38,878

Annapolis, MD Homes

Section Image Section Image
  • /34

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    619 Admiral Dr Unit 401, Annapolis, MD 21401

    Penthouse living in the heart of Annapolis! This spacious 2-bedroom, 2-bath condo features vaulted ceilings, a versatile loft, gas fireplace, and private balcony. Freshly painted throughout with new LVP flooring in the main living areas, new carpet in the bedrooms, new granite countertops, new appliances, and new toilets, this home is ready for you to move in and enjoy. The loft provides flexible

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    619 Admiral Dr Unit 401, Annapolis, MD 21401
  • /8

    $2,495 Per Month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Condo for Rent

    24 Silverwood Cir Unit 12, Annapolis, MD 21403

    AVAILABLE SEPT 1 - Updated Spacious condo located in the Fairwinds Community. Pristine condition, Foyer Entry, Large Living Room, Dining Room, Galley Kitchen and Family Room. Two bedroom, one and a half baths. Ample Storage and space. Washer/Dryer in unit. Great proximity to Downtown Annapolis. Rent includes Water, Heat and Trash .Close to shopping, dining and transportation. NO PETS - MIN

    24 Silverwood Cir Unit 12, Annapolis, MD 21403
  • /76

    $1,150,000

    Sold Nov 19, 2025

    14 Jefferson Place, Annapolis, MD 21401

    • 6 Beds
    • 4 Baths
    • 2,568 Sq Ft
    • Built 1928

    Last Sold Summary

    • $448/SF
    • 49 Days On Market

    Current Estimated Value $1,164,435

    Last Listing Agent Jennifer Siska Long & Foster Real Estate, Inc.

    14 Jefferson Place, Annapolis, MD 21401
    • /57

      Est $697,669

      Not Listed For Sale

      1915 Towne Centre Blvd Unit 501, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,648 Sq Ft
      • Built 2009
      1915 Towne Centre Blvd Unit 501, Annapolis, MD 21401

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Donna Dickinson Coldwell Banker Realty

  • /21

    $1,099,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    116 Stilly Way, Annapolis, MD 21403

    Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    116 Stilly Way, Annapolis, MD 21403
  • /6

    $2,195 Per Month

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Townhouse for Rent

    20 Johnson Place, Annapolis, MD 21401

    AVAILABLE NOW. Two-Level Annapolis Townhome off street parking with Private Fenced Yard – Walk to DowntownEnjoy the privacy and space of this 2-bedroom, 1.5-bath townhome with approximately 930 sq. ft. across two levels, featuring a private fenced yard, off-street parking, and in-unit washer and dryer.The main level offers a comfortable living area and functional kitchen, while

    20 Johnson Place, Annapolis, MD 21401
  • /52

    $820,000

    Sold Jan 09, 2026

    27 Jeremys Way, Annapolis, MD 21403

    • 2 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1976

    Last Sold Summary

    • $704/SF
    • 4 Days On Market

    Current Estimated Value $820,723

    Last Listing Agent Mary Gatton Redfin Corp

    27 Jeremys Way, Annapolis, MD 21403
    • /26

      Est $528,767

      Not Listed For Sale

      2104 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1985
      2104 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

      Last Sold Summary

      • 166 Days On Market

      Last Listing Agent Gina Gargeu Century 21 Downtown

  • /65

    $880,000

    • 4 Beds
    • 5 Baths
    • 3,722 Sq Ft

    1007 Harbor Dr, Annapolis, MD 21403

    Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 finished square feet, four bedrooms, three full and two half baths, a two car garage and a finished lower level - all in the sought-after Annapolis Roads community. The versatile floor plan provides room to spread out, work from home, entertain and accommodate guests, while the finished

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    1007 Harbor Dr, Annapolis, MD 21403
  • /20

    $2,200

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    110 East St Unit B, Annapolis, MD 21401

