Chestertown Area Waterfront Homes for Sale, $500,000 - $600,000

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New
322 Highland Ave, WINCHESTER

$289,900

322 Highland Ave, WINCHESTER

4 Beds 2.5 Baths 1,484 SqFt Residential MLS® # VAWI2011462

EXP Realty, LLC

220 Mckinley Ave, NORWOOD

$289,900

220 Mckinley Ave, NORWOOD

3 Beds 1 Bath 960 SqFt Residential MLS® # PADE2122604

Coldwell Banker Realty

15 S Wycombe Ave, LANSDOWNE

$289,900

15 S Wycombe Ave, LANSDOWNE

3 Beds 2 Baths 1,874 SqFt Residential MLS® # PADE2122758

Keller Williams Main Line

225 N Main St. #, TELFORD

$289,900

225 N Main St. #, TELFORD

2 Beds 1 Bath 1,000 SqFt Residential MLS® # PABU2130364

RE/MAX Reliance

Open House
326 Queen St #3, PHILADELPHIA

$289,900

326 Queen St #3, PHILADELPHIA

1 Bed 1 Bath 556 SqFt Residential
Sat, Oct 10th, 2026 @ 11:30am - 1:30pm
MLS® # PAPH2667176

Compass

Open House
103 123rd St #0301, OCEAN CITY

$289,900

103 123rd St #0301, OCEAN CITY

1 Bed 1 Bath 698 SqFt Residential
Fri, Oct 9th, 2026 @ 4pm - 6pm
MLS® # MDWO2041162

Coldwell Banker Realty

645 Milford Ct, ABINGDON

$289,900

645 Milford Ct, ABINGDON

3 Beds 2 Baths 1,540 SqFt Residential MLS® # MDHR2060024

American Dream Realty and Management

Open House
16160 Sherwin Ct, NEW FREEDOM

$289,900

16160 Sherwin Ct, NEW FREEDOM

3 Beds 2.5 Baths 1,910 SqFt Residential
Sat, Oct 10th, 2026 @ 2:30pm - 4pm
MLS® # PAYK2111946

Howard Hanna Real Estate Services

6026 Keystone St, PHILADELPHIA

$289,900

6026 Keystone St, PHILADELPHIA

3 Beds 2 Baths 1,088 SqFt Residential MLS® # PAPH2672514

20/20 Real Estate - Bensalem

97 Horseshoe Dr #97, QUAKERTOWN

$289,900

97 Horseshoe Dr #97, QUAKERTOWN

3 Beds 2 Baths 1,326 SqFt Residential MLS® # PABU2132156

Realty Mark Associates

1530 Central Church Rd, DOVER

$289,900

1530 Central Church Rd, DOVER

3 Beds 2 Baths 1,104 SqFt Residential MLS® # DEKT2051076

Bryan Realty Group

New
152 Emily Dr, SALISBURY

$289,900

152 Emily Dr, SALISBURY

3 Beds 2.5 Baths 1,352 SqFt Residential MLS® # MDWC2024916

Keller Williams Realty Delmarva

New
309 Stonegate Cir S, CHAMBERSBURG

$289,900

309 Stonegate Cir S, CHAMBERSBURG

2 Beds 2 Baths 1,317 SqFt Residential MLS® # PAFL2038088

Samson Properties

New
363 Raymond Rd, ENOLA

$289,900

363 Raymond Rd, ENOLA

3 Beds 2 Baths 1,638 SqFt Residential MLS® # PACB2059176

Howard Hanna Company-Harrisburg

New
203 3rd, BOILING SPRINGS

$289,900

203 3rd, BOILING SPRINGS

3 Beds 2 Baths 1,552 SqFt Residential MLS® # PACB2059182

EXP Realty, LLC

New
163 Grand Dr, TANEYTOWN

$289,900

163 Grand Dr, TANEYTOWN

3 Beds 2 Baths 1,108 SqFt Residential MLS® # MDCR2038220

Allfirst Realty, Inc.

New Open House
810 Allen St, NEW CUMBERLAND

$289,900

810 Allen St, NEW CUMBERLAND

4 Beds 1.5 Baths 1,860 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
MLS® # PACB2059216

Howard Hanna Company-Harrisburg

New
408 Boyer St, ENOLA

$289,900

408 Boyer St, ENOLA

3 Beds 2 Baths 1,293 SqFt Residential MLS® # PACB2059220

RE/MAX Evolved