8,371

Homes in ZIP Code 21409

Section Image
  • /2

    $12,500,000 Sold Dec 01, 2025

    1604 Winchester Rd, Annapolis, MD 21409

    • 7 Beds
    • 13 Baths
    • 35,435 Sq Ft
    • Built 1924

    Last Sold Summary

    • $353/SF
    • 245 Days On Market

    Current Estimated Value $4,847,441

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1604 Winchester Rd, Annapolis, MD 21409
    • /20

      Est $405,009 Not Listed For Sale

      1504 Lodge Pole Ct, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1985
      1504 Lodge Pole Ct, Annapolis, MD 21409

      Last Sold Summary

      • 3% Above List Price
      • $252/SF

      Last Sold Price $395,000

      Last Listing Agent Piedad Suarez Spring Hill Real Estate, LLC.

  • /43

    $742,425 Open Sat 1PM - 3PM

    • 3 Beds
    • 7 Baths
    • 1,853 Sq Ft

    76 Old Mill Bottom Rd N Unit 102, 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 102, Annapolis, MD 21409
  • /52

    $1,525,000 Sold Jun 10, 2025

    1319 Bay Head Rd, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft
    • Built 1946

    Last Sold Summary

    • $648/SF
    • 51 Days On Market

    Current Estimated Value $1,543,084

    Last Listing Agent John Collins Long & Foster Real Estate, Inc.

    1319 Bay Head Rd, Annapolis, MD 21409
    • /46

      Est $536,082 Not Listed For Sale

      381 Blossom Tree Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,829 Sq Ft
      • Built 1977
      381 Blossom Tree Dr, Annapolis, MD 21409

      Last Sold Summary

      • 2% Above List Price
      • $287/SF
      • 4 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Joe Bonner BHHS Fox & Roach

  • /3

    $675,000 Coming Soon

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

    1250A Cedar Tree Ln, Annapolis, MD 21409

    NEW NEW NEW!! Enjoy everything this incredible water-oriented community has to offer in this newly renovated beautifully 5 bedroom 3 full bath 1 half bath home in Annapolis. Sunlight pours through large windows, welcoming you the moment you step inside. The newly updated kitchen with new appliances, cabinets and countertop provide the perfect setting for gatherings and entertaining. New flooring

    Keith Moore Douglas Realty, LLC

    1250A Cedar Tree Ln, Annapolis, MD 21409
  • /54

    $530,000 Sold May 23, 2025

    1478 Breezewood Ct, Annapolis, MD 21409

    • 3 Beds
    • 3.5 Baths
    • 1,792 Sq Ft
    • Built 1976

    Last Sold Summary

    • $296/SF
    • 35 Days On Market

    Current Estimated Value $540,049

    Last Listing Agent Jim Reid Long & Foster Real Estate, Inc.

    1478 Breezewood Ct, Annapolis, MD 21409
    • /55

      Est $939,341 Not Listed For Sale

      1751 Baltimore Annapolis Blvd, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 2,908 Sq Ft
      • Built 1965
      1751 Baltimore Annapolis Blvd, Annapolis, MD 21409

      Last Sold Summary

      • 2% Above List Price
      • $318/SF
      • 4 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Kurt Hornig Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /24

    $415,000 Open Sun 1PM - 3PM

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

    1359 Almond Dr, Annapolis, MD 21409

    Sought after townhome in the Walnut Ridge community! This newly updated home offers the perfect blend of style and functionality across two levels. NEW HVAC, HOT WATER HEATER, DOORS, WINDOWS, KITCHEN, BATHROOMS, and MORE! The heart of the home showcases a stunning new kitchen featuring crisp white cabinets and sleek quartz countertops that flow seamlessly into the dining area - perfect for both

    Jody Buck Cummings & Co. Realtors

    1359 Almond Dr, Annapolis, MD 21409
  • /35

    $405,000 Sold Dec 22, 2025

    1641 Cananaro Dr, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1980

    Last Sold Summary

    • $307/SF
    • 32 Days On Market

    Current Estimated Value $415,829

    Last Listing Agent Dave Luptak Long & Foster Real Estate, Inc.

