Eastern Shore Waterfront

Eastern Shore Waterfront Homes for Sale

• All Listings
• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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Bathrooms

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$3,999,900

↓ $250,100

27473 Westpoint Rd, EASTON

4 Beds 5.5 Baths 3,700 SqFt Residential MLS® # MDTA2012284

Meredith Fine Properties

$3,995,000

↓ $500,000

4335 World Farm Rd, OXFORD

5 Beds 3.5 Baths 4,921 SqFt Residential MLS® # MDTA2013256

Benson & Mangold, LLC

$3,995,000

↓ $400,000

27029 Miles River Rd, EASTON

4 Beds 5.5 Baths 5,062 SqFt Residential MLS® # MDTA2013408

Benson & Mangold, LLC

New

$3,850,000

491 Wye Island Rd, QUEENSTOWN

5 Beds 4 Baths 3,864 SqFt Residential MLS® # MDQA2018668

TTR Sotheby's International Realty

New

$3,750,000

4471 World Farm Rd, OXFORD

4 Beds 4.5 Baths 3,806 SqFt Residential MLS® # MDTA2014204

TTR Sotheby's International Realty

$3,500,000

↓ $200,000

21721 Heavenly Haven Rd, SHERWOOD

5 Beds 5.5 Baths 5,554 SqFt Residential MLS® # MDTA2011520

Chesapeake Bay Real Estate Plus, LLC

$3,495,000

28161 Harleigh Ln, OXFORD

4 Beds 4.5 Baths 4,093 SqFt Residential MLS® # MDTA2014886

Benson & Mangold, LLC

$3,295,000

104 East St, OXFORD

5 Beds 4.5 Baths 5,030 SqFt Residential MLS® # MDTA2013048

TTR Sotheby's International Realty

New Open House

$3,295,000

808 S Morris St, OXFORD

5 Beds 4.5 Baths 4,853 SqFt Residential

Open House

Sat, Sep 19th, 2026 @ 11am - 1pm

MLS® # MDTA2015026

TTR Sotheby's International Realty

$3,249,000

↓ $246,000

4346 Southside Ln, TRAPPE

4 Beds 3.5 Baths 6,877 SqFt Residential MLS® # MDTA2012914

Benson & Mangold, LLC

$3,000,000

23820 Mount Pleasant Landing, SAINT MICHAELS

4 Beds 3 Baths 2,815 SqFt Residential MLS® # MDTA2014828

Engel & Volkers Annapolis

$2,995,000

↓ $105,000

26279 Deep Water Harbor Rd, EASTON

4 Beds 4 Baths 3,878 SqFt Residential MLS® # MDTA2013662

TTR Sotheby's International Realty

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