+1(301) 823-5800 support@richometeam.com
  • Home
  • Buy
    1. Request a Buyer Consultation
    2. Search for Homes
    3. Mortgage Calculator
    4. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Property Management
    1. Request a Consultation
    2. Rental Application
    3. Resident Login
    4. Submit a Maintenance Request
    5. Owner & Manager Login
    6. Available Properties for Rent
  • About
    1. About Us
    2. Meet the Team
    3. Contact Us
    4. Client Reviews
  • Popular Areas
    1. Alexandria Overview
    2. Arlington Overview
    3. Washington Overview
    4. Baltimore Overview
    5. Silver Spring Overview
    6. Upper Marlboro Overview
    7. Hyattsville Overview
    8. Waldorf Overview
  • R.I.C. Home Team @ Bennett Realty Solutions
  • Featured Listings
  • Sold Listings
  • Market Snapshot
  • Blogs
  • Employee Resources
    • Register
    • /
    • Sign In
    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 Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
      Baths Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
    • List
    • Mixed
    • Map
    ZIP Code: 21620
    Map
    147 Properties Available

    147 Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    103 TRAFFORD DR, Chestertown, MD 21620
    1/66
    New

    $450,000

    3 Beds3 Baths1,944 SqFt

    103 TRAFFORD DR, Chestertown, MD 21620

    MLS# MDKE2006416

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    301 HILLTOP LN, Chestertown, MD 21620
    1/36
    New

    $225,000

    3 Beds3 Baths1,197 SqFt

    301 HILLTOP LN, Chestertown, MD 21620

    MLS# MDKE2006398

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    116 CROSS ST, Chestertown, MD 21620
    1/9
    New

    $109,999

    0.18 Acres

    116 CROSS ST, Chestertown, MD 21620

    MLS# MDKE2006420

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
    126 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/36
    New
    3D

    $349,000

    3 Beds2 Baths1,304 SqFt

    126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2016812

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
    24581 WILLOW OAK LN, Chestertown, MD 21620
    1/29
    New

    $229,990

    3 Beds2 Baths1,352 SqFt

    24581 WILLOW OAK LN, Chestertown, MD 21620

    MLS# MDKE2006342

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    104 MAPLE AVE, Chestertown, MD 21620
    1/67
    New

    $1,469,900

    10,540 Sqft Lot

    104 MAPLE AVE, Chestertown, MD 21620

    MLS# MDKE2006386

    Listed by Real Broker, LLC - Annapolis

    Bright MLS (BMLS)
    205 RIVER RD, Chestertown, MD 21620
    1/28
    Open Sat 12PM-2PM

    $949,000

    3 Beds3 Baths2,877 SqFt

    205 RIVER RD, Chestertown, MD 21620

    MLS# MDQA2016560

    Listed by Clark & Co Realty, LLC

    Bright MLS (BMLS)
    103 METCALF RD, Chestertown, MD 21620
    1/22
    New

    $259,900

    3 Beds2 Baths1,280 SqFt

    103 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006446

    Listed by Real Broker, LLC

    Bright MLS (BMLS)
    111 RIVERVIEW POINT, Chestertown, MD 21620
    1/9
    Coming Soon

    $3,000

    2 Beds2 Baths1,600 SqFt

    111 RIVERVIEW POINT, Chestertown, MD 21620

    MLS# MDQA2017010

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    104 MAPLE AVE #3, Chestertown, MD 21620
    1/26
    New

    $1,520

    2 Beds1 Bath800 SqFt

    104 MAPLE AVE #3, Chestertown, MD 21620

    MLS# MDKE2006392

    Listed by Real Broker, LLC - Annapolis

    Bright MLS (BMLS)
    115 ACORN DR, Chestertown, MD 21620
    1/40
    New

    $296,000

    2 Beds3 Baths1,864 SqFt

    115 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006360

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    25475 TURNBERRY CT, Chestertown, MD 21620
    1/79
    Under Contract

    $867,000

    4 Beds4 Baths4,145 SqFt

    25475 TURNBERRY CT, Chestertown, MD 21620

    MLS# MDKE2006350

    Listed by Taylor Properties

    Bright MLS (BMLS)
    104 MAPLE AVE #6, Chestertown, MD 21620
    1/27
    Coming Soon

    $2,050

    2 Beds2 Baths900 SqFt

    104 MAPLE AVE #6, Chestertown, MD 21620

    MLS# MDKE2006408

    Listed by Real Broker, LLC - Annapolis

    Bright MLS (BMLS)
    128 N QUEEN ST #3, Chestertown, MD 21620
    1/5
    Active

    $1,000

    1 Bed1 Bath500 SqFt

    128 N QUEEN ST #3, Chestertown, MD 21620

    MLS# MDKE2006406

    Listed by Brenton Realty Group

    Bright MLS (BMLS)
    10584 KLAMATH RD, Chestertown, MD 21620
    1/20
    Pending

