8,378

Homes in ZIP Code 21409

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  • /40

    $1,900,000

    Sold Apr 08, 2026

    1303 Windsor Ridge Ln, Annapolis, MD 21409

    • 5 Beds
    • 6.5 Baths
    • 7,936 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $239/SF
    • 4 Days On Market

    Current Estimated Value $1,896,229

    Last Listing Agent Tricia Bell Coldwell Banker Realty

    1303 Windsor Ridge Ln, Annapolis, MD 21409
    • /43

      Est $807,517

      Not Listed For Sale

      1390 Rosebay Ct, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 2,633 Sq Ft
      • Built 1989
      1390 Rosebay Ct, Annapolis, MD 21409

      Last Sold Summary

      • 5 Days On Market

  • /36

    $830,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,148 Sq Ft

    1402 Insey Rd, Annapolis, MD 21409

    Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in

    Ryan Hutchins Hutchins Properties

    1402 Insey Rd, Annapolis, MD 21409
  • /2

    $740,670

    Sold Jun 23, 2025

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409

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

    Last Sold Summary

    • $430/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 401, Annapolis, MD 21409
    • /35

      Est $809,114

      Not Listed For Sale

      1243 Pine Hill Dr, Annapolis, MD 21409

      • 7 Beds
      • 3.5 Baths
      • 3,548 Sq Ft
      • Built 2012
      1243 Pine Hill Dr, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • /41

    $745,000

    • 4 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    1005 Magothy Park Ln, Annapolis, MD 21409

    Welcome to 1005 Magothy Park Lane, a beautifully updated home in the highly desirable waterfront community of Cape St. Claire. Offering 4 bedrooms and 2.5 bathrooms, this move-in-ready residence combines modern style, thoughtful upgrades, and exceptional functionality. Inside, you'll find a bright, open floor plan with hardwood flooring, recessed lighting, and a stunning kitchen featuring quartz

    Tori Kautz Allfirst Realty, Inc.

    1005 Magothy Park Ln, Annapolis, MD 21409
  • /56

    $650,000

    Sold Feb 20, 2026

    1091 Skyway Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $275/SF
    • 2 Days On Market

    Current Estimated Value $647,778

    Last Listing Agent Kristi Neidhardt Northrop Realty

    1091 Skyway Dr, Annapolis, MD 21409
    • /33

      Est $507,024

      Not Listed For Sale

      1219 Hilltop Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 1,948 Sq Ft
      • Built 1969
      1219 Hilltop Dr, Annapolis, MD 21409

      Last Sold Summary

      • 28 Days On Market

  • /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • /33

    $370,000

    Sold Jul 15, 2025

    1650 Woodtree Ct E, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • Built 1983

    Last Sold Summary

    • $289/SF
    • 32 Days On Market

    Current Estimated Value $376,914

    Last Listing Agent Charlene Wroten Coldwell Banker Realty

    1650 Woodtree Ct E, Annapolis, MD 21409
    • /56

      Est $546,772

      Not Listed For Sale

      735 Darlow Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1983
      735 Darlow Dr, Annapolis, MD 21409

      Last Sold Summary

      • 4 Days On Market

  • /28

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    1410 Foxwood Ct, Annapolis, MD 21409

    Welcome to this meticulously updated interior townhome, fully renovated in 2022 and thoughtfully maintained since. With modern upgrades and a neutral, move‐in‐ready palette, this home is the perfect canvas for its next owner.Step inside to find new luxury flooring, fresh neutral paint, and stylish lighting throughout. The kitchen impresses with new cabinetry, modern appliances, and clean

    Din Khaled Houwzer, LLC

    1410 Foxwood Ct, Annapolis, MD 21409
  • /43

    $425,000

    Sold Sep 09, 2025

    418 Cranes Roost Ct, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 2,545 Sq Ft
    • Built 1986

    Last Sold Summary

    • $167/SF
    • 56 Days On Market

    Current Estimated Value $465,903

    Last Listing Agent David Webber RE/MAX Leading Edge

    418 Cranes Roost Ct, Annapolis, MD 21409
    • /27

      Est $520,610

      Not Listed For Sale

      578 Fox Paw Trail, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 2,612 Sq Ft
      • Built 1980
      578 Fox Paw Trail, Annapolis, MD 21409

