40,751

Annapolis, MD Homes

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  • /41

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an

    Erica Baker TTR Sotheby's International Realty

    2942 Southaven Dr, Annapolis, MD 21401
  • /30

    $2,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft
    • Townhouse for Rent

    63 Town Pines Ct, Annapolis, MD 21401

    Live in the heart of Annapolis where historic charm and vibrant downtown energy come together. This 3-bedroom, 1 full and 1 half-bath townhome offers comfortable living space just two blocks from the iconic Maryland State House and moments from the waterfront. Inside, you’ll find a functional layout with spacious bedrooms, inviting living areas, and plenty of natural light. The home offers the

    Lisa Wallace Keller Williams Fairfax Gateway

    63 Town Pines Ct, Annapolis, MD 21401
  • /33

    $800,000

    Sold Jun 03, 2025

    704 Banneker Ln, Annapolis, MD 21401

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 2006

    Last Sold Summary

    • $260/SF
    • 10 Days On Market

    Current Estimated Value $857,098

    Last Listing Agent Dominic Souza Greathouse V. Armstrong, LLC

    704 Banneker Ln, Annapolis, MD 21401
    • /37

      Est $1,101,862

      Not Listed For Sale

      624 Samantha Ct, Annapolis, MD 21409

      • 4 Beds
      • 4.5 Baths
      • 5,912 Sq Ft
      • Built 2012
      624 Samantha Ct, Annapolis, MD 21409

      Last Sold Summary

      • 147 Days On Market

  • /47

    $650,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot included! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. Build a detached garage with extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • /6

    $3,150 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • House for Rent

    11 Cornhill St, Annapolis, MD 21401

    Charming 2-bedroom and den, 1.5 bath bright 2 level townhouse, hardwood floors in heart of Downtown Annapolis. House has full sized washer/dryer, dishwasher, fenced back yard and parking space for 1 car. Walk 1 minute to City Dock, dining, shops, 3 minutes to USNA, St Johns College, Maryland State House, Maryland Courts.Please note: Our policy is to only contact those who provide a

    11 Cornhill St, Annapolis, MD 21401
  • /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 $527,317

    Last Listing Agent Steve Chapman Douglas Realty, LLC

    1126 Skyway Dr, Annapolis, MD 21409
    • /41

      Est $679,104

      Not Listed For Sale

      5 Park Place Unit 530, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,292 Sq Ft
      • Built 2007
      5 Park Place Unit 530, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /73

    $1,350,000

    $150K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,654 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views,

    Micheal Vakas EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /2

    $6,200 Per Month

    • 6 Beds
    • 5 Baths
    • 4,397 Sq Ft
    • House for Rent

    2008 Chesapeake Rd, Annapolis, MD 21409

    Professional photos coming. Experience elevated coastal living just steps from the Chesapeake Bay in this exceptional Colonial residence in the coveted Tydings on the Bay community. Perfectly positioned on a premium cul-de-sac lot across from the water, this home offers over 4,200 square feet of refined living space with no HOA. A grand two-story foyer introduces elegant formal living and dining

    Stuart Greenwell Cummings & Co. Realtors

    2008 Chesapeake Rd, Annapolis, MD 21409
  • /64

    $575,000

    Sold Jul 30, 2025

    2012 Quay Village Ct Unit 202, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft
    • Built 1990

    Last Sold Summary

    • $383/SF
    • 51 Days On Market

    Current Estimated Value $593,797

    Last Listing Agent Cheryl Byrd Compass

    2012 Quay Village Ct Unit 202, Annapolis, MD 21403
    • /41

      Est $596,080

      Not Listed For Sale

      110 Waterline Ct, Annapolis, MD 21401

      • 3 Beds
      • 5 Baths
      • 2,450 Sq Ft
      • Built 2017
      110 Waterline Ct, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /66

    $735,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    317 Canterfield Rd, Annapolis, MD 21403

    Welcome to 317 Canterfield Road in the highly sought-after Hunt Meadow community! Situated on a beautifully landscaped corner lot, this well-maintained home offers the perfect combination of space, comfort, and location. Step inside to find a bright and inviting main level featuring hardwood floors, spacious living and dining areas, and a well-appointed kitchen that opens to a cozy family

