

$364,900

3 beds2.5 baths1,626 sq ft

21139 Striper Run, Rock Hall, MD 21661

5,000 sq ft lot • Car-dependent

(410) 639-4003

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Kent County, MD:
Charming Brick Rancher in the Heart of Chestertown Discover this classic brick rancher nestled in one of Chestertown’s established neighborhoods. Enjoy the convenience of being just a short walk or bike ride from downtown, where you’ll find favorite local shops, restaurants, and the beloved Saturday morning Farmers Market. This home offers the perfect blend of small-town charm, walkability, and timeless appeal. This traditional 3-bedroom, 2-full-bath home features an open and inviting living room filled with natural light. All windows have been updated and replaced, the crawl space has been professionally repaired, encapsulated, and equipped with a dehumidifier for added efficie

$363,000

3 beds2 baths1,532 sq ft

303 E Campus Ave, Chestertown, MD 21620

0.34 acre lot • Somewhat walkable

(410) 810-0010

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Kent County, MD:
Strongly encouraging back up offers! Highly sought after downtown Historic Chestertown. This 3 unit property is ready to rent. Recently updated and renovated throughout the years, pride of ownership is apparent. The main level has a Studio with new kitchen, full bath and large living area. There is a door to the new deck and quiet back yard. Heating is a gas unit and cooling would be a window unit- super efficient space. The main level also has a 1 bedroom unit. It too has a door to the deck and back yard. The upper level has a 2 bedroom unit. The wood floors have been refinished and other flooring has been updated. Each unit has a seperate leased propane tank. The front porch was re-decke

$389,900

3 beds— baths1,728 sq ft

517 High St, Chestertown, MD 21620

4,504 sq ft lot • Very walkable

(410) 275-8101

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Kent County, MD:
Recently and thoroughly renovated, charming and spacious 4 bedroom 3 bathroom home located only about 6 miles from Chestertown in an idyllic country setting. Some improvements include new HVAC, electric, 3 season room , water filter and high-end, smart appliances. Terrific in-ground pool enclosed with privacy brick wall, a large patio and deck are perfect for entertaining or relaxing in the outdoors. Oversized (26x36) detached 2-car garage with additional storage space/workshop (12x24) and electric. Situated on approximately 1 acre lot with peaceful, park-like setting and mature trees. Priced below replacement cost. Schedule a showing today.

$375,000

4 beds3 baths1,790 sq ft

7653 Broad Neck Rd, Chestertown, MD 21620

0.91 acre lot • 2 garage spots • Pool

(410) 822-6665

Property at 10761 Kasota Rd, Chestertown, MD 21620, 3 beds, 3 baths

$895,000

3 beds3 baths2,582 sq ft

10761 Kasota Rd, Chestertown, MD 21620

(410) 778-0330

Property at 10740 Worton Rd, Worton, MD 21678, 3 beds, 3 baths

$375,000

3 beds3 baths2,988 sq ft

10740 Worton Rd, Worton, MD 21678

(410) 810-0010

Property at 907 N Meadowview Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,842 sq ft

907 N Meadowview Dr, Chestertown, MD 21620

(410) 778-0330

Property at 12776 Still Pond Rd, Still Pond, MD 21667, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,735 sq ft

12776 Still Pond Rd, Still Pond, MD 21667

(410) 778-0330

Property at 10751 Millbrook Dr, Chestertown, MD 21620, 3 beds, 2 baths

$350,000

3 beds2 baths1,942 sq ft

10751 Millbrook Dr, Chestertown, MD 21620

(410) 643-2244

Property at 21090 W Sharp St #112, Rock Hall, MD 21661, 2 beds, 2 baths

$469,000

2 beds2 baths1,129 sq ft

21090 W Sharp St #112, Rock Hall, MD 21661

(410) 639-4003

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

$164,000

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

Property at 212 Landing Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$759,000

3 beds3.5 baths— sq ft

212 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 349 High St, Chestertown, MD 21620, 7 beds, 3.5 baths

