8,378

Homes in ZIP Code 21409

Section Image
  • 1515 Enyart Way Unit 302, Annapolis, MD 21409
    1515 Enyart Way Unit 302, Annapolis, MD 21409
    1515 Enyart Way Unit 302, Annapolis, MD 21409
    /36

    $540,000

    Sold Jun 30, 2025

    1515 Enyart Way Unit 302, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 2006

    Last Sold Summary

    • $316/SF
    • 2 Days On Market

    Current Estimated Value $544,908

    Last Listing Agent Gary Hart TCB Realtor, LLC.

    1515 Enyart Way Unit 302, Annapolis, MD 21409
    • 448 Peach Ct, Annapolis, MD 21409
      448 Peach Ct, Annapolis, MD 21409
      448 Peach Ct, Annapolis, MD 21409
      /52

      Est $451,142

      Not Listed For Sale

      448 Peach Ct, Annapolis, MD 21409

      • 3 Beds
      • 4 Baths
      • 2,057 Sq Ft
      • Built 1992
      448 Peach Ct, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • 378 Forest Beach Rd, Annapolis, MD 21409
    378 Forest Beach Rd, Annapolis, MD 21409
    378 Forest Beach Rd, Annapolis, MD 21409
    /42

    $2,350,000

    Sold Aug 29, 2025

    378 Forest Beach Rd, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 4,122 Sq Ft
    • Built 1987

    Last Sold Summary

    • $570/SF
    • 112 Days On Market

    Current Estimated Value $2,271,805

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    378 Forest Beach Rd, Annapolis, MD 21409
    • 943 Starfish Ct, Annapolis, MD 21409
      943 Starfish Ct, Annapolis, MD 21409
      943 Starfish Ct, Annapolis, MD 21409
      /54

      Est $594,046

      Not Listed For Sale

      943 Starfish Ct, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,199 Sq Ft
      • Built 1984
      943 Starfish Ct, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • 0 Bay Head Rd, Annapolis, MD 21409
    0 Bay Head Rd, Annapolis, MD 21409
    /2

    $575,000

    Sold Oct 10, 2025

    0 Bay Head Rd, Annapolis, MD 21409

    • Land
    • 8 Acres
    • $71,875 per Acre

    Last Sold Summary

    • 464 Days On Market

    Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

    0 Bay Head Rd, Annapolis, MD 21409
    • 1277 Swan Dr, Annapolis, MD 21409
      1277 Swan Dr, Annapolis, MD 21409
      1277 Swan Dr, Annapolis, MD 21409
      /55

      Est $654,005

      Not Listed For Sale

      1277 Swan Dr, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • Built 1995
      1277 Swan Dr, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • 724 Darlow Dr, Annapolis, MD 21409
    724 Darlow Dr, Annapolis, MD 21409
    724 Darlow Dr, Annapolis, MD 21409
    /20

    $605,000

    Sold Feb 25, 2026

    724 Darlow Dr, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 2003

    Last Sold Summary

    • $318/SF
    • 57 Days On Market

    Current Estimated Value $605,137

    Last Listing Agent Doannie Tambascio Coldwell Banker Realty

    724 Darlow Dr, Annapolis, MD 21409
    • 712 Fairway Dr, Annapolis, MD 21409
      712 Fairway Dr, Annapolis, MD 21409
      712 Fairway Dr, Annapolis, MD 21409
      /85

      Est $719,058

      Not Listed For Sale

      712 Fairway Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 2,856 Sq Ft
      • Built 1972
      712 Fairway Dr, Annapolis, MD 21409

      Last Sold Summary

      • 18 Days On Market

  • 2233 Mulberry Hill Rd, Annapolis, MD 21409
    2233 Mulberry Hill Rd, Annapolis, MD 21409
    2233 Mulberry Hill Rd, Annapolis, MD 21409
    /5

    $426,500

    Sold Oct 14, 2025

    2233 Mulberry Hill Rd, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1981

    Last Sold Summary

    • $328/SF
    • 6 Days On Market

    Current Estimated Value $440,243

    Last Listing Agent Julie Katcef Engel & Völkers Annapolis

    2233 Mulberry Hill Rd, Annapolis, MD 21409
    • 1517 Winchester Rd, Annapolis, MD 21409
      1517 Winchester Rd, Annapolis, MD 21409
      1517 Winchester Rd, Annapolis, MD 21409
      /40

      Est $853,921

      Not Listed For Sale

      1517 Winchester Rd, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,662 Sq Ft
      • Built 1968
      1517 Winchester Rd, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • 1507 Circle Dr, Annapolis, MD 21409
    1507 Circle Dr, Annapolis, MD 21409
    1507 Circle Dr, Annapolis, MD 21409
    /30

