8,378

Homes in ZIP Code 21409

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    • /75

      Est $490,261

      Not Listed For Sale

      1514 Chester Town Cir, Annapolis, MD 21409

      • 4 Beds
      • 4 Baths
      • 2,092 Sq Ft
      • Built 2000
      1514 Chester Town Cir, Annapolis, MD 21409

      Last Sold Summary

      • 5 Days On Market

  • /39

    $550,000

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    1509 Duvall Rd, Annapolis, MD 21409

    Opportunity awaits in sought-after St. Margarets! This 3-bedroom, 1-bath home with hardwood floors, situated on a gorgeous 1-acre lot offering plenty of space and potential. Solid built home they don't make houses like this any longer, needs updating, making it the perfect chance to bring your ideas and renovate to your personal taste. Most major systems updated within last 10 years. Whether you

    Kathleen Armiger Coldwell Banker Realty

    1509 Duvall Rd, Annapolis, MD 21409
  • /29

    $355,000

    Sold Sep 02, 2025

    454 Ruffian Ct, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • Built 1979

    Last Sold Summary

    • $202/SF
    • 5 Days On Market

    Current Estimated Value $377,936

    Last Listing Agent Deanna Marshall The KW Collective

    454 Ruffian Ct, Annapolis, MD 21409
    • /38

      Est $464,412

      Not Listed For Sale

      418 Blossom Tree Ct, Annapolis, MD 21409

      • 4 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1977
      418 Blossom Tree Ct, Annapolis, MD 21409

      Last Sold Summary

      • 4 Days On Market

  • /34

    $565,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    1189 Highview Dr, Annapolis, MD 21409

    Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire.Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories

    Sherry Young RE/MAX Executive

    1189 Highview Dr, Annapolis, MD 21409
  • /70

    $395,000

    Sold Sep 25, 2025

    1029 Commanders Way N, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft
    • Built 1985

    Last Sold Summary

    • $309/SF
    • 47 Days On Market

    Current Estimated Value $394,857

    Last Listing Agent Christopher Fuller Long & Foster Real Estate, Inc.

    1029 Commanders Way N, Annapolis, MD 21409
    • /31

      Est $364,252

      Not Listed For Sale

      1313 Old Pine Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1983
      1313 Old Pine Ct, Annapolis, MD 21409

      Last Sold Summary

      • 4 Days On Market

  • /15

    $602,602

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    78 Old Mill Bottom Rd N, Annapolis, MD 21409

    IMMEDIATE DELIVERY! This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N, Annapolis, MD 21409
  • /46

    $515,000

    Sold Aug 25, 2025

    903 Noah Winfield Terrace Unit 303, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 2007

    Last Sold Summary

    • $340/SF
    • 103 Days On Market

    Current Estimated Value $527,263

    Last Listing Agent Lynn Hansford Long & Foster Real Estate, Inc.

    903 Noah Winfield Terrace Unit 303, Annapolis, MD 21409
    • /31

      Est $494,852

      Not Listed For Sale

      1155 Spruce Tree Ln, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,490 Sq Ft
      • Built 1968
      1155 Spruce Tree Ln, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • /76

    $1,200,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 5,804 Sq Ft

    1520 White Tail Deer Ct, Annapolis, MD 21409

    Welcome to your dream home, located just off route 50 in the quiet, desirable, cul-de-sac community of Chesapeake Preserve. Sitting on 0.61 acres, major improvements have been made throughout the home to include: two new HVAC systems, new attic ductwork system, new roof, new insulation, new sump pump, completely renovated landscaping with a professional designer, a renovated finished basement,

