14,142

Homes in ZIP Code 21403

Section Image
    • /24

      Est $724,101 Not Listed For Sale

      318 Chesapeake Ave, Annapolis, MD 21403

      • Studio
      • 1,428 Sq Ft
      • Built 1926
      318 Chesapeake Ave, Annapolis, MD 21403

      Last Sold Summary

      • 1% Above List Price
      • $504/SF
      • 9 Days On Market
      • Last Sold Price $720,000
      • May 21, 2024

      Last Listing Agent Vic Pascoe Keller Williams Select Realtors of Annapolis

  • /54

    $2,745,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,466 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Check out our new, larger plan at a lower price. A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /47

    $1,090,000 Sold Jul 21, 2025

    13 Wainwright Ave, Annapolis, MD 21403

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft
    • Built 1930

    Last Sold Summary

    • $673/SF
    • 4 Days On Market

    Current Estimated Value $1,047,777

    Last Listing Agent Stephanie Mathis Capital Real Estate Brokerage

    13 Wainwright Ave, Annapolis, MD 21403
    • /42

      Est $891,198 Not Listed For Sale

      7013 Clinton Ct Unit 1B, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 2,088 Sq Ft
      • Built 1999
      7013 Clinton Ct Unit 1B, Annapolis, MD 21403

      Last Sold Summary

      • 9% Above List Price
      • $390/SF
      • 1 Day On Market
      • Last Sold Price $815,000
      • Jul 14, 2023

      Last Listing Agent Jennifer Holden Compass

  • /50

    $825,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1107 Brashears St, Annapolis, MD 21403

    Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining,

    Steven Knopf Engel & Völkers Annapolis

    1107 Brashears St, Annapolis, MD 21403
  • /71

    $801,000 Sold Dec 12, 2025

    401 Fair Hill Ct, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,840 Sq Ft
    • Built 1988

    Last Sold Summary

    • $282/SF
    • 2 Days On Market

    Current Estimated Value $797,736

    Last Listing Agent Jack Papaleonti Academy Realty Inc.

    401 Fair Hill Ct, Annapolis, MD 21403
    • /51

      Est $995,069 Not Listed For Sale

      3174 Raven Ct, Annapolis, MD 21403

      • 5 Beds
      • 4.5 Baths
      • 4,314 Sq Ft
      • Built 1976
      3174 Raven Ct, Annapolis, MD 21403

      Last Sold Summary

      • 11% Above List Price
      • $208/SF
      • 0 Days On Market
      • Last Sold Price $899,000
      • Jul 28, 2023

      Last Listing Agent Trish Dunn Long & Foster

  • /43

    $699,900

    • Studio
    • 2,928 Sq Ft

    3 Elliott Rd, Annapolis, MD 21403

    3 Elliott Road offers a fantastic opportunity to own a well-maintained two-unit duplex with completely separate living spaces and entrances on opposite sides of the property—ideal for investors or owner-occupants seeking rental income. Unit 1 (Vacant) is a spacious 2-bedroom, 1-bath residence featuring high ceilings, hardwood floors, and abundant natural light. The unit includes an updated

    Benjamin Mueller Innovative Properties, Inc.

    3 Elliott Rd, Annapolis, MD 21403
  • /35

    $515,000 Sold Jul 08, 2025

    762 Fairview Ave Unit 762 C, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • Built 1969

    Last Sold Summary

    • 70 Days On Market

    Last Listing Agent Patricia Paul Coldwell Banker Realty

    762 Fairview Ave Unit 762 C, Annapolis, MD 21403
    • /71

      Est $1,446,986 Not Listed For Sale

      123 Chesapeake Ave, Annapolis, MD 21403

      • 3 Beds
      • 3.5 Baths
      • 2,965 Sq Ft
      • Built 2007
      123 Chesapeake Ave, Annapolis, MD 21403

      Last Sold Summary

      • $489/SF
      • 4 Days On Market
      • Last Sold Price $1,450,000
      • Jan 15, 2025