      Last Sold Summary

      • 1 Day On Market

  • /34

    $825,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,729 Sq Ft

    76 Old Mill Bottom Rd N Unit 205, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. 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

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 205, Annapolis, MD 21409
  • /52

    $595,000

    Sold Aug 25, 2025

    990 Highpoint Dr, Annapolis, MD 21409

    • 3 Beds
    • 3 Baths
    • 2,472 Sq Ft
    • Built 1965

    Last Sold Summary

    • $241/SF
    • 3 Days On Market

    Current Estimated Value $611,633

    Last Listing Agent Marcy Gaines CENTURY 21 New Millennium

    990 Highpoint Dr, Annapolis, MD 21409
    • /47

      Est $547,719

      Not Listed For Sale

      1858 Saint Margarets Rd, Annapolis, MD 21409

      • 3 Beds
      • 1 Bath
      • 956 Sq Ft
      • Built 1974
      1858 Saint Margarets Rd, Annapolis, MD 21409

      Last Sold Summary

      • 5 Days On Market

  • /32

    $889,000

    $26K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,295 Sq Ft

    1604 Trawler Ln, Annapolis, MD 21409

    Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and

    Brad Kappel TTR Sotheby's International Realty

    1604 Trawler Ln, Annapolis, MD 21409
  • /39

    $540,000

    Sold Apr 07, 2026

    1655 Cananaro Dr, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $265/SF
    • 19 Days On Market

    Current Estimated Value $546,556

    Last Listing Agent Juan Santos Keller Williams Preferred Properties

    1655 Cananaro Dr, Annapolis, MD 21409
    • /28

      Est $362,336

      Not Listed For Sale

      326 Charred Oak Ct, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,280 Sq Ft
      • Built 1977
      326 Charred Oak Ct, Annapolis, MD 21409

      Last Sold Summary

      • 4 Days On Market

  • /15

    $439,900

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /59

    $979,000

    Sold May 28, 2026

    1610 Stern Ct, Annapolis, MD 21409

    • 5 Beds
    • 4.5 Baths
    • 4,752 Sq Ft
    • Built 2005

    Last Sold Summary

    • $206/SF
    • 8 Days On Market

    Current Estimated Value $989,265

    Last Listing Agent Jaime Watt Compass

    1610 Stern Ct, Annapolis, MD 21409
    • /30

      Est $548,299

      Not Listed For Sale

      1095 Crestview Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1977
      1095 Crestview Dr, Annapolis, MD 21409

      Last Sold Summary

      • 42 Days On Market

  • /75

    $949,900

    $40K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,170 Sq Ft

    909 White Marlin Way, Annapolis, MD 21409

    Welcome to 909 White Marlin Way, an elegant brick-front Colonial ideally positioned on a quiet cul-de-sac in the highly sought-after Chesapeake Preserve community on the Broadneck Peninsula. Built in 1999 and set on a beautifully sized .49-acre lot within the desirable Broadneck School District, this meticulously maintained home offers over 4,200 square feet of finished living space, thoughtfully

    Elizabeth DuLaney EXP Realty, LLC

    909 White Marlin Way, Annapolis, MD 21409
  • /14

    $350,000

    Sold Oct 22, 2025

    1634 Secretariat Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1980

    Last Sold Summary

    • $333/SF
    • 13 Days On Market

    Current Estimated Value $362,066

    Last Listing Agent Matt Kalogeras Houwzer, LLC

    1634 Secretariat Dr, Annapolis, MD 21409
    • /42

      Est $373,052

      Not Listed For Sale

      1692 Secretariat Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 1,404 Sq Ft
      • Built 1983
      1692 Secretariat Dr, Annapolis, MD 21409

      Last Sold Summary

      • 18 Days On Market

  • /45

    $679,000

    • 3 Beds
    • 3.5 Baths
    • 2,980 Sq Ft

    525 Deep Creek View, Annapolis, MD 21409

    WELCOME HOME! Tucked into the sought-after Deep Creek Village community, this spacious 3-bedroom, 3 full bath, 1 half bath townhome offers almost 3,000 finished square feet of beautifully designed living space and backs to a peaceful forest conservation area, creating a private, tucked-away feel that is hard to find.On the main floor, hardwood floors and an open-concept layout create the

