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    Luxury Waterfront Estates

    Experience unparalleled elegance along Maryland’s serene Eastern Shore.

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    126,177 Properties Available

    126,177 Properties Available

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    • Baths (Most)
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    • Newest Listings
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    109 W MARENGO ST, Saint Michaels, MD 21663
    1/32
    Price Dropped by $54K
    3D

    $995,000

    4 Beds3 Baths2,250 SqFt

    109 W MARENGO ST, Saint Michaels, MD 21663

    MLS# MDTA2013980

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    24678 NEW POST RD, Saint Michaels, MD 21663
    Pending

    $3,495,000

    4 Beds5 Baths6,404 SqFt

    24678 NEW POST RD, Saint Michaels, MD 21663

    MLS# MDTA2013978

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    26282 DEEP WATER HARBOR RD, Easton, MD 21601
    1/53
    Price Dropped by $246K
    3D

    $2,249,000

    3 Beds3 Baths2,472 SqFt

    26282 DEEP WATER HARBOR RD, Easton, MD 21601

    MLS# MDTA2013868

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    5698 LEEWARD LN, Tilghman, MD 21671
    1/54
    Pending
    3D

    $1,895,000

    5 Beds4 Baths3,906 SqFt

    5698 LEEWARD LN, Tilghman, MD 21671

    MLS# MDTA2013838

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    208 ORIOLE AVE, Ridgely, MD 21660
    1/27
    Active

    $299,000

    3 Beds2 Baths1,680 SqFt

    208 ORIOLE AVE, Ridgely, MD 21660

    MLS# MDCM2007140

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    219 WILLIS ST, Cambridge, MD 21613
    1/24
    Price Dropped by $14K

    $274,900

    4 Beds3 Baths1,836 SqFt

    219 WILLIS ST, Cambridge, MD 21613

    MLS# MDDO2012234

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    8090 BOZMAN NEAVITT RD, Bozman, MD 21612
    1/73
    Price Dropped by $54K

    $939,000

    3 Beds2 Baths1,362 SqFt

    8090 BOZMAN NEAVITT RD, Bozman, MD 21612

    MLS# MDTA2013734

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    28816 JASPER LN, Easton, MD 21601
    1/32
    Price Dropped by $20K
    3D

    $719,900

    4 Beds3 Baths2,531 SqFt

    28816 JASPER LN, Easton, MD 21601

    MLS# MDTA2013688

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    156 MAIN ST, Preston, MD 21655
    1/17
    Price Dropped by $20K

    $199,900

    3 Beds2 Baths1,694 SqFt

    156 MAIN ST, Preston, MD 21655

    MLS# MDCM2007064

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    112 NOBLE AVE, Preston, MD 21655
    1/2
    Pending

    $149,900

    2 Beds2 Baths1,484 SqFt

    112 NOBLE AVE, Preston, MD 21655

    MLS# MDCM2007062

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    8020 EASTON VILLAGE DR, Easton, MD 21601
    Pending

    $895,000

    5 Beds4 Baths3,400 SqFt

    8020 EASTON VILLAGE DR, Easton, MD 21601

    MLS# MDTA2013460

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    1709 CATTAIL COMMONS WAY, Denton, MD 21629
    1/36
    Price Dropped by $10K

    $415,000

    4 Beds3 Baths2,492 SqFt

    1709 CATTAIL COMMONS WAY, Denton, MD 21629

    MLS# MDCM2007018

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    29583 SKIPTON ESTATES DR, Cordova, MD 21625
    1/40
    Price Dropped by $40K

    $759,000

    4 Beds3 Baths3,740 SqFt

    29583 SKIPTON ESTATES DR, Cordova, MD 21625

    MLS# MDTA2013490

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    10490 LONGWOODS RD, Easton, MD 21601
    1/26
    Price Dropped by $51K
    3D

    $498,900

    4 Beds3 Baths2,252 SqFt

    10490 LONGWOODS RD, Easton, MD 21601

    MLS# MDTA2013434

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    11470 WYE HEIGHTS RD, Easton, MD 21601
    1/61
    Active

    $3,495,000

    11 Beds11 Baths10,533 SqFt

    11470 WYE HEIGHTS RD, Easton, MD 21601

    MLS# MDTA2013488

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    5227 BROOKS RD, Woolford, MD 21677
    1/68
    Price Dropped by $200K

    $1,595,000

    4 Beds3 Baths3,633 SqFt

    5227 BROOKS RD, Woolford, MD 21677

    MLS# MDDO2012022

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    24679 DEEP NECK RD, Royal Oak, MD 21662
    1/130
    Active

    $6,495,000

    4 Beds5 Baths6,731 SqFt

    24679 DEEP NECK RD, Royal Oak, MD 21662

    MLS# MDTA2013342

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    27029 MILES RIVER RD, Easton, MD 21601
    1/52
    Price Dropped by $400K

    $3,995,000

    4 Beds6 Baths5,062 SqFt

    27029 MILES RIVER RD, Easton, MD 21601

    MLS# MDTA2013408

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    4346 SOUTHSIDE LN, Trappe, MD 21673
    1/60
    Active

    $3,249,000

    4 Beds4 Baths6,877 SqFt

    4346 SOUTHSIDE LN, Trappe, MD 21673

    MLS# MDTA2012914

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    28923 ISLAND CREEK RD, Trappe, MD 21673
    1/93
    Active

    $2,300,000

    4 Beds3 Baths9,206 SqFt

    28923 ISLAND CREEK RD, Trappe, MD 21673

    MLS# MDTA2013262

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    3853 RUMSEY DR, Trappe, MD 21673
    1/47
    Price Dropped by $11K

    $499,900

    4 Beds2 Baths2,142 SqFt

    3853 RUMSEY DR, Trappe, MD 21673

    MLS# MDTA2013228

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    6390 BOZMAN NEAVITT RD, Neavitt, MD 21652
    1/51
    Price Dropped by $24K

    $425,000

    3 Beds2 Baths1,520 SqFt

    6390 BOZMAN NEAVITT RD, Neavitt, MD 21652

    MLS# MDTA2013010

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    21524 CHICKEN POINT RD, Tilghman, MD 21671
    1/55
    Under Contract

    $329,000

    4 Beds2 Baths1,761 SqFt

    21524 CHICKEN POINT RD, Tilghman, MD 21671

    MLS# MDTA2013042

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    601 COVE RD, Saint Michaels, MD 21663
    Pending

    $3,250,000

    4 Beds5 Baths3,289 SqFt

    601 COVE RD, Saint Michaels, MD 21663

    MLS# MDTA2012912

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
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    Benson and Mangold Real Estate
    Chuck Mangold | License ID: 527518
    31 Goldsborough St, Easton, MD 21601, USA

    +1(410) 924-8832

    chuck@chuckmangold.com

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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    site logo
    Benson and Mangold Real Estate
    Chuck Mangold | License ID: 527518
    31 Goldsborough St, Easton, MD 21601, USA

    +1(410) 924-8832

    chuck@chuckmangold.com

    Get My App

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.