JPAR Real Estate Professionals JPAR Real Estate Professionals
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Annapolis
    2. Edgewater
    3. Tracys Landing
    4. Deale
    5. Lothian
    6. Upper Marlboro
    7. Lusby
    8. Prince Frederick
    9. Huntingtown
    10. Owings
    11. Dunkirk
    12. North Beach
    13. Chesapeake Beach
  • Market Snapshot
  • Southern Maryland
    1. Southern Maryland
    2. Calvert County
  • About Us
    1. About Us
    2. Contact Us
    3. Reviews
  • Blogs
  • MORE
  • Register
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
0 Filters
0 Filters Applied

Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space
Carport Spaces

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (1)
Save your search to get Alerts
130 Properties
Map

130 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
The average price in the selected areas has remained stable. Learn more
  • 21082 WYOMING AVE, Chestertown, MD 21620
    3 Beds4 Baths2,699 SqFt
    1/61 61
    Open 5/31 11AM-2PM

    $1,799,000

    21082 WYOMING AVE, Chestertown, MD 21620

    MLS# MDKE2005016

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 114 RYAN CT, Chestertown, MD 21620
    2 Beds2 Baths1,496 SqFt
    1/36 36
    Open Sat 11AM-1PM

    $429,000

    114 RYAN CT, Chestertown, MD 21620

    MLS# MDQA2012972

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 26889 MORGNEC RD, Chestertown, MD 21620
    2 Beds2 Baths1,966 SqFt
    1/32 32
    Open Sat 12PM-2PM

    $865,000

    26889 MORGNEC RD, Chestertown, MD 21620

    MLS# MDKE2005060

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • LITTLE HARBOR WAY #1, Chestertown, MD 21620
    3 Beds3 Baths2,315 SqFt
    1/22 22
    Open Sat 11AM-2PM

    $1,459,000

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 105 HIGH ST, Chestertown, MD 21620
    5 Beds5 Baths3,243 SqFt
    1/52 52
    Open Sat 9:30AM-11:30AM

    $1,395,500

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 103 LANDING LN, Chestertown, MD 21620
    2 Beds3 Baths2,100 SqFt
    1/41 41
    Open Sat 11AM-2PM

    $579,000

    103 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2004972

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 212 LANDING LN, Chestertown, MD 21620
    3 Beds4 Baths
    1/36 36
    Open Sat 11AM-2PM

    $779,000

    212 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 508 CANNON ST, Chestertown, MD 21620
    3 Beds3 Baths2,240 SqFt
    1/20 20
    Pending

    $150,000

    508 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005160

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
  • 200 HOFFMAN LN, Chestertown, MD 21620
    3 Beds1 Bath1,128 SqFt
    1/8 8
    New

    $408,000

    200 HOFFMAN LN, Chestertown, MD 21620

    MLS# MDQA2013020

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 420 CANNON ST, Chestertown, MD 21620
    2 Beds2 Baths1,080 SqFt
    1/3 3
    Coming Soon

    $395,000

    420 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005174

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 109 EDMORE RD, Chestertown, MD 21620
    3 Beds2 Baths1,344 SqFt
    1/24 24
    New

    $344,900

    109 EDMORE RD, Chestertown, MD 21620

    MLS# MDQA2013256

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 7961 QUAKER NECK RD, Chestertown, MD 21620
    5 Beds4 Baths4,167 SqFt
    1/95 95
    Pending

    $1,495,000

    7961 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005090

    Listed by Compass

    Bright MLS (BMLS)
  • 5594 LANGFORD BAY RD, Chestertown, MD 21620
    3 Beds2 Baths1,682 SqFt
    1/7 7
    Pending

    $700,000

    5594 LANGFORD BAY RD, Chestertown, MD 21620

    MLS# MDKE2005118

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 619 CANNON ST, Chestertown, MD 21620
    1 Bed1 Bath882 SqFt
    1/9 9
    Under Contract

    $220,000

    619 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005050

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 9050 POINT LN, Chestertown, MD 21620
    4 Beds3 Baths3,166 SqFt
    1/71 71
    Active

    $745,000

    9050 POINT LN, Chestertown, MD 21620

    MLS# MDKE2005102

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 10175 JOHN CARVILL RD, Chestertown, MD 21620
    5 Beds4 Baths3,155 SqFt
    1/72 72
    Under Contract

    $625,000

    10175 JOHN CARVILL RD, Chestertown, MD 21620

    MLS# MDKE2005144

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • 1814 PONDTOWN RD, Chestertown, MD 21620
    3 Beds1 Bath973 SqFt
    1/8 8
    Active

    $125,000

    1814 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2013018

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 325 DEVON DR, Chestertown, MD 21620
    4 Beds3 Baths4,086 SqFt
    1/61 61
    Pending

    $525,000

    325 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2005100

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 10141 FLATLAND RD, Chestertown, MD 21620
    2 Beds1 Bath2,142 SqFt
    1/5 5
    Under Contract

    $292,900

    10141 FLATLAND RD, Chestertown, MD 21620

    MLS# MDKE2005136

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 236 MERGANSER DR, Chestertown, MD 21620
    1 Bed1 Bath900 SqFt
    1/10 10
    Active

    $213,000

    236 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2013084

    Listed by Thurston Wyatt Real Estate, LLC

    Bright MLS (BMLS)
  • 25285 FOXCHASE DR, Chestertown, MD 21620
    3 Beds3 Baths2,010 SqFt
    1/39 39
    Under Contract

    $575,000

    25285 FOXCHASE DR, Chestertown, MD 21620

    MLS# MDKE2005078

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 108 N QUEEN ST, Chestertown, MD 21620
    5 Beds3 Baths2,536 SqFt
    1/40 40
    Under Contract

    $599,900

    108 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2004886

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 101 BIRCH RUN RD, Chestertown, MD 21620
    3 Beds2 Baths1,961 SqFt
    1/22 22
    Under Contract

    $549,000

    101 BIRCH RUN RD, Chestertown, MD 21620

    MLS# MDKE2005088

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 107 N QUEEN ST, Chestertown, MD 21620
    4 Beds2 Baths3,050 SqFt
    1/4 4
    Coming Soon

    $529,000

    107 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2005108

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.
Quick Search
  • Homes For Sale in Calvert County, MD
  • Homes For Sale in Charles County, MD
  • Homes For Sale Saint Mary's County, MD
  • Homes For Sale in Anne Arundel County, MD
  • Homes for Sale in Prince George's County, MD
defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.