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2.5K Properties
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2,548 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 157 LONGFELLOW DR, Chestertown, MD 21620
    3 Beds2 Baths1,232 SqFt
    1/29 29
    $233,500 $225,000 3.8%

    157 LONGFELLOW DR, Chestertown, MD 21620

    MLS# MDQA145206

    Listed by American Premier Realty, LLC

    Bright MLS (BMLS)
  • 208 S QUEEN ST, Chestertown, MD 21620
    2 Beds3 Baths1,664 SqFt
    1/31 31
    $340,000 $340,000

    208 S QUEEN ST, Chestertown, MD 21620

    MLS# MDKE117116

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 6910 PENTRIDGE LN, Chestertown, MD 21620
    3 Beds3 Baths3,440 SqFt
    1/38 38
    $895,500 $915,000 2.1%

    6910 PENTRIDGE LN, Chestertown, MD 21620

    MLS# MDKE116330

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 215 S WATER ST #1, Chestertown, MD 21620
    4 Beds4 Baths2,800 SqFt
    1/44 44
    $732,500 $775,000 5.5%

    215 S WATER ST #1, Chestertown, MD 21620

    MLS# MDKE116256

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 215 KENNEDY DR, Chestertown, MD 21620
    3 Beds1 Bath1,176 SqFt
    1/11 11
    $164,500 $164,500

    215 KENNEDY DR, Chestertown, MD 21620

    MLS# MDKE116918

    Listed by Iron Valley Real Estate of Central MD

    Bright MLS (BMLS)
  • 240 PRINCESS ANNE DR, Chestertown, MD 21620
    3 Beds2 Baths2,067 SqFt
    1/32 32
    $279,000 $279,000

    240 PRINCESS ANNE DR, Chestertown, MD 21620

    MLS# MDQA144714

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 8900 CENTER LN, Chestertown, MD 21620
    4 Beds3 Baths1,710 SqFt
    1/31 31
    $259,900 $259,900

    8900 CENTER LN, Chestertown, MD 21620

    MLS# MDKE117088

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 97 S QUEEN ST, Chestertown, MD 21620
    868 SqFt
    1/26 26
    $219,375 $295,000 25.6%

    97 S QUEEN ST, Chestertown, MD 21620

    MLS# MDKE116502

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 224 VALLEY RD, Chestertown, MD 21620
    3 Beds2 Baths1,886 SqFt
    1/40 40
    $265,000 $265,000

    224 VALLEY RD, Chestertown, MD 21620

    MLS# MDKE116896

    Listed by Wyble Enterprises

    Bright MLS (BMLS)
  • 615 CANNON ST, Chestertown, MD 21620
    3 Beds2 Baths1,582 SqFt
    1/36 36
    $224,000 $224,000

    615 CANNON ST, Chestertown, MD 21620

    MLS# MDKE116988

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 161 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    3 Beds2 Baths1,260 SqFt
    1/37 37
    $228,000 $236,500 3.6%

    161 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA139446

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 7527 POPLAR AVE, Chestertown, MD 21620
    3 Beds1 Bath1,026 SqFt
    1/28 28
    $155,000 $140,000 10.7%

    7527 POPLAR AVE, Chestertown, MD 21620

    MLS# MDKE116974

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 4845 CLIFFS CITY RD, Chestertown, MD 21620
    7 Beds9 Baths9,177 SqFt
    1/73 73
    $2,650,000 $2,850,000 7.0%

    4845 CLIFFS CITY RD, Chestertown, MD 21620

    MLS# MDKE116914

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 4845 CLIFFS CITY RD, Chestertown, MD 21620
    7 Beds9 Baths9,177 SqFt
    1/73 73
    $2,650,000 $2,850,000 7.0%

    4845 CLIFFS CITY RD, Chestertown, MD 21620

    MLS# MDKE117046

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 137 HILLTOP DR, Chestertown, MD 21620
    4 Beds2 Baths2,136 SqFt
    1/40 40
    $324,000 $304,000 6.6%

    137 HILLTOP DR, Chestertown, MD 21620

    MLS# MDQA145064

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 109 CENTRAL DR, Chestertown, MD 21620
    3 Beds1 Bath1,066 SqFt
    1/3 3
    $75,000 $69,900 7.3%

    109 CENTRAL DR, Chestertown, MD 21620

    MLS# MDQA145384

    Listed by Signature Realty Group,LLC

    Bright MLS (BMLS)
  • 335 DEVON DR, Chestertown, MD 21620
    4 Beds3 Baths4,874 SqFt
    1/46 46
    $345,000 $339,500 1.6%

    335 DEVON DR, Chestertown, MD 21620

    MLS# MDKE116814

    Listed by CR Realty

    Bright MLS (BMLS)
  • BROAD NECK RD RD, Chestertown, MD 21620
    2.2 Acres
    $32,500 $45,000 27.8%

    BROAD NECK RD RD, Chestertown, MD 21620

    MLS# MDKE116876

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 254 ROUND TOP RD, Chestertown, MD 21620
    3 Beds2 Baths1,564 SqFt
    1/27 27
    $271,500 $275,000 1.3%

    254 ROUND TOP RD, Chestertown, MD 21620

    MLS# MDQA145116

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 202 MOUNT VERNON AVE, Chestertown, MD 21620
    4 Beds3 Baths2,660 SqFt
    1/40 40
    $385,000 $395,000 2.5%

    202 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE116872

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 101 S MILL ST, Chestertown, MD 21620
    3 Beds3 Baths1,476 SqFt
    1/23 23
    $346,000 $348,000 0.6%

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE115456

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 300 PRINCESS ANNE DR, Chestertown, MD 21620
    3 Beds2 Baths1,680 SqFt
    1/32 32
    $290,000 $299,000 3.0%

    300 PRINCESS ANNE DR, Chestertown, MD 21620

    MLS# MDQA144760

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 413-B PINE TREE RD, Chestertown, MD 21620
    3 Beds2 Baths1,232 SqFt
    1/23 23
    $220,000 $204,500 7.6%

    413-B PINE TREE RD, Chestertown, MD 21620

    MLS# MDQA145198

    Listed by CR Realty

    Bright MLS (BMLS)
  • 108 MALONE AVE, Chestertown, MD 21620
    3 Beds1 Bath1,600 SqFt
    1/40 40
    $200,000 $210,000 4.8%

    108 MALONE AVE, Chestertown, MD 21620

    MLS# MDKE116950

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
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Real Broker, LLC

Amare Conley License ID: 5011953

+1(443) 467-9937 amareconley@homesascent.com

1765 Greensboro Station Pl W Ste. 900, McLean, VA 22102-3470

 

googlec8bf14d4459c2a1a.html

    • Home
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      About
      1. Contact Us
      2. How to Buy a Home 101
      3. Buying A Home 101
    • Sell
      1. Sell My Home
      2. Home Valuation

Get My App

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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.
default
Real Broker, LLC

Amare Conley License ID: 5011953

+1(443) 467-9937 amareconley@homesascent.com

1765 Greensboro Station Pl W Ste. 900, McLean, VA 22102-3470

 

googlec8bf14d4459c2a1a.html

    • Home
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      About
      1. Contact Us
      2. How to Buy a Home 101
      3. Buying A Home 101
    • Sell
      1. Sell My Home
      2. Home Valuation

Get My App

Powered by Lofty Inc. Copyright 2025. 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.