    This upper-level, fully-furnished apartment is located in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minutes walk to Main Street, the Naval Academy (6 mins), downtown waterfront (4 mins), shops on Maryland Ave (2 mins), and West Street (7 mins). This home was built by Eleanor Hepburn, the cousin of actress Katharine Hepburn and has been

    110 East St Unit B, Annapolis, MD 21401
  • /2

    $379,000

    Sold Aug 31, 2026

    1013 Hanson St, Annapolis, MD 21403

    • 3 Beds
    • 1.5 Baths
    • 1,645 Sq Ft
    • Built 1979

    Last Sold Summary

    • $230/SF

    Current Estimated Value $510,419

    Last Listing Agent Diana Blaszkiewicz Compass

    1013 Hanson St, Annapolis, MD 21403
    • /38

      Est $2,442,339

      Not Listed For Sale

      119 W Bay View Dr, Annapolis, MD 21403

      • 5 Beds
      • 4.5 Baths
      • 4,736 Sq Ft
      • Built 2014
      119 W Bay View Dr, Annapolis, MD 21403

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

  • /21

    $1,064,990

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 4,398 Sq Ft

    117 Stilly Way, Annapolis, MD 21403

    Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood.Additional highlights include a sunroom,

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    117 Stilly Way, Annapolis, MD 21403
  • /11

    $1,625

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    21 Windwhisper Ln, Annapolis, MD 21403

    The fully finished lower level has a separate access point, it includes a spacious den with fireplace, a guest/in-law suite with updated bath, and a huge walk-in closet. Love the outdoors? Launch your kayak or paddleboard from the community waterfront access just down the street, and keep your boat just minutes away at the local marina, or visit close by Quiet Waters Park. All this & you are

    21 Windwhisper Ln, Annapolis, MD 21403
  • /35

    $500,000

    Sold Sep 22, 2025

    1126 Skyway Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • Built 1953

    Last Sold Summary

    • $308/SF
    • 16 Days On Market

    Current Estimated Value $538,237

    Last Listing Agent Steve Chapman Douglas Realty, LLC

    1126 Skyway Dr, Annapolis, MD 21409
    • /33

      Not Listed For Sale

      633 Admiral Dr Unit H9-307, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,358 Sq Ft
      • Built 1996
      633 Admiral Dr Unit H9-307, Annapolis, MD 21401

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Constance Trujillo Engel & Völkers Annapolis

  • /57

    $849,000

    $26K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,101 Sq Ft

    7038 Clinton Ct, Annapolis, MD 21403

    Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    7038 Clinton Ct, Annapolis, MD 21403
  • /20

    $1,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    302 Cedar Ln Unit In law suite, Annapolis, MD 21403

    This 1-bedroom, 1-bathroom apartment offers 600 square feet of living space. The living room provides ample room for relaxation and features air conditioning for comfort. The bedroom is designed for privacy and includes sufficient storage space. The bathroom is equipped with essential fixtures for convenience. Additional amenities include gated access for security and on-site laundry facilities

    302 Cedar Ln Unit In law suite, Annapolis, MD 21403
  • /71

    $1,930,000

    Sold Jul 09, 2026

    254 King George St, Annapolis, MD 21401

    • 4 Beds
    • 3 Baths
    • 2,877 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $671/SF
    • 12 Days On Market

    Current Estimated Value $1,918,307

    Last Listing Agent Glenn Sutton TTR Sotheby's International Realty

    254 King George St, Annapolis, MD 21401
    • /51

      Est $618,415

      Not Listed For Sale

      1203 Grant St, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,621 Sq Ft
      • Built 2021
      1203 Grant St, Annapolis, MD 21403

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Joseph Fagiolo Greater Annapolis Realty

  • /45

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 1,828 Sq Ft

    785 Rolling View Dr, Annapolis, MD 21409

    Welcome to 785 Rolling View Drive...If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the waterfront price tag, this is it!!!4-bedroom, 2.5-bath split foyer sits in one of the Broadneck Peninsula’s most recognizable water-privileged communities.Off-street parking, covered front porch, and a