    Rick Gloekler RE/MAX Executive

    317 Canterfield Rd, Annapolis, MD 21403
  • /23

    $3,395 Per Month

    • 4 Beds
    • 5 Baths
    • 2,484 Sq Ft
    • Townhouse for Rent

    231 Wintergull Ln, Annapolis, MD 21409

    Immaculate four-bedroom, five-bathroom (four full and one half) four-level townhome with an attached one-car garage in the Water’s Edge at Woods Landing community of Annapolis.The main living level features an open-concept living, dining, and kitchen area with beautiful hardwood flooring throughout. The gourmet kitchen is equipped with stainless steel appliances, a large

    231 Wintergull Ln, Annapolis, MD 21409
  • /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 $462,413

    Last Listing Agent Vanessa Knight Engel & Völkers Annapolis

    954 Breakwater Dr, Annapolis, MD 21403
    • /58

      Est $1,104,496

      Not Listed For Sale

      2936 Southaven Dr, Annapolis, MD 21401

      • 5 Beds
      • 3.5 Baths
      • 5,904 Sq Ft
      • Built 2005
      2936 Southaven Dr, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /64

    $2,150,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403

    Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown Annapolis. Blending classic seaside charm with refined finishes, this meticulously curated home features stunning interiors, where every detail reflects superior craftsmanship and thoughtful design. Rich hardwood flooring, custom

    John Collins Long & Foster Real Estate, Inc.

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403
  • /10

    $1,949 Per Month

    • 2 Beds
    • 1 Bath
    • 2,499 Sq Ft
    • House for Rent

    920 Boucher Ave Unit 2, Annapolis, MD 21403

    Beautiful Unit Available Now in Eastport! This 2 bed 1 bath unit is the lower unit of the home and has Hardwood Floors throughout with Lots of natural light! This home features an in unit washer/dryer, new appliances, and recently had some paint and minor repairs completed. Fantastic location with easy access to downtown Annapolis and Spa Creek. Ready for immediate occupancy! ****Minimum Credit

    Natalie Dickie Blackwell Real Estate, LLC

    920 Boucher Ave Unit 2, Annapolis, MD 21403
  • /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 $672,636

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

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    • /36

      Est $358,929

      Not Listed For Sale

      502 Mathias Hammond Way Unit 206, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,277 Sq Ft
      • Built 1997
      502 Mathias Hammond Way Unit 206, Annapolis, MD 21401

      Last Sold Summary

      • 0 Days On Market

  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /11

    $3,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft
    • House for Rent

    2729 Poplar Ln, Annapolis, MD 21401

    Must See! This Alpine contemporary home, features 4-bedroom, 2.5 bath, with open floor plan. Large living room with fireplace and vaulted ceilings provides beautiful natural light which flows into the spacious dining area. A gourmet kitchen with granite countertops, Viking refrigerator, gas stove all complemented by abundant cabinetry. The rear family room with wood burning stove overlooks the

    2729 Poplar Ln, 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 $1,562,739

    Last Listing Agent Heather Giovingo Coldwell Banker Realty

    3403 Niagara Rd, Annapolis, MD 21403
    • /57

      Est $681,863

      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

  • /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210+ Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /29

    $2,990 Per Month

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • House for Rent

    1303 Bay Ridge Ave, Annapolis, MD 21403

    A classic 1950's detached home in Eastport, recently renovated inside and out. New vinyl plank floors throughout the one-story home. Located in Parkwood, there is water access on Back Creek at the private community waterfront. Kayak and paddleboard racks available for annual fee. Waterfront has space for picnicing. The home is accessed in an alley in the rear of the property through private

    Anne Harrington Coldwell Banker Realty

    1303 Bay Ridge Ave, Annapolis, MD 21403
  • /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 $1,110,522

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    30 Decatur Ave, Annapolis, MD 21403
    • /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

  • /88

    $1,025,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

    VIRTUAL TOUR: Buyer may keep all furnishings if desired, all items in garage will be removed prior to sale. Welcome to 3249 Arundel on the Bay Road — where coastal charm meets timeless character in one of Annapolis’ most sought-after waterfront communities. Nestled in the heart of Arundel on the Bay, this beautifully positioned home offers the rare opportunity to enjoy true Chesapeake Bay living

    Justin Walker Keller Williams Flagship

    3249 Arundel on The Bay Rd, Annapolis, MD 21403
  • /29

    $3,295 Per Month

    • 4 Beds
    • 5 Baths
    • 2,200 Sq Ft
    • Townhouse for Rent

    133 Lejeune Way, Annapolis, MD 21401

    Immaculate four-bedroom, five-bathroom (four full and one half) four-level townhome with an attached one-car garage, located in the Admirals Square community of Annapolis.The entry level features a fourth bedroom, a full bathroom, and access to the attached garage, ideal for guests or a private home office.The second level serves as the main living area and offers a