    $319,900

    3 Beds2 Baths0.37 Acres Lot

    10584 KLAMATH RD, Chestertown, MD 21620

    MLS# MDKE2006328

    Listed by Real Broker, LLC

    Bright MLS (BMLS)
    108 OAK LEAF DR, Chestertown, MD 21620
    1/39
    Active

    $299,500

    2 Beds3 Baths1,867 SqFt

    108 OAK LEAF DR, Chestertown, MD 21620

    MLS# MDKE2006224

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    136 HILLTOP DR, Chestertown, MD 21620
    1/27
    Under Contract
    3D

    $366,000

    3 Beds2 Baths1,432 SqFt

    136 HILLTOP DR, Chestertown, MD 21620

    MLS# MDQA2016782

    Listed by Northrop Realty

    Bright MLS (BMLS)
    8706 ELM RD, Chestertown, MD 21620
    1/7
    Active

    $320,000

    3 Beds2 Baths1,232 SqFt

    8706 ELM RD, Chestertown, MD 21620

    MLS# MDKE2006390

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    10594 MILLBROOK DR, Chestertown, MD 21620
    1/14
    Under Contract

    $329,000

    3 Beds2 Baths1,499 SqFt

    10594 MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2006378

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    208 CENTRAL DR, Chestertown, MD 21620
    1/31
    Price Dropped by $16K
    3D

    $299,000

    3 Beds1 Bath1,120 SqFt

    208 CENTRAL DR, Chestertown, MD 21620

    MLS# MDQA2016836

    Listed by Redfin Corp

    Bright MLS (BMLS)
    240 MERGANSER DR, Chestertown, MD 21620
    1/8
    Coming Soon

    $425,000

    3 Beds2 Baths1,120 SqFt

    240 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2016900

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    24295 LANGFORD RD, Chestertown, MD 21620
    1/3
    Coming Soon

    $445,000

    3 Beds3 Baths1,857 SqFt

    24295 LANGFORD RD, Chestertown, MD 21620

    MLS# MDKE2006320

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    10087 JOHN CARVILL RD, Chestertown, MD 21620
    1/63
    Pending

    $695,000

    3 Beds2 Baths1,566 SqFt

    10087 JOHN CARVILL RD, Chestertown, MD 21620

    MLS# MDKE2006324

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    2032 PONDTOWN RD, Chestertown, MD 21620
    1/32
    Under Contract

    $325,000

    3 Beds2 Baths1,120 SqFt

    2032 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2016688

    Listed by Northrop Realty

    Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 7

    explore listings

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    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.
    IMG_20231010_020750 (1)
    R.I.C. Home Team @ Bennett Realty Solutions
    Reliable Investment Consulting
    +1(301) 823-5800
    support@richometeam.com
    6301 Ivy Ln, Greenbelt, MD, 20770-1402, USA

    Get My App

      • Home
        Property Management
        1. Request a Consultation
        2. Rental Application
        3. Resident Login
        4. Submit a Maintenance Request
        5. Owner & Manager Login
        6. Available Properties for Rent
        Featured Listings
        Blogs
      • Buy
        1. Request a Buyer Consultation
        2. Search for Homes
        3. Mortgage Calculator
        4. Affordability Calculator
        About
        1. About Us
        2. Meet the Team
        3. Contact Us
        4. Client Reviews
        Sold Listings
        Employee Resources
      • Sell
        1. Sell My Home
        2. Home Valuation
        Popular Areas
        1. Alexandria Overview
        2. Arlington Overview
        3. Washington Overview
        4. Baltimore Overview
        5. Silver Spring Overview
        6. Upper Marlboro Overview
        7. Hyattsville Overview
        8. Waldorf Overview
        Market Snapshot

    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.
    IMG_20231010_020750 (1)
    R.I.C. Home Team @ Bennett Realty Solutions
    Reliable Investment Consulting
    +1(301) 823-5800
    support@richometeam.com
    6301 Ivy Ln, Greenbelt, MD, 20770-1402, USA

    Get My App

      • Home
        Property Management
        1. Request a Consultation
        2. Rental Application
        3. Resident Login
        4. Submit a Maintenance Request
        5. Owner & Manager Login
        6. Available Properties for Rent
        Featured Listings
        Blogs
      • Buy
        1. Request a Buyer Consultation
        2. Search for Homes
        3. Mortgage Calculator
        4. Affordability Calculator
        About
        1. About Us
        2. Meet the Team
        3. Contact Us
        4. Client Reviews
        Sold Listings
        Employee Resources
      • Sell
        1. Sell My Home
        2. Home Valuation
        Popular Areas
        1. Alexandria Overview
        2. Arlington Overview
        3. Washington Overview
        4. Baltimore Overview
        5. Silver Spring Overview
        6. Upper Marlboro Overview
        7. Hyattsville Overview
        8. Waldorf Overview
        Market Snapshot

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

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