    Julie Owens Fiv Realty Co Maryland LLC

    1520 White Tail Deer Ct, Annapolis, MD 21409
  • /62

    $999,999

    Sold Oct 24, 2025

    1634 Ridout Rd, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1962

    Last Sold Summary

    • $357/SF
    • 0 Days On Market

    Current Estimated Value $1,012,866

    Last Listing Agent Betsy Dunigan TTR Sotheby's International Realty

    1634 Ridout Rd, Annapolis, MD 21409
    • /38

      Est $355,922

      Not Listed For Sale

      1301 Old Pine Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1985
      1301 Old Pine Ct, Annapolis, MD 21409

      Last Sold Summary

      • 3 Days On Market

  • /70

    $825,000

    • 4 Beds
    • 3 Baths
    • 2,249 Sq Ft

    1518 Winchester Rd, Annapolis, MD 21409

    Open House Sunday 12-2 Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with

    Ginna Quinn Coldwell Banker Realty

    1518 Winchester Rd, Annapolis, MD 21409
  • /51

    $670,000

    Sold Dec 30, 2025

    1181 Ramblewood Dr, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 1989

    Last Sold Summary

    • $355/SF
    • 13 Days On Market

    Current Estimated Value $669,413

    Last Listing Agent Mary Anne Long Keller Williams Realty Centre

    1181 Ramblewood Dr, Annapolis, MD 21409
    • /25

      Est $370,430

      Not Listed For Sale

      1364 Hazel Nut Ct, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,296 Sq Ft
      • Built 1985
      1364 Hazel Nut Ct, Annapolis, MD 21409

      Last Sold Summary

      • 0 Days On Market

  • /86

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,640 Sq Ft

    1457 Gilbert Rd, Arnold, MD 21012

    Welcome home to a rare find in this secluded retreat in the heart of Arnold Maryland. At the end of a long private driveway, surrounded by many acres of forest conservation woodland, this four bedroom, three and a half bath home is a perfect sanctuary. Set up for one level living with a primary bedroom and attached bath and laundry on the main level. With a wonderful gourmet kitchen and all

    Christopher Fuller Long & Foster Real Estate, Inc.

    1457 Gilbert Rd, Arnold, MD 21012
  • /26

    $660,000

    Sold Nov 17, 2025

    1245 Hilltop Dr, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 2,192 Sq Ft
    • Built 2000

    Last Sold Summary

    • $301/SF
    • 2 Days On Market

    Current Estimated Value $640,518

    Last Listing Agent Charles Dwayne Hoyt Berkshire Hathaway HomeServices PenFed Realty

    1245 Hilltop Dr, Annapolis, MD 21409
    • /32

      Est $561,708

      Not Listed For Sale

      996 Saint Johns Dr, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 1,872 Sq Ft
      • Built 1976
      996 Saint Johns Dr, Annapolis, MD 21409

      Last Sold Summary

      • 13 Days On Market

  • /35

    $499,900

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    1407 Brenwoode Rd, Annapolis, MD 21409

    "NOW OFFERED AT $499,900 — A rare opportunity to own over 2,000 square feet on the Broadneck Peninsula for under $500,000." NOW OFFERED AT $499,900 — One of the best values on the Broadneck Peninsula! This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' most desirable waterfront-oriented communities. Featuring 3 bedrooms, 2 full baths, and a finished

    Andrea Scheidt Engel & Völkers Annapolis

    1407 Brenwoode Rd, Annapolis, MD 21409
  • /20

    $495,000

    Sold May 01, 2026

    1513 Chester Town Cir, Annapolis, MD 21409

    • 4 Beds
    • 4 Baths
    • 2,096 Sq Ft
    • Built 2001

    Last Sold Summary

    • $236/SF
    • 2 Days On Market

    Current Estimated Value $495,291

    Last Listing Agent Colleen Kerrigan Redfin Corp

    1513 Chester Town Cir, Annapolis, MD 21409
    • /49

      Est $698,939

      Not Listed For Sale

      1256 Destiny Cir, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 3,440 Sq Ft
      • Built 2004
      1256 Destiny Cir, Annapolis, MD 21409

      Last Sold Summary

      • 3 Days On Market

  • /41

    $560,000

    Pending
    • 4 Beds
    • 5 Baths
    • 2,004 Sq Ft

    521 Wood Duck Ln, Annapolis, MD 21409

    Welcome home to 521 Wood Duck Lane, a 2,144 square foot, garage town home in the sought after community of Waters Edge at Woods Landing. Enter the home through the foyer with a hallway that leads you back to a family room/fourth bedroom with a full bath. Head up the stairs to the main floor with gleaming hard wood floors, a gas fireplace, a convenient powder room and large windows providing

    Joseph Steneman Equity One Realty

    521 Wood Duck Ln, Annapolis, MD 21409
  • /56

    $550,000

    Sold Sep 05, 2025

    1247 Hilltop Dr, Annapolis, MD 21409

    • 3 Beds
    • 3 Baths
    • 1,580 Sq Ft
    • Built 2001

    Last Sold Summary

    • $348/SF
    • 9 Days On Market

    Current Estimated Value $567,222

    Last Listing Agent Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    1247 Hilltop Dr, Annapolis, MD 21409
    • /29

      Est $585,875

      Not Listed For Sale

      1402 Brenwoode Rd, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 1992
      1402 Brenwoode Rd, Annapolis, MD 21409

      Last Sold Summary

      • 39 Days On Market

  • /37

    $698,999

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409

    PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout.