      Last Listing Agent Anne Harrington Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /2

    $780,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 1,904 Sq Ft

    107 Lake View Dr, Annapolis, MD 21403

    Welcome to 107 Lake View Drive — a stunning, fully renovated retreat tucked inside one of Annapolis's most coveted waterfront neighborhoods. Nestled in the heart of Hillsmere Shores, just steps from the Chesapeake Bay near the mouth of the South River, this 4-bedroom, 3.5-bath home is a rare opportunity to live the quintessential bay lifestyle! The open layout immediately draws you in — a

    Lance Hawkins Trademark Realty, Inc

    107 Lake View Dr, Annapolis, MD 21403
  • /64

    $659,500 Sold Dec 19, 2025

    39 Windwhisper Ln, Annapolis, MD 21403

    • 3 Beds
    • 3.5 Baths
    • 3,193 Sq Ft
    • Built 1989

    Last Sold Summary

    • $207/SF
    • 17 Days On Market

    Current Estimated Value $672,624

    Last Listing Agent Joseph Kurnos HomeSmart

    39 Windwhisper Ln, Annapolis, MD 21403
    • /32

      Est $684,708 Not Listed For Sale

      2663 Ogleton Rd, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,894 Sq Ft
      • Built 1969
      2663 Ogleton Rd, Annapolis, MD 21403

      Last Sold Summary

      • 4% Above List Price
      • $347/SF
      • 0 Days On Market
      • Last Sold Price $658,000
      • Sep 28, 2023

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

  • /64

    $2,275,000 Under Contract

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

    122 Chesapeake Ave, Annapolis, MD 21403

    Introducing 122 Chesapeake Avenue, a beautifully constructed Eastport residence offering refined coastal living with elevated design throughout. Built in 2014, this luxury Craftsman showcases a seamless blend of clean architectural lines, modern functionality, and high-end finishes across all three levels. The main level is designed for effortless living and entertaining, featuring an open layout

    Travis Gray Engel & Völkers Annapolis

    122 Chesapeake Ave, Annapolis, MD 21403
  • /44

    $700,000 Sold Nov 03, 2025

    1192 Bay Highlands Dr, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1986

    Last Sold Summary

    • $318/SF
    • 29 Days On Market

    Current Estimated Value $697,981

    Last Listing Agent Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    1192 Bay Highlands Dr, Annapolis, MD 21403
    • /3

      Est $1,754,510 Not Listed For Sale

      621 Bay Ridge Ave, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 3,170 Sq Ft
      • Built 2004
      621 Bay Ridge Ave, Annapolis, MD 21403

      Last Sold Summary

      • 3% Below List Price
      • $568/SF
      • Last Sold Price $1,800,000
      • Apr 30, 2024

      Last Listing Agent datacorrect BrightMLS Non Subscribing Office

  • /24

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4 Boxwood Rd, Annapolis, MD 21403

    Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major commuter routes. The home sits on a prominent corner lot and presents a great opportunity for investors, builders, or buyers looking to renovate and customize a home to their own vision. The property is in need of updating and is

    Rick Gloekler RE/MAX Executive

    4 Boxwood Rd, Annapolis, MD 21403
  • /71

    $725,000 Sold Dec 03, 2025

    1114 Bay Ridge Rd, Annapolis, MD 21403

    • 4 Beds
    • 3 Baths
    • 2,982 Sq Ft
    • Built 1964

    Last Sold Summary

    • $243/SF
    • 16 Days On Market

    Current Estimated Value $718,001

    Last Listing Agent Erin Jones KW Metro Center

    1114 Bay Ridge Rd, Annapolis, MD 21403
    • /3

      Est $87,000 Not Listed For Sale

      1220 Cross Rd, Annapolis, MD 21403

      1220 Cross Rd, Annapolis, MD 21403

      Last Sold Summary

      • 482% Above List Price
      • 110 Days On Market
      • Last Sold Price $14,960
      • Nov 01, 2023