    Agent Photo

    Amie Hohn

    Douglas Realty, LLC

    785 Rolling View Dr, Annapolis, MD 21409
  • /26

    $2,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    52 Madison Place, Annapolis, MD 21401

    SHORT-TERM LEASE!! // FURNISHED // AVAILABLE ANYTIME AFTER 11/23/26 -5/15/27//**CAN BE SHORTER TERM IF NEEDED//PERFECT FOR LEGISLATIVE SESSION_WALKING DISTANCE TO CAPITOL, STATE HOUSE, NAVAL ACADEMY & STADIUM. HISTORIC ANNAPOLIS - ART'S DISTRICT: Built in 1898, “John Stevens House” in sought-after President’s Hill, the “Arts District”. This charming, light-filled 2-level unit of a

    52 Madison Place, Annapolis, MD 21401
  • /25

    $465,000

    Sold Mar 05, 2026

    954 Breakwater Dr, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $304/SF
    • 2 Days On Market

    Current Estimated Value $461,000

    Last Listing Agent Vanessa Knight Engel & Völkers Annapolis

    954 Breakwater Dr, Annapolis, MD 21403
    • /45

      Est $561,111

      Not Listed For Sale

      205 Vanguard Ln, Annapolis, MD 21401

      • 3 Beds
      • 4 Baths
      • 2,000 Sq Ft
      • Built 2015
      205 Vanguard Ln, Annapolis, MD 21401

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /35

    $1,795,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,834 Sq Ft

    2246 Mulberry Hill Rd, Annapolis, MD 21409

    Situated on a point of land with sweeping water views from multiple vantage points, this unique property is perched over Martins Cove off Mill Creek and has been beautifully updated and meticulously maintained. Framed by mature landscaping and oak trees, this home welcomes you with timeless curb appeal before revealing the views from within. The open concept main level centers on the just

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    2246 Mulberry Hill Rd, Annapolis, MD 21409
  • /10

    $900

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Townhouse for Rent

    596 Wild Flower Glade, Annapolis, MD 21409

    Basement Den for Rent in Annapolis – Just Outside Cape St. Clair, MD Hi all, I am early 30s professional looking for 1 tenant to rent out a cozy basement den in my spacious home conveniently located near major local spots! Room Options (Month-to-Month Lease):– $950/month• Includes a spacious walk-in closet• Refundable deposit: $500Shared Amenities Include:•

    596 Wild Flower Glade, Annapolis, MD 21409
  • /45

    $665,000

    Sold Apr 16, 2026

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • Built 2009

    Last Sold Summary

    • $404/SF
    • 160 Days On Market

    Current Estimated Value $683,041

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

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    • /21

      Not Listed For Sale

      202 Bertina A Nick Way Unit MDAA2079062, Annapolis, MD 21401

      • 4 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 2016
      202 Bertina A Nick Way Unit MDAA2079062, Annapolis, MD 21401

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

  • /17

    $315,000

    Coming Soon Sep 4
    • 1 Bed
    • 1 Bath
    • 964 Sq Ft

    605 A Admiral Dr Unit 102, Annapolis, MD 21401

    COMING SOON! Rarely Available 1 Bedroom Patio Level Unit! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    605 A Admiral Dr Unit 102, Annapolis, MD 21401
  • /14

    $2,000

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    259 Hanover St Unit 1, Annapolis, MD 21401

    Beautiful 1 bedroom/1 bath apartment in the heart of Annapolis overlooking the Naval Academy. On a quiet strees with lots of parking and less than 10 minute walk to Main Street, West Street, and City Dock. Beautiful hard wood floors and plenty of windows for ample natural light! Apartment includes a private porch and access to a large common back yard to enjoy the upcoming spring and summer.