    Shannon Thayer Douglas Realty, LLC

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
  • /43

    $1,625,000

    Sold Jun 09, 2026

    1344 Tydings Rd, Annapolis, MD 21409

    • 4 Beds
    • 4.5 Baths
    • 5,536 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Above List Price
    • $294/SF
    • 0 Days On Market

    Current Estimated Value $1,597,917

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1344 Tydings Rd, Annapolis, MD 21409
    • /13

      Est $342,585

      Not Listed For Sale

      1620 Secretariat Dr, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,113 Sq Ft
      • Built 1982
      1620 Secretariat Dr, Annapolis, MD 21409

      Last Sold Summary

      • 47 Days On Market

  • /46

    $3,440,000

    Sold May 05, 2026

    1787 Beachfield Rd, Annapolis, MD 21409

    • 5 Beds
    • 4.5 Baths
    • 6,360 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $541/SF
    • 3 Days On Market

    Current Estimated Value $3,503,059

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1787 Beachfield Rd, Annapolis, MD 21409
    • /70

      Est $519,180

      Not Listed For Sale

      373 Blossom Tree Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,698 Sq Ft
      • Built 1978
      373 Blossom Tree Dr, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • /32

    $385,000

    Sold Jan 02, 2026

    1424 Millwood Ct, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1978

    Last Sold Summary

    • $208/SF
    • 17 Days On Market

    Current Estimated Value $392,961

    Last Listing Agent Michele Deckman TTR Sotheby's International Realty

    1424 Millwood Ct, Annapolis, MD 21409
    • /33

      Est $388,269

      Not Listed For Sale

      1568 Lodge Pole Ct, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1984
      1568 Lodge Pole Ct, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • /2

    $3,550,000

    Sold Jun 08, 2026

    6 Chase Rd, Annapolis, MD 21409

    • 5 Beds
    • 6 Baths
    • 6,607 Sq Ft
    • Built 1956

    Last Sold Summary

    • 11% Above List Price
    • $537/SF
    • 2 Days On Market

    Current Estimated Value $3,040,334

    Last Listing Agent Georgie Berkinshaw Coldwell Banker Realty

    6 Chase Rd, Annapolis, MD 21409
    • /51

      Est $540,864

      Not Listed For Sale

      1231 Mount Pleasant Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1972
      1231 Mount Pleasant Dr, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • /20

    $349,000

    Sold Feb 27, 2026

    1688 Secretariat Dr, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Above List Price
    • $342/SF
    • 5 Days On Market

    Current Estimated Value $350,372

    Last Listing Agent Chase Kincer LPT Realty, LLC

    1688 Secretariat Dr, Annapolis, MD 21409
    • /22

      Est $369,834

      Not Listed For Sale

      594 Quaker Ridge Ct, Arnold, MD 21012

      • 2 Beds
      • 3 Baths
      • 1,440 Sq Ft
      • Built 1993
      594 Quaker Ridge Ct, Arnold, MD 21012

      Last Sold Summary

      • 14 Days On Market

  • /37

    $404,900

    Sold Jun 10, 2026

    1604 Secretariat Dr, Annapolis, MD 21409

    • 5 Beds
    • 1.5 Baths
    • 1,613 Sq Ft
    • Built 1982

    Last Sold Summary

    • $251/SF
    • 10 Days On Market

    Current Estimated Value $402,518

    Last Listing Agent John Crisafulli RE/MAX Advantage Realty

    1604 Secretariat Dr, Annapolis, MD 21409
    • /42

      Est $555,060

      Not Listed For Sale

      1159 Hampton Rd, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 2,108 Sq Ft
      • Built 1976
      1159 Hampton Rd, Annapolis, MD 21409

      Last Sold Summary

      • 39 Days On Market

  • /41

    $585,000

    Sold Jul 07, 2025

    1157 Pine Tree Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 2,490 Sq Ft
    • Built 1971

    Last Sold Summary

    • $235/SF
    • 3 Days On Market

    Current Estimated Value $601,034

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    1157 Pine Tree Dr, Annapolis, MD 21409
    • /39

      Est $634,524

      Not Listed For Sale

      1014 Mountain Top Dr, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,780 Sq Ft
      • Built 1990
      1014 Mountain Top Dr, Annapolis, MD 21409

      Last Sold Summary

      • 13 Days On Market

Showing Results 241 - 280, Page 7 of 18

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