    1641 Cananaro Dr, Annapolis, MD 21409
    • /47

      Est $865,553 Not Listed For Sale

      1514 Winchester Rd, Annapolis, MD 21409

      • 3 Beds
      • 3.5 Baths
      • 2,311 Sq Ft
      • Built 1958
      1514 Winchester Rd, Annapolis, MD 21409

      Last Sold Summary

      • 11% Above List Price
      • $336/SF
      • 25 Days On Market

      Last Sold Price $777,000

      Last Listing Agent Frank Taglienti BHHS PenFed (actual)

  • /80

    $560,000

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

    500 Wood Duck Ln, Annapolis, MD 21409

    BRICK END-UNIT in sought-after Waters Edge community featuring Boadneck schools and shopping. Maximum natural light provided by bump-out bay, palladium and side windows . Two-story entry, 9-ft ceilings plus cathedral and vaulted ceilings and skylight on top floor provide space and open feeling. Entry level features ceramic-tiled foyer, powder room, laundry/storage and cozy family room with gas

    Florence Calvert Coldwell Banker Realty

    500 Wood Duck Ln, Annapolis, MD 21409
  • /11

    $972,144 Sold Jan 27, 2026

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft
    • Built 2025

    Last Sold Summary

    • $377/SF
    • 106 Days On Market

    Last Listing Agent Julie Lamartina-Dinko Douglas Realty, LLC

    1094 Linden Tree Drive - Taft Model, Annapolis, MD 21409
    • /54

      Est $550,582 Not Listed For Sale

      512 Wood Duck Ln, Annapolis, MD 21409

      • 4 Beds
      • 4 Baths
      • 2,044 Sq Ft
      • Built 2000
      512 Wood Duck Ln, Annapolis, MD 21409

      Last Sold Summary

      • 2% Above List Price
      • $263/SF
      • 2 Days On Market

      Last Sold Price $537,500

      Last Listing Agent Brandon Hoffman Redfin Corp

  • /67

    $3,325,000 Pending

    • 6 Beds
    • 5.5 Baths
    • 6,732 Sq Ft

    1576 Bay Head Rd, Annapolis, MD 21409

    Welcome to 1576 Bay Head Road, a breathtaking custom-built waterfront estate on the peaceful Little Magothy River offering over an acre of privacy, 6,700 square feet of refined luxury, and direct access to the Chesapeake Bay in under five minutes. Built in 2017 and designed for modern living, this residence perfectly balances year-round comfort, elegance, and effortless waterfront enjoyment.

    Wendy Oliver Coldwell Banker Realty

    1576 Bay Head Rd, Annapolis, MD 21409
  • /60

    $560,000 Sold Sep 30, 2025

    502 Wood Duck Ln, Annapolis, MD 21409

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

    Last Sold Summary

    • $279/SF
    • 3 Days On Market

    Current Estimated Value $559,085

    Last Listing Agent Sue Herrick RE/MAX Executive

    502 Wood Duck Ln, Annapolis, MD 21409
    • /14

      Est $457,591 Not Listed For Sale

      604 Quaker Ridge Ct, Arnold, MD 21012

      • 3 Beds
      • 3 Baths
      • 1,712 Sq Ft
      • Built 1993
      604 Quaker Ridge Ct, Arnold, MD 21012

      Last Sold Summary

      • 4% Above List Price
      • $257/SF

      Last Sold Price $440,000

      Last Listing Agent Kelly Thompson Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /57

    $550,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,514 Sq Ft

    1155 Bayview Vista, Annapolis, MD 21409

    GREAT HOUSE FOR A GREAT NEW PRICE! WELCOME HOME! Spring is arriving this month & Summertime fun in the sun is just around the corner. This home has an abundance of living space & is located in a desirable Water Oriented Community, The Cape St Claire Community offers it's residents access to beaches, a tot lot, fishing pier & boat ramp. The foyer in the lower level of this bi-level home welcomes

