Chestertown Area Waterfront Homes for Sale, $400,000 - $500,000

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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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$1,299,900

274 Wadesville Rd, BERRYVILLE

2 Beds 3 Baths 3,298 SqFt Farm MLS® # VACL2007086

Pearson Smith Realty, LLC

$1,299,900

274 Wadesville Rd, BERRYVILLE

2 Beds 3 Baths 3,298 SqFt Residential MLS® # VACL2007084

Pearson Smith Realty, LLC

New

$1,299,500

1222 Kater St, PHILADELPHIA

3 Beds 4 Baths 3,250 SqFt Residential MLS® # PAPH2677514

BHHS Fox & Roach-Center City Walnut

Open House

$1,299,500

312 W Squire Dr, NEWTOWN SQUARE

3 Beds 3.5 Baths 2,260 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 2pm - 3pm

MLS® # PADE2121710

BHHS Fox & Roach-Haverford

New

$1,299,000

12505 Flint Tavern Ter, CLARKSBURG

5 Beds 4.5 Baths 6,671 SqFt Residential MLS® # MDMC2257784

Best Home Realty

$1,299,000

13501 Silent Lake Dr, CLARKSVILLE

4 Beds 4.5 Baths 6,117 SqFt Residential MLS® # MDHW2073998

Northrop Realty

$1,299,000

1701 Green Mill Rd, FINKSBURG

0 Beds 0 Baths 0 SqFt Land MLS® # MDCR2028486

Charis Realty Group

Open House

$1,299,000

↓ $41,000

255 W. Falls Station Blvd #ph6, FALLS CHURCH

3 Beds 2 Baths 1,475 SqFt Residential

Open House

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

MLS® # VAFA2002252

Hoffman Realty

$1,297,000

↓ $77,000

41217 Blue Oat Ct, ALDIE

3 Beds 3.5 Baths 5,608 SqFt Residential MLS® # VALO2130018

Samson Properties

New Open House

$1,295,000

522 G St Ne, WASHINGTON

3 Beds 3.5 Baths 1,800 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 3pm

MLS® # DCDC2287102

Berkshire Hathaway HomeServices PenFed Realty

New Open House

$1,295,000

7203 Leeton Ct, WARRENTON

4 Beds 4.5 Baths 4,721 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 3pm

MLS® # VAFQ2024194

Pearson Smith Realty, LLC

New Open House

$1,295,000

2902 Vista St Ne, WASHINGTON

6 Beds 5.5 Baths 5,450 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 3pm

MLS® # DCDC2286196

Compass

Open House

$1,295,000

9830 Faust Dr, VIENNA

4 Beds 3.5 Baths 3,640 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 3pm

MLS® # VAFX2343726

Compass

$1,295,000

12420 Benson Branch Rd, ELLICOTT CITY

5 Beds 4.5 Baths 6,103 SqFt Residential MLS® # MDHW2074568

Compass

New Open House

$1,295,000

1006 Percheron Dr Sw, LEESBURG

5 Beds 4 Baths 4,900 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1pm - 3pm

MLS® # VALO2136298

Pearson Smith Realty, LLC

Open House

$1,295,000

620 W Kingsley St, PHILADELPHIA

4 Beds 3.5 Baths 3,150 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 12pm - 1pm

MLS® # PAPH2668350

Compass Pennsylvania, LLC

$1,295,000

2601 Military Rd, ARLINGTON

4 Beds 2 Baths 2,098 SqFt Residential MLS® # VAAR2079164

Century 21 Redwood Realty

Open House

$1,295,000

↓ $55,000

4096 21st Rd N, ARLINGTON

2 Beds 2.5 Baths 1,725 SqFt Residential

Open House

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

MLS® # VAAR2078726

Keller Williams Realty

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