Chesapeake Landing, MD homes for sale & real estate

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ABOUT THIS HOME
Chesapeake Landing, MD Homes for Sale
Build Your Dream Home on Two Expansive Lots in Chesapeake Landing! 15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks! Enjoy the charm of Chestertown living, just minutes from Historic Downtown Chestertown, the scenic Chesapeake Bay, and Washington College. Conveniently close to local parks, restaurants, and waterfront amenities, this location combines tranquility with accessibility. Don’t miss this incredible chance to secure your lot and bring your d

$10,000

— beds— baths— sq ft

Clarissa Rd, Chestertown, MD 21620

Prime land • Waterfront amenities • Two expansive lots

(703) 378-8810

ABOUT THIS HOME
Chesapeake Landing, MD Homes for Sale
Create your dream home or capitalize on a prime investment opportunity with this exceptional parcel of land. Nestled in a serene setting, it’s a blank canvas for luxury living or profitable development. Whether designing a private retreat or building for resale, the possibilities are endless.

$25,000

— beds— baths— sq ft

Elbon Rd, Chestertown, MD 21620

0.35 acre lot • Listed 84 days

(301) 244-0117

ABOUT THIS HOME
Chesapeake Landing, MD Homes for Sale
Wooded lot located in the waterfront community of Chesapeake Landing. There is a voluntary HOA that you can join for a fee to join to gain access to the boat ramp and Marina. Lot backs up to farm land.

$9,000

— beds— baths— sq ft

Sandpiper Rd, Chestertown, MD 21620

Wooded lot • Waterfront community • Boat ramp

(410) 778-0330

ABOUT THIS HOME
Chesapeake Landing, MD Homes for Sale
Welcome to your serene retreat on Cogar Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a relaxed lifestyle. Don't miss the opportunity to make it yours!

$8,000

— beds— baths— sq ft

Cogar Rd, Chestertown, MD 21620

Generous lot • Fabulous clubhouse • Picturesque marina

(410) 220-5745

ABOUT THIS HOME
Chesapeake Landing, MD Homes for Sale
ONLINE AUCTION: Bidding begins 11/27/2025 @ 10:00 AM. Bidding ends 12/1/2025 @ 1:35 PM. List Price is Suggested Opening Bid. 2 Lots available for sale as package in Kent County, MD. on Fish Hatchery Rd, Bunting Rd, Beltram Rd, and Towhee Rd. Call for details. Lot of Land located in Chestertown, Maryland within Kent County. Property is in close proximity to Worton Creek Marina, and all the attractions in Chestertown, Maryland. Property is Vacant. Easy Access to Major Traffic Artery Chestertown Road. Deposit: $5,000.

$5,000

— beds— baths— sq ft

Beltram Rd, Chestertown, MD 21620

Chestertown maryland • Lot of land • 0.34 acre lot

(410) 488-3124

Property at Tonopah Rd, Chestertown, MD 21620

$40,000

— beds— baths— sq ft

Tonopah Rd, Chestertown, MD 21620

(800) 446-4267

Property at Buck Neck Rd, Chestertown, MD 21620

$9,000

— beds— baths— sq ft

Buck Neck Rd, Chestertown, MD 21620

(443) 215-4663

Property at Towhee Rd, Chestertown, MD 21620

$5,000

— beds— baths— sq ft

Towhee Rd, Chestertown, MD 21620

(410) 488-3124

Property at Fish Hatchery Rd, Chestertown, MD 21620

$5,000

— beds— baths— sq ft

Fish Hatchery Rd, Chestertown, MD 21620

(410) 488-3124

Property at Cloquet Rd, Chestertown, MD 21620

$49,900

— beds— baths— sq ft

Cloquet Rd, Chestertown, MD 21620

(717) 757-7811

Property at Lenapah Rd, Chestertown, MD 21620

$8,000

— beds— baths— sq ft

Lenapah Rd, Chestertown, MD 21620

(410) 220-5745

Property at Buck Neck Landing Rd, Chestertown, MD 21620

$10,000

— beds— baths— sq ft

Buck Neck Landing Rd, Chestertown, MD 21620

(410) 758-0333

Property at Kinglet Rd, Chestertown, MD 21620

$9,000

— beds— baths— sq ft

Kinglet Rd, Chestertown, MD 21620

(443) 215-4663

Property at Bunting Rd, Chestertown, MD 21620

$10,000

— beds— baths— sq ft

Bunting Rd, Chestertown, MD 21620

(410) 488-3124

Property at Spinnaker Rd, Chestertown, MD 21620

$38,000

— beds— baths— sq ft

Spinnaker Rd, Chestertown, MD 21620

(410) 544-4000

Property at Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

$10,000

— beds— baths— sq ft

Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

(410) 488-3124

Property at Sheldrake Dr, Chestertown, MD 21620

$15,000

— beds— baths— sq ft

Sheldrake Dr, Chestertown, MD 21620

(410) 778-0330

Property at Redfield Rd, Chestertown, MD 21620

$38,000

— beds— baths— sq ft

Redfield Rd, Chestertown, MD 21620

(410) 544-4000

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Nearby homes that match your criteria

$24,000

— beds— baths— sq ft

23710 L Rd, Chestertown, MD 21620

0.5 acre lot • Listed 878 days

(410) 544-4000

Average home prices near Chesapeake Landing, MD

Cities

Zip Codes

21620 homes for sale
$397,000
21678 homes for sale
$375,000

Chesapeake Landing, MD real estate trends

$335K

Sale price

+0.0%
since last year

$246

Sale $/sq ft

+16.9%
since last year

Under list price

0.4%

Days on market

Down payment

—

Total homes sold

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