Coldwell Banker Premier
  • Home
  • Careers
    1. Careers
    2. How to Get Your Real Estate License
  • Buy
    1. Why Buy From Us?
    2. All Listings
    3. Featured Listings
    4. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Rentals
  • Vacation Rentals
    1. DE Vacation Rentals
    2. LIST YOUR RENTAL PROPERTY
    3. SEASONAL RENTALS
    4. WINTER RENTALS
    5. YEAR ROUND RENTALS
  • Commercial
  • Property Management
    1. VA, WV, MD, PA Property Management
    2. Delaware Rentals & Leasing
  • Neighborhoods
    1. Basye
    2. Ashburn
    3. Shepherdstown
    4. Martinsburg
    5. Berkeley Springs
    6. Falling Waters
    7. Stephens City
    8. Edinburg
    9. Harrisonburg
    10. Strasburg
    11. Mount Jackson
    12. Staunton
    13. Front Royal
    14. New Market
    15. Harrisonburg
    16. Charlottesville
    17. Winchester
    18. Waynesboro
    19. Stephenson
    20. Harpers Ferry
  • Market Snapshot
  • Move Meter
  • Our Blog
  • About
    1. Meet Our Team
    2. Delaware Offices
      1. Lewes Office
      2. Milford Office
      3. Rehoboth Beach Office
      4. Seaford Office
    3. Virginia Offices
      1. Bayse Office
      2. Front Royal Office
      3. Harrisonburg Office
      4. Virginia Beach Office
      5. Winchester Office
      6. Old Town Winchester Office
    4. West Virginia Offices
      1. Berkeley Springs Office
      2. Martinsburg Office
      3. Shepherdstown Office
    5. Maryland Offices
      1. Cumberland Office
    6. About Us
    7. Contact Us
  • Charities
  • Register
  • Sign In
None Available, Chestertown, MD
Price
    • Any
    • $ 50,000
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 800,000
Beds
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
Baths
    • Any
    • 1
    • 1.5
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 1.5
    • 2
    • 3
    • 4
    • 5
  • List
  • Mixed
  • Map
Map
11 Properties Available

11 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
141 PROSPECT ST, Chestertown, MD 21620
1/16
New

$165,000

4 Beds2 Baths1,156 SqFt

141 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006036

Listed by Taylor Properties

Bright MLS (BMLS)
24775 LANGFORD RD, Chestertown, MD 21620
1/36
Active

$319,900

3 Beds1 Bath1,008 SqFt

24775 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2005992

Listed by RE/MAX 1st Choice - Middletown

Bright MLS (BMLS)
676 DEEP LANDING RD, Chestertown, MD 21620
1/24
Under Contract

$315,000

3 Beds3 Baths1,468 SqFt

676 DEEP LANDING RD, Chestertown, MD 21620

MLS# MDQA2015466

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
611 CANNON ST, Chestertown, MD 21620
1/18
Active

$299,000

2 Beds2 Baths920 SqFt

611 CANNON ST, Chestertown, MD 21620

MLS# MDKE2005906

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
8750 GEORGETOWN RD, Chestertown, MD 21620
1/25
Price Dropped by $5K

$334,000

3 Beds2 Baths1,900 SqFt

8750 GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2005834

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
127 WOOD DUCK LN, Chestertown, MD 21620
1/26
Active

$215,000

3 Beds2 Baths1,666 SqFt

127 WOOD DUCK LN, Chestertown, MD 21620

MLS# MDQA2015154

Listed by RE/MAX Point Realty

Bright MLS (BMLS)
8833 GEORGETOWN RD, Chestertown, MD 21620
1/47
Under Contract

$364,000

4 Beds2 Baths1,625 SqFt

8833 GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2005766

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
23110 OLD FAIRLEE RD, Chestertown, MD 21620
1/29
Price Dropped by $10K

$349,900

3 Beds1 Bath1,805 SqFt

23110 OLD FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2005676

Listed by Real Broker LLC

Bright MLS (BMLS)
7989 QUAKER NECK RD, Chestertown, MD 21620
1/90
Active
3D

$2,500,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
234 N COLLEGE AVE, Chestertown, MD 21620
1/3
Under Contract