      Last Listing Agent Adam Shpritz Ashland Auction Group LLC

  • /44

    $599,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    3410 Newport Ave, Annapolis, MD 21403

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets,

    Irina Mironova Douglas Realty, LLC

    3410 Newport Ave, Annapolis, MD 21403
  • /28

    $310,000 Sold Apr 21, 2026

    40 Greystone Ct Unit I, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft
    • Built 1990

    Last Sold Summary

    • $252/SF
    • 6 Days On Market

    Current Estimated Value $308,445

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    40 Greystone Ct Unit I, Annapolis, MD 21403
    • /65

      Est $646,559 Not Listed For Sale

      117 Meade Dr, Annapolis, MD 21403

      • 4 Beds
      • 2 Baths
      • 2,080 Sq Ft
      • Built 1966
      117 Meade Dr, Annapolis, MD 21403

      Last Sold Summary

      • 6% Above List Price
      • $294/SF
      • 14 Days On Market
      • Last Sold Price $611,000
      • Aug 02, 2023

      Last Listing Agent Brendan Spear Caprika Realty

  • /44

    $584,999

    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • /34

    $470,000 Sold Jun 12, 2025

    1176 Tyler Ave, Annapolis, MD 21403

    • 4 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1955

    Last Sold Summary

    • $400/SF
    • 2 Days On Market

    Current Estimated Value $427,174

    Last Listing Agent Edwin Tabarez Keller Williams Preferred Properties

    1176 Tyler Ave, Annapolis, MD 21403
    • /60

      Est $514,042 Not Listed For Sale

      12 Burnham Wood Ct, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • 1,487 Sq Ft
      • Built 1990
      12 Burnham Wood Ct, Annapolis, MD 21403

      Last Sold Summary

      • 1% Above List Price
      • $343/SF
      • 0 Days On Market
      • Last Sold Price $510,000
      • Apr 18, 2025

      Last Listing Agent Antonia Barry Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • /34

    $447,500 Sold Oct 21, 2025

    316 Burnside St Unit 304, Annapolis, MD 21403

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft
    • Built 1973

    Last Sold Summary

    • $851/SF
    • 124 Days On Market

    Current Estimated Value $432,776

    Last Listing Agent Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, Annapolis, MD 21403
    • /54

      Est $937,403 Not Listed For Sale

      7011 Bay Front Dr, Annapolis, MD 21403

      • 3 Beds
      • 1 Bath
      • 970 Sq Ft
      • Built 1935
      7011 Bay Front Dr, Annapolis, MD 21403

      Last Sold Summary

      • 7% Above List Price
      • $902/SF
      • 24 Days On Market
      • Last Sold Price $875,000
      • Apr 22, 2025

      Last Listing Agent Georgie Berkinshaw Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /22

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a private setting with peaceful forest views—ideal for

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403
  • /2

    $265,000 Sold Apr 27, 2026

    6 Belvedere Ct, Annapolis, MD 21403

    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft
    • Built 1983

    Last Sold Summary

    • $203/SF
    • 0 Days On Market

    Current Estimated Value $361,000

    Last Listing Agent Susan Clements Coldwell Banker Realty

    6 Belvedere Ct, Annapolis, MD 21403
    • /58

      Est $392,509 Not Listed For Sale

      916 Breakwater Dr, Annapolis, MD 21403

      • 2 Beds
      • 2.5 Baths
      • 1,319 Sq Ft
      • Built 1988
      916 Breakwater Dr, Annapolis, MD 21403

      Last Sold Summary

      • 9% Above List Price
      • $273/SF
      • Last Sold Price $360,000
      • Aug 04, 2023

      Last Listing Agent Sam Barbieri RE/MAX

  • /37

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    40 Greystone Ct Unit G, Annapolis, MD 21403

    Turnkey Investment Opportunity – 2 Bed, 2 Bath Condo with Tenant in Place + Rental Upside.Excellent opportunity for investors seeking immediate rental income with future growth potential. This well-maintained 2-bedroom, 2-bathroom condo is currently leased at $2,200/month, providing steady cash flow from day one, with market rents estimated around $2,600/month—offering clear upside.The

    Ramtin Zadeh Long & Foster Real Estate, Inc.

