38,878

Annapolis, MD Homes

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  • /52

    $849,900

    $25K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    109 Sunset Dr, Annapolis, MD 21403

    Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced

    Agent Photo

    Jim Bim

    Winning Edge

    109 Sunset Dr, Annapolis, MD 21403
  • /14

    Starting at $2,850

    Total Monthly Price

    • 3 - 4 Beds

    349 Kinkaid Rd, Annapolis, MD 21402

    Welcome to North Severn Village! North Severn Village is located near the entrance of NSA Annapolis and just moments away from the from historic downtown Annapolis waterfront. North Severn Village features spacious two-story three-, and four-bedroom townhomes, all of which feature fenced-in backyards and storage sheds and average usage of utilities is included. On-base housing gives you the

    North Severn Village - No Costs Utilities*

    349 Kinkaid Rd, Annapolis, MD 21402
  • /39

    $473,000

    Sold Jul 10, 2026

    2023 Puritan Terrace, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Below List Price
    • $260/SF
    • 12 Days On Market

    Current Estimated Value $482,912

    Last Listing Agent Annie Witte Raymond Coldwell Banker Realty

    2023 Puritan Terrace, Annapolis, MD 21401
    • /40

      Est $570,377

      Not Listed For Sale

      551 Leftwich Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2018
      551 Leftwich Ln, Annapolis, MD 21401

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Lori Gough Long & Foster Real Estate, Inc.

  • /27

    $1,300,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1717 Porters Hill Rd, Annapolis, MD 21401

    Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day.Inside, the main living spaces unfold with an open floor plan that feels both modern and

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    1717 Porters Hill Rd, Annapolis, MD 21401
  • /35

    Starting at $2,090 Per Month

    • Studio - 2 Beds

    251 Admiral Cochrane Dr, Annapolis, MD 21401

    Sophistication and elegance make every apartment home at The James worth remembering. Each apartment home is expertly designed with custom home style finishes and spacious floorplans. Situated in Annapolis, residents will enjoy the community's close proximity to unique shopping, cultural venues, and world-class dining.

    The James

    251 Admiral Cochrane Dr, Annapolis, MD 21401
  • /25

    $808,000

    Sold Jul 01, 2026

    1602 Cedar Park Rd, Annapolis, MD 21401

    • 4 Beds
    • 2 Baths
    • 2,375 Sq Ft
    • Built 1964

    Last Sold Summary

    • 11% Above List Price
    • $340/SF
    • 4 Days On Market

    Current Estimated Value $724,817

    Last Listing Agent Kevin Brown Samson Properties

    1602 Cedar Park Rd, Annapolis, MD 21401
    • /39

      Est $413,295

      Not Listed For Sale

      2706 Summerview Way Unit 303, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,934 Sq Ft
      • Built 1989
      2706 Summerview Way Unit 303, Annapolis, MD 21401

      Last Sold Summary

      • 14 Days On Market

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

  • /52

    $3,750,000

    $200K PRICE DROP Under Contract
    • 4 Beds
    • 6 Baths
    • 6,594 Sq Ft

    1715 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    1715 Porters Hill Rd, Annapolis, MD 21401
  • /18

    Starting at $2,542

    Total Monthly Price

    • 1 - 2 Beds

    931 Edgewood Rd, Annapolis, MD 21403

    As the two time winner of the Active Senior Community Award from Maryland Multi-Housing Association, Gardens of Annapolis is the premier senior living community in Annapolis, MD. Just moments from Annapolis Mall and the Annapolis Town Center, you can enjoy and appreciate all the comforts of independent living at this luxurious rental community created exclusively for seniors 62 and better.

    Gardens of Annapolis

    931 Edgewood Rd, Annapolis, MD 21403
  • /23

    $550,000

    Sold Apr 27, 2026

    212 Duke of Gloucester St, Annapolis, MD 21401

    • Studio
    • 2,300 Sq Ft
    • Built 1946

    Last Sold Summary

    • $239/SF
    • 89 Days On Market

    Last Listing Agent Nicholas Pfisterer Everything Real Estate, LLC

    212 Duke of Gloucester St, Annapolis, MD 21401
    • /33

      Est $245,337

      Not Listed For Sale

      2574 Riva Rd Unit 12A, Annapolis, MD 21401

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1979
      2574 Riva Rd Unit 12A, Annapolis, MD 21401

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Karlton Morris Long & Foster Real Estate, Inc.

