Chestertown Area Waterfront Homes for Sale

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• $400,000 - $500,000
• $500,000 - $600,000
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• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
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Open House

$1,795,000

933 O St Nw, WASHINGTON

3 Beds 2.5 Baths 2,120 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 2pm - 4pm

MLS® # DCDC2282058

TTR Sotheby's International Realty

Open House

$1,795,000

98 Cressman Rd, TELFORD

5 Beds 3.5 Baths 4,582 SqFt Residential MLS® # PAMC2193044

Kurfiss Sotheby's International Realty

$1,795,000

2809 Battery Pl Nw, WASHINGTON

4 Beds 3.5 Baths 3,750 SqFt Residential MLS® # DCDC2280150

Washington Fine Properties, LLC

Open House

$1,795,000

4963 34th St N, ARLINGTON

4 Beds 4.5 Baths 2,762 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 2pm - 4pm

MLS® # VAAR2076804

EXP Realty, LLC

$1,795,000

↓ $500,000

3601 Choptank Rd, PRESTON

0 Beds 0 Baths 28,865 SqFt Commercial Sale MLS® # MDCM2006602

Benson & Mangold, LLC

$1,790,000

9612 Kentsdale Dr, POTOMAC

5 Beds 4.5 Baths 4,902 SqFt Residential MLS® # MDMC2256406

Long & Foster Real Estate, Inc.

Open House

$1,790,000

5503 Brooks Woods Rd, LOTHIAN

6 Beds 4.5 Baths 5,060 SqFt Residential

Open House

Sat, Oct 24th, 2026 @ 1pm - 3pm

MLS® # MDAA2143684

TTR Sotheby's International Realty

Open House

$1,785,000

6931 Oak Ridge Rd, FALLS CHURCH

6 Beds 5.5 Baths 5,450 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 11am - 1pm

MLS® # VAFX2328734

Samson Properties

Open House

$1,775,000

469 Gwynedd Ave, LOWER GWYNEDD

5 Beds 5 Baths 5,848 SqFt Residential MLS® # PAMC2195328

Howard Hanna Real Estate Services

$1,775,000

406 Longwood Dr, HADDONFIELD

5 Beds 4.5 Baths 4,793 SqFt Residential MLS® # NJCD2126526

Lisa Wolschina & Associates, Inc.

$1,764,000

↓ $136,500

1703 Scott Dr, NEWTOWN

4 Beds 3 Baths 4,033 SqFt Residential MLS® # PABU2130138

Coldwell Banker Hearthside

New

$1,750,000

314 Kingsberry Dr, ANNAPOLIS

3 Beds 3 Baths 3,502 SqFt Residential MLS® # MDAA2158510

RE/MAX One

New Open House

$1,750,000

830 N 4th St, PHILADELPHIA

5 Beds 5.5 Baths 4,350 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 10:30am - 2pm

MLS® # PAPH2677518

Compass Pennsylvania, LLC

New Open House

$1,750,000

9945 Woodrow St, VIENNA

5 Beds 4.5 Baths 4,517 SqFt Residential MLS® # VAFX2344344

Samson Properties

Open House

$1,750,000

6704 Senecca Ln, SYKESVILLE

5 Beds 4.5 Baths 7,348 SqFt Residential MLS® # MDCR2038186

Long & Foster Real Estate, Inc.

New Open House

$1,750,000

43562 Firestone Pl, LEESBURG

5 Beds 5 Baths 8,389 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 2pm - 4pm

MLS® # VALO2137510

Samson Properties

Open House

$1,750,000

10015 Saddle Rd, VIENNA

5 Beds 3.5 Baths 4,163 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 1pm - 3pm

MLS® # VAFX2343284

Compass

New Open House

$1,750,000

10777 Symphony Park Dr, NORTH BETHESDA

4 Beds 4.5 Baths 4,400 SqFt Residential MLS® # MDMC2257250

RLAH @properties

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