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

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14321 Climbing Rose Way #302, CENTREVILLE

$1,795

14321 Climbing Rose Way #302, CENTREVILLE

1 Bed 1 Bath 703 SqFt Residential Lease MLS® # VAFX2332206

Keller Williams Realty

3045 Richmond St #503, PHILADELPHIA

$1,795

3045 Richmond St #503, PHILADELPHIA

2 Beds 2 Baths 1,047 SqFt Residential Lease MLS® # PAPH2670326

Fifth Realty

New
8909 Chesapeake Ave #b, NORTH BEACH

$1,795

8909 Chesapeake Ave #b, NORTH BEACH

2 Beds 1 Bath 4,141 SqFt Residential Lease MLS® # MDCA2031022

RE/MAX One

1 E Cherry Hill Rd E, REISTERSTOWN

$1,790

1 E Cherry Hill Rd E, REISTERSTOWN

0 Beds 0 Baths 1,200 SqFt Commercial Lease MLS® # MDBC2154322

Neighborhood Assistance Corporation of America

3045 Richmond St #502, PHILADELPHIA

$1,775

3045 Richmond St #502, PHILADELPHIA

2 Beds 2 Baths 1,047 SqFt Residential Lease MLS® # PAPH2670642

Fifth Realty

305 Charring Cross Dr, DOVER

$1,750

305 Charring Cross Dr, DOVER

3 Beds 1.5 Baths 1,760 SqFt Residential Lease MLS® # DEKT2047106

Welcome Home Realty

6413 Old York Rd #2, PHILADELPHIA

$1,750

6413 Old York Rd #2, PHILADELPHIA

4 Beds 1 Bath 2,100 SqFt Residential Lease MLS® # PAPH2648492

Century 21 Advantage Gold-Southampton

10237 Prince Pl #25-105, UPPER MARLBORO

$1,750

10237 Prince Pl #25-105, UPPER MARLBORO

1 Bed 1 Bath 840 SqFt Residential Lease MLS® # MDPG2211510

HomeSmart

2225 N 17th St, PHILADELPHIA

$1,750

2225 N 17th St, PHILADELPHIA

4 Beds 2 Baths 1,500 SqFt Residential Lease MLS® # PAPH2661502

Key Legacy Realty

322 Vine St #2c, CAMDEN

$1,750

322 Vine St #2c, CAMDEN

2 Beds 1 Bath 0 SqFt Residential Lease MLS® # NJCD2125638

TCS Management, LLC

Open House
8201 Hudson Court, YORK

$1,750

8201 Hudson Court, YORK

2 Beds 2 Baths 1,130 SqFt Residential Lease
Sat, Oct 17th, 2026 @ 9am - 4:30pm
MLS® # PAYK2111012

Cummings & Co. Realtors

Open House
8308 Hudson Court, YORK

$1,750

8308 Hudson Court, YORK

2 Beds 2 Baths 1,130 SqFt Residential Lease
Sat, Oct 10th, 2026 @ 9am - 4:30pm
MLS® # PAYK2111014

Cummings & Co. Realtors

Open House
3301 Rowen Court, YORK

$1,750

3301 Rowen Court, YORK

2 Beds 2 Baths 1,130 SqFt Residential Lease
Sat, Oct 10th, 2026 @ 9am - 4:30pm
MLS® # PAYK2111016

Cummings & Co. Realtors

Open House
871 N Preston St #6, PHILADELPHIA

$1,750

871 N Preston St #6, PHILADELPHIA

2 Beds 1 Bath 710 SqFt Residential Lease
Sun, Oct 11th, 2026 @ 1:30pm - 3pm
MLS® # PAPH2666708

KW Empower

Open House
871 N Preston St #7, PHILADELPHIA

$1,750

871 N Preston St #7, PHILADELPHIA

2 Beds 1 Bath 710 SqFt Residential Lease
Sun, Oct 11th, 2026 @ 1:30pm - 3pm
MLS® # PAPH2666718

KW Empower

Open House
871 N Preston St #8, PHILADELPHIA

$1,750

871 N Preston St #8, PHILADELPHIA

2 Beds 1 Bath 700 SqFt Residential Lease
Sun, Oct 11th, 2026 @ 1:30pm - 3pm
MLS® # PAPH2666724

KW Empower

10869 General Kirkland Dr, BRISTOW

$1,750

10869 General Kirkland Dr, BRISTOW

1 Bed 1 Bath 4,669 SqFt Residential Lease MLS® # VAPW2129990

Compass

3094 Fenegan Ct, LAKE RIDGE

$1,750

3094 Fenegan Ct, LAKE RIDGE

1 Bed 1 Bath 510 SqFt Residential Lease MLS® # VAPW2130250

Samson Properties