    Jen Denney EXP Realty, LLC

    525 Deep Creek View, Annapolis, MD 21409
  • /25

    $530,000

    Sold Jul 31, 2025

    972 Woodland Cir, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1964

    Last Sold Summary

    • $273/SF
    • 6 Days On Market

    Current Estimated Value $535,923

    Last Listing Agent Kevin Brown Samson Properties

    972 Woodland Cir, Annapolis, MD 21409
    • /56

      Est $1,012,088

      Not Listed For Sale

      604 Yawl Ct, Annapolis, MD 21409

      • 5 Beds
      • 3.5 Baths
      • 4,775 Sq Ft
      • Built 2004
      604 Yawl Ct, Annapolis, MD 21409

      Last Sold Summary

      • 3 Days On Market

  • /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • /2

    $539,500

    Sold Mar 20, 2026

    1656 Tim Tam Ct, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Above List Price
    • $325/SF
    • 39 Days On Market

    Current Estimated Value $537,648

    Last Listing Agent Robert Sampson Taylor Properties

    1656 Tim Tam Ct, Annapolis, MD 21409
    • /37

      Est $392,306

      Not Listed For Sale

      1368 Almond Dr, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,496 Sq Ft
      • Built 1985
      1368 Almond Dr, Annapolis, MD 21409

      Last Sold Summary

      • 6 Days On Market

  • /39

    $499,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. 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

    Dee Hodge McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
  • /30

    $365,000

    Sold Sep 02, 2025

    466 Man o War Ct, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft
    • Built 1983

    Last Sold Summary

    • $315/SF
    • 10 Days On Market

    Current Estimated Value $366,220

    Last Listing Agent Raymond Wrobel Keller Williams Flagship

    466 Man o War Ct, Annapolis, MD 21409
    • /40

      Est $552,569

      Not Listed For Sale

      975 Dogwood Tree Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,860 Sq Ft
      • Built 1975
      975 Dogwood Tree Dr, Annapolis, MD 21409

      Last Sold Summary

      • 48 Days On Market

  • /50

    $12,950,000

    • 6 Beds
    • 9 Baths
    • 15,859 Sq Ft

    2045 Maidstone Farm Rd, Annapolis, MD 21409

    Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed

    Brad Kappel TTR Sotheby's International Realty

    2045 Maidstone Farm Rd, Annapolis, MD 21409
  • /30

    $415,000

    Sold Jan 06, 2026

    1366 Almond Dr, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft
    • Built 1985

    Last Sold Summary

    • $277/SF
    • 5 Days On Market

    Current Estimated Value $404,139

    Last Listing Agent Jody Buck Cummings & Co. Realtors

    1366 Almond Dr, Annapolis, MD 21409
    • /37

      Est $525,481

      Not Listed For Sale

      228 Wintergull Ln, Annapolis, MD 21409

      • 3 Beds
      • 4 Baths
      • 2,004 Sq Ft
      • Built 1999
      228 Wintergull Ln, Annapolis, MD 21409

      Last Sold Summary

      • 2 Days On Market

  • /82

    $525,000

    • 4 Beds
    • 3 Baths
    • 1,940 Sq Ft

    1248 Hilltop Dr, Annapolis, MD 21409

    Priced to sell, and taking into account the need for some paint and a little TLC. Please remove shoes or use shoe covers the floors were just refinished.

    Christopher Fuller Long & Foster Real Estate, Inc.

    1248 Hilltop Dr, Annapolis, MD 21409
  • /40

    $548,000

    Sold Mar 05, 2026

    606 Snow Goose Ln, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $273/SF
    • 56 Days On Market

    Current Estimated Value $550,682

    Last Listing Agent Christine Leonard Redfin Corp

    606 Snow Goose Ln, Annapolis, MD 21409

Showing Results 201 - 240, Page 6 of 18

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