    40 Greystone Ct Unit G, Annapolis, MD 21403
  • /27

    $599,900 Sold Dec 17, 2025

    508 Harbor Dr, Annapolis, MD 21403

    • 4 Beds
    • 1.5 Baths
    • 1,620 Sq Ft
    • Built 1972

    Last Sold Summary

    • $370/SF
    • 20 Days On Market

    Current Estimated Value $601,486

    Last Listing Agent Devin Moore Innovation Properties, LLC

    508 Harbor Dr, Annapolis, MD 21403
    • /50

      Est $494,061 Not Listed For Sale

      423 Beach Dr, Annapolis, MD 21403

      • 2 Beds
      • 1.5 Baths
      • 1,088 Sq Ft
      • Built 1965
      423 Beach Dr, Annapolis, MD 21403

      Last Sold Summary

      • 9% Above List Price
      • $418/SF
      • 6 Days On Market
      • Last Sold Price $455,250
      • Aug 03, 2023

      Last Listing Agent Sandra K. Libby Long & Foster

  • /45

    $3,995,000 Sold Dec 01, 2025

    3736 Ramsgate Dr, Annapolis, MD 21403

    • 5 Beds
    • 5.5 Baths
    • 4,127 Sq Ft
    • Built 2015

    Last Sold Summary

    • $968/SF
    • 12 Days On Market

    Current Estimated Value $3,952,387

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    3736 Ramsgate Dr, Annapolis, MD 21403
    • /38

      Est $974,673 Not Listed For Sale

      808 Chesapeake Ave, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,737 Sq Ft
      • Built 1930
      808 Chesapeake Ave, Annapolis, MD 21403

      Last Sold Summary

      • 1% Below List Price
      • $567/SF
      • 84 Days On Market
      • Last Sold Price $985,000
      • Mar 03, 2025

      Last Listing Agent Pamela Tierney Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /59

    $547,500 Sold Oct 24, 2025

    1143 August Dr, Annapolis, MD 21403

    • 3 Beds
    • 4 Baths
    • 2,246 Sq Ft
    • Built 2003

    Last Sold Summary

    • $244/SF
    • 1 Day On Market

    Current Estimated Value $553,138

    Last Listing Agent Bob Chew Samson Properties

    1143 August Dr, Annapolis, MD 21403
    • /71

      Est $1,051,170 Not Listed For Sale

      121 Lee Dr, Annapolis, MD 21403

      • 5 Beds
      • 3.5 Baths
      • Built 2024
      121 Lee Dr, Annapolis, MD 21403

      Last Sold Summary

      • 22% Above List Price
      • 12 Days On Market
      • Last Sold Price $859,000
      • Aug 19, 2024

      Last Listing Agent Michele & Stuart Schmidt Keller Williams Flagship

  • /18

    $1,084,990 Sold May 16, 2025

    129 Stilly Way, Annapolis, MD 21403

    • 5 Beds
    • 5.5 Baths
    • 4,934 Sq Ft
    • Built 2025

    Last Sold Summary

    • $220/SF
    • 64 Days On Market

    Current Estimated Value $1,056,538

    Last Listing Agent Terri Hill Builder Solutions Realty

    129 Stilly Way, Annapolis, MD 21403
    • /42

      Est $619,246 Not Listed For Sale

      414 Edgemere Dr, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,668 Sq Ft
      • Built 1978
      414 Edgemere Dr, Annapolis, MD 21403

      Last Sold Summary

      • 3% Above List Price
      • $360/SF
      • 3 Days On Market
      • Last Sold Price $600,000
      • Sep 01, 2023

      Last Listing Agent Susan Clements Coldwell Banker (NRT-Southeast-MidAtlantic)

Showing Results 521 - 560, Page 14 of 18

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