    Kathryn Rash Berkshire Hathaway HomeServices Homesale Realty

    1155 Bayview Vista, Annapolis, MD 21409
  • /36

    $459,300 Sold Dec 03, 2025

    621 Snow Goose Ln, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft
    • Built 1999

    Last Sold Summary

    • $229/SF
    • 24 Days On Market

    Current Estimated Value $469,185

    Last Listing Agent Julie Katcef Engel & Völkers Annapolis

    621 Snow Goose Ln, Annapolis, MD 21409
    • /73

      Est $1,715,253 Not Listed For Sale

      1604 Bay Head Rd, Annapolis, MD 21409

      • 5 Beds
      • 5 Baths
      • 5,805 Sq Ft
      • Built 2005
      1604 Bay Head Rd, Annapolis, MD 21409

      Last Sold Summary

      • 4% Above List Price
      • $284/SF
      • 1 Day On Market

      Last Sold Price $1,650,000

      Last Listing Agent David Orso BHHS PenFed (actual)

  • /35

    $524,655 Open Sat 1PM - 3PM

    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft

    76 Old Mill Bottom Rd N Unit 408, 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 408, Annapolis, MD 21409
  • /38

    $427,500 Sold Jul 16, 2025

    412 Blossom Tree Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft
    • Built 1977

    Last Sold Summary

    • $189/SF
    • 20 Days On Market

    Current Estimated Value $432,736

    Last Listing Agent Katherine Georganas Long & Foster Real Estate, Inc.

    412 Blossom Tree Dr, Annapolis, MD 21409
    • /44

      Est $717,517 Not Listed For Sale

      1668 N Winchester Rd, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1970
      1668 N Winchester Rd, Annapolis, MD 21409

      Last Sold Summary

      • 5% Above List Price
      • $476/SF
      • 0 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Colleen Smith EXP Realty, LLC

  • /44

    $585,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    721 Fairway Dr, Annapolis, MD 21409

    Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three spacious bedrooms and two full

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • /58

    $880,000 Sold Aug 08, 2025

    1383 Sunwood Terrace, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 4,136 Sq Ft
    • Built 1994

    Last Sold Summary

    • $213/SF
    • 24 Days On Market

    Current Estimated Value $893,528

    Last Listing Agent Kimberly McGrath Compass

    1383 Sunwood Terrace, Annapolis, MD 21409
    • /90

      Est $1,430,841 Not Listed For Sale

      2117 Harbor Dr, Annapolis, MD 21409

      • 4 Beds
      • 4.5 Baths
      • 3,200 Sq Ft
      • Built 1970
      2117 Harbor Dr, Annapolis, MD 21409

      Last Sold Summary

      • 3% Above List Price
      • $434/SF
      • 0 Days On Market

      Last Sold Price $1,390,000

      Last Listing Agent Ryan Briggs Anne Arundel Properties, Inc.

  • /22

    $614,900 New Construction

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

    78 Old Mill Bottom Rd N Unit 112, 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 112, Annapolis, MD 21409
  • /24

    $420,000 Sold Aug 07, 2025

    1644 Secretariat Dr, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 1980

    Last Sold Summary

    • $278/SF
    • 13 Days On Market

    Current Estimated Value $419,672

    Last Listing Agent David Landon Patterson-Schwartz-Newark

    1644 Secretariat Dr, Annapolis, MD 21409
    • /50

      Est $499,940 Not Listed For Sale

      1177 Southview Dr, Annapolis, MD 21409

      • 4 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 1972
      1177 Southview Dr, Annapolis, MD 21409

      Last Sold Summary

      • 8% Above List Price
      • $242/SF
      • 75 Days On Market

      Last Sold Price $463,000

      Last Listing Agent Susan Weber-Wehnert Long & Foster

  • /13

    $1,019,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,449 Sq Ft

    1546 Shipsview Rd, Annapolis, MD 21409

    To be built! Two outstanding plans ready for new owner to make their choice and selections! Builder is ready to go! Plans and permits in hand and building can start right away! Extraordinary opportunity to tailor a home to fit your lifestyle and needs. Excellent open floor plans. Great flexible spaces with floor plans to meet your needs. Options include a main level primary suite, larger 2nd

