Chestertown Area Waterfront Homes for Sale

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• Under $100,000
• $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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$1,995,000

336 Jacobs Ladder, LEXINGTON

5 Beds 4.5 Baths 4,779 SqFt Residential MLS® # VARB2000186

TTR Sotheby's International Realty

New

$1,990,900

108 Ball Farm Dr, MONTCHANIN

4 Beds 3.5 Baths 3,642 SqFt Residential MLS® # DENC2112730

Patterson-Schwartz - Greenville

New

$1,990,000

4306 Coastal Hwy, OCEAN CITY

3 Beds 2.5 Baths 3,448 SqFt Residential MLS® # MDWO2040684

Coastal Life Realty Group LLC

Open House

$1,985,000

915 Winstead St, GREAT FALLS

5 Beds 5 Baths 6,317 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 11am - 1pm

MLS® # VAFX2305540

Samson Properties

New

$1,975,000

613 Pond Rd, LOTHIAN

6 Beds 6 Baths 7,487 SqFt Residential MLS® # MDAA2157620

Engel & Volkers Annapolis

$1,975,000

↓ $125,000

105 Reed St, MIDDLEBURG

4 Beds 4.5 Baths 4,489 SqFt Residential MLS® # VALO2120426

Sheridan-MacMahon Ltd.

$1,964,900

671 Northbrook Rd #d1d, KENNETT SQUARE

5 Beds 5.5 Baths 5,603 SqFt Residential MLS® # PACT2136282

Everest Consulting Group LP

New

$1,950,000

609 Pond Rd, LOTHIAN

6 Beds 6 Baths 5,521 SqFt Residential MLS® # MDAA2158780

Engel & Volkers Annapolis

New

$1,950,000

1404 Cottage St Sw, VIENNA

5 Beds 4.5 Baths 5,419 SqFt Residential MLS® # VAFX2344460

TTR Sotheby's International Realty

$1,950,000

↓ $1,300,000

38 Hill Rd, ALLENTOWN

4 Beds 3.5 Baths 0 SqFt Residential MLS® # NJMM2004962

Remax Welcome Home

$1,950,000

↓ $1,300,000

38 Hill Rd, ALLENTOWN

4 Beds 3.5 Baths 0 SqFt Farm MLS® # NJMM2004960

Remax Welcome Home

$1,950,000

1330 Potomac School Rd, MCLEAN

5 Beds 3 Baths 3,030 SqFt Residential MLS® # VAFX2336984

TTR Sotheby's International Realty

New

$1,950,000

197 Egg Hill Rd, SPRING MILLS

3 Beds 4 Baths 4,400 SqFt Residential MLS® # PACE2520302

Continental Real Estate Management

New Open House

$1,949,000

1904 Ware Rd, FALLS CHURCH

6 Beds 6.5 Baths 5,300 SqFt Residential MLS® # VAFX2344012

Samson Properties

New Open House

$1,949,000

2611 19th St S, ARLINGTON

5 Beds 5 Baths 4,503 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 12pm - 2pm

MLS® # VAAR2072846

KW Metro Center

$1,925,000

95 Van Zandt Rd, SKILLMAN

4 Beds 6 Baths 4,603 SqFt Residential MLS® # NJSO2006048

Callaway Henderson Sotheby's Int'l-Princeton

$1,925,000

1412 Harvest Crossing Dr, MCLEAN

4 Beds 4.5 Baths 4,782 SqFt Residential MLS® # VAFX2338586

Compass

New

$1,900,000

2640 Military Rd N, ARLINGTON

5 Beds 3.5 Baths 4,001 SqFt Residential MLS® # VAAR2080678

Samson Properties

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