    $840,000

    Sold Sep 19, 2025

    1507 Circle Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft
    • Built 1960

    Last Sold Summary

    • $323/SF
    • 14 Days On Market

    Current Estimated Value $855,884

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1507 Circle Dr, Annapolis, MD 21409
    • 1426 Bay Head Rd, Annapolis, MD 21409
      1426 Bay Head Rd, Annapolis, MD 21409
      1426 Bay Head Rd, Annapolis, MD 21409
      /34

      Est $867,791

      Not Listed For Sale

      1426 Bay Head Rd, Annapolis, MD 21409

      • 3 Beds
      • 3.5 Baths
      • 3,012 Sq Ft
      • Built 1995
      1426 Bay Head Rd, Annapolis, MD 21409

      Last Sold Summary

      • 21 Days On Market

  • 1519 Winchester Rd, Annapolis, MD 21409
    1519 Winchester Rd, Annapolis, MD 21409
    1519 Winchester Rd, Annapolis, MD 21409
    /34

    $880,200

    Sold May 14, 2026

    1519 Winchester Rd, Annapolis, MD 21409

    • 5 Beds
    • 3 Baths
    • 2,375 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $371/SF
    • 13 Days On Market

    Current Estimated Value $838,169

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1519 Winchester Rd, Annapolis, MD 21409
    • 1180 Bayview Vista, Annapolis, MD 21409
      1180 Bayview Vista, Annapolis, MD 21409
      1180 Bayview Vista, Annapolis, MD 21409
      /43

      Est $738,423

      Not Listed For Sale

      1180 Bayview Vista, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 3,392 Sq Ft
      • Built 2006
      1180 Bayview Vista, Annapolis, MD 21409

      Last Sold Summary

      • 22 Days On Market

  • 512 Deep Creek View, Annapolis, MD 21409
    512 Deep Creek View, Annapolis, MD 21409
    /2

    $639,000

    Sold May 29, 2026

    512 Deep Creek View, Annapolis, MD 21409

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 2013

    Last Sold Summary

    • $224/SF
    • 2 Days On Market

    Current Estimated Value $633,790

    Last Listing Agent Alex Hodges Cottage Street Realty LLC

    512 Deep Creek View, Annapolis, MD 21409
    • 1501 Circle Dr, Annapolis, MD 21409
      1501 Circle Dr, Annapolis, MD 21409
      1501 Circle Dr, Annapolis, MD 21409
      /46

      Est $1,123,218

      Not Listed For Sale

      1501 Circle Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 2,914 Sq Ft
      • Built 1966
      1501 Circle Dr, Annapolis, MD 21409

      Last Sold Summary

      • 8 Days On Market

  • 1915 Cherry Rd, Annapolis, MD 21409
    1915 Cherry Rd, Annapolis, MD 21409
    1915 Cherry Rd, Annapolis, MD 21409
    /36

    $625,000

    Sold Jun 11, 2026

    1915 Cherry Rd, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $511/SF
    • 3 Days On Market

    Current Estimated Value $599,290

    Last Listing Agent Theresa Boeckmann Northrop Realty

    1915 Cherry Rd, Annapolis, MD 21409
    • 1199 Hampton Rd, Annapolis, MD 21409
      1199 Hampton Rd, Annapolis, MD 21409
      1199 Hampton Rd, Annapolis, MD 21409
      /30

      Est $426,955

      Not Listed For Sale

      1199 Hampton Rd, Annapolis, MD 21409

      • 3 Beds
      • 1 Bath
      • 1,227 Sq Ft
      • Built 1950
      1199 Hampton Rd, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • 1612 Secretariat Dr, Annapolis, MD 21409
    1612 Secretariat Dr, Annapolis, MD 21409
    1612 Secretariat Dr, Annapolis, MD 21409
    /39

    $405,000

    Sold Apr 28, 2026

    1612 Secretariat Dr, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,480 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Above List Price
    • $274/SF
    • 4 Days On Market

    Current Estimated Value $397,406

    Last Listing Agent Timothy Caropreso Keller Williams Flagship

    1612 Secretariat Dr, Annapolis, MD 21409
    • 770 Windgate Dr, Annapolis, MD 21409
      770 Windgate Dr, Annapolis, MD 21409
      770 Windgate Dr, Annapolis, MD 21409
      /53

      Est $612,050

      Not Listed For Sale

      770 Windgate Dr, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,371 Sq Ft
      • Built 1969
      770 Windgate Dr, Annapolis, MD 21409