    133 Lejeune Way, Annapolis, MD 21401
  • /69

    $760,000

    Sold Aug 26, 2025

    609 Marti Ln, Annapolis, MD 21401

    • 4 Beds
    • 3.5 Baths
    • 2,844 Sq Ft
    • Built 1980

    Last Sold Summary

    • $267/SF
    • 3 Days On Market

    Current Estimated Value $787,600

    Last Listing Agent MIMI COLLINS Samson Properties

    609 Marti Ln, Annapolis, MD 21401
    • /46

      Est $1,354,927

      Not Listed For Sale

      1292 Virginia St, Annapolis, MD 21401

      • 5 Beds
      • 4 Baths
      • 3,774 Sq Ft
      • Built 2012
      1292 Virginia St, Annapolis, MD 21401

      Last Sold Summary

      • 12 Days On Market

  • /51

    $589,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    1075 Sun Valley Dr, Annapolis, MD 21409

    Major Price Reduction w/ Some Closing Help! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior

    Vincent Payne Realty Navigator

    1075 Sun Valley Dr, Annapolis, MD 21409
  • /54

    $10,000 Per Month

    • 4 Beds
    • 5.5 Baths
    • 6,732 Sq Ft
    • House for Rent

    1576 Bay Head Rd, Annapolis, MD 21409

    Set along the serene shores of the Little Magothy River, 1576 Bay Head Road presents a rare opportunity to experience true waterfront luxury in one of Annapolis’ most private and picturesque settings. Constructed in 2017 and thoughtfully designed to embrace both elegance and everyday comfort, this extraordinary estate spans more than 6,700 square feet on over an acre of beautifully positioned

    Travis Gray Engel & Völkers Annapolis

    1576 Bay Head Rd, Annapolis, MD 21409
  • /41

    $400,000

    Sold Apr 30, 2026

    605 Admiral Dr, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Above List Price
    • $264/SF
    • 7 Days On Market

    Current Estimated Value $389,200

    Last Listing Agent Amy Faust Long & Foster Real Estate, Inc.

    605 Admiral Dr, Annapolis, MD 21401
    • /50

      Est $1,376,609

      Not Listed For Sale

      917 Sahlin Farm Rd, Annapolis, MD 21401

      • 4 Beds
      • 3.5 Baths
      • 4,026 Sq Ft
      • Built 2017
      917 Sahlin Farm Rd, Annapolis, MD 21401

      Last Sold Summary

      • 1 Day On Market

  • /75

    $1,399,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    1035 Boucher Ave, Annapolis, MD 21403

    OPEN HOUSE IS CANCELED, PROPERTY UNDER CONTRACT Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional living, and an unbeatable location, complete with the rare convenience of a two-car garage and full-sized driveway, all within walking distance to the very best of Eastport and

    Kate Liscinsky Compass

    1035 Boucher Ave, Annapolis, MD 21403
  • /22

    $2,695 Per Month

    • 2 Beds
    • 3 Baths
    • 1,934 Sq Ft
    • Condo for Rent

    2707 Summerview Way Unit 301, Annapolis, MD 21401

    Oversized top-floor two-bedroom + loft, three bathroom (2-full & 1-half) condo in The Villages at Summer Place community of Riva Trace, Annapolis. Spacious living room with a bonus sunroom. Loft area with wet bar. The lower primary suite has a separate dressing room, double vanity, separate shower stall, a large walk-in closet, and direct access to the rooftop deck. The second suite is on the

    2707 Summerview Way Unit 301, Annapolis, MD 21401
  • /52

    $3,100,000

    Sold Jun 27, 2025

    21 Southgate Ave, Annapolis, MD 21401

    • 4 Beds
    • 3.5 Baths
    • 3,591 Sq Ft
    • Built 1890

    Last Sold Summary

    • $863/SF
    • 6 Days On Market

    Current Estimated Value $3,156,419

    Last Listing Agent Elizabeth Dooner Coldwell Banker Realty

    21 Southgate Ave, Annapolis, MD 21401
    • /51

      Est $627,353

      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

Showing Results 161 - 200, Page 5 of 18

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