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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$2,100,000

38149 John Wolford Rd, HILLSBORO

5 Beds 5.5 Baths 6,537 SqFt Residential MLS® # VALO2133330

Pearson Smith Realty, LLC

Open House

$2,099,900

6512 Williamsburg Blvd, ARLINGTON

6 Beds 5 Baths 6,587 SqFt Residential

Open House

Fri, Oct 9th, 2026 @ 12pm - 2pm

MLS® # VAAR2079662

D.S.A. Properties & Investments LLC

Open House

$2,095,000

5313 Massachusetts Ave, BETHESDA

7 Beds 4.5 Baths 5,500 SqFt Residential

Open House

Sat, Oct 10th, 2026 @ 1:30pm - 3:30pm

MLS® # MDMC2237178

Compass

Open House

$2,050,000

17011 Troyer Rd, MONKTON

4 Beds 2.5 Baths 3,010 SqFt Farm MLS® # MDBC2165608

Cummings & Co. Realtors

New

$2,000,000

2000 Fraley Ln, PASADENA

6 Beds 7.5 Baths 9,261 SqFt Residential MLS® # MDAA2158712

Hyatt & Company Real Estate, LLC

New

$2,000,000

521 E St Ne, WASHINGTON

3 Beds 3.5 Baths 2,198 SqFt Residential MLS® # DCDC2286300

Keller Williams Capital Properties

$2,000,000

1 Pennsylvania Ave, WAYNE

0 Beds 0 Baths 3,500 SqFt Commercial Sale MLS® # PADE2122800

Coldwell Banker Realty

$2,000,000

1 Pennsylvania Ave, WAYNE

0 Beds 0 Baths 3,500 SqFt Multi-Family MLS® # PADE2122732

Coldwell Banker Realty

Open House

$2,000,000

11616 Mirror Pond Ct, FULTON

5 Beds 4.5 Baths 7,854 SqFt Residential

Open House

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

MLS® # MDHW2065500

Northrop Realty

New

$1,999,999

45 Frank Dr, MANAHAWKIN

5 Beds 3 Baths 2,550 SqFt Residential MLS® # NJOC2045632

Weichert Realtors - Ship Bottom

New

$1,999,999

5716 N Kings Hwy, ALEXANDRIA

5 Beds 3.5 Baths 4,227 SqFt Residential MLS® # VAFX2344440

RE/MAX Gateway, LLC

$1,999,999

2007 Kalorama Rd Nw, WASHINGTON

0 Beds 0 Baths 4,872 SqFt Multi-Family MLS® # DCDC2282982

Compass

Open House

$1,999,999

415 Bridgeboro Rd, MOORESTOWN

5 Beds 5.5 Baths 9,984 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 1pm - 4pm

MLS® # NJBL2115288

Weichert Realtors - Moorestown

Open House

$1,999,999

↓ $500,001

9237 Frostown Rd, MIDDLETOWN

4 Beds 4.5 Baths 6,578 SqFt Residential

Open House

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

MLS® # MDFR2082166

Berkshire Hathaway HomeServices PenFed Realty

Open House

$1,999,999

3022 Castle Rd, FALLS CHURCH

5 Beds 5.5 Baths 5,538 SqFt Residential

Open House

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

MLS® # VAFX2310718

Compass

Open House

$1,999,900

3 Wickerly Ln #d1d, CHALFONT

5 Beds 5.5 Baths 5,603 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 1pm - 4pm

MLS® # PABU2132530

Everest Consulting Group LP

Open House

$1,999,900

9683 Alexandra Nicole Dr, LORTON

6 Beds 6 Baths 8,739 SqFt Residential

Open House

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

MLS® # VAFX2328804

Real Broker, LLC

Open House

$1,999,000

4512 Van Ness St Nw, WASHINGTON

4 Beds 3.5 Baths 3,724 SqFt Residential

Open House

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

MLS® # DCDC2284704

Compass

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