Chestertown Area Waterfront Homes for Sale, Under $100,000

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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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Open House

$2,195,000

↓ $104,000

515 Long Beach Blvd, SHIP BOTTOM

4 Beds 2.5 Baths 2,200 SqFt Residential

Open House

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

MLS® # NJOC2043976

Island Realty-Surf City

Open House

$2,195,000

5904 Greentree Rd, BETHESDA

5 Beds 5.5 Baths 4,544 SqFt Residential

Open House

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

MLS® # MDMC2224020

Compass

New

$2,190,000

1004 Granda Flora Ct, SEVERNA PARK

5 Beds 6.5 Baths 7,066 SqFt Residential MLS® # MDAA2156772

Douglas Realty LLC

New Open House

$2,185,000

5005 Laburch Ln, ANNANDALE

6 Beds 7 Baths 7,057 SqFt Residential MLS® # VAFX2344204

Fairfax Realty Select

Open House

$2,175,000

8205 River Rd, BETHESDA

4 Beds 3 Baths 3,400 SqFt Residential

Open House

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

MLS® # MDMC2254538

Long & Foster Real Estate, Inc.

New

$2,150,000

1345 Kirby Rd, MCLEAN

4 Beds 3.5 Baths 3,010 SqFt Residential MLS® # VAFX2345358

Compass

Open House

$2,150,000

125 Commonage Dr, GREAT FALLS

6 Beds 4.5 Baths 4,861 SqFt Residential MLS® # VAFX2343892

Compass

$2,150,000

6302 Long Meadow Rd, MCLEAN

5 Beds 3.5 Baths 4,439 SqFt Residential MLS® # VAFX2342770

REP Real Estate Partners

Open House

$2,150,000

5622 Massachusetts Ave, BETHESDA

4 Beds 3.5 Baths 4,063 SqFt Residential

Open House

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

MLS® # MDMC2255866

Washington Fine Properties, LLC

$2,150,000

4414 Colchester Dr, KENSINGTON

5 Beds 4.5 Baths 0 SqFt Residential MLS® # MDMC2206204

Realty Advantage of Maryland LLC

Open House

$2,149,900

↓ $50,000

2000 Oswald Pl, FALLS CHURCH

6 Beds 7 Baths 6,800 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 12pm - 2pm

MLS® # VAFX2324480

TTR Sotheby's International Realty

$2,149,900

2110 Union Hill Rd, MALVERN

4 Beds 3.5 Baths 5,204 SqFt Residential MLS® # PACT2127958

Compass Pennsylvania, LLC

Open House

$2,149,000

5123 25th Rd N, ARLINGTON

5 Beds 5.5 Baths 4,148 SqFt Residential

Open House

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

MLS® # VAAR2077996

Washington Fine Properties

Open House

$2,149,000

5430 Chevy Chase Parkway Nw, WASHINGTON

5 Beds 4.5 Baths 3,634 SqFt Residential

Open House

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

MLS® # DCDC2273826

Washington Fine Properties, LLC

$2,149,000

914 Westminster St Nw, WASHINGTON

5 Beds 4.5 Baths 3,290 SqFt Residential MLS® # DCDC2268848

Long & Foster Real Estate, Inc.

Open House

$2,125,000

43261 Overview Pl, LEESBURG

7 Beds 6.5 Baths 7,008 SqFt Residential

Open House

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

MLS® # VALO2131478

Keller Williams Realty

Open House

$2,125,000

↓ $100,000

532 Walker Rd, GREAT FALLS

6 Beds 5.5 Baths 8,131 SqFt Residential

Open House

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

MLS® # VAFX2297934

Pearson Smith Realty, LLC

Open House

$2,120,000

1201 N Royal St #409, ALEXANDRIA

2 Beds 2.5 Baths 1,863 SqFt Residential

Open House

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

MLS® # VAAX2062016

The Mayhood Company

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