      Last Sold Summary

      • 9 Days On Market

  • 1250A Cedar Tree Ln, Annapolis, MD 21409
    1250A Cedar Tree Ln, Annapolis, MD 21409
    1250A Cedar Tree Ln, Annapolis, MD 21409
    /58

    $700,000

    Sold Apr 13, 2026

    1250A Cedar Tree Ln, Annapolis, MD 21409

    • 5 Beds
    • 3.5 Baths
    • 2,506 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Above List Price
    • $279/SF
    • 3 Days On Market

    Current Estimated Value $577,011

    Last Listing Agent Keith Moore Douglas Realty, LLC

    1250A Cedar Tree Ln, Annapolis, MD 21409
    • 1110 Commanders Way S, Annapolis, MD 21409
      1110 Commanders Way S, Annapolis, MD 21409
      1110 Commanders Way S, Annapolis, MD 21409
      /60

      Est $383,843

      Not Listed For Sale

      1110 Commanders Way S, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,360 Sq Ft
      • Built 1985
      1110 Commanders Way S, Annapolis, MD 21409

      Last Sold Summary

      • 6 Days On Market

  • 1359 Almond Dr, Annapolis, MD 21409
    1359 Almond Dr, Annapolis, MD 21409
    1359 Almond Dr, Annapolis, MD 21409
    /24

    $418,200

    Sold Apr 10, 2026

    1359 Almond Dr, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $308/SF
    • 11 Days On Market

    Current Estimated Value $404,189

    Last Listing Agent Jody Buck Cummings & Co. Realtors

    1359 Almond Dr, Annapolis, MD 21409
    • 606 Candy Ct, Annapolis, MD 21409
      606 Candy Ct, Annapolis, MD 21409
      606 Candy Ct, Annapolis, MD 21409
      /42

      Est $1,377,360

      Not Listed For Sale

      606 Candy Ct, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 3,460 Sq Ft
      • Built 2006
      606 Candy Ct, Annapolis, MD 21409

      Last Sold Summary

      • 3 Days On Market

  • 1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    /2

    $4,600,000

    Sold Apr 20, 2026

    1864 Milvale Rd, Annapolis, MD 21409

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft
    • Built 2012

    Last Sold Summary

    • $599/SF

    Current Estimated Value $6,570,976

    Last Listing Agent Barak Sky Serhant

    1864 Milvale Rd, Annapolis, MD 21409
    • 688 Red Cedar Rd, Annapolis, MD 21409
      688 Red Cedar Rd, Annapolis, MD 21409
      688 Red Cedar Rd, Annapolis, MD 21409
      /54

      Est $912,296

      Not Listed For Sale

      688 Red Cedar Rd, Annapolis, MD 21409

      • 6 Beds
      • 3 Baths
      • 3,208 Sq Ft
      • Built 2006
      688 Red Cedar Rd, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • 1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    /50

    $860,000

    Sold Dec 03, 2025

    1534 Circle Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 3,233 Sq Ft
    • Built 1977

    Last Sold Summary

    • $266/SF
    • 23 Days On Market

    Current Estimated Value $849,444

    Last Listing Agent Michele Deckman TTR Sotheby's International Realty

    1534 Circle Dr, Annapolis, MD 21409
    • 344 Martins Cove Rd, Annapolis, MD 21409
      344 Martins Cove Rd, Annapolis, MD 21409
      344 Martins Cove Rd, Annapolis, MD 21409
      /57

      Est $1,252,671

      Not Listed For Sale

      344 Martins Cove Rd, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 3,486 Sq Ft
      • Built 1986
      344 Martins Cove Rd, Annapolis, MD 21409

      Last Sold Summary

      • 3 Days On Market

  • 849 Holly Dr S, Annapolis, MD 21409
    849 Holly Dr S, Annapolis, MD 21409
    849 Holly Dr S, Annapolis, MD 21409
    /61

    $975,000

    Sold Jul 23, 2025

    849 Holly Dr S, Annapolis, MD 21409

    • 3 Beds
    • 4 Baths
    • 3,720 Sq Ft
    • Built 1996

    Last Sold Summary

    • $262/SF
    • 1 Day On Market

    Current Estimated Value $1,032,402

    Last Listing Agent Wilma Richards Long & Foster Real Estate, Inc.

