Eastern Shore Region, MD

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276 Listings

Eastern Shore Region, MD Houses for Sale

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House for sale in Talbot County, Maryland

2924 Ocean Gateway, Trappe, MD, 21673, Talbot County

Currently one of the largest Farm/Residential Estates available in the State of Maryland and a once in a lifetime opportunity to own it. This 662+ acres waterfront property with 1.8 miles of shoreline known as "Middleville" circa 1880 is truly a magn

Jay Phillips

Holiday Real Estate Inc.

House for sale in Queen Annes County, Maryland

$799,9001.15 acres

3 beds2 baths1,974 sqft

109 RECOVERY Drive E, Centreville, MD, 21617, Queen Annes County

OPEN HOUSE Saturday January 10th - 11:00 to 12:30** Start of the new year in your own WATERFRONT home! Move right into this charming one level home and kick off 2026 in comfort and style. Cozy up by the fire on those chilly winter nights, host unforg

Lona Sue Todd

Taylor Properties

MAP

$3,665,000113 acres

3 beds2 baths3,200 sqft

22537 Shipyard Lane, Rock Hall, MD, 21661, Kent County

Located along Shipyard Creek just outside Rock Hall, this 113-acre farm offers a strong combination of productive soils, waterfront access, and long-term investment value. The property includes approximately 100 tillable acres with primarily Mattapex

Stacy Kendall

Cross Street Realtors LLC

$1,150,0005.08 acres

3 beds2 baths1,944 sqft

12400 Woods Road, Worton, MD, 21678, Kent County

Tucked away along the quiet shores of Still Pond Creek, this cedar cabin offers a rare blend of privacy, comfort, and natural beauty. Surrounded by mature woods and set on a peaceful stretch of waterfront, this 1,944 square foot home features 3 bedro

Stacy Kendall

Cross Street Realtors LLC

House for sale in Dorchester County, Maryland

$9,900,000255 acres

964 Taylors Island Rd, Madison, MD, 21648, Dorchester County

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres

Sue Hudson

National Land Realty

MAP

$366,0003 acres

3 beds2 baths1,800 sqft

3900 Lewis Lot#WP001, Cambridge, MD, 21613, Dorchester County

Situated on a generous 1,880 sq ft lot, this property backs up to public hunting land and is just a short walk from premier fishing spots and boat launch areas. Enjoy quick access to nearly 50,000 acres of public land, including Fishing Bay Wildlife

Mike Arajakis

Whitetail Properties Real Estate

House for sale in Worcester County, Maryland

$1,499,00019.9 acres

2 beds2 baths

13135 Hidden Acres Lane, Bishopville, MD, 21813, Worcester County

Mickey Hayward

Sunset Properties / Hayward Realty

Under Contract

$900,00047.8 acres

3 beds2 baths

11529 Longridge Ln, Whaleyville, MD, 21872, Worcester County

Mickey Hayward

Sunset Properties / Hayward Realty

House for sale in Caroline County, Maryland

$1,100,0003.14 acres

6 beds3 baths3,704 sqft

13539 HOKUM Drive, Greensboro, MD, 21639, Caroline County

Vincent Payne

Realty Navigator

$241,9000.1 acres

3 beds1 baths1,728 sqft

202 S AURORA Street, Easton, MD, 21601, Talbot County

Vincent Payne

Realty Navigator

House for sale in Cecil County, Maryland

$1,400,0001.37 acres

5 beds6 baths5,541 sqft

164 Wickwire Drive, Earleville, MD, 21919, Cecil County

$765,0002.01 acres

3 beds2 baths2,240 sqft

6660 Reeses Pride Road, Sherwood, MD, 21665, Talbot County

$749,9002.17 acres

4 beds2 baths1,700 sqft

108 Carriage Lane, Queenstown, MD, 21658, Queen Annes County

$795,0002.2 acres

4 beds3 baths2,128 sqft

4825 Madison Canning House Road, Madison, MD, 21648, Dorchester County

$599,0004.41 acres

4 beds2 baths2,475 sqft

17753 Marvel Road, Marydel, MD, 21649, Caroline County

House for sale in Somerset County, Maryland

$75,0003.06 acres

1,368 sqft

3012 William Maddox Road, Crisfield, MD, 21817, Somerset County

$1,195,0002.4 acres

3 beds2 baths3,394 sqft

7361 Solitude Road, Saint Michaels, MD, 21663, Talbot County

House for sale in Wicomico County, Maryland

$409,9001.07 acres

3 beds2 baths2,237 sqft

4958 Lords Creek Drive, Eden, MD, 21822, Wicomico County

$634,9001.45 acres

4 beds3 baths3,700 sqft

4835 Goose Creek Drive, Salisbury, MD, 21804, Wicomico County

$699,0001.09 acres

3 beds2 baths1,538 sqft

102 Golf Court, Stevensville, MD, 21666, Queen Annes County

Under Contract

$1,198,00021.2 acres

5 beds3 baths4,604 sqft

300 Hickory Lane, Chestertown, MD, 21620, Kent County

$875,0001.14 acres

5 beds3 baths3,128 sqft

2806 Love Point Road, Stevensville, MD, 21666, Queen Annes County

$425,0001 acre

3 beds3 baths2,572 sqft

247 Blakefield Drive, Chestertown, MD, 21620, Kent County

$325,0002.5 acres

3 beds2 baths1,334 sqft

3963 Disharoon Road, Eden, MD, 21822, Wicomico County

$745,0001.01 acres

4 beds2 baths3,248 sqft

7844 Chester Court, Chestertown, MD, 21620, Kent County

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