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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New Open House

$375,000

2428 Canada Hill Rd, MYERSVILLE

3 Beds 1 Bath 1,260 SqFt Residential

Open House

Wed, Oct 14th, 2026 @ 4pm - 7pm

MLS® # MDFR2090002

Long & Foster Real Estate, Inc.

Open House

$375,000

12933 Centre Park Cir #402, HERNDON

2 Beds 2 Baths 1,175 SqFt Residential MLS® # VAFX2343692

Pearson Smith Realty, LLC

New Open House

$375,000

121 Lamport Rd, REISTERSTOWN

4 Beds 2.5 Baths 2,294 SqFt Residential MLS® # MDBC2177244

LPT Realty, LLC

Open House

$375,000

701 2nd St, DELANCO TWP

4 Beds 1 Bath 2,225 SqFt Residential

Open House

Fri, Oct 9th, 2026 @ 4pm - 6pm

MLS® # NJBL2121474

EXP Realty, LLC

$375,000

1400 W Landis Ave, VINELAND

0 Beds 0 Baths 1,500 SqFt Commercial Sale MLS® # NJCB2033134

Better Homes and Gardens Real Estate Maturo

New Open House

$375,000

8212 Evergreen Dr, BALTIMORE

4 Beds 2.5 Baths 2,523 SqFt Residential

Open House

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

MLS® # MDBC2176914

Next Step Realty

New Open House

$375,000

131 E 1st Ave #11, COLLEGEVILLE

2 Beds 3 Baths 1,978 SqFt Residential

Open House

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

MLS® # PAMC2195534

Keller Williams Real Estate-Montgomeryville

$375,000

7819 Leonardo Ct, PASADENA

3 Beds 2.5 Baths 1,776 SqFt Residential MLS® # MDAA2157806

Douglas Realty LLC

$375,000

700-8 Borbeck Ave, PHILADELPHIA

0 Beds 0 Baths 1,404 SqFt Multi-Family MLS® # PAPH2673640

RE/MAX One Realty

New

$375,000

47 Mountainside Rd, HARPERS FERRY

3 Beds 2 Baths 1,400 SqFt Residential MLS® # WVJF2026562

Redfin Corporation

$375,000

13 Annapolis Dr, SICKLERVILLE

3 Beds 2.5 Baths 1,516 SqFt Residential MLS® # NJCD2127424

Keller Williams - Main Street

$375,000

1272 Shipwreck Rd, SHENANDOAH

4 Beds 3 Baths 1,311 SqFt Residential MLS® # VAPA2007030

Whitetail Properties Real Estate, LLC

New Open House

$375,000

2754 Big Rd, FREDERICK

3 Beds 2 Baths 1,456 SqFt Residential

Open House

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

MLS® # PAMC2195132

Keller Williams Real Estate-Montgomeryville

$375,000

5904 Castle Haven Rd, CAMBRIDGE

3 Beds 2 Baths 2,089 SqFt Residential MLS® # MDDO2013206

Foraker Realty Co.

$375,000

84 Iron Hill Rd, DOYLESTOWN

0 Beds 0 Baths 0 SqFt Land MLS® # PABU2131642

EXP Realty, LLC

Open House

$375,000

106-a Waters Edge Dr #106a, CRISFIELD

4 Beds 3.5 Baths 2,050 SqFt Residential

Open House

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

MLS® # MDSO2007880

EXP Realty, LLC

$375,000

4628 28th Rd S #c, ARLINGTON

2 Beds 1 Bath 755 SqFt Residential MLS® # VAAR2079950

EXP Realty, LLC

$375,000

124 B Brumbaugh Ave, CHAMBERSBURG

2 Beds 2 Baths 1,352 SqFt Residential MLS® # PAFL2037708

RE/MAX Realty Agency, Inc.

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