$395,000

7 beds3.5 baths3,664 sq ft

349 High St, Chestertown, MD 21620

(410) 778-0330

Property at Chesterville Forest Rd Unit PARCEL 73, Millington, MD 21651

$50,000

— beds— baths— sq ft

Chesterville Forest Rd Unit PARCEL 73, Millington, MD 21651

(443) 215-4663

Property at Olivet Hill Cir, Galena, MD 21635

$32,000

— beds— baths— sq ft

Olivet Hill Cir, Galena, MD 21635

(443) 215-4663

Property at Melitota Rd, Chestertown, MD 21620

$29,000

— beds— baths— sq ft

Melitota Rd, Chestertown, MD 21620

(800) 446-4267

Property at 2 Sassafras Cove Rd, Galena, MD 21635

$110,000

— beds— baths— sq ft

2 Sassafras Cove Rd, Galena, MD 21635

(302) 285-5100

Property at LOTS 253-254 Carimon Rd, Chestertown, MD 21620

$9,500

— beds— baths— sq ft

LOTS 253-254 Carimon Rd, Chestertown, MD 21620

(410) 810-0010

Property at 8951 Orchard Dr, Chestertown, MD 21620, 4 beds, 3.5 baths

$695,000

4 beds3.5 baths3,735 sq ft

8951 Orchard Dr, Chestertown, MD 21620

(410) 639-4003

Property at 411 Greenwood Ave, Chestertown, MD 21620, 3 beds, 2.5 baths

$419,000

3 beds2.5 baths1,676 sq ft

411 Greenwood Ave, Chestertown, MD 21620

(410) 778-0330

Property at 26994 Branchtown Rd, Worton, MD 21678, 4 beds, 2 baths

$349,900

4 beds2 baths1,440 sq ft

26994 Branchtown Rd, Worton, MD 21678

(410) 827-6163

Property at 119 High St, Chestertown, MD 21620, 5 beds, 4.5 baths

$1,250,000

5 beds4.5 baths4,409 sq ft

119 High St, Chestertown, MD 21620

(410) 778-3779

Property at 101 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$264,900

3 beds1.5 baths1,280 sq ft

101 Metcalf Rd, Chestertown, MD 21620

(855) 450-0442

Property at 25051 Smithville Rd, Worton, MD 21678, 1 bed, 1 bath

$425,000

1 bed1 bath1,328 sq ft

25051 Smithville Rd, Worton, MD 21678

(410) 778-3779

Property at 206 Valley, Chestertown, MD 21620, 4 beds, 2 baths

$615,000

4 beds2 baths2,869 sq ft

206 Valley, Chestertown, MD 21620

(410) 778-0330

Property at 22783 Mckinleyville Rd, Rock Hall, MD 21661, 3 beds, 3 baths

$175,000

3 beds3 baths1,028 sq ft

22783 Mckinleyville Rd, Rock Hall, MD 21661

(410) 275-2118

Property at 10444 Worton Rd, Worton, MD 21678, 3 beds, 1 bath

$320,000

3 beds1 bath1,120 sq ft

10444 Worton Rd, Worton, MD 21678

(443) 275-7188

Property at 29048 Belchester Rd, Kennedyville, MD 21645, 1 bed, 1.5 baths

$4,200,000

1 bed1.5 baths3,968 sq ft

29048 Belchester Rd, Kennedyville, MD 21645

(410) 778-3779

Property at 28781 Valley Rd, Kennedyville, MD 21645, 3 beds, 1.5 baths

$565,000

3 beds1.5 baths1,632 sq ft

28781 Valley Rd, Kennedyville, MD 21645

(410) 275-2118

Property at 25070 Lambs Meadow Rd, Worton, MD 21678, 3 beds, 2 baths

$405,000

3 beds2 baths1,264 sq ft

25070 Lambs Meadow Rd, Worton, MD 21678

(888) 543-4829

Property at 21739 Centennial Ln, Rock Hall, MD 21661, 4 beds, 2 baths

$384,999

4 beds2 baths2,000 sq ft

21739 Centennial Ln, Rock Hall, MD 21661

(410) 729-7700

Property at 24543 Chestertown Rd, Chestertown, MD 21620, 3 beds, 2 baths

$425,000

3 beds2 baths3,280 sq ft

24543 Chestertown Rd, Chestertown, MD 21620

(443) 274-1900

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

$890,000

2 beds1.5 baths1,566 sq ft

29341 Glencoe Rd, Kennedyville, MD 21645

(410) 327-2200

Property at 29030 Belchester Rd, Kennedyville, MD 21645, 5 beds, 3 baths

$750,000

5 beds3 baths3,088 sq ft

29030 Belchester Rd, Kennedyville, MD 21645

(410) 778-3779

Property at 26933 Mallard Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths1,600 sq ft

26933 Mallard Rd, Chestertown, MD 21620

(410) 778-0330

Property at 7483 Shortall St, Chestertown, MD 21620, 3 beds, 2 baths

$290,000

3 beds2 baths1,232 sq ft

7483 Shortall St, Chestertown, MD 21620

(443) 274-1900

Property at 1 Bayview Rd Unit 11A, Betterton, MD 21610, 2 beds, 2 baths

$380,000

2 beds2 baths1,600 sq ft

1 Bayview Rd Unit 11A, Betterton, MD 21610

(833) 335-7433

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 21119 Striper Run, Rock Hall, MD 21661, 3 beds, 3 baths

$335,000

3 beds3 baths1,628 sq ft

21119 Striper Run, Rock Hall, MD 21661

(410) 639-2118

Property at 23393 Cacaway Farm Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$1,195,000

3 beds3.5 baths4,446 sq ft

23393 Cacaway Farm Ln, Chestertown, MD 21620

(410) 275-2118

Viewing page 1 of 2

Pending Listings in Kent County

There are currently 46 pending listings for sale in Kent County at a median listing price of $397K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kent County stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in Kent County every 15 minutes.

In the past month, 25 homes have been sold in Kent County. In addition to houses in Kent County, there were also 4 condos, 18 townhouses, and 3 multi-family units for sale in Kent County last month. Find your dream home in Kent County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kent County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kent County. If you're looking to sell your home in the Kent County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kent County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Kent County, MD

Cities

Nearby Counties

Nearby Counties with Pending Listings

Nearby Cities with Pending Listings

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.