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • /40

    $660,000 Sold May 20, 2025

    1255 Destiny Cir, Annapolis, MD 21409

    • 3 Beds
    • 3 Baths
    • 3,410 Sq Ft
    • Built 2004

    Last Sold Summary

    • $194/SF
    • 3 Days On Market

    Current Estimated Value $669,133

    Last Listing Agent Diane Donnelly Keller Williams Flagship

    1255 Destiny Cir, Annapolis, MD 21409
    • /36

      Est $809,774 Not Listed For Sale

      1921 Minnow Creek Rd, Annapolis, MD 21409

      • 3 Beds
      • 3.5 Baths
      • 1,790 Sq Ft
      • Built 2001
      1921 Minnow Creek Rd, Annapolis, MD 21409

      Last Sold Summary

      • 25% Above List Price
      • $363/SF
      • 29 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Susan Weber-Wehnert Long & Foster

  • /82

    $1,300,000 Pending

    • Land
    • 3.92 Acres
    • $331,633 per Acre

    1836 Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15 right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
  • /35

    $479,000 Sold Nov 10, 2025

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2009

    Last Sold Summary

    • $332/SF
    • 141 Days On Market

    Current Estimated Value $476,011

    Last Listing Agent Joan Peacock Long & Foster Real Estate, Inc.

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
    • /27

      Est $604,273 Not Listed For Sale

      1224 Mount Pleasant Dr, Annapolis, MD 21409

      • 4 Beds
      • 2 Baths
      • 1,876 Sq Ft
      • Built 1968
      1224 Mount Pleasant Dr, Annapolis, MD 21409

      Last Sold Summary

      • 8% Above List Price
      • $299/SF
      • 5 Days On Market

      Last Sold Price $561,500

      Last Listing Agent Ann Claypoole Century 21 New Millennium

  • /35

    $650,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,406 Sq Ft

    735 Whitehall Beach Rd, Annapolis, MD 21409

    This stunning split-level home in Whitehall Beach, offers a perfect blend of modern comfort and natural beauty. The Home features 3 spacious bedrooms and 2.5 baths, including a primary bath with elegant finishes. The open floor plan seamlessly connects the living and dining areas, enhanced by recessed lighting, vinyl plank flooring with access to the large rear deck overlooking the private yard.

    Mary Hoffman 1st Rate Realty LLC

    735 Whitehall Beach Rd, Annapolis, MD 21409
  • /32

    $420,500 Sold Aug 14, 2025

    1635 Secretariat Dr, Annapolis, MD 21409

    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft
    • Built 1978

    Last Sold Summary

    • $214/SF
    • 2 Days On Market

    Current Estimated Value $417,885

    Last Listing Agent Steven J. Saucedo Keller Williams Flagship

    1635 Secretariat Dr, Annapolis, MD 21409
    • /29

      Est $368,729 Not Listed For Sale

      1584 Star Pine Dr, Annapolis, MD 21409

      • 3 Beds
      • 1.5 Baths
      • 1,020 Sq Ft
      • Built 1985
      1584 Star Pine Dr, Annapolis, MD 21409

      Last Sold Summary

      • 8% Above List Price
      • $333/SF
      • 0 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Wendy Trebbe Blackwell Real Estate, LLC

  • /47

    $8,750,000 Coming Soon

    • 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
  • /49

    $602,000 Sold Nov 18, 2025

    1179 Neptune Place, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • Built 1986

    Last Sold Summary

    • $322/SF
    • 3 Days On Market

    Current Estimated Value $600,170

    Last Listing Agent Denise Mattern Coldwell Banker Realty

    1179 Neptune Place, Annapolis, MD 21409

Showing Results 121 - 160, Page 4 of 18

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