  • /37

    $299,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • /16

    Starting at $1,389 Per Month

    • 1 - 3 Beds

    199 Bertina A Nick Way, Annapolis, MD 21401

    We accept Housing Choice Vouchers.Located in beautiful downtown Annapolis, Obery Court & College Creek features one, two, three, and four-bedroom apartments and town homes. Living in historic Annapolis affords residents the ability to spend life with views of the Chesapeake.Whether you choose a one or two-bedroom apartment or three or four-bedroom town home, you’ll find open floor

    Obery Court

    199 Bertina A Nick Way, Annapolis, MD 21401
  • /2

    $520,000

    Sold Jun 30, 2026

    1701 Delage Ln, Annapolis, MD 21409

    • 4 Beds
    • 1.5 Baths
    • 1,960 Sq Ft
    • Built 1964

    Last Sold Summary

    • 13% Below List Price
    • $265/SF
    • 21 Days On Market

    Current Estimated Value $601,332

    Last Listing Agent Joan Russell Coldwell Banker Realty

    1701 Delage Ln, Annapolis, MD 21409
    • /34

      Est $1,435,500

      Not Listed For Sale

      100 Severn Ave Unit 606, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1978
      100 Severn Ave Unit 606, Annapolis, MD 21403

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

  • /45

    $590,000

    Open Sat 1PM - 3PM $5K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility , 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity with an Assumable 4.25% VA loan located in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute - previously a

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • /5

    Call for Price

    • 1 - 3 Beds

    29 W Washington St, Annapolis, MD 21401

    Timothy House & Gardens is located in the Downtown Annapolis Neighborhood and 21401 Zip code of Annapolis, MD.

    Timothy House & Gardens

    29 W Washington St, Annapolis, MD 21401
  • /50

    $785,000

    Sold Feb 21, 2026

    3109 Ervin Ct, Annapolis, MD 21403

    • 2 Beds
    • 2.5 Baths
    • 1,801 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $436/SF
    • 85 Days On Market

    Current Estimated Value $806,374

    Last Listing Agent Brian Furr EXP Realty, LLC

    3109 Ervin Ct, Annapolis, MD 21403
    • /75

      Est $984,692

      Not Listed For Sale

      235 West St, Annapolis, MD 21401

      • 3 Beds
      • 3.5 Baths
      • 2,048 Sq Ft
      • Built 2013
      235 West St, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

  • /38

    $425,000

    Coming Soon Sep 3
    • 4 Beds
    • 2 Baths
    • 1,431 Sq Ft

    778 Windgate Dr, Annapolis, MD 21409

    Tucked away in a private, wooded setting within the sought after water access community of Cape St. Claire, 778 Wingate Drive presents an exciting opportunity to create a home that is truly your own. Set on approximately 0.6 acres and surrounded by mature trees, this four bedroom, two bathroom rancher offers a hard to find combination of privacy, space, and single level living just minutes from

    Agent Photo

    Joe Smith

    Next Step Realty

    778 Windgate Dr, Annapolis, MD 21409
  • /20

    Call for Price

    • 2 - 4 Beds

    911 Royal St, Annapolis, MD 21401

    Bywater Mutual Homes, Inc. is a 308 townhouse community located in the heart of Annapolis, MD. We offer two, three and four bedroom townhomes, giving you the advantages of single family living for qualified families of low and moderate income (HUD Section 8 and Section 236).

    Bywater Mutual Homes

    911 Royal St, Annapolis, MD 21401
  • /92

    $871,000

    Sold Aug 21, 2026

    704 Brannock Terrace, Annapolis, MD 21401

    • 5 Beds
    • 4.5 Baths
    • 5,036 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $173/SF
    • 24 Days On Market

    Current Estimated Value $899,669

    Last Listing Agent Creig Northrop Northrop Realty

    704 Brannock Terrace, Annapolis, MD 21401
    • /31

      Est $928,092

      Not Listed For Sale

      622 Samantha Ct, Annapolis, MD 21409

      • 4 Beds
      • 3.5 Baths
      • 4,479 Sq Ft
      • Built 2012
      622 Samantha Ct, Annapolis, MD 21409

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Carrie Cheeks Long & Foster Real Estate, Inc.

  • /52

    $685,000

    • 3 Beds
    • 3 Baths
    • 1,666 Sq Ft

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403

    Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo

    Agent Photo

    Lorna Kaim

    Compass

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
  • /12

    Starting at $1,495 Per Month

    • 1 - 2 Beds

    130 Lubrano Dr, Annapolis, MD 21401

    Conte Lubrano Apartments

    130 Lubrano Dr, Annapolis, MD 21401
  • /35

    $875,000

    Sold Feb 02, 2026

    1141 Mainsail Dr, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1966

    Last Sold Summary

    • $315/SF
    • 65 Days On Market

    Current Estimated Value $891,006

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

    1141 Mainsail Dr, Annapolis, MD 21403
    • /37

      Est $1,066,096

      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

      Last Listing Agent Carrie Cheeks Long & Foster Real Estate, Inc.