$164,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2005434

Listed by Cummings & Co Realtors

Bright MLS (BMLS)
24543 CHESTERTOWN RD, Chestertown, MD 21620
1/55
Pending

$425,000

3 Beds2 Baths3,280 SqFt

24543 CHESTERTOWN RD, Chestertown, MD 21620

MLS# MDKE2004580

Listed by RE/MAX Executive

Bright MLS (BMLS)
  • 1
default
Coldwell Banker Premier

CB Premier

+1(540) 269-5683 cbpadmin@premiermove.com

1682 S Pleasant Valley Rd, Winchester, VA, 22601, United States

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      Commercial
      Market Snapshot
      About
      1. Meet Our Team
      2. Delaware Offices
      3. Virginia Offices
      4. West Virginia Offices
      5. Maryland Offices
      6. About Us
      7. Contact Us
    • Careers
      1. Careers
      2. How to Get Your Real Estate License
      Rentals
      Property Management
      1. VA, WV, MD, PA Property Management
      2. Delaware Rentals & Leasing
      Move Meter
      Charities
    • Buy
      1. Why Buy From Us?
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      Vacation Rentals
      1. DE Vacation Rentals
      2. LIST YOUR RENTAL PROPERTY
      3. SEASONAL RENTALS
      4. WINTER RENTALS
      5. YEAR ROUND RENTALS
      Neighborhoods
      1. Basye
      2. Ashburn
      3. Shepherdstown
      4. Martinsburg
      5. Berkeley Springs
      6. Falling Waters
      7. Stephens City
      8. Edinburg
      9. Harrisonburg
      10. Strasburg
      11. Mount Jackson
      12. Staunton
      13. Front Royal
      14. New Market
      15. Harrisonburg
      16. Charlottesville
      17. Winchester
      18. Waynesboro
      19. Stephenson
      20. Harpers Ferry
      Our Blog

Get My App

Steve DuBrueler, Broker

16 Offices Serving VA, WV, DC, MD, DE, PA, and NC

1682 S. Pleasant Valley Road, Winchester, VA 22601 

14 E. Piccadilly Street, Winchester, VA 22601

115 Aikens Center, Suite 21, Martinsburg, WV 25404 

415 South Street Suite C, Front Royal, VA 22630 

116 East German Street, Shepherdstown, WV 25443

1618 Orkney Grade, Suite A, Basye, VA 22810

200 S. Washington Street, Berkeley Springs, WV 25411

1950 Evelyn Byrd Avenue, Suite A, Harrisonburg, VA 22801

20184 Coastal Highway, Rehoboth Beach, DE 19971

800 Kings Highway, Lewes, DE 19958

22350 Sussex Highway, Seaford, DE 19973

711 N. DuPont Boulevard, Milford, DE 19963

4460 Corporation Lane, Virginia Beach, VA 23462

129 S. Juliana Street, Bedford, PA 15522

110 W. Main Street, Everett, PA 15537

131 N. Centre Street, Cumberland, MD 21502

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
OTHER HOMES TO CONSIDER
  • Homes For Sale in Falling Waters, WV
  • Homes For Sale in Winchester, VA
  • Homes For Sale in Harrisonburg, VA
  • Homes For Sale in Front Royal, VA
  • Homes For Sale in Berkeley Springs, WV
  • Homes For Sale in Martinsburg, WV
  • Homes For Sale in Shepherdstown, WV
  • Homes For Sale in Ashburn, VA
  • Homes For Sale in Strasburg, VA
  • Homes For Sale in Edinburg, VA
  • Homes For Sale in Stephens City, VA
  • Homes for Sale in Lewes, DE
default
Coldwell Banker Premier

CB Premier

+1(540) 269-5683 cbpadmin@premiermove.com

1682 S Pleasant Valley Rd, Winchester, VA, 22601, United States

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      Commercial
      Market Snapshot
      About
      1. Meet Our Team
      2. Delaware Offices
      3. Virginia Offices
      4. West Virginia Offices
      5. Maryland Offices
      6. About Us
      7. Contact Us
    • Careers
      1. Careers
      2. How to Get Your Real Estate License
      Rentals
      Property Management
      1. VA, WV, MD, PA Property Management
      2. Delaware Rentals & Leasing
      Move Meter
      Charities
    • Buy
      1. Why Buy From Us?
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      Vacation Rentals
      1. DE Vacation Rentals
      2. LIST YOUR RENTAL PROPERTY
      3. SEASONAL RENTALS
      4. WINTER RENTALS
      5. YEAR ROUND RENTALS
      Neighborhoods
      1. Basye
      2. Ashburn
      3. Shepherdstown
      4. Martinsburg
      5. Berkeley Springs
      6. Falling Waters
      7. Stephens City
      8. Edinburg
      9. Harrisonburg
      10. Strasburg
      11. Mount Jackson
      12. Staunton
      13. Front Royal
      14. New Market
      15. Harrisonburg
      16. Charlottesville
      17. Winchester
      18. Waynesboro
      19. Stephenson
      20. Harpers Ferry
      Our Blog

Get My App

Steve DuBrueler, Broker

16 Offices Serving VA, WV, DC, MD, DE, PA, and NC

1682 S. Pleasant Valley Road, Winchester, VA 22601 

14 E. Piccadilly Street, Winchester, VA 22601

115 Aikens Center, Suite 21, Martinsburg, WV 25404 

415 South Street Suite C, Front Royal, VA 22630 

116 East German Street, Shepherdstown, WV 25443

1618 Orkney Grade, Suite A, Basye, VA 22810

200 S. Washington Street, Berkeley Springs, WV 25411

1950 Evelyn Byrd Avenue, Suite A, Harrisonburg, VA 22801

20184 Coastal Highway, Rehoboth Beach, DE 19971

800 Kings Highway, Lewes, DE 19958

22350 Sussex Highway, Seaford, DE 19973

711 N. DuPont Boulevard, Milford, DE 19963

4460 Corporation Lane, Virginia Beach, VA 23462

129 S. Juliana Street, Bedford, PA 15522

110 W. Main Street, Everett, PA 15537

131 N. Centre Street, Cumberland, MD 21502

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.