    259 Hanover St Unit 1, Annapolis, MD 21401
  • /7

    $1,550,000

    Sold Sep 12, 2025

    3403 Niagara Rd, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 3,520 Sq Ft
    • Built 2002

    Last Sold Summary

    • $440/SF
    • 52 Days On Market

    Current Estimated Value $1,616,337

    Last Listing Agent Heather Giovingo Coldwell Banker Realty

    3403 Niagara Rd, Annapolis, MD 21403
    • /16

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2106558, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2106558, Annapolis, MD 21403

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Heidi Heiderman Samson Properties

  • /35

    $399,850

    • 4 Beds
    • 3.5 Baths
    • 2,042 Sq Ft

    607 Wye Island Ct, Annapolis, MD 21401

    Fully renovated 4-bedroom, 3.5-bath END-UNIT townhouse offering three levels of flexible living space in Annapolis! The bright main level features an inviting living and dining area, convenient half bath, and a beautifully renovated kitchen with quartz countertops, stainless steel appliances, upgraded cabinetry and modern finishes throughout. Upstairs you'll find three bedrooms and two fully

    Agent Photo

    Jim Bim

    Winning Edge

    607 Wye Island Ct, Annapolis, MD 21401
  • /18

    $2,300

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    5 Maryland Ave Unit 2, Annapolis, MD 21401

    EXCLUSIVE - Stunning newly remodeled 1 bedroom apartment right outside of The United State's Naval Academy, Gate #3!!! It is located in the Historical Landmark - The 1887 Admiral Terry Building. The building allows for a picture perfect view of the Maryland State House right outside the front door. The location allows you to walk EVERYWHERE! This condo upgrades includes brand new stainless steel

    5 Maryland Ave Unit 2, Annapolis, MD 21401
  • /38

    $1,100,000

    Sold Feb 03, 2026

    30 Decatur Ave, Annapolis, MD 21403

    • 4 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • Built 1928

    Last Sold Summary

    • $745/SF
    • 0 Days On Market

    Current Estimated Value $1,103,147

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    30 Decatur Ave, Annapolis, MD 21403
    • /31

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2119208, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2119208, Annapolis, MD 21403

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Crystal Smith RE/MAX Executive

  • /50

    $625,000

    Pending
    • 3 Beds
    • 4 Baths
    • 2,670 Sq Ft

    2827 Seasons Way, Annapolis, MD 21401

    Set within the desirable, water-oriented Riva Trace community, this end-unit townhome offers nearly 3,000 square feet across three finished levels, a main-level primary suite, attached garage, and a wooded backdrop. Beautiful landscaping completed last October, including perennial and evergreen plantings, creates a warm welcome at the entry, where an added railing enhances the approach. As an end

    Agent Photo

    Debra Noone

    Northrop Realty

    2827 Seasons Way, Annapolis, MD 21401
  • /14

    $2,800

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,629 Sq Ft
    • Townhouse for Rent

    617 Tuckahoe Creek Ct, Annapolis, MD 21401

    ** NOT FURNISHED. Basement is being rented as a separate unit and has separate tenant. Laundry room is shared ** Welcome to your dream home nestled in the charming city of Annapolis, Maryland. This beautiful 3-bedroom, 2.5-bathroom residence offers the perfect blend of comfort, convenience, and

    617 Tuckahoe Creek Ct, Annapolis, MD 21401
  • /23

    $415,000

    Sold Jun 15, 2026

    1955 Marconi Cir, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Below List Price
    • $346/SF
    • 157 Days On Market

    Current Estimated Value $420,433

    Last Listing Agent Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
    • /36

      Not Listed For Sale

      60 Sandstone Ct Unit MDAA2077424, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1994
      60 Sandstone Ct Unit MDAA2077424, Annapolis, MD 21403

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kristen Swartz Taylor Properties

Showing Results 121 - 160, Page 4 of 18

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