• Home
  • Buy
    1. All Listings
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Chris Cook
  • Rent
    1. Rental Listings
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
    • 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
    City: Annapolis, MD
    Listing Status: Active
    Map
    321 Properties Available In Annapolis

    321 Properties Available In Annapolis

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    MD >Annapolis >
    Market Insights
    1422 WEST ST, Annapolis, MD 21401
    1/71
    Open Fri 5PM-7PM

    $989,000

    8 Beds4 Baths3,108 SqFt

    1422 WEST ST, Annapolis, MD 21401

    MLS# MDAA2146038

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    3733 THOMAS POINT RD, Annapolis, MD 21403
    1/46
    Open Sat 11AM-1PM

    $2,980,000

    5 Beds5 Baths5,082 SqFt

    3733 THOMAS POINT RD, Annapolis, MD 21403

    MLS# MDAA2148158

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    120 KINGSWOOD RD, Annapolis, MD 21401
    1/56
    Open Sat 11AM-1PM

    $1,150,000

    5 Beds4 Baths3,748 SqFt

    120 KINGSWOOD RD, Annapolis, MD 21401

    MLS# MDAA2147546

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    1178 GLENWOOD DL, Annapolis, MD 21409
    1/42
    Open Sat 11AM-1PM
    3D

    $600,000

    4 Beds2 Baths1,828 SqFt

    1178 GLENWOOD DL, Annapolis, MD 21409

    MLS# MDAA2147922

    Listed by Redfin Corp

    Bright MLS (BMLS)
    2616 VANTAGE CV, Annapolis, MD 21401
    1/61
    Open Sat 1PM-3PM

    $599,900

    3 Beds2 Baths1,707 SqFt

    2616 VANTAGE CV, Annapolis, MD 21401

    MLS# MDAA2146826

    Listed by Academy Realty Inc.

    Bright MLS (BMLS)
    2001 WARNERS TER N #102, Annapolis, MD 21401
    1/24
    Open Sat 1PM-3PM

    $317,000

    2 Beds2 Baths1,065 SqFt

    2001 WARNERS TER N #102, Annapolis, MD 21401

    MLS# MDAA2140882

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    848 DEERWOOD CT, Annapolis, MD 21401
    1/25
    New

    $605,000

    3 Beds2 Baths1,900 SqFt

    848 DEERWOOD CT, Annapolis, MD 21401

    MLS# MDAA2146412

    Listed by RE/MAX Leading Edge

    Bright MLS (BMLS)
    1518 WINCHESTER RD, Annapolis, MD 21409
    1/70
    New

    $825,000

    4 Beds3 Baths2,249 SqFt

    1518 WINCHESTER RD, Annapolis, MD 21409

    MLS# MDAA2147986

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    2 HIGHLAND AVE, Annapolis, MD 21403
    1/27
    New

    $499,000

    2 Beds1 Bath832 SqFt

    2 HIGHLAND AVE, Annapolis, MD 21403

    MLS# MDAA2145728

    Listed by Innovative Properties, Inc.

    Bright MLS (BMLS)
    1322 WINDSOR RIDGE LN, Annapolis, MD 21409
    1/98
    New

    $1,800,000

    5 Beds6 Baths4,648 SqFt

    1322 WINDSOR RIDGE LN, Annapolis, MD 21409

    MLS# MDAA2146492

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
    2 TOLSON ST, Annapolis, MD 21401
    1/82
    New

    $1,350,000

    6 Beds5 Baths3,318 SqFt

    2 TOLSON ST, Annapolis, MD 21401

    MLS# MDAA2148134

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    940 ASTERN WAY #602, Annapolis, MD 21401
    1/65
    New

    $675,000

    2 Beds2 Baths2,113 SqFt

    940 ASTERN WAY #602, Annapolis, MD 21401

    MLS# MDAA2148160

    Listed by Academy Realty Inc.

    Bright MLS (BMLS)
    40 MUNROE CT, Annapolis, MD 21401
    1/6
    New

    $599,900

    3 Beds1 Bath1,280 SqFt

    40 MUNROE CT, Annapolis, MD 21401

    MLS# MDAA2148248

    Listed by ANR Realty, LLC

    Bright MLS (BMLS)
    1354 MOYER RD, Annapolis, MD 21403
    1/37
    New

    $525,000

    4 Beds2 Baths1,668 SqFt

    1354 MOYER RD, Annapolis, MD 21403

    MLS# MDAA2147320

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    1739 VINEYARD TRL, Annapolis, MD 21401
    1/80
    New
    3D

    $1,950,000

    4 Beds3 Baths2,890 SqFt

    1739 VINEYARD TRL, Annapolis, MD 21401

    MLS# MDAA2148306

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
    87 SHIPWRIGHT ST, Annapolis, MD 21401
    1/38
    New

    $1,850,000

    6 Beds5 Baths2,744 SqFt

    87 SHIPWRIGHT ST, Annapolis, MD 21401

    MLS# MDAA2146930

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
    11 1/2 COLLEGE AVE, Annapolis, MD 21401
    1/57
    New

    $1,395,000

    3 Beds3 Baths1,501 SqFt

    11 1/2 COLLEGE AVE, Annapolis, MD 21401

    MLS# MDAA2147924

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    1903 BALTIMORE ANNAPOLIS BLVD, Annapolis, MD 21409
    1/62
    New

    $1,295,000

    6 Beds6 Baths5,532 SqFt

    1903 BALTIMORE ANNAPOLIS BLVD, Annapolis, MD 21409

    MLS# MDAA2148048

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    525 DEEP CREEK VW, Annapolis, MD 21409
    1/45
    New

    $679,000

    3 Beds4 Baths2,980 SqFt

    525 DEEP CREEK VW, Annapolis, MD 21409

    MLS# MDAA2147892

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
    2045 MAIDSTONE FARM RD, Annapolis, MD 21409
    1/50
    New

    $12,950,000

    6 Beds9 Baths15,859 SqFt

    2045 MAIDSTONE FARM RD, Annapolis, MD 21409

    MLS# MDAA2147500

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    1210 PRESIDENT ST, Annapolis, MD 21403
    1/61
    New

    $650,000

    3 Beds3 Baths1,586 SqFt

    1210 PRESIDENT ST, Annapolis, MD 21403

    MLS# MDAA2148332

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    1115 SKYWAY DR, Annapolis, MD 21409
    1/58
    Price Dropped by $20K
    3D

    $565,000

    5 Beds3 Baths1,480 SqFt

    1115 SKYWAY DR, Annapolis, MD 21409

    MLS# MDAA2146744

    Listed by Redfin Corp

    Bright MLS (BMLS)
    302 HILLTOP LN #H, Annapolis, MD 21403
    1/27
    New

    $275,000

    2 Beds2 Baths1,082 SqFt

    302 HILLTOP LN #H, Annapolis, MD 21403

    MLS# MDAA2148338

    Listed by RESCOM, REALTORS

    Bright MLS (BMLS)
    34 PINKNEY ST, Annapolis, MD 21401
    1/38
    New

    $695,000

    2 Beds2 Baths1,040 SqFt

    34 PINKNEY ST, Annapolis, MD 21401

    MLS# MDAA2145798

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 14

    explore listings in Annapolis

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    default
    Chris Cook
    Christopher Cook
    5922 Michael Rd, Waldorf, Maryland, 20601, USA

    +1(240) 229-6265

    ccook@4cre.net

    Get My App

    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.

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

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

    default
    Chris Cook
    Christopher Cook
    5922 Michael Rd, Waldorf, Maryland, 20601, USA

    +1(240) 229-6265

    ccook@4cre.net

    Get My App

    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.

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

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