    849 Holly Dr S, Annapolis, MD 21409
    • 542 Fawns Walk, Annapolis, MD 21409
      542 Fawns Walk, Annapolis, MD 21409
      542 Fawns Walk, Annapolis, MD 21409
      /50

      Est $482,136

      Not Listed For Sale

      542 Fawns Walk, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,929 Sq Ft
      • Built 1981
      542 Fawns Walk, Annapolis, MD 21409

      Last Sold Summary

      • 15 Days On Market

  • 1215 Destiny Cir, Annapolis, MD 21409
    1215 Destiny Cir, Annapolis, MD 21409
    1215 Destiny Cir, Annapolis, MD 21409
    /52

    $700,000

    Sold May 19, 2026

    1215 Destiny Cir, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 3,632 Sq Ft
    • Built 2005

    Last Sold Summary

    • $193/SF
    • 2 Days On Market

    Current Estimated Value $702,921

    Last Listing Agent Elizabeth DuLaney EXP Realty, LLC

    1215 Destiny Cir, Annapolis, MD 21409
    • 1152 Pine Tree Dr, Annapolis, MD 21409
      1152 Pine Tree Dr, Annapolis, MD 21409
      1152 Pine Tree Dr, Annapolis, MD 21409
      /29

      Est $531,504

      Not Listed For Sale

      1152 Pine Tree Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 2,425 Sq Ft
      • Built 1940
      1152 Pine Tree Dr, Annapolis, MD 21409

      Last Sold Summary

      • 19 Days On Market

  • 1410 Stepney Rd, Annapolis, MD 21409
    1410 Stepney Rd, Annapolis, MD 21409
    1410 Stepney Rd, Annapolis, MD 21409
    /30

    $500,000

    Sold Aug 07, 2025

    1410 Stepney Rd, Annapolis, MD 21409

    • 5 Beds
    • 2 Baths
    • 2,054 Sq Ft
    • Built 1967

    Last Sold Summary

    • $243/SF
    • 215 Days On Market

    Current Estimated Value $577,332

    Last Listing Agent Jill Windsor Long & Foster Real Estate, Inc.

    1410 Stepney Rd, Annapolis, MD 21409
    • 1580 Lodge Pole Ct, Annapolis, MD 21409
      1580 Lodge Pole Ct, Annapolis, MD 21409
      1580 Lodge Pole Ct, Annapolis, MD 21409
      /18

      Est $374,046

      Not Listed For Sale

      1580 Lodge Pole Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1984
      1580 Lodge Pole Ct, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • 1015 Mount Holly Dr, Annapolis, MD 21409
    1015 Mount Holly Dr, Annapolis, MD 21409
    /2

    $675,000

    Sold Feb 13, 2026

    1015 Mount Holly Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Above List Price
    • $402/SF
    • 10 Days On Market

    Current Estimated Value $664,503

    Last Listing Agent Justin Disborough Samson Properties

    1015 Mount Holly Dr, Annapolis, MD 21409
    • 1011 Westway, Annapolis, MD 21409
      1011 Westway, Annapolis, MD 21409
      1011 Westway, Annapolis, MD 21409
      /31

      Est $576,732

      Not Listed For Sale

      1011 Westway, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,131 Sq Ft
      • Built 1973
      1011 Westway, Annapolis, MD 21409

      Last Sold Summary

      • 16 Days On Market

  • 500 Wood Duck Ln, Annapolis, MD 21409
    500 Wood Duck Ln, Annapolis, MD 21409
    500 Wood Duck Ln, Annapolis, MD 21409
    /80

    $540,000

    Sold Apr 17, 2026

    500 Wood Duck Ln, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 2,024 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $267/SF
    • 44 Days On Market

    Current Estimated Value $541,942

    Last Listing Agent Florence Calvert Coldwell Banker Realty

    500 Wood Duck Ln, Annapolis, MD 21409
    • 316 Charred Oak Ct, Annapolis, MD 21409
      316 Charred Oak Ct, Annapolis, MD 21409
      316 Charred Oak Ct, Annapolis, MD 21409
      /12

      Est $356,406

      Not Listed For Sale

      316 Charred Oak Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1977
      316 Charred Oak Ct, Annapolis, MD 21409

      Last Sold Summary

      • 7 Days On Market

  • 76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409
    76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409
    /2

    $761,390

    Sold Jun 24, 2025

    76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • Built 2025

    Last Sold Summary

    • $442/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409
    • 1879 Whitehall Rd, Annapolis, MD 21409
      1879 Whitehall Rd, Annapolis, MD 21409
      1879 Whitehall Rd, Annapolis, MD 21409
      /78

      Est $3,529,153

      Not Listed For Sale

      1879 Whitehall Rd, Annapolis, MD 21409

      • 5 Beds
      • 5.5 Baths
      • 6,321 Sq Ft
      • Built 1953
      1879 Whitehall Rd, Annapolis, MD 21409

      Last Sold Summary

      • 153 Days On Market

Showing Results 281 - 320, Page 8 of 18

Maryland Anne Arundel County Annapolis 21409

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group