  • /15

    $975,000

    Pending
    • Land
    • 14,810 Sq Ft
    • $2,867,647 per Acre

    10 Annapolis St, Annapolis, MD 21401

    Redevelopment opportunity in an established boutique shopping & business district. Value is in the land (approximately 15,000 sq. ft.) Being offered "as is - where is". Former location of Tara's Gifts at the gateway to West Annapolis. B1 zoning permits retail, office & residential use. Easy access to/from Rt. 50. Walkable to offices, restaurants, shopping, downtown Annapolis, USNA & Navy/Marine

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    10 Annapolis St, Annapolis, MD 21401
  • /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
  • /64

    $557,000

    Sold May 08, 2026

    1523 Enyart Way Unit 102, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Below List Price
    • $322/SF
    • 3 Days On Market

    Current Estimated Value $552,151

    Last Listing Agent Donna Dickinson Coldwell Banker Realty

    1523 Enyart Way Unit 102, Annapolis, MD 21409
    • /41

      Est $681,586

      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

      Last Listing Agent Phil Gerdes Real Broker, LLC - Annapolis

  • /31

    $359,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,214 Sq Ft

    605 Admiral Dr, Annapolis, MD 21401

    Fully Renovated 2 Bedroom Condo in Annapolis! Step into effortless, modern living in this beautifully renovated 2 bedroom, 2 bath one floor condo at 605 B Admiral Dr, Unit 108. Thoughtfully updated from top to bottom, this home offers stylish finishes including crown molding, exceptional storage, and the comfort of truly move in ready living.The renovated kitchen features brand new

    Agent Photo

    Kristen Quinn

    Realty Navigator

    605 Admiral Dr, Annapolis, MD 21401
  • /14

    $3,195 Per Month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    1173 Idylewild Dr, Annapolis, MD 21409

    AVAILABLE NOW - UPDATED HOME -4 Br 2 bath - LARGE DECK - This home has just been updated with the pickiest buyers in mind. On the upper level you will find an extensive gourmet kitchen w/custom back splash, shaker cabinets, SS appliances, quartz counter tops, & plenty of space for several bar stools and the kitchen table.. DOG considered with reference and Pet fee - MIN CREDIT SCORE OF 660 AND

    1173 Idylewild Dr, Annapolis, MD 21409
  • /24

    $366,000

    Sold Sep 29, 2025

    605 Broach Ct, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Built 1996

    Last Sold Summary

    • $233/SF
    • 12 Days On Market

    Current Estimated Value $368,421

    Last Listing Agent Pedro Fortiz LPT Realty, LLC

    605 Broach Ct, Annapolis, MD 21401
    • /41

      Est $590,609

      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

      Last Listing Agent Sandy Wing RE/MAX Leading Edge

  • /50

    $974,990

    New Construction $125K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 3,846 Sq Ft

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Construction has began on this beautiful Schaefer Homes, design!!Discover an unparalleled opportunity to own a luxurious, newly constructed Colonial masterpiece in the prestigious Oyster Harbor community. This exquisite residence, set to be completed in 2026, boasts a sprawling 0.62-acre lot, offering ample space for outdoor entertaining and serene relaxation. With 4 spacious bedrooms and 2.5

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /20

    $3,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    937 Marine Dr, Annapolis, MD 21409

    Property Id: 898295 Located in the Atlantis Community. This 4 Bedroom, 3 Full Bath and 1 Half Bath single family home boasts plenty of space for a family. Over 2,000 sq. ft. Upper level has beautiful hardwood floors. Open floor plan with a newer fully renovated kitchen including cabinets, granite counters and new appliances. The bedrooms are large and comfortable with newer carpet. Bathrooms

    937 Marine Dr, Annapolis, MD 21409
  • /46

    $830,000

    Sold Dec 10, 2025

    8 Somerset Ct, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 3,589 Sq Ft
    • Built 1987

    Last Sold Summary

    • $231/SF
    • 1 Day On Market

    Current Estimated Value $874,914

    Last Listing Agent Jocelyn Vas RLAH @properties

    8 Somerset Ct, Annapolis, MD 21403
    • /58

      Est $1,123,407

      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

      Last Listing Agent Michele Cordle Long & Foster Real Estate, Inc.

Showing Results 81 - 120, Page 3 of 18

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