Monument Sotheby's International Realty
  • Welcome
  • Discover
    1. Destinations
      1. Annapolis
      2. Eastport
      3. Severna Park
      4. Davidsonville
      5. Crownsville
      6. Edgewater
      7. Arnold
    2. Communities
      1. Cape Arthur
      2. Pendennis Mount
      3. Annapolis Preserve
      4. Oakleigh Forest
      5. Downs On the Severn
      6. Cottage Farm Estates
      7. Cadle Creek Edgewater
      8. Homeport Farm Edgewater
      9. The Ridings At North Branch
    3. Lifestyles
      1. Waterfront Living
  • Our Team
    1. Meet The Team
    2. Testimonials
    3. In The News
    4. The Insider
  • Market Snapshot
  • Buying
    1. Homes For Sale
    2. New Construction
    3. Sold Listings
  • Selling
    1. Sell My Home
    2. Home Valuation
  • Get In Touch
  • Register
  • Sign In
Filters Reset
Save Search (1)
Save your search to get Alerts
131 Properties

131 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
  • 5594 LANGFORD BAY RD, Chestertown, MD 21620
    1/7 7
    Pending

    $ 700,000

    3 Beds2 Baths1,682 SqFt

    5594 LANGFORD BAY RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005118

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 22153 1ST POINT RD, Chestertown, MD 21620
    1/87 87
    Active

    $ 1,200,000

    5 Beds6 Baths3,078 SqFt

    22153 1ST POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004460

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 26865 MALLARD RD, Chestertown, MD 21620
    1/49 49
    Price Dropped by $49K

    $ 950,000

    4 Beds3 Baths3,355 SqFt

    26865 MALLARD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004550

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 21082 WYOMING AVE, Chestertown, MD 21620
    1/61 61
    Open 5/31 11AM-2PM

    $ 1,799,000

    3 Beds4 Baths2,699 SqFt

    21082 WYOMING AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005016

    Listed by Doug Ashley Realtors, LLC

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

    $ 429,000

    2 Beds2 Baths1,496 SqFt

    114 RYAN CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012972

    Listed by Taylor Properties

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

    $ 865,000

    2 Beds2 Baths1,966 SqFt

    26889 MORGNEC RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005060

    Listed by Coldwell Banker Chesapeake Real Estate Company

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

    $ 1,459,000

    3 Beds3 Baths2,315 SqFt

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

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

    $ 1,395,500

    5 Beds5 Baths3,243 SqFt

    105 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

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

    $ 579,000

    2 Beds3 Baths2,100 SqFt

    103 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004972

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 314 DEVON DR, Chestertown, MD 21620
    1/47 47
    Open Sat 10AM-12PM

    $ 514,500

    4 Beds4 Baths3,420 SqFt

    314 DEVON DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004946

    Listed by The Parker Group

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

    $ 779,000

    3 Beds4 Baths

    212 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 811 S MEADOWVIEW DR, Chestertown, MD 21620
    Coming Soon

    $ 459,000

    3 Beds2 Baths2,064 SqFt

    811 S MEADOWVIEW DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005086

    Listed by Redfin Corp

    Bright MLS (BMLS)
  • 508 CANNON ST, Chestertown, MD 21620
    1/20 20
    Pending

    $ 150,000

    3 Beds3 Baths2,240 SqFt

    508 CANNON ST, Chestertown, MD 21620

    Single Family Home, Townhouse

    MLS# MDKE2005160

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
  • 200 HOFFMAN LN, Chestertown, MD 21620
    1/8 8
    New

    $ 408,000

    3 Beds1 Bath1,128 SqFt

    200 HOFFMAN LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013020

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 420 CANNON ST, Chestertown, MD 21620
    1/3 3
    Coming Soon

    $ 395,000

    2 Beds2 Baths1,080 SqFt

    420 CANNON ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005174

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 109 EDMORE RD, Chestertown, MD 21620
    1/24 24
    New

    $ 344,900

    3 Beds2 Baths1,344 SqFt

    109 EDMORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013256

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 7961 QUAKER NECK RD, Chestertown, MD 21620
    1/95 95
    Pending

    $ 1,495,000

    5 Beds4 Baths4,167 SqFt

    7961 QUAKER NECK RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005090

    Listed by Compass

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

    $ 220,000

    1 Bed1 Bath882 SqFt

    619 CANNON ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005050

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 9050 POINT LN, Chestertown, MD 21620
    1/71 71
    Under Contract

    $ 745,000

    4 Beds3 Baths3,166 SqFt

    9050 POINT LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005102

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 10175 JOHN CARVILL RD, Chestertown, MD 21620
    1/72 72
    Under Contract

    $ 625,000

    5 Beds4 Baths3,155 SqFt

    10175 JOHN CARVILL RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005144

    Listed by Select Land & Homes, LLC

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

    $ 125,000

    3 Beds1 Bath973 SqFt

    1814 PONDTOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013018

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 325 DEVON DR, Chestertown, MD 21620
    1/61 61
    Pending

    $ 525,000

    4 Beds3 Baths4,086 SqFt

    325 DEVON DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005100

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 10141 FLATLAND RD, Chestertown, MD 21620
    1/5 5
    Under Contract

    $ 292,900

    2 Beds1 Bath2,142 SqFt

    10141 FLATLAND RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005136

    Listed by Doug Ashley Realtors, LLC

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

    $ 213,000

    1 Bed1 Bath900 SqFt

    236 MERGANSER DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013084

    Listed by Thurston Wyatt Real Estate, LLC

    Bright MLS (BMLS)
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
STH Logo Circle WhiteScreen
Compass Real Estate

Stahley Thompson Homes

+1(410) 941-7009 team@stahleythompson.com
209 Main Street, Annapolis, MD, 21401

Get My App

      Welcome
      Discover
      1. Destinations
      2. Communities
      3. Lifestyles
      Our Team
      1. Meet The Team
      2. Testimonials
      3. In The News
      4. The Insider
      Market Snapshot
      Buying
      1. Homes For Sale
      2. New Construction
      3. Sold Listings
      Selling
      1. Sell My Home
      2. Home Valuation
      Get In Touch
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.

We use cookies and other tracking technologies to improve your browsing experience on our website, to show you personalized content and targeted ads, to analyze our website traffic, and to understand where our visitors are coming from.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

STH Logo Circle WhiteScreen
Compass Real Estate

Stahley Thompson Homes

+1(410) 941-7009 team@stahleythompson.com
209 Main Street, Annapolis, MD, 21401

Get My App

      Welcome
      Discover
      1. Destinations
      2. Communities
      3. Lifestyles
      Our Team
      1. Meet The Team
      2. Testimonials
      3. In The News
      4. The Insider
      Market Snapshot
      Buying
      1. Homes For Sale
      2. New Construction
      3. Sold Listings
      Selling
      1. Sell My Home
      2. Home Valuation
      Get In Touch
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.

We use cookies and other tracking technologies to improve your browsing experience on our website, to show you personalized content and targeted ads, to analyze our website traffic, and to understand where our visitors are coming from.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility